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5307 N Luna 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

7741 S Yates Boulevard, 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

3104 W Walton Street, 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

3317 W Division 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

1435 S Karlov Avenue, 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

1702 N Meade 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

636 N Ridgeway Avenue, 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

2647 Cuyler Avenue, Berwyn
$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

7844 S Greenwood Avenue, Chicago
$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

5808 S Green Street, 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

5730 N Menard Avenue, 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

6609 N Artesian 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

6961 S Eberhart 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

2050 N Kenneth Avenue, 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

3547 W Palmer Street, 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



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