Real Estate Photo

Company News

Real Estate Photo

Forest & Timber News

Featured Blog Post

Built for Generations: Family Compounds Across New England & The Adirondacks05.12.2026

alt tag
Some properties are purchased for a moment in time. Others are held for generations.  Across New England and the Adirondacks, family compounds have long represented a distinct kind of ownership — properties designed not simply as homes, but as places to return to year after year. With [...]

Search

Month

Categories

Back To Blog

Why Martha's Vineyard has the Presidential Seal of Approval

This jewel of an island off Cape Cod has become a go-to for First Families during and after their stays in the White House. Currently, our Marthas Vineyard team has Jacqueline Kennedy Onassiss waterfront estate on the market. Red Gate Farm is a serene and private 340-acre sanctuary with over a mile of Atlantic Ocean beachfront and two freshwater ponds that has been cherished and preserved for 40 years.

The Martha's Vineyard estate of Jacqueline Kennedy Onassis, presented by LandVest's Martha's Vineyard team.

Red Gate Farm - The Jacqueline Onassis Estate

Another family with Oval Office connections has decided to make the island a permanent retreat. After many summers spent on the island, the Obamas purchased a Vineyard home last year.

So, what about the island makes it a draw for presidents?

Lets start with a little island history.

The land amid the waters is the translation of the original Wampanoag name for Marthas Vineyard, Noepe. The name Marthas Vineyard belonged to a smaller island to the south. In 1602, Bartholomew Gosnold named that island after either his mother-in-law or daughter, both named Martha. Eventually, the name transferred to the bigger island that we now know as Marthas Vineyard.

https://www.instagram.com/p/BYTi7s-gFAb/?utm_source=ig_web_copy_link

The island gained prominence in the 19th century through the whaling industry, much like neighboring Nantucket. Once the whaling industry died in the 1870s and the railroad came to Woods Hole on the mainland, people began building summer homes on the Vineyard. Since then, the island has blossomed intothecoveted summer retreat it is today.

It could be the views and the landscape that draw in illustrious figures. They can get back to nature in the peace and quiet of the up-island communities of West Tisbury, Aquinnah, and Chilmark. Like at this home with over 22 waterfront acres.

A rare opportunity to own one of Chilmarks premier waterfront locations from LandVest's Martha's Vineyard team.

4 Gosnold Way | Chilmark

Or maybe vibrant Edgartown, Vineyard Haven, and Oak Bluffs get people to come back. In-town properties like this one (available for sale or for rent) put you just around the corner from top restaurants, shops, and attractions.

Rare opportunity to live in Edgartowns finest home presented by LandVest's Martha's Vineyard team.

22 Peases Point Way South | Edgartown

Another Edgartown option is this magnificent waterfront estate in the exclusive Herring Creek Farm Association. Its now available for sale ($19,500,000) or for rent ($60,000/week).

Located in the exclusive Herring Creek Farm Association and offering over 10,000 square feet of exquisitely appointed living area, lies this magnificent waterfront estate, presented by LandVest's Martha's Vineyard team.

65 Butlers Cove Road | Edgartown

For a truly presidential experience, the newly completed Skyhouse Penthouse Suite at the Harbor View Hotel is perfect for VIP travel, extended visits, and private entertaining. It even comes complete with butler service.

Located at the top of the Historic Building, Harbor View Hotels Presidential Skyhouse offers the ultimate in luxury accommodations, presented by LandVest's Martha's Vineyard team.

131 North Water Street | Harbor View Hotel Skyhouse | Edgartown

Pass the Time on Martha's Vineyard

Obviously, the water is a big draw for many. Theres a beach for everyone with the northern shore offering calmer waters compared to the rougher surf on the southern shore. If youd rather be on the water than in the water, this area has hosted many famous boaters. For example, think of all the photos of JFK sailing out on the sound between Hyannis and the islands.

Another go-to presidential pastime is golf and the Vineyard has some highly-rated options. Golf clubs are primarily located on the east side of the island. Farm Neck Golf Club in Oak Bluffs has consistently been ranked as Golf Digests Best Places to Play. Close to the village of West Tisbury, the 235-acre Vineyard Golf Club offers world-class golf, exceptional dining and an opportunity to join a special club. On the island of Chappaquiddick, a unique links course has operated for over 100 years. The Royal and Ancient Chappaquiddick Golf Club is styled after the traditional Scottish courses.

https://www.instagram.com/p/Bvoz1FrjFW9/?utm_source=ig_web_copy_link

Arguably the chief reason that this is where Commanders-in-Chief vacation is privacy. Its easy to retreat and relax on the island. The population booms in the summer and when a celebrity can be spotted practically around every corner, youre less of an oddity. The locals are used to the best and brightest finding solace on Marthas Vineyard. Theyre happy to share their slice of paradise.

If youre ready to find your island home, contact our Marthas Vineyard team.

Post Like This

The Paul & Bunny Mellon Estate11.21.2025

alt tag
Its easy to understand why Paul and Bunny Mellon chose this site for their storied summer home. Situated on a bluff, overlooking Nantucket Sound, the southwesterly trade winds, gentle but constant, drive the tempo of the sea just beyond a protected barrier island. No doubt the Mellons [...]

Cape Cod | Massachusetts | High-End Market Watch, First Half 202509.22.2025

alt tag
At the end of the second quarter, the high-end inventory of listings, active and pending, was up by 21% to a record318 listings compared to 263 last year and the previous record of 271 listings in 2016.

Middlesex County | Massachusetts High-End Market Watch, First Half 202509.22.2025

alt tag
  HIGH-END $2,000,000+ MARKET HIGHLIGHTS Inventory up 12% (Record 514 vs record 458 last year). Sales up 23% (Record 423 vs record 345 last year). Top Sale: $10,500,000, 10 Appleton Street, Cambridge. Buyers and sellers continue to increase their activity resulting in record inventories and [...]

LandVest News

Do not fill in this field:

We respect your privacy. By submitting this form, you agree to receive communication from LandVest. We will never share or sell your information. You can opt-out at any time.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.