280 Deerfield Road
Windsor, Connecticut 06095
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,534
- Acres
- 0.18
- Year Built
- 1922
- Neighborhood
- Deerfield
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 280 Deerfield Road, a beautifully updated 3-bedroom cottage offering 1,534 square feet of comfortable, move-in-ready living space. Thoughtfully renovated throughout, this inviting home blends classic character with modern finishes. Enter through the enclosed front porch and discover a bright, open main level featuring a spacious living room with a charming fireplace and an easy flow into the dining area perfect for everyday living and entertaining. The updated kitchen offers both style and functionality, while two bedrooms and a full bathroom on the first floor provide convenient single-level living. Upstairs, a generously sized third bedroom with a half bathroom creates a flexible space for a private retreat, guest room or home office. Outside, enjoy a level, fenced backyard with a large deck and storage shed. The full walk-out basement includes a laundry area and offers ample storage and additional possibilities. Conveniently located near shopping, dining and major highways, this completely updated Windsor home is ready for its new owner!
Key Facts
- City/Town
- Windsor
- Neighborhood
- Deerfield
- Property / Style
- Single Family · Cottage
- Year Built
- 1922
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,534 sq ft
- Lot Size
- 0.18 acres
- Garage / Parking
- 4 total
- Property Taxes
- $4,526 / Annually
Market Snapshot
The Windsor Market
Single Family · trailing 12 months
Active Listings
37
35 under contract
Median List Price
$399,000
37 active listings
Median Closed Price
$393,500
246 sales
Median Days on Market
35
37 active listings
Median $ / Sq Ft
$230
37 active listings
Sale-to-List Ratio
103.1%
246 sales
How this home compares
List Price
$349,900
vs $399,000 median
12.3% below median
Price / Sq Ft
$228
vs $230 median
In line with median
Days on Market
0 days
vs 35 days median
35 days fresher than median
Based on 37 active and 246 closed sales (trailing 12 mo) of single family in Windsor. Source: SmartMLS · As of October 6, 2026.
Location
280 Deerfield Road, Windsor, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$1,915
- Property Taxes$377
- Insurance$117
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Windsor
- Neighborhood
- Deerfield
- County
- Hartford
Residence
- Property Type
- Single Family
- Style
- Cottage
- Year Built
- 1922
- New Construction
- No/Resale
- Living Area
- 1,534 sq ft
Schools
- Elementary
- Poquonock
- Middle
- Per Board of Ed
- High
- Windsor
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- In Basement
- Appliances
- Cook TopOven/RangeRefrigerator
- Basement
- FullFull With Walk-Out
Exterior & Lot
- Lot Size
- 0.18 acres
- Zoning
- R8
- Garage / Parking
- 4 total parking spacesDrivewayPavedOff Street ParkingPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $4,526 / Annually
- Days on Market
- 0
- MLS #
- 24212205
- 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 10/6/2026. 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 10/6/2026 at 4:15 AM UTC.