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 Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • 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 Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • 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

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.

 

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

What's Happening in the Hamptons

Related Posts

NEW TOP EVENTS
Entertainment

Top Hamptons Events This Weekend: March 13th, 2026

March 12, 2026
Rod Cummings on Quogue and Westhampton Beach’s Timeless Appeal & Today’s Buyer Trends
Real Estate

Not Even 50” of Snow Can Stop Rod Cummings from Selling Hamptons Real Estate

March 12, 2026
Southampton Estate with Waterviews and Guest Cottage
Real Estate

Southampton Estate with Waterviews and Guest Cottage

March 11, 2026

Search Articles

No Result
View All Result

LOCAL EVENTS

Events

12
Mar
12
Mar
-
12
Mar

Shannon-igans

March 12 @ 10:30 AM - March 12 @ 11:15 AM
The Hampton Library
12
Mar
12
Mar
-
29
Mar

I DO! I DO!

March 12 @ 07:00 PM - March 29 @ 09:30 PM
Quogue Community Hall 125 Jessup Avenue, Quogue, NY 11959
13
Mar
13
Mar
-
13
Mar

Art in Action (Zoom Sessions)

March 13 @ 10:30 AM - March 13 @ 11:30 AM
279 Montauk Highway Water Mill, NY 11976 United States
13
Mar
13
Mar
-
13
Mar

The Modern Marionette Company – Martha Graham with Kim Profaci

March 13 @ 04:30 PM - March 13 @ 06:00 PM
The Church, 48 Madison St., Sag Harbor, NY, 11963
13
Mar
13
Mar
-
13
Mar

3v3 Co-ed Basketball Tournament for Grades 6–8

March 13 @ 05:00 PM - March 13 @ 08:00 PM
Ross School, 18 Goodfriend Drive, East Hampton, NY 11937
Load more listings
Next Post
6th Annual Battle of the Fantasy Girl Bands at the Talkhouse

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

  • The Center for Family Services Palm Beach County held its signature fundraiser, The Old Bags Luncheon™, at the iconic Breakers Palm Beach. Palm Beach County continues to experience a growing need for accessible mental health services, with families facing challenges such as economic hardships, trauma, and mental health disparities. The Center for Family Services serves as a beacon of hope, offering these families the resources and professional care needed to overcome adversity.⁠
⁠
The Center’s annual signature event combines fashion, philanthropy, and social engagement, attracting some of the most influential individuals in the region to support the organization’s critical work. This year’s event sold out in record time and had a long wait list. ⁠
⁠
This year, the 2026 OBL Celebrity Speaker was Priscilla Presley – cultural icon, actress, and philanthropist who brought her singular story and passion for advocacy to The Breakers ballroom.⁠

