Multigenerational Home Planner | Chicago & Oak Park

6 Beds ⋅ 4 Baths ⋅ 12805082 MLS ⋅ NEW Status

GREAT INVESTMENT TO ADD TO YOUR EXCITING PORTFOLIO OR FIX AND FLIP. OVERSIZED BUNGALOW ON CORNER WITH 9 ROOMS AND 4 LARGE SIZE BEDROOMS. AND THE COACH HOUSE THE SECOND UNIT ON THE REAR OF THE LOT. NEEDS TOTAL GUT // COMPLETE REHAB WORK. LOTS OF POTENTIAL

1435 W Marquette Road, Chicago

$249,900

5 Beds ⋅ 2 Baths ⋅ 12805080 MLS ⋅ NEW Status

Distinctive architectural character and versatile living spaces highlight this classic Chicago two-unit property, offering an excellent opportunity for homeowners and investors alike. Featuring 5 bedrooms and 2 full bathrooms across both units, the building showcases spacious living rooms with large bay windows, hardwood flooring, original wood trim, and separate dining areas that reflect its timeless charm. Each unit offers a functional kitchen with cabinetry and room for future improvements. The generous layouts provide flexibility for comfortable living or rental opportunities, while the full unfinished basement offers additional storage space. A detached two-car garage adds everyday convenience. With its striking stone facade and traditional details, this property presents plenty of potential for personalized updates. Conveniently located near neighborhood parks, shopping, dining, public transportation, and major roadways with easy access throughout Chicago's West Side and surrounding communities.

5246 W Congress Parkway, Chicago

$389,900

4 Beds ⋅ 2 Baths ⋅ 12805039 MLS ⋅ NEW Status

Welcome to this well-maintained and thoughtfully updated 2 unit in the Greater Grand Crossing neighborhood. Perfect for an investor or owner occupant looking to live in one unit and rent the other unit out! This property offers versatility, functionality, and excellent potential for both owner-occupants and investors. Each unit provides comfortable living spaces with an open-concept layout and updated finishes throughout. This property creates an ideal opportunity for an owner looking to live in one unit while generating rental income from the other, or an investor seeking to add a multi-family property to their portfolio. Recent updates throughout the property provide a refreshed feel while maintaining the character and functionality of the building. Inside, you'll find 2 comfortable bedrooms per floor with bonus rooms perfect for an office or closet. The units also have updated kitchens and refreshed bathrooms. The property is also has a large backyard, a 2 car garage, and is conveniently situated near public transportation, schools, parks, and major roadways. Whether you're looking to house-hack, accommodate extended family, or expand your real estate portfolio, this is the 2 unit you've been waiting for! Schedule your private showing today!

7150 S Eberhart Avenue, Chicago

$475,000

5 Beds ⋅ 3 Baths ⋅ 12805030 MLS ⋅ NEW Status

Great opportunity with this well-maintained 2-unit property offering flexible living space and plenty of storage. The first unit features 3 bedrooms, 11/2 baths and a full kitchen, while the second unit offers 2 bedroom, 1 bath and its own full kitchen. Each unit has separate electric, making this a practical option for an owner-occupant or investor. The property also features a full basement with an additional sub-basement, plus a full walk-in attic providing plenty of room for storage. Recent mechanical updates include a boiler installed in 2025 and a furnace approximately 4 years old, while the roof and windows are approximately 10 years old. Outside, you'll find a new fenced yard and 2-car garage and new gutters with leaf guard- no more cleaning your gutters! A solid Chicago 2-unit with multiple levels of usable space and many of the major improvements already completed.

3805 S Honore Street, Chicago

$460,000

4 Beds ⋅ 3 Baths ⋅ 12804630 MLS ⋅ NEW Status

1046 S Mason Avenue, Chicago

$379,900

5 Beds ⋅ 2 Baths ⋅ 12804760 MLS ⋅ NEW Status

Welcome to a beautifully renovated classic Chicago brick two-unit offering an excellent opportunity for an owner-occupant, multi-generational household, or an investor looking to build or expand their portfolio. This well-maintained property combines timeless Chicago character with modern updates and flexible living options. Both units are spacious and have been thoughtfully updated with new flooring and designer lighting throughout. The updated kitchens feature new cabinetry, elegant quartz countertops, and brand-new stainless-steel appliances. The bathrooms have been refreshed with custom vanities, large-format tile, and contemporary matte-black fixtures, creating a clean, modern feel throughout the entire home! Additional improvements include a new rear porch, spacious front and rear yards, and three exterior parking spaces. With five bedrooms and two total bathrooms, the property offers generous living space and flexibility for a variety of ownership strategies. Live in one unit while generating rental income from the other, accommodate extended family, or add a renovated two-flat to your investment portfolio. The unfinished basement provides plenty of room for storage! Located in the Englewood area, a historic residential section of Chicago's South Side known for its classic brick two-flats, bungalows, mature streetscapes, and strong neighborhood identity. The surrounding area offers access to local shopping, restaurants, schools, Marquette Park, and everyday conveniences, with commercial activity concentrated along nearby major corridors and just minutes from I-90/94 expressway. Commuters also have access to nearby CTA bus service and rail connections. The property's location provides connectivity to downtown Chicago and surrounding South Side communities. This property offers the best of both worlds: the character and durability of a classic Chicago two-flat with the modern updates today's buyers are looking for. Schedule your private tour today!

712 W Marquette Road, Chicago

$150,000

6 Beds ⋅ 2 Baths ⋅ 12804626 MLS ⋅ NEW Status

Well-maintained 2-flat building featuring a total of 6 bedrooms and 2 bathrooms. Each unit offers a spacious living room and a large kitchen. Full basement provides additional storage. Roof replaced in 2011. Great opportunity for investors or owner-occupants looking for a multi-unit property with generous living space.

7701 S Paulina Street, Chicago

$249,900

4 Beds ⋅ 2 Baths ⋅ 12804607 MLS ⋅ NEW Status

Looking for a 2-unit property with room to grow? This Chicago multi-unit offers a great opportunity for both investors and owner-occupants! Featuring two separate units, each with 2 bedrooms and 1 full bathroom, the property provides the flexibility to live in one unit while renting the other or add both units to your investment portfolio. Updates have already been completed throughout, offering a great starting point while still allowing the next owner to add their own personal touches and build value over time. The full, partially finished basement provides additional storage and flexible space for future possibilities. Located in Chicago's West Englewood community, you'll appreciate the convenience of having everyday essentials nearby. Ogden Park is just blocks away, offering green space, recreational facilities, and outdoor activities. Nearby Ashland Avenue and 63rd Street provide access to grocery stores, restaurants, shopping, and neighborhood businesses, while public transportation and major city routes make getting around Chicago convenient. Whether you're purchasing your first multi-unit, expanding your rental portfolio, or looking for a property that offers additional income potential, this is an opportunity worth exploring. Two units, four total bedrooms, updates already in place, and the potential to make it your own. Schedule your showing and see the possibilities!

6731 S Loomis Boulevard, Chicago

$775,000

10 Beds ⋅ 4 Baths ⋅ 12800602 MLS ⋅ NEW Status

Value-add buildings in highly sought after Oak Park don't come along often. This is one of them. A solid-brick, legal 4-unit with three oversized 3-bedroom/1-bath units (approx. 1,425 sq ft each) and a garden studio. Each 3-bedroom features hardwood floors, crown molding, original woodwork, and decorative fireplaces-the vintage character Oak Park renters seek out-plus an updated second floor kitchen. Current rents total $5,945/month. Current rents are well below market rate. Great opportunity to increase the monthly rental income and increase cash flow! Terrific opportunity. Tenants pay their own heat and electric in the 3-bedroom units with individual gas forced-air furnaces (two replaced in the last 3 years), separate gas and electric meters, and a new 75-gallon water heater (2026). Relined chimney front tuckpointing coin laundry income 3-car garage shared basement with tenant storage. All units leased. Three blocks to the CTA Blue Line and minutes to I-290. Located highly rated school districts. Irving Elemantary is currently rated 9/10 at Greatschools and Oak Park River Forest High School is currently rated 10/10!! Prefer to live in? Take a unit and let three others help cover your mortgage. Well maintained building with below-market rents, real upside.

1110 S Austin Boulevard, Oak Park

$480,000

9 Beds ⋅ 3 Baths ⋅ 12799480 MLS ⋅ NEW Status

Spacious two-flat multifamily property located in Chicago's West Garfield Park neighborhood, offering an abundance of living space and excellent investment potential. The first-floor unit features four generously sized bedrooms and one full bathroom, while the second-floor unit offers five spacious bedrooms and one full bathroom. The basement includes an in-law suite complete with its own kitchen, bathroom, and private entrance, providing additional living space and flexibility. One unit is currently tenant-occupied, while the second-floor unit is vacant, offering an opportunity for an owner-occupant or investor. Property improvements include a newer roof, updated furnace, and electrical improvements. With generous bedroom counts, additional basement accommodations, and income-producing potential, this property is a great opportunity for investors or buyers looking to live in one unit while generating rental income from the other.

4246 W Adams Street, Chicago

$679,900

6 Beds ⋅ 2 Baths ⋅ 12803661 MLS ⋅ NEW Status

Estate sale, stunning and rarely available Peterson Woods "On Legion Park" jumbo two-flat building. Property features two units with huge living rooms, formal dining rooms, and updated eat-in kitchens. Two large bedrooms, with a third tandem bedroom, office, or nursery. Hardwood floors and original woodwork throughout. Large unfinished basement has two entrances and makes for an amazing entertaining space. Newer hot water tank, spot tuck-pointing, new garage door and openers. Porch, siding, and windows done in approximately 2008. Property being sold in "AS-IS" condition. Structured showing schedule; some photos have been digitally altered.

5826 N Virginia Avenue, Chicago

$625,000

5 Beds ⋅ 2 Baths ⋅ 12781702 MLS ⋅ NEW Status

Exceptional Opportunity in the Heart of Forest Park! This distinctive brick two-flat offers an exceptional combination of timeless character, extensive updates, and an extraordinary 50 x 206-foot lot! Featuring a two-bedroom first-floor apartment and a spacious three-bedroom second-floor apartment, this property offers exciting possibilities for homeowners and investors alike. Looking for even more space? Explore the potential to duplex the second-floor apartment into the attic, creating an expansive owner's residence while maintaining rental income from the first floor! Owned by only two families, this special property has been thoughtfully maintained and improved over the years. Both kitchens have been beautifully updated, including a complete renovation of the first floor kitchen in 2024. Additional improvements include newly refinished floors, updated bathrooms, replacement of the original knob-and-tube wiring, copper plumbing improvements, two newer boilers, thermal-pane windows, and a complete roof tear-off in 2012. The remarkable lot offers an abundance of outdoor space rarely found in a property of this type. A four-car brick garage, accessible from both the concrete driveway and alley, provides exceptional parking and storage. Separate gas, electric, and heating systems add convenience and flexibility. An unfinished basement provides additional storage. Ideally situated near Forest Park's vibrant Madison Street shopping and dining district, parks, transportation, and neighborhood amenities, this is a unique opportunity to own a property with character, space, income potential, and room to grow. Whether you're looking for a smart investment or the opportunity to create your dream owner's residence, this one is not to be missed. Easy to show with notice for tenant

308 Circle Avenue, Forest Park

$304,900

6 Beds ⋅ 2 Baths ⋅ 12804389 MLS ⋅ NEW Status

~ THE CASH COW!!!!! ~ INCOME-PRODUCING BRICK TWO-FLAT IN WEST GARFIELD PARK! Collect rent from day one with a long-term first-floor tenant who would love to stay, and put the vacant second-floor unit to work on your terms. This spacious brick two-flat features three bedrooms and one bath on each floor. The vacant unit gives the next owner the flexibility to move in, lease it out, or make updates before bringing it to market. Set on a residential block directly across from a neighborhood school, the property offers convenient access to public transportation, shopping, parks, and everyday amenities. Its classic brick exterior and spacious three-bedroom layouts make it a strong addition to an investment portfolio or an opportunity for an owner-occupant looking to offset expenses with rental income. The full unfinished basement is a standout feature with great possibilities. There's plenty of room to create dedicated storage, add laundry facilities, or explore finishing the space to add value. Investors may also explore separate utility metering and individual water heaters where feasible. Buyers should verify the feasibility of proposed improvements, utility changes, and future basement uses. Property is being sold AS-IS, subject to the existing tenancy. Buyer will assume responsibility for required City inspections, municipal compliance, property clean-out, and repairs. No survey or seller disclosures will be provided. Proof of funds or a lender preapproval letter must accompany all offers. Taxes will be prorated at 100%, and earnest money must be submitted in certified funds. Room counts, dimensions, lot size, and other property details are believed to be accurate but are not guaranteed. With rental income already in place and a vacant three-bedroom unit ready for your next move, this West Garfield Park two-flat gives you two ways to make the investment work for you.

4238 W Congress Parkway, Chicago

$595,000

5 Beds ⋅ 3 Baths ⋅ 12803600 MLS ⋅ NEW Status

Welcome to this beautiful, legal 2-unit building with a full finished basement in the heart of Belmont Cragin. This is the rare find that works every way you run the numbers: a turnkey owner-occupant opportunity where you can live in one unit while the second helps carry the mortgage, or a hands-free addition to a rental portfolio with every big-ticket item already done for you. Across three finished levels you'll find 5 bedrooms and 3 full bathrooms and room to spare at every turn. The spacious first level opens with a generous living room and gleaming hardwood floors, flowing into a uniquely designed kitchen that is truly the centerpiece of the home - custom-made cabinetry, brand-new appliances, and the kind of finish level you simply don't see in multi-unit buildings. The cozy second floor offers its own comfortable, private living space, and the full finished basement adds 2 more bedrooms and a full bath - perfect for extended family, guests, or even more rental flexibility. Classic architectural character throughout, paired with every modern amenity today's tenants and buyers demand. Buy with total confidence: the heavy lifting is finished. New roof, new siding, new gutters, and new mechanicals - the expensive, unglamorous essentials are already handled, so you can focus on collecting rent or simply enjoying the home. The location does the rest of the selling. Belmont Cragin puts you minutes from expressway access for an easy downtown commute and close to the Blue Line for car-free trips into the city - a combination that keeps quality tenants in place and vacancies short. Opportunities like this - legal 2-unit, fully renovated systems-to-finishes, three levels of finished living space - do not sit. Schedule your showing today before someone else runs the numbers and beats you to it.

