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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.

FIRST FLOOR DESCRIPTION
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.

SECOND FLOOR DESCRIPTION
Three bedrooms with a shared full bathroom.

BASEMENT DESCRIPTION
Large walkout basement with a fourth bedroom.

OTHER BUILDINGS
Detached garage with insulated loft space above. 16' x 16' garden shed in the backyard.

SECOND DWELLING
E/Sd

PARKING
Yes

Multi Family
Edgartown
36 Smith Hollow Drive
$1,985,000.00

LINK ID: 43627
Bedrooms: 6
Baths: 2
Half Baths: 1
Rooms: 11
Living Space: 2836
Acreage: 1.7000
Water Frontage: None

TO INQUIRE ABOUT THIS LISTING CLICK HERE.

Outdoor Spaces: Garden, Deck, Covenants, Beach Access - Public,
Features: Ins,OSh,WdStove
Year Built: 1985
Second Dwelling: E/Sd
Zoning: R60
Water: Well
Sewer: Septic Tank
Lead Paint: Unknown
Heat: GFHW
Fireplaces: wood burning stove
Yard Type: expansive
Flooring: hardwood, carpet, tile
Stove: Yes
Washer: Yes
TV: Cable
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ALISAN LOHAN-CONWAY PROPERTIES MARTHA'S VINEYARD
Martha's Vineyard Real Estate Sales and Rentals

PO Box 2670, Edgartown, MA 02539
Phone: 508.627.1858 Fax: 508.696.7648

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