36 Smith Hollow Dr

Edgartown, MA 02539
  • $1,985,000

    Price
  • 4

    Bed
  • 3

    Bath
  • 2,836

    SqFt

About the Listing AN9490 - TM362163

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 Highlights

Status Active
Days on Site 16
Property Type Residential
MLS ® 73472940
Year Built 1985
Total Square Footage 2,836
Lot/Acreage 1.7
County Dukes

Interior Details

  • Bedrooms: 4
  • Bathrooms: 2 Full / 1 Half
  • Appliances:
  • Air Cond: Window Unit(s),Wall Unit(s)
  • Heating: Baseboard,Natural Gas
  • Fireplaces: 0
  • Floor:
  • Above Ground Sq Ft:
  • Below Ground Sq Ft: n/a
  • Basement:
  • Other:
  • Water: Private

Exterior Details

  • Lot Description: Cleared,Gentle Sloping,Level
  • Garage Capacity: 2 car
  • Parking Spaces: 8
  • Zoning: R60
  • Roof: Shingle
  • Others: Deck - Wood,Storage,Guest House,Outdoor Shower
  • Sewer: Private Sewer
  • Parking Features: Detached,Storage,Insulated,Off Street,Parking Spaces: 8

Financial Details

  • Tax Amount: $5,249
  • Taxes w/Assessments: $2,116,700
  • Tax/Property ID: M:0011 B:0002 L:21,3768520
  • Tax Year: 2026

Payment Calculator

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Questions About..

36 Smith Hollow Dr Edgartown, MA 02539

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Originating MLS: MLS Property Information Network

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