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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.

More Info

Basic Information

  • Mls StatusNew
  • Parcel Number M:005 B:0269 L:0,895722
  • Rent Includes Laundry Facilities, Parking

School Information

  • Elementary SchoolLincoln
  • High SchoolWinchester
  • High School Winchester Hs
  • Junior HighMccall Middle

Parking

  • Covered Spaces 1
  • Garage YN Yes
  • Parking Spaces10

Rooms

  • Bathroom5
  • Bathroom 1 Second
  • Bathroom 2 Second
  • Bathroom 3 Second
  • Bathrooms Total Decimal 4.5
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Basement
  • Bedroom 5 First
  • Bedrooms4
  • Dining Room First
  • Family Room First
  • Full Bath4
  • Half Baths1
  • Kitchen First
  • Living Room First
  • Master Bedroom Second

Basic Information

  • Date Available11/01/2026
  • List Price$12,000
  • MLS Number73586332
  • Modification Date10/03/2026
  • Property SubTypeSingle Family Residence

Location

  • Address14 Hillside Avenue
  • Building Number14
  • CountyMiddlesex
  • StateMA
  • StreetHillside Avenue
  • TownWinchester
  • Zip01890

Building

  • Building Area Units Square Feet
  • Entry Level 1
  • FireplaceYes
  • Fireplaces Total 2
  • Garage Spaces1
  • Patio And Porch Features Deck
  • Rooms9
  • Year Built1870
  • Year Built Details Actual, Approximate

Interior

  • Interior Features Bonus Room, Wine Cellar

Exterior

  • Exterior Features Deck

Property Information

  • Building Area Source Owner
  • Living Area 3,881
  • Lot Size Square Feet 12,057
  • Lot Size Units Acres
  • Square Feet3,881

Amenities

  • Appliances IncludedRange, Oven, Dishwasher, Disposal, Refrigerator
  • Other AmenitiesFireplace
  • PetsYes w/ Restrictions

Other

  • Date Listed10/03/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Rebecca Huang of William Raveis R.E. & Home Services

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