804 West Wakefield Boulevard, Winchester, Connecticut

$799,900

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2

Beds

1

Bath

1,044

Square feet

0.08

Acres

About 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.

Features of 804 West Wakefield Boulevard

MLS® # 24195283
Price $799,900
Bedrooms 2
Bathrooms 1.00
Full Baths 1
Square Footage 1,044
Acres 0.08
Type Single Family For Sale
Style Ranch, Cottage
Status Active

Community Information

Address 804 West Wakefield Boulevard
Area N/A
City Winchester
County Litchfield
State Connecticut
Zip Code 06098

Amenities

Features Active Solar, Extra Insulation
Parking Spaces 5
Parking Off Street Parking, Driveway
Is Waterfront Yes
Waterfront Lake, Beach, Dock or Mooring, Beach Rights, View
Has Pool No

Interior

Interior Features Cable - Available, Open Floor Plan
Appliances Oven/Range, Refrigerator, Washer, Dryer
Heating Solar, Wall Unit, Other, Solar
Cooling Split System
Fireplace No
Has Basement Yes
Basement Crawl Space, Unfinished

Exterior

Exterior Wood
Exterior Features Deck, Lighting, Stone Wall, Patio
Lot Description Level Lot, Sloping Lot, Professionally Landscaped, Water View
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Per Board of Ed
Middle Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed August 17th, 2026
Days on Market 23
Zoning HLD
RE / Bank Owned No

Listing Details

OfficeColdwell Banker Realty

Listing Map

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Listing information last updated on September 10th, 2026 at 12:42pm EDT.