Set atop Montauk’s southernmost bluff, this oceanfront Hamptons estate offers panoramic Atlantic views and over a century of storied history. Built in 1912 to serve the Montauk Lighthouse, The Stone House remains one of the East End’s rarest coastal legacies.

Built in 1916 by Francis Burrall Hoffman Jr. as a birthday gift for a 16-year-old heiress, the Woodhouse Playhouse features a 75-foot great hall that once hosted legends like John Barrymore. Explore the rich history of East Hampton’s last Woodhouse estate remnant, now a stunning residence.

The Tudor property was once a gatehouse to the former Bolebrook Castle, used as Henry VIII’s hunting lodge throughout his courtship with Anne Bolyen as it was close to her family home at Hever Castle.

This timeless country estate offers unparalleled privacy and serenity in the heart of the equestrian countryside, set on over 4.6 acres of land overlooking the picturesque farmlands of Water Mill, New York.

The idyllic compound is set on one of the most prestigious lanes in East Hampton village and has been a treasured beach home for 3 generations.

“Crazy Carl Fisher” bought 10,000 acres of Montauk peninsula in 1925 for $2.5M, and spent another $7M laying the infrastructure and building to create the “most fabulous summer resort ever imagined in the western world”.

On the market with Bespoke Real Estate, the property is set in a private gated community with deeded ocean access, and comes with an apple orchard, a koi pond with dual waterfalls, the backyard its own nature sanctuary.

On the market with Bespoke Real Estate, the Beach House is located in ‘the Settlement’, an exclusive community where the uber-rich go to summer.