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$269,900
4 Beds 2 Baths 12746183 MLS ACTIVE Status
Opportunity awaits with this oversized brick 2-flat, ideally situated on a well-kept Chicago block. Each spacious unit offers 2 generous bedrooms, 1 full bath, a separate formal dining room, hardwood floors throughout, and an abundance of natural light. The property boasts great curb appeal, a functional layout, and the added benefit of tenants paying their own utilities-helping to keep operating expenses low. With its attractive price point and manageable maintenance, this property is an excellent option for both an owner-occupant and an investor seeking a solid addition to their portfolio. Two-flats in the surrounding area have experienced strong appreciation, making this an excellent opportunity to purchase a quality property with equity potential and promising long-term value. Don't miss your chance to own a classic Chicago brick 2-flat with both immediate appeal and future upside.

1316 W 77Th Street, Chicago

$467,900
6 Beds 2 Baths 12729964 MLS ACTIVE Status
Beautifully renovated brick 2-flat offering the perfect combination of classic Chicago character and modern construction. This full gut rehab was taken down to the studs and completely rebuilt, featuring new framing, insulation, plumbing, electrical, HVAC, and a new roof. Each spacious unit offers 3 bedrooms and 1 full bathroom with thoughtfully designed modern finishes throughout. The kitchens feature stylish cabinetry, countertops, and fixtures, while the updated bathrooms provide a clean, contemporary feel. A major bonus for both owners and tenants is in-unit laundry in each apartment-an increasingly desirable feature that adds significant rental appeal. The property also includes a detached 2-car garage, providing valuable off-street parking and additional convenience. Completely rehabbed and turnkey, with the major systems and finishes already completed, making this an excellent opportunity for an investor or owner-occupant looking for a low-maintenance, fully renovated 2-flat.

8151 S Ada Street, Chicago

$274,555
6 Beds 3 Baths 12715104 MLS ACTIVE Status
Opportunity knocks in the heart of Auburn Gresham! Whether you're an investor looking to expand your portfolio or an owner-occupant ready to build long-term wealth, this solid brick 2-flat offers exceptional value at under $300,000. The spacious first-floor unit duplexes into the basement and features 3 bedrooms and 1 full bathrooms, and 1/2 bathroom providing the feel and functionality of a single-family home. The second-floor unit offers 3 bedrooms and 1 bathroom, making it ideal for generating rental income or multi-generational living. Both units are filled with natural light and feature oversized kitchens with appliances included, generous pantry space, and separate living and dining rooms that offer comfort and flexibility for everyday living. Major mechanical updates provide peace of mind, including a brand-new boiler (2026) and new hot water tank (2025). Outside, enjoy a 2-car garage and a cozy backyard perfect for relaxing or entertaining. Whether you're looking to house hack, add value through strategic updates, or secure a cash-flowing investment in one of Chicago's established neighborhoods, 7611 S. Green is an opportunity you won't want to miss.

7611 S Green Street, Chicago

$199,000
6 Beds 2 Baths 12712513 MLS ACTIVE Status
Opportunity awaits with this vacant brick 2-unit in Chicago's Historic Auburn Gresham neighborhood! Already taken down to the studs, this property is ready for its next chapter, allowing you to skip the demolition and begin bringing your vision to life. Major exterior improvements have already been completed, including a new roof and tuckpointing, providing a solid foundation for your renovation plans. Whether you're looking to create a cash-flowing investment property, renovate for resale, or design an owner-occupied two-flat, the possibilities are endless. Conveniently located near parks, schools, shopping, public transportation, and major expressways. A head start on your next rehab project with key exterior improvements already completed.

