Set on the far eastern end of New York's Long Island, the Hamptons is associated with gorgeous beaches, delicious seafood, and a unique cultural mix of ritzy and relaxed. But few things are more closely tied to the Hamptons than the area's eye-poppingly luxurious homes. Among some of the most luxurious celebrity homes in the world, they combine old-school charm and class improved by innovative modern updates. Read on as we explore some of the best properties currently up for sale or recently sold and what makes them shine.

19 Cottage Avenue, East Hampton Village

19 Cottage Avenue is a gorgeously updated shingle-style home on a nearly one-acre lot in the Georgica community. The property is just a short distance from East Hampton Main Beach. This popular outdoor escape is lifeguarded and includes a snack bar and bathroom facilities. However, those who want to enjoy the fantastic Hamptons weather close to home can relax on the shady porch or by their sizeable in-ground pool near their spacious pool house. 19 Cottage Avenue is also convenient to East Hampton's Main Street commercial corridor, home to a variety of restaurants, local shops, and entertainment.

Inside the home, there's plenty of room to spread out over 9,000+ square feet of living space, including seven bedrooms and eight and a half bathrooms. Stylish recent updates retain the old-school character of the home, down to the paneling and flooring, as well as large, distinctive windows and five original fireplaces carefully incorporated into spaces. It listed for $25 million; while not as pricey as the other homes here, it still rivals the best of the homes found in New York City’s expensive neighborhoods.

115 Beach Lane, Wainscott

Just steps from the sand in the quieter Hamptons enclave of Wainscott, 115 Beach Lane is a $55 million property built in 2018, offering more than 200 feet of Atlantic Ocean beachfront. The 11,000-square-foot home includes six bedrooms and ten full bathrooms, along with an additional half bath. It's set on a property that's just as spacious, measuring over two and a half acres at the end of a secluded one-way street. Numerous outdoor spaces and a heated pool and spa make it a perfect home for entertaining.

The interior features an innovative open-concept layout that maximizes light and water views throughout the space. Stylish modern finishes dominate, from light fixtures and faucets to appliances. In addition to an attached four-car garage, owners enjoy their very own movie theater. It's also close to East Hampton Airport for those who want to fly in for a quick weekend without messing with a larger airport.

153 Lily Pond Lane, East Hampton

Set on eight-and-a-half beachfront acres, 153 Lily Pond Lane was among the largest sales in the area in 2022, with buyers paying a whopping $84.5 million for the property, formerly owned by businessman and investor Ron Perelman. Compared to others, relatively little is known about the pricey estate, which was transferred in a private sale to an anonymous buyer. The home includes 10 bedrooms and 11 full bathrooms throughout its 11,000-square-foot layout.

The airy property has multiple fireplaces for cozy winter nights and floor-to-ceiling windows in common spaces and many bedrooms, providing beautiful waterfront views. Outdoor features range from a gorgeously manicured lawn and tennis court to a three-car garage, swimming pool, on-site garden, and private walkway to Georgica Beach. Residents are also just a short walk or bike ride from Georgica Pond.

160 Ox Pasture Road, Southampton

Known as The Linden Estate, the property at 160 Ox Pasture Road was given the name by legendary architect and landscape designer Frederick Law Olmsted, whose style strongly influenced the exterior design. Built in a traditional manor style with its distinctive red tile roof, the home spans 18,000 square feet of interior space, still just a tiny fraction of the ten-acre estate. This finely finished space includes 12 bedrooms and 12 full bathrooms, along with two four-car garages.

The extensive outdoor area is among the home's most attractive features, with a tennis court, multiple pavilions for entertaining, a spa, and a finely crafted stone patio. Owners can also take a dip in their two pools, including one indoors that includes a water slide. The $70 million price tag was the highest ever paid for a non-waterfront property in the Hamptons. Still, Cryder Beach is just a mile away, as is the heart of downtown Southampton.

Mylestone at Meadow Lane, Southampton

No list of pricey, luxurious Hamptons homes is complete without this one-of-a-kind estate set on eight waterfront acres between the Atlantic Ocean and Shinnecock Bay. For a mind-blowing $135 million, owners enjoy 11 bedrooms and 12 full bathrooms (along with four half baths), part of a more than 15,000 square foot home that boasts incredible water views from nearly every window. There's even a home gym and chef's kitchen with high-end appliances, along with carefully finished spaces like a den, sun porch, and more.

Outdoor areas are nearly as impressive, from the 70-foot pool to the basketball and tennis courts, alongside several finely appointed entertaining spaces. The property also includes a caretaker's cottage plus a suite for staff. Those who prefer to stay on land can park their cars in a five-car garage, while boaters can pull up directly to their private deepwater dock on the bay. However, the home's real prize may be roughly 500 feet of exclusive oceanfront beach, which is reached through a convenient boardwalk.

Top Tier Housing at the Tip of Long Island

For those with a big budget, a desire to be by the water, and a love of the area's delightful small towns, there's nowhere better to call home than the Hamptons. These incredible estates are among the area's best, though many others offer comparable features, size, and access to beaches and other amenities. With an ever-changing housing scene and continually shifting tastes, luxury buyers never know what they might find when they head out home shopping in the Hamptons.