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$1,850,000

Listing Price

4beds

2baths

3,092sqft

15,703sqft lot

1 Overlook Way, Winchester, MA 01890

Member Features

Find Real Estate Bargain!

  • 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

591.52

Price / sqft

1941

Year built

Home Details

Welcome to One Overlook Way in Winchester. This spacious 4+ bedroom center-entrance Colonial is tucked away on a short cul-de-sac off High Street, in a premier location close to Ambrose Elementary School and the Winchester Country Club. The foyer opens to a thoughtfully designed floor plan with wonderful flow for everyday living and entertaining. The generously sized eat-in kitchen features stone countertops and stainless steel appliances and connects to the beautiful dining room. The kitchen also opens naturally into the cozy family room - with gas fireplace, custom built-ins and access to the back and side yard, the family room will be well utilized! A larger front-to-back living room with fireplace and box windows is located off the foyer and is complemented by an adjoining oversized library or playroom. Upstairs, the spacious primary suite offers a private bath with double vanity, full shower and great closet space. Three additional bedrooms feature hardwood floors, generous closets and access to a shared full bath. The third-floor bonus space provides flexible room for guests, a home office or storage. The finished lower level adds even more usable space, with a fireplace and room for exercise, hobbies or relaxation. Enjoy the outdoors in this large, level yard with established plantings, brick patio and plenty of space to entertain. There is a two-car garage plus 300+sf of unfinished space above the garage. Please ask the agent for more information. This home truly has

Interior Details

Square Feet
  • 3092

Bedrooms
  • 4

Bathrooms
  • 2

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Hot Water

Cooling
  • Has Cooling:

    No

  • Cooling Type:

    N/A

Fuel
  • Has Fuel:

    Yes

  • Fuel Type:

    Gas

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
  • 15703

Water
  • No

Sewer
  • No

Parking
  • Type:

    N/A

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    N/A

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

$14,336

$628,900

$528,200

--%

$1,157,100

2019

$13,116

$554,900

$528,200

--%

$1,083,100

2018

$12,768

$534,600

$512,800

--%

$1,047,400

2017

$12,621

$534,600

$493,200

--%

$1,027,800

2016

$11,138

$476,300

$477,300

--%

$953,600

2014

$10,161

$360,700

$441,900

--%

$802,600

2013

$10,087

$360,700

$429,200

--%

$789,900

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Average Home Price in 01890

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$2,143,555

3 Beds

3.5 Baths

3,484 Sqft

20,194 Lot (sqft)

Sold 10/06/2026

$1,719,802

4 Beds

3 Baths

3,271 Sqft

20,399 Lot (sqft)

Sold 10/06/2026

$1,850,000

4 Beds

2 Baths

3,092 Sqft

15,703 Lot (sqft)

Sold 09/23/2026

$1,880,947

3 Beds

2 Baths

2,691 Sqft

10,406 Lot (sqft)

Sold 10/06/2026

$1,466,890

4 Beds

2.5 Baths

3,380 Sqft

10,398 Lot (sqft)

Sold 10/05/2026

$1,724,155

6 Beds

4 Baths

2,853 Sqft

9,065 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
1,850,000
$
Down payment
370,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
11,100
$
HOA (Monthly)
0
$
PMI
0
$
$11,975
Your Payment
Total Monthly Payment:$11,975
Percent of Income:205%
Affordable:No

Details for 1 OVERLOOK WAY

Property Debt

Foreclosure Contact Details