Price Reduced 2.60%

$749,000 ($330.68 per sqft)

Est. Mortgage $3,593/mo *

Quick Pre-Approval

Listing courtesy of Elizabeth Stockwell (860) 970-9615, Coldwell Banker Realty (860) 674-0300


Price History

$769,000
4/2/2026

$749,000
4/23/2026


121 West Wakefield Boulevard, Winchester, CT, 06098

121 West Wakefield Boulevard, Winchester, CT, 06098

8 rooms

4 beds

3 Full / 1 Half baths

1996

Colonial

2,265 sqft

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! All furniture and household items included. Ring camera is active on exterior. Additional Tax bill for private waterfront is $523 p/y


Status:

Active

Type:

Single-family residential

Laundry Remarks:

Upper Level

Zoning:

HLD

Garage:

2-car Detached Garage

Heating:

Heat Pump, Hot Air

Cooling:

Central Air

Energy Features:

Programmable Thermostat, Storm Doors, Thermopane Windows

Basement:

Full

Acreage:

1

Est. Taxes:

$10,273

Assessment

$352,170

Lot Description:

Rear Lot,Lightly Wooded,Sloping Lot

Waterfront:

Yes

Elementary School:

Per Board of Ed

High School:

Per Board of Ed

Days on Market:

32

Appliances:

Cook Top, Microwave, Refrigerator, Dishwasher, Washer, Dryer

MLS #:

24159801


Community Info

School Info

Walk Score

Mass Transit

Yelp

Copyright ©2026 SmartMLS, Inc.