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$639,000
7 Beds ⋅ 4 Baths ⋅ 12517956 MLS ⋅ CLOSED Status
Beautifully updated and well-maintained LEGAL 2-FLAT in the heart of Bridgeport-perfect for investors or owner-occupants. The second-floor unit is a spacious duplex-up featuring 3 bedrooms and 2 full baths. Currently vacant, it offers updated kitchen and bathrooms, high ceilings, and excellent natural light. The first-floor unit, occupied by a long-term tenant, features hardwood flooring throughout. Both the 1st floor and 2nd floor units include dishwashers, a rare convenience in multi-unit buildings. Additional building highlights include double-pane windows, 3 water heaters, and 3 separate HVAC systems. The basement is fully finished and includes 2 bedrooms and 1 bathroom. It is currently rented as a garden unit, providing solid additional income. A shared washer and dryer are also located in the basement. Enjoy the shared back deck that leads directly to the garage with a convenient party door-great for entertaining. This property is truly a turnkey investment with strong income potential and thoughtful updates throughout. Disclaimer - seller was told that the building is a legal 2-flat when purchased. Cook county assessor's record shows that the building has 3 apartments.

3812 S Wallace Street, Chicago
$570,000
6 Beds ⋅ 3 Baths ⋅ 12515146 MLS ⋅ CLOSED Status
OUTSTANDING armchair investment opportunity on quiet side street in prime Bridgeport location. Solid all brick turnkey 3 flat with ideal unit mix of easy to rent apartments currently rented well below market. Huge first floor newer renovation 3 bedroom with tall ceilings, hardwood floors thruout, central air and heat, in unit laundry and nice sized bedrooms. Second floor front is a bright open floorplan 1 bed. Second floor rear is a charming 2 bed with hardwood thruout, central air and heat and separate living room/kitchen. Huge yard with concrete patio. 2 car detached garage. Attic offering duplex potential. Recently tuckpointed. Ultra convenient location walking distance to parks, Bridgeport Arts Center, Chicago River, Marianos, Halsted Street dining, CTA Orange Line, I55 and so much more. Too good to pass up!

3217 S May Street, Chicago
$525,000
4 Beds ⋅ 2 Baths ⋅ 12469369 MLS ⋅ CLOSED Status
Discover the potential in this charming 2-unit duplex featuring generously-sized rooms, gleaming hardwood floors, and a graceful arched doorway that adds timeless character. The bright kitchen offers abundant cabinet space and room for casual dining. A full bathroom with a tiled tub/shower combo and modern fixtures. Each unit provides a comfortable living space with bright natural light and functional layouts. A full basement for laundry, storage, or future finishing, along with an attic and walk-in closet for additional flexibility. Outside, enjoy a fenced backyard ready for summer gatherings, gardening, or play. Plus a detached garage for added convenience. Located in the heart of Bridgeport, offering strong rental potential. Ideal for investors or owner-occupants looking to live in 1 unit while renting the other. Prime location near White Sox Park, restaurants, shopping, parks, CTA, and easy access to I-90/94/55.

1228 W 31St Street, Chicago
$739,800
5 Beds ⋅ 3 Baths ⋅ 12498945 MLS ⋅ CLOSED Status
Beautiful tree lined street! 2 flat with an in-law unit in the basement and plenty of storage. Both unit are in great condition and move in ready with a 2 car garage. Both units have central heating and a/c, newer appliances, granite counter, washer dryer in the units. Will not last long! Walking distance to parks, restaurants, grocery stores, coffee shops and the orange line. A few minute drive to all expressways. Great and a convenient location!! ALL FINAL OFFERS NEED TO BE IN BY Friday Oct 31st at 10pm

2842 S Union Avenue, Chicago
$548,000
8 Beds ⋅ 4 Baths ⋅ 12465736 MLS ⋅ CLOSED Status
Prime Bridgeport Location! Solid brick multi-unit building situated in the heart of Bridgeport. In 2025, the property underwent significant exterior upgrades, including a brand-new front-facing brick wall, new house and garage roofs, and a new garage door. The first-floor included a total of 4 bedrooms and 2 bathrooms with central heating. The second-floor unit is a spacious 4-bedroom, 2-bath apartment, fully remodeled just a few years ago, featuring central heating and air conditioning. Residents can enjoy a well-maintained backyard-ideal for BBQs and gatherings-along with a two-car brick garage equipped with the newly installed garage door. This outstanding location is just minutes from White Sox Park, Armour Square Park, and conveniently has a bus stop right outside the building. Easy access to major expressways ensures smooth commuting. With current rents below market, there is substantial upside potential. Always easy to rent-this is an excellent investment opportunity in a rapidly appreciating neighborhood!

