View All Bridgeport Chicago IL Homes with Finished Basement Listings

$675,000
3 Beds 3 Baths 12751629 MLS ACTIVE Status
A distinctive Bridgeport residence where classic Chicago character meets sophisticated everyday living. Set on a generous lot with a rare 2-car garage, 3619 S. Parnell offers an exceptional combination of space, flexibility, and indoor-outdoor living. With approximately 2,100 square feet, the home provides an unusually versatile floor plan for entertaining, working from home, relaxing, and hosting guests. Inside, warm hardwood floors and abundant natural light create an inviting sense of scale. The main level flows comfortably between the living and dining areas and a well-appointed kitchen, while a first-floor bedroom and laundry add an uncommon level of convenience. Upstairs, a dramatic loft-style space beneath the roofline creates a private retreat that can adapt beautifully as a primary suite, guest space, studio, or home office. The finished lower level extends the living experience with additional recreation and gathering space, giving the home multiple destinations for both everyday life and entertaining. Outside is where this property truly distinguishes itself. A spacious rear deck with covered seating opens to a beautifully arranged patio and landscaped yard, creating a private outdoor setting for morning coffee, al fresco dining, summer gatherings, or quiet evenings at home. The oversized 2-car garage adds valuable parking and storage while completing the package. Ideally situated in the heart of Bridgeport, the home places you close to neighborhood restaurants, shops, parks, transportation, and the best of Chicago's South Side, including a short walk to a White Sox game. Thoughtfully updated and exceptionally versatile, 3619 S. Parnell is a home with the space, character, and outdoor lifestyle that are increasingly difficult to find at this level. A rare opportunity to own a substantial, beautifully maintained Bridgeport home with an exceptional combination of living space, outdoor entertaining, and a true 2-car garage.

3619 S Parnell Avenue, 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
3 Beds 2 Baths 12749126 MLS ACTIVE Status
Welcome to 2841 S. Union Avenue, a well-maintained 3-bedroom, 1.1-bath home located in the highly sought-after Bridgeport neighborhood. Lovingly cared for by the same family and passed down through three generations, this home offers a rare opportunity to own a property with character, space, and a long history of pride of ownership. The main level features a comfortable living room, a spacious formal dining room, and a separate family room, providing plenty of room for everyday living and entertaining. The generously sized kitchen is a standout feature, offering abundant cabinetry, ample workspace, and a wraparound island with granite countertops-ideal for preparing meals, gathering with family, or entertaining guests. Full unfinished basement with ample space for additional living space. The home offers a functional layout and plenty of potential for a new owner to make the space their own. The exterior combines brick and aluminum/vinyl siding, while the property also features a 15-year-old two-car garage and a well-maintained, private backyard that provides a great outdoor retreat. The property is within walking distance of Healy Elementary School and is conveniently located just minutes from Downtown, Lake Michigan, and Guaranteed Rate Field, making it easy to enjoy the city's dining, entertainment, sports, lakefront, and cultural attractions. For buyers looking for a home they can move into and personalize over time, this property offers a combination of space, location, established ownership, and a private outdoor setting that is increasingly difficult to find. The property is being sold AS-IS. All remaining personal belongings and items currently in the home are included in the sale. Basement is very spacious. Walk through the hallway by the laundry room to access the rest of the basement.

2841 S Union Street, 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

$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

$1,300,000
5 Beds 5 Baths 12712006 MLS ACTIVE Status
These are the homes people say they can't find. There are only two of them. You know what they mean. Not enough square footage to host without shuffling furniture. Not enough privacy unless everyone is floors apart. Not enough separate spaces, so the kitchen becomes the dining room becomes the office becomes the game room, and nothing ever really changes. Here, every part of life has somewhere to go. Enough room that guests actually stay longer. Enough privacy that everyone has a door to close. Enough flexibility that work, downtime, exercise and gathering don't all compete for the same space. Watch how the main level works. The scullery lets your kitchen shine by keeping the appliances and mess out of the kitchen. The Costco room under the stairs is perfect for the bigger items. The mudroom gives coats, shoes and the day's debris somewhere to land before they land on you. The living room offers quiet when you need it. The family and dining room pulls everyone back together when you don't. Upstairs, three en-suite bedrooms give everyone privacy without the isolation of spread-out floors. The primary suite has three closets and frames the preserved Romanesque architecture of the former All Saints-St. Anthony Church, now the Bridgeport Community Center. One of two Laundry centers lives on the bedroom floor, where it belongs. And that window brings the outside inside. Then there's the finished lower level. Guests can stay for a week without that "you've been here for a week" feeling. Kiddos can leave their games set up instead of packing them away every time the room needs to become something else. The recreation room absorbs late nights and game days before they spill into the main living spaces. Above it all, the finished rooftop office keeps work out of the bedrooms. No bedroom has to pretend to be something it isn't. The rooftop will be delivered with a membrane but without decking, leaving its future design to the new owner. Outside, the landscaped backyard and two-car garage complete the full-home feeling right in the city. Chinatown, the South Loop, downtown and Bridgeport's parks are all close by. Built by Kasper Builds and backed by a one-year warranty, this is a home that doesn't ask you to imagine how your life fits into it. It already has room for the life you actually live.

