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$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

$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

$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

$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

$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

$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

$340,000
3 Beds 2 Baths 12552301 MLS CLOSED Status
Great location to live or invest - build your own equity here! 2-flat directly across from Bridgeport Village and the Riverwalk, offering huge potential. Perfect expansion opportunity - the current setback favors a new rear addition (potential for a first-floor duplex down with a simplex above). There is an unfinished basement on slab. The oversized brick garage features overhead doors facing both the alley and the yard. The property is zoned 2 units. Come walk through and think over the amazing options here. The back porch has a few city violations; a rehab loan (or cash) is required, as permits will be needed to address rear deck repairs, garage TLC, and tuckpointing. Upstairs is a 2-bed, 1-bath; first floor is a 1-bed, 1-bath. The full basement is unfinished. A small new addition could make the first floor larger and/or connect it to the basement, or give the second floor a deck overlooking the yard. Alternatively, you could add on and convert to a single-family home. So many options here - bring your contractor and get your rehab loan approval, then head on over. Estate sale - property sold as-is. Rider forms required by seller (download in MLS). Text listing agent for link to more details. Walk to Morgan Street cafes. Minutes to the expressway and located in the path of upcoming development along Pershing.

3329 S Racine Avenue, Chicago

$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

$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

$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

$735,000
6 Beds 3 Baths 12382559 MLS CLOSED Status
Legal Brick 3 Flat with Amazing Duplex Owner's Unit on Deep Lot in the Heart of Bridgeport. Whether you want to owner occupy, AirBnB or seek a solid investment property, there is finally a Bridgeport multi-unit that is move-in ready for all units! Electrical has been re-wired throughout the property so no typical cloth wiring issues. Each unit has its own forced air separate vent heating unit with updated CENTRAL AIR CONDITIONING. Separate power vented hot water heaters are smartly placed in common basement area. Tuckpointing has been professionally addressed with regular maintenance. Main sewer has been updated with front yard cleanout installed. Newer HEATED GARAGE has an extra tall door and is fully insulated with drop down stairs for additional storage. This creates the perfect opportunity for ADDITIONAL INCOME or an awesome workshop! The rear yard is deeper than average with both a grass yard section and a private patio with custom pavers creating two separate hangout areas so multiple people can enjoy at the same time. How about the units? The owner's unit is stunning with terrific southeast natural light, ORIGINAL WOODWORK throughout, custom high end kitchen with a separate dining area that looks out to the spacious backyard. There is also a delightful covered balcony tucked under the treetops. The unit has a second floor STUDIO with a separate entrance complete with custom oak stair rail allowing either exclusive use for Unit 3 or a separate rentable space. The top floor is a TRUE ESCAPE with unbelievable light from three massive skylights along w/ additional unfinished space to continue building out. Unit 2 features two bedrooms with another separate office area perched over the yard along with beautiful original woodwork & hardwood floors. First floor was fully remodeled in 2018 with an updated kitchen complete with stone counters and dishwasher, along with tasteful flooring and a private exterior vestibule. Building also features a laundry area, large workshop/storage area, and double pane aluminum windows. Location is superb, just a block from Halsted, surrounded by transit, restaurants, bars and of course, Sox park a few blocks away. This is truly a cut above most other multi-unit buildings as it was owner occupied by a detailed engineer for many years.

3458 S Lituanica Avenue, Chicago

$382,000
5 Beds 2 Baths 12380268 MLS CLOSED Status
MULTIPLE OFFERS RECEIVED. Fantastic opportunity! Bring your design ideas to this never-before-offered 2 flat in the heart of Bridgeport. Owned lovingly by only 2 families, this property has never been leased. Very well cared for with vintage touches still in the property. Lots of natural light. Dry basement with washer hook up only. Washer to remain. Spacious backyard ideal for gardening or outdoor entertainment. Yard is fenced for extra privacy. Spacious 2 car detached garage. Window unit air conditioning, radiator heat. Windows replaced 2008. Hot water heater approx 14 years old. 1st floor controls the heat. No sump pump on property. Comes with 2 refrigerators and stoves, but only 1 of each is working. Live in one unit rent out the other, or rent both units as an investment. Property sold as-is but inspections are welcome.

