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$1,850,000
15 Days On Site

431 West Wakefield Boulevard
Winchester, CT 06098

For Sale|Single Family Residence|Active
9
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
5,530
SqFt
$335
/SqFt
2002
Built
County:
Litchfield
Listing courtesy of Lisa Ogren of Berkshire Hathaway NE Prop. Office Phone: (860) 677-7321 Broker Contact: (860) 416-2085

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1-860-573-4349
431 West Wakefield Boulevard431 West Wakefield Boulevard431 West Wakefield Boulevard431 West Wakefield Boulevard
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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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Listing Snapshot
Price 
$1,850,000
Days On Site 
15 Days
Bedrooms 
9
Inside Area (SqFt) 
5,530 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
3 Acres
Year Built 
2002
MLS® Number 
24159989
Status 
Active
Property Tax 
$24,184
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
2 weeks agoListing first seen on site
General Features
Acres 
3
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
GravelPavedOff StreetGarage Door OpenerPrivateDriveway
Parking Spaces 
9
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
SqFt Total 
7000
Style 
Cape CodColonial
Water Source 
Well
Zoning 
HLD
Interior Features
Appliances 
DishwasherDisposalDryerMicrowaveRangeOvenRefrigerator
Basement 
FullWalk-Out Access
Cooling 
Window Unit(s)Attic Fan
Fireplace 
Yes
Fireplaces 
4
Heating 
OilBaseboard
Interior 
Central Vacuum
Bedroom 
Dimensions - 12 x 23Level - UpperFeatures - Ceiling Fan(s)
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Exterior Features
Construction Details 
Vinyl SidingFrame
Exterior 
Dock
Lot Features 
LevelRolling SlopeWaterfront
Patio And Porch 
Deck
Roof 
Asphalt
View 
Water
Waterfront 
Yes
Waterfront Features 
Beach FrontLake
Waterview 
Water
Windows/Doors 
French Doors
Schools
School District
Unknown
Elementary School
Per Board of Ed
Middle School
Unknown
High School
Per Board of Ed
Listing courtesy of Lisa Ogren of Berkshire Hathaway NE Prop. Office Phone: (860) 677-7321 Broker Contact: (860) 416-2085



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Last checked: 2026-04-10 11:04 AM UTC.

Neighborhood & Commute
Source: Walkscore
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