265 Jennings Avenue
Bridgeport, Connecticut 06610
- Beds
- 4
- Baths
- 2
- SqFt
- 1,744
- Acres
- 0.23
- Year Built
- 1952
- Neighborhood
- Treeland
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 265 Jennings Avenue in Bridgeport's desirable Treeland neighborhood - a charming Cape Cod-style home offering 4 bedrooms, 2 full baths. This home features inviting living spaces designed for easy everyday living and is ready for your personal touches with just minor TLC needed. Major updates include a newer roof and gas boiler (both approximately 6 years old) along with a 4-year-old water heater. Solar panels help keep electric costs remarkably low. Outside, enjoy a manageable yard with plenty of space to relax, garden, or entertain guests. Ideally located just minutes from Beardsley Park & Zoo, Main Street shopping and dining, and with quick access to the Merritt Parkway and Route 8.
Key Facts
- City/Town
- Bridgeport
- Neighborhood
- Treeland
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1952
- Days on Market
- 64 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 1,744 sq ft
- Lot Size
- 0.23 acres
- Garage / Parking
- 6 total
- Property Taxes
- $5,611 / Annually
Market Snapshot
The Bridgeport Market
Single Family · trailing 12 months
Active Listings
58
81 under contract
Median List Price
$459,950
58 active listings
Median Closed Price
$410,000
402 sales
Median Days on Market
36
58 active listings
Median $ / Sq Ft
$275
58 active listings
Sale-to-List Ratio
100.0%
402 sales
How this home compares
List Price
$379,000
vs $459,950 median
17.6% below median
Price / Sq Ft
$217
vs $275 median
21.1% below median
Days on Market
64 days
vs 36 days median
28 days longer than median
Based on 58 active and 402 closed sales (trailing 12 mo) of single family in Bridgeport. Source: SmartMLS · As of July 29, 2026.
Location
265 Jennings Avenue, Bridgeport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,932
- Property Taxes$468
- Insurance$126
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Bridgeport
- Neighborhood
- Treeland
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1952
- New Construction
- No/Resale
- Living Area
- 1,744 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Ceiling FansWindow Unit
- Laundry
- Lower Level
- Appliances
- Gas RangeRefrigerator
- Basement
- FullFully Finished
Exterior & Lot
- Lot Size
- 0.23 acres
- Zoning
- RA
- Garage / Parking
- 6 total parking spacesPavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $5,611 / Annually
- Days on Market
- 64
- MLS #
- 24178332
- MLS Status
- Under Contract - Continue to Show
- Financing
- FHA,VA,CHFA
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/29/2026 at 10:55 AM UTC.