Home Homes for Sale Winchester, CT 804 West Wakefield Boulevard

804 West Wakefield Boulevard, Winchester, CT 06098

Single Family For Sale

$799,900
$766/sqft
804 West Wakefield Boulevard, Winchester, CT
Active
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2
Bedrooms
1
Bathrooms
1,044
Sq Ft
0.08
Acres
1924
Year Built

About This Home

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.

Listed by Pamela Dostilio (860) 585-9381 with Coldwell Banker Realty (203) 426-5679

Listing Snapshot

Price $799,900 Days on Our Site 0 days
Property Tax $7,988/yr Style Ranch,Cottage
Year Built 1924 Total Sq Ft 1,044
Lot Size 0.08 acres HOA Fees N/A
Bedrooms 2 Full Bathrooms 1
Total Rooms 6 Half Baths 0

Key Features

Interior
  • Cable - Available
  • Open Floor Plan
Appliances
  • Oven/Range
  • Refrigerator
  • Washer
  • Dryer
Outdoor
  • Deck
  • Lighting
  • Stone Wall
  • Patio
  • Lake
  • Beach
  • Dock or Mooring
  • Beach Rights
  • View
Nearby
  • Health Club
  • Lake
  • Park
  • Shopping/Mall

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Type Off Street Parking, Driveway
Below Grade 406 sq ft

Systems & Utilities

Heat Solar, Wall Unit, Other
Fuel Solar
Cooling Split System
Hot Water Electric, Solar Assisted, Tankless Hotwater
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 $666/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Aug 17, 2026 Listed $799,900

Frequently Asked Questions

How much does 804 West Wakefield Boulevard in Winchester, CT cost?
This property is listed at $799,900, which works out to $766 per square foot.
How many bedrooms does 804 West Wakefield Boulevard have?
This home has 2 bedrooms and 1 bathroom.
What is the square footage of 804 West Wakefield Boulevard?
The home is 1,044 square feet, situated on 0.08 acres.
When was 804 West Wakefield Boulevard in Winchester built?
This property was built in 1924.
Is 804 West Wakefield Boulevard, Winchester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 804 West 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 804 West 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

Pamela Dostilio · (860) 585-9381

Coldwell Banker Realty · (203) 426-5679

MLS# 24195283 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Aug 17, 2026 1:40 PM UTC