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121 West Wakefield Boulevard, 
Winchester, CT 06098

$769,000


4

Beds


4

Baths


2,265

Sq Ft


Single Family

Coming Soon

(860) 674-0300

Last updated:

April 2, 2026, 04:41 PM

MLS#

24159801

Source:

CT

Company Logo

About This Home

121 West Wakefield Boulevard

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!

Home Facts

Single Family

4 Baths

4 Bedrooms

Built in 1996

Price Summary

769,000

$339 per Sq. Ft.

MLS #:

24159801

Last Updated:

April 2, 2026, 04:41 PM

Added:

20 hour(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

2,265 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,265 Sq. Ft.

Year Built:

1996


Lot

Lot Size (Sq. Ft):

43,560


Finances & Disclosures

Finances

Price:

$769,000

Price per Sq. Ft:

$339 per Sq. Ft.

121 West Wakefield Boulevard
Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.