Bridgeport Real Estate

Welcome to Bridgeport, a vibrant neighborhood nestled in the heart of Chicago, Illinois, within Cook County. Known for its rich history and strong sense of community, Bridgeport is a hidden gem that beautifully blends the charm of its past with the energy of modern urban living.

Historically, Bridgeport has been a melting pot of cultures, originally settled by Irish and German immigrants in the 19th century. Today, it continues to thrive as a diverse community, offering a unique blend of residential charm and local amenities. Tree-lined streets are adorned with beautiful vintage homes, many of which showcase stunning architectural details that tell the story of the neighborhood's storied past.

Bridgeport is not just about its history; it’s a hub of activity and creativity. The neighborhood is home to a variety of local businesses, including trendy cafes, artisan shops, and family-owned restaurants that serve up delicious fare from around the world. The area is also known for its vibrant arts scene, with galleries and studios that host events and exhibitions, making it a perfect destination for those who appreciate creativity.

For outdoor enthusiasts, Bridgeport offers ample green spaces, including the expansive McGuane Park, which features sports facilities, playgrounds, and walking paths. The neighborhood's proximity to downtown Chicago means residents can easily access the city's bustling cultural attractions, shopping, and entertainment.

With its welcoming atmosphere, rich heritage, and convenient location, Bridgeport is a neighborhood that truly captures the spirit of Chicago. Whether you're looking to settle down or simply explore, Bridgeport invites you to experience its warmth and charm.

Newest Listings in Bridgeport

$718,000

4 Beds ⋅ 4 Baths ⋅ 12768077 MLS ⋅ NEW Status

Scarcely available four bedroom, three and a half bath luxury townhome nestled in the historic Armour Square/Bridgeport neighborhood of Chicago. The hardwood floors were refinished last year, the paint was brand new last year, and the refrigerator, dishwasher, stove/range, washer, dryer, and range hood were all newly purchased. Four optimally planned bedrooms. Two of the bedrooms are equipped with en-suite full bathrooms staggered on varying floors-ideal for hosting visitors. This home has two outdoor balconies as well as a finished two-car garage. Location is premier, being situated a short distance from the loop, Lake Michigan and walking distance to Rate Field. Homeowners Association dues are low, reserves are healthy and no special assessments are on the horizon. Easy access to the CTA redline and I57

3239 S Stewart Avenue, Chicago

$1,250,000

5 Beds ⋅ 5 Baths ⋅ 12700722 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.

515 W 28Th Place, Chicago

$395,000

12766517 MLS ⋅ NEW Status

Mixed-Use Investment Opportunity in Bridgeport! Estate sale offering a two-story mixed-use building with commercial space on the first floor, two residential apartments on the second floor, and a two-car garage. The first floor features an open commercial area, two private offices and two bathrooms. The second floor includes two separate apartments: one two-bedroom, one-bath unit and one one-bedroom, one-bath unit. The entire building requires updating and renovation, offering an opportunity for an investor, developer or owner-user to renovate and reposition the property to meet their needs. Property is being sold vacant and in its present condition.

3552 S Halsted Street, Chicago

$360,000

3 Beds ⋅ 2 Baths ⋅ 12766457 MLS ⋅ NEW Status

Bridgeport townhouse middle unit with 3 bedrooms and 1 and half baths with full finished basement and outdoor assigned parking. No Assessment fee. Near 62 bus route.

