431 W Wakefield Boulevard, Winchester, CT 06098 (MLS # 24159989)

Price $1,850,000
Status Active
Beds 9
Baths 5.5 Baths
Home size 5,530 sqft
Lot Size 3.00 ac
Days on Market 101
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.
Property Type(s): Single Family
Last Updated 5/7/2026 Year Built 2002
Garage Spaces 2.0 County Litchfield

SCHOOLS

Elementary School Per Board of Ed
High School Per Board of Ed

Additional Details

AIR Attic Fan, Window Unit(s)
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Dryer, Microwave, Oven, Range, Refrigerator
BASEMENT Full, Walk-Out Access, Yes
CONSTRUCTION Frame, Vinyl Siding
EXTERIOR Dock
FIREPLACE Yes
GARAGE Yes
HEAT Baseboard, Oil
INTERIOR Central Vacuum
LOT 3 acre(s)
LOT DESCRIPTION Level, Rolling Slope, Waterfront
PARKING Gravel, Paved, Off Street, Garage Door Opener, Private, Driveway
SEWER Public Sewer
STYLE Cape Cod, Colonial
TAXES 24184
VIEW Yes
VIEW DESCRIPTION Water
WATER Well
WATERFRONT Yes
WATERFRONT DESCRIPTION Beach Front, Lake
ZONING HLD

Location

 

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