Subscribe to Guide
No Result
View All Result
Hamptons.com
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Hamptons Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Search South Florida Real Estate
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Hamptons Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Search South Florida Real Estate
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
No Result
View All Result
Hamptons.com
February 26, 2023

Sixty-Something: Hamptons 54-Mile Gold Coast of Multimillion Dollar Homes

196
VIEWS
T.J. Clementeby T.J. Clemente
in Community, Trending
Home Community
Sixty-Something: Hamptons 54-Mile Gold Coast of Multimillion Dollar Homes

Recently a New York City tabloid once again wrote about the Montauk Trailer Park on 180 DeForest Road. Officially known as the Montauk Condominium Association, a unit (trailer) there, located near the ocean shore of Ditch Plains, was sold for a reported $3.7M. I actually once lived in a rented room in that complex for 3 years. The paper called it, “Billionaires Trailer Park.” When I lived there it was everything but. In a real estate column, named, “Estate of Mind,” I once wrote, “There are not enough trophy homes for the real winners in life.” Now I know for sure there really aren’t.

 

Recently, I decided to personally survey the Hamptons Gold Coast! It’s winter, my sailboat is on the land so I had the time to explore. Driving from the Montauk Lighthouse to where the ocean shore of the Hamptons ends on County Road Route 89 at Cupsogue Beach CountyPark was fun. This park is just west of Westhampton Beach and the Village of West Hampton Dunes. The whole drive measured 54 miles on my GPS.

 

Having spent the last twenty years traversing the Hamptons to get to my sailboat in EH, I actually never traced the whole Hamptons ocean shoreline. I did it this week. There are private roads not truly available to drive on but, knowing the areas, I stayed as close as I legally could. What I saw was very humbling. The whole 54 miles is lined with multimillion-dollar most likely “second homes.” I can’t really estimate the sum of the value of all the homes, but I am sure it’s well into the billions.

 

I never knew of the beach clubs on the ocean between Hamptons Bays and Westhampton Beach. There is even an oceanfront senior living condo complex. Then there are also various tennis clubs. Notables are the grass tennis courts of both the Meadow Club of Southampton and the Maidstone Club of East Hampton. However, around Westhampton Beach there are others with both hard surfaces and with Har-Tru, a crushed pebble fast-drying surface. Many of the multimillion-dollar homes also had tennis courts. I never enjoyed playing tennis with a strong offshore breeze, but I guess I could learn to.

 

Some homes, like the ones in Wainscott, are actually farms while others built along the dunes seem like Star-Trek complexes. Folks, like billionaires Ronald Perlman and David Geffen, have very impressive spreads on the ocean. Estates that you can’t really get that near to. One time, my wife Cindi and I attended a function at Jerry Della Femina’s oceanfront home. It was an ocean address right off Lily Pond Lane. We were conscious of not bringing sand into the house. Walking from the ocean right into the living room is cool. When one has pets, keeping the sand out of the house is probably a losing battle. Back in the day, my beagle brought in plenty of sand at the Montauk trailer 432 steps from the breaking waves of Ditch Plains.

 

The literal opulence of most of the homes is astonishing. Obviously, there are people of means who want an oceanfront home. How many trophy homes are there going up along the thousands of miles of both U.S. ocean coasts? There are lots of folks of means in this country; all these multimillion-dollar homes proves it. I guess most are so smartly well-off that they are not worried if a Hurricane Sandy comes along and destroys their oceanfront home. One has to conclude that’s what being able to afford good insurance is all about.

 

Doing some east end journalism for twenty years has given me the opportunity to be invited into some of these homes. All I can say is that my first impression when being led to the decks, balconies, and grand rooms with the amazing ocean views is “wow!” In the summer of 2007, I was on a patio off the ocean of a Further Lane, EH home. I was talking with then Presidential Candidate, Senator John Edwards. His wife Elizabeth was by his side along with perhaps twenty notables including a Beatles ex-wife, a star of Sex in the City, and a hip-hop mogul. I still remember almost every detail of that day 15 years later. Being an easy story to write up, it was a peek into what goes down in these mammoth ocean homes perhaps on most summer weekends.

 

Lastly, I thought I’d conclude with this truly Hamptons story. One time at an event I was sipping a beer with a gentleman and his wife who were groundskeepers for some folks who owned a genuine Hamptons oceanfront mansion. They lived in a cottage on the grounds. They kept the home in pristine condition all year ’round. The elderly owners hadn’t been around for a few years. Yet, they telephoned in almost daily to ask about the home, the plants, and the weather there.

 

STAY UPDATED

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

TRENDING

On Friday, July 24th, Daniella Vitale, CEO of Ferragamo Americas, and Gabrielle Union-Wade hosted an intimate dinner in the orchard at Topping Rose House in Bridgehampton to celebrate Ferragamo’s return to the Hamptons.