3200 S Throop Street Unit #B, Chicago

$888,000

3 Beds ⋅ 3 Baths ⋅ 12763171 MLS ⋅ NEW Status

Beautifully designed and thoughtfully renovated 3-bedroom, 2.5-bath single-family home in the heart of Bridgeport, ideally located within the sought-after Healey Elementary School district. Completely renovated in 2019, this impressive home combines elegant design, quality finishes, and a highly functional floor plan. The exterior features a newly installed natural limestone facade, completed as part of the 2019 renovation, creating a distinctive and sophisticated first impression. Step inside to a spacious living room featuring an impressive 18-foot coffered ceiling and oversized front windows that fill the home with abundant natural light. The main level flows seamlessly into a beautifully appointed kitchen with generous 42-inch Amish cabinetry, a large quartzite island and countertops, and premium Bosch stainless steel appliances, including a range, refrigerator, microwave, and dishwasher. Beautiful hardwood flooring runs throughout the first and second floors. The first floor also offers two bedrooms and a full bathroom, providing a convenient layout for family or guests. A beautiful staircase leads to the second-floor open family room, offering a versatile space ideal for relaxing, entertaining, or a home office. The second floor also features a spacious primary suite with a luxurious primary bathroom complete with dual vanities, a separate shower, and a soaking tub. Additional highlights include an A.O. Smith tankless water heater and a high-efficiency dual-zone heating and cooling system. The unfinished basement features a half bathroom, laundry room, and utility room, offering excellent potential to create additional living, recreation, office, or storage space according to your needs. The property also offers a large backyard and two-car garage. A rare combination of sophisticated design, premium finishes, spacious living areas, and an excellent Bridgeport location, conveniently close to Chinatown, transportation, dining, shopping, and neighborhood amenities.

2913 S Lowe Avenue, Chicago

$399,500

7 Beds ⋅ 3 Baths ⋅ 12764596 MLS ⋅ NEW Status

Armour Square property is very hard to find, two flat located in great location very close to Chinatown,school and transportation, first floor has 4 bedrooms 2 bath, second floor has 3 bedrooms and one bath, enclosed porch, nice size apartments ready to move in.

306 W 30Th Street, Chicago

$1,199,000

12765041 MLS ⋅ NEW Status

This well-maintained brick 6-unit building presents a compelling investment opportunity featuring a desirable unit mix of two (2) 2-bedroom / 2-bath apartments, two (2) 2 Bedroom/1 -Bath Units and two (2) 1-bedroom / 1-bath units. The property offers apartment-quality updates throughout, including modern kitchens and baths, stainless steel appliances, and contemporary range hoods that appeal to today's renters. Interiors are thoughtfully improved while maintaining operational efficiency, creating strong in-place tenancy and long-term rental stability. The building includes shared laundry facilities in the rear lower level, offering free on-site laundry as a valuable tenant amenity, along with bundled utilities including water, sewer, trash, and Wi-Fi to simplify management and enhance leasing appeal. A two-car garage provides additional income potential and convenience for residents. With its solid brick construction, updated interiors, and tenant-friendly amenities, this asset delivers a balanced combination of durability, modern finishes, and steady cash flow potential.

460 W 28Th Place, Chicago

$232,000

2 Beds ⋅ 1 Baths ⋅ 12763605 MLS ⋅ NEW Status

Fully rehabbed in 2021. This bright 2-bedroom unit features south-facing living room and bedrooms, abundant natural light, in-unit washer & dryer, central heat & A/C, and a brand-new water heater. Quiet one-way street with convenient access to Chinatown, high way I-90/94, I-55. Perfect for either owner-occupancy or investment.

2937 S Keeley Street Unit #2, Chicago

$319,000

3 Beds ⋅ 1 Baths ⋅ 12763933 MLS ⋅ NEW Status

The ultimate Bridgeport opportunity! Welcome to the best deal in the neighborhood! Centrally located with fantastic commuting access and quick walk to enjoy the Chicago White Sox! This 3 bedroom charming Bridgeport gem on a freshly paved highly desirable street is bursting with potential and charm. From the moment you arrive, you'll love the private fenced front deck great for relaxing. Bring your coffee. Enter into a welcoming front sitting room leading to your 1st bedroom. From there, classic wooden pocket doors invite you to spacious living space further on with a living room, very spacious full bathroom with linen closet and new vanity, dining room, eat-in kitchen with walk-in pantry and don't miss the two additional bedrooms. From there, practicality meets convenience with a main-level laundry room and bright adjacent cozy office space ideal for a home office! Downstairs, a massive full basement offers endless storage potential. Step out into your beautiful, private backyard oasis complete with a back porch, lovely flower garden and absolutely perfect space for summer entertaining and BBQs! Gardeners bring your imagination here. You'll also love the newer two-car garage with double-sided access from alley and yard. With just a little bit of updating you can customize this well-maintained gem in a phenomenal neighborhood this home is ready to transform even more to your masterpiece at an unbeatable price. Don't wait--with a motivated seller this unbeatable deal won't last.

