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804 West Wakefield Boulevard, 
Winchester, CT 06098

$799,900


2

Beds


1

Bath


1,044

Sq Ft


Single Family

Active

(203) 426-5679

Last updated:

August 22, 2026, 12:08 PM

MLS#

24195283

Source:

CT

Company Logo

About This Home

804 West Wakefield Boulevard

Experience an everyday vacation at 804 W. Wakefield Blvd on beautiful Highland Lake! This exceptional turnkey, year-round waterfront retreat is ideal as a primary residence, weekend escape, vacation home, or income-producing rental. Perfectly positioned on the widest part of Highland Lake's coveted Third Bay, enjoy breathtaking sunrises, panoramic water views, and bald eagles soaring overhead from your expansive lakeside deck. With over $100,000 in owner upgrades, this move-in ready home offers effortless lakefront living with a newer roof, owned solar panels, updated systems, a permanent grandfathered dock, seawall, outdoor shower, firepit, and direct access to motorboating, kayaking, paddleboarding, swimming, and outstanding fishing. A rare additional 0.24-acre lot across the street provides a total of 5 parking spaces perfect for family and guests. Enjoy easy access to Route 8, a short drive to Bradley International Airport, and year-round recreation with nearby Ski Sundown, Butternut Ski Area, scenic hiking trails, wineries, breweries, restaurants, and charming New England towns. This is your opportunity to own one of Highland Lake's most desirable waterfront homes-simply unpack, relax, and make every day feel like a vacation.

Home Facts

Single Family

1 Bath

2 Bedrooms

Built in 1924

Price Summary

799,900

$766 per Sq. Ft.

MLS #:

24195283

Last Updated:

August 22, 2026, 12:08 PM

Added:

5 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

1,044 Sq. Ft.


Structure

Structure

Architectural Style:

Cottage, Ranch

Building Area:

1,044 Sq. Ft.

Year Built:

1924


Lot

Lot Size (Sq. Ft):

3,484


Finances & Disclosures

Finances

Price:

$799,900

Price per Sq. Ft:

$766 per Sq. Ft.

804 West Wakefield Boulevard
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.