2708 S Lowe Avenue, Chicago

$549,000
6 Beds 2 Baths 12362025 MLS CLOSED Status
Welcome to this well-maintained 2-flat nestled in the heart of Bridgeport, one of Chicago's most vibrant and historic neighborhoods. Each spacious unit offers 3 bedrooms and 1 full bath, along with a bright living room, formal dining room, and a functional eat-in kitchen, making it ideal for both investors and live-in owners alike. Enjoy added versatility with an enclosed back porch perfect for storage or a mudroom. The unfinished basement provides ample opportunity for expansion, duplex-down potential, or additional storage. Outside, you'll find a nicely sized yard, and a detached 2-car garage. Located on a quiet, tree-lined street with easy access to public transportation, schools, parks, and local favorites, this property blends comfort, convenience, and investment opportunity. Whether you're looking to rent both units or live in one and rent the other, this classic Bridgeport gem is ready for its next chapter! Individual Heat for each unit - 1st floor has gas forced heat. 2nd floor has hotwater steam heat via boiler.

3310 S Lowe Street, Chicago

$638,000
5 Beds 3 Baths 12366443 MLS CLOSED Status
***Rare opportunity to invest in a meticulously maintained, owner-occupied two-flat in a prime A+ Bridgeport location*** This classic brick building is surrounded by well landscaped front and back yards, offering outstanding curb appeal. Each of the units have separate utilities, individual forced air heat, central air conditioning, and their own laundry. At the top of the front steps, both units are entered through a charming 4 season foyer with preserved architectural details. Unit 1 is a 2 bedroom/1 bath home, and features bright natural light through numerous large windows, high ceilings, and oak floors. Upstairs, unit two is a 3 bedroom/1 bathroom apartment that also has high ceilings, bright natural light, and numerous large windows. It has been completely updated with oak flooring, appliances, granite countertops, bathroom, and in-unit washer/dryer. This is one of the nicest apartments in Bridgeport!! The basement is dry and has high ceilings, updated electrical, and its own half bathroom. Out back there is a sunny deck and a charming landscaped seating area with pavers. The two car brick garage in back adds further value and potential rental income. Located just steps from Halsted Street, Rate Field, the Red Line, major expressways, IIT, and the lakefront, this property is ideally positioned for both convenience and lifestyle. No existing leases mean you can rent at top-of-market rates from day one. Lovingly cared for by long-term owner-occupants, this is a turnkey investment or a perfect live-in opportunity ready for its next chapter.

3415 S Emerald Avenue, Chicago

$545,000
5 Beds 2 Baths 12342743 MLS CLOSED Status
Welcome to 2724 S Crowell Street, a beautifully updated and fully occupied two-flat nestled on a quiet, tree-lined street in the heart of Bridgeport-one of Chicago's most vibrant and fast-growing neighborhoods. Whether you're looking for a smart investment opportunity or the perfect chance to live in one unit and rent the other, this turn-key property delivers flexibility, comfort, and long-term value. The first-floor unit offers 3 spacious bedrooms and 1 full bathroom, featuring a stylishly renovated kitchen with quartz countertops, a freshly updated bathroom, new paint throughout, and direct access to a private deck overlooking a low-maintenance turf backyard-ideal for relaxing or entertaining. The second-floor unit includes 2 bedrooms and 1 bathroom, highlighted by vaulted ceilings, luxury vinyl plank flooring, brand-new stainless steel appliances, and a private deck that adds charm and livability. Key features include: New roof (2022) Updated mechanical systems Large unfinished basement with excellent storage or potential for additional living space Fully leased with strong rental income, but can also be delivered with one unit vacant for owner occupancy Located just minutes from parks, public transportation, restaurants, schools, and all that Bridgeport has to offer, this home is perfect for house hackers, multi-generational living, or those looking to generate supplemental rental income. Don't miss your chance to own a move-in ready and income-producing property in one of Chicago's most desirable neighborhoods-2724 S Crowell Street is the opportunity you've been waiting for!

