About 431 West Wakefield Boulevard
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.
Features of 431 West Wakefield Boulevard
| MLS® # | 24159989 |
|---|---|
| Price | $1,850,000 |
| Bedrooms | 9 |
| Bathrooms | 6.00 |
| Full Baths | 5 |
| Half Baths | 1 |
| Square Footage | 7,000 |
| Acres | 3.00 |
| Type | Single Family For Sale |
| Style | Cape Cod, Colonial |
| Status | Under Contract |
Community Information
| Address | 431 West Wakefield Boulevard |
|---|---|
| Area | N/A |
| City | Winchester |
| County | Litchfield |
| State | Connecticut |
| Zip Code | 06098 |
Amenities
| Parking Spaces | 9 |
|---|---|
| Parking | Barn, Under House Garage, Off Street Parking, Driveway |
| # of Garages | 2 |
| Is Waterfront | Yes |
| Waterfront | Lake, Beach, Dock or Mooring, Water Community, View |
| Has Pool | No |
Interior
| Interior Features | Auto Garage Door Opener, Cable - Available, Central Vacuum, Security System |
|---|---|
| Appliances | Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Dryer |
| Heating | Baseboard, Oil |
| Cooling | Attic Fan, Window Unit |
| Fireplace | Yes |
| # of Fireplaces | 4 |
| Has Basement | Yes |
| Basement | Full, Heated, Garage Access, Interior Access, Liveable Space, Full With Walk-Out |
Exterior
| Exterior | Vinyl Siding |
|---|---|
| Exterior Features | Cabana, Deck, Covered Deck, French Doors |
| Lot Description | Additional Land Avail., Lightly Wooded, Level Lot, Professionally Landscaped, Rolling, Water View |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Per Board of Ed |
Additional Information
| Date Listed | March 25th, 2026 |
|---|---|
| Days on Market | 121 |
| Zoning | HLD |
| RE / Bank Owned | No |
Listing Details
| Office | Berkshire Hathaway NE Prop. |
|---|