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Custom-built ~6,000 sq ft Colonial estate offering 5 bedrooms, 4.5 bathrooms, and panoramic hilltop views on over an acre of beautifully landscaped grounds. Ideally located on the desirable West Side of Winchester, just minutes from Vinson-Owen Elementary School and with convenient access to Boston, Cambridge, and Lexington.This impeccably maintained residence features a gourmet chef's kitchen with high-end appliances, oversized center island, walk-in pantry, and dining area that opens to a spacious family room with a gas fireplace and custom millwork. The main level also includes formal living and dining rooms, a private study, and an oversized mudroom with direct access to the attached three-car garage. The second level offers a luxurious primary suite with a spa-like ensuite bath, three additional bedrooms, a laundry room, and multiple well-appointed bathrooms. The finished walk-up third level serves as an ideal guest retreat or bonus living space, complete with a bedroom, full bathroom, and additional lounge area. The home offers multiple living and dining areas, a fully equipped laundry room, and abundant natural light throughout. Outside, enjoy a private patio overlooking the expansive backyard-perfect for outdoor dining, entertaining, or relaxing. Short- and long-term rentals available. Offered fully furnished or unfurnished. All utilities included.

More Info

Basic Information

  • Mls StatusActive
  • Parcel Number 901766
  • Rent Includes Heat, Hot Water, Electricity, Gas, Water, Snow Removal, Extra Storage

School Information

  • Elementary SchoolVinson Owen
  • High SchoolWinchester
  • High School Winchester
  • Junior HighMccall

Parking

  • Covered Spaces 3
  • Garage YN Yes
  • Parking Spaces10

Rooms

  • Bathroom5
  • Bathrooms Total Decimal 4.5
  • Bedrooms5
  • Full Bath4
  • Half Baths1

Basic Information

  • Date Available08/15/2026
  • List Price$15,000
  • MLS Number73510929
  • Modification Date08/01/2026
  • Property SubTypeSingle Family Residence

Location

  • Address186 Ridge Street
  • Building Number186
  • CountyMiddlesex
  • StateMA
  • StreetRidge Street
  • TownWinchester
  • Zip01890

Building

  • Building Area Units Square Feet
  • Entry Level 1
  • FireplaceYes
  • Fireplaces Total 1
  • Garage Spaces3
  • Patio And Porch Features Porch, Patio
  • Rooms12
  • Year Built2020
  • Year Built Details Actual

Exterior

  • Exterior Features Porch, Patio

Utilities

  • Cooling YN Yes
  • Heat SystemYes
  • Heating Natural Gas, Central, Forced Air

Property Information

  • Building Area Source Other
  • Living Area 5,820
  • Lot Size Square Feet 43,560
  • Lot Size Units Acres
  • Square Feet5,820

Amenities

  • Appliances IncludedRange, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Other AmenitiesFireplace
  • PetsYes w/ Restrictions

Other

  • Date Listed05/01/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Anzor Sidamonidze of Skylight Real Estate,LLC

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