66 Overland Avenue
Bridgeport, Connecticut 06606
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,604
- Acres
- 0.11
- Year Built
- 1931
- Neighborhood
- North End
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Located in the North End neighborhood of Bridgeport, this charming corner-lot home offers the perfect blend of comfort, convenience, and functionality. The upper level features three spacious bedrooms and a full bathroom, while the main floor includes a bright living room, formal dining room, kitchen, sunroom, and a convenient half bath large enough to add a tub/shower combo. Laundry hookups are ideally situated in the rear mudroom on the main level for added ease and the full walkup attic offers great potential for a rec room or home office. Enjoy quick access to both Route 15 and I-95, making commuting simple while still enjoying the peace and privacy of a quiet residential setting. With its versatile layout and prime location, this home is a fantastic opportunity for homeowners and investors alike. Highest and Best by 6/2 at 4pm!!
Key Facts
- City/Town
- Bridgeport
- Neighborhood
- North End
- Property / Style
- Single Family · Colonial
- Year Built
- 1931
- Days on Market
- 67 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,604 sq ft
- Lot Size
- 0.11 acres
- Garage / Parking
- 4 total
- Property Taxes
- $6,512 / 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
$325,000
vs $459,000 median
29.2% below median
Price / Sq Ft
$203
vs $273 median
25.6% below median
Days on Market
67 days
vs 38 days median
29 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
66 Overland Avenue, Bridgeport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,657
- Property Taxes$543
- Insurance$108
- 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
- 1931
- New Construction
- No/Resale
- Living Area
- 1,604 sq ft
Schools
- Elementary
- Cross
- High
- Central
Interior
- Heating
- Steam
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Hookups in back mudroom
- Appliances
- Oven/RangeRefrigeratorFreezer
- Basement
- FullUnfinishedHatchway AccessInterior Access
Exterior & Lot
- Lot Size
- 0.11 acres
- Zoning
- RA
- Garage / Parking
- 4 total parking spacesDrivewayPrivatePaved
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- Porch
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $6,512 / Annually
- Days on Market
- 67
- MLS #
- 24177846
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Jason Brown
YellowBrick Real Estate LLC
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 7:45 AM UTC.