New
$1,749,000
4 bd · 2.5 ba · 3,757 sqft · 12,489 sqft lot
85 High St, Winchester, MA 01890
Single family · Built 1931 · $466/sqft ·
$10,196/mo est. payment
- Garage
- 2 cars
Flood factor 1/10
About this home
Discover the possibilities to make your home, Yours. Classic Colonial nestled within one of Winchester's most desirable neighborhoods, offering timeless architecture, exceptional flexibility, within a rare 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.
Facts and features
Other Rooms
- Total Rooms: 12
- Basement Features: Full, Partially Finished, Walk-Out Access, Interior Entry, Bulkhead, Sump Pump, Concrete
- Family Room Dimensions: 17' x 16'
- Living Room Dimensions: 24' x 14'
- Family Room Sqft: 272
- Living Room Sqft: 336
- Family Room Level: First
- Living Room Level: First
Appliances
- Water heater
- Oven
- Dishwasher
- Disposal
- Range
- Refrigerator
- Washer
- Dryer
Bedrooms
- Bedrooms: 4
- Primary Bedroom Dimensions: 23' x 12'
- Bedroom 2 Dimensions: 15' x 9'
- Bedroom 3 Dimensions: 14' x 12'
- Bedroom 4 Dimensions: 14' x 10'
- Bedroom 5 Dimensions: 19' x 13'
- Primary Bedroom Sqft: 276
- Bedroom 2 Sqft: 135
Bathrooms
- Total Bathrooms: 2.5
- Full Bathrooms: 2
- 1/2 Bathrooms: 1
- Bathroom 1 Dimensions: 8' x 6'
- Bathroom 2 Dimensions: 8' x 6'
- Bathroom 3 Dimensions: 13' x 7'
- Bathroom 1 Sqft: 48
- Bathroom 2 Sqft: 48
Interior Features
- Dining area
- Breakfast bar / nook
- Foyer
- Bonus room
- Flooring: Tile, Hardwood, Flooring - Hardwood, Laminate
- Window Features: Screens
Heating and Cooling
- Cooling Features: Central Air
- Fireplace Features: Living Room
- Heating Features: Steam, Natural Gas
- Heating: Yes
- Number of Fireplaces: 1
Kitchen and Dining
- Dining Room Dimensions: 13' x 14'
- Dining Room Features: Flooring - Hardwood
- Dining Room Level: First
- Dining Room Sqft: 182
- Kitchen Dimensions: 11' x 11'
- Kitchen Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Recessed Lighting
- Kitchen Level: First
- Kitchen Sqft: 121
Exterior and Lot Features
- Patio
- Rain gutters
- Professional landscaping
- Sprinkler system
- Screens
- Fenced yard
- Fencing: Fenced/Enclosed, Fenced
- Patio And Porch Features: Patio
Schools
- 10
Ambrose Elementary School
elementary · K-5 · 0.3 mi
- 9
McCall Middle School
middle · 6-8 · 1.5 mi
- 10
Winchester High School
high · 9-12 · 1.7 mi
New Covenant School
elementary · K-5 · 1.5 mi
- 9
Vinson-Owen Elementary School
elementary · K-5 · 0.8 mi
- 9
Lynch Elementary School
elementary · K-5 · 1.4 mi
Price history
- Nov 5, 2026 · Price Changed$1,749,000
- Oct 30, 2026 · Listing Removed$1,899,000
- Oct 30, 2026 · Listed$1,899,000
- Sep 30, 2026 · Price Changed$1,899,000
- Aug 19, 2026 · Listed$1,999,000
- Jul 28, 1975 · Sold$45,000
Tax history
- 2026$15,894 tax · $1,434,500 assessed
- 2025$15,671 tax · $1,413,100 assessed
- 2023$14,658 tax · $1,366,900 assessed
- 2022$14,350 tax · $1,147,100 assessed
- 2021$13,380 tax · $1,042,900 assessed
- 2020$12,743 tax · $1,028,500 assessed
- 2019$11,887 tax · $981,600 assessed
- 2018$11,690 tax · $959,000 assessed
Home value
$1,880,500
- Cotality$1,880,500
- Quantarium$1,835,131
- Collateral Analytics$1,979,000
Where it is
Listed by Catherine Albiani · Better Homes and Gardens Real Estate The Shanahan Group · MLSPIN
