Featured Neighborhoods
Get to know Amagansett
No other Long Island municipality wears its mystique better than the 6.6 square miles that make up Amagansett. An address in Amagansett is much-coveted, as the area straddles a line between rustic hamlet and Hamptons hotspot with stunning aplomb. The Atlantic splashes onto the southern shore as the Napeague Bay calmly dips into the northeast coast. Meanwhile, the beachfront is populated with jaw-dropping residences — including on renowned Further Lane — with the hamlet’s interior home to timeless shingled homes on quiet tree-lined streets. It’s no wonder that countless have gotten swept up in Amagansett’s majesty. Marilyn Monroe and Arthur Miller famously summered in a converted windmill home on Deep Lane in 1957, and plenty more since have also felt the draw of this singular environment out east.
Nearby Neighborhoods:
East Hampton, Montauk, Sagaponack
Get to know Bridgehampton
While it can sometimes be tricky to unravel the anthropological and linguistic origins behind how places get their names, the source of Bridgehampton is pretty straightforward. It’s a place in the Hamptons where, one time, they built a bridge. After people began to move east through the town of Southampton, Bridgehampton’s bridge — the Sagg Bridge — was built in 1686 over Sagg Pond, linking Bridgehampton to Sagaponack. But while that bridge was undoubtedly welcome in its time, the Long Island Rail Road’s arrival in 1870 is what really connected Bridgehampton to the rest of civilization. Today, Bridgehampton undeniably captures the essence of the East End. Along lovingly landscaped lanes and roads, traditional shingle-style homes rest at the top of cobblestone driveways. Meanwhile, life down by the water reveals the sorts of ostentatious modern estates that help make the Hamptons “the Hamptons.”
Nearby Neighborhoods:
Water Mill, Sag Harbor, Sagaponack
Get to know East Hampton
In the long, enduring tradition of slightly confusing Long Island naming conventions, East Hampton is located in a town also called East Hampton. With the Atlantic Ocean splashing onto its shores, the village of East Hampton carries a reputation that puts it close to, if not at, the very pinnacle of all Hamptons locales. Why are people so drawn to this place? Because it’s utterly stunning, a state of being only strengthened by undeniably beautiful white sand beaches. Near the western border, Georgica Pond doubles down on East Hampton prestige. This community has counted film directors, business magnates, and presidents among its high-society residents. East Hampton’s name carries such a weight that even something as trivial-seeming as a windmill is recognized as historic. To be fair to Hook Windmill, however, it was built in 1806 and presently stands preserved and bedecked in its Hamptons-chic shingle style.
Nearby Neighborhoods:
Sagaponack, Sag Harbor, Amagansett, Bridgehampton
Get to know East Quogue
If the question is how one secures a Hamptons zip code without getting overwhelmed by the Hamptons hustle, the answer is East Quogue. Undoubtedly a place where you can gaze out on stunning waterside vistas, the scene leans more toward backyard barbecue than it does benefit gala — it’s a neighborhood to spend the summer kicking back rather than rubbing elbows. While there’s plenty of room for activities on Shinnecock Bay and smaller bodies like the Weesuck Creek, there is also the delightfully named Hot Dog Beach across the bay on the ever-sandy Dune Road. Also known by the slightly less appetizing name Triton Lane, Hot Dog Beach used to be quite the party spot. But while the atmosphere has calmed, the beach remains a white sand paradise befitting its Hamptons location.
Nearby Neighborhoods:
Quogue, Hampton Bays, Westhampton, Westhampton Beach
Get to know Montauk
If you want to spend time on the East End, it doesn’t get much more east or end than this. When you look at a map of the oddly-shaped New York landmass, Montauk is that easternmost terminus, hugging the Atlantic at the tip of Long Island. As such, Montauk can often feel like the end of the earth. With six state parks in only approximately 170 square miles, though, it’s a place of enviable beauty. Praised for having some of the best beaches in the Hamptons, the hamlet has been home to famous residents like Andy Warhol, Rufus Wainwright, and Edward Albee. It’s a fashionable place to be, but with a more casual vibe and closer to nature than its westerly neighbors. In pure scenic appeal terms, Montauk’s dunes and sunsets give it the most significant wow factor of all the villages in East Hampton.
Nearby Neighborhoods:
Amagansett, East Hampton
Get to know Quogue
Though the number of residents hovers around a mere 1,000 in Quogue’s five square miles, this shoreside village is among the more esteemed spots on the South Fork. Surfers, literary folks, and lovers of historic homes will find much to enjoy among the endless dunes and tall grasses. More than anything, however, Quogue offers what can sometimes be fleeting among the Hamptons’ bustle: peace and quiet. Quogue has remained subdued even after rapidly accelerating to summer resort status in the mid-to-late 19th century. It is “the Hampton that time forgot,” as Tony-winning playwright, Oscar-nominated screenwriter, and longtime resident Arthur Laurents once put it. There is perhaps no better location on the East End to take a notepad out to the dunes and start crafting the Great American Novel. Just remember to strip off your wetsuit first.
Nearby Neighborhoods:
East Quogue, Westhampton, Westhampton Beach, Hampton Bays
Get to know Sag Harbor
Sag Harbor is a community between worlds, existing simultaneously under the dominions of Southampton and East Hampton. However, Sag Harbor is not the sum of its towns, nor is there a distinct split over the Division Street dividing line. Instead, Sag Harbor is something all its own. A perfect place for the creative class centuries before the term existed, Sag Harbor has enjoyed a bustling commercial and artistic atmosphere since its founding. There is instant visual appeal upon stepping foot in the village. Greek Revival and Victorian-style homes, former sea captain houses and whaling cottages, a stuck-in-time, historic downtown — it all amounts to a place with the charms of coastal New England and a welcoming, year-round lifestyle. Combine that with an irregular coastline that allows many properties to boast waterside views, and you’ve got yourself one of the most desirable addresses in the Hamptons.
