For Sale
276 High Street
Winchester, MA
$2,195,000
5 bd/3.5 ba/5,006 sf
Courtesy of Compass
This home is listed by another brokerage. We can arrange a viewing, and we can represent you as the buyer.
The listing brokerage last updated this record on October 8, 2026.
Photographs

41 photographs from the listing brokerage, shown as they published them.
About this home
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!
The details
- Property type
- Single family
- Bedrooms
- 5
- Bathrooms
- 3.5
- Interior
- 5,006 sq ft
- Lot
- 0.46 acres
- Year built
- 1992
- Price per sq ft
- $438
- Neighborhood
- Cox Road / High St Extension neighborhood
- County
- Middlesex
- Taxes
- $23,217 (2025)
- Heating
- Forced Air · Oil
- Cooling
- Central Air · Dual
- Basement
- Full · Finished · Interior Entry
- Parking
- 9 (3 garage)
- Fireplaces
- 1
- Roof
- Shingle
- Sewer
- Public Sewer
- Water
- Public
- Zoning
- RDA
- Elementary school
- Vinson Owen
- Middle school
- Mccall
- High school
- Whs
- Days on market
- 185
- MLS #
- 73496396
Ask us about this home
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