674 East Wakefield Boulevard Winchester, CT $ 990,000
674 East Wakefield Boulevard
$ 990,000
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674 East Wakefield Boulevard

Winchester, CT, 06098
$ 990,000
Bedrooms3 Baths3.0 Sq 2,097

Monthly Estimate*

$ 6,096

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Single Family Home for sale in Winchester, CT

for $990,000 with 3 bedrooms and 3 full baths. This 2,097 square foot home was built in 1942 on a lot size of 0.23.

Experience the best of year-round waterfront living on Highland Lake in this beautifully maintained 3-bedroom, 3-bath home with stunning panoramic views and direct water access. Ideally located in the sought-after 3rd Bay, this property features a private dock-perfect for boating, swimming, kayaking, and enjoying everything lake life has to offer. Inside, an open and inviting layout connects the living room, dining area, and updated kitchen, ideal for entertaining. Expansive windows flood the home with natural light and frame breathtaking lake views throughout. The primary bedroom offers generous closet space, while additional bedrooms provide flexibility for guests, family, or a home office. Outdoor living is equally impressive, with a lakeside deck, screened porch, and low-maintenance landscaped yard-perfect for relaxing or hosting. A spacious paver driveway allows for ample parking, and a detached storage shed provides room for all your lake gear. Enjoy four-season recreation just minutes away, including skiing and snowboarding at Ski Sundown and Butternut, along with nearby dining, shopping, and outdoor activities. Whether you're looking for a full-time residence or a weekend retreat, this move-in-ready home offers the perfect blend of comfort, lifestyle, and location.

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Single Family Active

Price

$ 990,000

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 16,721

Style

Lot Size

0.23

Year Built

1942

Town/City

Winchester

MLS | Web ID

24170488

Features
General
Zoning HLD
Neighborhood Winsted
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.23
Directions Route 8 Exit 51 Rt 44 into Winsted E. Wakefield Blvd along Highland Lake property on water side.
High School Gilbert
City Winchester
Elementary School Harry P. Hinsdale
Sq Ft Total 2097
DOM 0
Year Built 1942
Style Cottage
Year Built Source Public Records
Energy Features Generator
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Interior
Cooling System Central Air
Total Rooms 9
Basement Description Partial Sump Pump Storage Dirt Floor Concrete Floor Partial With Walk-Out
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Exterior
Water Source Private Well
Lot Description Cleared Professionally Landscaped Water View
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* Excluded Features
List By
Matthew Smith

Listing Agent

Smith & Degroat Real Estate

Broker

psmith@sdnyrealty.com

Email

Affordability Calculator

$7,489
Per Month
81%
19%
0%
Monthly Principal & Interest
$6,096
Monthly Property Taxes
$1,393
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
4605803 Elementary School
1415485 Middle School
Gilbert High School High School
Pricing History
DatePricePrice ChangeDescription
4/30/2026$990,000 Listed Price

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674 East Wakefield Boulevard, Winchester, CT, 06098 is a Single Family Home for sale at $990,000 with 2,097 sqft and a lot size of 0.23. 674 East Wakefield Boulevard has 3 bedrooms, 3.0 baths, and was built in 1942. The property's zip code is 06098 which is in Winchester, CT