Vintage homes for sale & real estate in Bridgeport, CT

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NEW 10 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
This darling three bedroom Cape is an excellent opportunity to get into ownership at a great price with room to expand in both size and value. Recent high sales in the neighborhood are in the $550K ballpark. The flat, deep . 11 acre lot is located in close proximity to Sacred Heart & St Vincents. The first floor is 792 sq ft with a living room, eat-in-kitchen, two bedrooms, a full hall bathroom, side porch and interior access to the full unfinished basement. The second floor is a 360 sq ft third bedroom (heated). This is an as-is sale however the home has been lovingly cared for by the same family since the 60's. Natural gas heat. 396 sq ft detached garage. CT Basement french drains a

$355,000

3 beds1 bath1,152 sq ft

496 Burnsford Ave, Bridgeport, CT 06606

Flat deep lot • Newer roof • Natural gas heat

NEW 24 MINS AGO

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
Charming 1,679-square-foot Colonial nestled in the heart of highly sought-after Black Rock. Enjoy daily strolls to the water and St. Mary's by the Sea, all just moments from your doorstep. Relax on the front porch with your morning coffee or unwind in the evening with a favorite bottle of wine. Step through the foyer into a welcoming living room featuring a fireplace, a spacious formal dining room with a built-in, an eat-in kitchen, a full bathroom, and an enclosed porch/sunroom that opens to the back deck and private backyard. The upper level offers 4 generously sized bedrooms and a second hallway bathroom. Ideally located just steps from the water, restaurants, nightlife, and the convenie

$539,900

4 beds2 baths1,679 sq ft

132 Gilman St, Bridgeport, CT 06605

5,662 sq ft lot • 2 garage spots • Built 1924

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
Ready for its next owner, this versatile multi-family property presents an excellent investment opportunity. The home features two spacious up-and-down units offering just under 2,000 square feet of total living space. Each unit is thoughtfully laid out with three bedrooms and one full bathroom, making the property well suited for strong rental income, owner-occupancy, or multigenerational living. Additional highlights include convenient off-street parking and a fully fenced front and backyard, creating a private outdoor retreat ideal for entertaining, gardening, or everyday enjoyment. Situated in a commuter-friendly location with quick access to major highways, the property is also just mi

$340,000

6 beds2 baths1,920 sq ft

1050 Hancock Ave, Bridgeport, CT 06605

Off-street parking • 5,227 sq ft lot • Built 1900

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
MAKE YOUR OFFER AND START THE NEW YEAR SETTLED INTO YOUR SPACIOUS NORTH END COLONIAL FEATURING A HUGE PRIVATE YARD WITH OVERSIZED 2 CAR GARAGE. MAIN LEVEL LIVING AREA INCLUDES LARGE LIVING ROOM WITH BUILT-INS, SHELVING AND CLASSIC WOODWORK, FORMAL DINING ROOM WITH BUILT IN CHINA CABINET, EAT IN KITCHEN, PANTRY, HALF BATH AND REAR ENTRY MUD ROOM. YOUR 2ND LEVEL PROVIDES 3 GENEROUS SIZED BEDROOMS ALL WITH WALK IN CLOSETS PLUS COMPLETE ATTIC FOR FUTURE POTENTIAL. PARTIALLY FINISHED LOWER LEVEL WITH ADDITIONAL FULL BATH WAITING FOR YOUR FINISHING TOUCHES ALONG WITH NEWER HEATING, HOT WATER, CHIMNEY LINER, ELECTRIC AND DRIVEWAY AWAIT YOU IN YOUR NEW HOME. CONVENIENTLY LOCATED CLOSE TO SCHOOLS, S

$458,500

3 beds2.5 baths1,500 sq ft

74 Harlem Ave, Bridgeport, CT 06606

Eat in kitchen • Rear entry mud room • Private yard

ABOUT THIS HOME
Vintage Home for sale in Bridgeport, CT:
Well-maintained three-family investment opportunity in Bridgeport. 22-24 Roosevelt Street offers a solid multi-family asset ideal for investors or owner-occupants looking to offset their mortgage with rental income. The property features three spacious units with functional layouts, ample natural light, and strong income potential. Each unit offers comfortable living space, and the building has been cared for over time. Located on a residential street with convenient access to major routes, public transportation, shopping, and local amenities. This property presents excellent upside for buyers seeking stable cash flow, long-term appreciation, or a value-add opportunity. Whether you're expan

