View All Bridgeport Chicago IL Multi-Family Homes Listings

$489,000
4 Beds ⋅ 4 Baths ⋅ 12752259 MLS ⋅ PRICE CHANGE Status
Great investment or owner-occupancy opportunity in Chicago's desirable Bridgeport neighborhood! This well-maintained two-unit property offers spacious living, rental income, and excellent flexibility. The first-floor unit features a large and spacious one-bedroom layout and is currently generating $1,600 in monthly rent. The second unit is a spacious duplex-up spanning the second and third floors. The main level features a living room, updated kitchen, one bedroom, and full bathroom. The upper level is dedicated to an expansive primary suite, complete with a fireplace and private balcony. It is potential converted into additional bedrooms. Hardwood flooring throughout. Each level offers its own outdoor deck and washer/dryer. Full unfinished basement provides ample storage and a detached 2-car garage. Located on a quiet residential street in the heart of Bridgeport, surrounded by established homes and close to parks, Guaranteed Rate Field, neighborhood dining, public transportation, and convenient access to I-90/94 and I-55.

3610 S Emerald Avenue, Chicago
$636,000
5 Beds ⋅ 4 Baths ⋅ 12752412 MLS ⋅ NEW Status
THE HEART OF BRIDGEPORT, Healy School District. Brick 3-unit, 2 units are 1-bed/1-bath. 2nd floor is 3 bed/2-bath with in-unit laundry, master bedroom has a walk-in closet.New high-efficiency, gas-forced heating furnaces per unit WITHIN 9 YEARS. The roof is 9 years old. A REPLACE ALL NEW WINDOWS IN LESS THAN 7 YEARS.EXTRA Laundry in the basement AND 4 CARS PARKING SPACE AT BACKYARK can generate more income. ALL UNITS EASY RENTED, VERY GOOD CASH FLOW.GREAT QUIET RESIDENTIAL HOUSE IN THE HEART OF CHICAGO WITH BIG PATIO HAS GREAT VISION TO ENJOY BEAUTIFUL DOWNTOWN! PERFECT FOR INVESTMENT OR LIVING IN ONE AND RENTING TWO IN THE HOT BRIDGEPORT.

3041 S Lowe Avenue, Chicago
$824,900
7 Beds ⋅ 4 Baths ⋅ 12749722 MLS ⋅ ACTIVE Status
Excellent investment opportunity in the heart of Bridgeport! This solid, all-brick four-unit building includes an additional buildable lot, offering outstanding potential for investors, developers, or owner-occupants. The property needs updating but provides a strong foundation for renovation, increased rental income, and future development. Located in a well-established Chicago neighborhood near dining, shopping, transportation, and major expressways. A rare opportunity to improve an existing multi-unit property while exploring the possibilities of the adjoining lot

2842-46 S Quinn Street, Chicago
$750,000
2 Beds ⋅ 3 Baths ⋅ 12749994 MLS ⋅ ACTIVE Status
Fantastic investment opportunity in the highly desirable Bridgeport neighborhood, this meticulously maintained all-brick two-flat has been lovingly cared for by the same family for more than 30 years. Each spacious unit features 2 bedrooms and 1 full bath, with separate utilities and updated HVAC systems, while the first-floor unit offers the added convenience of in-unit laundry. The second-floor unit opens to a large private deck showcasing a spectacular Chicago skyline view, creating an exceptional space for entertaining or unwinding. A fully finished basement with an in-law kitchen and full bath adds valuable flexibility for extended family, guests, additional living space, or potential rental income. Outside, enjoy a full backyard and a two-car garage with a brand-new roof, along with new windows throughout the property. Above it all, the full unfinished attic offers exciting potential for future expansion. Located in the heart of Bridgeport, this property is just minutes from Chinatown, IIT, UIC, downtown Chicago, and major expressways. Enjoy convenient access to acclaimed restaurants, shopping, parks, public transportation, and the many new residential and mixed-use developments transforming the surrounding area. With its solid brick construction, prime location, skyline views, versatile finished basement, and substantial expansion potential, this property offers the perfect combination of income opportunity, long-term value, and Chicago lifestyle. A truly exceptional investment.

3039 S Lowe Avenue, Chicago
$475,000
7 Beds ⋅ 3 Baths ⋅ 12748638 MLS ⋅ ACTIVE Status

2800 S Hillock Avenue, Chicago
$299,900
5 Beds ⋅ 1 Baths ⋅ 12739237 MLS ⋅ CONTINGENT Status
Prime Bridgeport 3-Unit Investment Opportunity! Unlock the potential of this well-located 3-unit property in the heart of Bridgeport-an area poised for continued growth and development. Perfect for investors, rehabbers, or savvy buyers looking to add value, this property offers a versatile layout with excellent upside potential. The first-floor unit features 2 bedrooms, 1 full bath, kitchen, and living room. The second-floor unit offers 2 bedrooms, 1 full bath, kitchen, and living room. The third unit includes 1 bedroom and a full master bath, providing additional flexibility for rental income or owner-occupancy. Ideally situated just steps from public transportation, neighborhood restaurants, shopping, parks, White Sox Park, and University campuses. Enjoy access to the lakefront, South Loop, Downtown Chicago, and major expressways, making this a prime location for tenants and investors alike. Bring your vision and rehab ideas-this is an opportunity to transform a solid 3-unit property into a strong income-producing asset in one of Chicago's exciting investment areas! Sold As-Is!!!