Gabrielle Union-Wade, Katie Holmes, Jason Bard Yarmosky & More Celebrate Ferragamo’s Return to The Hamptons

On Friday, July 24th, Daniella Vitale, CEO of Ferragamo Americas, and Gabrielle Union-Wade hosted an intimate dinner in the orchard at Topping Rose House in Bridgehampton to celebrate Ferragamo’s return to the Hamptons.

Read more
There's a stop on my Montauk map, and it might be my new favorite.

Montauk General Store just opened its first permanent storefront at 805 Montauk Highway, and walking in felt like stepping into a memory I didn't know I had. Think '80s Malibu surf shack meets midcentury design, driftwood textures, stainless steel finishes, and vintage coastal Americana all layered together in the most effortless way.

Montauk General Store Puts Down Roots, One Matcha Latte at a Time

There’s a stop on my Montauk map, and it might be my new favorite.

Montauk General Store just opened its first permanent storefront at 805 Montauk Highway, and walking in felt like stepping into a memory I didn’t know I had. Think ’80s Malibu surf shack meets midcentury design, driftwood textures, stainless steel finishes, and vintage coastal Americana all layered together in the most effortless way.

Read more
The designs themselves are intentionally versatile, and the personal part comes from the person wearing it. Some clients customize a piece, some choose a meaningful gemstone or charm, and others simply make it their signature. I love creating jewelry that gives people the opportunity to make it their own.

Where Fine Jewelry Meets Everyday Joy with Stephanie Gottlieb

The designs themselves are intentionally versatile, and the personal part comes from the person wearing it. Some clients customize a piece, some choose a meaningful gemstone or charm, and others simply make it their signature. I love creating jewelry that gives people the opportunity to make it their own.

Read more

Search Articles

No Result
View All Result

Events

      Pickle's Pop-up in Montauk
      Pickle's Pop-up in Montauk
      17 Jul 26
      Montauk
      Adam Baranello "There's Art Inside" Art Exhibition
      Adam Baranello "There's Art Inside" Art Exhibition
      18 Jul 26
      Southampton
      Ralph’s Coffee at Mulford Farm
      Ralph’s Coffee at Mulford Farm
      23 Jul 26
      East Hampton
      Thursday Tai Chi
      Thursday Tai Chi
      23 Jul 26
      East Hampton
      Stuart Weitzman Pop-Up
      Stuart Weitzman Pop-Up
      23 Jul 26
      East Hampton

Hamptons Surf Report

Next Post
6th Annual Battle of the Fantasy Girl Bands at the Talkhouse

6th Annual Battle of the Fantasy Girl Bands at the Talkhouse

  • Below the Blue is a thoughtfully curated jewelry store in Montauk, offering handcrafted pieces and permanent jewelry. We stopped by to create a custom necklace using their selection of gems and charms. Whether you’re searching for a meaningful gift or a piece that’s uniquely your own, be sure to visit Below the Blue this season, open daily from 10am - 7pm.
@below.the.blue 
#jewlery #belowtheblue #montauk
  • Tucked inside the Sole East hotel, this hidden gem offers one of Montauk’s most relaxing dining experiences. The setting alone is worth the trip: the restaurant sits right beside a giant swimming pool ringed with loungers, where you can grab a drink, stretch out on the lawn, and settle into true Montauk fashion for the afternoon. It’s the kind of scene that makes you forget you have anywhere else to be.

But as cool as the setting is, the food is the real standout. The seafood is the star of the menu, featuring fresh fish sourced directly from the boats at Gosman’s, so what lands on your plate practically came straight off the dock. You can taste the difference immediately. Paired with seasonal vegetables and thoughtfully prepared dishes, every plate feels light, flavorful, and perfect for summer.

The drink menu deserves its own mention. Sole East’s mezcal negroni is one of the best drinks I’ve tasted. It’s smoky, balanced, and a standout on an already impressive drink menu.

