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$139,900
9 Beds ⋅ 3 Baths ⋅ 12763687 MLS ⋅ ACTIVE Status
Attention develpers -this is a prime value-add GREYSTONE opportunity with substantial upside. This oversized building is currently configured as a 2-unit property duplexed to the basement. The property features a total of 9 bedrooms and 3 bathrooms, providing an ideal layout for maximizing rental income once completed with ARV easily in the $400k range. Major progress has already been made, including: Framing completed, Partial plumbing, electrical, and ductwork installed. The true value lies in its flexibility and income potential: Convert to a 3-unit to significantly increase cash flow and overall valuation. Once completed, the property has the potential to generate substantial monthly rental income of over $5k per month, making it an excellent candidate for a long-term hold or profitable resale. Property is being sold as-is. Bring your vision and unlock the full potential of this high-yield asset.

6120 S Green Street, Chicago

$499,000
3 Beds ⋅ 2 Baths ⋅ 12763010 MLS ⋅ ACTIVE Status
Freshly Updated Two-Unit Building in Desirable Humboldt Park! Welcome to this beautifully updated two-unit building with high ceilings and lots of natural light in a desirable Humboldt Park location. The first-floor unit features 1 bedroom and 1 bathroom, along with plenty of comfortable living space and a brand-new kitchen complete with new cabinets and appliances. The second-floor unit offers 2 bedrooms and 1 bathroom, featuring a generous living room and a newly updated kitchen with brand-new cabinets and appliances. Additional highlights include a 2-car garage, spacious backyard, and a full basement offering abundant storage space, laundry facilities, and a dedicated mechanical room. A great opportunity for an investor or owner-occupant looking for a well-maintained, move-in-ready two-flat in a convenient Chicago location. Schedule your showing today!

3316 W Le Moyne Street, Chicago

$270,000
5 Beds ⋅ 2 Baths ⋅ 12763421 MLS ⋅ ACTIVE Status
Great Investment Opportunity - Updated 2-Flat! This 2-flat is an excellent opportunity for an owner-occupant or an investor looking to expand their portfolio. The building was rehabbed in 2016 and features two spacious units: a 2-bedroom, 1-bath unit on the first floor and a 3-bedroom, 1-bath unit on the second floor. Additional features include an unfinished basement, spacious backyard, and a 2-car garage, providing plenty of storage and outdoor space. Whether you're looking to live in one unit while generating rental income from the other or add another property to your investment portfolio, this property offers plenty of potential. Schedule your appointment today and don't miss this opportunity! Property Sold As Is.

