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Hamptons.com
November 14, 2014

Hamptons Real Estate Blockbusters: Top 6 Hamptons Estates Over $45M

Nicole B. Brewerby Nicole B. Brewer
in Real Estate
Home Real Estate

It was just a few years ago that Hamptons billionaire Ira Rennert made headlines when he constructed a $250M home complete with 29-bedrooms, 39-bathrooms, indoor and outdoor swimming pools, sports pavilion, and a power plant over 50-acres in Sagaponack. At 91-feet long his dining room would be an ideal setting for Thanksgiving dinner to say the least. Since then homes across the globe have hit the billion dollar mark, most notably the 27-story, 400,000 square foot residence of Indian billionaire Mukesh Ambani in Mumbia that reportedly has a staff of 600.

While you won’t need a billion dollars to pick up some of the Hamptons priciest pads on the market right now you will need to consider spending at least $45M for the ultimate in luxury a few hours east of New York city. Here are the six most expensive homes in the Hamptons.

Coming in at #6, $45M will buy you a traditional, 12-bedroom, 10-acre spread in Southampton on Ox Pasture Road complete with heated indoor pool (with waterslide), grass tennis court, a state-of-the-art kitchen, and home gym. Originally built in 1915 and meticulously renovated recently this Estate Section home is a mini-resort.

#5 Most Expensive Home in the Hamptons. This is a once in a lifetime opportunity to own a truly spectacular waterfront property on the Gold Coast in North Haven. (Photo courtesy of Douglas Elliman)


This Actors Colony estate in North Haven is our #5 at $47.5M. The charming manor house built in 1902, known as “Strongheart,” is in the center of the compound comprised of three separate lots and a private pond. Beyond the main house there are two separate guesthouses for a total of 12-bedrooms, a 60-foot heated swimming pool, basketball and tennis courst, and plenty of room for entertaining across 19,000 square feet of living space.

#4 Most Expensive Home in the Hamptons. Villa Maria is a private and magnificent waterfront estate with stately gardens and glorious views of Mecox Bay. (Photo courtesy of The Corcoran Group)


Water Mill’s “Villa Maria” is #4 on the list of the Hamptons most expensive estates at $49.5M. The waterfront estate was restored to it’s 1920s grandeur over six years with all of the modern amenities of a 21st century estate. The 7.6 acre property incldes a 22,000 square foot home, 11-bedrooms inclusive of a 6-room master suite, 60-foot living room, waterside swimming pool, tennis court, and two-bedroom guesthouse.

#3 Most Expensive Home in the Hamptons. An exclusive offering of a modest guest house and carriage house on coveted Gin Lane. (Photo courtesy of The Corcoran Group)


An oceanfront carriage house with guest house considered a ‘development opportunity’ on Gin Lane in Southampton is our #3 with a $50M listing price. This ‘knock-down’ is hardly a run down fixer-upper. The Tudor-style home has gracious lawns and beachfront as well as 12-bedrooms, 9-bathrooms, and 7,300 square feet (with room for a pool and tennis court and the ability to build up to 15,000 squre feet).

#2 Most Expensive Home in the Hamptons. The property is sited in a gated community comprising three separate lots. (Photo courtesy of Sotheby’s International Realty)


With a name like “Angel View” you would expect nothing but spectacular vistas and jaw-dropping features from the #2 most expensive Hamptons home at $65M. Located in Sag Harbor, the 6.5-acre estate includes 500 feet of waterfront over three lots protected by two tremendous gates. The palatial estate sits atop 50ft bluffs and is the perfect spot for those who want to enjoy the water by jet ski, kayak, boat, or in the multi-level infinity-edge swimming pool on property. Perfect for houseguests, the home features 6-bedrooms, 7-bathrooms, covered cabana, rock-rimmed pond and stream, tennis court, 7 fireplaces, indoor pool, library, wine cellar, home gym, and home theater.

#1 Most Expensive Home in the Hamptons. At $75M, this prime oceanfront residence embodies the essence of luxurious Hamptons coastal living. (Photo courtesy of Sotheby’s International Realty)


Coming in at $75M, #1 on our list of the Hamptons most expensive homes on the market right now is a sprawling oceanfront estate in East Hampton just off Lily Pond Lane where neighbors include Steven Speilberg and Martha Stewart. Quaint at 5,500 square feet compared to others on this list, the home has 6-bedrooms and 8-bathrooms. The home boasts the only lighted Har-Tru tennis court in East Hampton Village as well as a coi pond, swimming pool and spa, and a 3-bedroom, 3-bathroom guesthouse.

And as a bonus to this list, if you’d rather start from the ground up we found a 9.4-acre patch of oceanfront in Amaganset – a four lot compound – that can be yours for $85M. Dream big!

