Highland Pond Lakefront Property

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121 West Wakefield Boulevard
Winchester, CT 06098

Property

$769,000

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Off-the-water

Single Family: Colonial
rooms, 4 bed, 3 full baths, 1 half baths
Litchfield County
Color:
Fireplaces: 1

Discover unparalleled Highland Lake living with this exceptional 1.00-acre retreat, boasting 50 feet of direct lake frontage and a newly renovated dock/deck. Enjoy breathtaking water views from your sunroom, dining room, and multiple bedrooms within this versatile 4/5 bedroom home. A unique first-floor suite with a separate exterior entrance offers ideal flexibility as a main-floor master or in-law accommodation. The upper-level primary suite boasts a private balcony perfect for savoring morning coffee while overlooking the shimmering lake. Entertain effortlessly in the large private backyard space, complete with an expansive 2 tier deck and built-in fire pit. Recent major upgrades ensure worry free enjoyment, including a high-efficiency HVAC (2024), new roof (2022), new siding, exterior doors, added insulation, two remodeled baths, full interior paint, and newer carpet throughout. Extensive landscaping has been completed, including new front railings, leveling and removal of several large trees. Previously a successful Airbnb, this property offers abundant parking, a two-car garage, and dual laundry facilities. Embrace all seasons on Highland Lake - from summer boating and fishing, lake is stocked with trout and bass for fishing enthusiasts, to winter ice skating/fishing. Your lakeside dream awaits!

Property Information

Approx. Living Area: 2265 sq. ft.
Garage/Parking: 2, Detached Garage
Approx. Acres: 1
Driveway:

Room Details:

Living Room, Main level: Balcony/Deck,Fireplace
Dining Room, Main level: Bay/Bow Window
Primary Bedroom, Upper level: Full Bath,Interior Balcony,Sliders,Walk-In Closet,Hardwood Floor
Bedroom, Upper level:
Bedroom, Upper level:
Bedroom, Upper level:
Other, Main level: Wet Bar,Full Bath,Hardwood Floor

Features

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Other Property Information

Year Built: 1996, Public Records

Tax Information

Assessed Value: $352,170
Taxes: $10,273
Parcel: 2329656

Listed by Elizabeth Stockwell of Coldwell Banker Realty

CTMLS # 24159801

Connecticut State MLS data last updated on Sunday, April 5, 2026 at 10:50 AM

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