Chilmark Properties for Sale on Martha's Vineyard

Address: 41 Cobbs Hill Road Town: Chilmark Link ID: 43193

Price: $39,000,000

Property Description:
One of the most exclusive estates across the Northeast, Blue Heron Farm on Martha's Vineyard is set on nearly 30 acres of lush landscaping along the shores of Tisbury Great Pond. The former summer residence of President Obama and family, chosen for its incredible privacy, serenity and significance,... Click here for more details

Property description and photographs provided by listing agent: Corcoran Property Advisors

Address: 64 Squibnocket Farm Road Town: Chilmark Link ID: 40007

Price: $16,500,000

Property Description:
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

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 8 Snail Road Town: Chilmark Link ID: 43118

Price: $14,000,000

Property Description:
This exceptional Martha's Vineyard estate promises unmatched privacy and breathtaking views of the Atlantic Ocean and Chilmark Pond. Masterfully designed by acclaimed architect Rick Sundberg and built by renowned island builder Andrew Flake, this three-parcel property seamlessly blends modern sophis... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 16 Shotnaigher Lane Town: Chilmark Link ID: 43060

Price: $12,750,000

Property Description:
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

Property description and photographs provided by listing agent: Conroy & Company R.E., Inc.

Address: 18 Spruce Gate Road Town: Chilmark Link ID: 43244

Price: $12,500,000

Property Description:
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 ac... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 34 Edys Island Way Town: Chilmark Link ID: 42401

Price: $8,750,000

Property Description:
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... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 308 South Road Town: Chilmark Link ID: 43117

Price: $7,950,000

Property Description:
Commanding Pondfront Retreat with Private Dock and South Shore Views. This exceptional Chilmark residence offers an unparalleled blend of privacy, elegance, and modern comfort. An original Tom Tate build, and renovated in 2018, the home exudes contemporary sophistication while embracing its serene n... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 35 South Bowl Road Town: Chilmark Link ID: 43145

Price: $6,000,000

Property Description:
This exceptionally elegant and tranquil home in Seven Gates Farm combines contemporary architectural design with timeless high-end features for Vineyard casual, nature-inspired living. Extraordinary and rare, this move-in ready three-bedroom home with six-bedroom septic system sits on an oversized 5... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 146 Quansoo Road Town: Chilmark Link ID: 43144

Price: $5,475,000

Property Description:
Nestled along the beautiful and tranquil shoreline of Tisbury Great Pond and surrounded by a stunning natural environment of water, sand and sky, this is an unparallelled beach house experience on the south shore of Chilmark. The five-bedroom home consists of a three-bedroom main house connected by ... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 49 Gosnolds Way Town: Chilmark Link ID: 43016

Price: $5,295,000

Property Description:
Perched high on the north shore with sweeping views of the Vineyard Sound, this expansive and private property is surrounded by Menemsha Hills conservation land and trails and offers broad water views, even from ground floor of house. The house is large and well maintained with an upside down floor ... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 100 Gosnolds Way Town: Chilmark Link ID: 41875

Price: $3,500,000

Property Description:
Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands... Click here for more details

Property description and photographs provided by listing agent: Flanders Real Estate

Address: 11 Greenhouse Lane Town: Chilmark Link ID: 41656

Price: $3,350,000

Property Description:
11 Greenhouse Lane...an incredible opportunity to own in this sought after private enclave with deeded private south shore beach and pond access close by...this charming vintage cape enjoys views over wetlands out to the Atlantic beyond! Three bedrooms, two baths, living room with fireplace, dining ... Click here for more details

Property description and photographs provided by listing agent: Hancock Real Estate

Address: 10 Mollys Way Town: Chilmark Link ID: 42732

Price: $2,950,000

Property Description:
The Salt Shack merges historic preservation with modern updates in Menemsha. Designed by husband-and-wife luxury boutique design firm, Morgan Studio, the renovation of this 100-year-old ocean view cottage preserves its charm and historical integrity while incorporating contemporary design elements t... Click here for more details

Property description and photographs provided by listing agent: Keller Williams Realty

Address: 10 Molly's Way Town: Chilmark Link ID: 42953

Price: $2,950,000

Property description and photographs provided by listing agent: Studio Realty

Address: 18 Allen Farm Road Town: Chilmark Link ID: 42477

Price: $2,950,000

Property Description:
Located in the agricultural heartland of Chilmark one mile from Lucy Vincent Beach this private 2.36 acre property has a charming 1 + bedroom cottage with screened porch, brick patio and outside shower. There is a large building zone located between the eighty and one hundred foot contour with exci... Click here for more details

Property description and photographs provided by listing agent: Kendall & Kendall

Address: 31 North Slope Lane Town: Chilmark Link ID: 43097

Price: $2,895,000

Property Description:
Located on a private lane along North Road in the heart of Chilmark, this hilltop four bedroom home was perfectly sited to enjoy fantastic water views of Vineyard Sound toward the Elizabeth Islands. Built in 1983 and lived in seasonally, this home has been meticulously cared for. There is a new forc... Click here for more details

Property description and photographs provided by listing agent: Studio Realty

Address: 0, 27 & 30 Tower Lane Town: Chilmark Link ID: 42752

Price: $2,699,000

Property Description:
Designed by renowned architect Araldo Cossutta as his personal retreat, the estate is made up of 5 dwellings providing a rare opportunity with pre existing density. One of the most stunning approaches from Middle Road thru your 8 acres of agriculturally conserved land. In need of renovation, the opt... Click here for more details

Property description and photographs provided by listing agent: Byrne & Company Real Estate

Address: 2 Other House Road Town: Chilmark Link ID: 42602

Price: $2,500,000

Property Description:
Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with... Click here for more details

Property description and photographs provided by listing agent: Russell Maloney Real Estate

Address: 25 Fulling Mill Road Town: Chilmark Link ID: 43014

Price: $2,450,000

Property Description:
Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 10 North Abels Hill Road Town: Chilmark Link ID: 42180

Price: $1,900,000

Property Description:
A rare opportunity in the iconic Abel's Hill Association which offers private association beach access, three tennis courts and walking trails. This multi-level Chilmark home was designed and built as an homage to architect Frank Lloyd Wright's ethos of open living spaces with flowing sightlines fro... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 3 Fulling Mill Road Town: Chilmark Link ID: 41666

Price: $1,875,000

Property Description:
Tucked away in a prime location just off Middle Road is this bright modern home offering the perfect blend of comfort and style. The main level features a large bedroom or first-floor office and a full bath, while the upper floor boasts two additional bedrooms and a beautifully appointed bathroom wi... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 345 North Road Town: Chilmark Link ID: 42920

Price: $1,625,000

Property Description:
Abutting hundreds of acres of conservation land and walking trails leading to the second-highest point on Martha's Vineyard with views of the Elizabeth Islands, this classically-styled house with detached guest quarters offers 5 total bedrooms and 4 full baths plus an outdoor shower. The primary bed... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 37 Bijahs Way Town: Chilmark Link ID: 43069

Price: $1,325,000

Property Description:
This quiet and lovely four-and-a-half-acre lot in Chilmark is set on a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, including a proposed home site at the highest elevation. T... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 0 Blackpoint Key Town: Chilmark Link ID: 43139

Price: $445,000

Property Description:
Blackpoint Beach is an exquisite destination for beach walking, swimming, and access to Blackpoint Pond, which leads to the Tisbury Great Pond. Miles of sandy beach east and west with easy access via a boardwalk to the beach. Grassy parking, private gated beach access on the south shore of Chilmark.... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates