As you approach The Hamptons, the air takes on a quality of opulence and refinement.
Nestled on the eastern end of Long Island, this stretch of land has long been a haven for those who seek to escape the clamor of the city and indulge in the finer things in life.
From its earliest days as a fishing village, to its present-day status as a playground for the rich and famous, the Hamptons have always been a place apart.
Its beaches, with their pristine white sands and sparkling waters, have been immortalized in literature and film.
The Hamptons exudes a sense of glamour and exclusivity, attracting the affluent and influential from near and far.
To better understand the allure of this fabled retreat, we have compiled a list of the top 10 richest streets in the Hamptons.
These rankings have been carefully curated using a variety of factors, including property values, notable residents, and the sheer extravagance of the street’s offerings.
So, hit subscribe and like, get your finest sundress or seersucker suit, and get ready for a journey through the most luxurious streets the Hamptons have to offer.
Median Sale Price — $4.8 Million
We begin our journey one of the most luxurious streets in the Hamptons, Town Line Road in Wainscott.
Located on the border of Wainscott and Sagaponack, Town Line Road is home to some of the wealthiest and most powerful individuals in the country.
From CEOs to Hollywood stars, the residents of Town Line Road embody the essence of luxury and prestige… but it wasn’t always this way.
Town Line Road was once a humble farming community, with vast fields and sprawling pastures. It wasn’t until the 1960s that wealthy New Yorkers began to discover the allure of the Hamptons, transforming the landscape into the playground for the elite that it is today.
With its close proximity to the beach and access to private clubs, Town Line Road has become a hotspot for luxury real estate. It even shares its name with the beloved “Town Line Beach” where you can read your favorite ‘beach book’ next to the who’s who of a summertime in the Hamptons.
Its lavish properties feature sprawling lawns, Olympic-sized swimming pools, and private tennis courts.
And with some of the most beautiful beaches on the island just a stone’s throw away, the residents of Town Line Road truly have it all.
Median Sale Price — $5.3 Million
As we continue our exploration, we come to the beautiful Lily Pond Lane in East Hampton.
Lily Pond Lane is perhaps one of the most picturesque streets in the Hamptons, with its tree-lined roads and idyllic surroundings.
Beyond its natural beauty, what makes Lily Pond extremely notable in the wealthy society of the Hamptons is its high-profile residents and their magnificent properties.
From Steven Spielberg to Martha Stewart, the residents of Lily Pond Lane are some of the most influential and wealthy people in the world. Their sprawling estates feature everything from private beaches and tennis courts to helipads and horse stables.
However, ever truly sets Lily Pond Lane apart is its reputation. For years, this street has been synonymous with luxury and exclusivity, attracting only the most affluent and powerful individuals. It has been said that if you want to be a part of the Hamptons elite, there are few better places to be than Lily Pond Lane.
And with its prime location just steps away from some of the Hamptons’ most beautiful beaches, it’s easy to see why so many choose to call this street home.
Median Sale Price — $5.8 Million
Flying Point Road is a popular spot for the wealthy and affluent, with its prime location and luxurious properties.
Conveniently located near “Flying Point Beach”, this street offers breathtaking views of the ocean and is a stone’s throw away from some of the most exclusive beaches in the Hamptons.
The homes on Flying Point Road are some of the most impressive in the Hamptons, featuring exquisite architecture and top-of-the-line amenities.
Many of these properties boast multiple swimming pools, tennis courts, home theaters, and even wine cellars.
What makes Flying Point Road stand out is its accessibility to other places in the Hamptons. It is just a short drive away from some of the area’s most popular destinations, including Southampton, East Hampton, and Bridgehampton.
Thus, the residents of Flying Point Road have access to some of the best restaurants, shops, and entertainment options that the Hamptons have to offer.
Median Sale Price — $5.825 Million
Located in the heart of Bridgehampton, Jobs Lane (not to be confused with Southhampton’s Jobs Lane) is a charming street lined with upscale shops, art galleries, and restaurants.
It is a popular destination for both locals and visitors alike, offering a wide range of high-end boutiques and specialty stores that cater to discerning shoppers.
One of the most famous stores near Jobs Lane is the Bridgehampton Candy Kitchen, a classic old-fashioned soda fountain that has been serving up sweet treats since 1925. The store is known for its homemade ice cream, fudge, and candy, and is a beloved fixture in the community.
