Pool terrace with white lounge chairs and umbrellas overlooking a marsh pond and ocean.
Coastal homes beside marsh ponds, a sandy beach, and open ocean.
Aerial coastal property beside the ocean, with a sandy beach, ponds, and homes among green wetlands.
Coastal property with a pool between two outbuildings, overlooking a pond and ocean.
Aerial view of a swimming pool and deck with white umbrellas in a landscaped lawn.
Poolside deck with white lounge chairs and umbrellas beside the water.
Swimming pool facing coastal marshland and the ocean beyond.
Gray-shingled coastal home with a deck, green lawn, pond, and ocean beyond.
Entry hallway with white closets, straw hats, a console table, and a glimpse of water beyond.
Dining room with a rustic wooden table and expansive windows overlooking a pond and ocean.
Open dining and living room with a rustic wood table, white sectional, and water views through large windows.
Open-plan living and dining room with hardwood floors, fireplace, and large windows overlooking greenery and water.
Bright living room with white sofas and expansive windows overlooking the ocean.
Living room with a white brick fireplace, white sofas, and windows overlooking water.
Bright furnished living area with large windows overlooking a waterway and ocean, and a deck beyond.
Living room with white seating and wide glass doors overlooking water and a sunlit deck.
Modern white kitchen with a dark island, skylight, and ocean views through large windows.
Modern white kitchen with a central island and ocean views through large windows.
Modern bathroom with a glass shower, double vanity, and garden views through two windows.
Bedroom with sliding doors to a deck and views of coastal marshland and water.
Bedroom with a white bed, striped bedding, and a floral-painted dresser beneath a large mirror.
Bright bedroom with a white sofa, deck hammock, and water view through sliding glass doors.
Covered wooden deck with a hanging hammock overlooking coastal vegetation and water.
Covered deck with a hanging hammock and dining set overlooking a pond and ocean.
Bright bedroom with a white bed, vaulted ceiling, clerestory windows, and sliding doors to a garden.
Bright bedroom with a white bed and large windows overlooking a deck and trees.
Modern bathroom with a freestanding tub beneath a large skylight and glass doors overlooking a garden.
Bedroom with a wooden dresser, sliding glass doors, and an ocean view.
Bright bedroom with a white bed, wood furniture, and large windows overlooking leafy trees.
Home deck with white lounge chairs, a large umbrella, and a sheep sculpture.
Coastal home deck with a round hot tub, lounge chairs, pond, and ocean views.
The Sanctuary’s weathered-wood deck with white outdoor dining furniture, umbrella, and sliding glass doors.
Deck seating under a large umbrella overlooks a pond, coastal marsh, and ocean.
Coastal pond with two swans, dunes, and ocean beyond.
Two white swans on a pond edged with tall reeds.
White swan swimming on blue water, with its reflection visible below.
Aerial view of a coastal inlet meeting an ocean beach, with marshland and dunes.
Aerial view of coastal property with a sandy beach, ocean, marshland, and winding footpath.
Aerial view of coastal marshes, ponds, and ocean shoreline.
Aerial view of marshland, ponds, homes, and a sandy beach along the Atlantic coast.
Swimming pool beside a grassy marsh pond, with the ocean visible beyond.
VIEW PHOTOS
$25,000/wk

The Sanctuary

5 Beds 2 Baths

Inquire Now

Description

The Sanctuary | An Exclusive Chilmark Summer Retreat

Private Beach Access • Ocean Views • Heated Pool • Summer 2027 Reservations

Perched within one of the most spectacular coastal settings on Martha’s Vineyard, The Sanctuary is an extraordinarily private Chilmark retreat offering sweeping panoramic views from east to west, where ocean, ponds, dunes, and protected natural landscape unfold endlessly before you.

With the iconic Aquinnah Cliffs visible in the distance and the Atlantic shimmering beyond your own private shoreline, the property captures the raw beauty and serenity that define the Vineyard at its most exclusive.

Surrounded by rolling greenery and untouched coastal terrain, the property feels beautifully removed from the everyday, a serene retreat where nature and sophisticated living exist in perfect harmony. A pair of graceful swans, longtime residents of the private pond, drift across the water below, adding to the dreamlike stillness of the setting.

The home features 5 bedrooms and 2 baths, designed for effortless summer living with expansive decks, sun-drenched interiors, and seamless indoor-outdoor flow that frames the extraordinary views from nearly every angle.

Outside, every experience feels elevated:

· Lounge beside the heated pool overlooking the landscape

· Soak beneath the stars in the cedar hot tub

· Wander to your private beach for quiet mornings by the ocean

· Rinse off after the sea in the outdoor shower as the sun sets across the horizon

Rarely does a property offer this level of privacy, natural beauty, and uninterrupted coastal scenery. The Sanctuary is not simply a summer rental, it is one of Chilmark’s most special hidden escapes.

Property Features

· 5 Bedrooms

· 2 Bathrooms

· Heated Pool

· Cedar Hot Tub

· Outdoor Shower

· Private Pond with Resident Swans

· Private Beach Access

· Endless East-to-West Water Views

· Views of the Aquinnah Cliffs

· Expansive Protected Greenery & Coastal Landscape

· Ultimate Privacy in Chilmark

Share Property

Location

16 Shepherds Path, Chilmark , MA 02535

Status

For Lease

Property Amenities

Interior
Total Bedrooms: 5
Full Bathrooms: 2
Area & Lot
Status For Lease
Finance
Lease Price $25,000/wk
Coastal homes beside marsh ponds, a sandy beach, and open ocean.

Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Thank you for your interest in 16 Shepherds Path, Chilmark , MA 02535. We are reviewing your request and will be in touch shortly!
Change time

Chilmark

Mostly residential with rolling hills, stone walls, farms, and large private houses.
Coastal shingled home on a broad lawn, with green fields, a pond, and ocean beyond.
Explore the Area

Find a Home That Feels Like Yours

We offer real estate services with heart. As a locally owned agency, we provide trusted guidance and personalized attention to help you navigate the Martha's Vineyard market.

Contact Us

Get in Touch

Island Queen ferry crosses the harbor beyond a wooden pier, with a sailboat nearby.

The Agency Martha’s Vineyard

CONTACT DETAILS

(508) 627-7320

[email protected]

OFFICE 205 UPPER MAIN ST EDGARTOWN MA 02539 PO BOX 275 EDGARTOWN MA 02539