660 East Wakefield Boulevard Winchester, CT $ 749,999
660 East Wakefield Boulevard
$ 749,999
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660 East Wakefield Boulevard

Winchester, CT, 06098
$ 749,999
Bedrooms2 Baths2.0 Sq 1,320

Monthly Estimate*

$ 4,618

660 East Wakefield Boulevard, Winchester, CT 06098 - Image 1

Single Family Home for sale in Winchester, CT

for $749,999 with 2 bedrooms and 2 full baths. This 1,320 square foot home was built in 1960 on a lot size of 0.27.

Nestled along the coveted east side of Highland Lake, 660 East Wakefield Blvd offers a rare opportunity to create the waterfront retreat you've always imagined. Bursting with classic lake charm and timeless character, this home is ready for a new owner to make it their own and bring fresh vision to an unforgettable setting. Enjoy excellent water access for swimming, boating, kayaking, and lakeside living, including use of a semi-private boat launch that makes getting out on the water effortless. Positioned on the east shore, the property captures magnificent sunset views across the lake, where evening skies melt into the water like brushed copper and glass. Whether you're dreaming of a cozy seasonal getaway, a year-round lake home, or a stunning custom renovation, this property offers the perfect canvas to create the waterfront home of your dreams. Opportunities like this on Highland Lake don't come around often.

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Single Family Coming Soon

Price

$ 749,999

Bedrooms

2

Full Bath

2

Property Type

Single Family

Taxes

$ 12,251

Style

Lot Size

0.27

Year Built

1960

Town/City

Winchester

MLS | Web ID

24174215

Features
General
Zoning HLD
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 0.27
Directions East Wakefield Blvd
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 1320
Year Built 1960
Style Split Level
Year Built Source Public Records
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Interior
Cooling System None
Total Rooms 6
Basement Description Full Garage Access Partially Finished Walk-out Liveable Space Full With Walk-Out
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Exterior
Water Source Private Well
Lot Description Sloping Lot 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

$5,639
Per Month
82%
18%
0%
Monthly Principal & Interest
$4,618
Monthly Property Taxes
$1,021
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
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
5/9/2026$749,999 Listed Price

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660 East Wakefield Boulevard, Winchester, CT, 06098 is a Single Family Home for sale at $749,999 with 1,320 sqft and a lot size of 0.27. 660 East Wakefield Boulevard has 2 bedrooms, 2.0 baths, and was built in 1960. The property's zip code is 06098 which is in Winchester, CT