3624 S Parnell Avenue, Chicago

$799,000

9 Beds ⋅ 5 Baths ⋅ 12760344 MLS ⋅ ACTIVE Status

Welcome to this 4-unit investment opportunity in prime Bridgeport! Oversized corner property with approximately 3,818 sq ft, 9 bedrooms, 5 bathrooms, 4 legal units plus a bonus unit. Flexible unit mix includes 1 three-bedroom, 2 two-bedroom, and 2 one-bedroom layouts - ideal for investors or owner-occupants looking to house-hack. Features include 10'+ ceilings, open-concept kitchens, private porches, 6 gas meters, 6 electric meters, and coin-operated laundry provides an additional source of income. Expansive unfinished basement, newer tear-off roof (about 5-6 years new), newer porch, some newer windows, and detached 2-car garage. Rents are currently below market, offering potential upside. Projected annual income of approximately $88,800. Conveniently located near I-55, Archer Ave, CTA Bus #62, Orange Line, Palmisano Park, Morgan and Halsted dining/entertainment, Cermak Produce, Mariano's, Chinatown, Downtown, Guaranteed Rate Field, lakefront, and more. Excellent opportunity to add a multi-unit property to your Bridgeport portfolio!

3001 S Haynes Court, Chicago

$375,000

5 Beds ⋅ 2 Baths ⋅ 12760112 MLS ⋅ ACTIVE Status

LOCATION, LOCATION, LOCATION! Prime Bridgeport location! This spacious 2-flat frame building features 5 bedrooms total, with 3 bedrooms on the first floor and 2 bedrooms on the second floor. The property offers a large lot with a generous backyard, living room, formal dining room, full basement, and enclosed back porch. This is a great investment opportunity for an owner-occupant or investor looking to add value. The property needs TLC and is being sold AS IS. Buyer to conduct their own due diligence and proceed accordingly. Easy to show. First-floor unit available for viewing. Book your appointment today-this opportunity will not last! Contact the listing agent for details.

832 W 33Rd Street, Chicago

$382,000

2 Beds ⋅ 2 Baths ⋅ 12760044 MLS ⋅ ACTIVE Status

Unique and spacious 2-bedroom, 2-bathroom loft in the heart of Bridgeport's vibrant arts district! Offering approximately 1,600 square feet of living space, this one-of-a-kind home features soaring 13-foot ceilings, oversized windows with skyline views, exposed brick and ductwork, and an expansive open-concept layout. The generously sized living and dining areas create an incredible space for entertaining. Both bedrooms comfortably accommodate king-size beds, while the spacious primary suite features his-and-hers closets, a luxurious soaking tub, and a separate shower. The kitchen has been refreshed with freshly painted cabinetry, new lighting, and a stylish backsplash, giving the space a clean and modern feel while maintaining the loft's character. In-unit washer and dryer add everyday convenience. Monthly Assessments include HEAT and AC! Enjoy an unbeatable Bridgeport location close to neighborhood restaurants, breweries, the White Sox stadium, and the area's renowned arts and culture scene. Easy access to major highways, with the Loop, Pilsen, Roosevelt Square, and the 27-acre Palmisano Park all nearby. Perfect for jogging, walking, or enjoying the outdoors. The building offers an elevator, wheelchair-accessible lift, well-equipped fitness center, package room, bike room, and private storage locker. COVERED Parking space SECURED by the seller at $200/month for a new owner (in the building next door). Additional exterior space may be coming available for $150/month soon. Ample street parking is available nearby.

3500 S Sangamon Street Unit #314, 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.