2835 N Melvina Avenue, Chicago

$518,200

7 Beds ⋅ 3 Baths ⋅ 12804325 MLS ⋅ NEW Status

Prime location in the heart of Bridgeport! This property offers a fantastic opportunity for investors or developers-ready for a complete renovation or redevelopment into a multi-unit building or a spacious single-family home. Excellent potential to add value in one of Chicago's most desirable and fast-growing neighborhoods.

3353 S Aberdeen Street, Chicago

$305,000

5 Beds ⋅ 2 Baths ⋅ 12804307 MLS ⋅ NEW Status

Do not miss out on this wonderful brick greystone 2 unit building. you have 1 2 bedroom unit and 1 3 bedroom unit. Both units have updated bathroom and kitchens and a formal dining room. Each unit has hardwood floors and laminated floors in the kitchens. First floor unit has access to the walk-out basement. Fenced in yard with a parking spot for 2 cars. Please notice the big back yard this home has. The roof is about 7 years old. Separate forced air furnaces are about 4 years old.

203 N Kolin Avenue, Chicago

$680,000

7 Beds ⋅ 3 Baths ⋅ 12799985 MLS ⋅ NEW Status

Fantastic investment or owner-occupant opportunity in Chicago's Portage Park neighborhood! This solid brick two-flat offers two spacious 3-bedroom units plus a separate lower-level in-law arrangement, providing flexibility for investors and buyers looking for rental income while occupying. The first-floor unit features beautiful hardwood flooring, a stainless steel refrigerator, and a new stove. Upstairs, the second-floor unit offers luxury vinyl plank flooring throughout the living and dining rooms. Both units feature fully enclosed rear porches, adding valuable additional space. The lower level includes a vacant in-law arrangement, offering additional living space and flexibility for the next owner. Shared laundry is conveniently located in the basement. Additional highlights include a fenced backyard, two-car garage, and newer roofing over the garage and front porch, both replaced in 2025. Both the first and second floors are currently tenant-occupied, making this an attractive opportunity for investors seeking existing rental income. Owner-occupants can also explore the possibility of living in one unit while collecting rent from the others.*Location is another major advantage! Conveniently situated near Jefferson Park, Portage Park, and Old Irving Park, with easy access to shopping, restaurants, neighborhood parks, public transportation, and major expressways. Whether you're looking to expand your investment portfolio or make your first move into multifamily ownership, this property offers plenty of possibilities! Garage Roof and Porch Roof(2025)

5015 W Montrose Avenue, Chicago

$900,000

8 Beds ⋅ 4 Baths ⋅ 12803944 MLS ⋅ NEW Status

Perfect for owner occupants this newly renovated 2 flat duplex down has everything you need! This Old Irving all brick gem located on a quiet tree-lined street is three blocks from both the CTA Blue Line and I-90/94! First floor unit has a fully renovated kitchen, hardwood floors and bathrooms. Lower level is fully finished with ample space used for a master bedroom, family room, office and a third bedroom. Updated mechanicals and completely move in ready! Second floor apartment boasts 3 bedrooms, 1 bath, huge walk-in pantry provides for many opportunities for channeling your inner chef. Both apartments have high ceilings, lots of natural light, good-sized bedrooms, spacious separate Living Rooms and a separate Dining Rooms, both with hard wood flooring, Large eat in kitchens on each floor with plenty of cabinet space. Walkout basement with 3 storage rooms and laundry room. Beautifully landscaped backyard with grass ,patio area and a newer back deck for both level. 2.5 car garage with ample space. Schedule your showing today!

3723 N Central Park Avenue, Chicago

$400,000

6 Beds ⋅ 3 Baths ⋅ 12804067 MLS ⋅ NEW Status

Impressive All-Brick Two-Flat with Finished Basement! Discover the space, charm, and versatility this beautiful brick multi-unit property has to offer! Each of the two generously sized apartments features 3 spacious bedrooms, a formal dining room, an oversized living room, and hardwood floors throughout, offering comfortable living with plenty of room to spread out. The finished basement provides additional living space, complete with 2 bedrooms, a full bathroom, and a convenient summer kitchen, creating endless possibilities for extended living arrangements or additional recreational space. Step outside and enjoy a spacious backyard featuring a covered patio, perfect for summer barbecues, entertaining guests, or simply relaxing outdoors. With its solid brick construction, generous floor plans, and versatile layout, this property presents an excellent opportunity for owner-occupants and investors alike. A fantastic opportunity to own a spacious Chicago two-flat with so much to offer. Schedule your private showing today!

6217 S Whipple Street, Chicago

$429,900

9 Beds ⋅ 5 Baths ⋅ 12801000 MLS ⋅ NEW Status

Recently renovated! It's a legal four-unit building. The first floor has two separate units, and the second and third floors each have their own full units with a 2 car garage in the heart of Brighton Park! Stainless steel appliances! The second floor has two full baths. Two top floors are vacant- both units on first floor are month to month tenants. Estimated rental market rate for Unit 1F (2beds/1bath) - $1,100, Unit 1R (1 bed/1 bath)- $1,000, Unit 2 (3 beds/2 baths)- $1,850 and Unit 3 (3 beds/1 bath)- $1,700. Four gas and four electric meters. Tenants pay electric and gas, Landlord pays water. First time buyers welcome! Interested? This Listing Agent answers her phone and welcomes interest.

4625 S Whipple Street, Chicago

$689,900

5 Beds ⋅ 4 Baths ⋅ 12803938 MLS ⋅ NEW Status

WHAT IF OWNING A BRAND-NEW LUXURY HOME CAME WITH $20,000 TO HELP MAKE IT HAPPEN? Welcome to DEUX ON EVANS, where qualified buyers automatically receive a $20,000 grant toward eligible closing costs and funds needed to purchase their new home! AND THERE'S MORE! Doctors, nurses, attorneys, CPAs, actuaries, architects, and pilots-your profession opens doors to exclusive mortgage programs offering up to 100 financing! Imagine owning a spectacular new construction two-unit property with zero down while creating an opportunity to generate rental income and build long-term wealth. Let's talk about making homeownership a reality! LIVE BEAUTIFULLY. GENERATE INCOME. BUILD WEALTH. Welcome to Deux on Evans, a striking new construction two-unit property where contemporary architecture, sophisticated design, and financial opportunity come together in the heart of West Woodlawn. FROM THE MOMENT YOU ARRIVE, PREPARE TO BE IMPRESSED! Bold modern architecture, expansive European-style windows, soaring ceilings, wide-plank hardwood flooring, and thoughtfully curated finishes create an atmosphere of effortless sophistication. Natural light pours into the open-concept living and dining areas, creating the perfect setting for quiet mornings, lively gatherings, and unforgettable celebrations. THE KITCHEN IS AN ABSOLUTE SHOWSTOPPER! Rich wood-toned cabinetry, gorgeous quartz countertops, dramatic pendant lighting, premium appliances, and an oversized island create a space where beautiful design meets everyday living. Imagine Sunday brunch with family, holiday dinners with friends, or simply enjoying your morning coffee in a kitchen that makes every day feel extraordinary. BUT HERE'S WHERE THIS HOME BECOMES AN EVEN GREATER OPPORTUNITY! The beautifully appointed garden residence offers the flexibility to generate rental income while enjoying the luxury of your own home. Welcome a long-term tenant, offer furnished accommodations, explore corporate housing, or consider short-term rental opportunities where permitted. Imagine owning a property that not only provides an exceptional lifestyle but also creates opportunities to build lasting wealth! THE LOCATION MAKES THE POSSIBILITIES EVEN MORE EXCITING! With the University of Chicago, the Obama Presidential Center, Jackson Park, and the Museum of Science and Industry nearby, the surrounding area attracts visiting professors, physicians, researchers, graduate students, traveling medical professionals, executives, and families seeking convenient accommodations. From extended stays to traditional leasing, the separate garden home offers remarkable versatility. AND LET'S TALK ABOUT THE NEIGHBORHOOD! Located in West Woodlawn, Deux on Evans places you near the University of Chicago, Hyde Park, the South Shore lakefront, beautiful parks, golf courses, neighborhood restaurants, cultural attractions, and convenient transportation. With continued investment and development throughout the surrounding community, this is an exciting place to call home. NOW LET'S TALK ABOUT THE FINANCIAL OPPORTUNITIES! Qualified buyers automatically receive a $20,000 grant toward eligible closing costs and qualifying purchase funds. Plus, professional mortgage programs offer up to 100 financing for doctors, nurses, attorneys, CPAs, actuaries, architects, and pilots. Your profession could open the door to owning a beautiful new construction property while creating opportunities for additional income! TWO BEAUTIFULLY DESIGNED HOMES. ONE EXTRAORDINARY OPPORTUNITY. Live in one. Generate income from the other. Create flexibility for family, guests, or tenants. Enjoy the sophistication of new construction while exploring the financial advantages of owning a two-unit property. Some homes simply provide a place to live. Others create opportunities that can change your financial future. LUXURY WITHOUT COMPROMISE. OPPORTUNITY WITHOUT LIMITS. LIVE BEAUTIFULLY TODAY. BUILD WEALTH FOR TOMORROW. WELCOME TO DEUX ON EVANS

6635 S Evans Avenue, Chicago

$475,000

6 Beds ⋅ 3 Baths ⋅ 12607211 MLS ⋅ NEW Status

Exceptional Multi-Unit Investment Opportunity - Three Units Plus Additional In-Law Suite! Welcome to 9115 S. Ada, a spacious brick multi-unit property offering an excellent opportunity for investors or owner-occupants looking to maximize flexibility and income potential. This property features three traditional residential units plus an additional in-law suite, providing multiple possibilities for extended family living or rental opportunities, subject to applicable zoning and municipal requirements. The building showcases classic Chicago brick architecture, generous living spaces, hardwood flooring, large windows that bring in plenty of natural light, and spacious bedrooms. The interior features comfortable living and dining areas, functional kitchens with updated cabinetry and appliances, and refreshed bathroom finishes. Each level offers its own living space, creating flexibility for multi-generational households or an investor seeking multiple income streams. The additional in-law suite adds another layer of versatility rarely found in traditional multi-unit properties. Whether you're expanding your investment portfolio, looking for an owner-occupied property with additional rental income potential, or seeking a property that accommodates extended family, 9115 S. Ada presents an opportunity worth exploring. Three residential units. One additional in-law suite (Potentially add an ADU to legalize a 4th unit). Multiple possibilities. Don't miss this opportunity!

9115 S Ada Street, Chicago

$374,900

4 Beds ⋅ 2 Baths ⋅ 12803903 MLS ⋅ NEW Status

This well-maintained 2-flat presents a great opportunity for both homeowners and investors, with numerous important updates already completed. Each unit is equipped with forced air heat and central A/C, providing comfort throughout every season. Over the past 5 years, several major improvements have been made, including the roof, garage, tuckpointing, and windows, giving added peace of mind. The exterior has also been enhanced with an updated porch and newer concrete sidewalk, adding both charm and practicality. The unfinished basement features an open layout and offers plenty of potential for added living space, storage, or future customization. Ideally situated near schools, parks, shopping, and public transportation, this property combines location, functionality, and long-term value. A truly well-cared-for building ready for its next chapter.

6225 S Seeley Avenue, Chicago

$699,900

8 Beds ⋅ 4 Baths ⋅ 12803880 MLS ⋅ NEW Status

STUNNING FULLY RENOVATED BRICK 3-FLAT IN CHICAGO'S BRONZEVILLE AREA! An exceptional opportunity to own a beautifully reimagined multifamily property offering 8 bedrooms, 4 full bathrooms, and modern luxury finishes throughout. Extensively renovated in 2026, this impressive property blends timeless architectural character with today's most desirable design elements. Step inside to discover gorgeous hardwood flooring, expansive open-concept living spaces, elegant custom wainscoting, recessed lighting, designer fixtures, and stunning kitchens featuring shaker-style cabinetry, quartz countertops, stainless steel appliances, and oversized islands perfect for entertaining. Beautifully appointed bathrooms showcase large-format porcelain tile, contemporary vanities, and sleek black fixtures. The first and second floors each offer spacious 3-bedroom, 1-bathroom layouts, while the finished walkout lower level features an additional 2-bedroom, 2-bathroom unit. Outside, enjoy a generous 25 x 150 lot complete with a fenced backyard, outdoor deck, and detached 2-car garage. Conveniently located near parks, public transportation, shopping, dining, and major expressways. Whether you're an investor looking to expand your portfolio or an owner-occupant seeking a move-in-ready property with income potential, this is a rare opportunity to own a turnkey, beautifully renovated Chicago multifamily property. Schedule your private showing today!

5250 S Indiana Avenue, Chicago

$630,000

4 Beds ⋅ 3 Baths ⋅ 12803423 MLS ⋅ NEW Status

Welcome to 5201 W Byron St, a premier real estate opportunity located in Chicago's Portage Park neighborhood. This multi-family property presents a duplex building style, offering 2,808 square feet of living space, plus an additional 850 square feet in the finished basement. Designed with a functional layout, this duplex multi-family home features five bedrooms and three bathrooms. As you step inside, you will immediately notice the classic appeal of hardwood floors extending through the home. Built-in fireplaces on the first and second floors enhance the atmosphere, providing warm and welcoming focal points. The multi-family layout combined with 2,808 square feet allows for flexible and practical use of space across all five bedrooms and three bathrooms. Every detail of 5201 W Byron St reflects the solid architectural character of a classic Chicago duplex. From the rich hardwood floors to the cozy fireplace and versatile basement, this multi-family property is a standout offering that delivers endless options. Do not miss your chance to view this duplex multi-family home in Chicago. Contact the listing agent today to request more information or to arrange a private showing of 5201 W Byron St!

5201 W Byron Street, Chicago

$495,000

6 Beds ⋅ 4 Baths ⋅ 12803809 MLS ⋅ NEW Status

Investor Goldmine! This is an ultra-rare value-add opportunity on a gigantic 177 Deep lot backing right up to Simons Park and with immediate access to the 606 Trail. The building features highly desirable 3-bedroom, 2-bathroom layouts in both primary units, offering fantastic rent potential. The property is being sold with existing city code violations requiring the removal of the current basement unit and the reinforcement or rebuilding of the rear stairs. For a savvy buyer, this is the ultimate catalyst for forced appreciation through sweat equity. Situated perfectly within Chicago's ADU allowed area, the mandatory lower-level remediation provides a clean slate to pull permits and legally build out at least one, and potentially two, Additional Dwelling Units. Transform this into your cash flowing gem. Unbeatable, quickly appreciating location to coffee shops, grocery stores, minutes to Logan Square and with immediate access to the 606 trail and a beautiful park directly behind. Bring your contractor to capitalize on this incredible potential. Sold strictly as-is.

