36 Smith Hollow Drive, Edgartown MA 02539

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.

Listing Courtesy of Sandpiper Realty

DETAILS

Mls Id
43627
Status
Active
Bedrooms
6
Full Baths
2
Half Baths
1
Appliances
Stove: Yes, Washer: Yes
Water Source
Well
Flooring
hardwood, carpet, tile
Year Built
1985
Exterior Features
Garden, Deck, Covenants, Beach Access - Public
Other Structures
Detached garage with insulated loft space above. 16' x 16' garden shed in the backyard.
Parking Features
Yes
Sewer
Septic Tank
Heating
Gas/FHW
Basement
Large walkout basement with a fourth bedroom.
Utilities
Cable
Lot Features
expansive
Interior Features
Ins,OSh,WdStove, 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.
Furnished
Unfurnished
Zoning
R60
Listing Updated
Friday, October 3, 2025 at 5:13 PM