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$695,000
9 Beds ⋅ 6 Baths ⋅ 12609132 MLS ⋅ ACTIVE Status
Simeon Manor Contemporary New Construction in West Chatham Owner-Occupant Buyers Only for one of four 3-unit residential buildings offering three spacious units, each featuring 3 bedrooms and 2 full bathrooms with open-concept layouts. Designed for modern living, each unit includes private outdoor deck space and high-quality finishes throughout. Kitchens feature stainless steel appliances, induction stove with built-in air fryer, soft-close cabinetry, and premium quartz countertops. Units also include in-unit washer and dryer, video intercom system, recessed lighting throughout, and ceiling fans where appropriate. Built with a high-performance building envelope, the property includes high-efficiency HVAC systems, central air, energy-efficient water heaters, double-pane windows, foam insulation in exterior walls and ceilings, and low-flow plumbing fixtures-enhancing comfort while reducing long-term operating costs. Additional features include premium wood grain luxury vinyl flooring throughout and three assigned parking spaces. Developer offering $15,000 closing cost assistance. Owner-occupant buyers only will participate in landlord and real estate ownership training classes designed to support successful ownership and long-term investment performance.

Chicago
$695,000
9 Beds ⋅ 6 Baths ⋅ 12609130 MLS ⋅ ACTIVE Status
Simeon Manor Contemporary New Construction in West Chatham Owner-Occupant Buyers Only for one of four 3-unit residential buildings offering three spacious units, each featuring 3 bedrooms and 2 full bathrooms with open-concept layouts. Designed for modern living, each unit includes private outdoor deck space and high-quality finishes throughout. Kitchens feature stainless steel appliances, induction stove with built-in air fryer, soft-close cabinetry, and premium quartz countertops. Units also include in-unit washer and dryer, video intercom system, recessed lighting throughout, and ceiling fans where appropriate. Built with a high-performance building envelope, the property includes high-efficiency HVAC systems, central air, energy-efficient water heaters, double-pane windows, foam insulation in exterior walls and ceilings, and low-flow plumbing fixtures-enhancing comfort while reducing long-term operating costs. Additional features include premium wood grain luxury vinyl flooring throughout and three assigned parking spaces. Developer offering $15,000 closing cost assistance. Owner-occupant buyers only will participate in landlord and real estate ownership training classes designed to support successful ownership and long-term investment performance.

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
$695,000
9 Beds ⋅ 6 Baths ⋅ 12607088 MLS ⋅ ACTIVE Status
Simeon Manor Contemporary New Construction in West Chatham Owner-Occupant Buyers Only for one of four 3-unit residential buildings offering three spacious units, each featuring 3 bedrooms and 2 full bathrooms with open-concept layouts. Designed for modern living, each unit includes private outdoor deck space and high-quality finishes throughout. Kitchens feature stainless steel appliances, induction stove with built-in air fryer, soft-close cabinetry, and premium quartz countertops. Units also include in-unit washer and dryer, video intercom system, recessed lighting throughout, and ceiling fans where appropriate. Built with a high-performance building envelope, the property includes high-efficiency HVAC systems, central air, energy-efficient water heaters, double-pane windows, foam insulation in exterior walls and ceilings, and low-flow plumbing fixtures-enhancing comfort while reducing long-term operating costs. Additional features include premium wood grain luxury vinyl flooring throughout and three assigned parking spaces. Developer offering $15,000 closing cost assistance. Owner-occupant buyers only will participate in landlord and real estate ownership training classes designed to support successful ownership and long-term investment performance.

506 W 81St Street, Chicago
$190,000
6 Beds ⋅ 2 Baths ⋅ 12606424 MLS ⋅ CLOSED Status
Auburn Gresham brick 2-Unit with 3BRs in each unit, separate living room and dining room, newer windows, newer roof, just needs cosmetic work. Home hack and call this home or operate this as a straight rental, Good Bones allows the buyer many options. Don't miss out!