1645 N Central Park Avenue, Chicago

$295,000

3 Beds ⋅ 3 Baths ⋅ 12803782 MLS ⋅ NEW Status

Beautifully updated brick 2-flat in Chicago's West Garfield Park neighborhood! This move-in-ready property offers an excellent opportunity for an owner-occupant or investor. The first-floor unit is a spacious duplex-down featuring 2 full baths. The lower level was previously used as a second bedroom suite with its own private bath, offering flexible additional living space. The second-floor unit features 2 spacious bedrooms. Both units have been tastefully updated with white cabinetry, quartz countertops, stainless steel appliances, refinished hardwood and laminate flooring, LED recessed lighting, updated light and plumbing fixtures, and beautifully renovated ceramic tile baths. Additional improvements include 3 new hot water tanks and freshly paint throughout, including the doors, trim, enclosed rear porch, and front entrance. Both units also offer plenty of closet and storage space. Each unit features separate utilities, circuit breaker electrical service, and forced-air heating. The property is secured by an iron fence in front and a gated iron fence in the rear. A spacious rear parking pad is conveniently accessed through a rolling gate. Ideal for a live-in owner looking to generate additional rental income or an investor seeking a move-in-ready rental property. Conveniently located approximately one block from the I-290 eastbound entrance, offering easy expressway access and a short drive to Downtown Chicago. Updated, versatile, and ready for immediate occupancy or rental!

760 S Kostner Avenue, Chicago

$255,000

4 Beds ⋅ 2 Baths ⋅ 12803650 MLS ⋅ NEW Status

2 unit all brick building; each unit features a 2 BR/1 bathroom. Semi finished basement. Two car garage.

1511 N Kildare Avenue, Chicago

$340,000

5 Beds ⋅ 3 Baths ⋅ 12803329 MLS ⋅ NEW Status

Beautiful two-unit property featuring a finished attic that offers additional living space and excellent flexibility. Each unit provides an opportunity for comfortable living or rental income. The property also features a two-car garage, a spacious concrete backyard, and a welcoming porch perfect for entertaining family and friends. Great opportunity with rental income or investors seeking to expand their portfolio. Don't miss this opportunity to own a versatile multi-unit property in Chicago!

2956 W 40Th Street, Chicago

$125,000

4 Beds ⋅ 2 Baths ⋅ 12793934 MLS ⋅ NEW Status

Chicago greystone offering you the opportunity to renovate and make this your own! Property sits on a oversized fully fenced lot offering privacy and plently of room for family gatherings, garden, storage, etc. There was a fire so be sure to bring flash light and be very carefull as you inspect this property. 1st floor offers duplex to the basement giving amle space for 3 - 4 bedrooms, 2 baths, updated kitchen and loads of natural light from the large windows. 2nd floor offers 3 bedrooms 1 bath and an easy flow, large windows to maximize natural light.There is an enclosed porch for additional living space or storage. Investors and homeowners this is your chance to get into a rapidly developing neighborhood. Schedule your showing today.

7400 S Princeton Avenue, Chicago

$439,900

3 Beds ⋅ 2 Baths ⋅ 12803048 MLS ⋅ NEW Status

This classic brick two-unit property offers a great opportunity for investors or owner-occupants looking for flexible living arrangements in Chicago's Jefferson Park neighborhood. Featuring a total of 3 bedrooms and 2 bathrooms, the property offers comfortable living spaces with hardwood flooring, plenty of natural light, and room to add your personal touches. The kitchens provide practical layouts with cabinet space, while the full basement offers additional storage and possibilities for future use. A covered front porch adds character to the home, and the backyard provides outdoor space to enjoy. A detached two-car garage offers convenient parking and additional storage. With its traditional charm and potential for improvements, this property presents an appealing investment opportunity. Conveniently located near neighborhood parks, schools, shopping, dining, public transportation, and major roadways.

5307 N Luna Avenue, Chicago

$450,000

3 Beds ⋅ 3 Baths ⋅ 12799838 MLS ⋅ NEW Status

5437 W Cortez Street, Chicago

$580,000

9 Beds ⋅ 3 Baths ⋅ 12803520 MLS ⋅ NEW Status

Welcome to this exceptional South Shore three-flat offering timeless Chicago architecture, generous living space, and outstanding investment potential. This classic brick building features three spacious units, each thoughtfully designed with large room sizes, abundant natural light, hardwood flooring, separate dining rooms, and versatile den spaces that can easily serve as home offices, sitting rooms, or additional bedrooms. Rich in vintage character, select units showcase beautiful built-in bookcases and original architectural details that blend seamlessly with tasteful updates. The property is currently producing income with two units occupied, while the vacant third-floor unit presents an outstanding opportunity for an owner-occupant or savvy house hacker to move right in while offsetting their mortgage with rental income from the other two units. For investors, the unit is also being actively marketed for lease, offering the flexibility to bring the building to full occupancy and maximize cash flow. The partially finished basement offers additional usable space and is ready for your finishing touches, creating even more potential to add value. A common-area coin-operated laundry provides an additional income stream, while the detached brick 3-car garage offers valuable parking and the opportunity for supplemental rental income. Completing the property are a rear porch and ample storage, enhancing both functionality and tenant appeal. Ideally situated in the heart of South Shore, you'll enjoy convenient access to Lake Michigan, Rainbow Beach, Jackson Park, the South Shore Cultural Center, the future Obama Presidential Center, Metra and CTA transportation, shopping, dining, parks, and major expressways. Whether you're looking to expand your investment portfolio or take advantage of a rare owner-occupied house hacking opportunity, this is your chance to own a well-maintained, income-producing building in one of Chicago's most historic and steadily revitalizing lakefront neighborhoods. Schedule your private showing today!

7741 S Yates Boulevard, Chicago

$649,900

5 Beds ⋅ 3 Baths ⋅ 12803505 MLS ⋅ NEW Status

Wonderful Opportunity to own a newly improved multi- unit property in East Humboldt Park! This handsome 2.5 Story full masonry structure Just had an all new and full roof replacement. It now features a new interior drain tile system for protection from water seepage, along the perimeter, a new sump pump, ejector pump and overhead sewer system. The lower level received a fresh coat of paint, new baseboard trim, a few new interior doors, an updated laundry room and a bathroom update! The rear porch has been cleaned up and painted, and there is more! The first floor is a spacious 2 bedroom 1 bath with independent forced air heat, central AC, independent gas and electricity so it is independently metered. The unit is leased out until the end of May 2027 so a live in owner can has extra income for the mortgage The upstairs 2 bedroom 1 bath has a private entrance and a spacious living area, open concept kitchen to living room, tall ceilings, and so much to offer. This floor plan was redesigned to accommodate a live in owner and so it has a massive principal (15x 12) bedroom and a Huge (9x7) walk in closet, in unit laundry, french doors leading to a private rear deck! You will love where you live in this property, or find out just how effortless you can lease this building out as an arm chair investment. This is a must see property with a whole lot of value just added There is a great yard, each unit has its own rear deck, separately metered gas, and electric and more.

3104 W Walton Street, Chicago

$950,000

11 Beds ⋅ 7 Baths ⋅ 12802894 MLS ⋅ NEW Status

INCREDIBLE INVESTMENT OPPORTUNITY! LEGAL FOUR-UNIT BUILDING IN A HOT, HIGH-DEMAND NEIGHBORHOOD! Don't miss this fantastic opportunity to own a multi-unit property in a thriving neighborhood! This property offers an excellent opportunity for investors looking to expand their portfolio or owner-occupants seeking additional rental income potential. The building features multiple living areas, functional kitchens, comfortable bedrooms, and hardwood flooring in select units. Several units offer spacious living and dining areas, creating practical and inviting living spaces. Additional highlights include a private rear parking area for added convenience. Per owner, several improvements have been completed over the years, including a roof replacement in 2010, updated kitchen cabinets in Units 1, 2, and 3 in 2010, and a new water supply line from the street to the building in 2010. The garden unit's hot water boiler was installed in 2010, while the hot water boilers serving Units 1 and 2 were replaced in 2025. HVAC systems and air conditioning for Units 1, 2, and 3 were installed in 2010. Ideally located in a vibrant neighborhood with convenient access to local restaurants, shopping, public transportation, and everyday amenities. Whether you're an experienced investor or looking for your next investment project, this property offers plenty of possibilities. Property is being sold strictly in "AS IS" condition. Don't miss this opportunity to own a multi-unit property with excellent investment potential.

3317 W Division Street, Chicago

$505,000

5 Beds ⋅ 4 Baths ⋅ 12793305 MLS ⋅ NEW Status

Great opportunity to own a 2 unit in a very nice neighborhood. 2 houses in one. A brick cape cod in front and a coach house in the back with a 2 car garage and spacious yard. There are a total of 5 bedrooms and 3 1/2 bathrooms. Plus many updates: 2026, new bathrooms, kitchen, roof, windows and siding. Hurry and schedule your showing appointment!! Only pre approved buyers. 24 hour notice please.

3944 W 59Th Place, Chicago

$600,000

7 Beds ⋅ 4 Baths ⋅ 12803107 MLS ⋅ NEW Status

Stunning Fully Renovated 2-Unit Duplex - Spacious Living & Excellent Investment Opportunity! Welcome to this beautifully updated two-unit property offering modern finishes, spacious layouts, and incredible versatility. Thoughtfully designed with functionality and comfort in mind, this property features two separate living spaces with a combined total of 7 bedrooms and 4 bathrooms. The first-floor unit offers 2 generously sized bedrooms and 1 full bathroom, providing a comfortable and inviting living space. The second unit is an impressive duplex-down featuring 5 bedrooms and 3 full bathrooms, offering plenty of room for larger households, entertaining, or additional rental potential. Both units showcase contemporary finishes, including stylish kitchens with white cabinetry, quartz countertops, stainless steel appliances, modern lighting, and attractive vinyl flooring. Additional highlights include updated bathrooms, spacious open-concept living areas, and modern fixtures throughout. The exterior features a private fenced yard, a 2 car garage, landscaped green space, and outdoor deck access, providing additional opportunities to relax and entertain. A modern exterior design and private entrances add to the property's overall appeal. Whether you're an investor looking to expand your portfolio or an owner-occupant seeking additional rental income, this versatile two-unit property offers an exceptional opportunity. This is one you won't want to miss!

1435 S Karlov Avenue, Chicago

$479,000

4 Beds ⋅ 2 Baths ⋅ 12803238 MLS ⋅ NEW Status

WOW! This COMPLETELY RENOVATED brick two-flat provides the PERFECT union of family living and income potential. This traditionally designed apartment home was renovated, restored and upgraded in 2022. The impeccable move-in condition gives you a great start from day one! NEW systems installed at renovation include: individual gas forced air heat & central air conditioning, NEW thermostats, individual NEW hot water heaters, NEW electric service and circuit boxes, NEW gutters & downspouts, NEW back staircase and landings and NEW exterior lighting. The apartments offer spacious and sunlit interiors and both units have: NEW thermal pane windows, NEWLY refinished oak floors throughout, NEW UPGRADED kitchens and dining spaces with an open concept floor plan, all NEW kitchen appliances, quartz counters and lighting, NEW UPGRADED baths with vanity sinks, tile tub surrounds, tile flooring & lighting, NEW ceiling fans and recessed lighting, and the primary bedrooms include a HUGE walk-in closet. The full basement is neat as a pin and houses the laundry room. There is also tons of room for storage! Enjoy Amundsen Park, a beloved neighborhood park that offers a field house equipped with a gym, fitness center & club rooms. The park's green space includes baseball, softball, football & soccer fields, a volleyball & basketball court and a playground. It's the perfect spot to get your steps in and to cheer for the home team! Oversized 2 car garage has 2 overhead doors, each equipped with an automatic opener. This home is an excellent option for generational living or for an owner resident to enjoy as a home and an investment. The desirable Galewood neighborhood is so convenient at the edge of the city and the setting of this apartment home boasts a coveted walk to the Metra train location, with service to the Loop and the western suburbs. All of the 2022 renovation work was conducted by an experienced professional renovation contractor. Take advantage of this GOLDEN OPPORTUNITY NOW!

1702 N Meade Avenue, Chicago

$405,000

6 Beds ⋅ 3 Baths ⋅ 12803192 MLS ⋅ NEW Status

Welcome to this fully rehabbed, turnkey two-unit property with a finished basement-perfect for house hacking or adding to your investment portfolio. The first-floor unit is duplexed down and offers four bedrooms and 1.5 bathrooms, while the second-floor unit features three bedrooms and one bathroom. Both units showcase modern finishes, including 42-inch cabinetry and spa-inspired bathrooms. Additional highlights include a Jacuzzi tub and private parking pad. Conveniently located near public transportation, shopping, and neighborhood amenities. Live in one unit while generating rental income from the other!

6822 S Justine Street, Chicago

$630,000

9 Beds ⋅ 6 Baths ⋅ 12802842 MLS ⋅ NEW Status

**Incredible Investment Opportunity in Humboldt Park!** This newer construction brick 3-flat has been completely remodeled in 2026, offering the perfect combination of modern construction, extensive upgrades, and exceptional rental income potential! Featuring three spacious units, each offering 3 bedrooms and 2 full bathrooms, this property is ideal for investors and owner-occupants alike. All three units have been beautifully renovated with brand-new kitchens featuring granite countertops and stainless steel appliances, updated bathrooms, new flooring, fresh paint, new doors and trim, modern light fixtures, new furnaces, and new water heaters. Each unit also features its own in-unit laundry area for added convenience. Additional features include a newer rear deck and carport with a sliding privacy gate. **All three units are currently vacant**, giving buyers the flexibility to select their own tenants, establish market rents, or occupy one unit while generating income from the other two. With projected rental rates starting at $2,200+ per unit, this property offers the potential to generate approximately **$80,000 annually in rental income!** Whether you're an experienced investor looking to expand your portfolio or an owner-occupant, this move-in-ready, newer construction property offers an incredible opportunity in one of Chicago's vibrant neighborhoods. Schedule your private showing today!

636 N Ridgeway Avenue, Chicago

$485,000

4 Beds ⋅ 4 Baths ⋅ 12803073 MLS ⋅ NEW Status

**Legal 2-Unit Building in South Berwyn** Welcome to this well-maintained legal two-unit property in South Berwyn, offering flexibility for investors, owner-occupants, or anyone ready to start a new chapter. The home features classic brick construction, bright interiors, hardwood floors, generous windows, and comfortable living spaces. The property also includes a fenced backyard, inviting outdoor space, in-home laundry, and a clean, functional basement with mechanical and storage areas. A beautifully tiled bathroom adds a fresh, updated touch. With its two-unit layout and desirable South Berwyn location, this property offers the opportunity to generate rental income, accommodate extended living arrangements, or create a place to call home while building equity. Schedule your showing today.

