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205 Wallens Street

Winchester, Connecticut 06098

ACTIVE - NEW$600,000
Beds
4
Baths
2 | 1
SqFt
3,486
Acres
2.03
Year Built
2007
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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2-Car Garage1 Fireplace

About This Home

Welcome to this beautifully crafted 3,486 sq. ft. Colonial, offering exceptional quality, thoughtful design, and plenty of space both inside and out. Set privately on 2.03 acres at the end of a long driveway, this 10-room home was built in 2007 and has been meticulously maintained. The main level features gleaming hardwood floors, a spacious family room with fireplace, and an incredible gourmet kitchen designed for both everyday living and entertaining. The first-floor primary suite provides convenience and privacy, while the additional bedrooms offer plenty of room for family and guests. Upstairs, a massive play/recreation room provides endless possibilities for entertaining, hobbies, or additional living space. A huge walk-up attic offers abundant storage and future potential. The oversized two-car garage provides plenty of room for vehicles, equipment, and storage. Central air conditioning adds year-round comfort. Enjoy the perfect balance of privacy and convenience, with hiking, fishing, and area ski destinations nearby, while still being just a short distance from shopping, dining, and commuting routes. Extremely well built with quality throughout, this exceptional home is a pleasure to show and ready to welcome its next owner.

Key Facts

City/Town
Winchester
Neighborhood
Wallen'S Hill
Property / Style
Single Family · Colonial
Year Built
2007
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
3,486 sq ft
Lot Size
2.03 acres
Garage / Parking
2 garage · 10 total
Property Taxes
$10,440 / Annually

Market Snapshot

The Winchester Market

Single Family · trailing 12 months

Median Days on Market

39

12 active listings

Median $ / Sq Ft

$209

12 active listings

Sale-to-List Ratio

100.0%

102 sales

How this home compares

List Price

$600,000

vs $449,450 median

33.5% above median

Price / Sq Ft

$172

vs $209 median

17.7% below median

Days on Market

0 days

vs 39 days median

39 days fresher than median

Based on 12 active and 102 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of August 18, 2026.

Location

205 Wallens Street, Winchester, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,158

per month

  • Principal & Interest$3,088
  • Property Taxes$870
  • Insurance$200
  • 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
2007
New Construction
No/Resale
Living Area
3,486 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
First floor laundry off kitchen.
Appliances
Gas CooktopWall OvenMicrowaveRefrigerator
Basement
FullUnfinishedFull With Hatchway
In-Law Apartment
No
Interior Features
Open Floor Plan

Exterior & Lot

Lot Size
2.03 acres
Zoning
RU-2
Garage / Parking
2 garage spaces10 total parking spacesAttached GarageOff Street ParkingDrivewayUnpaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedFruit TreesPorchGarden Area
Lot Description
SecludedInterior LotOpen Lot

Listing & Financials

Property Taxes
$10,440 / Annually
Days on Market
0
MLS #
24200204
MLS Status
Active

Similar Properties

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Listed By

Kelly Sullivan

(860) 480-2449

Sullivan Real Estate Inc

(860) 738-1902

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/18/2026. 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 8/18/2026 at 11:40 PM UTC.