REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.

In-PersonVirtual Tour

Shomari Lewis

shomari.lewis@engelvoelkers.com +1(401) 864-1786

$ 1,985,000

Est. payment -/mo

Save

Pending

36 Smith Hollow Dr Edgartown, MA 02539

5 Beds

2.5 Baths

2,836 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Pending

Purchase Type For Sale

Square Footage 2,836 sqft

Price per Sqft $699

MLS Listing ID 73472940

Style Saltbox

Bedrooms 5

Full Baths 2

Half Baths 1

HOA Y/N false

Year Built 1985

Annual Tax Amount $5,249

Tax Year 2026

Lot Size 1.700 Acres

Acres 1.7

Property Sub-Type Single Family Residence

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 one-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.

Location

State MA

County Dukes

Area Edgartown

Zoning R60

Direction No drive-bys, owners in residence.

Rooms

Basement Full, Partially Finished, Walk-Out Access, Interior Entry

Interior

Heating Baseboard, Natural Gas

Cooling Window Unit(s), Wall Unit(s)

Exterior

Exterior Feature Deck - Wood, Storage, Guest House, Outdoor Shower

Garage Spaces 2.0

Roof Type Shingle

Total Parking Spaces 10

Garage Yes

Building

Lot Description Cleared, Gentle Sloping, Level

Foundation Concrete Perimeter

Sewer Private Sewer

Water Private

Architectural Style Saltbox

Others

Senior Community false

Listed by Sandpiper Realty, Inc.

NEARBY SCHOOLS & PROPERTIES

Shomari Lewis

Advisor | License ID: 9574211

+1(401) 864-1786

GET MORE INFORMATION