3307 S Wallace Street, Chicago
$753,200
8 Beds ⋅ 3 Baths ⋅ 12502428 MLS ⋅ CLOSED Status
Multiple Offers Received. Highest and Best Deadline Monday 10/27/25 by 3 p.m. Incredible Investment Opportunity in the heart of Bridgeport, one of Chicago's most vibrant & historic neighborhoods! Discover this stunning 3-story jumbo greystone in the heart of Bridgeport - a perfect blend of classic charm and modern updates. With gorgeous curb appeal and pride of ownership throughout, this property is truly move-in ready and income-producing from day one! Each spacious unit offers approximately 1,200 sq. ft. of living space, featuring bright and open floor plans, sun-drenched living rooms, huge formal dining rooms, large eat-in kitchens, and 2-3 bedrooms. Enjoy beautiful hardwood floors, tall ceilings, individual gas-forced heat and central air, separate hot water heaters, and enclosed porches for additional storage. The full unfinished basement provides coin-operated laundry, abundant storage, and excellent potential for a duplex-down unit or additional living space. A pretty backyard is perfect for outdoor relaxation or entertaining, and the 2-car garage eliminates parking worries - or can generate extra rental income. Whether you're an investor looking for a high-performing, turnkey rental property, or an owner-occupant hoping to live in one unit and let the others off set your mortgage, this greystone delivers! Unbeatable location with strong tenant demand - Healy School district; steps to public transportation, shopping, restaurants, and coffee shops; a short stroll to White Sox Park; and easy access to I-55, I-90/94, Downtown Chicago, Chinatown, and the lakefront. Nothing to do but move in and start collecting rents! Don't miss this Bridgeport gem - opportunities like this don't come often.

3148 S Union Avenue, Chicago
$675,000
6 Beds ⋅ 3 Baths ⋅ 12501604 MLS ⋅ CLOSED Status
Discover this beautifully maintained two-unit gem in the heart of Armour Square! Both spacious units feature 3 bedrooms, a bright living room, a roomy kitchen/dining area, in-unit laundry, and gas-forced air with central AC for year-round comfort. The top-floor unit boasts two full bathrooms and a private rear deck-perfect for morning coffee or evening relaxation. The first-floor unit offers direct access to the rear outdoor space, making it ideal for gatherings or a garden setup. A two-car garage and unfinished basement add even more value and flexibility. Perfect for an owner-occupant looking to live in one unit while renting the other, this home is all about location and convenience. You're just a short walk to James Ward Elementary, steps from White Sox Park and Armour Square Park, and close to the Red Line, CTA buses, I-90/94, and Lake Shore Drive-plus, Downtown Chicago is just minutes away!

3234 S Princeton Avenue, Chicago
$145,000
4 Beds ⋅ 2 Baths ⋅ 12481023 MLS ⋅ CLOSED Status

3212 S Aberdeen Street, Chicago
$213,000
4 Beds ⋅ 2 Baths ⋅ 12466095 MLS ⋅ CLOSED Status

1321 W 31St Street, Chicago
$375,000
4 Beds ⋅ 2 Baths ⋅ 12462642 MLS ⋅ CLOSED Status
Discover pristine Bridgeport living in this stunning 2-unit gem, where both 2-bed/1-bath layouts are impeccably maintained and move-in ready. The first-floor duplex boasts charm and functionality, while the upstairs shines with clean, well-kept finishes-perfect for effortless multigenerational living, a savvy house-hack, or a turnkey investment overflowing with potential. Built on solid bones and offered as-is, this freshly listed opportunity won't linger-so step inside and imagine the lifestyle and upside waiting for you in one of Chicago's most vibrant neighborhoods.