8226 S Paulina Street, Chicago
$285,000
4 Beds ⋅ 3 Baths ⋅ 12606035 MLS ⋅ CLOSED Status
Exceptional investment opportunity in this well-maintained two-flat with additional income potential. The property features 2 spacious units with generously sized bedrooms and open living areas, along with a finished basement offering 3 bedrooms, a full kitchen, and a full bathroom-ideal for extended living or added rental income. Situated on a desirable corner lot, this property is complemented by an iron-fenced yard and a two-car garage. Recent improvements include a complete tear-off roof on both the building and garage (2019). Tenants are responsible for all utilities, and the property is conveniently located near shopping and public transportation.

8259 S Marshfield Avenue, Chicago
$225,000
5 Beds ⋅ 3 Baths ⋅ 12598379 MLS ⋅ CLOSED Status

527 W 76Th Street, Chicago
$375,000
9 Beds ⋅ 4 Baths ⋅ 12595073 MLS ⋅ CLOSED Status

7547 S Union Avenue, Chicago
$385,000
7 Beds ⋅ 3 Baths ⋅ 12593923 MLS ⋅ CLOSED Status
Investment property!! Fully tenant occupied, please provide 48 hours for showings. Spectacular 2 unit with Duplexed first floor! 7 Total Bedrooms and 3 Full bathrooms! Unit 1 has 4 Bedrooms, 2 bathrooms for first floor unit that is duplexed to the basement. 2 large walk in closets. Currently rented at $2,648/ MO. Lease ends Jan 31st, 2027. Unit 2 has 4 Bedrooms, 2 bathrooms on the 2nd floor. Currently rented at $1,683/ MO. Lease ends Dec 31st, 2026. Refreshed and modernized throughout with central air conditioning, high-end finishes and fenced in backyard. Current property management fee is $200 per month. Water and trash bill ranges from $150-200 per month.

7823 S Morgan Street, Chicago
$270,000
14 Beds ⋅ 3 Baths ⋅ 12593851 MLS ⋅ CLOSED Status
Potential, Potential, Potential, awaits you in this Huge Auburn Gresham 2-flat Investment property featuring spacious rooms, including 3 bedrooms, large living room with fireplace that leads into a formal dining room, large enough to host those holidays gatherings. Separate kitchen that leads to an enclosed back porch, leading into the back yard. The basement is completed finished and can be used for extra living space. Each unit has its own mechanics, and tenants pay all their utilities except water. The rear has a two-car garage, and enough space for outdoor activities.

8751 S Loomis Street, Chicago
$330,000
6 Beds ⋅ 2 Baths ⋅ 12592297 MLS ⋅ CLOSED Status
A Gem in the Auburn Gresham Community. This well maintained two flat features a 1st floor duplex down with 4 bedrooms / 1 bath and storage. The 2nd floor features 2 bedrooms / 1 bath. Each units has individual heating and an enclosed back porch. It is ideal for an owner occupied investor as the 1st floor unit is vacant. As-Is but will consider FHA required repairs. Building is in great shape.

8144 S Marshfield Avenue, Chicago
$585,000
11 Beds ⋅ 3 Baths ⋅ 12591657 MLS ⋅ CLOSED Status
Exceptional investment opportunity in the Auburn Gresham/Gresham area! This classic Chicago all-brick 4-unit multi-family building offers strong income potential with 11 total bedrooms and 4 bathrooms across spacious units. Each unit features generous living areas, separate dining spaces, and well-sized bedrooms, providing comfortable layouts for tenants or owner-occupants. The property also includes a detached 3-car garage for added convenience and rental value. Conveniently located near schools, parks, shopping, and public transportation, making it attractive for long-term tenants. Perfect for house hacking or income-producing investment in a growing South Side neighborhood.

7829 S Winchester Avenue, Chicago
$315,000
6 Beds ⋅ 3 Baths ⋅ 12583088 MLS ⋅ CLOSED Status
Income-producing legal 2-unit brick building with finished basement. Currently leased with combined rents of $2,950/month. Each level offers a 2-bedroom, 1-bath layout, providing three separate living spaces in total. Rehabbed in 2023, recent updates include: a 75-gallon capacity water heater (2026), newer laminate flooring, windows, and doors. This money-maker is ideal for investors seeking steady cash flow or an owner-occupant looking to house hack and potentially still keep some of their rental income. With a well-maintained brick exterior, functional layouts, and recent mechanical and cosmetic improvements, this one is a no-brainer.