6959 S Calumet Avenue, Chicago

$1,150,000
5 Beds ⋅ 6 Baths ⋅ 12763441 MLS ⋅ ACTIVE Status
Welcome to this exceptional Greystone vintage 2-unit building with a garden apartment on the lower level - offering 5 bedrooms, 5 full bathrooms, and 1 half bathroom, perfectly blending classic Chicago charm with modern comfort. Featuring beautiful landscaping, a fenced backyard, and thoughtfully designed living spaces, this remarkable property presents an outstanding opportunity for both homeowners and investors. A stunning hardwood staircase welcomes you through the main entrance, providing access to both the first- and second-floor units. Let's begin with the second-floor residence. As you enter, you're greeted by a bright and spacious living room, highlighted by a beautiful English skylight lantern above the foyer and oversized windows that fill the home with abundant natural light. Located just off the living room, the primary suite offers a private retreat with a separate sitting area, generous closet space, direct access to a private balcony, and large windows that create a warm and inviting atmosphere. On the opposite side of the living room, the second bedroom features a walk-in closet and ample living space. The unit includes two full bathrooms-one with a luxurious walk-in steam shower and the other with a relaxing soaking tub. Conveniently located between the bedrooms, the dedicated laundry room adds everyday comfort and functionality. Toward the rear of the home, the open-concept family room and kitchen create the perfect gathering space, centered around a cozy fireplace with both gas and wood-burning options. The kitchen is beautifully appointed with stainless steel appliances, a large center island with breakfast bar seating, pantry storage, and expansive windows that surround the space with exceptional natural light. The first-floor unit mirrors the upper-level layout, offering incredible flexibility for multi-generational living or rental income. It features its own fully equipped kitchen, two full bathrooms, a dedicated laundry room, and an added layer of security with alarm sensors installed on every window. From the rear staircase, you'll find access to the basement studio unit. Before entering the studio, you'll pass a spacious recreation room, utility area, and a separate laundry room dedicated exclusively to the lower-level residence. Inside the studio, you'll find a thoughtfully designed living space featuring a full kitchen with stainless steel appliances, a microwave, air fryer, and range hood. The studio also includes one full bathroom, one half bathroom, and generous closet space, creating a comfortable and functional living arrangement that's perfect for guests, extended family, or rental income. The rear staircase also provides convenient access to the rooftop, the first-floor unit, and the second-floor residence, making movement throughout the building both practical and efficient. Designed with long-term comfort and peace of mind, the property is equipped with multiple tankless water heaters, multiple zoned furnaces, multiple sump pumps, and a comprehensive security system, showcasing the exceptional care and quality invested throughout the home. Step outside to enjoy the beautifully landscaped, fenced backyard featuring a brick paver patio, mature landscaping, and multiple outdoor seating areas-an ideal setting for entertaining family and friends or simply relaxing outdoors. Conveniently located near public transportation, bus routes, restaurants, grocery stores, shopping, and everyday conveniences, this exceptional Greystone offers the perfect combination of timeless Chicago architecture, modern functionality, and outstanding investment potential. Don't miss this rare opportunity to own a versatile, meticulously maintained multi-unit property that seamlessly blends historic character, modern upgrades, and exceptional income potential-all in one of Chicago's most desirable neighborhoods.

4448 N Tripp Avenue, Chicago

$489,900
8 Beds ⋅ 4 Baths ⋅ 12734871 MLS ⋅ ACTIVE Status
Calling all HOUSE HACKERS, OWNER-OCCUPANTS & INVESTORS! This legal 3-unit in South Chicago has been completely gut rehabbed, offering the opportunity to step into a finished multifamily property without taking on a renovation project. Live in one unit while generating income from the others or lease all three and add a turnkey property to your rental portfolio. The property features (2) 2-bedroom/1-bath units and (1) spacious 4-bedroom/2-bath unit, totaling 8 bedrooms and 4 bathrooms. Based on projected rents of approximately $1,500/month for each 2-bedroom unit and $2,400/month for the 4-bedroom unit, the property has the potential to generate approximately $5,400/month or $64,800 annually in rental income when fully leased. Projected rents are estimates and should be independently verified by the buyer. The extensive gut renovation includes new electrical, new plumbing, a new HVAC system with central air conditioning, new kitchens and bathrooms, updated flooring and a new rear porch. Kitchens feature a modern two-tone design with white upper cabinetry, black lower cabinetry, granite countertops and stainless-steel appliances. The property is a legal 3-unit with separately metered units. There is also potential to generate income beyond the three residential units. The basement includes three separate storage spaces that could potentially be rented, along with a laundry hookup allowing the next owner to add coin-operated laundry for tenant use. The rear parking pad provides off-street parking and another potential source of income. Beyond the property, South Chicago is in the midst of significant reinvestment and transformation, with major residential, commercial, healthcare and technology projects moving forward throughout the area. Thrive Exchange represents approximately $100 million in community investment around the 79th and Exchange corridor, bringing new housing, homeownership opportunities, retail, healthcare and other neighborhood improvements. The SACRED development at 92nd and Burley is adding 81 apartments, approximately 6,000 square feet of commercial space and additional parking. One of the largest transformations is underway along the South Chicago lakefront at the former U.S. Steel South Works site. The 440-acre Quantum Shore master plan includes the 128-acre Illinois Quantum & Microelectronics Park, with major public and private investment aimed at creating a new technology and innovation district along the lakefront. Adding to that investment, Advocate Health Care has broken ground on a new $300 million state-of-the-art hospital at the former South Works site as part of its broader $1 billion investment in healthcare across Chicago's South Side. The new hospital is planned to provide inpatient, emergency and specialty care and is expected to open in 2029. Together with the quantum campus, new housing, commercial development and other neighborhood investments, these projects represent a substantial long-term commitment to the continued redevelopment of South Chicago. Residents also have convenient access to Rainbow Beach, the lakefront, Metra, public transportation, neighborhood amenities and major roadways. For a house hacker, this is an opportunity to live in one unit while income from the remaining units helps reduce housing costs. For an investor, the property offers three residential income streams plus additional revenue potential through storage, laundry and parking-all within a completely renovated legal 3-unit in a neighborhood experiencing significant ongoing investment.