3249 S Racine Avenue, Chicago
$359,000
4 Beds ⋅ 2 Baths ⋅ 12743395 MLS ⋅ ACTIVE Status
GREAT OPPORTUNITY FOR INVESTORS! HIGHLY SOUGTH AFTER BRIDGEPORT AREA 2 UNIT BUILDING, WAITING FOR RENOVATION. BRICK EXTERIOR, LARGE DECK ON 2ND FLOOR, 2 CAR GARAGE. EACH UNIT HAS 2 BEDROOMS, SEPARATE LIVING AND DINING ROOM, KITCHEN AND SPACIOS BATHROOM. ENCLOSED BACK PORCH COULD BECOME AN OFFICE OR ADDITIONAL BEDROOM. LOCATED ON QUIET, RESIDENTIAL STREET. SHORT WALK FROM COMISKEY PARK - HOME OF WHITE SOX. PROPERTY SOLD `AS IS`.

3240 S Parnell Avenue, Chicago
$725,000
6 Beds ⋅ 3 Baths ⋅ 12738604 MLS ⋅ CONTINGENT Status
Step into a piece of Bridgeport history with this meticulously maintained, legal three-flat situated in Bridgeport, one of Chicago's most vibrant and rapidly evolving neighborhoods. All-brick masonry building has been lovingly cared for by long-time owners, offering a rare blend of pristine vintage character and essential modern updates. Each of the three units is located above grade, flooded with natural light that highlights the incredible original craftsmanship. Stunning hardwood floors run throughout each unit, as well as intricate moldings, built-ins, and original doors and windows that tell the story of a bygone era. While the vintage soul remains intact, the heavy lifting has already been done with updated electrical and plumbing systems throughout. The second and third-floor units feature the modern convenience of gas forced air and central AC, while the first floor retains the cozy warmth of radiator heating. The massive unfinished basement is a standout feature, boasting high ceilings, individual storage rooms for each unit, and tenant laundry facilities that provide an easy stream of additional income. Find true yard space out back, plus a dedicated parking pad providing three spaces-one for every unit-a premium commodity in this neighborhood. Located in the heart of a charming historic neighborhood, surrounded by creative energy and a wave of new restaurants, coffee shops, and bars that are making Bridgeport a top destination for renters and homeowners alike. Whether you're looking to add a turnkey gem to your portfolio or live in one unit while the others pay your mortgage, this building is a standout opportunity that you won't want to miss!

925 W 31St Place, Chicago
$749,000
8 Beds ⋅ 4 Baths ⋅ 12736153 MLS ⋅ CONTINGENT Status

3342 S Lowe Avenue, Chicago
$439,900
8 Beds ⋅ 4 Baths ⋅ 12736133 MLS ⋅ CONTINGENT Status
2 Story 4 Unit Building with so much to offer. Home features 4 apartments, 2 bedrooms, 1 bath in each apartment. All units in need of TLC. Tenants are on M-M basis. SOLD AS IS

3004 S Loomis Street, Chicago
$564,900
6 Beds ⋅ 3 Baths ⋅ 12734401 MLS ⋅ CONTINGENT Status
Prime Bridgeport location. Brick property in pristine condition. This is a true turn-key investment with three apartments that have been updated over the last 25 years, (mostly more recently). Commuter's Dream location whether driving, bicycling, or using public transportation. 27-acre Palmisano Nature Park & Fitness Trails (7 blocks), McGuane Park (7 blocks), Bridgeport Coffee (3 blocks). Flooded with natural light, newer flooring, high ceilings, enclosed back porches, coin laundry, 2-car garage, and great back yard. 3 gas meters (3 separate water heaters, furnaces, cooking gas) and 4 electric meters (3 tenant meters plus common electric for common areas and laundry). A+ location. IL-licensed real estate broker has ownership interest, but is not the Listing Broker.

2946 S Loomis Street, Chicago
$395,000
4 Beds ⋅ 2 Baths ⋅ 12710159 MLS ⋅ CONTINGENT Status
Attention Investors & Weekend Warriors: Brick 2-Unit with Massive Upside in Vibrant Bridgeport! Located in the heart of one of Chicago's most resilient and character-rich neighborhoods, this classic brick 2-unit building represents the ultimate value-add opportunity. Whether you are looking to expand your rental portfolio or tackle a rewarding sweat-equity project, this property is the perfect canvas for your next venture. Both units offer solid bones and are ready for your modern updates to maximize market rents. But the real magic lies in the untapped square footage: the property features an expansive, unfinished attic and a full basement boasting rare 7-foot ceiling heights. These massive, unfinished spaces offer incredible potential for duplexing down or up, creating a spectacular owner's unit. The property is being sold strictly as-is, offering a straightforward, opportunity to walk into immediate equity. Bring your tape measure, your contractor, and your vision-opportunities with this much structural potential in a high-demand Bridgeport location do not last long. Walk to Maria's Bar, Cowabunga Pizza Pies & Bridgeport Coffeshop.

