257 Wallens Hill Road Winchester, CT $ 539,900
257 Wallens Hill Road
$ 539,900
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257 Wallens Hill Road

Winchester, CT, 06098
$ 539,900
Bedrooms3 Baths2.1 Sq 2,011

Monthly Estimate*

$ 3,324

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Single Family Home for sale in Winchester, CT

for $539,900 with 3 bedrooms and 2 full baths, 1 half bath. This 2,011 square foot home was built in 1955 on a lot size of 6.01.

Set on 6 beautiful acres of open meadows with extensive road frontage and picturesque views, this exceptional Cape offers privacy, efficiency, and convenience...... Thoughtfully updated throughout, the home features 3 spacious bedrooms, 2.5 baths, a dedicated office, and a functional floor plan designed for comfortable living. Energy-conscious buyers will appreciate the solar system with backup battery storage, providing efficiency and peace of mind. Additional features include a newer roof, full basement, attached 2-car garage, and a welcoming breezeway connecting the home and garage. Enjoy the serenity of country living while remaining just minutes from shopping, dining, schools, and major commuting routes. Located on the outskirts of town, this property offers the best of both worlds-close to everything, yet surrounded by the beauty and tranquility of nature. One of the finest properties currently available, this move-in-ready home is a rare opportunity to own a truly special piece of real estate.

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Single Family Active

Price

$ 539,900

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 5,044

Style

Lot Size

6.01

Year Built

1955

Town/City

Winchester

MLS | Web ID

24179574

Features
General
Zoning RU-2
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 6.01
Directions Rt 20 to Wallens see sign.
High School Gilbert
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 2011
DOM 0
Year Built 1955
Style Cape Cod
Year Built Source Public Records
Energy Features Active Solar Thermopane Windows
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Interior
Cooling System None
Total Rooms 7
Basement Description Full Full With Hatchway
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Exterior
Water Source Private Well
Lot Description Level Lot Open Lot
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* Excluded Features
List By
Kelly Sullivan

Listing Agent

Sullivan Real Estate Inc

Broker

kellyjsullivan@icloud.com

Email

Affordability Calculator

$3,745
Per Month
89%
11%
0%
Monthly Principal & Interest
$3,324
Monthly Property Taxes
$420
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2060047 Elementary School
1415485 Middle School
Gilbert High School High School
Pricing History
DatePricePrice ChangeDescription
5/30/2026$539,900 Listed Price

Map


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257 Wallens Hill Road, Winchester, CT, 06098 is a Single Family Home for sale at $539,900 with 2,011 sqft and a lot size of 6.01. 257 Wallens Hill Road has 3 bedrooms, 2.1 baths, and was built in 1955. The property's zip code is 06098 which is in Winchester, CT