8612 S Burnham Avenue, Chicago

$420,000
7 Beds ⋅ 3 Baths ⋅ 12763056 MLS ⋅ ACTIVE Status
Brick two flat offering a versatile opportunity for both owner occupants and investors looking to generate rental income in Chicago's Austin community. The first-floor unit features 2 bedrooms, while the second floor unit offers 3 bedrooms, with both showcasing spacious living and dining rooms, hardwood floors, and comfortable layouts. The finished basement provides additional living space with 2 additional rooms, a full updated bath, and laundry area. All three bathrooms have been updated with walk-in showers, complemented by refreshed flooring, modern fixtures, updated cabinetry, and appliances throughout. Major improvements include a brand-new roof completed May 2026, new drain tile and foundation water-protection system, select electrical updates, tuckpointing, and sidewalk improvements. Additional features include an enclosed rear porch, expansive backyard, brick 2-car garage, plus a carport providing parking for a third vehicle. Conveniently located with quick access to I-290 and nearby CTA bus and train options, this property combines space, updates, parking, and income-producing potential in one compelling package.Sold AS-IS

5037 W West End Avenue, Chicago

$545,000
10 Beds ⋅ 4 Baths ⋅ 12763024 MLS ⋅ ACTIVE Status
Classic Gothic Greystone 3-flat nestled on a deep lot with a rear garage in sought-after Washington Park. Each spacious unit offers approximately 1,500 square feet of living space. The building was gutted to the studs in 1996, with updates including oak floors, windows, electrical, plumbing, bathrooms, and kitchens. Separate electric, gas, and hot water provide added convenience for each unit. The full basement is unfinished and offers future potential. The main-level unit is available for owner occupancy. The basement is duplex to the main unit. Ideally located on the LFA line and within walking distance of the train, with easy access to the University of Chicago, Chicago campus hospitals, Hyde Park, and the Obama Presidential Center. Easy to show. Pre-approved buyers only. This opportunity won't last!

5943 S Indiana Avenue, Chicago

$369,900
4 Beds ⋅ 2 Baths ⋅ 12755989 MLS ⋅ ACTIVE Status
This brick Chicago two-flat offers classic character, generous room sizes, and a layout with plenty of versatility. Hardwood floors run through much of the living space, complemented by large windows, distinctive architectural details, and a fireplace that adds warmth and character. The kitchen provides ample cabinetry and counter space, while the updated bath offers a clean, modern feel. Both units benefit from spacious living and dining areas, and the property also includes a garage for added convenience. Located near parks, schools, shopping, public transportation, and major roadways, this property presents a strong opportunity for an owner-occupant or investor looking for space, functionality, and long-term potential in Chicago.

8344 S Lafayette Avenue, Chicago

$499,900
8 Beds ⋅ 3 Baths ⋅ 12762987 MLS ⋅ ACTIVE Status
**Solid investment opportunity in West Garfield Park!** This 2-flat with a finished garden-level unit offers three occupied units and strong income potential. The first-floor unit features 3 bedrooms and 1 bath, was renovated in 2024, and currently rents for $1,200/month MTM, due on the 15th. The second-floor 3-bedroom, 1-bath unit rents for $950/month MTM, due on the 1st. The newly renovated 2026 garden-level unit offers 2 bedrooms and 1 bath and rents for $925/month, with the current lease expiring November 2026. Tenants pay all utilities. Each unit has its own furnace and thermostat. The garden unit has its own hot water heater located within the unit, while the hot water heaters serving the first and second floors are located in the common mechanical area on the lower level. Two tenants are long-term. Coin-operated washer and dryer generate approximately $30/month in additional income. Two-car garage included.