2647 Cuyler Avenue, Berwyn

$285,000

6 Beds ⋅ 4 Baths ⋅ 12802944 MLS ⋅ NEW Status

SPACIOUS CHICAGO 2-FLAT WITH EXCELLENT INVESTMENT POTENTIAL IN CHICAGO! Welcome to 7844 S Greenwood Ave, Chicago, IL 60619, a versatile two-unit multi-family property offering an incredible opportunity for investors, owner-occupants, and buyers looking to HOUSE HACK while building long-term equity! This spacious Chicago 2-flat features TWO GENEROUSLY SIZED 3-BEDROOM UNITS, each offering approximately 1,000 square feet of living space, bright and inviting living rooms, attractive flooring, functional layouts, and the added convenience of IN-UNIT LAUNDRY IN BOTH UNITS! BEST OF ALL, THE SECOND FLOOR UNIT IS VACANT AND READY FOR ITS NEXT OCCUPANT, WHILE THE FIRST FLOOR IS CURRENTLY TENANT-OCCUPIED, making this an excellent opportunity to live in one unit while collecting rental income from the other! Whether you're looking to expand your real estate investment portfolio, explore HOUSE-HACKING OPPORTUNITIES, or accommodate multi-generational living, this property offers tremendous flexibility and long-term potential. RECENT IMPROVEMENTS INCLUDE partial roof repairs (2026), a newly installed rear deck (2026), a replaced exterior gate (2026), and a basement furnace approximately one year old! Additional highlights include a private backyard, TWO DEDICATED EXTERIOR PARKING SPACES, ample street parking, and an unfinished basement with separate exterior access, providing generous storage and potential for future improvements. PRIME SOUTH SIDE CHICAGO LOCATION! Conveniently situated near the 79th Street/Chatham Metra Electric Station, CTA public transportation, I-90, and the Chicago Skyway, offering convenient access to Downtown Chicago and surrounding neighborhoods. Enjoy proximity to Grand Crossing Park, the South Shore Cultural Center, the University of Chicago, local shopping, restaurants, schools, and everyday amenities. Whether you're searching for a CHICAGO 2-FLAT FOR SALE, an income-producing multi-family investment, or an OWNER-OCCUPIED PROPERTY WITH RENTAL INCOME POTENTIAL, 7844 S Greenwood Ave checks all the boxes! With TWO SPACIOUS 3-BEDROOM UNITS, a VACANT SECOND FLOOR, existing rental income potential, recent improvements, and off-street parking, this Greater Grand Crossing property presents an opportunity you won't want to miss. SCHEDULE YOUR PRIVATE SHOWING TODAY!

7844 S Greenwood Avenue, Chicago

$630,000

6 Beds ⋅ 3 Baths ⋅ 12802601 MLS ⋅ NEW Status

Gorgeous, sun-filled brick 2-flat in the heart of Humboldt Park! This turnkey property showcases timeless Chicago character and strong income potential. Each unit features 3 spacious bedrooms, 1 full bath, beautiful hardwood floors, abundant natural light, and fresh paint throughout. Situated on a quiet residential block just steps from Humboldt Park and minutes from the 606 Trail, with convenient access to transportation, dining, shopping, and neighborhood amenities. An excellent opportunity for investors or owner-occupants seeking a well-maintained, move-in-ready property in one of Chicago's vibrant neighborhoods. Nothing to do but move in and enjoy. Welcome home!

3308 W Evergreen Avenue, Chicago

$125,000

5 Beds ⋅ 2 Baths ⋅ 12802931 MLS ⋅ NEW Status

INVESTOR SPECIAL! Excellent opportunity to bring new life to this classic Chicago all-brick 2-unit building in Englewood! This spacious property offers a solid investment opportunity for experienced rehabbers, contractors, and investors looking for their next renovation project. Featuring a distinctive brick exterior, generous room sizes, original architectural character, and separate rear entrances, this property has plenty of potential. Interior demolition has already begun, providing a head start for buyers ready to complete a full renovation and customize both units. The unfinished basement features rough plumbing for a bathroom and offers the possibility of additional living space or a potential garden unit, subject to zoning, permits, and city approval. Property requires extensive rehabilitation and is being sold AS-IS. Buyer to verify zoning, building requirements, and permitted uses. Bring your contractor and vision to unlock the possibilities!

5808 S Green Street, Chicago

$290,000

4 Beds ⋅ 2 Baths ⋅ 12802928 MLS ⋅ NEW Status

This is the one! Updated two-flat, offering an exceptional opportunity for both investors and owner-occupants. With two separate units, this property was just renovated to make it turn key ready and provides flexibility for multigenerational living, rental income, or a combination of both. This property qualifies for the Chicago Neighborhood Recovery Program, presenting an additional opportunity for eligible owner occupant buyers to explore available program benefits and financing options. Easy show and sell!

7011 S Carpenter Street, Chicago

$445,000

6 Beds ⋅ 3 Baths ⋅ 12798735 MLS ⋅ NEW Status

This beautiful brick 3-unit, fenced-in, multi-family building. with 2bd / 1ba in each unit and a den/bonus room for your creative use along with a 2-car garage is ideal for the savvy investor. The units feature gleaming hardwood floors throughout, granite countertops, SS appliances and an abundance of natural light. With it's modern finishes, this investment property provides both comfort and style. The full basement can be re-finished for additional living space. All units are occupied... Tenants pay gas and electric. Don't delay... Schedule your tour today!

7918 S Essex Avenue, Chicago

$429,900

3 Beds ⋅ 3 Baths ⋅ 12801971 MLS ⋅ NEW Status

Beautifully renovated two-unit home featuring 3 bedrooms in each apartment. Both units have been recently updated, offering a fresh, clean, and comfortable feel throughout. The home also features a completely finished basement, providing extra living space that can be used for family gatherings, entertaining, or simply relaxing. Whether you're looking for a multi-generational home or a smart investment, this two-unit property offers space, flexibility, and great potential!

6822 S Winchester Avenue, Chicago

$385,000

9 Beds ⋅ 3 Baths ⋅ 12800019 MLS ⋅ NEW Status

5744 S Green Street, Chicago

$579,000

4 Beds ⋅ 3 Baths ⋅ 12802862 MLS ⋅ NEW Status

Beautiful, Legal Brick 2 Flat in the heart of Jefferson Park. Excellent building includes top floor unit 2 Bed 1 Bath. First floor unit 2 Bed 1 Bath. Bright open units each equipped with private rear porches. Pictures only reflect second floor unit but first floor is even bigger and more updated. Long time owner, solid and well maintained building. In-law arrangement with additional Bed and Bath. Excellent locations, located on a quiet street close to restaurants, shopping, parks, schools, train and highway! This home has it all! Don't miss out! HURRY!!

4923 N Mason Avenue, Chicago

$599,000

6 Beds ⋅ 3 Baths ⋅ 12802859 MLS ⋅ NEW Status

WOW!!! OMG!! Amazing, Stunning, Chicago legal 2 Flat on a gorgeous lot!! Rare to find!! The Perfect location! Meticulously maintained! Great Opportunity to live in one unit and rent the others or rent the whole building! Great Investment Opportunity! Large Units! Two 2-Bedroom 1 Bath Units, and a 2-Bedroom In-Law Unit! Each unit is equipped with Stainless Steel Appliances! 2 car garage and picturesque backyard! Shared Coin Laundry in Basement! This Building has everything!! EXCELLENT location close to highway, train, restaurants, shopping, 606 Trail & parks! You can't beat it! TAKE ADVANTAGE OF THIS GREAT INVESTMENT!! YOU'RE GOING TO LOVE IT!

1438 N Central Park Avenue, Chicago

$180,000

4 Beds ⋅ 3 Baths ⋅ 12802512 MLS ⋅ NEW Status

Bring your renovation ideas to this two-flat in need of extensive repairs and updates throughout. The basement offers potential for additional living space and includes an unfinished second bathroom. A great opportunity for investors or buyers ready to take on a major project.

5630 S Indiana Avenue, Chicago

$449,000

6 Beds ⋅ 2 Baths ⋅ 12802680 MLS ⋅ NEW Status

Welcome to this spacious brick 2-flat in Pilsen offering excellent space and opportunity for extra income. Each unit features a 3 bedrooms, 1 bathroom, kitchen, separate dining room, and living room. Complementing this beauty is a 2 car garage so parking will not be an issue. This building offers a great opportunity for an owner occupant or investor. Conveniently located near public transportation, shopping, dining, parks, and neighborhood amenities. Don't miss the opportunity to make this versatile 2-flat your own!

2159 W Coulter Street, Chicago

$729,000

6 Beds ⋅ 3 Baths ⋅ 12796153 MLS ⋅ NEW Status

Welcome to this well-maintained, mid-century brick two-flat in the charming Gladstone Park neighborhood! Situated on a unique lot along a quiet, tree-lined street, this property offers an oversized fenced backyard, beautiful landscaping, and an incredible opportunity for owner-occupants or investors alike. Lovingly cared for by only its second owners, the building features two spacious units, a finished lower level, generous outdoor space, and numerous updates throughout. Unit 1 offers 2 bedrooms and 2 full bathrooms, duplexed down to a beautifully finished basement completed in 2016. The main level features hardwood floors throughout, an eat-in kitchen updated in 2012 with Brookhaven soft-close cabinetry, stainless steel appliances, and a stylish backsplash, along with Brookhaven cabinetry in the main-level bathroom. The expansive finished lower level provides incredible additional living and entertaining space with taller ceilings, recessed lighting, a second full bathroom, and laundry hookups. Unit 2 offers 3 bedrooms and 1 full bathroom, a spacious eat-in kitchen with a new oven (2025), in-unit stackable washer and dryer, and hardwood floors beneath the newer carpeting. Both units enjoy access to the rear covered porches overlooking the spacious backyard. Major improvements include a new building roof (2025), garage roof (2018), replacement of the majority of windows, three newer rear doors, updated copper plumbing, 200-amp electrical panels, sewer flood control system with outdoor cleanout and sump pump, and tuckpointing completed in 2011. Additional highlights include a detached two-car brick garage with a new garage door opener (2025), professionally landscaped front yard, and plenty of street parking. The location is just as appealing! Nestled in a peaceful pocket of Gladstone Park near Jefferson Park, this home is just one block from the Cook County Forest Preserves and scenic bike trails, with neighborhood parks, schools, restaurants, and shops nearby. Convenient access to Metra, the Jefferson Park Blue Line, and major expressways makes getting around the city a breeze. A wonderful opportunity to own a thoughtfully maintained two-flat with flexible living space, fantastic outdoor areas, and a great neighborhood setting!

5730 N Menard Avenue, Chicago

$699,000

6 Beds ⋅ 5 Baths ⋅ 12802672 MLS ⋅ NEW Status

Immaculate and fully updated income producing full brick 2-flat building offering nice curb appeal at a premium location in the heart of West Ridge, just steps from Warren Park and the vibrant WORLD district of Devon Ave/Western Ave. 2020 updates like new units including, windows, hardwood floors, and bathrooms with each unit has 3-bedrooms, 1.1-baths. Blocks to public transportation on Devon Ave. at Rockwell St. and Western Ave. at Pratt Ave., quick reach to daily essentials, retailers, shops, restaurants, and within minutes to major roads, Lake Shore Dr., northwest suburbs, and interstates. Large open space basement with high ceiling and half bath offering an opportunity to create additional living space. 1st floor unit is vacant and 2nd floor unit is leased till April 30, 2027.

6609 N Artesian Avenue, Chicago

$399,900

5 Beds ⋅ 2 Baths ⋅ 12802527 MLS ⋅ NEW Status

Rare to find brick two-unit building great condition, nothing to do, ready to move-in, perfect opportunity to live in one unit and rent the other - or rent both and start collecting rent immediately. First-floor unit features 2 bedroom, 1 bath, plus a rare duplex extension into the basement, giving you additional space for office or flexible living. The second-floor unit offers 3 spacious bedrooms and 1 bath. Both units have been thoughtfully updated with new appliances, hardwood floors throughout, attractive finishes that make both units bright and inviting. Updated enclosed porch and outside porch, big secured backyard, reconstructed garage with new siding, new door and door opener. Whether you're an investor or live in owner this well-maintained building checks all the boxes.

6961 S Eberhart Avenue, Chicago

$400,000

8 Beds ⋅ 3 Baths ⋅ 12802456 MLS ⋅ NEW Status

Well-maintained Multi-unit property in Chicago's Austin neighborhood, lovingly owned by the same owners for over 30 years. Each of the first two floors offers 3 bedrooms and 1 bath, while the lower level features 2 bedrooms and 1 bath. Updates include the roof, kitchens, and new concrete parking slab for up to 3 cars. Unfinished attic offers additional storage or future potential.

5513 W Cortez Street, Chicago

$599,900

9 Beds ⋅ 3 Baths ⋅ 12802393 MLS ⋅ NEW Status

Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago

$1,100,000

11 Beds ⋅ 4 Baths ⋅ 12801418 MLS ⋅ NEW Status

Legal 4-Unit Investment Opportunity in Logan Square! Exceptionally spacious multifamily property offering over 5,700 square feet of building area per county records. Three generously sized 3-bedroom, 1-bathroom apartments feature separate living and dining rooms, while the garden unit offers 2 bedrooms and 1 bathroom. All four units have separate utilities and individual forced-air heating systems. Current rents are below market, with rental comparables available to support the opportunity for increased income. Recent improvements include a newer roof, replaced skylight, new lintels at the front windows, some window replacements, recent tuckpointing, and some kitchen updates. A 2-car brick garage adds additional value and convenience. While the property would benefit from further updating, its substantial building size, spacious apartment layouts, and income potential make it an attractive opportunity for investors or owner-occupants looking to build equity and maximize returns. Bring your vision and unlock the potential of this versatile Logan Square multifamily property! "As-is sale".

3547 W Palmer Street, Chicago

$1,499,000

9 Beds ⋅ 6 Baths ⋅ 12801322 MLS ⋅ NEW Status

New construction 3 unit building, 3 bedroom 2 baths each unit, great option for owner occupy or investment property. Speck sheet under additional information. Individual HVAC systems, Samsung appliances, close foam insulation, insulation between floors, units have balconies and there is finished rooftop on the coach home, kitchens with quartz counter tops, inside back staircase. Amazing location, steps to lakefront parks, bike paths and beaches, Lake shore drive, 5 minutes drive to downtown.

