Sold Jun 15, 2026$2,000,000
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Active
85 High St
Winchester, MA 01890
Offered at$1,999,000
Residential · Active · MLS #73565817
Listing Courtesy of Better Homes and Gardens Real Estate - The Shanahan Group | Catherine Albiani
4Bedrooms
3Bathrooms
3,757Square feet
1931Year built
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MLS PIN data
About this home
Classic Colonial nestled within one of Winchester’s most desirable neighborhoods, offering timeless architecture, exceptional flexibility, and an enviable setting. The first floor features an updated kitchen with slider to the scenic rear yard and oversized brick patio, casual den, half bath, formal dining room, and gracious living room with fireplace and classic built-ins. Double doors lead to a spectacular all-season porch, perfectly positioned for effortless entertaining indoors or out. The second floor offers four corner bedrooms, including a spacious primary suite with double closets, ensuite bath, and convenient laundry. The walk-up third floor invites endless possibilities with an additional bedroom and abundant closet space. Approximately 500 square feet of finished lower-level flex space provides room for a home gym, teen retreat, playroom, or office. Outside, a private, level yard offers ample space for gardens, play, and entertaining, with a generous brick patio for relaxing and gathering. The two-car heated garage features a full walk-up second floor, ideal for storage or future finishing as a studio, office, or home-away-from-home retreat. Simply a beautiful home in an exceptional location—ready to be loved from day one.
Property information
Details at a glance
Interior
- Rooms
- 12
- Heating
- Steam, Natural Gas
- Cooling
- Central Air
- Flooring
- Tile, Hardwood, Flooring - Hardwood, Laminate
- Fireplaces
- 1
Building
- Style
- Single Family Residence
- Year built
- 1931
- Garage
- 2
- Parking
- 6
- Foundation
- Stone
- Roof
- Shingle
Land & utilities
- Lot size
- 0.29 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- RDB
Financial
- Annual taxes
- $15,671
- Assessment year
- 2025
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
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Overall presentationexcellent
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Local market context
How this home compares in Winchester
MetricThis propertyWinchester
List price$1,999,000$1,549,00029% above local
Price / sq ft$532$5656% below local
Days on market155171% below local
Active city listing statistics from MLS PIN as of September 5, 2026. Asking prices are not completed-sale values.
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About 85 High St
Can I schedule a private showing?
Yes. Request a tour of 85 High St and a Bean Group agent will help coordinate an available time with the listing side.
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