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Sold for $1,215,000 on 09/10/25
  • $1,215,000

    435/434 West Wakefield Boulevard, Winchester, CT 06098

    8beds
    5,231sqft
    Single Family Residence
    Built in 1930
    1.51 Acres Lot
    $1,224,300 Zestimate®
    $232/sqft
    $-- Estimated rent

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    What's special

    Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.51 acres of combined land, the property includes a large barn/garage capable of housing multiple cars, boats, & equipment. The main home boasts generously sized rooms w/ high ceilings, offering an open, airy feel throughout. The kitchen has been updated w/ hardwood cabinets, featuring updated appliances, a spacious eat-in area, & an oversized island perfect for meal prep & entertaining. The rest of the main floor is ideal for hosting guests, w/ expansive windows providing stunning views of Highland Lake from every angle. Step outside to a covered front porch, where you can take in breathtaking sunrise views over the water. The second floor is home to the huge Primary bedroom, complete w/ a recently remodeled full bath & two walk-in closets. Four additional spacious bedrooms share Jack & Jill bathrooms, & a second-floor summer porch offers a serene spot to enjoy the natural beauty of the lake. The third floor adds even more space, w/ three additional bedrooms & a full bath that could be updated to reflect your needs. Directly on the lake is a 1/4 acre lot w/ 150+/- ft of water frontage, you'll find a charming lakeside cottage that features a cozy fireplace, kitchenette, full bath, & wrap-around deck. Whether you're relaxing on the dock or enjoying the cottage's amenities, this entire property is perfect for experiencing the best of lakefront living. Assessment & taxes reflect both parcels #435 (main house) and #434 (waterfront boat house) being sold together. Land of 1.51 acres is also combined for both parcels.

    Zillow last checked: 8 hours ago

    Listing updated: September 15, 2025 at 09:10am

    Listed by:

    Team HPR of Berkshire Hathaway Homeservices New England Properties,

    Heidi Picard-Ramsay 860-307-0039,

    Berkshire Hathaway NE Prop. 860-489-1772

    Bought with:

    Aidan Bernhardt, RES.0832022

    The Washington Agency

    Source: Smart MLS,MLS#: 24047556MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 8
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Full Bath, Walk-In Closet(s), Hardwood Floor
    • Level: Upper
    Bedroom
    • Features: Jack & Jill Bath, Hardwood Floor
    • Level: Upper
    Bedroom
    • Features: Jack & Jill Bath, Hardwood Floor
    • Level: Upper
    Bedroom
    • Features: Jack & Jill Bath, Hardwood Floor
    • Level: Upper
    Bedroom
    • Features: Jack & Jill Bath, Hardwood Floor
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Dining room
    • Features: Built-in Features, Hardwood Floor
    • Level: Main
    Living room
    • Features: Built-in Features, Gas Log Fireplace, Patio/Terrace, Hardwood Floor
    • Level: Main
    Heating
    • Hot Water, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
    • Laundry: Upper Level, Mud Room
    Features
    • Windows: Thermopane Windows
    • Basement: Crawl Space
    • Attic: Finished,Walk-up
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 5,231
    • Total interior livable area: 5,231 sqft
    • Finished area above ground: 5,231

    Property

    Parking
    • Total spaces: 12
    • Parking features: Barn, Detached, Paved, Off Street, Driveway, Private
    • Garage spaces: 6
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Porch, Patio
    • Exterior features: Balcony, Garden, Stone Wall, Underground Sprinkler
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, Lake, Dock or Mooring
    Lot
    • Size: 1.51 Acres
    • Features: Level
    Details
    • Additional structures: Guest House
    • Parcel number: 924883
    • Zoning: HL

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Shake Siding
    • Foundation: Masonry
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1930

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Well
    Green energy
    • Energy efficient items: Windows

    Community & neighborhood

    Community
    • Community features: Golf, Lake, Library, Medical Facilities, Park
    Location
    • Region: Winsted