📸: @andrewwerner 
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
.⁠
#oldbagsluncheon #palmbeach #priscillapresley #robertjames
  • Check out the Top Hamptons events This Weekend!⁠
⁠
🎨 2026 Student Exhibition Preview Day⁠
📅 Saturday, March 7 | ⏰ 11am–5pm⁠
📍 Parrish Art Museum, Water Mill⁠
Saturday is for the arts! Enjoy exhibition previews, a drop-in drumming circle, imagination play workshops, and a performance by the Southampton String Ensemble.⁠
⁠
🎻 Fiddler’s Green: A Traditional Irish Music Concert⁠
📅 Saturday, March 7 | ⏰ 1–2:30pm⁠
📍 Southampton History Museum, Southampton⁠
Fiddler’s Green brings the traditional music of Ireland to the East End.⁠
⁠
🍀 Pot O’ Gold Catapult Workshop⁠
📅 Saturday, March 7 | ⏰ 3–6pm⁠
📍 Children’s Museum of the East End, Bridgehampton⁠
Kids can build a catapult and launch gold coins into the lucky pot.⁠
⁠
🎸 Gene Casey and the Lone Sharks⁠
📅 Saturday, March 7 | ⏰ 8–10pm⁠
📍 Bay Street Theater, Sag Harbor⁠
Dubbed “the house band of the Hamptons,” the group brings their iconic country sound to the stage.⁠
⁠
🥣 Project MOST’s Empty Bowls⁠
📅 Sunday, March 8 | ⏰ 12–3pm⁠
📍 Amagansett American Legion Post 419⁠
Taste soups crafted by local chefs while supporting vital programs for children and families. Plus live music, a 50/50 raffle, and family fun.⁠
⁠
🎤 “Sing-Along the American Songbook” Jazz Jam⁠
📅 Sunday, March 8 | ⏰ 2–5pm⁠
📍 Southampton Cultural Center⁠
Celebrating Women’s History Month with vocalists Ludmilla Benevides and Vanessa Trouble, joined by Jane Hastay, Iris Ornig, and Carl Sarafina.⁠
⁠
🥘 Spanish Tapas & Paella Cooking Class⁠
📅 Sunday, March 8 | ⏰ 3:30–6:30pm⁠
📍 R.AIRE, Hampton Bays⁠
Cook alongside Chef Alex, enjoy wine pairings, and dine together afterward.⁠
⁠
🥾 Montauk Loop Hike⁠
📅 Saturday, March 7 | ⏰ 10am–12:30pm⁠
📍 Montauk Lighthouse⁠
Explore scenic trails and keep an eye out for harbor seals.⁠
⁠
🎬 Hoppers in IMAX⁠
📍 Southampton Playhouse⁠
Follow Mabel as her consciousness transfers into a robotic beaver and she enters the animal world.⁠
⁠
📚 BookHampton Book Club: Vigil⁠
📅 Tuesday, March 10 | ⏰ 4pm⁠
📍 LongHouse Reserve, East Hampton⁠
Join fellow readers to discuss George Saunders’ newest book.⁠
⁠
Visit Hamptons.com for more events!⁠
⁠
#weekend #hamptons #hoppers #events #books
  • Quogue Wildlife Refuge held its beloved “Light The Night” trail walk. I’ve heard through the grapevine that the annual walk is magical, peaceful, and paints the dreaded cold winter nights in a whole new light (literally).⁠
⁠
The community braced the cold, freezing temperatures as they followed a lantern trail and entered a quaint marketplace with a Hamptons Coffee Company booth serving delicious, complimentary hot chocolate in reusable mugs, a merch booth with an impressive selection of animal stickers, beanies, pins, maps, stuffed animals, and my personal favorite, a bandana with a map of the Refuge. A must-have for any wildlife fanatic.⁠
⁠
📸: Quogue Wildlife Refuge & Dennis Maroulas & Hamptons.com⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
⁠
#quoguewildliferefuge #lightthenight #trail #community
  • As the Hamptons’ ultra-luxury sector accelerates—with sales above $20 million doubling year-over-year—an architecturally significant coastal contemporary estate has entered the market at $32 million.⁠
⁠
Located at 200 Rose Hill Road in Water Mill, the newly constructed residence spans approximately 19,000 square feet across three levels and is set on 2.29 landscaped acres overlooking a 65-acre agricultural reserve. Mecox Bay lies at the end of the street, with Atlantic Ocean beaches just moments beyond.⁠
⁠
Recently acquired by Moskow Management Trust and offered fully furnished, the gated estate is exclusively represented by Vince Horcasitas of Saunders & Associates.⁠
⁠
@vinceinthehamptons⁠
@hamptonsrealestate⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
.⁠
#hamptons #realestate #luxury #watermill
  • Check out the Top Hamptons Events This Weekend!⁠
⁠
From art openings to live music and family fun — here’s what’s happening:⁠
⁠
🖼 Opening Reception: Reclaiming Death Exhibition⁠
📍 Ma’s House, Southampton⁠
🕔 Saturday, Feb 28 | 5–8PM⁠
A powerful group exhibition featuring 20 artists exploring personal and cultural end-of-life practices.⁠
⁠
🎬 2026 Oscar-Nominated Short Films at Sag Harbor Cinema⁠
🕗 Saturday, Feb 28 | 8–10PM⁠
Catch this year’s Oscar-nominated Animated, Documentary, and Live Action shorts.⁠
⁠
👨‍👩‍👧 Family Day at Guild Hall⁠
🕐 Saturday, Feb 28 | 1–3PM⁠
Stop-motion films, tours, and hands-on activities for all ages.⁠
⁠
🥾 Four Ponds Hike⁠
📍 Long Pond Greenbelt Nature Center, Bridgehampton⁠
🕙 Saturday, Feb 28 | 10AM–12PM⁠
A scenic 3.5-mile hike with pond views.⁠
⁠
🎸 The Surfcasters: A Led Zeppelin Celebration at Bay Street Theater⁠
🕗 Saturday, Feb 28 | 8–10PM⁠
Classic rock energy all night long.⁠
⁠
🎻 Clarice Jensen Live at The Church⁠
🗓 Sunday, March 1 | 3–4:30PM⁠
A contemporary classical performance from her latest album.⁠
⁠
🎨 Clay Workshop for Kids⁠
📍 Mudita, Water Mill⁠
🕚 Saturday, Feb 21 | 11AM–12PM⁠
Hands-on creative fun with clay.⁠
⁠
🎤 The Seismatics at Stephen Talkhouse⁠
🗓 Feb 27 | 8PM⁠
Modern + classic rock hits.⁠
⁠
🍷 Wine Wednesday at Nick & Toni’s⁠
🗓 March 4 | 5:30–7PM⁠
Discover highlights from Frederick Wildman.⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
#hamptons #arts #oscars #easthamptons #weekend
  • Charlie Fox Dispensary wants you to know what you put in your body.⁠
⁠
So, if you’re looking for a clear, uncluttered, and elevated cannabis experience, Charlie Fox is for you. If you’re a first-timer, excited to explore cannabis (now legal in New York), or a lifelong enjoyer who’s looking for the best cannabis on the East End, find it at Charlie Fox Dispensary.⁠
⁠
New to Southampton in 2026, Charlie Fox Dispensary is elevating the Hamptons’ luxury wellness/cannabis space with edibles (and drinkables) for every occasion, CBD+, premium vapes and pre-rolls, wellness topicals and remedies, the best flower in the Hamptons, and accessories you won’t have to hide when you entertain.⁠
⁠
Founded by the luxury-minded, hospitality-focused team behind Calissa, you already know it’s chic, with an obvious focus on boutique-level service and one-on-one facetime for anyone (over 21, obvi) who comes through the doors, open 7 days a week, 471 County Road 39 in Southampton.⁠
⁠
Read the full article at the Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
#charliefox #southampton
Facebook Twitter Instagram Youtube
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

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 Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • 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