USAMAWinchester85 High St
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New
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$1,999,000

For Sale

4 days ago

85 High St, Winchester, MA

House

MLS® 73565817

4 Bed

3 Bath

3757 sqft

6 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3757 sqft
Garage Yes
Taxes $15,671
Days Active 4
Lot Size 0.29 Acres
Approx. Age 1931
Avg. Price Per Sqft $532
MLS® Number 73565817

Property Address: 85 High St, Winchester, MA, 01890-3330

Average square foot calculated using Size range provided by listing agent.

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.
MLS® Number73565817
Laundry LevelSecond Floor
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age1931
BasementFull, Partially Finished, Walk-Out Access, Interior Entry, Bulkhead, Sump Pump, Concrete
DrivewayDetached, Garage Door Opener, Heated Garage, Storage, Off Street, Paved
Garage Spaces
HeatSteam, Natural Gas
A/CCentral Air

Extras

Rooms

Change to metres

Kitchen:First Floor11 × 11 ft
Dining Room:First Floor14 × 13 ft
Bedroom 3:Second Floor12 × 14 ft
Bathroom 1:First Floor6 × 8 ft
Bedroom 5:Third Floor13 × 19 ft
Master Bedroom:Second Floor12 × 23 ft
Bedroom 4:Second Floor10 × 14 ft
Bedroom 2:Second Floor9 × 15 ft
Master Bathroom:Not available
Bathroom 3:Second Floor7 × 13 ft
Living Room:First Floor14 × 24 ft
Family Room:First Floor16 × 17 ft
Bathroom 2:Second Floor6 × 8 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Aug 19, 2026List Date
$1,999,000List Price

Home Appraisal

This property is estimated to sell between: $1,793,000 and $2,102,000.
Similar properties in this area sold on average for: $1,793,500
Expected to sell in 17 days. Similar properties sold in 21 days. This home has been on eXp Realty for 4 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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Starting Address
Destination Address
85 High St, Winchester, MA

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