104 Fairview Street
Windham, Connecticut 06226
- Beds
- 2
- Baths
- 2
- SqFt
- 1,053
- Acres
- 0.36
- Year Built
- 1890
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
13
40 under contract
Median List Price
$299,900
13 active listings
Median Closed Price
$271,000
166 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.