4051 W Monroe Street, Chicago

$649,900
6 Beds ⋅ 3 Baths ⋅ 12759675 MLS ⋅ ACTIVE Status
GORGEOUS CLASSIC CHICAGO GREYSTONE 2-FLAT - BOTH RESIDENTIAL UNITS COMPLETELY REHABBED IN 2025! Both units have been beautifully renovated, while many major systems and exterior components have also been replaced or upgraded. Major 2025-2026 improvements include a NEW ROOF, WINDOWS, FURNACES, CENTRAL A/C, WATER HEATER, ELECTRICAL, PLUMBING, SIDING/EXTERIOR, GUTTERS & DOWNSPOUTS, SUMP PUMP, SEWER LINE, and BASEMENT/FOUNDATION WATERPROOFING. New drywall was installed throughout both units. Each unit features new kitchens with cabinets, countertops and appliances, remodeled bathrooms, updated flooring, fresh paint, new lighting, fixtures, doors and trim. New refrigerators, ranges, dishwashers, washers and dryers are included, along with smart thermostats and security cameras. The property also offers a rear deck, extra-deep backyard and parking, plus an unfinished basement with front and rear access, good ceiling height and separate heating. The basement provides excellent storage and flexible-use space, with potential for a future garden unit, subject to City of Chicago zoning, building-code and permitting requirements. Ideally located in East Garfield Park, just minutes from the United Center, Green Line, I-290, Garfield Park Conservatory, parks and Downtown Chicago. A wonderful opportunity to own a classic Chicago Greystone with two beautifully rehabbed residential units, major updates already completed, a spacious lot, and an unfinished basement with future potential. A great choice for an owner-occupant or investor!

3234 W Fulton Boulevard, Chicago

$674,900
7 Beds ⋅ 3 Baths ⋅ 12758624 MLS ⋅ ACTIVE Status
Welcome to 5344 W Drummond Pl, a fantastic opportunity for both owner occupants and investors looking for a well maintained, income producing property that is truly move in ready. This updated 2 flat also features a vacant, non-conforming garden unit, offering additional flexibility and strong rental potential. The building is already producing a strong rent roll from day one. Inside, 2 of the 3 units feature updated kitchens, and each unit has its own washer and dryer for added convenience. The finished attic provides additional usable space and makes the property even more functional. Outside, fresh landscaping gives the building great curb appeal, while the oversized 2.5 car garage provides valuable parking and storage. With updated units, strong existing income, and major features already in place, this is an easy property to step into and enjoy. Perfect for an owner occupant looking to offset their monthly payment with rental income or an investor looking for a turnkey building with strong returns and very little to do. Group showings only, next OH is 9/26 from 12-2pm!

5344 W Drummond Place, Chicago

$1,485,000
10 Beds ⋅ 5 Baths ⋅ 12748491 MLS ⋅ ACTIVE Status
A Rare Edgewater Glen Jumbo Three Flat With Single Family Scale. This elegant, extra wide 35x125 all brick three flat offers the rare combination of a substantial owner's duplex, two additional income producing apartments, parking and outdoor space. Whether you are an owner occupant looking to equipose your housing costs or a seasoned investor seeking a versatile income producing asset, this property offers tremendous flexibility. The expansive first floor duplex lives much more like a single family home, featuring 4 bedrooms and 3 full bathrooms, including a luxurious primary bath with steam shower. The main level offers generous living and dining rooms, an upscale kitchen, and beautiful vintage details including hardwood floors, crown molding, stained glass and a built-in hutch. The lower level provides additional bedrooms and an expansive living space, creating an ideal combination of privacy, functionality and scale. The second and third floor units each feature spacious 3 bedroom, 1 bathroom layouts with separate living and dining rooms. Both have historically been rented as long term rentals and through a fully furnished (2nd floor) Airbnb, offering multiple income strategies. Every unit includes private laundry, HVAC and a huge front porch. A detached heated masonry garage provides three parking spaces, while the large backyard adds valuable outdoor space. Located in one of Chicago's most desirable lakefront neighborhoods, just steps from Whole Foods, LA Fitness, Loyola University, restaurants, nightlife and shopping. Enjoy easy access to the Red Line, Peterson Metra station, Lake Michigan, the lakefront trail, Lake Shore Drive and the beach lifestyle that makes Edgewater so special. Live comfortably in a spacious single family style duplex while generating income from two additional units, or maximize the property as a three unit investment. A rare combination of scale, location, income potential and lifestyle.

