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237 Wallens Hill Road

Winchester, Connecticut 06098

ACTIVE$579,900

Reduced from $599,000

Beds
4
Baths
2 | 1
SqFt
2,628
Acres
0.82
Year Built
1994
Matt Caiola

Matt Caiola

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About This Home

Welcome to 237 Wallens Hill Road, where comfort, quality, and exceptional entertaining spaces come together in a beautiful rural setting. This 9-room Colonial with a farmhouse front porch is set on .80 acres and offers 4 bedrooms and 2.5 baths. The main level features a formal dining room, large family room, mudroom, and an impressive eat-in kitchen with quartz countertops, stainless steel appliances, built-in microwave, stainless hood system, and a large center island with seating for four. A standout feature is the dedicated entertaining room complete with a custom walnut bar, kegerator, and a 5-foot stainless steel hood system over a built-in grill and flat-top griddle. Upstairs, the primary suite offers his-and-her closets and a beautiful full bath, while two additional bedrooms share a full bath. The fourth bedroom could also be used as an office, is located in the lower level. Additional features include hardwood floors throughout most rooms, multi-zone heat, central air conditioning with separate zones for the main and upper levels, a hybrid hot water heater, and a generator transfer switch. Step outside to enjoy a 14-foot pavilion on a stamped concrete and paver patio with a built-in fire pit, and spacious open backyard. Conveniently located near the Farmington River and Peoples State Forest, with easy access to hiking, fishing, kayaking, and other outdoor recreation while remaining close to shopping, dining, and everyday conveniences.

Key Facts

City/Town
Winchester
Neighborhood
Wallen'S Hill
Property / Style
Single Family · Colonial
Year Built
1994
Days on Market
38 days
Beds
4
Baths
2 full · 1 half
Living Area
2,628 sq ft
Lot Size
0.82 acres
Garage / Parking
2 garage · 8 total
Property Taxes
$7,661 / Annually

Market Snapshot

The Winchester Market

Single Family · trailing 12 months

Median Days on Market

39

12 active listings

Median $ / Sq Ft

$265

12 active listings

Sale-to-List Ratio

100.0%

103 sales

How this home compares

List Price

$579,900

vs $524,900 median

10.5% above median

Price / Sq Ft

$221

vs $265 median

16.6% below median

Days on Market

38 days

vs 39 days median

In line with median

Based on 12 active and 103 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of July 28, 2026.

Location

237 Wallens Hill Road, Winchester, Connecticut

Property + 9 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,788

per month

  • Principal & Interest$2,957
  • Property Taxes$638
  • Insurance$193
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Winchester
Neighborhood
Wallen'S Hill
County
Litchfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1994
New Construction
No/Resale
Living Area
2,628 sq ft

Schools

Elementary
Per Board of Ed
High
Gilbert

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Laundry
Lower Level
Appliances
Gas CooktopGas RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullPartially Finished
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System

Exterior & Lot

Lot Size
0.82 acres
Zoning
RU-2
Garage / Parking
2 garage spaces8 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedGuttersPatio
Lot Description
Level Lot

Listing & Financials

Property Taxes
$7,661 / Annually
Days on Market
38
MLS #
24185645
MLS Status
Active

Similar Properties

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

Listed By

David Sartirana

(860) 806-0225

Northwest CT Realty

(860) 379-7245

Co-Listed By

Amy Sartirana

Northwest CT Realty

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 7:55 AM UTC.