$625,000

7 beds3 baths2,925 sq ft

22 Roosevelt St, Bridgeport, CT 06608

6,098 sq ft lot • 2 garage spots • Built 1924

Property at 148 Orchard St, Bridgeport, CT 06608, 3 beds, 3 baths

$465,000

3 beds3 baths1,988 sq ft

148 Orchard St, Bridgeport, CT 06608

Property at 289 Pearl Harbor St, Bridgeport, CT 06610, 5 beds, 2 baths

$449,900

5 beds2 baths2,358 sq ft

289 Pearl Harbor St, Bridgeport, CT 06610

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

$225,000

3 beds1.5 baths1,121 sq ft

99 William St Unit B, Bridgeport, CT 06608

Property at 120 Clark St, Bridgeport, CT 06606, 4 beds, 2 baths

$589,900

4 beds2 baths1,556 sq ft

120 Clark St, Bridgeport, CT 06606

Property at 315 Tesiny Ave, Bridgeport, CT 06606, 3 beds, 1.5 baths

$460,000

3 beds1.5 baths1,404 sq ft

315 Tesiny Ave, Bridgeport, CT 06606

Property at 73 Carlson Ave, Bridgeport, CT 06606, 3 beds, 1 bath

$299,000

3 beds1 bath1,334 sq ft

73 Carlson Ave, Bridgeport, CT 06606

Property at 54 Agnes St, Bridgeport, CT 06606, 4 beds, 2 baths

$480,000

4 beds2 baths1,377 sq ft

54 Agnes St, Bridgeport, CT 06606

Property at 206 Huntington Tpke, Bridgeport, CT 06610, 3 beds, 1.5 baths

$499,990

3 beds1.5 baths1,416 sq ft

206 Huntington Tpke, Bridgeport, CT 06610

Property at 68 Cole St, Bridgeport, CT 06604, 2 beds, 1 bath

$149,900

2 beds1 bath750 sq ft

68 Cole St, Bridgeport, CT 06604

Property at 936 Chopsey Hill Rd, Bridgeport, CT 06606, 2 beds, 1 bath

$255,000

2 beds1 bath994 sq ft

936 Chopsey Hill Rd, Bridgeport, CT 06606

Property at 179 4th St, Bridgeport, CT 06607, 4 beds, 2 baths

$290,000

4 beds2 baths1,680 sq ft

179 4th St, Bridgeport, CT 06607

Property at 464 Wilmot Ave, Bridgeport, CT 06607, 8 beds, 3 baths

$600,000

8 beds3 baths3,328 sq ft

464 Wilmot Ave, Bridgeport, CT 06607

Property at 203 Lenox Ave, Bridgeport, CT 06605, 9 beds, 3 baths

$630,000

9 beds3 baths3,047 sq ft

203 Lenox Ave, Bridgeport, CT 06605

Property at 605 Merritt St, Bridgeport, CT 06606, 5 beds, 4 baths

$630,000

5 beds4 baths2,418 sq ft

605 Merritt St, Bridgeport, CT 06606

Property at 368 Lenox Ave, Bridgeport, CT 06605, 5 beds, 2.5 baths

$380,000

5 beds2.5 baths1,588 sq ft

368 Lenox Ave, Bridgeport, CT 06605

Property at 360 Vincellette St, Bridgeport, CT 06606, 4 beds, 3 baths

$460,000

4 beds3 baths1,347 sq ft

360 Vincellette St, Bridgeport, CT 06606

Property at 865 Iranistan Ave, Bridgeport, CT 06604, 7 beds, 3 baths

$599,900

7 beds3 baths2,708 sq ft

865 Iranistan Ave, Bridgeport, CT 06604

Property at 509 Pembroke St, Bridgeport, CT 06608, 4 beds, 3 baths

$449,000

4 beds3 baths2,290 sq ft

509 Pembroke St, Bridgeport, CT 06608

Property at 215 Overland Ave, Bridgeport, CT 06606, 4 beds, 2 baths

$435,000

4 beds2 baths1,460 sq ft

215 Overland Ave, Bridgeport, CT 06606

Property at 108 Wake St, Bridgeport, CT 06610, 3 beds, 2 baths

$415,000

3 beds2 baths1,426 sq ft

108 Wake St, Bridgeport, CT 06610

Property at 74 Carleton Ave, Bridgeport, CT 06604, 8 beds, 2 baths