1347 W Granville Avenue, Chicago

$415,000
6 Beds ⋅ 4 Baths ⋅ 12762550 MLS ⋅ ACTIVE Status
* Best and Final Offers due Tuesday, Sept 22, at 5 pm* Investors and house hackers, you'll love this North Austin legal 3-flat with a separately metered studio in-law suite, and a 3-car garage! The first floor has a 3-bed apartment with a front sunroom and a decorative fireplace, and an in-law studio apartment in the back. Upstairs, you'll find a 2-bedroom and a large 1-bedroom, both with their own gas-forced-air heat and cute vintage details. All four units have separate utilities. This building has significant rental potential. Take advantage of the city's ADU expansion; a little work would increase your profits. There is nothing else like it on the market today, so come check it out! This is an as-is sale.

5432 W Potomac Avenue, Chicago

$549,900
9 Beds ⋅ 6 Baths ⋅ 12762479 MLS ⋅ ACTIVE Status
** FHA & VA approved** Pristine conditoning for this brick 3 flat multi-unit in Chatham neighborhood with 3 large sized bedrooms and 2 full baths on each level. Grand floor plan with full living, dining and each in kitchen on each floor. Every unit has modernized kitchens and bathrooms. Luxurious hardwood floors throughout. Two units rented with good long time tenants. The basement is unfinished with tall ceiling and separate ingress and egress and loads of potential. Basement includes laundry area and utility room with hot water tank and well maintained boiler. Huge brick 3 car garage in rear. Windows 15 yo; Total Roof tear off on building 18mo; All Kitchens updated 3rd floor updated in 2023, 2nd floor updated 2017 and first floor updated 2015; All Bathrooms updated over 10 years; Boiler is drained weekly and serviced regularly and recently certified. In-ground sprinkler system. Need notice for all showings.

8215 S Evans Avenue, Chicago

$582,000
5 Beds ⋅ 3 Baths ⋅ 12762448 MLS ⋅ ACTIVE 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

$389,000
6 Beds ⋅ 3 Baths ⋅ 12762285 MLS ⋅ ACTIVE Status
Fantastic opportunity to own a 3-unit building in a growing Chicago area with strong rental income potential. Whether you're an investor looking to expand your portfolio or an owner-occupant looking to live in one unit while generating rental income from the others, this property offers flexibility and upside. All units are 2 bedrooms with a bonus room and 1 bathroom. The building could use some refreshing and updating, giving the next owner an opportunity to add value and make it their own. A 2-car garage provides additional parking and storage, which is a great feature for both owners and tenants. With three units, income potential, a garage, and plenty of room to improve, this is a great opportunity for someone looking to build equity and invest in a multifamily property.

8722 S Harper Avenue, Chicago

$659,000
4 Beds ⋅ 3 Baths ⋅ 12762156 MLS ⋅ ACTIVE Status
Rare opportunity to own a well-maintained legal 2-flat situated on an oversized 43' x 125' lot in the Jefferson Park/Portage Park area. The property features two spacious units, each with 2 bedrooms and 1 full bath, offering flexibility for owner-occupancy, extended family, or investment. A full basement provides additional finished space, including a full bathroom, an additional room, and a kitchenette area. Numerous improvements include newer windows and doors, updated kitchens, and a newer 2.5-car detached garage. The oversized lot provides excellent outdoor space and is a standout feature for the area. Conveniently located near transportation, shopping, restaurants, parks, and neighborhood amenities.

5849 W Wilson Avenue, Chicago



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