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293 Torringford Street

Winchester, Connecticut 06098

PENDING$495,000
Beds
4
Baths
2 | 1
SqFt
3,834
Acres
22.23
Year Built
1958
Matt Caiola

Matt Caiola

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2-Car Garage2 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,236

per 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

Similar Properties

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

Listed By

Shawna Mucherino

(203) 560-6313

Coldwell Banker Realty

(860) 393-0087

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.