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$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

$420,000
4 Beds 2 Baths 12380305 MLS CLOSED Status
Welcome to this beautifully rehabbed single-story two-unit property in Chicago's vibrant Bridgeport neighborhood. This turn-key building offers the perfect blend of modern finishes and timeless appeal-ideal for live-in owners or savvy investors. Each unit features a bright, open-concept layout with LVP flooring, stainless steel appliances, and in-unit washer and dryer-a rare convenience in this area. The 2-bedroom, 1-bath floorplans are thoughtfully designed for comfortable, stylish living, with updated kitchens, refreshed baths, and abundant natural light. Located in Bridgeport, you're just minutes from local restaurants, parks, public transportation, White Sox Park, and quick access to downtown. Whether you're looking to house-hack or invest in a low-maintenance rental, this is a fantastic opportunity in one of Chicago's most historic and evolving neighborhoods. This property qualifies for a Cook County grant up to $22,000.

3331 S Ashland 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

$625,000
7 Beds 4 Baths 12378555 MLS CLOSED Status
This is the property you've been waiting for! 3342 S Aberdeen is a great find for investors or buyers looking for a solidly maintained home with room to add value/expand. With 4 legal units, this property has been meticulously maintained. The new owner will greatly benefit from having a property will all major expenses taken care of. Functional layouts for all units, with the option to expand into the attic upstairs, there's potential to create even more space to meet your needs. Located in booming Bridgeport, this property provides easy access to amenities, schools, and transportation options, making it a practical choice for any buyer. Don't pass up the opportunity to own a well-maintained property with the potential to grow. A preferred lender offers a reduced interest rate for this listing.

3342 S Aberdeen Street, 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

$737,500
5 Beds 5 Baths 12369355 MLS CLOSED Status
Welcome to this all-masonry legal 3 unit in the heart of Bridgeport #1F is a 2 bedroom 2 bath duplex-up with a large living room on the first floor, updated kitchen that includes all new stainless steel appliances, and hardwood floors throughout. Both bedrooms on the second floor with a full bath. W/D in unit, central heat/air. #1R is also a duplex-up 1 bedroom + den 1.5 bath with the same separated living and bedroom layout. Large private decks on both floors with sliding glass doors. The den area can be easily converted into a second bedroom. Dedicated W/D in the basement. The Coachhouse unit is a 2 bed 1 bath with an oversized living area and huge bedrooms newly refinished and painted kitchen cabinets. Dedicated W/D in the garage below. New circuit breaker panels for each unit, individual hot water tanks, and central heat/air HVAC systems. 2 car garage below the CH unit. Approx roof age 2012. Incredible location on a quiet tree-lined one-way street. Steps to restaurants, public transportation, Bridgeport art corridor, and Guaranteed Rate Field.

918 W 35Th Place, 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

$505,000
4 Beds 2 Baths 12333337 MLS CLOSED Status
****Multiple offers received. Highest and best due Tuesday, April 15th 5pm****Discover the perfect blend of investment potential and residential charm in this well-maintained 2-unit building located in the heart of Bridgeport. Situated just steps from beautiful Palmisano Park, this all-brick building features two spacious units, each offering 2 bedrooms and 1 bathroom, ideal for owner-occupants, investors, or extended families. The property has been thoughtfully updated over the years, offering move-in ready interiors, and bright, functional layouts. Each unit features freshly painted interiors that provide a clean, updated feel throughout. The first-floor unit has been enhanced with a butcher block countertop, farmhouse sink, and a brand new pantry, complete with built-in cabinets and open shelving - perfect for added storage and style. The second-floor unit boasts a fully renovated bathroom, offering a modern and refreshed space for tenants or future owners. Hardwood floors, functional layouts, and natural light make both units comfortable and move-in ready. An unfinished basement provides shared laundry, and plenty of additional storage and flexibility, while the generous backyard adds valuable outdoor space and convenience. Location wise, it doesn't get much better - nestled in a quiet, residential pocket of Bridgeport, yet close to local favorites like Bridgeport Coffee, and the vibrant dining scene along Halsted and 31st, this property enjoys easy access to the Orange Line, Dan Ryan Expressway, Chinatown, and downtown Chicago. Whether you're looking to generate strong rental income or create your ideal live-in setup, 808 W 27th St delivers lifestyle, value and location in a growing neighborhood. Sold As-Is.