8012 S Elizabeth Street, Chicago

$279,999
6 Beds 3 Baths 12694649 MLS ACTIVE Status
Tenant-occupied 2-flat in Auburn Gresham generating $2,700 in total monthly rent. Each unit offers 2 bedrooms, 1 full bath, separate living and dining rooms, enclosed porches, appliances, and independently controlled heat. The first-floor unit features an updated kitchen and bathroom, while the second-floor unit includes a fully renovated kitchen and bathroom with updated finishes. Property also includes a full finished basement renovated in 2024 and a detached 2-car garage. Seller reports new roofs on the main building and garage and a new hot water tank in 2023, along with updates to the main plumbing line with copper in 2025. Property is being sold AS IS. Basement is not currently represented as a legal third residential unit.

7924 S May Street, Chicago

$259,000
4 Beds 2 Baths 12633263 MLS CONTINGENT Status
Solid-brick 2-flat offering strong potential and a great layout. This property features a detached 2-car garage and recent exterior updates including a new rear porch, new concrete sidewalk, and garage improvements. Each unit offers 2 bedrooms and 1 bath, with separate gas and electric, providing flexibility for rental income. The current layout includes an expanded bedroom space created by opening an enclosed porch, with the potential to reconfigure back to a true 3-bedroom layout in each unit (buyer to verify). Full unfinished basement presents potential for a Chicago ADU conversion (buyer to verify), and the opportunity to add washer/dryer for additional income streams. Ideal for investors or owner-occupants looking for a multi-unit opportunity with strong upside and layout flexibility. Sold "as-is." Proof of funds required with all offers.

7614 S Harvard Avenue, Chicago

$160,000
5 Beds 2 Baths 12630494 MLS CLOSED Status
Opportunity awaits with this classic Chicago brick 2-flat in Auburn Gresham. Featuring two spacious units with flexible layouts and large windows that bring in abundant natural light. Work is already underway on the upstairs unit, where demolition and initial rehab have begun; offering a head start for your renovation vision! The full basement provides additional expansion potential, while the existing layout supports strong future rental income. Additional highlights include a welcoming front porch, rear balcony, and backyard, all complemented by a solid structure ready for further improvements. Conveniently located near public transportation, schools, and local amenities, this property presents an excellent opportunity for investors or owner-occupants alike. AS-IS SALE

7647 S Green Street, Chicago

$400,000
4 Beds 2 Baths 12602386 MLS CLOSED Status
Welcome to 7830 S Marshfield - a completely gut-rehabbed 2-flat that checks every box for a first-time homebuyer looking to house hack or a seasoned investor looking to add a turn-key opportunity to your portfolio. Qualified buyers can take advantage of up to $15,000 in DPA through our preferred lender, a full gift that never has to be repaid! This building has been family-owned for over 50 years, lovingly cared for and thoughtfully restored - and now it's ready to pass the torch to its next chapter. This isn't your average rehab. Full plans and permits were pulled with the City of Chicago for this renovation, and every system in this building has been replaced from the ground up: new plumbing, electrical, HVAC, heating, and roof. You're walking into day-one condition with zero deferred maintenance and zero surprises. Each unit features 2 bedrooms and 1 bath with contemporary finishes and a clean, open layout built for modern living. Live in one unit, rent the other, and let your tenant help with your mortgage - this is what building wealth through real estate looks like. The basement presents a real opportunity for the next owner - the space is there and ready for you to bring your vision, whether that's using it for additional storage or converting it into a 3rd unit when you're ready to add even more income to this property. Turnkey condition. Basement with 3rd unit potential. DPA programs are available. Properties like this don't sit. Book your private tour today!

7830 S Marshfield Avenue, Chicago

$359,900
4 Beds 2 Baths 12619281 MLS CLOSED Status
This brick 2 flat that has been well-maintained and loved by a long term owner features a full unfinished basement, backyard, and 2-car garage in a convenient location adjacent to a playground. Each unit features central air, updated windows, large bedrooms, formal dining room and newer furnaces. Unit 2 is occupied by a stable tenant, while Unit 1 is vacant and move-in ready with new appliances including a dishwasher for an owner-occupant or new tenant. Major improvements include updated electrical and plumbing, plus a tear-off roof completed approximately 5 years ago and was recently sealed for added longevity. Each unit also offers a spacious primary bedroom with a large adjacent room that can serve as a third bedroom, office, or dream walk-in closet. Great opportunity for investors or buyers looking to live in one unit and collect rental income from the other. Nothing to do but move in and enjoy owning a well-maintained piece of Chicago.

