Luxury Properties for sale in the Dukes County (MA)

Welcome to your dream retreat in Oak Bluffs—a magnificent eight-bedroom oceanview estate that combines luxury, space, and unparalleled views in one breathtaking offering. This...

Presented by Thomas Wallace | Wallace & Co. Sotheby's International Realty

A landmark property located on the very northernmost tip of Martha's Vineyard. 1005 Main Street is one of the ''Four Sisters'' - the four grandest and most historic homes in the...

Presented by Mark Jenkins | Wallace & Co. Sotheby's International Realty

Welcome to the timeless elegance of the Captain Swain House, nestled on the prestigious historic William Street in Vineyard Haven. This distinguished Greek Revival main residence...

Presented by Alyssa Halisky | Wallace & Co. Sotheby's International Realty

Welcome to your dream home in the exclusive Lower Makonikey Association, a serene enclave on Martha's Vineyard. This meticulously crafted 3,284 square-foot residence with a 3-car...

Presented by Alyssa Halisky | Wallace & Co. Sotheby's International Realty

This meticulously renovated 1920s gem is nestled in the desirable West Chop area of Vineyard Haven, offering a perfect blend of historical charm and modern luxury. With deeded...

Presented by Alyssa Halisky | Wallace & Co. Sotheby's International Realty

Waterfront home on Stonewall Pond with ocean views. Nestled along the serene shores of Stonewall Pond, this waterfront home is located in one is Chilmark’s most idyllic locations....

Presented by Alyssa Halisky | Wallace & Co. Sotheby's International Realty

Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes,...

Presented by Thomas Wallace | Wallace & Co. Sotheby's International Realty

This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of...

Presented by Thomas Wallace | Wallace & Co. Sotheby's International Realty

Unparalleled Chappaquiddick waterfront estate complete with deepwater dock, 300±-foot private beach, private 3-bedroom guest house and garage/barn, plus the unique added...

Presented by Mark Jenkins | Wallace & Co. Sotheby's International Realty

Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern...

Presented by Thomas Wallace | Wallace & Co. Sotheby's International Realty

Unparalleled Chappaquiddick waterfront estate complete with deepwater dock, 300±-foot private beach, private 3-bedroom guest house and garage/barn, plus the unique added...

Presented by George Ballantyne | Gibson Sotheby's International Realty

You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend...

Presented by Madelyn Silvia | Wallace & Co. Sotheby's International Realty

This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown’s finest...

Presented by Thomas Wallace | Wallace & Co. Sotheby's International Realty

This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private,...

Presented by Alyssa Halisky | Wallace & Co. Sotheby's International Realty

A private Edgartown home in the distinguished Boldwater neighborhood on Martha's Vineyard. This property is spread over 8.5 acres of pristine land and fruit trees and includes a 4...

Presented by Thomas Wallace | Wallace & Co. Sotheby's International Realty