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36 Smith Hollow Dr

Edgartown, MA 02539
  • $1,985,000
  • STATUS: Active
  • MLS #: 73472940
$1,985,000
  • 4
    BEDS
  • 1.7
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,836
    SQFT
  • $700
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1985
County:
Area:

School Ratings & Info

Listing courtesy of Katie Donahue & Rachel Serwa Group of Sandpiper Realty, Inc..

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 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.

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Data last updated 2026-02-13T00:03:53.793.
www.lexirealestate.com/homes/172586361
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36 Smith Hollow Dr Edgartown, MA 02539

  • Price: $1,985,000
  • Status: Active
  • On Site: Days
  • MLS #: 73472940
4
Beds
2
Baths
1
½ Baths
1.7
Acres
2,836
SQFT
$700
$/SQFT
1985
Built
Neighborhood:
Edgartown
County:
Dukes
Area:
Edgartown
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 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.
Exterior Features

Architectural Style Saltbox Attached Garage YN No Carport YN No Construction Materials Post & Beam Covered Spaces 2 Exterior Features Deck - WoodStorageGuest HouseOutdoor Shower Garage YN Yes Lot Features ClearedGentle SlopingLevel Other Structures Guest House Parking Features DetachedStorageInsulatedOff Street Parking Total 8 Patio And Porch Features Deck - Wood Property Attached YN No Road Frontage Type Private Road Roof Shingle Spa YN No Waterfront YN No

Interior Features

Basement FullPartially FinishedWalk-Out AccessInterior Entry Building Area Total 2836 Cooling Window Unit(s)Wall Unit(s) Cooling YN Yes Fireplace YN No Fireplaces Total 0 Foundation Details Concrete Perimeter Heating BaseboardNatural Gas Heating YN Yes Lead Paint None Rooms Total 11

Property Features

Association YN No Home Warranty YN No Property Sub Type Single Family Residence Senior Community YN No Sewer Private Sewer Tax Annual Amount 5249 Tax Year 2026 Water Source Private Year Built Details Actual Zoning R60

Listing information © 2026 MLS Property Information Network. All information is deemed reliable but should be independently verified.
Listing provided courtesy of Katie Donahue & Rachel Serwa Group of Sandpiper Realty, Inc.: 508-627-3737.


The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Data last updated 2026-02-13T00:03:53.793.
 
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Lexi Real Estate Team | Coldwell Banker Realty
1375 Beacon St
Brookline MA, 02446
Listing courtesy of Katie Donahue & Rachel Serwa Group of Sandpiper Realty, Inc..