285 Charles Street
Bridgeport, Connecticut 06606
Reduced from $425,000
- Beds
- 3
- Baths
- 1
- SqFt
- 2,020
- Acres
- 0.17
- Year Built
- 1949
- 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
WELCOME TO 285 CHARLES STREET, BRIDGEPORT, CT! THIS SPACIOUS 3-BEDROOM, 1-BATH CAPE COD OFFERS PLENTY OF ROOM TO MAKE IT YOUR OWN. STEP INSIDE TO FIND BEAUTIFUL HARDWOOD FLOORS, A SPACIOUS LIVING ROOM FILLED WITH NATURAL LIGHT, AND A GENEROUSLY SIZED KITCHEN FEATURING ABUNDANT CABINETRY, STAINLESS-STEEL APPLIANCES, AND A LARGE CENTER ISLAND WITH SEATING-PERFECT FOR EVERYDAY MEALS AND ENTERTAINING. THE HOME ALSO FEATURES A LARGE UPPER-LEVEL BEDROOM, ATTIC SPACE, AND A SHARED DRIVEWAY WITH OFF-STREET PARKING. CONVENIENTLY LOCATED IN BRIDGEPORT, THIS HOME COMBINES SPACE, CHARACTER, AND FUNCTIONALITY IN ONE GREAT PACKAGE. WHETHER YOU'RE A FIRST-TIME BUYER OR SIMPLY LOOKING FOR MORE SPACE. CLOSE TO SHOPPING, HIGHWAY, AND BUS LINES.
Key Facts
- City/Town
- Bridgeport
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1949
- Days on Market
- 50 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 2,020 sq ft
- Lot Size
- 0.17 acres
- Property Taxes
- $7,566 / Annually
Market Snapshot
The Bridgeport Market
Single Family · trailing 12 months
Active Listings
85
63 under contract
Median List Price
$479,900
85 active listings
Median Closed Price
$418,000
403 sales
Median Days on Market
32
85 active listings
Median $ / Sq Ft
$282
85 active listings
Sale-to-List Ratio
100.0%
403 sales
How this home compares
List Price
$409,900
vs $479,900 median
14.6% below median
Price / Sq Ft
$203
vs $282 median
28.0% below median
Days on Market
50 days
vs 32 days median
18 days longer than median
Based on 85 active and 403 closed sales (trailing 12 mo) of single family in Bridgeport. Source: SmartMLS · As of November 4, 2026.
Location
285 Charles Street, Bridgeport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$2,235
- Property Taxes$631
- Insurance$137
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Bridgeport
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1949
- New Construction
- No/Resale
- Living Area
- 2,020 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Appliances
- Gas RangeRefrigerator
- Basement
- Crawl Space
Exterior & Lot
- Lot Size
- 0.17 acres
- Zoning
- RC
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Stucco
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $7,566 / Annually
- Days on Market
- 50
- MLS #
- 24207345
- MLS Status
- Active
- Financing
- Assumable,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 11/4/2026. 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 11/4/2026 at 11:35 PM UTC.