85 High St
$1,999,000
4
Beds
2/1
Baths
3,757
Sqft
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$1,999,000
4
Beds
2/1
Baths
3,757
Living Area
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Property Description
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.
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Highlights
- Cooling: Central Air
- Parking Spots: 6
- Property Type: Single Family Residence
- Total Rooms: 12
- Status: Active
- Heating: Steam, Natural Gas
- Property Class: Residential
- Style: Colonial
- Year Built: 1931
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Additional Details
- Appliances: Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
- Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced Yard
- Flooring: Tile, Hardwood, Flooring - Hardwood, Laminate
- Interior Features: Dining Area, Breakfast Bar / Nook, Foyer, Bonus Room
- Road Frontage Type: Public
- SqFt Source: Public Record
- Year Built Source: Public Records
- Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Bulkhead, Sump Pump, Concrete
- Fireplaces: 1
- Foundation: Stone
- Lot Features: Corner Lot, Level
- Roof: Shingle
- Year Built Details: Approximate
- Zoning: Rdb
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Amenities
- Community Features: Public Transportation, Tennis Court(s), Park, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station
- Parking Features: Detached, Garage Door Opener, Heated Garage, Storage, Off Street, Paved
- Covered Parking Spaces: 2
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Utilities
- Electric: Circuit Breakers, 200+ Amp Service, Other (See Remarks)
- Water Source: Public
- Sewer: Public Sewer
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Fees / Taxes
- Assessed Value: $1,413,100
- Taxes: $15,671
- Tax Year: 2025
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Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records.
Listing information provided courtesy of Better Homes and Gardens Real Estate - The Shanahan Group.
MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.