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660 East Wakefield Boulevard, 
Winchester, CT 06098

$749,999


2

Beds


2

Baths


1,320

Sq Ft


Single Family

Pending

Listed by

Matthew Smith, (631) 478-5094

Smith & Degroat Real Estate, (516) 248-6905

(516) 248-6905

Last updated:

July 8, 2026, 08:05 AM

MLS#

24174215

Source:

CT

About This Home

660 East Wakefield Boulevard

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.

Home Facts

Single Family

2 Baths

2 Bedrooms

Built in 1960

Price Summary

749,999

$568 per Sq. Ft.

MLS #:

24174215

Last Updated:

July 8, 2026, 08:05 AM

Added:

2 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,320 Sq. Ft.


Structure

Structure

Architectural Style:

Split Level

Building Area:

1,320 Sq. Ft.

Year Built:

1960


Lot

Lot Size (Sq. Ft):

11,761


Finances & Disclosures

Finances

Price:

$749,999

Price per Sq. Ft:

$568 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.