Sold Jun 14, 2026$2,072,500
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Active
276 High Street
Winchester, MA 01890
Offered at$2,195,000
Residential · Active · MLS #73496396
Listing Courtesy of Compass | Kim Covino & Co. Team
5Bedrooms
4Bathrooms
5,006Square feet
1992Year built
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MLS PIN data
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!
Property information
Details at a glance
Interior
- Rooms
- 11
- Heating
- Forced Air, Oil
- Cooling
- Central Air, Dual
- Flooring
- Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
- Fireplaces
- 1
Building
- Style
- Single Family Residence
- Year built
- 1992
- Garage
- 3
- Parking
- 9
- Foundation
- Concrete Perimeter
- Roof
- Shingle
Land & utilities
- Lot size
- 0.46 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- RDA
Financial
- Annual taxes
- $23,217
- Assessment year
- 2025
Listing history
Price and status timeline
- Ter
$2,299,000 · Jul 14, 2025
- Ter
$2,399,000 · Mar 24, 2025
- Exp
$2,750,000 · Oct 14, 2023
Property value estimate
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Comparable sales
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Condition signals
Overall presentationabove average
Generated from listing photography; not a substitute for an inspection.
Local market context
How this home compares in Winchester
MetricThis propertyWinchester
List price$2,195,000$1,549,00042% above local
Price / sq ft$438$56522% below local
Days on market15051194% above local
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
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Common questions
About 276 High Street
Can I schedule a private showing?
Yes. Request a tour of 276 High Street and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.