808 W 27Th Street, Chicago

$638,000
8 Beds 4 Baths 12329968 MLS CLOSED Status
Discover this investment-ready, all-brick 4-unit building in the heart of Bridgeport. The basement was redone 10 years ago and boasts original hardwood floors, soaring ceilings, large windows, and separate utilities- ideal for maximizing rental income. A full, dry basement provides laundry hookups and abundant storage located in the detached brick carriage house offers additional income potential or private garage space. Solid masonry construction and 10-year-old exterior tuckpointing ensure low maintenance and long-term durability. Situated on a treelined block just steps from McGuane Park-with its baseball diamonds, playgrounds, and community center-residents enjoy year-round recreation. Art enthusiasts will appreciate proximity to the Bridgeport Art Center and nearby galleries along the Halsted corridor. Daily conveniences are within easy reach: grab your morning coffee at Gio's, Bridgeport Coffee House, shop at Mariano's, or dine at local favorites like Honky Tonk BBQ and SmallBar. Commuters benefit from seamless access to public transit via the #35 bus on 35th Street (connecting to the CTA Red Line at Cermak-McCormick Place), plus quick drives to I90/94. Explore nearby Chinatown's culinary scene, catch a game at Guaranteed Rate Field, or head downtown in under 15 minutes. With solid cash flow and value-add potential, 2818 S. Lowe is a must-see for any Chicago rental portfolio. All units are month-to-month. Highest and best due by Monday at 5pm.

2818 S Lowe Street, Chicago

$490,000
6 Beds 4 Baths 12331261 MLS CLOSED Status
Attention investors and house hackers, come see this rare 4-unit in Bridgeport! The building is fully rented with three leases expiring between October and December 2025 while the Unit 2R lease is currently month-to-month to accommodate an owner occupant. The building is generating strong rental income but there is opportunity to add value and raise the rents further! The owner has made several improvements within the last few years - see property notes for detail. Full unfinished basement and attic. Close to Orange Line stop on Ashland, easy access to I-55, and less than a 10 minute drive from Guaranteed Rate Field. The building is well-maintained and presents a great investment opportunity! Building needs some TLC and is sold AS IS.

2812 S Grady Court, Chicago

$685,000
6 Beds 2 Baths 12322262 MLS CLOSED Status
Amazing Investment opportunity to own a piece of Chicago's history with this beautifully preserved Greystone on one of Bridgeport's most iconic streets-Lowe Avenue. This solid brick and limestone 2flat was built during an era when craftsmanship mattered. Owner occupied for over 35 years and three generations , pride of ownership shines throughout . Building features two turnkey 3 bedroom , 1 bath units with hardwood flooring ,original millwork and arched doorways throughout. Full basement and attic provide endless opportunities for expansion think duplex up and duplex down. Enjoy summer evenings on the private deck with retractable awning ,12 x 20 above ground pool that leads to 2 car garage with party door. Building Updates include newer appliances, washer/ dryer , electric replacement , roof 2008 ,plumbing , dual boiler system, hot water heaters second level features new windows, hardwood floors with sound proofing. Nestled among historic churches, neighborhood cafes, local parks, and beloved small businesses, 3320 S Lowe Ave places you in the heart of a vibrant and enduring community. Whether you're a lover of vintage architecture, a history enthusiast, or simply seeking a home with personality and soul, this Bridgeport gem is a rare opportunity to own a true piece of Chicago's legacy.

