431 West Wakefield Boulevard, Winchester, Connecticut

$2,199,000

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9

Beds

6

Baths

7,000

Square feet

3.00

Acres

About 431 West Wakefield Boulevard

LOCAL NEWS JUST ANNOUNCED THAT WINSTED WAS 1 OF THE MOST DESIRABLE TOWNS TO LIVE WITH EMPHASIS ON BEAUTIFUL HIGHLAND LAKE. This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating, jet skiing, swimming, and fishing right from your private dock, or simply unwind along the shoreline. As winter settles in, the lake becomes a playground for ice fishing, skating, and cozy fireside gatherings, making this a year-round sanctuary. With luxury finishes, a gourmet kitchen, and custom craftsmanship in the main home, plus a charming guest bungalow, this property is ideal for hosting family, friends, or even guests. Zoned for a bed and breakfast and featuring an extra subdividable lot, the estate also holds exciting potential for income generation or expansion. Whether you're envisioning a private retreat, an upscale B&B, or future development with a subdividable lot, this versatile property is the perfect setting for those seeking a dynamic, all-season lake life.

Features of 431 West Wakefield Boulevard

MLS® # 24042374
Price $2,199,000
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 Active

Community Information

Address 431 West Wakefield Boulevard
Area N/A
City Winchester
County Litchfield
State Connecticut
Zip Code 06098

Amenities

Features Thermopane Windows
Parking Spaces 9
Parking Barn, Under House Garage, Paved, 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 None
Fireplace Yes
# of Fireplaces 4
Has Basement Yes
Basement Full, Heated, Fully Finished, Garage Access, Cooled, Interior Access, Walk-out

Exterior

Exterior Vinyl Siding
Lot Description Additional Land Avail., Lightly Wooded, Level Lot, Professionally Landscaped, Rolling, Water View
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Batcheller
Middle Pearson
High Gilbert

Additional Information

Date Listed August 28th, 2024
Days on Market 398
Zoning HL
RE / Bank Owned No

Listing Details

OfficeBerkshire Hathaway NE Prop.

Listing Map

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Listing information last updated on October 21st, 2025 at 10:35am EDT.