258 Bennett Street
Fairfield, Connecticut 06825
- Beds
- 4
- Baths
- 2
- SqFt
- 1,427
- Acres
- 0.13
- Year Built
- 1953
- Neighborhood
- Stratfield
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 258 Bennett Street, a beautifully refreshed Fairfield home offering 4 bedrooms, 2 full bathrooms, and a versatile bonus room with direct backyard access. Recent improvements include new plumbing, new siding, a brand-new heating and cooling HVAC system, new flooring, a new kitchen, and updated bathrooms. Bright living and dining spaces, a first-floor full bath, semi-finished basement, garage, and private backyard add to the home's functionality. Located on a cul-de-sac and approximately an 11-minute walk to Owen Fish Park, with convenient access to North Stratfield School, shopping, dining, and transportation.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- Stratfield
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1953
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 1,427 sq ft
- Lot Size
- 0.13 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $8,447 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
111
80 under contract
Median List Price
$1.20M
111 active listings
Median Closed Price
$1.15M
578 sales
Median Days on Market
38
111 active listings
Median $ / Sq Ft
$497
111 active listings
Sale-to-List Ratio
102.6%
578 sales
How this home compares
List Price
$649,999
vs $1.20M median
45.6% below median
Price / Sq Ft
$456
vs $497 median
8.2% below median
Days on Market
0 days
vs 38 days median
38 days fresher than median
Based on 111 active and 578 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of October 21, 2026.
Location
258 Bennett Street, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$3,338
- Property Taxes$704
- Insurance$217
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Fairfield
- Neighborhood
- Stratfield
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1953
- New Construction
- No/Resale
- Living Area
- 1,427 sq ft
Schools
- Elementary
- North Stratfield
- High
- Fairfield Warde
Interior
- Heating
- Hot Water
- Heat Fuel
- Electric
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Electric CooktopRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- Full
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 0.13 acres
- Zoning
- A
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Shingle
- Foundation
- Concrete
- Lot Description
- On Cul-De-Sac
Listing & Financials
- Property Taxes
- $8,447 / Annually
- Days on Market
- 0
- MLS #
- 24214657
- MLS Status
- Coming Soon
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 10/21/2026. 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 10/21/2026 at 9:00 PM UTC.