1235 W 31St Street, Chicago
$458,000
7 Beds ⋅ 3 Baths ⋅ 12726402 MLS ⋅ ACTIVE Status
lagal 3 units building, facing to Mcguane park and Henry C nature Park, close to everything, two units with 3 bedrooms, one full bath, one unit with one big size bedrooms, separate utilities, central heating system, 4 parking slab in the back, great location, park, school and shopping center, bus and more, building currently fully occupied, there are long time tenants, they are limited time to show, they are prefect morning from 9:am to 10:30 Am, property sold "as is " condition. please allowed 24 hours for the showing.

3030 S Poplar Avenue, Chicago
$565,000
5 Beds ⋅ 3 Baths ⋅ 12725191 MLS ⋅ CONTINGENT Status
Welcome to 3623 S. Emerald Avenue - a beautifully updated brick two-flat in the heart of Bridgeport, showcasing a classic Chicago facade, bold yellow entry doors, and bright, modern interiors throughout. Thoughtfully renovated, this property is ideal for investors and owner-occupants alike, offering style, comfort, and income potential in one of the city's most walkable historic neighborhoods. Each of the two units offers a smart, modern layout with tall ceilings, hardwood floors, and oversized windows that fill the space with natural light. Kitchens are appointed with rich espresso cabinetry, granite countertops, and stainless steel appliances, while updated bathrooms feature contemporary finishes, sleek vanities, and walk-in showers for true turnkey appeal. Both units include central air conditioning for year-round comfort. The finished lower level adds valuable living space, including a flex room and full bathroom - perfect for a home office, guest suite, or recreation room. A shared laundry area adds everyday convenience, and a 2-car exterior parking pad provides rare off-street parking in the city. Located in one of Chicago's most vibrant and historic neighborhoods, you'll enjoy exceptional walkability to local dining, coffee shops, parks, and community hotspots. Stroll to Armour Square Park, catch a game at Guaranteed Rate Field, or hop on nearby CTA buses and the Sox-35th Red Line stop for an easy commute. Quick access to I-90/94 and I-55 makes getting around the city seamless. Whether you're looking to live in one unit and rent the other or expand your investment portfolio, 3623 S. Emerald Avenue delivers the perfect blend of location, character, and opportunity.

3623 S Emerald Avenue, Chicago
$755,000
8 Beds ⋅ 4 Baths ⋅ 12723420 MLS ⋅ ACTIVE Status
All-brick building featuring 3 units plus a coach house unit, each offering 2 bedrooms and 1 bath. Fully updated with modem kitchens (granite countertops, 42" cabinets, appliances), modern bathrooms, vynel flooring, central heating, and in-unit washer/dryer. Includes a 2-car garage. Conveniently located near Bridgeport Coffee Company, Maria's Packaged Goods and Community Bar, and Bridgeport Art Center, with easy access to transit, shops, parks, Chinatown, downtown, and highways.

3154 S May Street, Chicago
$495,000
4 Beds ⋅ 2 Baths ⋅ 12723824 MLS ⋅ RE-ACTIVATED Status
BRICK 2 FLAT WITH 2-4-ROOM 2 BDRM APTS WITH FULL ENCLOSED BACKPORCH LARGE SPACIOUS APTS WITH MAPLE FLOORS HIGH CEILINGS LARGE KITCHENS AND LIVING ROOMS..FULL UNFINISHED BSMNT AND ATTIC..NEWER LENNOX FGA AND HWT 100 AMP C/BREAKERS LARGER 32X120 LOT AND 2 CAR GARAGE!!!

1046 W 34Th Place, Chicago
$425,000
4 Beds ⋅ 2 Baths ⋅ 12712853 MLS ⋅ CONTINGENT Status

3517 S Lowe Avenue, Chicago
$299,000
6 Beds ⋅ 3 Baths ⋅ 12708488 MLS ⋅ CLOSED Status
Prime Bridgeport location. Excellent investment opportunity for Investor/Rehabbers. 2 flat building with attached cottage with separate entrance. Needs significant improvements. 1st floor apartment has 2 bedroom 1 bath. 2nd floor 3 bedroom and 1 bath. Attached cottage 1 bedroom 1 bath. Sold as-is. Cash offers preferred. No blind offers accepted. No inspection requests. Buyers should do their inspections before submitting offers. Showings will begin 7/21 No offers will be considered until after 7/21 Multiple offers received. Highest and Best by 6pm Thursday 7/23. No escalation clauses.

2704 S Hillock Avenue, Chicago
$340,000
8 Beds ⋅ 3 Baths ⋅ 12707960 MLS ⋅ CLOSED Status
To be sold AS IS. Needs Work. 3 unit building on nice residential street. Lower level 2 bedroom apartment, 1st and 2nd fl are 3 bedroom units. Roof, siding, gutters, exterior doors, 1st fl Furnace - only 7 years old. 2nd Fl Furnace 2025, Basement Furnace 2026. Newer termopane windows ( beside back of the house). Separate utilities. 2 car garage. Main fl 2 Wall A/C units. Great for investor or owner occupied with additional income from rental. Excellent location. Needs work. Prior contract fell through due to buyers financing issues. Any items that are in the property will not be removed by the seller. All to be SOLD AS IS.