1226 W 77Th Street, Chicago

$362,000
6 Beds 2 Baths 12614495 MLS CLOSED Status
Fantastic opportunity to own a spacious, well-maintained brick 2-flat on a quiet, tree-lined block in Auburn Gresham. New roof on garage. New front windows.Unit 1 duplexes. Unit 2 occupied. Monthly rent $1,800. This property is perfect for an owner-occupant looking to live in one unit while renting the other or for an investor seeking strong rental income in a growing neighborhood. Each unit features: 3 bedrooms & 1 bath Beautiful hardwood floors throughout Large living rooms with bay windows and decorative fireplaces Formal dining rooms with original built-in hutches Updated light fixtures & ceiling fans Spacious kitchens with room to customize Enclosed back porch and private balcony access Additional highlights: Classic Chicago charm with modern updates Shared basement with laundry hookups and storage Radiator heat Brick exterior with timeless curb appeal Located near schools, shopping, parks, and public transportation

8004 S May Street, Chicago

$279,000
4 Beds 2 Baths 12605788 MLS CLOSED Status
This well-maintained brick 2-flat in Auburn Gresham is exactly what smart buyers are looking for -- a chance to plant roots in an established neighborhood while building real wealth from day one. Live in one unit, rent the other, and let your tenant help cover your mortgage. Built in 1926 and thoughtfully updated of the years, this solid Chicago two-flat offers 2,278 square feet of living space across two units, four bedrooms, and two full baths. The big-ticket items have already been addressed -- new roof, gutters, and tuckpointing completed in 2025, along with updated flooring throughout. The full unfinished basement has good ceiling height, giving a future owner real options for additional living space, or storage. The boiler is 12 years old, functional and well maintained. Auburn Gresham is a neighborhood with deep roots and a strong sense of community, close to public transit, local dining, and everything the South Side has to offer. For the buyer who wants more than a house and is looking for a real asset, this one is worth a close look.

7837 S Winchester Avenue, Chicago

$255,000
5 Beds 3 Baths 12607387 MLS CLOSED Status
Located along a quiet, tree-lined street in Auburn Gresham, this timeless brick 2-flat has been lovingly maintained and is ready for its next chapter. Picture mornings on the screened in porch with coffee in hand. Step inside and you'll find two spacious units, each with sunlit living rooms, separate dining spaces, and eat-in kitchens waiting for your personal touch. The enclosed rear porches invite imagination and are perfect for a reading nook, office, or extra storage. Downstairs, the partially finished basement opens even more possibilities with two additional rooms and plumbing that is ready for an additional bathroom. This space can become an in-law suite, creative studio, or increase your rental income and make it a duplex down from the first floor unit. Out back, the fenced yard and two-car garage offer both comfort and practicality. So, whether you're an investor seeking steady income or a homeowner ready to build roots, this classic Chicago 2-flat offers the space, charm, and flexibility for you to grow.

7923 S Carpenter Street, Chicago

$449,900
5 Beds 3 Baths 12523251 MLS CLOSED Status
**SPECIAL INCENTIVES FOR POLICE MEN, FIREMEN & TEACHERS** Beautifully reimagined two flat with individual heat showcases exceptional design and craftsmanship throughout. The property offers flexibility for owner occupants or investors, featuring two spacious units. First floor unit is duplexed to the basement. With spacious Livingroom dining room open floor plan. Custom fireplace and light fixtures with beautiful hardwood floors. lower level has humongous family room perfect for entertaining or family TV night! Every detail has been thoughtfully updated- 2 new furnaces with central air systems, high quality appliances designer-grade finishes elevate the living experience. Modern kitchens, luxurious baths, and high end touches combine timeless style with contemporary comfort. Fully fenced back yard with new 2 car garage. Conveniently located near shopping and transportation.

