255 Fairfield Woods Road
Fairfield, Connecticut 06825
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,810
- Acres
- 0.22
- Year Built
- 1955
- Neighborhood
- Stratfield
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
YOUR OPPORTUNITY AWAITS TO SETTLE IN AND ENJOY THE 2800+ SQUARE FEET OF LIVING AREA IN THIS 4+ BEDROOM, 2.5 BATH STRATFIELD HOME IDEAL FOR EXTENDED FAMILY OR IN-LAW WITH SEPARATE LEGAL APARTMENT PLUS PARTIALLY FINISHED WALK OUT LOWER LEVEL WITH OVERSIZED 2 CAR GARAGE AND PRIVATE REAR YARD. MAIN LEVEL LIVING AREA FEATURES LARGE LIVING ROOM WITH FIREPLACE, BANQUET SIZED FORMAL DINING ROOM AND SPACIOUS EAT IN KTICHEN. 3 GENEROUS SIZED BEDROOMS WITH EXTRA CLOSET SPACE COMPLETE THE MAIN HOME. UPPER LEVEL UNIT INCLUDES UPDATED KITCHEN WITH PERSONAL LAUNDRY, EXTENSIVE LIVING/DINING AREA AND ROOMY BEDROOM WITH EXTRA CLOSETS/STORAGE. ALL NEWER HEATING, HOT WATER HEATER, MAIN ELECTRIC SERVICE, LOWER LEVEL LAUNDRY ROOM AND STORAGE ROOM ALONG WITH AN IDEAL, CONVENIENT LOCATION STEPS TO SCHOOLS, OWEN FISH PARK AND BALLFIELDS, MINUTES TO BEACHES, FAIRFIELD AND SACRED HEART UNIVERSITIES, METRO NORTH TRAIN STATIONS, I-95 AND RT 15 MERRITT PARKWAY.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- Stratfield
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1955
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,810 sq ft
- Lot Size
- 0.22 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $8,948 / Annually
Market Snapshot
The Fairfield Market
Multi-Family · trailing 12 months
Active Listings
5
2 under contract
Median List Price
$1.20M
5 active listings
Median Closed Price
$765,000
19 sales
Median Days on Market
34
5 active listings
Median $ / Sq Ft
$483
5 active listings
Sale-to-List Ratio
98.7%
19 sales
How this home compares
List Price
$829,500
vs $1.20M median
30.9% below median
Price / Sq Ft
$295
vs $483 median
38.9% below median
Days on Market
0 days
vs 34 days median
34 days fresher than median
Based on 5 active and 19 closed sales (trailing 12 mo) of multi-family in Fairfield. Source: SmartMLS · As of October 29, 2026.
Location
255 Fairfield Woods Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$4,522
- Property Taxes$746
- Insurance$277
- 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
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 2,810 sq ft
- Below Grade
- 600 sq ft
Schools
- Elementary
- Stratfield
- High
- Fairfield Warde
Interior
- Heating
- BaseboardZoned
- Heat Fuel
- Natural Gas
- Cooling
- Central AirWall UnitWindow Unit
- Fireplaces
- 1
- Laundry
- All Units Have Hook-Ups
- Basement
- FullHeatedStorageGarage AccessInterior AccessPartially FinishedWalk-out
Exterior & Lot
- Lot Size
- 0.22 acres
- Zoning
- R3
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Exterior Features
- SidewalkDeckGuttersGarden AreaLightingPatio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $8,948 / Annually
- Days on Market
- 0
- MLS #
- 24217612
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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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 10/29/2026. 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 10/29/2026 at 6:35 PM UTC.