3327 S Lituanica Avenue, Chicago
$429,900
6 Beds ⋅ 4 Baths ⋅ 12689783 MLS ⋅ ACTIVE Status

3442 S Lowe Avenue, Chicago
$389,999
5 Beds ⋅ 2 Baths ⋅ 12683914 MLS ⋅ CONTINGENT Status
THIS 2 BRICK FLAT IS SITUATED ON A QUIET STREET OVERLOOKING DONOVAN PARK, NEAR THE NEW LEXINGTON HOMES, IT'S A DYNAMIC BRIDGEPORT AREA. NOTHING COULD COMPARE TO THIS LOCATION. BRING YOUR IDEAS TO TURN THIS INTO YOUR DREAM HOME + INCOME,.

906 W 36Th Street, Chicago
$900,000
4 Beds ⋅ 3 Baths ⋅ 12681989 MLS ⋅ CLOSED Status
Exceptional investment and owner-occupant opportunity in the heart of Chicago's highly sought-after Bridgeport neighborhood! Situated on a rare double lot, this meticulously maintained all-brick 2-flat offers remarkable versatility, featuring two spacious units and a thoughtfully designed first floor duplex that extends into a beautifully finished lower level. With separate exterior entrances, the lower level presents an ideal opportunity for a private in-law arrangement or additional flexible living space. Designed with comfort in mind, the lower level showcases radiant heated floors, a luxurious Jacuzzi tub, and a steam shower, creating a true retreat within the home. Completing the property is a detached 4-car garage and an expansive side driveway and mechanical gate providing exceptional parking and storage rarely found in the city. Whether you're an investor seeking strong rental income, an owner occupant looking to house hack, a buyer interested in converting the property into a stunning single family residence, or someone looking to capitalize on the future potential of a rare double lot, this property offers endless possibilities. Perfectly positioned near Holden Elementary School, Tilden Career Community Academy, the CTA Orange Line, public transportation, and major expressways including I-55 and I-90/94, commuting to Downtown Chicago is effortless. Enjoy easy access to neighborhood parks, acclaimed restaurants, local shopping, and everything that makes Bridgeport one of Chicago's most vibrant, historic, and appreciating communities. A truly rare offering that combines location, flexibility, income potential, and long term value makes this is an opportunity you won't want to miss!

2844 S Throop Street, Chicago
$759,000
6 Beds ⋅ 3 Baths ⋅ 12677155 MLS ⋅ ACTIVE Status
Fantastic investment opportunity in the highly desirable Bridgeport neighborhood! This well-maintained, all-brick legal 3-unit building offers excellent income potential and long-term value. Each spacious unit features a functional layout, abundant natural light, high ceilings, and separate utilities. The finished attic provides excellent potential to be used as additional family or recreation space. Ideally situated in one of Chicago's strongest rental markets, this property is just minutes from Chinatown, IIT, UIC, downtown Chicago, and major expressways including I-55 and I-90/94. Enjoy convenient access to restaurants, shopping, parks, public transportation, and the many new residential and mixed-use developments transforming the surrounding area. This is a rare chance to own a solid multifamily property in one of Chicago's fastest-growing neighborhoods. Schedule your private showing today!

939 W 32Nd Street, Chicago
$549,000
5 Beds ⋅ 3 Baths ⋅ 12673539 MLS ⋅ CONTINGENT Status
Excellent Bridgeport investment opportunity. This solid brick three-unit building includes two rental units plus a spacious three-bedroom owner's unit, offering strong flexibility for an owner-occupant or investor. The property also features a basement and a two-car garage, adding valuable storage, parking, and utility space. Located in a desirable Bridgeport area close to neighborhood amenities, transportation, and local development, this property is a must-see for buyers looking for income potential and long-term value.

1339 W 31St Street, Chicago
$715,000
8 Beds ⋅ 4 Baths ⋅ 12671601 MLS ⋅ CONTINGENT Status
Exceptional investment opportunity in Chicago's sought-after Armour Square neighborhood. This solid brick 4-unit building features four residential units spread across two stories, offering a total of 8 bedrooms and 4 full bathrooms. With strong income-producing potential in an area known for consistent rental demand, this property is an excellent addition to any investment portfolio. Select units feature high ceilings and hardwood flooring, adding character and appeal for tenants. The location is a major advantage, placing residents within easy reach of some of Bridgeport's most popular destinations, including Maria's Packaged Goods & Community Bar, Bridgeport Coffeehouse, Antique Taco, and Bridgeport Art Center. Public transportation, nearby expressways, and close proximity to Chinatown and Rate Field provide added convenience and broad tenant appeal. Combining a desirable location, classic brick construction, and strong rental potential, this Armour Square multifamily property presents an outstanding opportunity for investors looking to grow their portfolio in one of Chicago's most established and accessible neighborhoods. Schedule your showing today.