917 W 34Th Place, Chicago
$307,500
8 Beds ⋅ 5 Baths ⋅ 12458831 MLS ⋅ CLOSED Status
Was sold before print

3416 S Union Avenue, Chicago
$352,500
3 Beds ⋅ 3 Baths ⋅ 12448588 MLS ⋅ CLOSED Status
Don't miss your opportunity for this first time offered property. 1st floor unit bath and kitchen remodeled along with some updated flooring. Seller also updated/upgraded all electrical. Look at this deep basement open and clean for your renovation ideas. LOTS of space with nice 8-9-foot ceilings! Prime location near public transportation, Orange Line, I-55 with shopping; dining and Chinatown nearby. INFORMATION FROM SELLER DEEMED RELIABLE VERIFY LEGAL UNITS and ROOM DIMENSIONS.

1254 W 31St Street, Chicago
$835,000
8 Beds ⋅ 3 Baths ⋅ 12441238 MLS ⋅ CLOSED Status
The property is located in the heart of Bridgeport. Healy elementary school district. Legal 2 units is a well maintained brick building. Separate gas, electric, furnace, and A/C. Two car garage. Easy access to shopping, restaurant, park, and transportation.

3212 S Union Avenue, Chicago
$499,999
4 Beds ⋅ 2 Baths ⋅ 12442908 MLS ⋅ CLOSED Status
Great investment opportunity in a prime Bridgeport location! This updated 2-unit building offers two bedrooms, one bathroom, and convenient in-unit laundry in each unit - ideal for steady rental income or live-in ownership. Each unit features a bright, spacious living room, a formal dining room with tall ceilings, an eat-in kitchen, and separate hot water heaters and circuit breaker panels. Additional highlights include an enclosed rear porch and a charming front and back yard. Currently tenant-occupied, the property is ideally situated just steps from Bridgeport's favorite restaurants, coffee shops, boutiques, specialty shops, and public transportation. Enjoy a short stroll to Guaranteed Rate Field (home of the Chicago White Sox), the Bridgeport Art District, and the highly anticipated return of the Ramova Theater!

3504 S Union Avenue, Chicago
$562,500
8 Beds ⋅ 4 Baths ⋅ 12157101 MLS ⋅ CLOSED Status

911 W 32Nd Street, Chicago
$518,000
7 Beds ⋅ 2 Baths ⋅ 12436291 MLS ⋅ CLOSED Status
BACK ON THE MARKET NOW WITH ONE UNIT AVAILABLE FOR MOVE IN! Don't miss this fantastic opportunity to own a well-maintained, all-brick two-flat in one of Chicago's most sought-after neighborhoods, Bridgeport! This property features a spacious first-floor unit with 4 bedrooms and 1 bathroom, plus recent updates including a brand-new kitchen, new flooring, and furnace (2024). The second-floor unit offers 2 bedrooms and 1 bathroom, with updates completed in 2019. Both A/C units were replaced in 2019. The un-finished basement space provides two laundry hook-ups and plenty of space for storage or your own finishing ideas. Outside, you'll find a spacious backyard with a 2-car garage and a party door, perfect for entertaining. This property is move-in ready with updated systems and tons of potential, making it a rare find that won't last long. Conveniently located near local shops, restaurants, and public transportation, it's an ideal choice for investors or owner-occupants. Property is broker owned. 1st floor unit lease expires 9/30/2025.

3836 S Parnell Avenue, Chicago
$810,000
6 Beds ⋅ 4 Baths ⋅ 12408673 MLS ⋅ CLOSED Status
Welcome to your dream home AND passive income in the heart of Bridgeport!- This completely rehabbed multi unit offers the best of both worlds - luxury living with the incredible benefit of rental income! Located in the heart of one of Chicago's most dynamic and evolving neighborhoods, this property blends luxury, style, functionality, and investment all in one. Enter the main unit, a grand two-level residence that lives like a single-family home. Featuring an expansive open layout, you'll love the beautiful living and dining room perfectly blending together with the high ceilings, gleaming hardwood floors, and the exceptional details throughout. The chef's kitchen and island- with its sleek countertops, backsplash and modern finishes are perfect for entertaining. The main level also includes a bedroom and full bath, making it ideal for guests or a home office. Head upstairs to discover the luxurious primary suite, complete with a private balcony and spa-like bathroom, plus two additional bedrooms, a Juliet door, striking exposed wood beams, skylights, a full hallway bath and a dedicated laundry room for ultimate convenience. A layout that truly feels like a dream home! Enter the second unit, with its modern open layout, two bedrooms, beautiful kitchen and modern bath- making it the perfect opportunity for rental income, related living, hosting family members or creating the perfect short-term rental. No details overlooked, everything is brand new from top to bottom-electrical, plumbing, windows, roof, kitchen, bathrooms, mechanicals-no detail spared. All of this in a PRIME location near local favorites like Maria's Packaged Goods, Bridgeport Coffeehouse, Antique Taco, The Bridgeport Art Center, White Sox Stadium, and so much more!

