Bridgeport Homes under $500,000

Welcome to Bridgeport, a vibrant neighborhood nestled in the heart of Chicago, Illinois! Known for its rich history and diverse community, Bridgeport offers a unique blend of old-world charm and modern amenities, making it one of the most desirable places to call home in Cook County.

As you stroll through the tree-lined streets, you’ll notice the distinctive architecture that reflects the neighborhood's storied past. From classic brick bungalows to contemporary townhomes, Bridgeport showcases a variety of homes that cater to different tastes and lifestyles. If you're searching for an affordable option, you'll be pleased to discover that there are plenty of homes available for under $500,000. This affordability, combined with the neighborhood's welcoming spirit, makes Bridgeport an attractive choice for first-time homebuyers, families, and anyone seeking a vibrant community atmosphere.

Living in Bridgeport means enjoying easy access to local parks, bustling markets, and a plethora of dining options that celebrate the neighborhood's cultural diversity. With its close-knit community feel, residents often come together for local events and festivals, fostering a sense of belonging that is hard to find elsewhere.

Additionally, Bridgeport boasts convenient public transportation options, making commuting to downtown Chicago a breeze. With its rich cultural heritage, charming homes, and a welcoming community, Bridgeport is more than just a place to live—it's a place to thrive. Come explore the opportunities that await you in this delightful neighborhood!

Newest Bridgeport Homes under $500,000

3500 S Sangamon Street Unit #208, Chicago

$325,000

2 Beds ⋅ 2 Baths ⋅ 12778069 MLS ⋅ NEW Status

City living gets a practical, polished upgrade in this freshly painted two-bedroom, two-bathroom condo, where hardwood floors and an easygoing layout create a welcoming backdrop from day one. The residence offers comfortable room to unwind, host friends, or carve out a dedicated work-from-home setup. Great storage keeps everyday clutter under control, while the newer in-unit washer and dryer make laundry day refreshingly uneventful. Two full bathrooms add welcome flexibility to busy mornings. Gated parking is included, sparing you the nightly neighborhood scavenger hunt for a spot. Outdoor time comes easily, too, whether you are heading to McGuane Park for recreation or exploring the area on foot. For buyers seeking strong value without sacrificing city convenience, this home stands out at an appealing price point. Bridgeport's creative energy is close at hand, with the Bridgeport Art Center nearby and local restaurants and cafes within walking distance. Baseball fans can stroll to Guaranteed Rate Park. Commuting options include the 35th Street Red Line station and the 35th Street Metra station, providing useful connections across Chicago. Groceries and everyday essentials are also accessible, so errands do not need to become an expedition. Fresh finishes, practical amenities, included parking, and a lively location make this condo a smart choice for buyers ready to put down roots. Schedule your private showing and see how comfortably this home fits your next chapter.

3500 S Sangamon Street Unit #208, Chicago

$375,000

3 Beds ⋅ 1 Baths ⋅ 12772270 MLS ⋅ ACTIVE Status

Charming 3-bedroom, 1-bath home in the heart of Bridgeport offering a great combination of character, space, and convenience. The home features hardwood floors, a spacious kitchen, comfortable living areas, and a full walkout basement offering plenty of flexibility for storage, recreation, a home gym, or additional living space. A large 2-car garage provides plenty of room for parking and additional storage. Ideally located near neighborhood restaurants, parks, Chinatown, and Pilsen, with convenient access to CTA transportation, the Stevenson Expressway, I-90/94, and downtown Chicago. A wonderful opportunity to enjoy all that Bridgeport and the surrounding neighborhoods have to offer.

2835 S Farrell Street, Chicago

$445,000

3 Beds ⋅ 4 Baths ⋅ 12771701 MLS ⋅ ACTIVE Status

Chicago

$450,000

5 Beds ⋅ 3 Baths ⋅ 12769468 MLS ⋅ ACTIVE Status

Phenomenal rare and highly sought after opportunity for those with extended families, and investors with a vision to own two separate buildings. A primary residence, and an additional separate coach house in the back. Two separate buildings afford multi-generational families with private living quarters and/or have the flexability to generate additional income. The primary 3 bed /1 bath residence needs updating and has a finished basement with an additional half bath. The updated rear coach house has 2 bed / 1 bath. A combined total of approximately 1,450 square feet of living space. Brand new condenser for the coach house, and newer one year old condenser for the primary residence. Great desirable location. Mariano's, Orange Line to Midway Airport, I-55, and the Archer Ave 62 bus all conveniently located nearby. The wide residential street has plenty of parking. Please note, the seller will remove all personal items in the basement prior to closing. Property will be conveyed "As-Is" - No exceptions.

3047 S Broad Street, Chicago

$360,000

3 Beds ⋅ 2 Baths ⋅ 12766457 MLS ⋅ ACTIVE 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

$232,000

2 Beds ⋅ 1 Baths ⋅ 12763605 MLS ⋅ ACTIVE 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 ⋅ ACTIVE 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

$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

$268,000

3 Beds ⋅ 2 Baths ⋅ 12738696 MLS ⋅ ACTIVE Status

Chicago

$399,000

3 Beds ⋅ 1 Baths ⋅ 12749940 MLS ⋅ ACTIVE Status

Chicago

$284,888

3 Beds ⋅ 1 Baths ⋅ 12749715 MLS ⋅ ACTIVE Status

Welcome to this beautifully updated and spacious partially below- grade first-floor Bridgeport condo! Featuring 3 bedrooms plus a versatile den that can serve as a 4th bedroom, this home offers an open and inviting layout with thoughtful updates throughout. Recent improvements include flooring, roof, windows, light fixtures, and more. The completely renovated kitchen features quartz countertops, 42" soft-close white cabinetry, a hands-free faucet, and stainless steel appliances, including a smart oven/range. The updated bathroom and built-in bedroom closets add even more functionality and convenience. Enjoy a full-size stacked washer and dryer in a separate laundry room, plus one exterior parking space in the rear. An excellent investment opportunity with strong rental potential and a layout that is easy to rent, making this an attractive option for investors looking for rental income in the Bridgeport market. The building is self-managed and rental friendly. Ideally located near I-90, I-55, shopping, restaurants, and grocery stores, with CTA Orange Line and bus access nearby. Enjoy easy access to Mariano's, Palmisano Park, and the Eleanor Boathouse at Park 571. Low HOA, Move-in ready and offering an excellent combination of space, updates, location, and investment potential!

1343 W 31St Street Unit #1, Chicago

$445,000

3 Beds ⋅ 2 Baths ⋅ 12749126 MLS ⋅ PRICE CHANGE 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

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