Vintage homes for sale & real estate in Bridgeport, CT

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NEW 18 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
Spacious, updated, and ready for its next owner! Welcome to 1046 Sylvan Ave, offering 4 bedrooms, 2 full bathrooms, and a flexible floor plan with plenty of room to spread out. The updated kitchen is a standout, featuring white cabinetry, quartz countertops with subtle gray veining, stainless steel appliances, subway tile backsplash, recessed lighting, and generous cabinet and counter space. Updated flooring, neutral paint colors, and abundant natural light create a bright and welcoming feel throughout the home. The first floor includes a full bathroom with a tub/shower combination, vanity, and toilet, while the second floor offers an additional full bathroom with a stand-up shower, vanity,

$430,000

4 beds2 baths1,586 sq ft

1046 Sylvan Ave, Bridgeport, CT 06606

5,662 sq ft lot • Built 1919

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
Welcome to 271 Success Ave #271 in Bridgeport! This move-in-ready 2-bedroom, 1-bath townhouse offers comfortable living with a functional layout featuring a kitchen and inviting living room. Enjoy the convenience of a low-maintenance lifestyle, with common fees including heat, hot water, exterior maintenance, trash removal, property taxes, and insurance. A great opportunity for comfortable and convenient living.

$72,500

2 beds1 bath622 sq ft

271 Success Ave #271, Bridgeport, CT 06610

$568 HOA • Built 1943 • Listed 7 days

NEW 2 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
Welcome to 70 Trumbull Avenue, a beautifully appointed single-family home situated in Bridgeport's desirable North End! Offering 4 bedrooms, 3 full bathrooms, and approximately 1,750 square feet of living space, this property combines comfort, functionality, and modern finishes. Step inside to discover an inviting living room, a dedicated dining area, and a spacious kitchen featuring quartz countertops, stainless steel appliances, white cabinetry, and a center island perfect for everyday living and entertaining. The thoughtfully designed layout offers versatile living spaces, while the finished basement provides additional room for recreation, a home office, or other flexible uses. Outside,

$525,000

4 beds3 baths1,750 sq ft

70 Trumbull Ave, Bridgeport, CT 06606

Quartz countertops • Level backyard • Finished basement

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
Welcome to this charming ranch-style home in the highly desirable St. Mary's-by-the-Sea section of Black Rock. Offering easy one-level living, this well-appointed residence features three bedrooms, two full bathrooms, and a spacious living room filled with natural light from large windows. Hardwood floors add warmth to the living room, dining room, and inviting sunroom, which overlooks the mature gardens and offers beautiful sunset views. The kitchen features granite countertops, a cooktop, wall oven, and breakfast bar. A main-level laundry room adds everyday convenience. One full bathroom has been thoughtfully updated, while the second retains its original character. Enjoy the outdoors fro

$995,000

3 beds2 baths1,926 sq ft

265 Balmforth St, Bridgeport, CT 06605

Mature gardens • Inviting sunroom • Natural light

NEW 9 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
Great opportunity to own a three-family property in Bridgeport! This spacious multifamily offers three separate units with a total of 5 bedrooms and 3 full bathrooms, providing flexibility for both owner-occupants and investors. The first and second floor units each feature 2 bedrooms and 1 full bath, while the third floor offers 1 bedroom and 1 full bath. Additional features include a full basement, level lot, and convenient access to shopping, dining, public transportation & major highways. A great option for investors looking to expand their portfolio or owner-occupants looking to offset their housing costs with rental income. Schedule your showing today!

