285 Dexter Drive
Bridgeport, Connecticut 06606
- Beds
- 4
- Baths
- 2
- SqFt
- 1,876
- Acres
- 0.21
- Year Built
- 1955
- Neighborhood
- Lake Forest
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this beautifully renovated 4-bedroom, 2-full-bath home, ideally situated on a spacious corner lot in Bridgeport's highly desirable North End! Recently renovated throughout, this move-in-ready property offers the perfect combination of modern updates, comfort, and functionality. Featuring beautiful hardwood floors throughout and a newer roof installed in 2022, this home offers both style and peace of mind. The fully finished basement provides fantastic additional living space, perfect for a family room, home office, recreation area, or entertainment space. Step outside and enjoy the beautiful deck, ideal for outdoor dining, entertaining guests, or hosting memorable gatherings with family and friends. The generous corner lot adds curb appeal and offers plenty of outdoor possibilities.
Key Facts
- City/Town
- Bridgeport
- Neighborhood
- Lake Forest
- Property / Style
- Single Family · Ranch
- Year Built
- 1955
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 1,876 sq ft
- Lot Size
- 0.21 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $6,319 / Annually
Market Snapshot
The Bridgeport Market
Single Family · trailing 12 months
Active Listings
75
57 under contract
Median List Price
$475,000
75 active listings
Median Closed Price
$415,000
408 sales
Median Days on Market
28
75 active listings
Median $ / Sq Ft
$277
75 active listings
Sale-to-List Ratio
100.0%
408 sales
How this home compares
List Price
$520,900
vs $475,000 median
9.7% above median
Price / Sq Ft
$278
vs $277 median
In line with median
Days on Market
0 days
vs 28 days median
28 days fresher than median
Based on 75 active and 408 closed sales (trailing 12 mo) of single family in Bridgeport. Source: SmartMLS · As of October 10, 2026.
Location
285 Dexter Drive, Bridgeport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$2,885
- Property Taxes$527
- Insurance$174
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Bridgeport
- Neighborhood
- Lake Forest
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 1,876 sq ft
- Below Grade
- 732 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardHot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry Location
- Basement
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullFully Finished
Exterior & Lot
- Lot Size
- 0.21 acres
- Zoning
- RA
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GaragePavedDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Shake
- Color
- Blue
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $6,319 / Annually
- Days on Market
- 0
- MLS #
- 24213050
- MLS Status
- Active
- Financing
- FHA,VA
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/10/2026. 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 10/10/2026 at 12:55 AM UTC.