431 West Wakefield Boulevard
Winchester, CT, 06098 $ 1,850,000
Bedrooms9 Baths5.1 Sq 7,000 Monthly Estimate*
$ 11,391
for $1,850,000 with 9 bedrooms and 5 full baths, 1 half bath. This 7,000 square foot home was built in 2002 on a lot size of 3.
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.
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FeaturesGeneralZoning HLD
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 3
Directions GPS Friendly
High School Per Board of Ed
City Winchester
Elementary School Per Board of Ed
Sq Ft Total 7000
DOM 34
Year Built 2002
Style Cape Cod Colonial
Year Built Source Public Records
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InteriorCooling System Attic Fan Window Unit
Total Rooms 12
Basement Description Full Heated Garage Access Interior Access Liveable Space Full With Walk-Out
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ExteriorWater Source Private Well
Lot Description Additional Land Avail. Lightly Wooded Level Lot Professionally Landscaped Rolling Water View
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* Excluded FeaturesList ByBerkshire Hathaway Ne Prop.Broker
lisaogren@bhhsne.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $11,391
- Monthly Property Taxes
- $2,015
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Winchester, CT
Average List Price $608,097
Percent of Sale Price 67%
About Winchester, CT 11,188 Population
5% Since 2002
$ 59,013 Median Income
45.79 Median Age
21% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/25/2026 | $1,850,000 | | Listed Price |