508-693-9100


Multi Family Home For Sale in Edgartown #43627

Rooms/BR Baths SqF Lot size Price
11/6 2/1 2,836 1.70 AC $1,985,000

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.

Floor 1: The large three-season porch leads to the mudroom, which flows into the open-concept kitchen featuring a walk-in pantry and an adjacent dining area. The spacious living room, with a wall of windows, overlooks the large backyard and offers access to the deck. A half bath with laundry completes this level.

Floor 2: Three bedrooms with a shared full bathroom.

Basement: Large walkout basement with a fourth bedroom.

Other Buildings:

Second Dwelling: ESd

Lot: expansive


36 Smith Hollow Drive, Edgartown MA 02539

Additional public info

  • Listing ID: 43627
  • Year Built: 1985
  • Flooring:
  • Foundation:
  • Water: Well
  • Heating: GFHW
  • Kitchen amenities

    Stove / Oven

    Indoor amenities

    Washer / Dryer

    Outdoor amenities

    Deck Outdoor Shower