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

36 Smith Hollow Dr

Edgartown - Edgartown, MA ID #73472940

Property Description

Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer's porch is thoughtfully sited to ensure privacy and independence, complete with its own driveway and parking. The detached garage, with a loft above, adds even more versatility—ideal for storage or future finished space. Situated on one of the largest parcels in the Smith Hollow Association, the property enjoys a tranquil, park-like setting. With direct access to the bike path at the end of the road, you're just minutes from Edgartown and all down-island amenities. More than just a house—this is a place to call home.

Additional Details

  • Status: ACT
  • Type: Single Family, Single Family Residence
  • Area: Edgartown
  • Zip Code: 02539
  • Taxes: 5,249
  • Acres: 1.70

Parking

  • Garage: 2
  • Garage Capacity: 8
  • Parking: Detached, Storage, Insulated, Off Street
  • Parking Spaces: 8

Rooms/Dimensions

  • Total Rooms: 11

Location

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36 Smith Hollow Dr, Edgartown, MA

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Content © 2026 MLS Property Information Network, Inc.
The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Katie Donahue & Rachel Serwa Group of Sandpiper Realty, Inc.. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.