Residence photography unavailable
01 / 12
For Sale

276 High Street, Winchester MA 01890

Winchester, MA 01890

$2.19M
5 BD · 4 BA · 5,006 sf · 0.46 ac · Built 1992
The residence

Discover this beautiful home with all the space you've been looking for! Set on a private half-acre lot in a serene cul-de-sac near the Winchester/Lexington border. This residence offers unparalleled privacy & is surrounded by nature. This home includes 5 bedrooms, 3.5 bathrooms & an oversized 3 car garage! The spacious grounds feature delightful front & back yards, a generous deck, & a charming gazebo, all beside Whipple Hill & Smith Pond w/ miles of walking trails nearby! Inside you will find a thoughtfully designed floor plan for every day living & entertaining featuring a sunken living room, sunny home office, lovely formal dining room & oversized family kitchen w dining area showcasing walls of windows overlooking the stunning rear yard & an adjacent family room w/ wood burning fireplace. The oversized primary suite incudes a walk in closet & spacious bath. Just 7 miles from Boston, Winchester is known for top-rated schools & great quality of life. Don't miss this fabulous home!

At a glance
Property type
Single Family Residence
Status
Active
Year built
1992
Lot size
0.46 acres
Living area
5,006 sf
MLS#
91aae954e7f29ea60e608b86bc46eb8a
Beds · Baths
5 · 4
Location

Winchester, MA.

Winchester, Massachusetts, is a market our advisors follow closely — its streets, housing stock and setting each shape what a residence here is worth and how it lives day to day. We are glad to walk you through the locale in detail, and how this particular address sits within it.

Estimated Monthly Payment+
$11K/mo
Approximate · principal & interest only
Display Currency
$2.19M

Indicative conversion — settlement always in USD.

Private Showing

Arrange a viewing.

A senior advisor will reply personally to coordinate access at a time that suits you. All inquiries are held in confidence.

Submitted in confidence to the listing advisor. By submitting, you consent to be contacted by SZ INC. Realty at the number and email provided, including by call and text; message and data rates may apply, and consent is not a condition of any purchase or lease. See our Privacy Policy.

Listing courtesy of Compass · MLSPIN

MLS Property Information Network.The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

Listings updated Oct 8, 2026

Fair Housing