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Property Description
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
Heating System:
Baseboard
Cooling System:
Attic Fan, Window Unit
Basement:
Full, Full With Walk-out, Garage Access, Heated, Interior Access, Liveable Space
Appliances Included:
Dishwasher, Disposal, Microwave, Oven/range, Refrigerator, Dryer
Driveway Type:
Crushed Stone, Paved, Private
Foundation Type:
Concrete
Heat Fuel Type:
Oil
Exterior Features:
Cabana, Deck, French Doors, Covered Deck
Exterior Siding:
Vinyl Siding
Interior Features:
Cable – Available, Auto Garage Door Opener, Security System, Central Vacuum
Fireplaces Total:
4
Parking Total Spaces:
9
Hot Water Description:
Domestic, Oil
Lot Description:
Lightly Wooded, Level Lot, Rolling, Professionally Landscaped, Water View, Additional Land Avail.
Water Source:
Private Well
Address Map
Street:
Wakefield
Street Number:
431
Floor Number:
0
Longitude:
W74° 54′ 14”
Latitude:
N41° 54′ 15”
Street Dir Prefix:
West
MLS Addon
Office Name:
Berkshire Hathaway NE Prop.
Agent Name:
Lisa Ogren
List Agent MLSID:
OGRENL
List Office MLSID:
BHHS03
Tax Year:
July 2025-June 2026
Directions:
GPS Friendly
Elementary School:
Per Board of Ed
High School:
Per Board of Ed
HOA Fee Amount:
$0
Parcel Number:
924886
Property Tax:
$24,184
Zoning:
HLD

Single Family For Sale

431 Wakefield, Winchester, 06098

9 Bedrooms
5 Bathrooms
7,000 Sqft
$1,850,000
Listing ID #24159989
Basic Details
Property Type :
Single Family For Sale
Listing Type :
For Sale
Listing ID :
24159989
Price :
$1,850,000
Bedrooms :
9
Baths Total :
6
Bathrooms :
5
Half Bathrooms :
1
Square Footage :
7,000 Sqft
Year Built :
2002
Lot Area :
3 Acre
City:
Winchester
Zipcode:
06098
Style :
Cape Cod,Colonial
Agent info
RE/MAX Right Choice
43 South Main Street, Newtown CT 06470
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A full-time agent with RE/MAX for 18 years. Marketing Business Degree WCSU. Volunteer Danbury Hospital. RE/MAX Executive Club. Read More…