$570,000

5 beds3 baths3,044 sq ft

73 Yale St, Bridgeport, CT 06605

Level lot • Full basement • Spacious multifamily

Property at 383 Harral Ave, Bridgeport, CT 06604, 9 beds, 3 baths

$859,900

9 beds3 baths2,982 sq ft

383 Harral Ave, Bridgeport, CT 06604

Property at 140 Beardsley Park Ter, Bridgeport, CT 06610, 3 beds, 1 bath

$370,500

3 beds1 bath1,280 sq ft

140 Beardsley Park Ter, Bridgeport, CT 06610

Property at 75 Hemlock St, Bridgeport, CT 06605, 3 beds, 2 baths

$499,900

3 beds2 baths1,300 sq ft

75 Hemlock St, Bridgeport, CT 06605

Property at 72-76 Orland St, Bridgeport, CT 06605, 8 beds, 4 baths

$825,000

8 beds4 baths2,898 sq ft

72-76 Orland St, Bridgeport, CT 06605

Property at 33-35 Ash St, Bridgeport, CT 06605, 4 beds, 2 baths

$479,900

4 beds2 baths2,409 sq ft

33-35 Ash St, Bridgeport, CT 06605

Property at 636 Merritt St, Bridgeport, CT 06606, 2 beds, 1 bath

$289,999

2 beds1 bath744 sq ft

636 Merritt St, Bridgeport, CT 06606

Property at 37 Thorne Pl, Bridgeport, CT 06605, 5 beds, 5 baths

$2,499,000

5 beds5 baths4,329 sq ft

37 Thorne Pl, Bridgeport, CT 06605

Property at 235-237 Hanover St, Bridgeport, CT 06605, 6 beds, 2 baths

$575,000

6 beds2 baths2,390 sq ft

235-237 Hanover St, Bridgeport, CT 06605

Property at 287 Remington St, Bridgeport, CT 06610, 3 beds, 1 bath

$270,000

3 beds1 bath1,124 sq ft

287 Remington St, Bridgeport, CT 06610

Property at 28 Court B Bldg 21, Bridgeport, CT 06610, 3 beds, 1 bath

$65,900

3 beds1 bath737 sq ft

28 Court B Bldg 21, Bridgeport, CT 06610

Property at 60 Broadbridge Rd, Bridgeport, CT 06610, 4 beds, 2.5 baths

$629,900

4 beds2.5 baths3,282 sq ft

60 Broadbridge Rd, Bridgeport, CT 06610

Property at 248 Broadbridge Rd, Bridgeport, CT 06610, 3 beds, 2 baths

$499,999

3 beds2 baths1,352 sq ft

248 Broadbridge Rd, Bridgeport, CT 06610

Property at 390 Charles St #214, Bridgeport, CT 06606, 2 beds, 1 bath

$212,000

2 beds1 bath990 sq ft

390 Charles St #214, Bridgeport, CT 06606

Property at 1084 Iranistan Ave, Bridgeport, CT 06604, 8 beds, 5 baths

$799,999

8 beds5 baths4,072 sq ft

1084 Iranistan Ave, Bridgeport, CT 06604

Property at 302 Dover St, Bridgeport, CT 06610, 3 beds, 2.5 baths

$309,900

3 beds2.5 baths1,674 sq ft

302 Dover St, Bridgeport, CT 06610

Property at 289 Pearl Harbor St, Bridgeport, CT 06610, 8 beds, 2 baths

$629,900

8 beds2 baths2,358 sq ft

289 Pearl Harbor St, Bridgeport, CT 06610

Property at 285 Dexter Dr, Bridgeport, CT 06606, 4 beds, 2 baths

$520,900

4 beds2 baths1,876 sq ft

285 Dexter Dr, Bridgeport, CT 06606

Property at 58-60 Scofield Ave, Bridgeport, CT 06605, 7 beds, 3 baths

$849,000

7 beds3 baths3,361 sq ft

58-60 Scofield Ave, Bridgeport, CT 06605

Property at 373 Granfield Ave Unit B, Bridgeport, CT 06610, 1 bed, 1 bath

$49,000

1 bed1 bath401 sq ft

373 Granfield Ave Unit B, Bridgeport, CT 06610

Property at 1065 Kossuth St, Bridgeport, CT 06608, 7 beds, 3 baths

$579,900

7 beds3 baths2,223 sq ft

1065 Kossuth St, Bridgeport, CT 06608

Property at 24 Oxford St, Bridgeport, CT 06606, 2 beds, 1.5 baths

$399,000

2 beds1.5 baths1,376 sq ft

24 Oxford St, Bridgeport, CT 06606

Property at 108 Princeton St, Bridgeport, CT 06605, 3 beds, 1 bath

$345,000

3 beds1 bath1,104 sq ft

108 Princeton St, Bridgeport, CT 06605

Property at 99 William St Unit B, Bridgeport, CT 06608, 3 beds, 1.5 baths

$179,900

3 beds1.5 baths1,121 sq ft

99 William St Unit B, Bridgeport, CT 06608

Property at 329 Greenwood St, Bridgeport, CT 06606, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths2,092 sq ft

