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!
Listed by Kim Covino
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Compass
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781-249-3854
Listed by Kim Covino & Co. Team
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Compass
Last updated September 02, 2025
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Source: MLSPin #73404344
Listing Facts
TypeSingle-family
NeighborhoodWest Side
Bedrooms5
Bathrooms4
Days on Prevu56
Taxes$23,217/year
Size5,006 sqft
Price per sqft$469
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Air Conditioning
Parking
Location
Mortgage Calculator
Listing History
07/14/2025
Listed by Compass
$2,350,000
Property Details for 276 High Street
Association
Amenities
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Golf, Bike Path, Highway Access, Public School
Interior Features: Bathroom - Tiled With Shower Stall, Bathroom - Full, Bathroom - With Shower Stall, Recessed Lighting, Closet, Lighting - Overhead, Bathroom, Game Room, Office, Central Vacuum, Walk-up Attic
Measurements
Living Area: 5,006
Living Area Source: Public Record
Rooms
Basement: Full, Finished, Interior Entry
Bathrooms Full: 3
Bathrooms Half: 1
Bathrooms Total Integer: 4
Bedrooms Total: 5
Rooms Total: 11
Other
Environmental
Green Energy Efficient: Thermostat
Location
Subdivision Name: Cox Road / High St Extension Neighborhood
Parking
Parking
Attached Garage: Yes
Covered Spaces: 3
Garage Spaces: 3
Garage: Yes
Open Parking: Yes
Parking Features: Attached, Paved Drive, Off Street
Parking Total: 6
Schools
Elementary School
Elementary School: Vinson Owen
High School
High School: Whs
Middle or Junior School
Middle Or Junior School: Mccall
Utilities
Equipment
Cooling: Central Air, Dual
Has Cooling: Yes
Electric: 200+ Amp Service
Heating: Forced Air, Oil
Has Heating: Yes
Laundry Features: Second Floor, Electric Dryer Hookup, Washer Hookup
Sewer: Public Sewer
Utilities: For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup, Icemaker Connection
Water Source: Public
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