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MLS 24195283 Sale Pending Updated September 20, 2026
804 West Wakefield Boulevard

Winchester, Connecticut 06098

$799,900
On market 32 days
804 West Wakefield Boulevard
1 / 37

About This Property

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.

Property Details

Interior

Heat
Solar,Wall Unit,Other — Solar
Cooling
Split System
Basement
Crawl Space,Unfinished
In-Law Apartment
No
Interior Features
Cable - Available Open Floor Plan

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Waterfront
Lake,Beach,Dock or Mooring,Beach Rights,View
Exterior Features
Deck Lighting Stone Wall Patio
Lot Description
Level Lot Sloping Lot Professionally Landscaped Water View
Garage & Parking
Off Street Parking Driveway

Utilities & Systems

Water Source
Private Well
Sewer
Public Sewer Connected
Energy Features
Active Solar Extra Insulation

Community & Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed
Nearby Amenities
Health Club Lake Park Shopping/Mall

Appliances

Included
Oven/Range Refrigerator Washer Dryer

804 West Wakefield Boulevard

Winchester , Connecticut 06098

$799,900

On market 32 days

Beds
2
Baths
1
SqFt
1,044
Type
Single Family
County Litchfield
Garage 0
Rooms -
Lot Size 0.08 Acres
Property Tax $8,341
Assessed Value $278,040
Year Built 1924
Style Ranch,Cottage
Zoning HLD
Parking Spaces 5

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: CBRB121.

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