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$1,899,000

Listing Price

4beds

2baths

3,757sqft

12,489sqft lot

85 High St, Winchester, MA 01890

Member Features

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  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Off Market

Single Family

Home type

532.07

Price / sqft

1931

Year built

Home Details

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.

Interior Details

Square Feet
  • 3757

Bedrooms
  • 4

Bathrooms
  • 2

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Steam

Cooling
  • Has Cooling:

    No

  • Cooling Type:

    N/A

Fuel
  • Has Fuel:

    Yes

  • Fuel Type:

    Oil

Basement
  • Has Basement:

    No

  • Basement Type:

    Unfinished

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    N/A

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 12489

Water
  • No

Sewer
  • No

Parking
  • Type:

    Garage, Detached

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    0

Deck
  • N/A

Patio
  • N/A

Fence
  • N/A

Pool
  • N/A

Porch
  • N/A

Stoop
  • N/A

Breezeway
  • N/A

Construction Details

Number of Stories
  • 2

Style
  • Colonial

Exterior
  • Wood Siding

Foundation
  • N/A

Roof
  • Gable

Roofing Material
  • Asphalt

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$12,743

$486,400

$542,100

--%

$1,028,500

2019

$11,887

$439,500

$542,100

--%

$981,600

2018

$11,690

$431,700

$527,300

--%

$959,000

2017

$11,414

$431,700

$497,800

--%

$929,500

2016

$10,441

$410,800

$483,100

--%

$893,900

2014

$10,432

$373,500

$450,500

--%

$824,000

2013

$9,429

$299,700

$438,700

--%

$738,400

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Average Home Price in 01890

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$1,466,890

4 Beds

2.5 Baths

3,380 Sqft

10,398 Lot (sqft)

Sold 10/05/2026

$1,850,000

4 Beds

2 Baths

3,604 Sqft

15,703 Lot (sqft)

Sold 09/23/2026

$1,719,802

4 Beds

3 Baths

3,271 Sqft

20,399 Lot (sqft)

Sold 10/06/2026

$2,143,555

3 Beds

3.5 Baths

3,484 Sqft

20,194 Lot (sqft)

Sold 10/06/2026

$2,200,000

4 Beds

4 Baths

3,611 Sqft

25,835 Lot (sqft)

Sold 09/29/2026

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Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
1,899,000
$
Down payment
379,800
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
11,394
$
HOA (Monthly)
0
$
PMI
0
$
$12,293
Your Payment
Total Monthly Payment:$12,293
Percent of Income:211%
Affordable:No

Details for 85 HIGH ST

Property Debt

Foreclosure Contact Details