Edgartown, MA Homes for Sale with Pool

Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the

Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

Set along 125 feet of private Lagoon frontage, this beautifully designed home offers over 5,400 sq. ft. of light-filled living space across three levels. High ceilings, skylights, and walls of glass capture sweeping water views, while a decorative stone fireplace anchors the main living area. The chef’s kitchen features stainless appliances, stone counters, custom cabinetry, and a large island,

Stephanie Roache Donnelly + Co.

Nestled within the prestigious Field Club, this exceptional five-bedroom compound captures the essence of refined island living, blending timeless elegance with modern sophistication. A welcoming foyer introduces a light-filled, open-concept main level designed for both comfort and entertaining. The gourmet kitchen is a standout, featuring high-end appliances, granite countertops, and custom

Tom Wallace

An exquisite offering, also known as Sand Castle, in the highly coveted Field Club. This sophisticated 5-bedroom, 7.5-bath residence embodies modern luxury with pristine coastal charm. Step into an expansive open living plan where refined millwork, soaring ceilings, and elegant finishes define each space. A gourmet chef’s kitchen features top-tier appliances, a generous center island, and custom

Tom Wallace

Turnkey Katama Home—Beautifully furnished and move-in ready, this updated coastal retreat offers relaxed Island living with a strong rental history and effortless ownership. Outdoor highlights include a 19-foot heated swim spa and Jacuzzi set on an expansive wood deck, an outdoor shower, bluestone fire pit patio, multiple lounging spaces, decks, and wooded privacy for serene entertaining. Inside,

Stephanie Roache Donnelly + Co.

Alyssa Halisky Wallace & Co. Sotheby's International Realty

Refined Vineyard living in The Preserve. Set on a knoll overlooking the pond and sweeping grasslands, this exceptional home blends classic coastal architecture with modern luxury. The expansive great room showcases cathedral ceilings, rich millwork, and abundant natural light, with three sets of French doors opening to a bluestone patio with multiple sitting areas and a heated saltwater pool. The

Lesley Heidt Sandpiper Realty, Inc.

Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house

Erin Hegarty Donnelly + Co.

This expansive historic compound in the heart of Edgartown Village blends timeless charm with modern luxury. Just steps from top restaurants and shops, the home has been fully renovated by Stern McCafferty Architecture + Interiors, pairing contemporary design with classic architectural detail. Inside, open-plan living spaces create an effortless flow for entertaining, with a sleek kitchen and

Tom Wallace