EXIT Realty, A Smart Move!™
Search Properties
Buy with EXIT
Sell with EXIT
Find an Agent/Office
About
Why EXIT
The Spirit of EXIT
Careers
Offices
Contact Us

431 W Wakefield Boulevard, Winchester, CT 06098

Share Listing

Listing Type
Single Family
Listing Status
active
40
Overview
Features
Commute
Transportation
Market Statistics
Neighborhood
Similar Homes
Similar Home Values
Contact
$2,199,000

Share Listing

Home Details for 431 W Wakefield Boulevard
Price
$2,199,000
Type
Single Family
Bedrooms
9
Total Bathrooms
6
Full Bathrooms
5
Half Bathrooms
1
Year Build
2002
Sq. Ft.
5530
Lot Size
3
County
Litchfield
Total Rooms
12
Garage
2
Basement
Full, Finished, Walk-Out Access
Tax
$24,184
MLS®️ Listing#
24042374
On exitrealty.com
345 days
Property Description
This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating, jet skiing, swimming, and fishing right from your private dock, or simply unwind along the shoreline. As winter settles in, the lake becomes a playground for ice fishing, skating, and cozy fireside gatherings, making this a year-round sanctuary. With luxury finishes, a gourmet kitchen, and custom craftsmanship in the main home, plus a charming guest bungalow, this property is ideal for hosting family, friends, or even guests. Zoned for a bed and breakfast and featuring an extra subdividable lot, the estate also holds exciting potential for income generation or expansion. Whether you're envisioning a private retreat, an upscale B&B, or future development with a subdividable lot, this versatile property is the perfect setting for those seeking a dynamic, all-season lake life.
Property Features
School Information

School Information for 431 W Wakefield Boulevard

Elementary School
Batcheller
Middle School
Pearson
High School
Gilbert
Listing Courtesy: Berkshire Hathaway NE Prop. - 860-677-7321. Presented by: Lisa A. Ogren
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.
Neighborhood Market Statistics

See average values in the proximity of this property

Median Listing Price
Median Days on EXIT Realty®
Median Square Feet
Market statistics compiled from data from SmartMLS.
Neighborhood Homes

See several nearby properties

EXIT REALTY EVERYDAY
154 North St., Bristol, CT 06010
Similar Nearby Homes for Sale

See properties nearby this listing

Similar Nearby Home Values

Compare the values ​​of homes nearby

$2,199,000

Share Listing

EXIT REALTY EVERYDAY
154 North St., Bristol, CT 06010
Request more details
First Name
Last Name
Email
Phone Number
Options
Message (79/500)
By pressing Send, you agree that EXIT Realty offices or agents may contact you via phone/text/email about your inquiry. You also agree to our Terms of Use.