From the welcoming, owner-operated atmosphere to the laid-back setting and exceptional food, Sole East is a spot we’ll gladly return to. It’s everything we love about dining in Montauk.
@soleeastmontauk #montauk #soleeast
  • Top Hamptons Events This Weekend✨⁠
⁠
⁠
🎤 Ms. Lauryn Hill Live at The Clubhouse⁠
📅 Saturday | 7–9 PM⁠
📍 Clubhouse Hamptons, East Hampton⁠
GRAMMY Award winner Ms. Lauryn Hill performs a special acoustic concert featuring her iconic hits.⁠
⁠
🎨 Guild Hall Clothesline Art Sale⁠
📅 Saturday | 9 AM–2 PM⁠
📍 East Hampton⁠
Shop original works from local artists with pieces ranging from $75 to $3,500.⁠
⁠
🧘 Elements Barre Class & WATSKIN Trunk Show⁠
📅 Saturday | 9:30 AM⁠
📍 Sag Harbor⁠
Start your morning with a barre class followed by an exclusive WATSKIN trunk show.⁠
⁠
🌸 Marni Blooms Pop-Up⁠
📅 Friday–Sunday | 11 AM–7 PM⁠
📍 il Buco, Amagansett⁠
Browse limited-edition handcrafted fabric flowers made in Italy from archival Marni prints.⁠
⁠
🎭 Shakespeare at the Manor: Twelfth Night⁠
📅 Saturday | 6–8 PM⁠
📍 Shelter Island⁠
Enjoy Shakespeare under the stars at historic Sylvester Manor. Bring a chair or blanket!⁠
⁠
✨ The Watermill Center Summer Festival⁠
📅 Friday & Saturday | 6 PM⁠
📍 Water Mill⁠
Experience “LIMITLESS TIME,” an immersive celebration of Robert Wilson featuring performances, dinner, and more.⁠
⁠
🦉 Get Wild! Gala⁠
📅 Saturday | 5:30–8 PM⁠
📍 Marders,Bridgehampton⁠
Celebrate the Evelyn Alexander Wildlife Rescue Center’s 26th anniversary.⁠
⁠
🌈 Hetrick-Martin Institute’s “School’s Out” Benefit⁠
📅 Saturday | 5:30–11 PM⁠
📍 Water Mill⁠
An evening supporting LGBTQ+ youth through critical summer programming.⁠
⁠
📚 Fridays at Five: David S. Reynolds⁠
📅 Friday | 5 PM⁠
📍 Bridgehampton Library⁠
Hear the acclaimed historian discuss Two Ships.⁠
⁠
🔥 Grilling with Roman & Marc x PANORAM ASADOS⁠
📅 Sunday | 6 PM⁠
📍 Sagaponack⁠
An unforgettable evening of open-fire cooking paired with exceptional Wölffer wines.⁠
⁠
🎸 The Last Waltz at The Stephen Talkhouse⁠
📅 Sunday | 8 PM⁠
📍 Amagansett⁠
Catch a special performance at one of the Hamptons’ most iconic music venues.⁠
⁠
🌶️ Chef Colin Ambrose Pop-Up at Love Eats⁠
📅 Saturday | 9 AM–1 PM⁠
📍 Amagansett⁠ Square
Meet the chef behind Estia’s Little Kitchen and shop his signature hot sauce. 
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
⁠
#laurynhill #easthampton #art #hamptons #wolffer
  • From now through July 25th, Pivotal is bringing the future we’ve all been promised to East Hampton: flying cars.

Their Helix model doesn’t require a pilot’s license to fly over eligible non-congested areas. According to Pivotal, most people can learn to fly it with just 3-4 days of training.

If you’d like to see the Helix in action, stop by Shagwong Marina this weekend for an exclusive demo.
  • The Candied Anchor is a must-visit sweet shop in the heart of Montauk, offering gourmet candy, freshly baked treats, and plenty of indulgent favorites. It’s the perfect stop for an afternoon treat or a little something to take home.

Beyond the shop, The Candied Anchor also brings the fun to local events with candy, popcorn, and ice cream carts available for catering. If you’re visiting Montauk this season, be sure to stop by. They’re open daily from 10am - 10pm.
#candy #sweets #montauk
  • The Hamptons Greek Festival brought a little slice of Greece to the East End this year, complete with traditional music, lively dancing, and an incredible sense of community. From the moment we arrived, the energy was contagious.

I, of course, went for the food, but the festival had something for everyone. The kids loved the arts and crafts area, where they spent nearly an hour making Greek masks and bracelets while we enjoyed the festivities nearby.

One pleasant surprise was how easy everything felt. The shuttle buses made parking a breeze, and before long we were enjoying one of the best gyros we’ve had: warm pita, perfectly seasoned meat, and fresh, homemade tzatziki.

Between the music, dancing, family-friendly activities, and unforgettable food, the Hamptons Greek Fest was one of the highlights of the weekend. We’ll definitely be back next year.
#greek #hamptons #greekfest
Instagram Youtube TikTok Twitter
Hamptons.com

Saunders Broadcasting Corp.

Phone: 631-613-8440
Email: [email protected]
Facebook: Facebook.com/HamptonsOnline
Twitter: @Hamptons
Instagram: @HamptonsOnline

About Us | Contact Us

Hamptons.com

  • Lifestyle
  • Events
  • Real Estate
  • Live Cameras
  • Public WiFi

Subscribe

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

© 2025 Hamptons.com | All rights reserved
Saunders Broadcasting Corp.
Terms & Conditions | Privacy Policy | About Us | Contact Us

 

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

No Result
View All Result
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Hamptons Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Search South Florida Real Estate
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support

© 2025 Hamptons.com | All rights reserved
Saunders Broadcasting Corp.
Terms & Conditions | Privacy Policy | About Us | Contact Us