85 High St, Winchester MA 01890

Winchester, MA 01890
$1,999,000
Est. $11,614/month
4
Beds
2.5
Baths
3,757
Sq Ft
$532
Price/Sq Ft
0.29
Acres
1931
Year Built
2
Garage Spaces
9 hours 6 minutes
Time on Market
For Sale Open House Listed Aug 19, 2026 • MLS# 73565817 Copied! • Updated Aug 19, 2026

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Open House Schedule

20
Aug
Thursday, August 20
5:00 PM - 6:00 PM EDT

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.

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Property History

Property Timeline

🏠
Listed for Sale
Aug 19, 2026
$1,999,000
Original listing
Agent: Catherine Albiani Office: Better Homes and Gardens Real Estate - The Shanahan Group

Tax History

Year Taxes Assessment
2025 $15,671 $1,413,100

Financial Details

Annual Property Tax
$15,671
Tax Year 2025
Assessed Value
$1,413,100

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1931
Living Area 3,757 sq ft
Lot Size 0.29 acres
Bedrooms 4
Full Baths 2
Half Baths 1
Total Rooms 12

Interior

Heating Steam, Natural Gas
Cooling Central Air
Flooring Tile, Hardwood, Flooring - Hardwood, Laminate
Appliances Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement Full, Partially Finished, Walk-out Access, Interior Entry, Bulkhead, Sump Pump, Concrete
Laundry Second Floor, Electric Dryer Hookup, Washer Hookup
Features Dining Area, Breakfast Bar / Nook, Foyer, Bonus Room

Exterior

Construction None
Architecture Colonial
Roof Shingle
Features Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced Yard
Pool None
Spa None
Fencing Fenced/enclosed, Fenced
Patio/Porch Patio
Garage Spaces 2
Has Garage Yes
Features Detached, Garage Door Opener, Heated Garage, Storage, Off Street, Paved
Total Spaces 6
Electric Circuit Breakers, 200+ Amp Service, Other (see Remarks)
Water Public
Sewer Public Sewer
Gas None
Other For Electric Range, For Electric Dryer, Washer Hookup
Annual Tax $15,671
Assessed Value $1,413,100
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures Home Has A Generator For The Entire House. Home Gym Photo, 3rd Floor Bedroom Photo And Fire In Fp Are All Virtually Staged.
Possession None
Accepted Financing None
Structure Type []
House Color Yellow
Sq Ft Source Public Record
Sq Ft Disclosures FP for marketing purposes only. Buyer/BA to perform due dilligence
Documents None
County Middlesex

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1931
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
3,757 sq ft
Total Rooms
12

Floor Layout

Interior Features

Flooring: Tile, Hardwood, Flooring - Hardwood, Laminate
Appliances: Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
Interior Features: Dining Area, Breakfast Bar / Nook, Foyer, Bonus Room
Windows: Screens
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Bulkhead, Sump Pump, Concrete
Laundry: Second Floor, Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 1931
Structure Type:
Exterior Materials:
Roof: Shingle
Foundation: Stone

Heating, Cooling & Utilities

Heating: Steam, Natural Gas
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced Yard
Patio & Porch: Patio
Fencing: Fenced/Enclosed, Fenced
Other Structures:
Lot Features: Corner Lot, Level
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 6
Parking Features: Detached, Garage Door Opener, Heated Garage, Storage, Off Street, Paved

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Community Amenities: Public Transportation, Tennis Court(s), Park, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station

Nearby Schools

School information not available for this location.

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,306
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

85 High St, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Catherine Albiani
Listing Office Better Homes and Gardens Real Estate - The Shanahan Group
Office Phone 781-729-9030
Agent MLS ID B9500742
Office MLS ID AN0122
Listing Data Updated Aug 19, 2026 4:28 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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