513 W 28Th Place, Chicago

$989,000
4 Beds 4 Baths 12708756 MLS ACTIVE Status
A truly one-of-a-kind opportunity to own a beautifully remodeled, all-brick two-story home situated on an oversized 50' x 125' double lot on a quiet residential street in one of Chicago's most sought-after neighborhoods. This spacious home features 4 bedrooms and 4 full bathrooms, including a luxurious primary suite, a large family room, and a full walk-out basement with a separate entrance-offering excellent flexibility for extended living, guests, or recreation. The bright, open floor plan showcases vaulted ceilings, a modern kitchen that opens directly to a private deck, and generous living and entertaining spaces throughout. The home is equipped with two separate HVAC systems, including two furnaces and two central air conditioning units, providing efficient comfort year-round. Outside, enjoy a huge backyard and expansive deck, perfect for entertaining, gardening, or relaxing during the summer months. Parking is plentiful with a 2-car detached garage plus 2 additional outdoor parking spaces. Located within the Healy Elementary, James Ward Elementary, and Mark Sheridan Academy school boundaries, this exceptional home offers outstanding convenience. Just minutes from I-90/94, Downtown Chicago, and Chinatown, and within walking distance to Palmisano Park (27 acres), CTA Red Line, bus routes, banks, neighborhood restaurants, and local markets. Rarely does a double-lot single-family home of this quality become available in Bridgeport. Don't miss this exceptional opportunity!

3017 S Canal Street, Chicago

$685,000
3 Beds 4 Baths 12700811 MLS CLOSED Status
Rarely available 3-bedroom, 3.5-bath home tucked away in secluded Riverbend Estates in Bridgeport, offering the convenience of an attached garage and private driveway - A rare find in the city. Light filled and move in ready, this beautifully maintained home features designer finishes throughout and a spacious, functional floor plan. The main level welcomes you with a bright, oversized living room highlighted by a wall of windows that fills the space with natural light. The expansive kitchen is designed for both everyday living and features a large island with breakfast bar, stainless steel appliances, abundant cabinetry, and a generous dining area with direct access to the expanded back deck. A convenient powder room completes the main level. Upstairs, all three bedrooms are located on the same level, including the spacious primary suite with a wall of closets and a private en suite featuring a dual vanity and walk-in shower. Two additional bedrooms, both with walk-in closets, share a well appointed hall bath. The finished basement provides additional living space with a large family room and a third full bathroom. Enjoy outdoor living in the fully fenced backyard with an expanded deck ideal for grilling and entertaining. Energy efficient solar panels and an EV charging station help reduce monthly utility costs. Enjoy the best of the neighborhood with easy access to local coffee shops, bakeries, restaurants, public transit & the highway while being just blocks from the Bridgeport Boathouse and scenic nature trails. A perfect blend of style, comfort, and convenience in one of Chicago's most sought-after neighborhoods.

2813 S Grove Street, Chicago

$820,000
3 Beds 3 Baths 12684090 MLS CLOSED Status
Nestled on a quiet, tree-lined cul-de-sac in vibrant Bridgeport, this exceptionally well-maintained single-family home offers a perfect blend of modern updates and rare layout features. The main floor boasts a bright kitchen with modern farmhouse white cabinetry, an intuitive cooking layout, and dedicated breakfast table space that flows directly onto the back deck. Perfectly designed for entertaining, the formal dining area seamlessly connects to an extra-wide family room. A rare main-floor full bathroom adds incredible convenience. Upstairs, you'll find three generously sized bedrooms, including a primary bedroom with vaulted ceilings and abundant closet space. The shared second-floor bath is a true retreat, featuring a separate shower and a deep soaking tub. The finished lower level maximizes space with durable porcelain tile flooring, a large recreation room, a full bathroom, and plentiful storage. Mechanically sound, the home features dual-zone HVAC systems for year-round comfort. The outdoor oasis sits on an extra-long lot, providing an expansive yard, deck, and patio. Swing open the back door to step directly onto your private deck and patio, stretching across an extra-long lot that gives you far more yard space than your average city home. Summer hosting is a breeze thanks to the oversized 2-car garage featuring a "party door" that integrates the garage right into your outdoor living space-plus attic storage above! Turn-key living in a fantastic neighborhood! Here are some recent updates to this move-in ready home: gutters and drains 2025, basement furnace 2010, AC condensers 2017, remodeled 2nd floor bath 2015, remodeled basement bath 2025, refrigerator 2015, dishwasher 2023, window treatments 2022, kitchen cabinets 2007.

3629 S Normal 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

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Bridgeport, Chicago IL · Curated MLS Search

Homes with Finished Basement in Bridgeport, Chicago IL

An editorially curated view of every active homes with finished basement listing in Bridgeport, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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