2918 S Wells Street, Chicago
$559,900
6 Beds ⋅ 3 Baths ⋅ 12668047 MLS ⋅ CLOSED Status
Exceptional investment opportunity in the heart of Bridgeport! This well-maintained all-brick 3-flat offers a versatile unit mix featuring one spacious 3-bedroom apartment, one 2-bedroom apartment, and one 1-bedroom apartment. The property includes a desirable 21/2-car garage and a large attic space with the potential to be annexed to the top-floor unit, creating additional living space and value. Pride of ownership is evident throughout this solid building, making it ideal for investors or owner-occupants looking to generate rental income. Located in one of Chicago's most vibrant and sought-after neighborhoods, you'll enjoy convenient access to shopping, restaurants, entertainment, parks, public transportation, and major expressways. Whether you're looking to expand your investment portfolio or live in one unit while collecting rent from the others, this Bridgeport gem offers endless possibilities

3241 S Parnell Avenue, Chicago
$518,000
7 Beds ⋅ 3 Baths ⋅ 12671532 MLS ⋅ ACTIVE Status
Prime location in the heart of Bridgeport! This property offers a fantastic opportunity for investors or developers-ready for a complete renovation or redevelopment into a multi-unit building or a spacious single-family home. Excellent potential to add value in one of Chicago's most desirable and fast-growing neighborhoods.

3353 S Aberdeen Street, Chicago
$575,000
10 Beds ⋅ 4 Baths ⋅ 12658143 MLS ⋅ CLOSED Status

1302 W 31St Street, Chicago
$434,000
7 Beds ⋅ 3 Baths ⋅ 12668172 MLS ⋅ ACTIVE Status
Solid 2-unit property located in the heart of Bridgeport. The 1st floor unit features 4 bedrooms, 1 and 1/2 baths, kitchen and spacious living/dining room. The 2nd floor unit offers 3 bedrooms/1 bath, along with a kitchen, living room, and dining area. Ideally situated near the vibrant Bridgeport Village area, near the riverwalk, Palmisano Park, Mc Guane Park, the Bridgeport Art Center, cafes, and popular restaurants/bars, Starbucks, Mariano's, Cermak Produce, buses as well as the Orange Line. Convenient access to I-90/94, Chinatown, downtown Chicago, the lakefront, and 31st St Beach. Sold "as-is."

2643 S Hillock Avenue, Chicago
$485,000
6 Beds ⋅ 3 Baths ⋅ 12667888 MLS ⋅ CLOSED Status
Family owned for many years and well cared for all brick 2 unit located in the heart of Bridgeport! A beautiful and serene front garden greets you and leads you to a relaxing front porch. 1st floor has been rehabbed and features 2 bedrooms, 1 bath, high ceilings, spacious living room & dining room, kitchen with pantry, hardwood floors, central heat, & in unit laundry. 2nd floor features 2 bedrooms plus den, large living room and dining room, cozy kitchen, 1 bath, laundry hook up, central heat with 2 furnaces, it also has been expanded to a finished attic with an additional roomy 2 bedrooms. There is a cement basement with high ceilings & 1/2 bath than can be used for future expansion or storage. Most recent update is a brand new roof in 2025!

3627 S Parnell Avenue, Chicago
$279,900
12664903 MLS ⋅ ACTIVE Status
It's all about LOCATION for this incredible redevelopment opportunity in Bridgeport! THE TRUE WORTH OF THE PROPERTY LIES PRIMARILY IN THE LAND itself, rather than the structure on it ,Best Bridgeport area near parks, trails, schools, and transportation. Just 5 minutes to downtown/ loop and right next to Chinatown and Pilsen; ...build your dream house on a historic street in Chicago's family friendly Bridgeport neighborhood

2951 S Farrell Street, Chicago
$450,000
7 Beds ⋅ 4 Baths ⋅ 12661572 MLS ⋅ ACTIVE Status
Great investment opportunity in a growing location! Spacious 3-unit building with excellent upside potential. The property needs updating but is priced accordingly and is being sold AS IS. The second-floor unit is the largest and features 3 bedrooms, an office, 2 large Livingroom areas, a dining room, spacious kitchen, 1 full bathroom, and a second non-functional bathroom. The two first floor units (front and rear) each offer 2 bedrooms, 1 bathroom, a living room, and a kitchen. Additional features include a newer roof (2020), newer water heater, full unfinished basement, unfinished attic, and rear 2-car parking. Located just steps from the river and surrounded by new construction and redevelopment projects, with easy access to major highways, downtown Chicago, restaurants, shopping, and public transportation. A great opportunity for investors looking to build equity

2703 S Hillock Avenue, Chicago
$660,000
5 Beds ⋅ 3 Baths ⋅ 12653403 MLS ⋅ CLOSED Status
***Multiple offers received - Please submit your highest and best offer by Wednesday, May 27th at 9:00AM*** Solid structure, two oversized units, a full basement, and a rare double lot with a side-load 2-car brick garage make this Bridgeport 2-flat an exceptional opportunity in one of Chicago's booming neighborhoods. Offering approximately 2,728 square feet above grade (not including the basement), this spacious building provides tremendous potential for investors or owner-occupants alike. Step inside and discover the main-level unit featuring an eat-in kitchen that opens nicely to a spacious living/dining room combo, along with 2 generously sized bedrooms and 1 full bathroom. The 2nd-floor unit offers a similar layout but with 3 bedrooms and 1 bathroom, providing flexible living options for owners or tenants alike. Finished basement adds valuable extra living space complete with an additional bathroom plus a large utility/storage room with individual storage lockers. Both units are equipped with separate forced-air gas furnaces, central air conditioning, and separate water heaters. Priced to reflect the TLC and updating needed, this estate sale is being offered "as-is," but opportunities like this with endless potential are hard to find and won't last long so schedule your easy viewing before it's gone.

