Date
Details
Price
Change
Source
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.
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$1,850,000
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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.
Full Property Details
Full Property Details for 431 W Wakefield Blvd
General
- Price: $1,850,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24159989
- Updated: 3/26/2026
- Added to Site: 17 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: $829,080
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 924886
Listed by Berkshire Hathaway NE Prop., Lisa Ogren
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 431 W Wakefield Blvd —
Lisa Ogren
Berkshire Hathaway NE Prop.
Agent Contact: (860) 416-2085 Office Contact: (860) 677-7321
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 431 W Wakefield Blvd
School District:Winchester School District
| Name | Grades | Distance |
|---|---|---|
Batcheller Early Education Center 201 Pratt Street, Winsted, CT 06098 | PK-2 | 1.3 mi |
Pearson Middle School 2 Wetmore Avenue, Winsted, CT 06098 | 3-6 | 2.1 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
Tax History
Tax History for 431 W Wakefield Blvd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$24,184
7%
$829,080
—
2023
$22,584
3%
$829,080
—
2023
$21,879
19%
$829,080
51%
2022
$18,447
—
$549,990
—
2021
$18,447
—
$549,990
—
2020
$18,447
—
$549,990
—
2019
$18,447
—
$549,990
—
2018
$18,447
2%
$549,990
2%
2017
$18,029
—
$537,530
—
2016
$17,951
3%
$535,220
—
2015
$17,502
2%
$535,220
—
2014
$17,079
2%
$535,220
—
2011
$16,699
—
$535,220
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 431 W Wakefield Blvd
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431 West Wakefield Boulevard, Winchester, CT 06098 (MLS# 24159989) is a Single Family property with 9 bedrooms, 5 full bathrooms and 1 partial bathroom. 431 West Wakefield Boulevard is currently listed for $1,850,000 and was received on March 18, 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.