932 W 34Th Street, Chicago
$625,000
5 Beds ⋅ 2 Baths ⋅ 12433208 MLS ⋅ CLOSED Status
**Multiple offers received. Please submit your highest and best by 6:00 PM on Monday, August 4, 2025.** Beautifully updated two-unit building located in the highly sought-after Bridgeport neighborhood. The first-floor unit offers 2 bedrooms and 1 bathroom, while the second-floor unit features 3 bedrooms and 1 bathroom. Both units boast 9-foot ceilings and brand-new hardwood flooring throughout, creating a bright and inviting living space. Major exterior improvements completed in 2024 include brand-new windows, roof, and siding-all under warranty for added peace of mind. In 2025, the interior was fully updated with new doors, new flooring, updated kitchens and bathrooms. The kitchens showcase sleek cabinetry and are outfitted with brand-new stainless steel appliances, including a stove, refrigerator, dishwasher, and microwave with exhaust fan. Bathrooms feature stylish, modern finishes. The basement offers ample storage space. Additional highlights include central heating and cooling, a generous backyard perfect for summer BBQs, and a detached two-car garage. Nestled on a quiet residential street, yet just steps away from Halsted Street with easy access to CTA bus stops, restaurants, shops, the historic Ramova Theater, parks, banks, and more. Enjoy the perfect blend of peaceful living with the convenience of nearby amenities and seamless connectivity to Chinatown, the South Loop, Downtown, and major highways.Don't miss this rare opportunity to own a fully updated and move-in-ready property in one of Chicago's most vibrant neighborhoods!

3312 S Emerald Avenue, Chicago
$480,000
8 Beds ⋅ 3 Baths ⋅ 12424566 MLS ⋅ CLOSED Status
Good location in Bridgeport, close to Chinatown and Downtown. Nearby public transportation: Orange Line Halsted station and Red Line Chinatown station, bus stops, easy access to all major highways. Healy Elementary School district. 2 units front building plus a coach house, sunny corner house and basement provides ample storage space. Front building: 1st floor brick, 2nd floor frame, sidings throughout. 1F & Coach House Central heating and A/C , 2F central heating and wall heating, window A/C. Well maintenance, great investment opportunity or for self-occupation. Sold as-is.

511 W 25Th Place, Chicago
$405,000
6 Beds ⋅ 2 Baths ⋅ 12419771 MLS ⋅ CLOSED Status
ESTATE SALE - Property is being sold AS-IS. Cash Offers Preferred. Attention Rehabbers, Investors, and Owner-Occupants! Bring your vision and creativity to 2929 South Wallace-an exceptional opportunity located in the heart of Bridgeport neighborhood and within the highly sought-after Healy School District. This solid brick two-flat, with aluminum sided front facade, offers tremendous potential as an owner-occupied home, rental investment, or valuable addition to your real estate portfolio. Each unit features a spacious layout with a large living room, formal dining room, spacious kitchen, two bedrooms plus a den (which could serve as a third bedroom), full bathroom and an enclosed real porch that offers additional living space. The first-floor unit includes gas-forced heat and air conditioning, while the second-floor unit is heated by wall space heaters. Renovations have already begun in the first-floor kitchen and await your finishing touches. The full, partially finished basement provides ample storage, a laundry area, and great potential for duplex expansion or additional living space. Other highlights include: Separate utilities for each unit & Two-car garage. Recent updates: New Roof 2022 - New Gutters 2021 - New Front Doors 2021 Don't miss this incredible investment opportunity in one of Chicago's most desirable neighborhoods!