3320 S Lowe Avenue, Chicago

$654,500
8 Beds 4 Baths 12278806 MLS CLOSED Status
Calling all investors looking in Bridgeport for immediate income with tenant occupied buildings!! This building features 4 units each with 2 bedrooms and 1 full bathroom. The 2nd floor rear unit has been duplexed and the 2nd floor front unit has the potential to be duplexed as the majority of the attic has yet to be finished and boasts high ceilings. The front garden unit was fully renovated in 2022, the rear garden unit was updated in 2021. A new concrete subfloor was poured on the ground floor plus fresh paint on most units, hallway, and exterior. Building was tuckpointed in 2014 and a new roof installed in 2010. Located on a quaint block near Guaranteed Rate Field, within close proximity to downtown Chicago, public transit and highway access. Schedule your showing today for this great investment opportunity. **24 hour showing notice REQUIRED. Only 2 units will be available to show for a first showing.

3215 S Throop Street, Chicago

$393,000
5 Beds 3 Baths 12305982 MLS CLOSED Status
This well-maintained two-unit property has been lovingly cared for by long-term tenants for over 30 years and is now available for the first time on the market. Featuring a spacious front and back unit, as well as a fully finished basement, this property offers a variety of possibilities for new owners. The front unit includes 6 rooms, with 3 bedrooms, a kitchen, dining room, and living room, perfect for families or larger groups. The back unit offers 4 rooms, including 2 bedrooms, a kitchen, and a living room, creating an ideal cozy space. Both units are currently rented at below-market rates, due to the longstanding tenants, providing an excellent opportunity for rental income growth or customization. Whether you're an investor looking for a steady income stream or a homeowner interested in multi-family living, this property offers immense potential. Schedule your showing today to explore the possibilities!

3748 S Parnell Avenue, Chicago

$725,000
8 Beds 4 Baths 12301612 MLS CLOSED Status
Charming and well-maintained Bridgeport brick three-unit building is now available! This beautifully kept, long-time owned property in Bridgeport is a true gem! Offering three spacious, bright units, each featuring separate utilities, gas meters, water heaters, furnaces, electric and central air for added comfort and convenience. High ceilings, hardwood floors, and vinyl windows enhance the natural charm throughout, while enclosed balconies off the back provide extra living space for seasonal enjoyment or additional storage. The building also includes a shared laundry area in the basement, along with individual storage units for the tenants. Located just moments from the Red and Orange Line trains, downtown Chicago, Chinatown, and McGuane Park, this property offers excellent accessibility to everything the city has to offer. Currently, the building is fully rented with long-term tenants on month-to-month leases, providing immediate rental income potential. The property is being sold AS-IS. Don't miss this fantastic investment opportunity in one of Chicago's most desirable neighborhoods!

3328 S Emerald Avenue, Chicago

$699,900
7 Beds 4 Baths 12254618 MLS CLOSED Status
Stately and strong solid brick legal 3 unit located on tree lined block in coveted Armour Square near Guaranteed Rate Field, serene Armour Park which has a field house, ping pong, playground, outdoor pool, walking trails, tennis, volleyball, baseball/softball and newly installed pickle ball courts! Very well kept and family owned for generations with long time tenants and owner occupied! Large apartments with each unit featuring separate utilities, enclosed back porch for extra space/storage, in unit laundry, and a full cement basement with high ceilings, 3 newer water tanks, intercom system, nice yard an 2 car garage with party door...both garage doors have remote access! 1st floor is fully remodeled and features a 2nd bath with walk in steam shower, hardwood floors throughout, central heat/A/C. 2nd floor is also remodeled with 3 bedrooms, brand new furnace-central heat/AC, 3rd floor needs some updating however it features central heat. Many updates such as new roof-2014 and All windows from 2010-2015, and new lead service! Perfect location very close to transportation, highways, restaurants, pubs, coffee shops, cleaners, IIT, and bike trails to Chicago's Lakefront! Sold AS IS

3142 S Shields Avenue, 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



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