Nearby Neighborhoods:
Bridgehampton, Shelter Island, North Sea, Southampton, East Hampton
Get to know Sagaponack
Small dimensions meet extra-large desire in extravagantly rustic Sagaponack. Despite covering less than five square miles, the village is one of the region’s most enticing, a fact reflected in a laundry list of notable neighbors past and present — writers, business magnates, musicians — that would assemble quite the dinner party roster. Potato fields used to abound across the landscape. These days, the rich soil instead gives rise to the most ornate of estates. In particular, mansions defying the imagination line Daniels Lane and overlook the serene, impeccable oceanfronts at Sagg Main Beach and Gibson Beach. Farmhouses and more traditional-style — though undoubtedly no less impressive — Hamptons homes are tucked back from the tree-lined streets on the likes of Hedges Lane and Parsonage Lane. Even though it only occupies a relatively tiny piece of the Hamptons, Sagaponack’s outsized status exemplifies why the East End is unlike anyplace else.
Nearby Neighborhoods:
Bridgehampton. East Hampton, Sag Harbor
Get to know Southampton
Somewhere along its centuries-long timeline, Southampton became the cream of the crop for summer resort living and remained there — risen to the top. Oceanfront property achieves its apex, boasting a fleet of the most eye-popping estates this side — or the other one, for that matter — of Shinnecock Bay. You’ll find the more “modest” abodes further inland, but even those have the potential to wow with their oft-stunning ways. Living by the Atlantic is one thing, but Southampton also boasts world-class relaxing by the Atlantic. Coopers Beach swims above the rest when it comes to particular idyllic white sandy spots. It has achieved national renown and is often recognized as one of the best beaches in the country. Heavenly homes and beautiful beaches are not to mention several historical sites and a bustling commercial district. We’re not saying Southampton has all you could want out of the Hamptons, but…
Nearby Neighborhoods:
Bridgehampton, North Sea, Sag Harbor, Sagaponack, Water Mill
Get to know Wainscott
No place else captures the bucolic yet bombastic duality of the Hamptons quite like Wainscott. This hamlet in the Town of East Hampton is where the farm-centric past and trendy present merge, which might explain why the styles of homes here range from humble farmhouse retreats to some of the boldest designs on the East End. To Wainscott’s south and east, the Atlantic Ocean and prestigious Georgica Pond neighbor coveted waterfront real estate; the latter is where you’ll spot some of the most eye-catching estates in the area. Beaches along the ocean are beautiful if unimaginatively named — Wainscott Beach, most obviously, and Town Line Beach, which falls on the border of East Hampton and Southampton, being the largest. Further north, the setting feels vastly more unclaimed. The residences in this rural and woodland environment almost hide among the trees, though sand and surf are never far.
Nearby Neighborhoods:
East Hampton, Sagaponack, Bridgehampton, Sag Harbor
Get to know Water Mill
To look across every leafy lane and green acre in Water Mill is to be awash in a stream of splendor. Real estate in this hamlet is highly sought-after, composing a dazzling collection of modern, post-modern, and traditional-style homes. Suppose A-plus houses weren’t enough to sway you on Water Mill. In that case, the area also lays claim to a lively local art scene, multiple miles of beautiful beachfront, and numerous celebrity residents. This combination has sent the otherwise humble hamlet’s profile skyrocketing to the point where Water Mill is mentioned in the same breath as immediate neighbors Bridgehampton and Southampton Village. Water Mill boasts two sets of darling waterfronts on its southern shore. Head to Mecox Bay for a tranquil environment like no other, or venture a little further down Flying Point Road and dip your toes right into the Atlantic Ocean.
Nearby Neighborhoods:
Bridgehampton, North Sea, Sag Harbor, Southampton
Get to know Westhampton
Owing to the charming vagaries of Hamptons nomenclature, Westhampton is paradoxically located within the town of Southampton. Thankfully, the physical East End space Westhampton occupies completely jives with its moniker. Many regard Westhampton as the western start of the Hamptons, making the hamlet’s name quite literal. Communities left of the Shinnecock Canal tend to skew more residential and reserved than those on the other side, and Westhampton is no exception. Eclectic house styles blanket the area — ranches, estates, post-moderns, and more — offering different kinds of homes to fit different types of homeowners’ needs. For all the beauty of the greater area with none of the perhaps superfluous flair, Westhampton is ideal. Even if you road trip down Sunrise Highway, ride the Long Island Rail Road to the end, or jet-set from Francis S. Gabreski Airport — all easily accessible — Westhampton will always be waiting with the comforting atmosphere of home.
Nearby Neighborhoods:
Westhampton Beach, Quogue, Remsenburg, East Moriches
Get to know Westhampton Beach
It can undoubtedly be arrogant to put “beach” in the name of your village, only to underwhelm in the sand by the ocean department. Thankfully, casual Westhampton Beach is blessed with the gift of shoreline, fully delivering on the promise of its name. Right over the bay, across the respective drawbridges at Jessup and Beach lanes, spectacular white sand beaches run along Dune Road. Cupsogue Beach County Park is situated on the far western end of the sandy strip, winning plaudits for its beauty, lack of crowds, and soft sands. Under two miles east, Pike’s Beach offers a similar secluded vibe with the bonus — for some — of no vendors. Still, the most popular, in-demand stretch of sand in Westhampton Beach is Rogers Beach. It is pretty much a straight shot off Beach Lane, enticing residents and visitors alike with the same ocean appeal, plus all the amenities.
Nearby Neighborhoods:
Westhampton, Quogue, Remsenburg, East Moriches