2929 S Wallace Street, Chicago
$390,000
4 Beds ⋅ 2 Baths ⋅ 12416187 MLS ⋅ CLOSED Status
Attention Investors, Rehabbers, House Hackers, and Visionaries! Discover the vintage charm and undeniable curb appeal of 2838 S. Keeley Street, nestled in the heart of the highly sought-after Bridgeport neighborhood. This solid brick 2-unit building is a rare opportunity to unlock serious potential and boost long-term value. Whether you're an investor expanding your portfolio or an owner-occupant ready to bring your vision to life, this property is a blank canvas full of possibilities. Each unit features: 4 rooms/2 bedrooms/ 1 bathroom - Enclosed rear porch offering additional storage space. Unfinished basement and attic-ideal for storage or potential future expansion. Enjoy a spacious, fenced backyard-perfect for gardening enthusiasts, entertaining, or simply relaxing outdoors. Prime location: Just steps from Archer Avenue, public transportation, shopping, dining, and more. Whether you're looking to renovate and rent, live in one unit and lease the other, or reimagine the space entirely, this is a fantastic value-add opportunity in one of Chicago's most desirable neighborhoods. Bring your contractor, your vision, and make this property shine! Estate Sale - Sold "AS-IS". Both units have separate utilities, separate circuit breaker panels & gas space heaters.

2838 S Keeley Street, Chicago
$789,000
6 Beds ⋅ 3 Baths ⋅ 12410974 MLS ⋅ CLOSED Status
MULTIPLE OFFERS. Highest and best due by Thursday, July 17th, 12pm. Newer 2 flat with finished basement. Great location! Close to Orange line and park. Each floor has 2 bedrooms with family room. Hardwood floors on the 1st floor. Finished basement has 2 more bedrooms with family room. Very well maintained. 2 car garage.

2628 S Emerald Avenue, Chicago
$558,000
5 Beds ⋅ 3 Baths ⋅ 12414417 MLS ⋅ CLOSED Status
Estate Sale! All Brick masonry 2 unit with additional garden apartment with its own entrance..right here in the hot Bridgeport neighborhood! Built in 1900 this building stands the test of time. Bring your renovation ideas. This is an Estate Sale and will be sold as-is. The building is in good working order and has 2 boilers. The 1st and 2nd floor have 3 bedrooms each and 1 bath. The 2nd floor has its own Laundry and the 1st floor and garden apartment share there washer/dryer in the basement. There is a concrete pad in the rear of the building that can be converted to parking spaces and they did to the building next door. Feel free to call with any questions..but don't wait this rare find will be gone soon.. Some neighborhood features such as cta bus stop right down the street, coffee shops, restaurants and shopping all close by..Located in the Bridgeport neighborhood and just west of Halsted. CALL Today for your Private Showing..Thats right taxes are currently zero Owner was exempt.

925 W 31St Street, Chicago
$380,000
7 Beds ⋅ 2 Baths ⋅ 12410775 MLS ⋅ CLOSED Status
Investor Special in Prime Bridgeport Location - Endless Potential! Located in the heart of Bridgeport, this solid brick 2-flat is ready for your vision. Formerly a 4-unit building, this property offers a unique opportunity for savvy investors or rehabbers looking to flip and/or reconfigure to your profit liking, a spacious building in one of Chicago's most sought-after neighborhoods. The current layout features: 4 bedrooms on the main level, separate dining area and an extra office/living room in the back. There are 3 bedrooms in the basement unit. Partially finished attic with high ceilings, offering excellent potential to add a third unit or create a stunning duplex-up. The 2-car garage has new concrete. This property needs significant updates throughout, but the bones are strong and the location is unbeatable-steps from vibrant restaurants, local shops, Art district and easy access to public transportation. Whether you're looking to flip, rent, or build equity, this is a rare opportunity to own in a rapidly appreciating area with great rental demand. Don't miss out on this Bridgeport gem!! More pictures coming soon.

