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255 Fairfield Woods Road

Fairfield, Connecticut 06825

ACTIVE - NEW$829,500
Beds
4
Baths
2 | 1
SqFt
2,810
Acres
0.22
Year Built
1955
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,545

per 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

Similar Properties

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

Listed By

John Hackett

(203) 543-2697

William Raveis Real Estate

(203) 255-6841

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.