165 Overland Avenue
Bridgeport, Connecticut 06606
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 2,040
- Acres
- 0.11
- Year Built
- 1951
- Neighborhood
- North End
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Attractive 3 BR North End colonial featuring newer roof, windows, oil tank. Traditional floor plan with hardwood flooring throughout. Eat in kitchen with white cabinetry. Enclosed porch. Large living room with fireplace. Formal dining room. First floor half bath. Second level with large primary bedroom and walk in closet. Two additional bedrooms and main hall bath. Walk up attic. Finished basement and storage. House needs updating and TLC. One car detached garage. Sold as is. Unlimited potential - superb location.
Key Facts
- City/Town
- Bridgeport
- Neighborhood
- North End
- Property / Style
- Single Family · Colonial
- Year Built
- 1951
- Days on Market
- 43 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 2,040 sq ft
- Lot Size
- 0.11 acres
- Garage / Parking
- 1 garage · 3 total
- Property Taxes
- $7,920 / Annually
Market Snapshot
The Bridgeport Market
Single Family · trailing 12 months
Active Listings
59
83 under contract
Median List Price
$459,000
59 active listings
Median Closed Price
$410,000
403 sales
Median Days on Market
38
59 active listings
Median $ / Sq Ft
$273
59 active listings
Sale-to-List Ratio
100.0%
403 sales
How this home compares
List Price
$349,900
vs $459,000 median
23.8% below median
Price / Sq Ft
$172
vs $273 median
37.0% below median
Days on Market
43 days
vs 38 days median
5 days longer than median
Based on 59 active and 403 closed sales (trailing 12 mo) of single family in Bridgeport. Source: SmartMLS · As of July 28, 2026.
Location
165 Overland Avenue, Bridgeport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,784
- Property Taxes$660
- Insurance$117
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Bridgeport
- Neighborhood
- North End
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1951
- New Construction
- No/Resale
- Living Area
- 2,040 sq ft
- Below Grade
- 200 sq ft
Schools
- Elementary
- Cross
- Middle
- Per Board of Ed
- High
- Central
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Bsmt
- Appliances
- Oven/RangeRefrigeratorWasherDryer
- Basement
- FullFull With Hatchway
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 0.11 acres
- Zoning
- RA
- Garage / Parking
- 1 garage space3 total parking spacesDetached GaragePavedDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Wood
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersGarden AreaLighting
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $7,920 / Annually
- Days on Market
- 43
- MLS #
- 24180659
- MLS Status
- Under Contract
- Financing
- FHA,VA,Renovation
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 7/28/2026. 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 7/28/2026 at 7:05 AM UTC.