8047 S Justine 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
$195,000
4 Beds ⋅ 2 Baths ⋅ 12588611 MLS ⋅ CONTINGENT Status
Investor special that won't last long. A 2Flat with consisting of 2bdrm/1 bath on each floor. The building rehab needs to be completed. Electrical and plumbing has been completed consisted with new HVAC system and New back porch. ARV is near the $350k range. Conventional and Hard Money financing info can be provided.

7754 S Wood Street, Chicago
$160,000
8 Beds ⋅ 3 Baths ⋅ 12584066 MLS ⋅ CLOSED Status
Attention investors, flippers, and owner-occupants! Here's your chance to acquire a solid two-flat with a duplexed first-floor unit and build instant equity. The spacious first-floor duplex offers five bedrooms and two full baths, remodeled about ten years ago. Unit upstairs is a 3 bedroom 1 bath. The property needs some repairs, TLC and cosmetic updates, but many big-ticket items have already been completed about 10 years ago including updated electric and copper plumbing, vinyl double-hung windows, glass block basement windows, separate utilities, and gas-forced air (GFA) furnaces with central AC meaning each unit has its own heating and cooling systems, ideal for separate tenant utility payments. Additional features include a rear porch built to code, security bars throughout, and recent complete tuckpointing. Property has a designated common area laundry room set up. Perfect for a rehab loan or value-add project, this property offers endless potential -live in one unit while you renovate the other or flip it for profit. Located in the up-and-coming Auburn Gresham neighborhood, one of Chicago's INVEST South/West priority communities, and near the 79th Street Corridor Plan, this area is seeing major investment and redevelopment with new mixed-use and retail projects on the rise. Don't miss this chance to invest in a growing community and unlock this property's full potential! Sold As Is. Title, Zoning & Water Cert ready for quick closing!

7625 S Sangamon Street, Chicago
$464,000
6 Beds ⋅ 2 Baths ⋅ 12583940 MLS ⋅ CLOSED Status
Turn-key brick 2-unit in Auburn Gresham that WILL NOT DISAPPOINT-this property delivers exceptional craftsmanship, thoughtful updates, and strong income potential for both investors and owner-occupants. Each spacious 3-bedroom unit offers an open layout with beautiful modern flooring, updated kitchens and bathrooms, stainless steel appliances including dishwashers, and large soaking tubs, all designed to impress and attract quality tenants. The building features MAJOR CAPITAL IMPROVEMENTS including TWO BRAND NEW FURNACES, a BRAND NEW CENTRAL AC SYSTEM, BRAND NEW HOT WATER TANKS, and a BRAND NEW ROOF-providing peace of mind and minimizing future expenses. The WALK-OUT BASEMENT offers OVER 7-FOOT CEILINGS and an expansive footprint with the potential to be finished into a THIRD UNIT, creating a significant value-add opportunity. Based on comparable three-unit sales within the past six months and within a one-mile radius, the after repair value is estimated around $556,000, offering clear upside for buyers looking to maximize the property's potential. Seller is also INCLUDING a NEW LAUNDRY SYSTEM with washer/dryer hookup, adding another layer of convenience and income potential. With updated 3-bedroom units renting for $1,800+ per month-and additional income from garage parking and laundry usage-total revenue per unit can realistically exceed $2,000/month, making this an IDEAL HOUSE HACK or STRONG CASH-FLOWING ASSET. The property also includes a PRIVATE BACKYARD, a LARGE 2-CAR GARAGE WITH HIGH CEILINGS, and brand new carpeting in the common hallways for a clean, modern feel throughout. Conveniently located near shopping, transportation, and major retailers like Walmart, this is a rare opportunity to secure a high-performing property in a solid neighborhood. This one will not last much longer!

