293 Torringford Street
Winchester, Connecticut 06098
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,834
- Acres
- 22.23
- Year Built
- 1958
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Unique opportunity to own this spacious 4-bedroom Colonial set on 27 acres in Winchester, CT. Previously home to animals, this property offers endless possibilities for hobby farming, equestrian pursuits, recreation, or simply enjoying the privacy and beauty of the countryside. Ideally located directly across the street from Green Woods Country Club, you'll enjoy convenient access to golf, and beautiful scenic views right at your doorstep. Inside, you'll find an expansive kitchen featuring abundant cabinetry, gas cooktop, double ovens, generous counter space, and plenty of room for family and friends to gather. The main level offers a formal dining room, a large family room, and a welcoming living room with a fireplace and direct access to the back deck, perfect for outdoor dining and entertaining on warm summer evenings. The walk-out lower level provides excellent potential for additional finished living space and already includes a bar area, making it ideal for a future recreation room, home gym, or media space. With its combination of acreage, functionality, and room to grow, this property presents a rare opportunity to create the lifestyle you've been dreaming of. Conveniently located with easy access to dining, shopping, recreational amenities, and major commuter routes, this property offers the perfect balance of peaceful country living and everyday convenience.
Key Facts
- City/Town
- Winchester
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1958
- Days on Market
- 37 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,834 sq ft
- Lot Size
- 22.23 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,567 / Annually
Market Snapshot
The Winchester Market
Single Family · trailing 12 months
Active Listings
12
12 under contract
Median List Price
$524,900
12 active listings
Median Closed Price
$325,000
103 sales
Median Days on Market
40
12 active listings
Median $ / Sq Ft
$265
12 active listings
Sale-to-List Ratio
100.0%
103 sales
How this home compares
List Price
$495,000
vs $524,900 median
5.7% below median
Price / Sq Ft
$129
vs $265 median
51.3% below median
Days on Market
37 days
vs 40 days median
3 days fresher than median
Based on 12 active and 103 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of July 29, 2026.
Location
293 Torringford Street, Winchester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,524
- Property Taxes$547
- Insurance$165
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Winchester
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1958
- New Construction
- No/Resale
- Living Area
- 3,834 sq ft
- Below Grade
- 1,458 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Laundry Location
- Main leveljust off the kitchen.
- Appliances
- Gas CooktopOven/RangeRange HoodDishwasherWasherDryer
- Basement
- PartialUnfinishedGarage AccessInterior AccessWalk-outConcrete Floor
Exterior & Lot
- Lot Size
- 22.23 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- ShakeWood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedBarnDeckPaddock
- Lot Description
- SecludedTreedFarm LandSloping Lot
Listing & Financials
- Property Taxes
- $6,567 / Annually
- Days on Market
- 37
- MLS #
- 24185819
- MLS Status
- Under Contract - Continue to Show
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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 7/29/2026. 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 7/29/2026 at 11:00 AM UTC.