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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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  • Check out the Top Hamptons Events This Weekend! ⁠
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✨ 50th Annual Hampton Classic Horse Show⁠
📅 Sun, Aug 24 – Sun, Aug 31, 2025 | 8am–5pm⁠
📍 240 Snake Hollow Rd, Bridgehampton, NY⁠
🐴 One of the largest outdoor horse shows in the U.S., a premier summer destination for competitors & spectators.⁠
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🎶 Apollo in the Hamptons⁠
📅 Fri, Aug 22, 2025 | 6pm⁠
📍 Si Si, 295 Three Mile Harbor Hog Creek Rd, East Hampton, NY⁠
Experience the essence of the legendary Apollo Theater with DJ Cassidy, Doug E. Fresh & more!⁠
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🦈 50th Anniversary of JAWS Celebration – Montauk⁠
📅 Sun, Aug 24, 2025 | 12pm–7pm⁠
📍 Shark Bar Montauk, 2167 Montauk Hwy⁠
Screening, live music with Molly Scheider, themed cocktails, shark merch 🦈 — all to benefit Hayground School.⁠
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😂 Chelsea Handler at WHBPAC⁠
📅 Fri, Aug 22, 2025 | 8pm⁠
📍 WHBPAC, 76 Main St, Westhampton Beach, NY⁠
A night of comedy with Chelsea Handler!⁠
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🎵 The Knocks at Surf Lodge⁠
📅 Sat, Aug 23, 2025 | 4pm⁠
📍 The Surf Lodge, 183 Edgemere St, Montauk, NY⁠
The Knocks bring their signature groove to the Hamptons.⁠
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🌅 Generation S.O.S – Live From Water Mill Fundraiser⁠
📅 Sun, Aug 24, 2025 | 5pm–8pm⁠
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Featuring Jason Biggs, Luke K, & MC Sophie Sumner.⁠
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🇬🇷 Mykonos Nights at Calissa⁠
📅 Fri, Aug 22, 2025 | 10pm⁠
📍 Calissa, 1020 Montauk Hwy, Water Mill, NY⁠
End-of-summer vibes with DJs, drinks & dancing.⁠
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👜🐶 Bark Jacobs by Marc Jacobs at The HUB⁠
📅 Sat, Aug 23, 2025 | 11am–7pm⁠
📍 The HUB, 2183 Montauk Hwy, Bridgehampton, NY⁠
Shop Marc Jacobs & get your pup’s portrait or initials hand-painted on your accessories.⁠
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🐾 Wags & Walks’ Party Cruise⁠
📅 Sun, Aug 24, 2025 | 3pm–5pm⁠
📍 Easy Breeze Cruises, 462 W Lake Dr, Montauk, NY⁠
Cruise Montauk waters with cocktails & adoptable pups.⁠
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🎨 5th Annual Celebrating Creatives of Color⁠
📅 Sat, Aug 23, 2025 | 11am–5pm⁠
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Showcasing artists & authors of color, with works available for sale.⁠
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Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #weekend #hamptonsclassic #jaws #montauk #apollotheater⁠
  • The Southampton Animal Shelter Foundation held its “Sweet 16th” Unconditional Love Gala, a premier Hamptons event celebrating compassion, community, and animal welfare at a private estate in Bridgehampton. The Unconditional Love Gala is SASF’s largest fundraiser of the year, with proceeds directly supporting the shelter’s mission to provide care, rehabilitation, and forever homes for homeless animals. ⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#animalshelter ⁠
#fundraiser #hamptons #southampton
  • Make sure you check out the sunset music series before the end of August. For more info on dates and times check out the Wölffer website.

#sumsetmusic #winestand #wölffer #rosé
  • Hilary Matt Interiors is a residential design firm started and located in New York City with projects spanning across the country, including in the Hamptons and East End.⁠
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Hilary, principal and founder, is known for a bold aesthetic that is comfortable and livable. She always keeps her clients at the forefront so they can express themselves as individuals through their spaces. After starting out in the fashion industry, Hilary felt a call to interior design where she has been bringing her unique approach and style to every space as the brand continues to grow.⁠
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Hilary spoke more about her background, how each HMI project differs from one another, and why the Hamptons is such a special place to her. She also shared her top 5 interior design tips as inspiration.⁠
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Can you discuss your background and how you got started with interior design?⁠
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HM: I studied business and apparel merchandising. After graduating, my first job was at a women’s contemporary showroom in NYC. I had always loved fashion and wanted to be in the industry. After a year, I realized it wasn’t quite what I expected. I had always been interested in interior design, so I took a leap of faith and accepted a job as an assistant to an interior designer. I was initially nervous to leave fashion, but I figured I could always return. I ended up loving it and worked with her for eight years, learning the ins and outs of the business. I also took classes on weekends and evenings to learn computer programs, scaling, and other essential skills. After leaving that position and having my first son, I started my own company, which has snowballed into what we are today.⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#hilarymatt ⁠
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  • Comedian Des Bishop took the stage at Westhampton Beach Performing Arts Center this week and delivered laugh after laugh. A native New Yorker, Des moved to Ireland in his teenage years, which ultimately inspired his start in comedy and a successful career that has spanned three decades.⁠
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His comedy is full of observational humor and nostalgia, whether it be about his many cross-cultural experiences, an ever-changing societal landscape, and his own personal stories growing up. Des brings energy and a unique perspective to every show, evident at his Westhampton show, the place he has spent all his summers since the 90s.⁠
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Des spoke more about his background, how his experiences have shaped his approach to comedy, his connection with the East End, and his WHBPAC show.⁠
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DB: Well, my background is a little complicated, but the quick version is I grew up in Queens, flunked out of St. Francis Prep at 14, and ended up going to Ireland to boarding school in 1990. It was a crazy, life-changing experience, but it definitely saved my education and ultimately inspired a comedy career that in the early days focused a lot on being an outsider looking in. It’s hard to know if I ever would have tried stand-up if I hadn’t been in Ireland. I got sober at 19 and it was a comedian I knew from that world that pushed me to try stand up. Once I got on stage that was all she wrote. I was addicted.⁠
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  • Amber Waves farm just held their annual Hoedown fundraiser. The event featured cowgirl cocktails and local bites. Guests had a chance to meet the farmers and participate in a best dressed competition.

@amberwavesfarm 
#Montaukila #montaukbrewing #titos #springsbrewery
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