Bridgeport Homes for Sale

Bridgeport Homes for Sale

Welcome to Bridgeport, a vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its rich history and diverse community, Bridgeport boasts a unique blend of old-world charm and modern amenities. Once a hub for the city's industrial workers, this area has transformed into a thriving residential enclave that attracts families, young professionals, and artists alike.

As you stroll through the tree-lined streets of Bridgeport, you’ll be captivated by the stunning architecture that reflects the neighborhood's storied past. From classic brick bungalows to contemporary townhomes, there’s an array of homes for sale that cater to various tastes and budgets. Whether you’re looking for a cozy starter home or a spacious residence to accommodate a growing family, Bridgeport has something to offer everyone.

The community spirit in Bridgeport is palpable, with local shops, restaurants, and parks that foster a sense of belonging. Enjoy a leisurely afternoon at the picturesque McGuane Park or savor delicious bites at one of the many family-owned eateries that line the streets. The neighborhood also hosts a variety of cultural events and festivals, making it an exciting place to call home.

With convenient access to public transportation and major highways, commuting to downtown Chicago is a breeze. Bridgeport is not just a place to live; it’s a vibrant community that embraces both its rich heritage and the promise of the future. Explore the homes for sale in this dynamic neighborhood and discover the perfect spot to plant your roots in the Windy City!

Newest Bridgeport Homes for Sale

$1,300,000
5 Beds 5 Baths 12712006 MLS NEW 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

$1,145,000
3 Beds 3 Baths 12699872 MLS ACTIVE Status
A masterful blend of timeless craftsmanship and modern refinement, this pristinely cared-for brick two-flat has been transformed into an exceptional, one-of-a-kind single-family estate situated on Bridgeport's most coveted block. From the moment you step into the grand marble foyer, the home radiates sophistication, warmth, and architectural elegance. The main level unfolds into an expansive formal living and dining space where newly refinished hardwood floors and restored natural woodwork are illuminated by the dramatic influx of natural light pouring in through oversized windows. A beautifully integrated dry bar anchors the room as a space for relaxation, or creating a seamless environment for elevated entertaining. The sun-filled eat-in kitchen exudes both comfort and refinement, offering a generous center island, abundant cabinetry, and a stylish breakfast bar. New sliding glass doors open effortlessly to a newly constructed deck, perfectly positioned to overlook the adjoining 25' x 135' city lot, complete with its own PIN# and two-car garage offering rare outdoor space in the heart of the city. A full main-level bath with a walk-in shower enhances everyday convenience. Ascending to the second level, you'll discover a serene primary bedroom showcasing rich hardwood floors and original millwork that exudes character and craftsmanship. This floor continues with a second full bath, an upper-level laundry, and two additional bedrooms thoughtfully appointed with custom walk-in closets. Two bonus rooms ideal for an office, sitting room, or additional dining space provides the luxury of versatility and access to the main level through two separate staircases. A private upper veranda invites moments of quiet retreat and elevated indoor-outdoor living. The newly finished walkout basement extends the home's refined living space with contemporary vinyl plank flooring, a half bath, a second laundry area, and dedicated storage. Additional amenities include dual HVAC systems, two heated and enclosed back porches, and a fully fenced dog run creating a lifestyle of comfort, convenience, and thoughtful design. Completing this extraordinary offering is a rare brick coach house, currently configured as a two-flat, brimming with future potential. With separate entrances, the possibilities are infinite as an in-law residence, guest suite, rental opportunity, art studio, office, or personal creative haven. This remarkable residence is more than a home, it is a statement of space, beauty, and urban luxury in one of Chicago's most sought-after neighborhoods.

3309 S Lowe Avenue, Chicago

Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.