Other popular shops and boutiques next to Jobs Lane include Blue One, a trendy clothing store that offers a mix of designer and vintage pieces, and John Varvatos, a high-end men’s clothing store that features cutting-edge fashion and rock-and-roll-inspired designs.
In addition to shopping, the Jobs Lane area is also a popular destination for dining, with a variety of restaurants and cafes that cater to every taste and budget. From casual cafes and pizza places to upscale fine dining restaurants, there’s something for everyone on Jobs Lane.
Median Sale Price — $6.2 Million
Another Southhampton hotspot is Halsey Neck Lane, a wonderful avenue which terminates at Halsey Neck beach.
Located in a quiet corner of Southampton, this street offers unparalleled privacy and seclusion, making it the perfect place for the affluent to escape from the hustle and bustle of city life.
Halsey Neck Lane is renowned for its grand homes and manicured lawns, which are often hidden behind towering hedges and gated entrance.
Many of the sprawling estates and mansions date back to the 18th and 19th centuries, when the area was a thriving agricultural community.
But Halsey Neck Lane is not just a street of grand homes — it is also a popular destination for outdoor enthusiasts.
The road is lined with towering trees and offers stunning views of the surrounding landscape, making it a prime location for jogging, biking, or simply taking a leisurely stroll.
For those who love to shop and dine, Halsey Neck Lane is just a short drive from Southampton’s charming downtown area, which offers a wide variety of high-end boutiques, art galleries, and gourmet restaurants.
And with its proximity to the beach, Halsey Neck Lane offers the perfect combination of luxury living and natural beauty, making it one of the most coveted addresses in the Hamptons.
Median Sale Price — $6.4 Million
Located in the heart of the Hamptons, Five Rod Highway is a small secluded block and home to some of the most impressive and lavish properties on the island.
The residents of this street are among the wealthiest and most influential people in the world, including successful entrepreneurs, Hollywood stars, and prominent politicians.
Five Rod Highway has a rich history, dating back to the days when it was used as a thoroughfare for farmers and fishermen.
But in recent years, it has transformed into one of the most coveted locations for luxury real estate in the Hamptons. Its sprawling estates and prime location have made it a sought-after address for the affluent and elite.
Additionally, Wainscott’s natural beauty and serene atmosphere were a major draw for these affluent visitors, and many began building grand summer homes in the area.
Over time, the population of Wainscott grew and it became known as one of the most desirable addresses in the Hamptons.
Thus, having a home on Five Rod Highway instantly puts you on the “who to know” list of any influential Hamptons social circle.
Median Sale Price — $6.5 Million
As we continue our journey through the top 10 richest streets in the Hamptons, we come to the magnificent Daniels Lane.
Daniels Lane is a picturesque street located in the idyllic village of Sagaponack, which is known for its beautiful beaches, rolling farmland, and stunning homes.
The street runs parallel to the ocean, and many of the homes along the lane boast spectacular views of the water.
Daniels Lane is a quiet and secluded street, with many of the properties hidden behind towering hedges and gated entrances.
The homes along the lane are some of the most luxurious and exclusive in the Hamptons, with sprawling estates and mansions that feature every imaginable amenity, from private beaches and pools to tennis courts and expansive gardens.
Despite its secluded location, Daniels Lane is just a short drive from some of the best restaurants, shops, and cultural attractions in the Hamptons.
Nearby Bridgehampton is home to a number of high-end boutiques and art galleries, while the charming town of East Hampton offers a wide range of dining options, from casual seafood shacks to upscale fine dining restaurants.
Perhaps the biggest draw of Daniels Lane, however, is its proximity to some of the most beautiful beaches in the Hamptons. The street is just a short walk or bike ride from the pristine sands of Sagg Main Beach, which is known for its clear waters and stunning natural beauty. For those who crave a luxurious beach lifestyle, Daniels Lane is the perfect destination.
Median Sale Price — $7.7 Million
As we continue our journey through the most luxurious streets in the Hamptons, we arrive at the stunning Parsonage Lane in Sagaponack.
The street is named after the historic Sagaponack Parsonage, which was built in the 18th century and still stands today as a beautiful example of early American architecture.
