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121 West Wakefield Boulevard, Winchester, CT 06098

Single Family For Sale

$749,000
$331/sqft
121 West Wakefield Boulevard, Winchester, CT
Active
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4
Bedrooms
4
Bathrooms
2,265
Sq Ft
1
Acres
1996
Year Built

About This Home

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!

Listed by Elizabeth Stockwell (860) 970-9615 with Coldwell Banker Realty (860) 674-0300

Listing Snapshot

Price $749,000 Days on Our Site 40 days
Property Tax $10,273/yr Style Colonial
Year Built 1996 Total Sq Ft 2,265
Lot Size 1 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 3
Total Rooms 8 Half Baths 1

Key Features

Appliances
  • Cook Top
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Balcony
  • Lake
Nearby
  • Commuter Bus

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Detached Garage

Systems & Utilities

Heat Heat Pump, Hot Air
Fuel Electric, Oil
Cooling Central Air
Hot Water Domestic
Water Public Water Connected
Sewer Public Sewer In Street

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $856/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Apr 23, 2026 Price Reduced $749,000
Apr 2, 2026 Listed $769,000

Frequently Asked Questions

How much does 121 West Wakefield Boulevard in Winchester, CT cost?
This property is listed at $749,000, which works out to $331 per square foot.
How many bedrooms does 121 West Wakefield Boulevard have?
This home has 4 bedrooms and 4 bathrooms.
What is the square footage of 121 West Wakefield Boulevard?
The home is 2,265 square feet, situated on 1 acres.
When was 121 West Wakefield Boulevard in Winchester built?
This property was built in 1996.
Is 121 West Wakefield Boulevard, Winchester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 121 West Wakefield Boulevard, Winchester in?
This home is served by the Winchester public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 121 West Wakefield Boulevard, Winchester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Elizabeth Stockwell · (860) 970-9615

Coldwell Banker Realty · (860) 674-0300

MLS# 24159801 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Apr 26, 2026 11:40 PM UTC