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104 Fairview Street

Windham, Connecticut 06226

PENDING$269,000
Beds
2
Baths
2
SqFt
1,053
Acres
0.36
Year Built
1890
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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About This Home

Welcome to 104 Fairview Street, Windham, CT! This beautifully maintained Cape is ready for its next owner. Filled with natural light and featuring updated windows, this inviting home offers 2 bedrooms, 2 full bathrooms, a spacious living room, dining area, and a functional kitchen designed for comfortable everyday living. Step outside and enjoy the spacious backyard, perfect for entertaining, gardening, relaxing, or simply enjoying the outdoors. With plenty of parking and a convenient location, this property offers both comfort and practicality. The full basement provides excellent storage and endless potential to create a family room, or a possible 3rd bedroom, home gym, playroom, media room, guest space, home office, or any additional living area that fits your needs. Located near parks, walking trails, local attractions, restaurants, shopping, and everyday conveniences, you'll enjoy everything this vibrant area has to offer. Move-in ready and exceptionally cared for, 104 Fairview Street welcomes you home. Don't miss this opportunity to own a home with space, flexibility, natural light, and a location you'll love.

Key Facts

City/Town
Windham
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1890
Days on Market
55 days
Beds
2
Baths
2 full
Living Area
1,053 sq ft
Lot Size
0.36 acres
Garage / Parking
4 total
Property Taxes
$4,000 / Annually

Market Snapshot

The Windham Market

Single Family · trailing 12 months

Median Days on Market

19

13 active listings

Median $ / Sq Ft

$203

13 active listings

Sale-to-List Ratio

100.7%

166 sales

How this home compares

List Price

$269,000

vs $299,900 median

10.3% below median

Price / Sq Ft

$255

vs $203 median

25.6% above median

Days on Market

55 days

vs 19 days median

36 days longer than median

Based on 13 active and 166 closed sales (trailing 12 mo) of single family in Windham. Source: SmartMLS · As of July 28, 2026.

Location

104 Fairview Street, Windham, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,795

per month

  • Principal & Interest$1,372
  • Property Taxes$333
  • Insurance$90
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Windham
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1890
New Construction
No/Resale
Living Area
1,053 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
Propane
Cooling
Window Unit
Laundry
Lower Level
Appliances
Electric RangeRefrigerator
Basement
FullUnfinishedInterior AccessConcrete Floor

Exterior & Lot

Lot Size
0.36 acres
Zoning
R4
Garage / Parking
4 total parking spacesOtherOff Street ParkingDrivewayPavedGravel
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Asbestos
Roof
Shingle
Foundation
Concrete
Lot Description
Level Lot

Listing & Financials

Property Taxes
$4,000 / Annually
Days on Market
55
MLS #
24180685
MLS Status
Under Contract - Continue to Show
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Angela Espinoza

CT Homes Real Estate

(860) 250-5794

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 8:01 AM UTC.