843 W 34Th Place, Chicago
$559,900
7 Beds ⋅ 4 Baths ⋅ 12653224 MLS ⋅ CONTINGENT Status
Prime investment opportunity in Chicago's sought-after south-side corridor. This well-maintained 4-unit building at 2924 S Princeton Ave offers strong cash flow with upside, just minutes away from vibrant neighborhoods, transit, and everyday conveniences. The property comprises four spacious units totaling 7 bedrooms, 4 bathrooms, and a detached 2.5 car garage. Brick exterior, solid mechanicals, and a strong tenant demand provides confidence for seasoned investors and first-time buyers alike.

2924 S Princeton Avenue, Chicago
$870,000
8 Beds ⋅ 5 Baths ⋅ 12653970 MLS ⋅ CLOSED Status
Come check out this beautifully maintained, fully rented legal all-brick 4-unit building with a 2-car garage in the heart of Bridgeport! A fantastic opportunity for investors seeking stable cash flow or owner-occupants looking to house hack while offsetting expenses with rental income. The property features a strong unit mix highlighted by Unit 2R, a spacious 3 bed, 2 bath duplex-up currently rented at $2,300/month including one parking space, with tenants paying their own utilities. This unit underwent a full renovation in 2022 utilizing architectural plans and permits through a 203k renovation loan. Unit 2F is a 2 bed, 1 bath rented for $1,725/month including utilities and one parking space. Unit 1R is a 2 bed, 1 bath rented for $1,650/month with tenants paying their own utilities, while Unit 1F is currently rented at $1,235/month including utilities. All four units feature central heating and air conditioning. Unit 2R includes an in-unit washer/dryer, while the remaining three units enjoy access to free shared laundry in the basement. Utility setup includes 5 electrical meters and 4 gas meters, providing flexibility for future expense management and utility restructuring. Major capital improvements provide added peace of mind and reduce future maintenance concerns, including new water service (2022), 3 furnaces replaced in 2021, 2022, and 2023, 2 new AC condensers in 2022 and 2023, basement washer/dryer (2021), Unit 2R washer/dryer (2022), and a roof replacement completed around 2018. Ideally located in sought-after Bridgeport with convenient access to the CTA Orange Line, I-90/94, and I-55 for easy commuting throughout the city. Enjoy nearby green space at Palmisano Park and McGuane Park, along with the neighborhood's growing dining, retail, and arts scene. Convenient coffeeshop, grocery, and shopping options are nearby, making this an attractive location for both tenants and future owner-occupants. Selling "as is." Schedule your showing today!

3112 S May Street, Chicago
$546,500
6 Beds ⋅ 2 Baths ⋅ 12641629 MLS ⋅ CLOSED Status
This turnkey, legal 2-unit building located on the prime block of Armour Square offers a perfect blend of modern updates and an unbeatable location. The 1st floor was remodeled just 3 years ago and features 3 decent-sized bedrooms, a sleek and modern bath, and an updated kitchen with stainless steel appliances, and a spacious dining area. The 2nd floor boasts an oversized living room, 3 large bedrooms, a modern kitchen with granite countertops, and a huge private deck off the kitchen. Both units are designed for modern convenience with central heat/air, in-unit laundry, updated flooring, newer hot water tank, and separate utility meters. The property is further enhanced by newer porches, a fully-fenced front and back yards, and rare 4-car tandem parking. Perfectly situated for city living, you are just steps from White Sox Stadium and Armour Square Park, a block away to grocery stores, public transit, Buses 24/29, I-90/94, Chinatown, and the Loop. Great opportunity for investors or owner-occupied in 1 unit and rent the other! Sold "as-is."

2818 S Wells Street, Chicago
$519,900
5 Beds ⋅ 2 Baths ⋅ 12633396 MLS ⋅ ACTIVE Status
HOT UPDATED BRIDGEPORT 2 FLAT! FIRST FLOOR UNIT INCLUDES 2 BEDS, 1 BATH, LARGE LIVING & DINING AREA W/ GRAY REFINISHED HARDWOOD FLOORS & HIGH CEILINGS. LARGE UPDATED KITCHEN FEATURES NEW MODERN CABINETS, SS APPLIANCES, QUARTZ COUNTERS & SPACE FOR A TABLE / ISLAND. UPDATED BATHROOMS. CENTRAL HEAT THROUGHOUT. SECOND FLOOR UNIT INCLUDES 3 BEDS, 1 BATH W/ AN OPEN LAYOUT LIVING & DINING AREA. LARGE UPDATED KITCHEN FEATURES NEW MODERN CABINETS, SS APPLIANCES, QUARTZ COUNTERS & SMALL DECK. ALL CEMENT REAR YARD IS LOW MAINTENANCE. TWO CAR GARAGE, SEPARATE UTILITIES. AMAZING BRIDGEPORT LOCATION CLOSE TO ORANGE LINE, MARIANO'S, CERMAK PRODUCE, HOLDEN ELEMENTARY, ART GALLERIES, EXPRESSWAY, DOWNTOWN AND MORE. EXCELLENT OPPORTUNITY TO LIVE & RENT OR FOR EXTENDED FAMILY SITUATIONS.

