$1,850,000

431 West Wakefield Boulevard, Winchester, CT 06098

  • 9 beds |
  • 6 baths |
  • 7,000 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2002
  • Property Lot Size Icon3acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $264/sqft
  • Property List Date Icon Listed 3 days ago

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.

Listing Status:
Active
Date Added:
March 25, 2026
Data Last Updated:
March 28, 2026 at 8:50PM
Listing Office:
Berkshire Hathaway NE Prop. : (860) 677-7321
Listing Agent:
Lisa Ogren : (860) 416-2085
MLS ID:
24159989
  • General: Auto Garage Door OpenerCable - AvailableCentral VacuumSecurity System
  • Rooms: Bonus Room
  • Appliances: Oven/RangeMicrowaveRefrigeratorDishwasherDisposalDryer
  • Laundry: Lower Level
  • Basement: FullHeatedGarage AccessInterior AccessLiveable SpaceFull With Walk-Out
  • A/C: Attic FanWindow Unit
  • Heating: BaseboardOil
  • Fireplace: Fireplaces: 4
  • General: CabanaDeckCovered DeckFrench Doors
  • Style: Cape CodColonial
  • Parking: Parking spaces: 9
  • Roofing: Asphalt Shingle
  • County: Litchfield
  • Driveway: PrivatePavedCrushed Stone
  • Zoning: HLD924886
  • Water: Private Well
  • Sewer: Public Sewer Connected

This listing courtesy of Lisa Ogren , Berkshire Hathaway NE Prop.

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

B

Batcheller Early Learning Center

201 Pratt St, Winsted, CT, 06098

Grades PK-2

1.34 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.