Edgartown, MA 02539 36 Smith Hollow Drive

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Presented By: Katie Donahue with Sandpiper Realty - 508-627-3737
  • MLS# 43627
  • 09/13/2025
  • Request Tour
  • Request Info
  • Beds • 6
  • Full/Half Baths • 2 / 1
  • SQFT • 2,836

Home Details

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.
Presented By: Katie Donahue with Sandpiper Realty - 508-627-3737

Interior Features for 36 Smith Hollow Drive

Bedrooms

Total Bedrooms6

Bathrooms

Half Baths1

Other Interior Features

BasementLarge walkout basement with a fourth bedroom.
Fireplace Featureswood burning stove
Fireplace Y/NNo
Flooringhardwood, carpet, tile
Furnished Y/NUnfurnished
Interior AmenitiesIns, 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, w

General for 36 Smith Hollow Drive

AppliancesStove: Yes, Washer: Yes
Assoc Fee Paid PerAnnually
Association Fee IncludesRoad and common land maintenance
Building Area UnitsSquare Feet
CityEdgartown
Full Baths2
HOA Fee$450
HeatingGFHW
Lot Size Square Feet74052
MLS Area2
ModificationTimestamp2025-10-03T10:13:24.143Z
Other StructuresDetached garage with insulated loft space above. 16' x 16' garden shed in the backyard.
Property SubtypeMulti Family
Property TypeMulti Family
SewerSeptic Tank
Standard StatusActive
StatusA
Tax Annual Amount4700
Tax Assessed Value1317900
Tax Lot2.21
Tax Year2025
TaxOtherAnnualAssessmentAmount455800
Total Rooms11
UtilitiesCbl
ViewNone, Res
Year Built1985
ZoningR60

Exterior for 36 Smith Hollow Drive

Building Area Total2836
Exterior AmenitiesGarden, Deck, Cov, PubBch
Frontage TypeNone
Lot Featuresexpansive
Lot Size Acres1.7
Lot Size Area1.7
Parking FeaturesYes
Water SourceWell

Additional Details

Price History

Leslie Floyd

Principal Broker | Realtor®, ABR®, CRS®, SRS, RSPS
Price $1,985,000
MLS#43627
List Date 09/13/2025
Property Type Multi-Family
Phone 508.221.4643
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