3723 S Lake Park Avenue, Chicago

$449,000

9 Beds ⋅ 6 Baths ⋅ 12802101 MLS ⋅ NEW Status

6331 S Throop Street, Chicago

$245,000

6 Beds ⋅ 2 Baths ⋅ 12796227 MLS ⋅ NEW Status

Investor Opportunity - Short Sale | Two-Unit Building Attention savvy investors and buyers with construction experience! This two-unit property at 8152 S. Escanaba presents an excellent opportunity to add value and unlock its full potential. Each unit offers 3 bedrooms and 1 bathroom, providing a solid foundation for an investment portfolio or future income-producing property. The property requires some renovations, including work on the second-floor rear sun porch making this an ideal opportunity for an investor ready to bring their vision and expertise to the table. Enjoy the added convenience of rear parking and a desirable location just steps from Chicago's beautiful Lake Michigan shoreline. Whether you're looking to renovate, reposition, or expand your investment portfolio, this property offers tremendous potential in a sought-after location. Property is being sold as a short sale. Sale is subject to lender approval. Property is being sold as-is. Bring your vision and explore the possibilities

8152 S Escanaba Avenue, Chicago

$249,900

4 Beds ⋅ 2 Baths ⋅ 12801938 MLS ⋅ NEW Status

**VACANT CHICAGO GREYSTONE | POTENTIAL THREE-UNIT CONVERSION | VALUE-ADD OPPORTUNITY NEAR MAJOR WEST SIDE REDEVELOPMENT | ESTIMATED RENOVATED 3-UNIT ARV $590K-$699K.** Delivered completely vacant, this 1903 limestone-front Classical Revival greystone in East Garfield Park, on a 25x125 RM-5 lot, is a true value-add canvas: two existing units (each 2 bed/1 bath; 9 rooms, 4 beds total), a full unfinished basement, original stone facade, and 2 exterior parking spaces. **The property requires a complete gut renovation, including extensive interior demolition and rehabilitation, and is best suited for experienced investors and contractors prepared to undertake a major restoration project.** The building is being sold as-is, and the property cleanout has been completed. Interior photos are available for buyers to review the property's current condition. **THE THIRD-UNIT PLAY:** Chicago's Additional Dwelling Unit ordinance, citywide since April 1, 2026, allows one conversion unit in eligible 1-4 unit buildings at least 20 years old in RM districts, with no added parking required and an exemption from minimum lot area per unit. Owner-occupancy and block-face limits may apply in the City's West ADU zone, and Department of Housing pre-certification, permits, and building-code compliance (including basement ceiling height and egress) are required. A third unit is not currently permitted or guaranteed; buyers should verify eligibility with the City and their architect. **WHY THE UPSIDE MATTERS:** Within one mile in the last six months, fully renovated vintage 3-flats closed at $589,000-$635,000 (3169 W Monroe, $635K), a fully remodeled 3-flat closed at $699,000, and renovated 2-flats with finished lower-level duplexes closed at $590,000-$610,000. Based on those closed sales, we estimate a fully renovated legal 3-unit after-repair value of approximately $590,000-$699,000, or roughly $500,000-$610,000 as a renovated 2-flat with a finished lower level. These are estimates only, not an appraisal or guarantee, and depend on renovation scope, condition, permits, and City approvals. **LOCATION:** East Garfield Park, steps from the Kedzie-Homan Blue Line and the I-290 Eisenhower, about 1.3 miles to the Illinois Medical District, and roughly 1.9 miles from the United Center on the Near West Side, where the $7 billion, 55-acre 1901 Project broke ground in June 2026 and received a full building permit for its 6,000-capacity Music Hall in November 2026 (Phase 1 targeted for 2028). Close to Garfield Park and the Conservatory, with fast access to downtown. **STRATEGIES:** Full renovation and resale, a long-term hold with potential three-unit income, or owner-occupancy with rental income, subject to financing and legal-use requirements. Cash or renovation financing recommended. Vacant and easy to show: schedule a private showing through ShowingTime. The property has been fully cleaned out, and interior photos are now available to showcase its existing condition and renovation potential.

3332 W Congress Parkway, Chicago

$1,250,000

8 Beds ⋅ 3 Baths ⋅ 12796917 MLS ⋅ NEW Status

A Rare Edgewater Offering! This exceptional 1905 trophy Greystone is a beautifully renovated three-unit building situated on a quiet, tree-lined street on an oversized 33' x 165' lot. Thoughtfully laid out and well maintained, this property offers an outstanding opportunity for both owner-occupants and investors. Second-Floor Unit - 3 Bedrooms / 1 Bath: Bright and inviting, this spacious unit features an extra-wide living room with beautiful views of the tree-lined street, a large separate dining room, and an eat-in kitchen with cherry cabinetry, stone countertops, and stainless-steel appliances. The kitchen opens to a sunny enclosed porch. The Lower-Level non-conforming Unit is a 2 Bedrooms / 1 Bath that boasts 8 foot ceilings with a Modern open-concept design with contemporary gray cabinetry, quartz countertops, and a peninsula island overlooking the combined living and dining area, enjoy the upgrade bath with a jetted tub and body sprays . First-Floor Unit - 3 Bedrooms / 1 Bath: An ideal owner's residence, this generous unit offers a spacious living room and separate dining room, along with an eat-in kitchen featuring cherry cabinetry, stone countertops, and stainless-steel appliances. The kitchen leads to a large, enclosed porch that connects to a stunning vaulted-ceiling four-season room. Step outside to a beautifully landscaped backyard featuring custom-paved patios and walkways, a two-car garage, and an additional carport 3rd parking space. Enjoy exceptional outdoor privacy with wood fencing along both sides of the property. Additional features include common laundry and storage in the lower level, newer and well-maintained mechanical systems, and tenants responsible for all utilities. The property also offers convenient access to transportation and neighborhood amenities, located less than one mile from the CTA Red Line and Metra, and one mile from Loyola University, Target, and lakefront. A truly special opportunity combining classic Chicago Greystone architecture, thoughtful renovations, generous outdoor space, and excellent versatility. Numerous additional improvements have been completed; Please see listing's additional information for details. (THE SOONEST CLOSING DATE AVAIBLE IS JANUARY 20,2027)

6320 N Paulina Street, Chicago

$418,000

5 Beds ⋅ 2 Baths ⋅ 12801542 MLS ⋅ NEW Status

New investment opportunity at 4555 S. Halsted, conveniently located near Bridgeport and Chicago"s vibrant neighborhoods with great shopping, dining and employment opportunities. Easy access to public transportation and major highways.Many updates including new roof 2024, kitchens and floor Canaryville Classic Great investment or live in owner opportunity. Two units. Both are large units move-in conditions. Both have separate utility meters. The front unit has 3 bedrooms and 1 bathroom. The back unit has two bedrooms and 1 bathroom. Laundry located in the basement. Full walkout basement with a two-car garage. Great location, close to expressways, schools, libraries, and shopping.

4555 S Halsted Street, Chicago

$949,900

6 Beds ⋅ 3 Baths ⋅ 12792481 MLS ⋅ NEW Status

Welcome to this classic Lakeview Greystone 3-flat, where vintage charm meets modern conveniences! Units 1F and 2 boast soaring 10-foot ceilings, beautiful hardwood floors, original woodwork, separate dining rooms, and generously sized bedrooms with ample closet space, and can comfortably accommodate queen-size beds. Unit 2 also offers a private rear deck, perfect for morning coffee or relaxing on summer evenings. Thoughtfully updated over the years, the building features renovated kitchens and bathrooms, newer windows, a new roof installed in 2024, separate utilities, central heating and air conditioning in the front first-floor and second-floor unit, and central heating in the rear first-floor unit. Additional amenities include shared basement laundry. The extra-deep lot (150' x 31') provides generous outdoor space, a detached two-car garage, plus an additional parking pad. With approximately 7' 8" basement ceilings, there's exciting potential to duplex down or explore the possibility of an accessory dwelling unit (ADU) for additional rental income. Ideally situated in the vibrant Lakeview/Ravenswood neighborhood, you'll enjoy tree-lined streets, neighborhood restaurants, boutique shopping, and convenient access to the CTA Brown Line. The Southport Corridor, Wrigley Field, Lincoln Square, and North Center are all nearby, offering an abundance of dining, shopping, and entertainment options. Whether you're looking for an investment property or an opportunity to live in one unit while generating rental income from the others, this classic Chicago Greystone offers exceptional versatility in a sought-after neighborhood. Schedule your showing today!

4227 N Ashland Avenue, Chicago

$1,400,000

6 Beds ⋅ 5 Baths ⋅ 12801461 MLS ⋅ NEW Status

Developers, investors, and anyone looking to put down roots in the absolute heart of the Southport Corridor, here is your opportunity. Set on a rare, oversized 30 ft lot just steps from everything Southport has to offer, this property provides multiple options for anyone looking for a wider layout in the area. Owners looking to put down roots can renovate to create the home of their dreams. Investors looking to take advantage of increased rents can add value and hold as a long-term investment. Developers, this 30 ft wide footprint will sell immediately. The home has been used as a single family for many years, but has separate access points to the upper and main levels, with separate kitchens and baths, providing the option of renting out the units immediately if so desired. The upper floor provides two bathrooms, one full bath and one half bath, while the main level and basement provide an additional four beds and three full bathrooms. The home provides beautiful original millwork, built-ins, doors, and fireplaces that can be salvaged or reused during renovations. The property has been well cared for. Electrical has been updated and inspected, and a new boiler has recently been installed. On the rear of the property sits an oversized three-car parking pad to be used as the new owner sees fit, completely free of obstructions such as utility poles, etc. For those not familiar with the immediate location, Bosworth offers exceptional walkability to some of Lakeview and Southport's most sought-after neighborhood amenities. You're just steps to acclaimed restaurants such as Coda di Volpe and Crosby's Kitchen, neighborhood parks such as Margaret Donohue, and just minutes from Lake Michigan.

3420 N Bosworth Avenue, Chicago

$385,000

5 Beds ⋅ 3 Baths ⋅ 12796931 MLS ⋅ NEW Status

Solid all-brick 2-unit property located on a desirable, residential block in Berwyn! This all brick legal non-conforming two unit features a good size first floor unit that can be duplexed with finished basement for additional living space. Use rents from the second floor unit to help out or ideal for bigger families. Property is situated in a prime location just minutes from the Metra BNSF train, local parks, schools, Cermak Road shopping, and easy access to I-290 and I-55. Benefit from reduced electric bills with an existing rooftop solar panel system! System is under an active lease which must be fully assumed by the buyer at closing. Lease agreement, transfer details, and historical utility savings are available upon request. Property is being sold as-is.

2527 Home Avenue, Berwyn

$150,000

12801710 MLS ⋅ PRICE CHANGE Status

TEAR DOWN (VALUE IN THE LAND) OR TOTAL REHAB! CASH BUYERS ONLY! DISTRESSED PROPERTY!

1453 S Komensky Avenue, Chicago

$299,999

6 Beds ⋅ 4 Baths ⋅ 12800983 MLS ⋅ NEW Status

Exceptional investment opportunity located along Chicago's highly trafficked 26th Street corridor! This spacious 2.5-story building offers a street-level commercial storefront, three residential units, a full unfinished attic with additional expansion potential, and convenient on-site parking. Currently gutted to the studs, the property presents a blank canvas for investors and developers looking to maximize its potential. Included in the sale are architectural plans for three 2-bedroom, 1-bathroom residential units under the existing zoning, while preserving the commercial storefront and parking. Additional architectural plans provide an alternative redevelopment concept featuring five 2-bedroom, 1-bathroom residential units, subject to zoning approval. With multiple redevelopment possibilities, excellent street visibility, and consistent pedestrian and vehicle traffic, this property presents an outstanding value-add opportunity in a well-established Chicago commercial corridor.

4157 W 26Th Street, Chicago

$499,000

9 Beds ⋅ 6 Baths ⋅ 12592923 MLS ⋅ NEW Status

3629 W Lexington Street, Chicago

$325,000

6 Beds ⋅ 3 Baths ⋅ 12801023 MLS ⋅ NEW Status

Classic Chicago brick two-flat in West Garfield Park. This is a solid addition to any investment portfolio or perfect for an owner-occupant looking to build rental income. This well-maintained property features two spacious units, each with separate utilities. ***The first floor has two bedrooms, one bathroom, a kitchen, a formal dining room, a living room, and an outdoor space. The first-floor duplex leads to the lower level, which has one extra bedroom, one bathroom, a LARGE family room, and an eating/cooking area, with full access to the laundry room. ***The 2nd floor has 3 bedrooms, 1 bathroom, a kitchen, a formal dining room, a LARGE living room, and an outdoor space. ***Recent updates include granite countertops, ceramic backsplashes, refinished 2nd-floor hardwood floors, new laminate floors on the 1st floor, and fresh paint throughout. Perfect for FHA financing. 12 FT CEILINGS. A newer rubber roof was installed around 2008; the rear porch & decks were torn down and rebuilt around 2008. Newer double-pane thermal windows. Both units have central heat and air conditioning. FHA FINANCING

4352 W Monroe Street, Chicago

$285,000

5 Beds ⋅ 4 Baths ⋅ 12787292 MLS ⋅ NEW Status

Great investment opportunity in the Greater Grand Crossing neighborhood! This Updated two-unit townhouse-style Greystone features a 3-bedroom, 2-bath unit and a 2-bedroom, 2-bath unit. Units have been updated in 2025 with new paint, vinyl floors, bathrooms, and kitchen with stainless steel appliances, center island, and white cabinetry. Lower unit has it's own back porch while the upper unit has its own private balcony. Additional highlights include a full unfinished basement for extra storage and a detached 2-car garage. Conveniently located near public transportation, shopping, dining, and major expressways. Ideal for investors or owner-occupants looking to generate rental income. Don't miss this opportunity!

