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660 East Wakefield Boulevard, Winchester, CT 06098

Single Family For Sale

$749,999
$568/sqft
660 East Wakefield Boulevard, Winchester, CT
Coming Soon
2
Bedrooms
2
Bathrooms
1,320
Sq Ft
0.27
Acres
1960
Year Built

About This Home

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.

Listed by Matthew Smith (631) 478-5094 with Smith & DeGroat Real Estate (516) 248-6905

Listing Snapshot

Price $749,999 Days on Our Site 0 days
Property Tax $12,251/yr Style Split Level
Year Built 1960 Total Sq Ft 1,320
Lot Size 0.27 acres HOA Fees N/A
Bedrooms 2 Full Bathrooms 2
Total Rooms 6 Half Baths 0

Key Features

Appliances
  • Electric Cooktop
  • Refrigerator
  • Dishwasher
  • Washer
  • Electric Dryer
Outdoor
  • Dock or Mooring
  • View

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage, Driveway, Paved, Off Street Parking

Systems & Utilities

Heat Hot Water
Fuel Electric
Cooling None
Hot Water Domestic
Water Private Well
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
Middle Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,021/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 7, 2026 Listed $749,999

Frequently Asked Questions

How much does 660 East Wakefield Boulevard in Winchester, CT cost?
This property is listed at $749,999, which works out to $568 per square foot.
How many bedrooms does 660 East Wakefield Boulevard have?
This home has 2 bedrooms and 2 bathrooms.
What is the square footage of 660 East Wakefield Boulevard?
The home is 1,320 square feet, situated on 0.27 acres.
When was 660 East Wakefield Boulevard in Winchester built?
This property was built in 1960.
Is 660 East Wakefield Boulevard, Winchester, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 660 East Wakefield Boulevard, Winchester in?
This home is served by the Winchester public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 660 East Wakefield Boulevard, Winchester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Matthew Smith · (631) 478-5094

Smith & DeGroat Real Estate · (516) 248-6905

MLS# 24174215 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 9, 2026 2:37 PM UTC