36 Smith Hollow Drive, EdgartownEdgartown, MA 02539MLS Number 73472940

  • Price: $1,985,000
  • Est. Mortgage of $/month
  • 20 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 12, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 4Bedrooms
  • 1.7Acreage
  • 3Bathrooms
  • 1985Year Built
Active
36 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 0253936 Smith Hollow Drive Edgartown MA 02539
QR Code
Cape Coastal Sotheby's International Realty
Cape Coastal Sotheby's International Realty
Office: 508-477-6688
540 Falmouth Road (Mashpee Rotary)
Mashpee, MA 02649
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.

Request More Information

Do not fill in this field:

I agree to receive marketing and customer service calls and text messages from Cape Coastal Sotheby's International Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

More Info

Basic Information

  • Bedrooms4
  • Mls StatusActive
  • Bathroom3
  • Lot Features Cleared, Gentle Sloping, Level
  • Parcel Number M:0011 B:0002 L:21,3768520

Location

  • NeighborhoodEdgartown
  • SubdivisionEdgartown
  • Address36 Smith Hollow Drive
  • Building Number36
  • CountyDukes
  • StateMA
  • StreetSmith Hollow Drive
  • TownEdgartown
  • Zip02539

Utilities

  • Cooling Window Unit(s), Wall Unit(s)
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Baseboard, Natural Gas
  • Sewer Private Sewer
  • Water Source Private

Other

  • Date Listed01/30/2026
  • Farm Land Area Units Square Feet
  • View Count4

Tax Information

  • Tax Assessed Value $2,116,700
  • Tax Year 2026
  • Taxes$5,249

Rooms

  • Bathrooms Total Decimal 2.5
  • Full Bath2
  • Half Baths1

Building

  • BasementFull, Partially Finished, Walk-Out Access, Interior Entry
  • Building Area Units Square Feet
  • Construction Materials Post & Beam
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Deck - Wood
  • Property StyleSaltbox
  • Rooms11
  • Year Built1985
  • Year Built Details Actual
  • Year Built Source Public Records

Parking

  • Parking Spaces8
  • Covered Spaces 2
  • Garage YN Yes
  • Parking Features Detached, Storage, Insulated, Off Street

Basic Information

  • List Price$1,985,000
  • MLSPIN 73472940
  • Modification Date02/03/2026
  • Property SubTypeSingle Family Residence

Property

  • Acreage1.7
  • Other Structures Guest House

Exterior

  • Exterior Features Deck - Wood, Storage, Guest House, Outdoor Shower
  • RoofShingle

Property Information

  • Square Feet2,836
  • Building Area Source Public Records
  • Living Area 2,836
  • Lot Size Square Feet 74,052
  • Lot Size Units Acres

Driving Directions

Listed by Katie Donahue & Rachel Serwa Group of Sandpiper Realty,Inc.

Edgartown, MA Demographics

There is no data available

Edgartown, MA Real Estate Market Data

There is no data available

Edgartown, MA Schools

School NameDistanceTypeGrades

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, 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. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Cape Coastal Sotheby's International Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.