8210 S Justine Street, Chicago
$456,000
7 Beds ⋅ 4 Baths ⋅ 12582407 MLS ⋅ CLOSED Status

7844 S Emerald Avenue, Chicago
$475,000
7 Beds ⋅ 4 Baths ⋅ 12578592 MLS ⋅ CLOSED Status

7558 S Harvard Avenue, Chicago
$205,000
6 Beds ⋅ 3 Baths ⋅ 12571517 MLS ⋅ CLOSED Status
*Multiple Offers Received. Highest and Best due by 3-24-26* Great opportunity in Auburn Gresham! Solid brick duplex with strong potential for rehabbers, investors, or savvy buyers looking to build equity. Spacious layout and large backyard offer room to add value. Convenient location with easy access to schools, parks, public transportation, and downtown Chicago. Sold AS-IS. Buyer to take subject to any municipal requirements. Seller does not provide survey. Utilities will not be activated. *Property not for rent. Beware of rental scams.*

7724 S Aberdeen Street, Chicago
$357,500
6 Beds ⋅ 2 Baths ⋅ 12570696 MLS ⋅ CLOSED Status
Fully renovated 2-unit multifamily property updated in 2024, ideal for investors or owner-occupants looking to live in one unit and rent the other. This building stands out for its low property taxes and strong income potential. Both units feature modern finishes, new flooring, fresh paint, and updated kitchens with granite countertops and stainless steel appliances. A great turnkey opportunity ready to generate rental income or personal occupancy with minimal maintenance required. Whether you're expanding your investment portfolio or looking for a smart live-in rental strategy, this property offers flexibility, condition, and long-term upside.For sale As Is

7729 S Laflin Street, Chicago
$257,000
9 Beds ⋅ 2 Baths ⋅ 12570305 MLS ⋅ CLOSED Status
Multi-Family Building featuring 1-5 Bedroom - 1 Bath units, 1-4 Bedroom -1 Bath unit! What a great opportunity to house hack, while building equity. Property was fully updated in 2016, along with a new back porch. Unfinished basement offers opportunity for additional living space. While it is move-in ready, with a little TLC, the sky is the limit! This property is perfect for either an owner-occupant or outside investor! Property is being Sold Strictly As-Is. Fully vacant. Easy to show! Schedule your showing today. Appraised at value. Motivated Seller

7621 S Lowe Avenue, Chicago
$171,000
4 Beds ⋅ 2 Baths ⋅ 12569634 MLS ⋅ CLOSED Status
Brick 2-flat with strong upside for the right buyer. Property is in need of extensive repairs and is being sold AS-IS. Seller will not make any repairs or provide credits. Ideal for rehabbers, builders, or investors looking to add value. With a full renovation, the ARV potential is excellent for this area. Buyer to assume all repairs, violations, and inspections. Cash or renovation financing preferred. Great opportunity to build equity or rental income.

8151 S Ada Street, Chicago
$335,000
6 Beds ⋅ 3 Baths ⋅ 12569150 MLS ⋅ CLOSED Status
Check out this Beauty!!! APPROVED SHORTSALE!!! - BACK ON MARKET FOLLOWING BUYER CANCELLATION - No reason Given. Don't Let This One Slip Away! Newly remodeled 2-unit property with a complete finished basement. This building has beautiful hardwood floors throughout with top-of-the-line finishes. The first-floor features living room, dining with tons of closet space. The first-floor unit is duplexed down to the basement. This unit is perfect for an owner occupant. The second-floor unit has similar finishes that any tenant would admire. This property features a 2-car garage with the perfect amount of backyard space. This property went through an extensive gut rehab 3 years ago. This rare gem will not last long!!! Schedule your viewing today

7504 S Green 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
$150,000
6 Beds ⋅ 3 Baths ⋅ 12567464 MLS ⋅ CLOSED Status
Beautiful blonde brick 2-flat with spacious rooms. Each unit has 3 bedrppms and 1 bathroom. Both of the living rooms have deco fireplaces, hardwood floors, large eat-in kitchens, and formal dining rooms and enclosed back porches. The basement has additional usable space that includes a rec room, additional room, a bathroom and a kitchen. 2.5 car garage. HUD Case #137-612116. FHA Insurability Code:UI, subject to appraisal. This home is owned by the US Dept. of HUD. This home is being sold "AS IS". Seller makes no representations or warranties as to property condition nor room sizes. Equal Housing Opportunity.

8020 S Hermitage Avenue, Chicago
$232,000
9 Beds ⋅ 4 Baths ⋅ 12567007 MLS ⋅ CLOSED Status

7915 S Paulina Street, Chicago
$819,000
10 Beds ⋅ 6 Baths ⋅ 12565989 MLS ⋅ ACTIVE Status

8059 S Paulina 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



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