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Jennifer Aniston Supports “Cake” During New York City Screening

Jennifer Aniston Supports "Cake" During New York City Screening

  • The 33rd Hamptons International Film Festival kicked off last Friday with the U.S. premiere of A24’s Eternity starring Elizabeth Olsen, Miles Teller, and Callum Turner.⁠
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Elizabeth Olsen attended the premiere on Friday, and on Saturday sat down with IndieWire’s Editorial Director Kate Erbland at the Sag Harbor Cinema as a part of the festival’s “A Conversation With” series. Later that day, the second “A Conversation With” took place as Ethan Hawke and moderator Alison Stewart talked about Blue Moon, as well as Hawke’s filmography. ⁠
⁠
Sydney Sweeney received the festival’s Achievement in Acting Award following the U.S. premiere of her film Christy in East Hampton. ⁠
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Notable Guests included: Alessandro Nivola, Alec Baldwin, Amanda Peet, Tonatiuh, Miriam Shor, Lois Smith, Tim Blake Nelson, Mareille Enos, Bob Balaban, E. Jean Carroll, Roberta Kaplan, Ellen Barkin, Bernie Telsie, Bill Condon.⁠
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📸: Jess Dalene⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#hiff #hamptonsinternationalfilmfestival #film #elizabetholsen #sydneysweeney #hamptons #hamptonsfilm⁠
  • When: Fri, Oct 3rd – Sun, Oct 5th, 2025
8am – 5pm

Where: Levain Bakery, 354 Montauk Hwy, Wainscott, NY

Levain Bakery is introducing a new cookie for a limited time: Peanut Butter Dark Chocolate Chip – a decadent mix of creamy and chunky peanut butter with rich dark chocolate chunks. Originally created to celebrate the opening of Levain’s Beverly Hills Bakery, this indulgent new flavor will now be available for just three days only, October 3–5, at all retail bakery locations.

To make the weekend even sweeter, guests who purchase a cookie will receive a Levain Bakery mini tote (while supplies last), a fan-favorite collectible sure to go quickly.

#levain #levainbakery #cookie #minitote #tote #hamptons
  • From world premieres at the Hamptons International Film Festival to SouthamptonFest! ⁠
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Check out the Top Hamptons Events This Weekend!⁠
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🎬 33rd Hamptons International Film Festival⁠
📅 Oct 3 – 13, 2025 | 9AM – 10PM⁠
📍 Various Locations⁠
A global lineup of films, shorts & documentaries.⁠
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🍪 Levain Bakery⁠
📅 Oct 3 – 5, 2025 | 8AM – 5PM⁠
📍 354 Montauk Hwy, Wainscott⁠
Try the Peanut Butter Dark Chocolate Chip cookie + snag a mini tote (while supplies last).⁠
⁠
🎉 13th Annual SouthamptonFest⁠
📅 Oct 3 – 5, 2025 | 10AM – 7PM⁠
📍 Southampton Village⁠
Arts, culture, food & family fun all weekend long!⁠
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🎶 SpringsFest⁠
📅 Oct 4, 2025⁠
📍 1 Parsons Pl, East Hampton⁠
Live music, raffles, crafts, blacksmith demos & more.⁠
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💃 Salsa Social @ The Clubhouse Hamptons⁠
📅 Oct 4, 2025 | 9PM – 11:30PM⁠
📍 East Hampton⁠
Dance the night away w/ DJ Chile & more!⁠
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🐚 34th Annual Largest Clam Contest⁠
📅 Oct 5, 2025 | 12PM – 3PM⁠
📍 Amagansett Life Saving Station⁠
Taste clam chowder, clam pies & cheer on the winners!⁠
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🎷 East Meets West Jazz Jam Session⁠
📅 Oct 5, 2025 | 2PM – 5PM⁠
📍 Southampton Cultural Center⁠
Free community jazz jam – all are welcome.⁠
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🌕 Full Hunter’s Super Moon Hike⁠
📅 Oct 6, 2025 | 6:30PM – 7:30PM⁠
📍 SOFO Museum Parking Lot⁠
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✨ Which event are you most excited for?⁠
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Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #hamptonsinternationalfilfestival #hiff #jazz #fullmoon #hike #film #levainbakery #community
  • So many fun fall activities in the Hamptons 🎃

@fairviewfarmatmecox 
@corwithsfarmstand 
@milkpailfarmorchard 

Check out our fall guide at Hamptons.com (Link in Bio)

#hamptons #fall #applepicking🍎 #pumpkin #maze #pettingfarm
  • As summer winds down and the cool breezes of fall approach, jewelry enthusiasts and fashion lovers alike are looking for the latest seasonal trends. Yael Fraynd, founder and president of Yaya Publicity, offers an insider’s perspective on what to expect this fall — especially for those embracing the chic lifestyle of the Hamptons.⁠
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Looking ahead to fall, Fraynd described the evolving styles with enthusiasm. For fall, expect to see bold statement pieces, rich gemstone colors like orange and a playful mix of metals. ⁠
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She also noted the influence of pop culture on jewelry trends, including celebrities like Taylor Swift, who is recently engaged, saying, “It could also be just, you know, with Taylor Swift, who has such a big effect on what people like.”⁠
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On the seamless transition from summer to fall styles, she observed, “In the summer, you see a bit of Western-inspired pieces, and I think that they really do kind of transition into fall really nicely. ⁠
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@yayapublicity⁠
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Read the full article at Hamptons.com (Link in Bio) ⁠
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#fall #falltrend #falljewelry #hamptons⁠
  • Apollo in the Hamptons returned with a celebratory evening at the EHP Resort & Marina (Si Si Restaurant) in East Hampton. The annual fundraiser supported Apollo’s year-round artistic and educational programs and its first full-scale renovation and restoration. ⁠
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📸: Danté Crichlow for The Apollo⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#apollo #apollotheater #hamptons #easthampton #benefit #fundraiser
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