3088 S Lyman Street, Chicago
$500,000
3 Beds ⋅ 2 Baths ⋅ 12632678 MLS ⋅ CLOSED Status

3006 S Poplar Avenue, Chicago
$638,000
6 Beds ⋅ 4 Baths ⋅ 12626332 MLS ⋅ CLOSED Status
Highest and best due Monday, April 27 at 5pm. Beautifully updated 2 unit building Bridgeport! Each spacious unit features 3 bedrooms and 1 and a half bathrooms, which were updated in 2021 with new kitchen cabinets, countertops, sinks and stainless steel appliances. All the bathrooms were fully renovated to meet modern design standards. Each unit also has central air conditioning and heating. The property includes a large basement with two private washer and dryers for each unit and additional storage. The beautiful brick building includes a two car garage with a parking spot for each unit. Incredible Bridgeport location just a couple of streets from the Ashland Orange Line, Mariano's, close to restaurants, bars and shops.

3014 S Broad Street, Chicago
$538,000
5 Beds ⋅ 6 Baths ⋅ 12626295 MLS ⋅ CLOSED Status
PRIME BRIDGEPORT LOCATION AND GREAT CUL-DE-SAC BLOCK! OFFERS A SOLID BRICK FRONT BUILDING WITH TWO BEDROOMS,TWO FULL BATHROOMS,FINISHED BASEMENT WITH LAUNDRY AREA AND FAMLIY ROOM FEATURING RECESSED LIGHTING,BATHROOM UPDATED WITH WHITE SUBWAY TILE AND A BAR.REAR BUILDING WITH THREE LEVELS OF LIVING SPACE, A TOTAL OF THREE BEDROOMS , TWO FULL BATHROOMS AND TWO HALF BATHROOMS ,PLUS MAPLE WOOD KITCHEN CABINETS AND GRANITE COUNTER TOPS. AMPLE MASTER BEDROOM WITH PRIVATE BATHROOM AND PLENTY OF CLOSET SPACE.ALSO HAS FINISHED BASEMENT WITH OPEN FAMILY ROOM,HALF BATHROOM & LAUNDRY ROOM. ENCLOSED YARD WITH CONCRETE PATIO.MANY UPDATES TO THE PROPERTY OVER THE YEARS.TUCK POINT AND ROOF DONE IN 2020. CONCRETE FRONT LAWN 2019, CONCRETE REAR LAWN 2019. NORTH WOODEN FENCE 2022. AUGUST 2025 NEW EXTERIOR STEEL STAIRS FOR BOTH FRONT AND REAR HOUSES. FRONT HOUSE UPDATES TUCKPOINTING 2016, BASEMENT UPDATED 2018, KITCHEN CABINETS 2018, NEW AWNING FEB 2020, NEW WATER HEATER 2020, NEW FURNACE 2021, ROOF TAR 2021, BASEMENT BATHROOM REMODEL DECEMBER 2021 , UPSTAIRS BATHROOM REMODEL 2022. REAR HOUSE UPDATES - 2013 FURNACE, NEW GUTTERS AND ROOF WORK 2016, EVERGREEN WINDOWS OCTOBER 2016, BASEMENT INSOLATION 2018, UPSTAIRS BATHROOM REMODEL 2020, NEW WATER HEATER 2021. ONLY STEPS FROM PUBLIC TRANSPORTATION,SHOPS,RESTAURANTS AND MUCH MORE.

3841 S Lowe Avenue, Chicago
$449,000
2 Beds ⋅ 1 Baths ⋅ 12617987 MLS ⋅ ACTIVE Status
WELCOME TO 3748 S PARNELL, BRIDGEPORTS FINEST. FEATURES 2 UNITS, FRONT UNIT OFFERS 2 SPACIOUS BEDROOMS WITH WALK IN CLOSETS, LIVING & DINING ROOMS, REMOLDED KITCHEN WITH ELECTRIC STOVE & REFRIGERATOR, DISHWASHER AS WELL AS IN UNIT WASHER/DRYER COMBO. REAR UNIT OFFERS ONE BEDROOM WASHER/DRYER COMBO. NEWER KITCHEN CABINETS WITH DISHWASHER AND NEWER APPLIANCES. FULL UNFINISH BASEMENT, 2 CAR GARAGE. SCHEDULED YOUR APPOINTMENT WITH LISTING AGENT.

3748 S Parnell Avenue, Chicago
$899,000
11 Beds ⋅ 6 Baths ⋅ 12620829 MLS ⋅ CONTINGENT Status
Rare 4 units building with over 6700 Sq Ft of finished space sitting on 2 full lots. Unique layout with owners flat having extra space. An Addition gives owners unit the size of a SFH at 2275 Sq ft. 2 LRs/Din/2 Kit's, 3BRs, and 2 baths. Finished family room in basement with bar and fireplace. Additional finished space in forward part of basement. 3 car garage plus 2-3 pad parking spaces. HW floors and trim. Must see!

