431 West Wakefield Boulevard, Winchester, CT 06098
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes
431 West Wakefield Boulevard,Winchester, CT 06098
$1,850,000
- 9 Beds
- 6 Baths
- 7,000 sq. ft.
- Single family
- Active
Listed by: lisa ogren(860) 416-2085
Office: berkshire hathaway ne prop.(860) 677-7321
MLS#:24159989
Source:CT
Price summary
- Price:$1,850,000
- Price per sq. ft.:$264.29
About this home
Live the Highland Lake Dream - 431 W. Wakefield Blvd, Winchester, CT Summer is just around the corner - and in Winsted, resort living never ends. Recently named one of the most desirable towns to live in, with the breathtaking Highland Lake at its heart, Winchester offers the perfect blend of beauty and lifestyle. This waterfront estate at 431 W. Wakefield Blvd isn't just a home - it's your gateway to the ultimate lake life. Wake each morning to panoramic water views, and step outside to a world of four-season recreation. In summer, enjoy boating, jet skiing, swimming, and fishing right from your private dock, or simply relax by the shoreline. When winter arrives, the lake transforms into your own frozen wonderland for ice fishing, skating, and fireside gatherings. Inside, luxury awaits. The main home features gourmet finishes, a chef's kitchen, and custom craftsmanship throughout. A charming guest bungalow offers privacy for family, friends, or guests. Zoned for a bed and breakfast, and featuring an extra subdividable lot, the property offers immense potential - whether as a private retreat, an upscale B&B, or an investment in future development. Set on 425 feet of pristine water frontage, this estate captures the essence of Highland Lake living - natural beauty, year-round recreation, and endless opportunity....
Contact an agent
Home facts
- Year built:2002
- Listing ID #:24159989
- Added:96 day(s) ago
- Updated:June 29, 2026 at 11:37 AM
Rooms and interior
- Bedrooms:9
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Rooms Total:12
- Kitchen Description:Dishwasher, Disposal, Microwave, Oven/Range, Refrigerator
- Basement Description:Full Basement, Full With Walk-Out, Garage Access, Heated, Interior Access, Liveable Space
- Living area:7,000 sq. ft.
Heating and cooling
- Cooling:Attic Fan, Window Unit
- Heating:Baseboard
Structure and exterior
- Roof:Asphalt Shingle
- Year built:2002
- Building area:7,000 sq. ft.
- Lot area:3 Acres
- Lot Features:Level Lot, Lightly Wooded, Professionally Landscaped, Rolling, Water View
- Architectural Style:Cape Cod, Colonial
- Construction Materials:Vinyl Siding
- Exterior Features:Cabana, Covered Deck, Deck, French Doors
Schools
- High school:Per Board of Ed
- Elementary school:Per Board of Ed
Utilities
- Water:Private Well
- Sewer:Public Sewer Connected
Finances and disclosures
- Price:$1,850,000
- Price per sq. ft.:$264.29
- Tax amount:$24,184 (July 2025-June 2026)
Features and amenities
- Appliances:Dishwasher, Disposal, Dryer, Microwave, Oven/Range, Refrigerator
- Amenities:Auto Garage Door Opener, Cable - Available, Central Vacuum, Public Rec Facilities, Security System
Parking
- Total parking spaces:9
- Parking description:Barn, Crushed Stone, Driveway, Off Street Parking, Paved, Private, Under House Garage
- Garage:Yes
- Garage spaces:2
New listings near 431 West Wakefield Boulevard
- New
$679,900Active3 beds 3 baths2,806 sq. ft.426 Platt Hill Road, Winchester, CT 06098
MLS# 24186150Listed by: Mary LeBlanc Realty - Coming Soon
$339,900Coming Soon3 beds 2 baths103 Cordano Road, Winchester, CT 06098
MLS# 24186089Listed by: Northwest CT Realty - New
$495,000Active4 beds 3 baths3,834 sq. ft.293 Torringford Street, Winchester, CT 06098
MLS# 24185819Listed by: Coldwell Banker Realty - New
$599,000Active4 beds 3 baths2,628 sq. ft.237 Wallens Hill Road, Winchester, CT 06098
MLS# 24185645Listed by: Northwest CT Realty
$250,000Active3 beds 1 baths1,392 sq. ft.111 Moore Avenue, Winchester, CT 06098
MLS# 24185086Listed by: William Raveis Real Estate
$399,900Active3 beds 2 baths1,820 sq. ft.132 East Lake Street, Winchester, CT 06098
MLS# 24184417Listed by: Showcase Realty, Inc.
$386,000Active1.91 Acres00 Main Street, Winchester, CT 06098
MLS# 24182990Listed by: Merrigan & Lefebvre Realty
$398,000Pending5 beds 3 baths2,496 sq. ft.26 Elm Street, Winchester, CT 06098
MLS# 24182777Listed by: LPT Realty
$250,000Active9 Acres321 Colebrook Road, Winchester, CT 06098
MLS# 24178092Listed by: mygoodagent
$349,900Pending3 beds 2 baths1,466 sq. ft.405 North Main Street, Winchester, CT 06098
MLS# 24178756Listed by: Berkshire Hathaway NE Prop.