147 E. Wakefield Boulevard Winchester, CT ^$ 299,900

147 E. Wakefield Boulevard

^$ 299,900

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Recently Listed

147 E. Wakefield Boulevard

Winchester, CT, 06098

^$ 299,900

Bedrooms2 Baths1.0 Sq 702

Monthly Estimate*

^$ 1,847

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Single Family Home for sale in Winchester, CT

for $299,900 with 2 bedrooms and 1 full bath. This 702 square foot home was built in 1952 on a lot size of 0.24.

Come enjoy Highland Lake living just in time for Summer. Relax in this one level living, cozy cottage home with views of the lake from your deck and just a short distance to Resha beach. Enter through a large mudroom to your open living room with large window to let in natural light, updated kitchen, 2 bedrooms, 1 full bath, main level laundry, front and rear deck, large yard & shed. New flooring throughout, new roof, HW heater is only 4 years old, vinyl siding & fire pit. Year round lake living.

Single Family Active

Price

^$ 299,900

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 2,273

Style

Lot Size

0.24

Year Built

1952

Town/City

Winchester

MLS | Web ID

24175908

Features

General

Zoning HLD

Neighborhood Winsted

County Litchfield

Tax Year July 2025-June 2026

Property Type Single Family For Sale

Status Active

Acres 0.24

Directions House sits directly behind 143 E. Wakefield driveway is across second entrance to shore drive. shared driveway.

High School Per Board of Ed

City Winchester

Elementary School Per Board of Ed

Sq Ft Total 702

DOM 0

Year Built 1952

Style Cottage

Year Built Source Public Records

Energy Features Thermopane Windows

Interior

Cooling System Ceiling Fans

Total Rooms 4

Basement Description Full Unfinished Dirt Floor

Exterior

Water Source Public Water Connected

Lot Description Rear Lot Interior Lot Sloping Lot

* Excluded Features

List By

Kristin Leblanc

Listing Agent

Mary Leblanc Realty

Broker

kristinleblanc@live.com

Affordability Calculator

$2,036

Per Month

Monthly Principal & Interest: $1,847
Monthly Property Taxes: $189
Monthly Home Insurance: --

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Loan Term

Interest Rate

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Yearly 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

Trends
Schools

Single family listings in Winchester, CT

Average List Price ^$603,618

Percent of Sale Price 101%

About Winchester, CT

11,188 Population

5% Since 2002

^$59,013 Median Income

45.79 Median Age

21% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

3092524 Elementary School

1232933 Middle School

Per Board of Ed High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
5/15/2026	$299,900		Listed Price

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147 E. Wakefield Boulevard, Winchester, CT, 06098 is a Single Family Home for sale at $299,900 with 702 sqft and a lot size of 0.24. 147 E. Wakefield Boulevard has 2 bedrooms, 1.0 baths, and was built in 1952. The property's zip code is 06098 which is in Winchester, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is 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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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147 E. Wakefield Boulevard

Single Family Home for sale in Winchester, CT

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