646 W 35Th Street, Chicago
$330,000
5 Beds ⋅ 2 Baths ⋅ 12620593 MLS ⋅ CLOSED Status
Hot Bridgeport 2 units building for sale. 1st floor featured 3 bedrooms 1 bath, with laminate floor in the living room and bedroom area, ceramic tile in the kitchen and dinning area. 2nd floor featured 2 bedrooms 1 bath. Full, unfinished walkout basement. Two car garage. Great location, 15 minutes walking to Guaranteed Rate Field. Come check it out.

3524 S Emerald Avenue, Chicago
$550,000
5 Beds ⋅ 2 Baths ⋅ 12609065 MLS ⋅ ACTIVE Status

2836 S Union Avenue, Chicago
$415,000
4 Beds ⋅ 2 Baths ⋅ 12615500 MLS ⋅ CLOSED Status
Great Opportunity to own a multiunit in Bridgeport, Chicago! Bring your Ideas to update this well maintained 2 unit build. Each unit has 2 bedrooms 1 bath, and an unfinished basement. Being sold AS-IS. Price reflects the condition of the building. Cash, Conventional, or FHA rehab loan.

471 W 27Th Street, Chicago
$530,000
4 Beds ⋅ 2 Baths ⋅ 12597914 MLS ⋅ CLOSED Status
Great investment opportunity in the heart of Chicago! This well-maintained multi-family property offers 2,316 sq ft of living space and is currently tenant-occupied, providing immediate rental income. Major updates have already been completed, including a newer roof (2019), furnace (2020), windows (2021), and water heater (2022), giving peace of mind to the next owner. The property features solid construction and strong income potential, making it ideal for both seasoned investors and owner-occupants looking to build equity. Conveniently located near transportation, shopping, dining, and schools. Don't miss this chance to own a turnkey income-producing property in a rapidly appreciating area! Home is being sold As Is.

3134 S May Street, Chicago
$425,000
7 Beds ⋅ 3 Baths ⋅ 12599337 MLS ⋅ CLOSED Status

2919 S Keeley Street, Chicago
$560,000
2 Beds ⋅ 2 Baths ⋅ 12603496 MLS ⋅ CLOSED Status
Attention investors-solid 2-unit building for sale in the desirable Bridgeport neighborhood. This well-maintained property has been owned and cared for by a long-time owner and offers generous living space in both units. The first-floor unit has been updated over the years and features two spacious side bedrooms, one full bath, and an additional rear room ideal for a third bedroom or home office. The second-floor unit offers three bedrooms and one full bath, along with a rear mudroom. Both units feature separate living rooms, dining rooms, and kitchens, hardwood flooring throughout most of the space, and the convenience of in-unit laundry (First floor in basement). Large building with rear parking adds to the appeal..Property Sold AS IS

3333 S Emerald Avenue, Chicago
$775,000
7 Beds ⋅ 3 Baths ⋅ 12593593 MLS ⋅ CLOSED Status
Welcome to 3600 S. Union Avenue, Chicago, IL. 60609 a meticulously maintained, 3 unit all brick building with 35 solar roof panels providing energy efficiency and cost savings, plus full walk-out basement!! Adjacent 4 car brick garage boasts (2) EV charging stations! Units feature spacious living/dining room combinations, new carpeting, with 2 bedrooms on the 1st and 2nd floors, and 3 bedrooms on the 3rd floor! The building offers modern amenities including air conditioning, updated electric systems, central HVAC, and copper plumbing. Each unit enjoys the convenience of individual heating and A/C units, ensuring personalized comfort and efficiency. Additional features include enclosed back porches for each unit, offering additional relaxation space. All garages are equipped with their own openers for added security and convenience. Bathroom on 2nd floor remodeled. New front door! Windows on the 1st floor are newly installed. This property represents a unique opportunity to own a well-equipped and meticulously maintained residence in a highly desirable Chicago/Bridgeport location, close proximity to local amenities including White Sox Ball Park (Rate Field) shopping and easy access to downtown Chicago via nearby train, bus, and red line making commuting a breeze!! Schedule a viewing today to experience firsthand the comfort, convenience, and potential this property has to offer. Qualified buyers only! Must see!!!!!

3600 S Union Avenue, Chicago
$740,000
6 Beds ⋅ 3 Baths ⋅ 12583298 MLS ⋅ CLOSED Status
Prime Bridgeport location - this legal 3 unit building has been proudly held by the same family for decades. The first and second floor units each offer spacious two-bedroom layouts, updated windows, and central heating and cooling. Both units feature formal living and dining areas, beautiful bathrooms, and in-unit laundry with a large walk-in pantry for convenience. The garden unit adds additional income flexibility, ideal for rental or extended family use. Two-car detached garage. Recent improvements include new hot water tanks, roof, tuckpointing, and updated central A/C systems. A solid, move-in ready building with plenty of care and attention over the years. Located within the Robert Healy Elementary attendance area and within walking distance to restaurants, local coffee shops, and shops. Minutes from major expressways. Being sold as-is. Don't miss this opportunity, this one delivers!

3215 S Lowe Avenue, Chicago
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