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$2,300,000

Listing Price

3beds

2.5baths

3,881sqft

12,057sqft lot

14 Hillside Ave, 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

362.13

Price / sqft

1870

Year built

Home Details

Fully gutted in 2026, this exceptional Winchester home offers the perfect blend of luxury, craftsmanship, and location. Featuring a brand-new roof, upgraded 400-amp electrical service, designer kitchen, beautifully renovated baths, and HVAC systems and all-new finishes throughout. First floor featuring wide open large living & dinning area with a family room. 2nd floor featuring (3) main bedroom with full baths suites. The stunning finished lower level includes a custom wine cellar and recreation area, and flexible rooms perfect for a home office, gym, media room, or guest accommodations.. Ideally located just minutes from Winchester's highly rated schools, town center, parks, dining, and commuter routes. this is a rare opportunity in one of Winchester's most sought-after neighborhoods.

Interior Details

Square Feet
  • 3881

Bedrooms
  • 3

Bathrooms
  • 2.5

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Hot Water

Cooling
  • Has Cooling:

    Yes

  • 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
  • 12057

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

$13,852

$663,000

$455,000

--%

$1,118,000

2019

$12,496

$576,900

$455,000

--%

$1,031,900

2018

$12,080

$549,300

$441,700

--%

$991,000

2017

$11,843

$549,300

$415,100

--%

$964,400

2016

$11,033

$549,300

$395,300

--%

$944,600

2014

$9,932

$417,600

$366,900

--%

$784,500

2013

$9,880

$417,600

$356,100

--%

$773,700

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Average Home Price in 01890

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$2,526,068

8 Beds

3 Baths

4,068 Sqft

10,576 Lot (sqft)

Sold 08/20/2026

$2,799,000

5 Beds

5 Baths

4,263 Sqft

10,685 Lot (sqft)

Sold 09/29/2026

$2,822,382

4 Beds

3.5 Baths

3,977 Sqft

13,120 Lot (sqft)

Sold 10/06/2026

$1,613,204

4 Beds

2.5 Baths

3,343 Sqft

5,724 Lot (sqft)

Sold 10/06/2026

$2,034,600

4 Beds

3 Baths

3,475 Sqft

15,246 Lot (sqft)

Sold 10/06/2026

$2,250,000

4 Beds

3 Baths

4,210 Sqft

13,347 Lot (sqft)

Sold 10/06/2026

$3,599,000

5 Beds

5 Baths

4,084 Sqft

71,613 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
2,300,000
$
Down payment
460,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
13,800
$
HOA (Monthly)
0
$
PMI
0
$
$14,888
Your Payment
Total Monthly Payment:$14,888
Percent of Income:255%
Affordable:No

Details for 14 HILLSIDE AVE

Property Debt

Foreclosure Contact Details