329 Greenwood St, Bridgeport, CT 06606

Property at 406 Lakeside Dr, Bridgeport, CT 06606, 4 beds, 2 baths

$489,999

4 beds2 baths1,227 sq ft

406 Lakeside Dr, Bridgeport, CT 06606

Property at 286 Sylvan St, Bridgeport, CT 06606, 3 beds, 1 bath

$345,000

3 beds1 bath1,286 sq ft

286 Sylvan St, Bridgeport, CT 06606

Property at 557 Wilmot Ave #6, Bridgeport, CT 06607, 2 beds, 1 bath

$48,000

2 beds1 bath750 sq ft

557 Wilmot Ave #6, Bridgeport, CT 06607

Property at 24-22 Evers Ct, Bridgeport, NY 06610, 4 beds, 2 baths

$499,000

4 beds2 baths— sq ft

24-22 Evers Ct, Bridgeport, NY 06610

Listing by RE/MAX Voyage Realty

Property at 63 Harral Ave, Bridgeport, CT 06604, 3 beds, 2 baths

$375,000

3 beds2 baths1,726 sq ft

63 Harral Ave, Bridgeport, CT 06604

Property at 70 Ranch Dr, Bridgeport, CT 06606, 4 beds, 2 baths

$500,000

4 beds2 baths1,444 sq ft

70 Ranch Dr, Bridgeport, CT 06606

Property at 1885 Old Town Rd, Bridgeport, CT 06606, 3 beds, 1.5 baths

$510,000

3 beds1.5 baths1,092 sq ft

1885 Old Town Rd, Bridgeport, CT 06606

Property at 78 Haddon St #5, Bridgeport, CT 06605, 2 beds, 1 bath

$235,000

2 beds1 bath900 sq ft

78 Haddon St #5, Bridgeport, CT 06605

Property at 89 Fayerweather Ter, Bridgeport, CT 06605, 3 beds, 1.5 baths

$739,900

3 beds1.5 baths1,567 sq ft

89 Fayerweather Ter, Bridgeport, CT 06605

Property at 175 Eaton St, Bridgeport, CT 06604, 3 beds, 1.5 baths

$489,000

3 beds1.5 baths2,000 sq ft

175 Eaton St, Bridgeport, CT 06604

Property at 744 Canaan Rd Unit Blg87 21, Bridgeport, CT 06610, 1 bed, 1 bath

$30,000

1 bed1 bath401 sq ft

744 Canaan Rd Unit Blg87 21, Bridgeport, CT 06610

Property at 1991 Old Town Rd, Bridgeport, CT 06606, 5 beds, 2 baths

$495,000

5 beds2 baths1,786 sq ft

1991 Old Town Rd, Bridgeport, CT 06606

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Based on information submitted to the MLS GRID as of Wed Oct 14 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. 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.

Vintage Homes for Sale in Bridgeport

There are currently 166 vintage homes for sale in Bridgeport at a median listing price of $415K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Bridgeport stay on the market for 51 days and receive 1 offers. Popular neighborhoods include North Bridgeport, North End, East Bridgeport, Black Rock, and Long Island. This map is refreshed with the newest listings in Bridgeport every 15 minutes.

In the past month, 75 homes have been sold in Bridgeport. In addition to houses in Bridgeport, there were also 129 condos, 0 townhouses, and 94 multi-family units for sale in Bridgeport last month. Bridgeport is a moderately walkable city in Fairfield County with a Walk Score of 66. Bridgeport is home to approximately 143,480 people and 43,512 jobs. Find your dream home in Bridgeport using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Bridgeport are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Bridgeport. Our Bridgeport real estate stats and trends will give you more information about home buying and selling trends in Bridgeport. If you're looking to sell your home in the Bridgeport area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Bridgeport with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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