Boston Luxury Condos and Apartments
355 Boylston St / (617) 233-5800

257 High Street

Winchester, MA ID #73426449

Property Description

Spectacular Winchester estate offering over 7000 sf of living space with exceptional privacy and exclusivity on an oversized lot. This grand home spans over three full levels with extraordinary living spaces highlighted by a soaring two-story family room, elegant mahogany library w/ fplc, custom built-ins. The large country kitchen offers commercial grade appliances, w access to glorious deck, mudroom, pantry & oversized 2 car garage. The 2nd floor offers a stunning master w sitting area, marble bath & walk in closet. 3 add'l BR's, all generously sized. The expansive lower level features an inviting screened "Florida room" family space that opens to a bluestone patio with fire pit, overlooking expansive meticulously maintained lawn & an outdoor shower! Additionally in the LL, there is a movie theatre, full kitchen, gym, bedroom, game room w fplc, perfect for ADU/ extended family or for everyday living and entertaining. Must see this fabulous home~ The ultimate home for hosting!

Additional Details

  • Status: ACT
  • Type: Single Family, Single Family Residence
  • Zip Code: 01890
  • Taxes: 26,758
  • Acres: 1.68

Parking

  • Garage: 2
  • Garage Capacity: 2
  • Parking: Attached, Paved Drive, Paved
  • Parking Spaces: 7

Rooms/Dimensions

  • Total Rooms: 16

Location

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257 High Street, Winchester, MA

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The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Kim Covino & Co. Team of Compass. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.