3417 S Morgan Street, Chicago
$530,000
6 Beds ⋅ 2 Baths ⋅ 12402944 MLS ⋅ CLOSED Status
Incredible opportunity to own a solid 2-unit apartment building in the highly sought-after Bridgeport neighborhood! Each unit offers 3 bedrooms, 1 full bathroom, and in-unit laundry hookups, making this a perfect setup for owner-occupants or savvy investors looking for strong rental potential. Both apartments feature spacious layouts with great natural light and functional living space. The property also includes an unfinished basement - ideal for additional storage or future expansion. A 2-car detached garage provides secure parking or extra income potential. Situated just blocks from Guaranteed Rate Field, Illinois Institute of Technology (IIT), schools, parks, and neighborhood favorites like local coffee shops and restaurants. Quick access to the Dan Ryan Expressway (I-90/94), CTA buses and trains, and just a 10-minute commute to downtown Chicago. This property checks all the boxes: location, space, and potential. Don't miss out on this amazing investment in one of Chicago's most vibrant communities!

3638 S Lowe Avenue, Chicago
$673,000
8 Beds ⋅ 4 Baths ⋅ 12398508 MLS ⋅ CLOSED Status
Rare Opportunity in Bridgeport - 4-Unit Brick Building on S Union Ave Don't miss this rarely available 4-unit building located in the heart of Bridgeport. This solid brick property offers four spacious units, perfect for both owner-occupants and savvy investors seeking long-term potential in a prime neighborhood. Each unit features two bedrooms, a large living room, and an eat-in kitchen, providing comfortable layouts ideal for modern living. The unfinished basement offers additional space for future improvements, whether for storage, laundry, or added value through renovation. The property also includes a brick 2-car garage. With strong rental demand in the area, this building presents excellent cash flow potential and upside through future updates. Situated in a desirable Bridgeport location, the property is close to parks, restaurants, and public transportation, with easy access to downtown Chicago and expressways.

2834 S Union Avenue, Chicago
$638,000
6 Beds ⋅ 3 Baths ⋅ 12397171 MLS ⋅ CLOSED Status
Welcome to 3430 S Parnell in the heart of vibrant Bridgeport! This classic brick two-flat with an oversized coach house offers a fantastic blend of original character and thoughtful updates. The property features a spacious owner's unit, ideal for those looking to live on-site while benefiting from rental income. Bright and updated kitchens in all three units provide unique style and ample cabinet space, while expansive windows in the owner's unit dining area flood the space with natural light, perfect for plant lovers and entertaining. Hardwood floors throughout highlight the building's character and warmth, and the updated mechanicals include newer water heaters and recently serviced furnaces. The owner's unit also features in-unit laundry, and there's a shared laundry room for tenants' convenience. Spacious bedrooms and versatile office spaces make working from home a breeze, and the two-car garage has served as both a workshop and parking space-a rare find in the city. The location offers easy access to local favorites like Taipei Cafe, Kathy De's Deli, and Bridgeport Coffee, along with nearby McGuane and Armour Square Parks for green space, nature, and family activities. Whether you're seeking a comfortable home with rental income or an investment opportunity in a vibrant Chicago neighborhood, 3430 S Parnell is ready to welcome you.

3430 S Parnell Avenue, Chicago
$380,000
8 Beds ⋅ 4 Baths ⋅ 12392738 MLS ⋅ CLOSED Status
This charming brick building presents a prime investment opportunity in the thriving Bridgeport area. What was once a 4-unit building has been completely gutted, providing you with a clean slate to bring your renovation ideas to life. Excellent location nearby expressways and a hop away from downtown. Don't miss out on this opportunity! Sold as-is.

1044 W 34Th Place, Chicago
$626,000
8 Beds ⋅ 4 Baths ⋅ 12389549 MLS ⋅ CLOSED Status
all-brick 4-unit building in the heart of Bridgeport. must-see for any Chicago rental portfolio. each units have 2 bedroom and 1 bathroom . 1st floor front and 2nd floor rear units have month-to-month tenants . 2 car garage . unfinished basement . Explore nearby Chinatown's culinary scene, catch a game at Guaranteed Rate Field, or head downtown in under 15 minutes.

2816 S Lowe Street, Chicago
$693,000
6 Beds ⋅ 5 Baths ⋅ 12387547 MLS ⋅ CLOSED Status

2716 S Wells Street, Chicago



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