Parsonage Lane is a hotspot for luxury real estate in the Hamptons, with its prime location and luxurious properties. Notably, CEO of Goldman Sachs Lloyd Blankfein famously own a home here.
Located in a quiet corner of Sagaponack, this street offers unparalleled privacy and seclusion, making it the perfect place for the affluent to escape from the outside world.
Additionally, the homes on Parsonage Lane are some of the most impressive in the Hamptons, featuring exquisite architecture and top-of-the-line amenities.
Lastly, Parsonage Lane is just a short drive away from some of the area’s most exclusive beaches, including Sagg Main Beach and Gibson Beach. And with some of the best restaurants and shops in the Hamptons just a stone’s throw away, the residents of Parsonage Lane have access to everything they need to live the ultimate luxury lifestyle.
Median Sale Price — $8.6 Million
Now we’re getting into the real eye-watering house prices.
Located just steps away from some of the most beautiful beaches in the area, as its name suggests, the street runs parallel to the Atlantic Ocean, and offers some of the most spectacular ocean views in the Hamptons. It’s also a stone’s throw away from some of the most exclusive restaurants and shops in the Hamptons.
The homes along Ocean Road are some of the most exclusive and luxurious in the Hamptons, with sprawling estates and mansions that boast every imaginable amenity. Many of the homes feature private beach access, and some even have their own private beaches.
Despite its secluded location, Ocean Road is just a short drive from some of the best restaurants, shops, and cultural attractions in the Hamptons.
The charming village of Bridgehampton is just a few minutes away, offering a wide range of high-end boutiques, art galleries, and gourmet restaurants.
The beach at nearby Mecox Bay is also a popular destination for locals and visitors alike, offering a quieter and more secluded beach experience than some of the more crowded beaches in the area.
For those looking to experience the luxurious beach lifestyle that the Hamptons are known for, Ocean Road is the perfect destination.
With its stunning ocean views, beautiful homes, and proximity to some of the best attractions in the area, it is no wonder that Ocean Road remains one of the most coveted addresses in the Hamptons.
Median Sale Price — $17.6 Million
And finally, we have arrived at the number one spot on our list of the top 10 richest streets in the Hamptons — the magnificent Meadow Lane in Southampton.
To put just how wealthy this street is in perspective, the median house price is TWICE as expensive as the #2 location on our list, with a whopping $17.6 million median sale!
In fact, Meadow Lane is so synonymous with wealth that it’s earned a nickname befitting of its status… “Billionaire Lane”.
Meadow Lane was originally a strip of farmland, but it gradually developed into a sought-after residential area in the early 20th century, as wealthy New Yorkers began to discover the natural beauty of the Hamptons and started building summer homes there.
The area soon became a popular destination for the rich and famous, with many notable figures from the worlds of business, entertainment, and politics building grand estates along the shoreline.
Today, Meadow Lane is synonymous with luxury and exclusivity and is home to some of the most valuable real estate in the world, with some homes selling for tens of millions of dollars.
Some of the most famous residents of Meadow Lane include:
Calvin Klein: The legendary fashion designer and founder of the iconic Calvin Klein brand has owned several homes on Meadow Lane over the years, including a stunning oceanfront estate that he purchased in the 1990s.
David Koch: The late billionaire businessman and philanthropist owned a sprawling estate on Meadow Lane that he purchased for a reported $18 million in 2007.
Henry Kravis: The billionaire financier and co-founder of the private equity firm Kohlberg Kravis Roberts (KKR) is also a resident of Meadow Lane, with a stunning estate that features a private beach and every imaginable luxury.
Overall, Meadow Lane remains one of the most coveted addresses in the Hamptons, attracting the most affluent and influential individuals from around the world.
Its stunning natural beauty, unparalleled luxury, and proximity to New York City make it a prime location for those seeking the ultimate in high-end beach living.
And that concludes our journey through the top 10 richest streets in the Hamptons.
From the stunning Meadow Lane in Southampton to the exclusive Halsey Neck Lane in Southampton, these streets offer a glimpse into the world of luxury and extravagance that the affluent and elite of the world can enjoy.
Have you ever visited any of these streets? If so, what was your experience like? Let us know in the comments below.
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