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
$2,199,000
- 9 Beds
- 6 Baths
- 7,000 sq. ft.
- Single family
- Active
Listed by:lisa ogren
Office:berkshire hathaway ne prop.
MLS#:24042374
Source:CT
Price summary
- Price:$2,199,000
- Price per sq. ft.:$314.14
About this home
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.
Contact an agent
Home facts
- Year built:2002
- Listing Id #:24042374
- Added:351 day(s) ago
- Updated:July 11, 2025 at 03:46 AM
Rooms and interior
- Bedrooms:9
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Living area:7,000 sq. ft.
Heating and cooling
- Heating:Baseboard
Structure and exterior
- Roof:Asphalt Shingle
- Year built:2002
- Building area:7,000 sq. ft.
- Lot area:3 Acres
Schools
- High school:Gilbert
- Middle school:Pearson
- Elementary school:Batcheller
Utilities
- Water:Private Well
Finances and disclosures
- Price:$2,199,000
- Price per sq. ft.:$314.14
- Tax amount:$24,184 (July 2025-June 2026)
New listings near 431 West Wakefield Boulevard
- New$1,149,000Active3 beds 3 baths2,097 sq. ft.
674 East Wakefield Boulevard, Winchester, CT 06098
MLS# 24118799Listed by: Smith & DeGroat Real Estate - $299,900Pending6 beds 2 baths2,160 sq. ft.
131 Willow Street, Winchester, CT 06098
MLS# 24118230Listed by: Northwest CT Realty - New$175,000Active2 beds 2 baths992 sq. ft.
45 Riveredge Drive #45, Winchester, CT 06098
MLS# 24116507Listed by: The Buyer's Representative LLC - $250,000Pending1 beds 1 baths1,168 sq. ft.
233 Grantville Road, Winchester, CT 06098
MLS# 24116333Listed by: Northwest CT Realty - $625,000Active5 beds 3 baths3,404 sq. ft.
441 Platt Hill Road, Winchester, CT 06098
MLS# 24116093Listed by: Northwest CT Realty - Open Sun, 1 to 2pm$449,900Active4 beds 2 baths2,239 sq. ft.
51 Pratt Street, Winchester, CT 06098
MLS# 24116007Listed by: The Gonzalez Property Group - $245,000Pending2 beds 2 baths1,352 sq. ft.
174 Wallens Street #APT D3, Winchester, CT 06098
MLS# 24115484Listed by: Berkshire Hathaway NE Prop. - $375,000Active3 beds -- baths3,660 sq. ft.
57 Main Street, Winchester, CT 06098
MLS# 24112807Listed by: Regall Realty, LLC - $259,900Active3 beds 1 baths1,334 sq. ft.
22 Curtice Street, Winchester, CT 06098
MLS# 24113695Listed by: Complete Real Estate - $314,900Pending3 beds 2 baths1,616 sq. ft.
107 Old North Road, Winchester, CT 06098
MLS# 24111733Listed by: Century 21 AllPoints Realty