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285 Charles Street

Bridgeport, Connecticut 06606

ACTIVE$409,900

Reduced from $425,000

Beds
3
Baths
1
SqFt
2,020
Acres
0.17
Year Built
1949
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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Price Reduced

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,003

per 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

Homes with a close match in area, property type, and price.

Listed By

Charles Scott SR

(203) 232-5523

Tri-State Realty

(203) 334-7434

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.