14 Hillside Ave, Winchester, MA 01890

Winchester
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
14 Hillside Ave,Winchester, MA 01890
$2,380,000
  • 4 Beds
  • 5 Baths
  • 3,881 sq. ft.
  • Single family
  • Active
Listed by: rebecca huang
Office: william raveis r.e. & home services
MLS#:73541163
Source:MLSPIN

Price summary

  • Price:$2,380,000
  • Price per sq. ft.:$613.24

About this home

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.

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Home facts

  • Year built:1870
  • Listing ID #:73541163
  • Updated:June 29, 2026 at 10:49 AM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:5
  • Full bathrooms:4
  • Half bathrooms:1
  • Rooms Total:9
  • Flooring:Hardwood, Vinyl
  • Kitchen Description:Dishwasher, Disposal, Oven, Range, Refrigerator
  • Basement Description:Finished, Full
  • Living area:3,881 sq. ft.

Heating and cooling

  • Cooling:2 Cooling Zones, Central Air, Heat Pump
  • Heating:Central, Electric
  • Central air:Yes

Structure and exterior

  • Year built:1870
  • Building area:3,881 sq. ft.
  • Lot area:0.28 Acres
  • Architectural Style:Colonial, Italianate, Victorian
  • Exterior Features:Deck
  • Foundation Description:Stone

Schools

  • High school:Winchester Hs
  • Middle school:Mccall Middle
  • Elementary school:Lincoln

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$2,380,000
  • Price per sq. ft.:$613.24
  • Tax amount:$16,639 (2025)

Features and amenities

  • Appliances:Dishwasher, Disposal, Range, Refrigerator
  • Laundry features:Electric Dryer Hookup, First Floor, Washer Hookup
  • Amenities:Wine Cellar

Parking

  • Total parking spaces:10
  • Parking description:Detached, Off Street, Paved Drive
  • Garage:Yes
  • Garage spaces:1
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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