101 W 72Nd Street, Chicago

$500,000

12 Beds ⋅ 3 Baths ⋅ 12800406 MLS ⋅ NEW Status

Rarely available and impeccably updated quality three-unit building in sought-after Chicago Roseland Neighborhood, that offers an exceptional opportunity for both investors and owner-occupants. Jumbo 3 flat features 4-bedroom, 1 bath per unit, stunning original hardwood flooring throughout, new windows 2024, new roof 2024, siding and tuckpointing, new porch 2024, plumbing and electrical updated with permits 2024. The kitchens feature quartz countertops and stainless-steel appliances, while the bathrooms were updated in 2024. Full basement and laundry room in addition to storage units along with 3 car brick garage. Each unit is leased at $2,100/month, providing immediate stable income. Turnkey investment opportunity with strong rental profile and high-demand units. This presents an ideal opportunity for an owner-occupant or additional rental potential. Conveniently located near public transportation, shopping, and neighborhood amenities Property being sold as-is. Motivated seller!!! The units are presently occupied. The photographs were taken in 2024.

11020 S Vernon Avenue, Chicago

$695,000

5 Beds ⋅ 3 Baths ⋅ 12790070 MLS ⋅ NEW Status

A rare opportunity to own a two-flat located on a double lot in the heart of East Rogers Park. This classic vintage brick two-flat offers lots of space, great bones, and a wonderful opportunity to live in or rent out the first floor. Both units feature hardwood floors, original wood trim, leaded glass, wood-burning fireplaces, and bright sunporches. The first-floor owner's unit is a spacious 3-bedroom, 2-bath duplex down. Its main level features a sunroom and a den, a dining room with a coffered ceiling, a kitchen with ivory cabinets, granite counters, and stainless appliances. The first-floor bath features a clawfoot tub, a glass shower, and a double vanity. The finished lower level adds a large recreation room, a bedroom with a walk-in closet, and a second spa-like full bathroom. The second floor is a 2-bedroom, 1-bath unit with a den. This unit has its own laundry, mirrors the building's vintage character, and has excellent long-term tenants who wish to stay, providing immediate rental income! The building also includes a full unfinished attic with a skylight for additional living space or a future expansion. Outside, the double lot provides a fantastic yard with rear decks, a massive fenced side lawn, a bluestone patio, and a 2-car garage. Don't wait to check out this unique property, set in an unbeatable location just a few short blocks from the lakefront, neighborhood beaches, the Red Line, and neighboring Evanston.

7626 N Greenview Avenue, Chicago

$345,000

6 Beds ⋅ 2 Baths ⋅ 12801515 MLS ⋅ NEW Status

Classic Chicago charm meets investment potential in this beautiful two-unit GREYSTONE at 5626 S Laflin Street! Each unit features three bedrooms and one full bathroom, complemented by hardwood floors, ceramic tile, updated cabinetry, and stainless steel appliances. The distinctive stone facade, two-story bay windows, and covered front entrance highlight the property's timeless architectural character. A full basement offers additional storage space. An excellent opportunity for buyers looking to occupy one unit and rent the other, or investors seeking to expand their portfolio. Schedule your private showing today!

5626 S Laflin Street, Chicago

$315,000

5 Beds ⋅ 2 Baths ⋅ 12801197 MLS ⋅ NEW Status

Survey has been ordered on this property and is in possession of the seller. Please note, the survey revealed that the parcel to the east of the seller's property is not owned by the seller. Per the records that we have obtained, it appears that the City of Chicago owns that property. Tax bills have not been paid on the parcel. The seller's garage does encroach on the parcel to the east. The seller will take no action on this and the title company will not insure over this encroachment.

4333 W Van Buren Street, Chicago

$1,150,000

6 Beds ⋅ 3 Baths ⋅ 12799650 MLS ⋅ NEW Status

Welcome to 2407 N. Albany Avenue, a classic all-brick two-unit Greystone situated on a beautiful tree-lined street, just steps from Logan Square's vibrant Milwaukee Avenue corridor. Situated on an extraordinarily large, irregularly shaped lot measuring approximately 30 x 152 x 45 x 186 feet, this property offers a remarkable combination of timeless Chicago architecture, extensive improvements, and exceptional outdoor space. Over the past 3 years major improvements include all-new rear steel decks, a new front steel porch, extensive concrete walkways and pads, and a newly constructed 2.5-car garage featuring double overhead doors for convenient drive-through access. The enormous fenced backyard features two large concrete pads, one adjacent to the garage and the other beneath the rear steel decks. All second-floor windows have also been replaced with new aluminum windows within the past year. The spacious first-floor duplex-down offers 3 bedrooms, 2 full bathrooms, a large recreation room, an exercise area, and additional flexible living space awaiting your ideas. The second-floor residence features a generous six-room layout with 3 bedrooms, a separate living room, and a formal dining room. Both units offer wood cabinetry, granite countertops, stainless steel appliances, and generously sized rooms. Original woodwork and hardwood floors throughout preserve the building's vintage character. Additional features include individual HVAC systems, separate utilities, 100-amp electrical panels for each unit, common laundry, and attractive iron fencing surrounding the front yard. Location, location, location! Enjoy Logan Square's outstanding restaurants, cafes, boutiques, breweries, nightlife, the popular Logan Square Farmers Market, nearby parks, and the 606 Trail. Convenient access to the Logan Square and California Blue Line stations makes commuting a breeze. With major capital improvements already completed and room for your personal finishing touches, this property presents an outstanding opportunity for owner-occupants and investors alike. A classic Chicago Greystone, an extraordinary oversized lot, and a prime Logan Square location make this a rare opportunity to own something truly special!

2407 N Albany Avenue, Chicago

$425,000

9 Beds ⋅ 4 Baths ⋅ 12710736 MLS ⋅ NEW Status

FULLY OCCIPED 4 UNIT WITH $5,000 MONTHLY INCOME. PROPERTY BOAST 1 - 3 BEDROOM UNIT AND 3 - 2 BEDROOM UNITS WITH DEN. HARDWOOD FLOORS, INDIVIDUAL HEAT AND AN UNFINISHED BASEMENT. REAR FENCED YARD WITH ON STREET PARKING. SJPWINGS ON WEDNESDAY AND FRIDAY ONLY WITH 48 HOURS NOTICE.

7356 S Peoria Avenue, Chicago

$119,000

6 Beds ⋅ 3 Baths ⋅ 12801437 MLS ⋅ NEW Status

Your future investment property has arrived. Don't miss this great opportunity for investors, rehabbers, or owner-occupants looking to add value. This two-unit property sits on a desirable corner lot and features a newly renovated second/third-floor duplex, an unfinished first-floor unit ready for your vision, and a brand-new roof installed in 2026. The updated duplex offers 3 bedrooms and 2 full bathrooms with fresh paint, new flooring, recessed lighting, and a refreshed kitchen featuring new countertops and glass-front cabinetry. The unfinished first-floor unit offers 3 bedrooms and 1 bathroom, providing a blank canvas for renovation and customization. Additional features include an unfinished basement with potential to duplex down from the first-floor unit, a generous yard, a concrete patio, and a 2-car garage. Whether you're looking to renovate, generate rental income, or create an owner-occupied investment, this property offers plenty of potential and flexibility. Ideal for cash buyers, renovation financing, or hard money financing.

9300 S Calumet Avenue, Chicago

$649,900

4 Beds ⋅ 3 Baths ⋅ 12794949 MLS ⋅ NEW Status

Welcome to this beautifully renovated two-flat in Ellis Place, offering an ideal blend of comfortable living and income potential! Set along a picturesque, gated and tree-lined courtyard, this property features a spacious two-story main residence with 3 bedrooms and 2 full baths, plus a separate renovated 1 bedroom, 1 bath garden unit. The main unit offers a thoughtfully updated interior and well-appointed floor plan. The inviting living room features hardwood floors and is anchored by a cozy corner fireplace making it the perfect spot to unwind. Enjoy meals in the eat-in kitchen with refinished cabinetry, granite countertops, center island, stainless steel appliances, pantry and a spacious dinette area. A convenient laundry area completes the main level. Upstairs, retreat at day's end to the comfortable primary suite featuring vaulted ceilings, double closets, a private full bath and its own fireplace! Also on the 2nd level are two additional bedrooms and another full bath. Grill or relax on the private deck overlooking the fully-fenced yard with a firepit and detached 2 car garage. The garden unit provides an excellent opportunity for rental income, related living, or additional flexible space. This building was extensively rehabbed in 2011, along with more recent improvements including a newer furnace (2017), updated back doors, garage door, backyard fencing, LED lighting, window treatments and bay window siding. In addition, each unit has its own private laundry, dedicated hvac and is individually metered. Located in desirable Oakland, this property is across the street from Holly Park (playground/splash pad) and just blocks from Oakwood Beach, shopping, dining, public transportation, schools and more! Don't miss your chance to own this versatile property, ideal for both investors or owner-occupants alike!

4037 S Ellis Avenue, Chicago

$250,000

4 Beds ⋅ 2 Baths ⋅ 12801027 MLS ⋅ NEW Status

Don't miss this opportunity: stately brick 2 flat on premium South Shore block. Nestled on quiet treelined street, this solid building sits on an oversized lot with two car garage. Each unit features spacious, bright living rooms, separate dining rooms, two bedrooms, a tandem room and one bath. Lovingly cared for by family for many years, but in need of some updates. New hot water tank. Welcome!

7416 S Luella Avenue, Chicago

$750,000

5 Beds ⋅ 3 Baths ⋅ 12800848 MLS ⋅ NEW Status

Well-kept 3-unit in Jefferson Park - a strong play for an owner-occupant or investor. Two 2-bed/1-bath units plus one 1-bed/1-bath, with hardwood floors, large windows, and bright living spaces, plus a separate dining area. One unit is freshly painted and ready to go: vinyl flooring in the living room, wood-look floors in the kitchen, a white kitchen, and a black mosaic-tile bath. Elsewhere in the building: a granite-island kitchen and updated subway-tile baths. Out back, a full-width rear deck and fenced yard. Brick-and-stone front, 2-car garage, coin-operated laundry, and separate gas, heat, and electric per unit. Tuckpointing completed in 2023. Sold AS-IS.

5737 N Elston Avenue, Chicago

$1,249,000

6 Beds ⋅ 5 Baths ⋅ 12801447 MLS ⋅ NEW Status

NEW PRICE! Prime Wicker Park value-add opportunity. Stately brick 3-unit building plus detached coach house in an outstanding location near dining, shopping and transit. Property is ready for renovation and offers significant upside for an investor, developer or owner-occupant. Each existing unit has individual HVAC and central air. Detached coach house offers additional potential; current legal dwelling-unit status has not been confirmed. Chicago's expanded ADU ordinance may provide a potential pathway for legalization, subject to eligibility, City review, permitting and all applicable requirements. Buyer to perform independent due diligence. Excellent opportunity to renovate and reposition for improved rental income, furnished extended-stay rentals, owner occupancy or redevelopment. Classic brick construction, separate HVAC systems and tremendous value-add potential.

1736 W Beach Avenue, Chicago

$429,999

10 Beds ⋅ 4 Baths ⋅ 12801434 MLS ⋅ NEW Status

Excellent investment or owner-occupant opportunity! This solid brick 3-unit property offers immediate income with two occupied units generating $1,420 and $1,620 per month, while the third unit is vacant and ready for a new tenant or perfect for house hacking. The property also features a detached brick garage, generous outdoor space, and is conveniently located near the Cottage Grove shopping plaza, restaurants, public transportation, and everyday amenities. Whether you're looking to expand your portfolio or this property offers strong cash flow potential in a convenient South Side location. Outside pictures may be slightly enhanced! Schedule your private showing today!

8755 S Cottage Grove Avenue, Chicago

$1,350,000

12 Beds ⋅ 6 Baths ⋅ 12798089 MLS ⋅ NEW Status

Rare greystone 4-flat in the heart of downtown Oak Park. This vintage multi-family building sits on a quiet cul-de-sac street, and all four units are unusually spacious: 3 bedrooms each, with separate living and dining rooms and a large private backyard. Seller has operated it as a true armchair investment - it has been easy to rent and manage, and it is ready to run as-is. Rents are below market in current condition. Live in one unit and rent the other three, and/or Value-Add the investment by updating kitchens and baths to push returns further. Laundry in basement. Each side has basement living space currently unused that include kitchens and baths. Those can be duplexed to the first-floor units to create two massive units plus the 2nd floor 3 bedrooms units - excellent for owner's unit or high rent units. Location: less than a 1-minute walk to the Blue Line and Metra. Short walk to Target, Trader Joe's, Whole Foods, Jewel, Lake Street Theatre, and the shopping, dining, and entertainment of downtown Oak Park.

111 S Maple Avenue, Oak Park

$395,000

6 Beds ⋅ 4 Baths ⋅ 12795080 MLS ⋅ NEW Status

Discover the potential of this spacious, income-producing brick two-flat. The first- and second-floor units each offer two bedrooms, an eat-in kitchen, a living room, and storage rooms accessible from the rear porch. A finished attic provides additional space and versatility. Both units feature updated furnaces and electrical systems. Located just off the bustling 26th Street shopping and dining corridor, this property puts neighborhood restaurants, bakeries, shops, and everyday conveniences within easy reach. Nearby amenities include Shedd Park, Piotrowski Park, and the Little Village Branch Library. Convenient access to CTA bus service and the Pulaski Pink Line station adds to the appeal of this well-connected location. An excellent opportunity to own a property with plenty of potential!

2541 S Springfield Avenue, Chicago

$1,490,000

10 Beds ⋅ 4 Baths ⋅ 12801217 MLS ⋅ NEW Status

Incredible opportunity available with a Remodeled turn key Legal 3 unit building with the first floor duplexed down. UPDATED AND UPGRADED Throughout! 3 bedrooms 1 bathroom in two units and a 4 bedroom 2 bathroom duplex on the first floor. In unit laundry and central AC in each unit. New Windows, Hvac, AC, Water heaters, New New New. Each unit with a formal dining room. updated bathrooms and Kitchen. Stainless steel appliances and washer/dryer included. 2 Car garage and fenced in backyard!

1505 N Rockwell Street, Chicago

$1,900,000

7 Beds ⋅ 7 Baths ⋅ 12800813 MLS ⋅ NEW Status

Once in a lifetime opportunity to own in one of the best blocks in Lincoln Park right across the street from DePaul University. All 3 units on four floors were all completely gut rehabbed in 2010. Real hardwood floors throughout, very expansive floorplans with lots of natural light. Tall ceilings on every floor offering floor to ceiling windows, very large living, dining and kitchen areas. All flowing beautifully throughout. The kitchens have stone countertops, high-end appliances and walk in pantry. Large bedrooms with huge closets, Large bathrooms and in-unit laundry on all units and rear decks on every floor. The building consists of a 3 Bedroom, 3 Bathroom Duplex Down very large unit approximately 2,700 SF. The second and third floors both have 2 bedrooms with 2 full bathrooms. The second floor is very large at approximately 1,500 SF and the third floor is approximately 1,700 SF. Excellent location, beautiful rehab and historic greystone facade stonework. Units are below market rent. The second floor is currently vacant. The 1st floor duplex and third floor simplex both are leased until June 30th, 2027. There are a total of 5 PIN Numbers, as it was originally built out for condo sales. A great place for owner occupied, keep all 3 rented or sell them as High-End Condos. You can decide. Property is sold As-Is.

