





































276 High Street, Winchester MA 01890
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!
Open House Schedule
Facts & Features
Property Overview
Interior Features
Exterior & Structure
Lot & Land
Parking & Garage
Utilities & Systems
Community & HOA
Financial & Tax Information
Additional Details
Location
Neighborhood
Cox Road / High St Extension neighborhood
276 High Street, Winchester MA 01890
Winchester, MA 01890
Walkability
Schools
Monthly Payment Calculator
Payment Breakdown
Property History
Market Insights
Property Timeline
Price Reduced
Sep 25, 2025Listed for Sale
Jul 15, 2025Date | Event | Price | Change | $/sqft | Details |
---|---|---|---|---|---|
09/25/2025 | ↓ Price Reduced | $2,299,000 | $51,000 | - | From $2,350,000 to $2,299,000 (-2.2%) |
07/15/2025 | 🏠 Listed for Sale | $2,350,000 | - | - | Original listing |