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.
Sold for $1,215,000
$1,215,000
435/434 West Wakefield Boulevard, Winchester, CT 06098
8beds
5,231sqft
Single Family Residence
Built in 1930
1.51 Acres Lot
$1,278,600 Zestimate®
$232/sqft
$7,918 Estimated rent
Home value
$1,278,600
$1.09M - $1.50M
$7,918/mo
Zestimate® history
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List your homeWhat's special
Water frontageCozy fireplaceCharming lakeside cottageCovered front porchHigh ceilingsWrap-around deckSummer porch
Zillow last checked:
Listing updated:
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#: 24047556
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry, Workshop
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 & HOA
Community
- Features: Golf, Lake, Library, Medical Facilities, Park
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $232/sqft
- Tax assessed value: $1,157,800
- Annual tax amount: $33,773
- Date on market: 9/18/2024
Price history
| Date | Event | Price |
|---|---|---|
| 9/15/2025 | Listing removed | $1,299,999$249/sqft |
Source:  Berkshire Hathaway HomeServices New England Properties #24047556 Report a problem | ||
| 9/15/2025 | Pending sale | $1,299,999+7%$249/sqft |
Source:  Smart MLS #24047556 Report a problem | ||
| 9/10/2025 | Sold | $1,215,000-6.5%$232/sqft |
Source: Smart MLS #24047556 Report a problem | ||
| 8/1/2025 | Contingent | $1,299,999$249/sqft |
Source: Berkshire Hathaway HomeServices New England Properties #24047556 Report a problem | ||
| 7/2/2025 | Price change | $1,299,999-7.1%$249/sqft |
Source: Smart MLS #24047556 Report a problem | ||
| 5/14/2025 | Price change | $1,400,000-6.7%$268/sqft |
Source: Smart MLS #24047556 Report a problem | ||
| 2/25/2025 | Price change | $1,500,000-6.3%$287/sqft |
Source: Smart MLS #24047556 Report a problem | ||
| 1/15/2025 | Price change | $1,600,000-5.9%$306/sqft |
Source: Smart MLS #24047556 Report a problem | ||
| 9/27/2024 | Listed for sale | $1,700,000$325/sqft |
Source: Smart MLS #24047556 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: 06098
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Nearby schools
GreatSchools rating
- NABatcheller Early Education CenterGrades: PK-2Distance: 1.4 mi
- NAPearson AcademyGrades: Distance: 2.1 mi
- 6/10Pearson Middle SchoolGrades: 2-6Distance: 2.1 mi
Schools provided by the listing agent
- Elementary: Harry P. Hinsdale
- Middle: Pearson
- High: Gilbert
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Litchfield County
- Winchester
- 06098
- 435/434 West Wakefield Boulevard
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