$645,000

8 beds2 baths2,849 sq ft

74 Carleton Ave, Bridgeport, CT 06604

Property at 533 Clinton Ave, Bridgeport, CT 06605, 6 beds, 2 baths

$699,999

6 beds2 baths3,459 sq ft

533 Clinton Ave, Bridgeport, CT 06605

Property at 150 Alexander Dr, Bridgeport, CT 06606, 6 beds, 3 baths

$549,900

6 beds3 baths2,154 sq ft

150 Alexander Dr, Bridgeport, CT 06606

Property at 184 Pacific St, Bridgeport, CT 06604, 6 beds, 3 baths

$499,900

6 beds3 baths2,420 sq ft

184 Pacific St, Bridgeport, CT 06604

Property at 554 Brewster St #4, Bridgeport, CT 06605, 1 bed, 1 bath

$179,900

1 bed1 bath750 sq ft

554 Brewster St #4, Bridgeport, CT 06605

Property at 899 Hancock Ave, Bridgeport, CT 06605, 18 beds, 6 baths

$740,000

18 beds6 baths7,416 sq ft

899 Hancock Ave, Bridgeport, CT 06605

Property at 412 Dewey St, Bridgeport, CT 06605, 3 beds, 2 baths

$375,000

3 beds2 baths1,326 sq ft

412 Dewey St, Bridgeport, CT 06605

Property at 60 Olive St, Bridgeport, CT 06605, 3 beds, 1.5 baths

$389,990

3 beds1.5 baths1,320 sq ft

60 Olive St, Bridgeport, CT 06605

Property at 306 Carroll Ave, Bridgeport, CT 06607, 3 beds, 1 bath

$350,000

3 beds1 bath1,318 sq ft

306 Carroll Ave, Bridgeport, CT 06607

Property at 1275 Capitol Ave, Bridgeport, CT 06606, 3 beds, 2 baths

$525,000

3 beds2 baths2,138 sq ft

1275 Capitol Ave, Bridgeport, CT 06606

Property at 375 Silver St, Bridgeport, CT 06610, 4 beds, 2 baths

$449,900

4 beds2 baths1,296 sq ft

375 Silver St, Bridgeport, CT 06610

Property at 1922 Boston Ave, Bridgeport, CT 06610, 10 beds, 4 baths

$700,000

10 beds4 baths2,988 sq ft

1922 Boston Ave, Bridgeport, CT 06610

Property at Undisclosed address, Bridgeport, CT 06610, 3 beds, 1.5 baths

$445,000

3 beds1.5 baths1,443 sq ft

Undisclosed address, Bridgeport, CT 06610

Property at 631 Fairview Ave, Bridgeport, CT 06606, 4 beds, 2 baths

$449,999

4 beds2 baths1,405 sq ft

631 Fairview Ave, Bridgeport, CT 06606

Property at 720 Queen St, Bridgeport, CT 06606, 6 beds, 4 baths

$725,000

6 beds4 baths2,542 sq ft

720 Queen St, Bridgeport, CT 06606

Property at 1248 Pembroke St, Bridgeport, CT 06608, 6 beds, 2 baths

$460,000

6 beds2 baths2,310 sq ft

1248 Pembroke St, Bridgeport, CT 06608

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Based on information submitted to the MLS GRID as of Mon Dec 22 2025. 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 114 vintage homes for sale in Bridgeport at a median listing price of $400K. 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 53 days and receive 1 offers. Popular neighborhoods include North Bridgeport, North End, West End-West Side, Black Rock, and Long Island. This map is refreshed with the newest listings in Bridgeport every 15 minutes.

In the past month, 80 homes have been sold in Bridgeport. In addition to houses in Bridgeport, there were also 105 condos, 0 townhouses, and 95 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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