2724 S Crowell Street, Chicago

$505,000
4 Beds 2 Baths 12337035 MLS CLOSED Status
Beautiful brick 2 flat in Red Hot Bridgeport! Building is neat as a pin, impeccably maintained by owner. Owner's unit on top floor is light and airy with 2 bedrooms and 1 bath was rehabbed 3 years ago. New gorgeous oak floors, beautiful bathroom with claw tub and brand new stylish kitchen, honestly it looks like it belongs in Elle Decor. Downstairs is the rental unit which is also very neat with 2 bedrooms, 1 bath and an enclosed porch. But let's talk about the attic, Huge attic space waiting to be annexed with the top unit with AC and Heat already in. Laundry in basement, Central AC and Heat. Ample 2 car garage and Huge yard. Amazing neighborhood amenities, Coffee, wonderful restaurants like Antique Taco and Pancho's Pistolas! Bridgeport Art Center and Bridgeport Village Riverwalk and the proximity to Chinatown for more amazing food!

3407 S Carpenter Street, Chicago

$475,000
4 Beds 2 Baths 12213773 MLS CLOSED Status
Updated 2-flat ready for new tenants. It is a great owner occupied building as well! This well-maintained two-unit building features two spacious 2-bedroom, 1-bathroom apartments, each with many modern updates. The units are currently vacant, making this a FANTASTIC opportunity for new tenants to move in immediately. Both units boast UPDATED KITCHENS with white shaker-style cabinets, sleek quartz countertops, brand-new stainless steel appliances, and a convenient garbage disposal. The full bathrooms are updated with contemporary porcelain tiles, vanity with quartz countertop. The first-floor unit is equipped with durable luxury vinyl tile flooring, while the second floor features beautiful engineered wood flooring. Each unit has its own CENTRAL AIR, furnace, water heater, and IN-UNIT WASHER & DRYER. Separate gas and electric meters for each unit, offering tenants control over their individual utility costs. Best yet, there is a spacious 2-CAR DETACHED GARAGE for shared parking. The large backyard area is perfect for outdoor enjoyment. The building is MOVE-IN READY and offers great long-term rental potential. This property is a TURN-KEY investment with low maintenance, updated interiors, and independent utilities for each unit. Don't miss out on this fantastic opportunity! Property being sold AS IS.

3238 S Carpenter Street, Chicago

$690,000
8 Beds 4 Baths 12205563 MLS CLOSED Status
ESTATE SALE!!!! MOTIVATED SELLERS!!!! BRICK TWO FLAT AND A REAR COACH HOUSE- LOCATED ON A QUIET DEAD END STREET-WELL MAINTAINED BY LONGTIME OWNERS-REMODELED APARTMENTS AND NEW MECHANICALS!!!!! FRONT BUILDING HAS 2 APARTMENTS WITH A POSSIBLE THIRD-COACH HOUSE WITH 1 APARTMENT AND A RELATED LIVING---ALL APARTMENT BATHS HAVE ENCLOSED SHOWERS WITH MARBLE AND KITCHENS WITH UPGRADED MARBLE COUNTERS-ALL APTS HAVE WINDOW A/C UNITS-LAUNDRY IN BASEMENT FOR BOTH BUILDINGS-GREAT OUTDOOR SPACE WITH A SHARED PATIO-IDEAL LOCATION NEAR ORANGE LINE, CTA BUS ROUTES VIA HALSTED OR WALLACE-CLOSE TO DOWNTOWN, CHINATOWN, UNIVERSITIES, HOSPITALS, AND RESTAURANTS!!!! DONT MISS THE OPPORTUNITY TO OWN THESE BUILDINGS!!!!!!!!!!!!!!

2623 S Union Avenue, Chicago

$428,000
8 Beds 4 Baths 12156643 MLS CLOSED Status
Well-maintained, legal 3-flat conveniently located off Archer Ave in the quiet block of Bridgeport. 1st floor offers a large 4 bed/2 bath unit with living room, family room, and kitchen. 2nd floor has front and rear units. Each offers 2 bed/1 bath, living room, and kitchen. Beautifully fenced private backyard is good for entertaining. Newer roof, gutter, and soffit from 2024. Separate meters. Excellent location: less than a minute to Archer Ave/Bus #62, a block away to Bosley Park/playground, close to Orange Line, Starbucks, 27-acre Palmisano/McGuane Parks, Mariano's, restaurants on Halsted, cafes, galleries, and bars on Morgan. Close to Chinatown, downtown, lakefront, I-55/90/94, and more. Great investment opportunity, huge upside! Rent all units, or live in one unit and let the tenants pay for your mortgage.

2921 S Bonfield Street, Chicago



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