7518 S Sangamon Street, Chicago

$285,000
6 Beds 3 Baths 12567882 MLS CLOSED Status
Well-maintained brick 2-flat located in the heart of Auburn Gresham. Each spacious unit features 3 bedrooms, 1 full bath, a large living room, formal dining room, and separate kitchen - offering generous layouts that appeal to both owner-occupants and investors alike. The property includes a finished walkout basement, providing additional living or recreational space with flexible use potential. Situated on a fenced lot with a 2-car garage, this property offers convenience, functionality, and long-term value. This is an excellent opportunity for an investor looking to add to their portfolio or for a buyer utilizing a 203(k) renovation loan to customize and build equity. Estate sale - sold as-is. Strong income potential or ideal for a house-hack opportunity. Schedule your showing today.

8237 S Green Street, Chicago

$175,000
4 Beds 3 Baths 12562697 MLS CLOSED Status
Investor Special or Perfect House Hack Opportunity! Welcome to 7611 S Marshfield Ave, Chicago, IL 60620 a solid 2-flat offering strong income potential and flexibility for both investors and owner-occupants. Each unit features 2 bedrooms and 1 bathroom, providing comfortable living spaces with great rental appeal. The finished basement includes an additional 2 bedrooms, 1 bathroom, and a kitchen, creating extra living space and added value potential. A 2-car garage offers convenient off-street parking. The property needs minor updates, making it a great opportunity to add your personal touch or increase value through improvements. Perfect for an investor seeking cash flow or an owner-occupant looking to live in one unit while generating rental income. Property is being sold AS-IS. Seller will make no repairs. Don't miss this opportunity to own a versatile multi-unit property with strong potential!

7611 S Marshfield Avenue, Chicago

$423,000
8 Beds 3 Baths 12541612 MLS CLOSED Status
Incredible opportunity in Auburn Gresham-this rare all-brick 2-flat offers flexibility, cash flow, and updated systems throughout. Featuring two spacious 3-bedroom, 1-bath units, plus the potential for a third unit, this property is ideal for both owner-occupants and investors alike. Garden unit is rented. A full rehab was completed in 2020, including a new front porch, HVAC systems with separate AC units, and a freshly paved concrete parking pad, ready for a future garage build. Additional upgrades include a monitoring system, refreshed finishes in the primary unit, and a wrought iron fence enclosing the entire property. Tenants pay their own utilities. Located near shopping centers, Metra and CTA transportation, this turnkey property offers strong value, building is cash flowing, and room to grow. Don't miss out-schedule your showing today!

8513 S Sangamon Street, Chicago

$460,000
6 Beds 2 Baths 12538639 MLS CLOSED Status
Multiple Offers Received, Highest and Best due by 6pm tomorrow 1/6. Exceptional opportunity to own a jumbo 2-flat that has been completely rebuilt from the studs out. This property offers two expansive units, each featuring three generously sized bedrooms with thoughtful layouts designed for modern living. The first-floor unit boasts a massive primary suite with an oversized walk-in closet, while the second-floor unit includes an additional office/rec room space-perfect for today's work-from-home needs-along with in-unit laundry hookups. This is a true full gut renovation, including: * All new plumbing down to the main with drain tile * All new electrical throughout * Brand new HVAC systems * New insulation behind all new drywall * New flooring and fresh, contemporary paint * Beautifully renovated bathrooms * High-end shaker cabinetry with quartz countertops * New roofing Every detail was thoughtfully updated to deliver a turn-key, low-maintenance investment or owner-occupant opportunity. The scale, quality of workmanship, and modern finishes make this property stand out in the area. Ideal for investors or owner-occupants seeking space, quality, and long-term value.

8044 S Peoria Street, Chicago



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