85 High St Winchester, MA 01890
Winchester AreaEstimated payment $11,915/month
Highlights
- Medical Services
- Custom Closet System
- Landscaped Professionally
- Ambrose Elementary School Rated A
- Colonial Architecture
- Property is near public transit and schools
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.
Listing Agent
Better Homes and Gardens Real Estate - The Shanahan Group Listed on: 08/19/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $15,671
Year Built
- Built in 1931
Lot Details
- 12,489 Sq Ft Lot
- Fenced Yard
- Landscaped Professionally
- Corner Lot
- Level Lot
- Sprinkler System
- Property is zoned RDB
Parking
- 2 Car Detached Garage
- Parking Storage or Cabinetry
- Heated Garage
- Garage Door Opener
- 4 Open Parking Spaces
- Off-Street Parking
Home Design
- Colonial Architecture
- Stone Foundation
- Shingle Roof
Interior Spaces
- Recessed Lighting
- Window Screens
- Entrance Foyer
- Living Room with Fireplace
- Dining Area
- Bonus Room
Kitchen
- Breakfast Bar
- Oven
- Range
- Dishwasher
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Wall to Wall Carpet
- Laminate
- Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary bedroom located on second floor
- Custom Closet System
- Walk-In Closet
- Double Vanity
- Bathtub with Shower
- Separate Shower
Laundry
- Laundry on upper level
- Dryer
- Washer
Partially Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Sump Pump
Outdoor Features
- Bulkhead
- Patio
- Rain Gutters
Location
- Property is near public transit and schools
Schools
- Ambrose Elementary School
- Mccall Middle School
- WHS High School
Utilities
- Central Air
- Heating System Uses Natural Gas
- Heating System Uses Steam
- 200+ Amp Service
- Water Heater
Listing and Financial Details
- Assessor Parcel Number M:021 B:0086 L:0,900221
Community Details
Overview
- No Home Owners Association
- Near Conservation Area
Amenities
- Medical Services
Recreation
- Tennis Courts
- Park
- Bike Trail
Map
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $157 | $1,413,100 | $764,300 | $648,800 |
| 2024 | $15,487 | $1,366,900 | $764,300 | $602,600 |
| 2023 | $14,658 | $1,242,200 | $660,100 | $582,100 |
| 2022 | $14,350 | $1,147,100 | $590,600 | $556,500 |
| 2021 | $7,415 | $1,042,900 | $486,400 | $556,500 |
| 2020 | $12,743 | $1,028,500 | $486,400 | $542,100 |
| 2019 | $11,887 | $981,600 | $439,500 | $542,100 |
| 2018 | $11,725 | $959,000 | $431,700 | $527,300 |
| 2017 | $6,862 | $929,500 | $431,700 | $497,800 |
| 2016 | $10,441 | $893,900 | $410,800 | $483,100 |
| 2015 | $10,184 | $838,900 | $373,500 | $465,400 |
| 2014 | $10,432 | $824,000 | $373,500 | $450,500 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/19/2026 08/19/26 | For Sale | $1,999,000 | -- | $532 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73565817
APN: WINC-000021-000086
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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
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