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36 Smith Hollow Dr, Edgartown, MA

Edgartown · MA 02539

$1,900,000
Price
5
Beds
2.5
Baths
2836
Sq. ft.

Overview

Property type: Single Family
Year built: Built in 1985
Lot size: 1.7 Acres Lot
Price per square foot: $700 / Sq.Ft
Parking: 2 Garage Spaces
Heating & cooling: Heat, Electric, Window AC

About this home

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.

Neighborhood & Transit

Edgartown

36 Smith Hollow Dr, Edgartown · MA 02539

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

No subway or commuter rail stations within 0.5 mile.

Price Insight

Days on Market:
268 days
Listing Price:
$1,985,000
Price per Sq.Ft:
$700
Tax Assessment:
$2,116,700 in 2026
Taxes:
$437 / Monthly

Home Facts

Interior Features

Bedrooms
5
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,836 Sq.Ft
Broker Disclosure about Living Area
Main House: 2,020sq.ft., Guest House 816sq.ft. Main house lower level semi-finished.
Kitchen
Unknown
Primary Bedroom
Unknown
Laundry
Unknown
Living levels
Unknown
Rooms
11
Above grade area
2836
Flooring
Unknown
Lead paint
Unknown

Utilities

Heating Type
Electric Baseboard, Unit Control
Heating Zone
Unknown
Cooling
Window AC, Wall AC
Cooling Zones
Unknown
Water
Private Water
Sewer
Private Sewerage
Electric Features
Unknown

Exterior Features

Lot Size
74,052 Sq.Ft
Lot Description
Cleared, Gentle Slope, Level
Exterior Features
Guest House, Outdoor Shower, Deck - Wood, Storage Shed

Parking

Garage Parking
2 Parking Spaces, Detached, Insulated, Storage
Off Street Parking
None, Off-Street

Construction Details

Construction Type
Post & Beam
Siding
Unknown
Roof
Asphalt/Fiberglass Shingles

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Listing information

Listing agent
Katie Donahue & Rachel Serwa G
Listing office
Sandpiper Realty, Inc.
MLS PIN #
73472940
Disclosure
Main House: 2,020sq.ft., Guest House 816sq.ft. Main house lower level semi-finished.