2131 N Sheffield Avenue, Chicago

$460,000

7 Beds ⋅ 3 Baths ⋅ 12801289 MLS ⋅ NEW Status

Great opportunity in Chicago's Bridgeport neighborhood near the 35th & Halsted business district! This two-unit property is in need of rehab and offers plenty of potential for investors or buyers looking to bring their vision to life. The sale includes plans and permits for a duplex-up and duplex-down layout, offering an opportunity to reconfigure the property and maximize its potential. Conveniently located near local shops, restaurants, and neighborhood amenities. Bring your ideas and explore the possibilities this property has to offer!

3303 S Aberdeen Street, Chicago

$469,500

5 Beds ⋅ 3 Baths ⋅ 12801166 MLS ⋅ NEW Status

Ideal Woodlawn Location with Excellent Owner-Occupant Flexibility! This versatile two-unit property offers a second-floor duplex featuring 3 bedrooms and 2 bathrooms, while the first-floor unit includes 2 bedrooms and 1 full bathroom. The 2nd floor kitchen opens to a spacious deck, perfect for outdoor entertaining. The updated kitchen features 42-inch cabinets, granite countertops and stainless-steel appliances. Both units offer in-unit laundry and separate utilities for added convenience. A deep lot and detached two-car garage complete this attractive offering. The property is being sold As-Is. Enjoy an exceptional location just blocks from the new Obama Presidential Center, with easy access to the University of Chicago, Museum of Science and Industry, Jackson Park golf course, and the vibrant Hyde Park neighborhood, known for its diverse shopping and dining options. Conveniently located just minutes from Downtown Chicago and the Lake Michigan. This property presents an excellent opportunity for an owner-occupant or investor seeking space, flexibility, and a prime South Side location. ** 24hrs Notice Required **

6502 S Kenwood Avenue, Chicago

$749,000

6 Beds ⋅ 4 Baths ⋅ 12784450 MLS ⋅ NEW Status

Classic Chicago charm and a prime corner setting define this well-maintained, all-brick four-unit building in the heart of Portage Park, held under the same ownership for nearly 80 years. Just steps from the neighborhood's 38-acre park, the property features two two-bedroom, one-bath apartments and two one-bedroom, one-bath apartments, plus a detached two-car brick garage, offering an appealing opportunity for investors and owner-occupants alike. The spacious apartments showcase hardwood floors, rich wood trim, crown molding, and decorative vintage brick fireplaces flanked by built-in bookcases. Separate dining rooms provide generous space for entertaining, while large windows fill the interiors with natural light. The two-bedroom layouts feature expansive living rooms with projecting window bays, adding architectural character and an open, airy feel. Kitchens offer ample cabinetry and large walk-in pantries with built-in shelving, complemented by generously sized bedrooms and closet space. The unfinished basement offers a blank canvas for your design ideas, including the possibility of duplexing the first-floor units into the lower level to expand living space and potentially increase rental income, subject to zoning and required approvals. With ample room for future customization, the basement also houses the building's common laundry facilities and additional storage. The handsome brick exterior features decorative masonry and a distinctive arched entry, creating welcoming curb appeal. Close to public transportation, shopping, dining, and the park's year-round recreational and cultural amenities, this Portage Park property combines timeless character, a long history of ownership, and exciting potential.

3921 N Long Avenue, Chicago

$359,900

6 Beds ⋅ 3 Baths ⋅ 12799360 MLS ⋅ NEW Status

Fantastic investment opportunity or owner-occupant set up in desirable East Garfield Park! This solid all-brick 2-unit building features spacious layouts, strong structural bones, and excellent income potential. Property Highlights: Unit 1: Generous 3-bedroom, 1-bathroom layout with a functional floor plan, ample natural light, and spacious living area. Unit 2: Expanded 3-bedroom, 2-bathroom layout offering extra comfort and flexibility-ideal for an owner-occupant or higher rental yield. Basement: Full unfinished basement providing extensive storage capacity, utility access, and potential for future duplexing or laundry addition. Exterior: Dedicated exterior parking on-site. Location & Amenities: Unbeatable convenience! Situated just minutes from local schools, green spaces and parks, neighborhood shopping, and seamless public transportation options for a quick commute to Downtown Chicago. Property sold as-is. Don't miss out on adding this versatile residential asset to your portfolio! DO NOT DISTURB 1st FLOOR TENANT.

3118 W Lexington Street, Chicago

$265,000

5 Beds ⋅ 3 Baths ⋅ 12801080 MLS ⋅ NEW Status

Amazing opportunity with this brick two unit in Chicago. It is move in ready but needs TLC and a basic cosmetic rehab to get it to its full potential. All utilities work, that is move in ready. It just needs appliances and furniture. This two unit is metered and set-up to go for a possible landlord situation. Be your own boss! In its current conditions, it will not pass FHA. Seller will only be considering cash and hard money offers and FHA 203K loans.

4605 S Fairfield Avenue, Chicago

$550,000

9 Beds ⋅ 3 Baths ⋅ 12795195 MLS ⋅ NEW Status

Welcome to this completely remodeled 3 unit investment building in West Roseland. Each unit features 3 bedrooms and 1 bathroom. Main floor unit measuring 1311 square feet and 2nd floor unit measuring 1340 square feet both hardwood floors, porcelain kitchen and bath floors, 4 piece stainless steel kitchen appliance suites, quartz countertops and coffee bars. Sunlit living/dining combos feature beautiful hardwood floors, oversized windows and recessed electric fireplaces. Full bathrooms boast multi jet showers, deep tubs and back lit mirrors. Private laundry rooms for each unit with full sized washer and dryer included. Lower unit measures 1212 square feet and features 3 bedrooms and 1 bathroom. Porcelain flooring throughout. Kitchen features 3 piece stainless appliance suite, quartz countertops and laundry closet with full size washer and dryer. Bathroom features spacious walk-in shower and back lit vanity mirror. Finished common areas in front and back with motion sensor lighting for tenant convenience. Nothing has been overlooked including new roof, windows, 3 HVAC systems, 3 hot water heaters, all appliances as well as plumbing and electrical. Located on a quiet, tree lined street this completely fenced in property includes 2 secure parking spaces in rear for tenant privacy and convenience. This income generator is ideal for owner occupy while renting the other 2 units. There is nothing left to do for the new owner so schedule your showing today!

134 W 112Th Place, Chicago

$549,000

6 Beds ⋅ 4 Baths ⋅ 12800144 MLS ⋅ NEW Status

INCREDIBLE INVESTMENT OPPORTUNITY - SPACIOUS 4-UNIT BUILDING WITH MAJOR RECENT UPGRADES! Attention investors and owner-occupants! Don't miss this incredible opportunity to own a well-maintained 4-unit building offering excellent rental income potential, spacious layouts, and approximately $75,000 in recently completed exterior improvements! This property features two spacious 2-bedroom, 1-bath apartments showcasing beautiful hardwood floors, abundant natural light, and comfortable living spaces. These units offer estimated rental potential of approximately $1,600 per month each. The remaining two 1-bedroom apartments feature inviting, open layouts with generous living room, dining, and kitchen areas filled with natural sunlight. Each 1-bedroom unit also enjoys access to its own outdoor deck space, perfect for patio furniture and relaxing outdoors. These units offer estimated rental potential of approximately $1,200 per month each. MAJOR CAPITAL IMPROVEMENTS ALREADY COMPLETED! Approximately $75,000 has recently been invested in the property's exterior, including: Brand-new rear porch constructed with architectural drawings and permits. Replacement of the front balcony's structural beam, also completed with architectural drawings and permits. Brand-new backyard privacy fence. New backyard concrete. Newly constructed concrete stairs leading to the basement. EXPANSIVE BASEMENT SPACE WITH TREMENDOUS POTENTIAL! In addition to the four existing apartments, this property offers a large, partially finished basement with generous ceiling height and separate entrance and exit access. The expansive layout presents an exciting opportunity to explore the possibility of creating an additional spacious living unit. EXCELLENT LOCATION AND TRANSPORTATION ACCESS! Conveniently located near the 63rd Street bus route and the CTA Green Line station at 63rd and Ashland, offering easy access to public transportation. A daycare facility approximately one block away adds another convenient neighborhood amenity for prospective tenants. With estimated rental potential of approximately $5,600 per month from the four existing units, this property presents an attractive opportunity for investors looking to grow their portfolios and benefit from substantial improvements already completed.

6245 S Hermitage Avenue, Chicago

$298,000

4 Beds ⋅ 2 Baths ⋅ 12800492 MLS ⋅ ACTIVE Status

Two-flat featuring 4 total bedrooms, separate living and dining rooms, and tall ceilings. Large windows bring natural light into the living spaces, while arched doorways add architectural character. Central heating and cooling provide year-round comfort. An unfinished basement offers additional storage and possibilities for future improvements. The spacious backyard includes a concrete patio and ample room for outdoor gatherings, gardening, and recreation. Whether you plan to occupy one unit and rent the other or add to your investment portfolio, this property offers flexibility for your goals. A home warranty is included at closing

11830 S Eggleston Avenue, Chicago

$210,000

3 Beds ⋅ 3 Baths ⋅ 12800939 MLS ⋅ ACTIVE Status

Do not disturb neighboring commercial occupants under renovation or visit occupants side of the space - appointments are only for viewing residential 2 unit building. Partition wall to be erected by occupants in between commercial space and residential space (which is what is for sale). Proof of funds or preapproval to be submitted with offer. THIS RESIDENTIAL PURCHASE IS NOT INCLUSIVE OF THE ADJACENT COMMERCIAL BUILDING TO THE SOUTH. It is a residential building with a basement, and sits adjacent north of a commercial space - 2 separate PIN's - 2 separate owners. Anchor sign on top of building can be obtained via bill of sale.

3857 W Washington Boulevard, Chicago

$359,900

6 Beds ⋅ 5 Baths ⋅ 12800926 MLS ⋅ ACTIVE Status

Just 3 minutes away from MIDWAY! INVESTOR OPPORTUNITY! Bring your vision to this 4-unit property offering tremendous value-add potential in a highly desirable and convenient location. Ideally situated near major transportation routes, public transit, shopping, dining, schools, and everyday amenities, the property offers residents convenient access to everything they need while providing investors with the benefits of a well-connected rental location. The property is in need of renovation, making it an excellent opportunity for an investor or rehabber looking to improve the units, increase rental potential, and build long-term equity. With four units under one roof, this property offers multiple income streams and significant upside for the right buyer. Bring your ideas and transform this property into a strong addition to your investment portfolio. Property is being sold AS-IS. Buyer to perform all due diligence.

6043 S Kenneth Avenue, Chicago

$564,999

9 Beds ⋅ 5 Baths ⋅ 12800877 MLS ⋅ ACTIVE Status

6221 S Saint Lawrence Avenue, Chicago

$697,000

8 Beds ⋅ 3 Baths ⋅ 12800850 MLS ⋅ ACTIVE Status

QUALITY BUILT YELLOW BRICK LEGAL 3 FLAT W/2.5 CAR GARAGE IN JEFFERSON PARK. HARDWOOD FLOOR ,LONG TERM TENANTS. NEEDS COSMETIC UPDATES. ADDITIONAL INCOME FROM GARAGE $300.00. WALKING DISTANCE TO ALL SHOPS, TRANSPORTATION & X-WAY. GREAT AREA.

5420 W Montrose Avenue, Chicago

$505,000

3 Beds ⋅ 4 Baths ⋅ 12799807 MLS ⋅ ACTIVE Status

Great investment opportunity in Chicago! This property is ideal for investors looking to add to their portfolio or buyers interested in house hacking. Whether you're looking to generate rental income or live in the property while renting out additional space, this is an opportunity worth exploring. Conveniently located near shopping, dining, public transportation, and neighborhood amenities. Don't miss out!

7845 S Peoria Street, Chicago

$229,999

8 Beds ⋅ 5 Baths ⋅ 12795337 MLS ⋅ ACTIVE Status

Attention Investors, Rehabbers, and Developers! Excellent opportunity to transform this two-unit property located in Chicago's North Lawndale neighborhood. The building has already been gutted and is ready for renovation, offering a blank canvas for your next investment project. Restore this building into a desirable two-unit rental property or explore other redevelopment possibilities, subject to applicable zoning and city approvals. Conveniently located near public transportation, neighborhood parks, shopping, and major expressways. Bring your contractor, creativity, and vision to unlock the potential of this value-add investment opportunity. Property requires renovation and is being offered in its current condition.

3130 W 16Th Street, Chicago

$599,900

10 Beds ⋅ 4 Baths ⋅ 12799769 MLS ⋅ NEW Status

Calling all house hackers and landlords! Welcome to this thoughtfully reimagined brick American Foursquare multi-family building in Gage Park! This spacious building offering 10 bedrooms, 4 bathrooms, and 4 levels of living space, perfect for landlords, house hackers, or multi-generational living. Unit 1 has 3 generously sized bedrooms and 1 full bath. Unit 2 has 4 bedrooms, 2 full baths, including a massive attic living space with endless possibilities. The fully renovated garden-level in-law suite adds 3 more bedrooms and a full bath, a good fit for extended family and guests. Throughout the building you'll find luxury vinyl flooring, and all bathrooms have been redone with meticulous tilework and brand new fixtures. The new kitchens have luxury shaker cabinetry, quartz countertops, beautifully tiled backsplashes, and new stainless steel appliances. Each unit has updated plumbing and electrical, its own washer/dryer hookups, a tankless water heater, a new heating and cooling system, and separate utilities. The newly landscaped backyard leads to an updated 2-car detached garage off the alley. The seller has thought of everything. There's nothing to do but move in and start collecting rent. Call and schedule your showing today!

