Chilmark Properties for Sale
Address: 146 Quenames Road | Town: Chilmark | Link ID: 44353
Price: $35,000,000
Set on 60 acres along one of the most private and unspoiled stretches of Atlantic coastline in Chilmark, this exceptional estate offers a rare combination of scale, privacy, and enduring coastal beauty. With over 800 feet of direct ocean frontage, the property commands expansive views while maintain... Click here for more details
Address: 0, 36, 38 Black Point Road | Town: Chilmark | Link ID: 44495
Price: $16,000,000
Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff's Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two be... Click here for more details
Address: 0, 36, 38 Black Point Road | Town: Chilmark | Link ID: 43569
Price: $16,000,000
Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff’s Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two bed... Click here for more details
Address: 64 Squibnocket Farm Road | Town: Chilmark | Link ID: 40007
Price: $14,500,000
Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty an... Click here for more details
Address: 18 Spruce Gate Road | Town: Chilmark | Link ID: 43244
Price: $12,500,000
Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farm, a 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acr... Click here for more details
Address: 16 Shotnaigher Lane | Town: Chilmark | Link ID: 43060
Price: $10,950,000
New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound... Click here for more details
Address: 308 South Road | Town: Chilmark | Link ID: 43955
Price: $7,350,000
Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilmark Pond, this exceptional waterfront residence offers rare privacy, refined design, generous water views and easy pond access. Thoughtfully renovated in 2018, the home blends contemporary sophistication with t... Click here for more details
Address: 78 Hammett Road | Town: Chilmark | Link ID: 44277
Price: $6,750,000
Wonderful elevated Chilmark north shore 3.8 acre secure waterfront property with dramatic year round sunset water views to the Gay Head Lighthouse and Elizabeth Islands. The Vineyard Sound expanse enjoys peaceful sailing, fishing and other boating activity to enhance the ocean splendor. The 5 bedro... Click here for more details
Address: 34 Edys Island Way | Town: Chilmark | Link ID: 44243
Price: $6,250,000
Waterfront house and guest house with a private dock on Menemsha Pond. This location is in the heart of Menemsha, a waterfront enclave within walking distance of this classic Harbor. Built and cared for over four generations by an Island legacy family, this property is unique among Island estates fo... Click here for more details
Address: 61 Stonewall Road | Town: Chilmark | Link ID: 44449
Price: $5,450,000
SHOWINGS START MEMORIAL DAY WEEKEND. Introducing a refined contemporary Chilmark beach house with water views and deeded access to Stonewall Beach on the Atlantic Ocean. The property is set within the storied Stonewall Road and Beach Association - where homes are held for generations and lifelong fr... Click here for more details
Address: 205 South Road | Town: Chilmark | Link ID: 44028
Price: $5,350,000
CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this Modern Chilmark Farmhouse home has been thoughtfully restored and expanded, offering a serene blend of timeless character and modern comfort. The main residence features 3 bedrooms and 3.5 baths, within approximately 5,400 s... Click here for more details
Address: 44 Cencelle | Town: Chilmark | Link ID: 44272
Price: $5,295,000
This private 17-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the out... Click here for more details
Address: 7 Black Point Road | Town: Chilmark | Link ID: 43929
Price: $4,650,000
Laid-back charm meets island character in this one-of-a-kind up-island beach house. Set on 5.5 acres of natural beauty, this four-bedroom, three-bath main house is full of updates, with bright, fun spaces and a relaxed summer-camp vibe. The creative layout on a single level connects sections of the ... Click here for more details
Address: 96 Hammett Lane | Town: Chilmark | Link ID: 43534
Price: $3,995,000
This beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator,... Click here for more details
Address: 27 Clambelly Road | Town: Chilmark | Link ID: 44318
Price: $3,395,000
A place of serenity tucked in the woods of Chilmark. Beautifully designed & constructed home which was completely renovated in 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. ... Click here for more details
Address: 6 Trails End | Town: Chilmark | Link ID: 43845
Price: $3,200,000
Step into timeless mid-century modern style and comfort in this single-level, 4-bedroom, 3-bathroom home located in the heart of Chilmark. This home features an open layout with large glass panel doors that lead to a sun-drenched deck, heated in-ground pool, and grassy lawn. This home is offered com... Click here for more details
Address: 31 Tower Lane and 34 Ebens Lane | Town: Chilmark | Link ID: 43935
Price: $2,725,000
This rare two-lot offering off Middle Road in Chilmark presents a private sanctuary abutting approximately 50 acres of conservation land. The gently rolling landscape is accented by ancient stone walls and striking glacial boulders, creating a setting of timeless Vineyard character. Ideal for a gene... Click here for more details
