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31 Josiah Sachem Way

$3,790,000

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Single Family Residence in Central, West Tisbury

7 bedrooms

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4 bathrooms

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3312 SqFt

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3.1 acres

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MLS #44520

THE COMPOUND AT INDIAN HILL Some properties are a house. This one is a world. Set on more than three private acres along the gentle slopes of Indian Hill, this is a true multi-dwelling compound, purpose-built for the way people actually want to live now: together, apart, and on their own terms. A main house, a studio barn, and a guest house share 4,464 square feet of living space across the land, connected by wildflower meadows, layered perennial gardens, and a heated saltwater pool that feels lifted from a private resort. This isn't a house with outbuildings. It's an understated, self-sufficient world of its own. MAIN HOUSE: At 2,088 square feet, highlighting glass doors and generous windows pull the landscape indoors, framing meadow and garden views in every room. A stone fireplace grounds the living room, which opens easily into a sweeping dining area and gracious, well-appointed kitchen, a layout built equally for holiday-sized gatherings and quiet evenings at home. STUDIO BARN: Offering an additional 1152 square feet this is where the compound earns its name. Flexible, private, and set apart from the main house, the Studio Barn is built for whatever this chapter of life calls for: a creative studio, a yoga and wellness space, or simply a place to retreat and reset. Few properties on the island offer this kind of built-in optionality. GUEST HOUSE: A two-story, three-bedroom, one-and-a-half-bath 1224 square foot retreat with a loft-inspired living space, tucked quietly on its own. It has a long history as a leased rental, which means the income potential here isn't theoretical. It's proven. Whether it's extended family, long-term tenants, or a steady stream of guests, this house has already done the job. 7 bedrooms. 4 and 1/2 baths. One heated saltwater pool. Endless configurations, from a full family compound to a primary residence with a built-in income stream. West Tisbury living means Lambert's Cove Beach and Long Point Beach right nearby & Cedar Tree Neck Sanctuary just moments away. Village eateries, farm stands, walking trails, and bike paths. Rural enough to disappear into. Close enough to never feel cut off. Market, apothecary, post office, cafes: all walkable. This is a property built for generations, whether that means the next fifty years of your family's story, or the next chapter of someone else's. 3 dwellings, 2 septic systems, capacity for up to 10 bedrooms. Buyer to verify with West Tisbury Board of Health.

Property highlights

Unfurnished

Deck

Garden

Private Pool

Public Beach

Patio

Septic Tank

Cable

Well Water

Property Details

Association Fee:
250
Association Fee Includes:
Road Association
Basement:
Mechanicalsindustrial washer/dryerstorage. Interior and bulkhead access.
Fireplace Features:
Yes Lew French Stonework
Flooring:
Wood/Tilework
Foundation Types:
Basement area has interior/exterior access. Washer/dryer/mechanicals
Frontage Type:
None
Heating:
GFHA
Interior Features:
AC,Ins,Irr,OShFloor 1: The main house is designed with ease of living in mind. A tiled foyer with abundant closets leads to a generous chef's kitchen and unfolds to a comfortable great room. A Lew French stone fireplace balances the generous main room that stretches out with multiple doors opening out to decks and the lush grounds. Den with a bay window, a closeted clothes washer/dryer, and pocket doors connects to an office and onto a more formal front entryway. Wing with hallway leads to three bedrooms and two full titled bathrooms. Two bedrooms enjoy doors and decks facing the yard. One is a corner, light filled en-suite. Altogether, this structure anchors the north side and creates a lovely courtyard effect for the gorgeous grounds, pool, and patio area.
Link MLS Comments:
Owners in residence. Please no drive-bys. Happy to accommodate showings with advanced notice. Buyer Agents must accompany their buyer clients. (Total sq ft for the 3 dwellings equals 4,464 of living space). From the 4 way stop sign intersection of Indian Hill Road and Christiantown Road, take Christiantown Road then take your 1st right on to Josiah Sachem Way to #31 on the right.
Lot Features:
Private with lush plantings, flowering trees + stunning perennial gardens.
Parking Features:
Main house has a pea stone circular driveway. All 3 dwellings have multiple vehicle parking areas.
Possible Use:
Assessed Building Value:
1241500.00
Assessed Land Value:
944600.00

Price History

September 09, 2026
$3,790,000
May 26, 2026
$4,650,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $2,186,100. The annual tax responsibility for this property is $8,557.

Contact an Agent
Phone number
(508) 696-7777

Property Location

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