New Listing - 06/24/2026

$2,380,000 ($613.24 per sqft)

Est. Mortgage $11,415/mo *

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Open House Schedule

06/28/2026
1:00 PM to 2:30 PM
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14 Hillside Ave, Winchester, MA, 01890

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9 rooms

4 beds

4 Full / 1 Half baths

1870

Colonial, Victorian, Italianate

3,881 sqft

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. Move-in ready and thoughtfully redesigned for modern living—this is a rare opportunity in one of Winchester's most sought-after neighborhoods.

Status:

Active

Type:

Single-family residential

Laundry Remarks:

First Floor, Electric Dryer Hookup, Washer Hookup

Zoning:

RDB

Garage:

1-car Detached

Heating:

Central, Electric

Cooling:

Central Air, Heat Pump

Basement:

Full, Finished

Parking:

5-car, Detached, Paved Drive, Off Street

Acreage:

0.28

Est. Taxes:

$16,639

Assessment

$1,500,400

Utilities

for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup

Amenities:

Park, Public School

Elementary School:

Lincoln

Middle School:

Mccall Middle

High School:

Winchester Hs

Appliances:

Electric Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator

MLS #:

73541163

Community Info

School Info

Walk Score

Mass Transit

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Open House Schedule

14 Hillside Ave, Winchester, MA, 01890

Community Info

School Info

Walk Score

Mass Transit

Yelp

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14 Hillside Ave, Winchester, MA, 01890

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