An expansive waterfront property inside one of Martha’s Vineyard‘s “most exclusive and sought-after enclaves” has come to the market for the first time in decades with an asking price of $15 million.
The Edgartown property, which is located within the prestigious Cow Bay Association, offers a rare combination of old world charm, extensive shoreline access, and interiors that feel straight out of a Ralph Lauren ad.
From the outside, the dwelling looks like the picture-perfect properties found on hit TV shows such as “The Summer I Turned Pretty” or “The Perfect Couple,” offering the utmost in quintessential New England architecture.
Originally built in 1958, the coastal home, which is listed with Gerret Conover of LandVest Martha’s Vineyard, spans more than 6,400 square feet and sits on a 1.5-acre parcel that is described as being “nothing short of spectacular.”
The property does not appear to have ever been publicly offered for sale in the five decades since it was completed—with its appearance on the market serving as a very rare occurence in a market where legacy homes are often passed from one generation to the next.
“The six-bedroom main residence is a masterclass in timeless design and effortless elegance,” the listing states.
“Grand yet inviting, the home offers beautifully proportioned living and dining spaces, a thoughtfully designed chef’s kitchen and a sweeping screened porch, all oriented to capture wonderful views across the pool and out to Vineyard Sound.”
Set behind protected land and accessed by a private road, the estate manages to feel deeply secluded while remaining just minutes from downtown Edgartown’s boutiques, galleries, and harborfront restaurants.
“Despite its remarkable seclusion, the property remains just minutes from the charm and sophistication of downtown Edgartown,” the listing goes on.
But the real luxury here comes in the form of 2,000 feet of waterfront access, along with potential mooring opportunities.
From the outside, the residence embraces a relaxed elegance—think weathered shingles and generous porches—that’s long been associated with the Vineyard.
“At the heart of the property, a stunning pool and lounge area create a private resort-like setting, ideal for both intimate relaxation and sophisticated, large-scale entertaining,” the listing goes on.


