320 Colebrook Road
Winchester, Connecticut 06098
- Beds
- 2
- Baths
- 1 | 1
- SqFt
- 1,470
- Acres
- 16.00
- Year Built
- 1940
- Neighborhood
- Winsted
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Private Country Living on 16 Acres! Enjoy the peace and privacy of this charming ranch nestled on expansive acreage, offering the feel of a true country compound. Features include 2 bedrooms, a family room with fireplace, kitchen, three-season enclosed porch, heated possible office, and large deck. Plenty of cleared land surrounds the homesite while mature trees provide exceptional privacy. Possible subdivision potential adds even more opportunity. Buyer to verify with the town. A rare opportunity for those seeking space, privacy, and endless possibilities!
Key Facts
- City/Town
- Winchester
- Neighborhood
- Winsted
- Property / Style
- Single Family · Ranch
- Year Built
- 1940
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 1 full · 1 half
- Living Area
- 1,470 sq ft
- Lot Size
- 16.00 acres
- Garage / Parking
- 5 total
- Property Taxes
- $5,147 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
18
9 under contract
Median List Price
$414,450
18 active listings
Median Closed Price
$340,000
95 sales
Median Days on Market
29
18 active listings
Median $ / Sq Ft
$279
18 active listings
Sale-to-List Ratio
100.0%
95 sales
How this home compares
List Price
$339,900
vs $414,450 median
18.0% below median
Price / Sq Ft
$231
vs $279 median
17.2% below median
Days on Market
0 days
vs 29 days median
29 days fresher than median
Based on 18 active and 95 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of September 15, 2026.
Location
320 Colebrook Road, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$1,765
- Property Taxes$429
- Insurance$113
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Winchester
- Neighborhood
- Winsted
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1940
- New Construction
- No/Resale
- Living Area
- 1,470 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Gilbert
Interior
- Heating
- Baseboard
- Heat Fuel
- Propane
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeDishwasher
- Basement
- FullUnfinished
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 16.00 acres
- Zoning
- RU-2
- Garage / Parking
- 5 total parking spacesOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- SecludedLightly Wooded
Listing & Financials
- Property Taxes
- $5,147 / Annually
- Days on Market
- 0
- MLS #
- 24206905
- MLS Status
- Active
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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 9/15/2026. 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 9/15/2026 at 2:00 AM UTC.