121 West Wakefield Boulevard, Winchester, Connecticut

$679,000

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4

Beds

4

Baths

2,265

Square feet

1.00

Acre

About 121 West Wakefield Boulevard

PRICE REDUCTION !! 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!

Features of 121 West Wakefield Boulevard

MLS® # 24159801
Price $679,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,265
Acres 1.00
Type Single Family For Sale
Style Colonial
Status Under Contract

Community Information

Address 121 West Wakefield Boulevard
Area N/A
City Winchester
County Litchfield
State Connecticut
Zip Code 06098

Amenities

Features Programmable Thermostat, Storm Doors, Thermopane Windows
Parking Detached Garage
# of Garages 2
Is Waterfront Yes
Waterfront Lake
Has Pool No

Interior

Appliances Cook Top, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Heating Heat Pump, Hot Air, Electric, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Full

Exterior

Exterior Vinyl Siding
Exterior Features Balcony
Lot Description Rear Lot, Lightly Wooded, Sloping Lot
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed April 2nd, 2026
Days on Market 103
Zoning HLD
RE / Bank Owned No

Listing Details

OfficeColdwell Banker Realty

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Listing information last updated on September 10th, 2026 at 1:42pm EDT.