121 W Wakefield Boulevard, Winchester, CT 06098 (MLS # 24159801)

Price $749,000
Status Active
Beds 4
Baths 3.5 Baths
Home size 2,265 sqft
Lot Size 43,560 sqft
Days on Market 80
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 Type(s): Single Family
Last Updated 4/23/2026 Year Built 1996
Garage Spaces 2.0 County Litchfield

SCHOOLS

Elementary School Per Board of Ed
High School Per Board of Ed

Price History

Prior to Apr 23, '26 $769,000
Apr 23, '26 - Today $749,000

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
BASEMENT Full, Yes
CONSTRUCTION Frame, Vinyl Siding
EXTERIOR Balcony
FIREPLACE Yes
GARAGE Yes
HEAT Electric, Forced Air, Heat Pump, Oil
LOT 1 acre(s)
LOT DESCRIPTION Sloped, Waterfront
STYLE Colonial
TAXES 10273
WATER Public
WATERFRONT Yes
WATERFRONT DESCRIPTION Lake
ZONING HLD

Location

 

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