A storybook setting in beautiful Pilot Hill. For the first time in 37 years, one of the rarest and most beautiful properties within Pilot Hill Farm is being offered for sale. Set on nearly eight acres, this unique seven bedroom estate includes a thoughtfully renovated antique farmhouse and several distinctive outbuildings: a pool house, an art studio, and a carriage house with room for three cars, plus a second studio above. The main home dates from 1730 and has been lovingly restored over the years. Carefully preserved original details—such as hand-painted Siberian elm floors, gunstock posts, a Dutch door, and four fireplaces—coexist with thoughtful upgrades throughout. The main residence offers five bedrooms and four plus one half bathrooms, a large kitchen, separate dining room, cozy living room, another formal living room with fireplace and a screened porch that overlooks the heated saltwater pool and grounds. The pool house adds two more bedrooms, bathroom, and a large double height living room that overlooks the meadow. The grounds evoke an arboretum-like feel, with mature trees, open meadows, stone walls, a picturesque pond, babbling brook and perennial gardens. Stroll to the farm for fresh produce and flowers or to the beach for an evening walk. This is a natural haven in a magical setting, yet just minutes from Vineyard Haven's shops, restaurants, and the ferry.
Pending
$6,495,000
180 Pilot Hill Farm Rd, Tisbury, MA 02568
7beds
4,730sqft
Single Family Residence
Built in 1730
7.8 Acres Lot
$-- Zestimate®
$1,373/sqft
$-- HOA
What's special
- 23 hours |
- 3 |
- 0 |
Zillow last checked:
Listing updated:
Listed by:
Alexis Holden 508 560 9906,
Tea Lane Associates
Source: LINK,MLS#: 44481
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
- Main level bedrooms: 4
Heating
- OFHW
Appliances
- Included: Stove: Electric induction stove top - Wolf. Meile double ovens, Washer: yes
Features
- Irr, OSh, Floor 1: Kitchen/breakfast room, formal dining room, two first floor ensuite bedrooms, two living rooms and screened porch. Hall way with dutch door to the cottage garden. Two staircases to the second floor, Floor 2: Three further bedrooms; a primary suite with a full bath with clawfoot tub and seperate shower. Adjacent office. A guest bedroom with a half bath, and a guest bedroom with a full bath and clawfoot tub.
- Flooring: hardwood
- Basement: Unifinished, dry storage area, wine room and garden room/potting room walks out to a pretty stone walled courtyard
- Fireplace features: 4
Interior area
- Total structure area: 4,730
- Total interior livable area: 4,730 sqft
Property
Parking
- Parking features: yes - plus garage for three cars
- Has garage: Yes
Features
- Exterior features: AscBch, Garden, P/Pool, ScrPorch, Patio
- Has view: Yes
- View description: Pond, Pasture
- Has water view: Yes
- Water view: Pond
- Frontage type: None
Lot
- Size: 7.8 Acres
- Features: Beautiful! mature trees, gardens, ponds & lawn
Details
- Additional structures: See floorplans - Mulitple converted farm buildings including two artist studios - Both have great light. The studio by the pond was designed by Hutker architects and has water and electric heat. There's a smaller uninsulated studio that was converted from a farm shed, plus an additional store shed, with a shaded brick courtyard and deck with pergola faces a small pond. The large, (approx 32 x19 foot) three car garage/carriage house with brick floor has the second art studio above. This large studio is light and bright with garden views and has electric heat and mini split AC
- Parcel number: TISBM0061BB00000L00009
- Zoning: R3A
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Stone.
Condition
- Year built: 1730
- Major remodel year: 2012
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cbl
Community & HOA
Location
- Region: Tisbury
Financial & listing details
- Price per square foot: $1,373/sqft
- Tax assessed value: $5,091,400
- Annual tax amount: $38,889
- Date on market: 5/14/2026
- Listing agreement: E
Estimated market value
Not available
Estimated sales range
Not available
$7,670/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/9/2026 | Pending sale | $6,495,000$1,373/sqft |
Source: LINK #44481 Report a problem | ||
| 1/3/2026 | Listing removed | $6,495,000$1,373/sqft |
Source: LINK #43384 Report a problem | ||
| 10/17/2025 | Price change | $6,495,000-5.9%$1,373/sqft |
Source: LINK #43384 Report a problem | ||
| 7/3/2025 | Listed for sale | $6,900,000+885.7%$1,459/sqft |
Source: LINK #43384 Report a problem | ||
| 9/15/1988 | Sold | $700,000$148/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $34,107 +7% | $4,505,500 +12.8% |
| 2024 | $31,867 +4.8% | $3,993,400 -3.8% |
| 2023 | $30,398 +17% | $4,152,800 +39.1% |
| 2022 | $25,983 -4.5% | $2,986,502 +0.7% |
| 2021 | $27,207 -5.2% | $2,967,000 -3.6% |
| 2020 | $28,703 +1.7% | $3,076,440 +0% |
| 2019 | $28,211 +13.6% | $3,076,400 +17.1% |
| 2018 | $24,823 -3.1% | $2,626,800 -6.6% |
| 2017 | $25,625 -1.2% | $2,812,800 -0.7% |
| 2016 | $25,938 -0.4% | $2,831,700 -3% |
| 2015 | $26,031 +29.1% | $2,918,300 +21.5% |
| 2014 | $20,159 -1.1% | $2,402,700 |
| 2013 | $20,375 +4.6% | $2,402,700 -1.2% |
| 2012 | $19,476 +13.1% | $2,431,400 +6.2% |
| 2011 | $17,222 +14.1% | $2,290,100 -0.3% |
| 2010 | $15,093 +0.3% | $2,297,300 -8.7% |
| 2009 | $15,045 +6.8% | $2,515,900 -2% |
| 2008 | $14,092 -11.5% | $2,566,800 -9.3% |
| 2007 | $15,927 +12.9% | $2,828,900 +4.3% |
| 2006 | $14,106 -0.6% | $2,712,600 +12% |
| 2005 | $14,186 +10.1% | $2,420,900 +52% |
| 2004 | $12,887 +4.7% | $1,592,900 |
| 2003 | $12,313 +5.6% | $1,592,900 |
| 2002 | $11,660 +2.8% | $1,592,900 +87.7% |
| 2000 | $11,347 | $848,700 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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Climate risks
Neighborhood: 02568
Nearby schools
GreatSchools rating
- 4/10Tisbury Elementary SchoolGrades: PK-8Distance: 1.7 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 3.6 mi
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A local lender can help you make sure your offer is ready when you are.
- Massachusetts
- Dukes County
- Tisbury
- 02568
- 180 Pilot Hill Farm Rd




