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.
Sold for $1,900,000
$1,900,000
36 Smith Hollow Dr, Edgartown, MA 02539
5beds
2,836sqft
Multi Family
Built in 1985
-- sqft lot
$-- Zestimate®
$670/sqft
$6,091 Estimated rent
Home value
Not available
Estimated sales range
Not available
$6,091/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Katie Donahue and Rachel Serwa,
Sandpiper Realty
Bought with:
Lynn and Karl Buder
Sandpiper Realty
Source: LINK,MLS#: 43627
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- GFHW
Appliances
- Included: Stove: Yes, Washer: Yes
Features
- Ins, 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, with a wall of windows, overlooks the large backyard and offers access to the deck. A half bath with laundry completes this level., Floor 2: Three bedrooms with a shared full bathroom.
- Flooring: hardwood, carpet, tile
- Basement: Large walkout basement with a fourth bedroom.
- Fireplace features: wood burning stove
Interior area
- Total structure area: 2,836
- Total interior livable area: 2,836 sqft
Property
Parking
- Parking features: Yes
Features
- Exterior features: Garden, Deck, Cov, PubBch
- Has view: Yes
- View description: None, Res
- Frontage type: None
Lot
- Size: 1.7 Acres
- Features: expansive
Details
- Additional structures: Detached garage with insulated loft space above. 16' x 16' garden shed in the backyard.
- Parcel number: EDGAM0011B0002L21
- Zoning: R60
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Condition
- Year built: 1985
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cbl
Community & HOA
HOA
- Has HOA: Yes
- Services included: Road and common land maintenance
- HOA fee: $450 annually
Location
- Region: Edgartown
Financial & listing details
- Price per square foot: $670/sqft
- Tax assessed value: $2,116,700
- Annual tax amount: $5,249
- Date on market: 9/13/2025
- Listing agreement: E
Price history
| Date | Event | Price |
|---|---|---|
| 5/1/2026 | Sold | $1,900,000-4.3%$670/sqft |
Source: LINK #43627 Report a problem | ||
| 3/31/2026 | Pending sale | $1,985,000$700/sqft |
Source: LINK #43627 Report a problem | ||
| 3/4/2026 | Contingent | $1,985,000$700/sqft |
Source: MLS PIN #73472940 Report a problem | ||
| 9/12/2025 | Listed for sale | $1,985,000$700/sqft |
Source: Martha's Vineyard MLS #32500312 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,700 +15.8% | $1,773,700 +11.4% |
| 2024 | $4,060 +16.7% | $1,592,000 +15.3% |
| 2023 | $3,478 +1.2% | $1,380,300 +21.6% |
| 2022 | $3,438 -9.1% | $1,134,700 -1.6% |
| 2021 | $3,783 +16.4% | $1,153,500 +18.9% |
| 2020 | $3,250 -15.7% | $970,000 -2.6% |
| 2019 | $3,854 +8.6% | $995,800 +8.6% |
| 2018 | $3,550 +19.9% | $917,300 +9.9% |
| 2017 | $2,962 +9.6% | $834,300 +11.8% |
| 2016 | $2,702 +12.7% | $746,400 +8.1% |
| 2015 | $2,397 -8% | $690,700 -1.9% |
| 2014 | $2,605 +0.9% | $704,000 -3.3% |
| 2013 | $2,583 +3.5% | $727,700 |
| 2012 | $2,496 +0.8% | $727,700 -0.1% |
| 2011 | $2,476 +3.3% | $728,300 -6.1% |
| 2010 | $2,397 +5.9% | $775,600 -0.3% |
| 2009 | $2,263 -0.8% | $777,700 -6.9% |
| 2008 | $2,281 -5.2% | $835,600 -1% |
| 2007 | $2,405 -1.2% | $844,000 +5.1% |
| 2006 | $2,434 +19.8% | $803,200 +20.6% |
| 2005 | $2,031 -8.3% | $666,000 +5.5% |
| 2004 | $2,216 +6.3% | $631,400 +11.5% |
| 2003 | $2,084 -8.7% | $566,200 +27.6% |
| 2001 | $2,282 +0.6% | $443,900 +22.2% |
| 2000 | $2,268 | $363,400 |
Find assessor info on the county website
Neighborhood: 02539
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Nearby schools
GreatSchools rating
- 7/10Edgartown Elementary SchoolGrades: PK-8Distance: 2.4 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 1.9 mi
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- Massachusetts
- Dukes County
- Edgartown
- 02539
- 36 Smith Hollow Dr
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