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$1,850,000

  • Sold
  • Closed
  • Single Family
  • 9 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 7,000 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 431 W Wakefield Blvd

General

  • Sold For: $1,850,000
  • Taxes: (July 2026-June 2027)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24159989
  • Added to Site: 207 day(s) ago

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Bonus Room
  • Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 9
  • Primary Bedroom: Primary Bedroom - Bedroom Suite, Ceiling Fan, Full Bath, Walk-In Closet, 16 x 21, Main
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, 11 x 24, Upper
  • Bedroom 3: Bedroom - Ceiling Fan, 12 x 23, Upper
  • Bedroom 4: Bedroom - Ceiling Fan, 12 x 23, Upper
  • Bedroom 5: Bedroom, 12 x 24, Upper
  • Bedroom 6: Bedroom - Ceiling Fan, 13 x 23, Upper
  • Bedroom 7: Bedroom, 14 x 13, Upper
  • Bedroom 8: Bedroom - Ceiling Fan, 15 x 23, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, 46 x 33, Main
  • Family Room: Family Room - Fireplace, Lower
  • Kitchen: Kitchen - Bay/Bow Window, Eating Space, 15 x 24, Main
  • Dining Room: Dining Room - Remodeled, Bay/Bow Window, Built-Ins, Patio/Terrace, 13 x 16, Main
  • Library: Library, 13 x 16, Main
  • Laundry: Lower Level
  • Other Room 1: Other, 11 x 23, Upper

Exterior

  • Exterior Features: Cabana, Deck, Covered Deck, French Doors
  • Color: White

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 9
  • Parking: Barn, Under House Garage, Off Street Parking, Driveway

Location

  • County: Litchfield
  • Driving Directions: GPS Friendly

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Attic Fan, Window Unit
  • Heating Type: Baseboard, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod, Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Heated, Garage Access, Interior Access, Liveable Space, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 7,000
  • Above Ground: 5,530 Sq. Ft.
  • Below Ground: 1,470 Sq. Ft.
  • Year Built: 2002

Lot Features

  • Lot Size (Acres): 3
  • Driveway/Sidewalk: Private, Paved, Crushed Stone
  • Zoning: HLD
  • Lot Description: Additional Land Avail., Lightly Wooded, Level Lot, Professionally Landscaped, Rolling, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Lake, Beach, Dock or Mooring, Water Community, View

Financial Considerations

  • Assessment Amount: $832,720
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 924886

Listed by Berkshire Hathaway NE Prop., Lisa Ogren
Sold by LPT Realty, Annie Simard

Listing agent

— 431 W Wakefield Blvd —

  • Lisa Ogren

    Berkshire Hathaway NE Prop.

Agent Contact: (860) 416-2085 Office Contact: (860) 677-7321

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 431 W Wakefield Blvd

School District:Winchester School District
NameGradesDistance
Batcheller Early Education Center
201 Pratt Street, Winsted, CT 06098
PK-21.3 mi
Pearson Middle School
2 Wetmore Avenue, Winsted, CT 06098
3-62.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 431 W Wakefield Blvd

Date
Details
Price
Change
Source
9/04/2026
Sold
$1,850,000
—
MLS
3/18/2026
Listed
$1,850,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Berkshire Hathaway NE Prop., Lisa Ogren
Sold by LPT Realty, Annie Simard

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431 West Wakefield Boulevard, Winchester, CT 06098 (MLS# 24159989) is a Single Family property that was sold at $1,850,000 on September 04, 2026. Want to learn more about 431 West Wakefield Boulevard? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.