5552 S Sawyer Avenue, Chicago

$1,200,000

8 Beds ⋅ 4 Baths ⋅ 12800231 MLS ⋅ ACTIVE Status

Rarely available and meticulously maintained, this turn-key Sheridan Park gem offers an unmatched investment opportunity for savvy buyers and portfolio collectors alike. This premier estate showcases an exceptional pride of ownership, featuring a classic, solid brick 2-flat, a fully finished walk-out garden unit, and a spectacular, detached multi-level brick coach house. Generating four distinct income streams, the property provides incredible financial versatility, allowing a live-in owner or a seasoned investor to maximize immediate rental yields. Every inch of this building reflects an extraordinary attention to care and structural maintenance, making it a truly worry-free asset. The primary building delivers three distinct, high-income living spaces with excellent layouts, generous square footage, and 2 to 3 separate entrances or exits per unit for optimal privacy and safety. The middle and upper units boast airy ceiling heights, spacious bedrooms, beautiful hardwood flooring, upgraded windows, and gourmet kitchens complete with granite countertops and eat-in islands. The sun-drenched upper-floor unit features a three-bedroom, one-bathroom floor plan with bright living areas, a dramatic marble tile fireplace, & custom wet bar. Below it, the middle-floor unit provides an exceptionally functional two-bedroom, two-full-bathroom layout that is perfect for roommates or families seeking extra privacy. The fully finished walk-out lower level houses an in-law garden unit complete with three bedrooms, a private bathroom, open concept kitchen, sunny windows, modern flooring, and contemporary lighting. This level also features a designated shared laundry room for the main building units, accessible via the shared walk-out basement entrance or multiple interior entrances. Enjoy ample storage and workshop space in the basement. Stepping into the backyard reveals a private outdoor oasis that feels completely removed from the bustle of the city. The deep lot is landscaped to include beautiful gardens, a relaxing pergola, pristine swimming pool, an expansive patio for grilling. Tucked away at the rear of this urban sanctuary sits the private, multi-level solid brick coach house. This unique detached structure boasts an open-concept living and dining area, galley-style kitchen with granite countertops, two bedrooms, full bathroom, and basement with its own dedicated, private in-unit laundry. It even features a private patio with a mini garden, making it a highly coveted rental asset. Convenience, accessibility, and vibrant neighborhood amenities are unmatched at this prime location. The property includes ample off-street parking, a rare commodity on a quiet, tree-lined residential street. Commuters will love being just a short distance from major CTA bus routes, Metra, and CTA. Near Red, Purple, Green, & Brown line. Residents will enjoy being steps away from the historic Green Mill jazz club & Chase Park's tennis, athletic field, & playground. Take a short drive to nearby beautiful Montrose Beach or enjoy vibrant dining, shopping, and entertainment just steps away. Character, cash flow, and pristine condition converge perfectly in this unique multi-unit compound.

4749 N Dover Street, Chicago

$419,000

4 Beds ⋅ 3 Baths ⋅ 12800055 MLS ⋅ ACTIVE Status

Bring your vision and your tool belt to this spacious 2-unit building nestled on a picturesque, tree-lined street in the highly sought-after Mayfair/Irving Park neighborhood! Offering generous square footage across both units and finished basement, this property is a canvas ready for a full rehab and packed with potential. Whether you're an investor looking to add value and maximize returns, or an owner-occupant ready to customize a home exactly to your taste while offsetting costs with rental income, this is the project you've been waiting for. The bones are here now it's time to bring back the shine. Located in one of the city's most desirable areas, you'll enjoy easy access to parks, shopping, dining, and transportation, all within a warm, established community known for its charm and character. Cash or rehab financing preferred. Property is being sold strictly as-is. Don't miss this chance to create serious equity in a prime location!

4829 W Hutchinson Street, Chicago

$799,900

5 Beds ⋅ 4 Baths ⋅ 12798611 MLS ⋅ PRICE CHANGE Status

BOOMING BRONZEVILLE NEIGHBORHOOD! Rarely available newer construction extra-wide 2 FLAT (Built in 2021) with double lot INCLUDED! Stunning upper-level single-family style living featuring approx 2277sf, 3BR/2.5BA DUPLEX up with huge rooftop deck & rear deck great for entertaining! Bright and spacious lower-level unit features approx 1090sf, 2BR/1BA (walkout front & rear). Contemporary finishes include; prefinished hardwood flooring upper level (laminated wood on entire lower-level living space/carpet in upper bedrooms), white shaker style cabinetry, stone tops, extended island, stainless steel appliance package, decorator lighting package, and W/D in upper unit and W/D in lower unit. Main bedroom features dual WIC, and adjoining luxury bath with dual vanity, stone tiled tub & sep shower. Secondary bedrooms feature Jack-N-Jill bathroom. Contemporary lighting, electronic blinds, electronic wireless buzzer system, and security light sensors. Custom mudroom on both levels. 2 car garage & gated backyard. Amazing opportunity to live in one home and collect rental income on the other or for multi-family use, Airbnb, or complete rental income...your choice! Stunning lower level great for rental income, AirbnB, or in-law suite. Seller added thousands in additional upgrades! PICS FROM PREVIOUS LISTING BUT SIMILAR LOOK/SOME AI STAGING PICS. Lot next door (north side) included (20 x 137/has sep PIN & taxes); great for future sale or large side yard for garden or entertaining. Minutes to loop, lake, Hyde Park, U of C, public transportation, dining, expressway, Mariano's and future Trader Joe's grocery store.

4041 S Prairie Avenue, Chicago

$399,999

6 Beds ⋅ 3 Baths ⋅ 12798303 MLS ⋅ ACTIVE Status

Solid all-brick two-unit building offering excellent potential for homeowners and investors alike! This property features two units, a finished basement, and a finished attic, providing additional living space and flexibility. Whether you're looking to live in one unit and generate rental income from the other or expand your investment portfolio, this property offers plenty of possibilities. Conveniently located near schools, public transportation, shopping, and major expressways, including I-55, making commuting and everyday travel a breeze. Don't miss this opportunity to own a versatile multi-unit property in a convenient Chicago location!

5530 S Fairfield Avenue, Chicago

$226,400

3 Beds ⋅ 3 Baths ⋅ 12799855 MLS ⋅ PRICE CHANGE Status

Fabulous LEGAL Cape Cod-Style 3-flat with a non-conforming 4th unit AND adjacent vacant lot in Chicago's rapidly appreciating West Pullman neighborhood! Configured as follows: 1st Floor Front, 1st Floor Rear and 2nd Floor. Don't forget about the CTA Red Line extension and their upcoming station around the corner at 115th & Michigan. TLC is required throughout and a new roof is in order, but tuned-up and stabilized, this property has a potential GPI of over 5K+per month and an ARV over 350K!

125 W 114Th Street, Chicago

$540,000

9 Beds ⋅ 3 Baths ⋅ 12798865 MLS ⋅ ACTIVE Status

Beautifully renovated brick building with 3 finished levels in a perfect Gage Park location within sight of new Amazon development !! Recently renovated with high end finishes, modern kitchens and spectacular bathrooms. 3rd bedroom is a tandem off primary bedroom but with its own access. Garden unit can be related living or whatever suits your needs. Rear parking area fit for 5 cars and secured with sliding iron gate. Great location : public transportation, local shopping , restaurants, services, and schools. Nearby park access ( Gage Park ) , train access and interstate access adds conveniences. All units are vacant to make for easy showings.

5115 S California Avenue, Chicago

$350,000

4 Beds ⋅ 3 Baths ⋅ 12799744 MLS ⋅ ACTIVE Status

Vintage 2 flat with a finished basement. Property needs work! Cash or Construction Loans only! All units are vacant. 1st floor is a 2 bed 1bath with an updated kitchen and central air. 2nd floor is a large 1 bed 1 bath with forced air heat no AC. The basement is finished as an additional apartment but shares utilities with the 1st floor. Laundry in the basement. Building sits on an oversized lot with a nice yard and 2 car garage. Bring your renovations to this property.

4541 W Montana Street, Chicago

$350,000

3 Beds ⋅ 2 Baths ⋅ 12799606 MLS ⋅ ACTIVE Status

Great 2 flat offering a great opportunity for an owner-occupant or investor. The first-floor unit features a living room, separate dining room, kitchen, 1 bedroom, full bathroom, and enclosed porch. The second-floor unit offers a living room, eat-in kitchen, 2 bedrooms, and full bathroom. The full basement is partially finished and includes 2 furnaces, 2 hot water heaters, 3 separate circuit breaker boxes, and a sump pump. Conveniently located near the train and public transportation. A versatile property with separate living spaces and plenty of potential!

3112 Oak Park Avenue, Berwyn

$1,995,000

10 Beds ⋅ 4 Baths ⋅ 12799637 MLS ⋅ ACTIVE Status

Rare opportunity to own a fully renovated, solid brick, three-story multi-unit building in the heart of Lakeview! This Victorian-era property combines timeless architectural charm with extensive modern upgrades completed in 2025. Featuring three spacious 3-bedroom/1-bath units and a fully built-out 1-bedroom garden unit, the building offers incredible investment potential. All units underwent extensive renovations in 2025, including updated kitchens, bathrooms, and flooring. Major mechanical upgrades include all-new HVAC systems and furnaces, converting the building from radiator heat to central heating and air conditioning throughout. Additional improvements include new coin-operated laundry in the basement and a brand-new parking pad accommodating up to four vehicles. Historic details such as stained glass, skylights, and cast iron railings preserve the building's original character. The property also features separate utilities and a spacious backyard. Currently fully occupied. Ideally located along Lincoln Avenue, just steps from restaurants, shopping, nightlife, and everything Lakeview and Lincoln Park have to offer, with Wrigley Field nearby. A fantastic opportunity to own a beautifully updated, income-producing property in one of Chicago's most desirable neighborhoods. Don't miss this one! Explore the property in 3D! Click the 3D button to take a virtual tour and walk through every detail.

2932 N Lincoln Avenue, Chicago

$458,900

9 Beds ⋅ 3 Baths ⋅ 12799656 MLS ⋅ ACTIVE Status

Welcome to 4018 W Polk St! This beautifully rehabbed property offers an impressive 9 bedrooms, 3 bathrooms, and a finished basement. Recently updated throughout, this spacious home combines modern comfort with a versatile layout, offering plenty of room for everyday living, entertaining, and working from home. The finished basement provides additional space and flexibility. With its extensive renovations and generous living space, this move-in-ready property is a fantastic opportunity. Schedule your private showing today!

4018 W Polk Street, Chicago

$295,000

5 Beds ⋅ 2 Baths ⋅ 12799654 MLS ⋅ ACTIVE Status

7927 S Parnell Avenue, Chicago

$310,000

6 Beds ⋅ 2 Baths ⋅ 12799648 MLS ⋅ ACTIVE Status

5612 S Morgan Street, Chicago

$379,000

6 Beds ⋅ 3 Baths ⋅ 12799520 MLS ⋅ ACTIVE Status

Great Opportunity to Own a Two-Flat in a Quiet, Desirable Neighborhood! This well-maintained building has a finished basement that includes two additional bedrooms, ideal for extended family or an in-law arrangement, with a separate exterior entrance. Located near shopping, schools, and parks, this property offers plenty of space and versatility for homeowners or investors alike!

1929 N Kilbourn Avenue, Chicago

$850,000

5 Beds ⋅ 3 Baths ⋅ 12799333 MLS ⋅ ACTIVE Status

1354 W Ohio Street, Chicago

$150,000

5 Beds ⋅ 2 Baths ⋅ 12789180 MLS ⋅ ACTIVE Status

Investor and rehab opportunity in Chicago! This two-unit property features a 2-bedroom apartment and a 3-bedroom apartment, each with individual heating. The unfinished basement offers additional space with potential for future improvements. Property requires significant repairs and renovations, making it an opportunity for investors or buyers looking for a rehab project. Bring your vision and restore this property to its full potential. Sold strictly AS-IS.

11568 S Prairie Avenue, Chicago

$389,900

5 Beds ⋅ 2 Baths ⋅ 12799062 MLS ⋅ ACTIVE Status

Classic Chicago character meets updated living. Located along historic Martin Luther King Drive in Greater Grand Crossing, this beautifully maintained two-unit Greystone was remodeled in 2022 and offers an excellent opportunity for an owner-occupant or investor. Both residences feature separate living and dining rooms with original hardwood floors that showcase the building's timeless charm. The first-floor unit offers two bedrooms and one bathroom, while the second-floor unit features three bedrooms and one bathroom. The unfinished basement provides additional storage and a dedicated laundry area serving the building. Just steps from public transportation, this property combines neighborhood character with everyday convenience. Live in one unit and rent the other, or add this well-kept Greystone to your investment portfolio. Schedule your private showing today!

7010 S King Drive, Chicago

$599,000

6 Beds ⋅ 5 Baths ⋅ 12799042 MLS ⋅ ACTIVE Status

Exceptional opportunity to own this beautifully renovated 2-story brick multi-unit building featuring a spacious duplex-down first unit and a newly constructed 2-story rear wood porch. Unit 1 offers a duplex layout with 3 bedrooms and 2.5 bathrooms, an open-concept living room with a fireplace, a modern kitchen equipped with stainless steel appliances, a large center island, and an in-unit washer and dryer. Unit 2 features 3 bedrooms and 2 full bathrooms, a bright and functional layout, a contemporary kitchen with stainless steel appliances, and an in-unit washer and dryer. This property combines modern amenities with classic brick construction, making it a perfect addition to any investment portfolio or a great opportunity for house hacking.

440 N Hamlin Avenue, Chicago

Could We Actually
Live Together?

Maybe everybody keeps joking about living together. Maybe it is not really a joke anymore.

Step 1: Who are we solving for?

Step 2: What does everyone pay now?

Household One

Household Two

Step 3: What could living together look like?

Buy One Home Together

Property kept as a rental

How would the monthly cost be shared?

Your Buy Together Snapshot

What everyone pays now

Modeled shared housing

Want to see what this actually looks like?

Could you actually live together?

Your Multigenerational Home Wish List

Before anyone contributes six figures, talk about the awkward stuff.

Run Our Family's Real Numbers

Some real life Chicago + suburbs multi-gen housing options

How much is your home worth?

How much is your home worth?

Could We ActuallyLive Together?

Maybe everybody keeps joking about living together. Maybe it is not really a joke anymore.

Step 1: Who are we solving for?

Step 2: What does everyone pay now?

Household One

Household Two

Step 3: What could living together look like?

Buy One Home Together

Property kept as a rental

How would the monthly cost be shared?

Your Buy Together Snapshot

What everyone pays now

Modeled shared housing

Want to see what this actually looks like?

Could you actually live together?

Your Multigenerational Home Wish List

Before anyone contributes six figures, talk about the awkward stuff.

Run Our Family's Real Numbers

Some real life Chicago + suburbs multi-gen housing options

How much is your home worth?

How much is your home worth?

Could We Actually
Live Together?