The 21 most expensive houses for sale in the Hamptons
21. Starting things off at just under $30 million is this idyllic country-style estate. A hidden enclave of 14 acres with its own custom pond, the six-bedroom home is cozy and spacious, with exposed timber beams and fireplaces throughout.
20. At $32 million, the prime draw of this simple beachside home is its proximity to water, Southampton address, and privacy. With a total four acres, and over 260 feet of waterfront, there's plenty of room for development, too.
Location: Southampton
Price: $32 million
18 (tie). At $32.5 million, this classic Southampton waterfront estate offers all the Hamptons essentials: panoramic beach views, five bedrooms, and pale blue shingles.
18 (tie). Also coming in at $32.5 million is this traditional 1890s mansion, which has been featured in Architectural Digest and Town & Country and was once a summer home for the Carnegies. It's 11 bedrooms (and 11 fireplaces), and includes a pool and converted stable.
Location: Southampton
Price: $32.5 million
17. At 8,000 square feet (and eight bedrooms), here's an East Hampton traditional mansion that will fit any Gatbsy-like notions of stately East Coast elegance. There's a tennis court, seaside infinity pool, and beachfront bungalow, too.
Location: East Hampton
Price: $32.89 million
16. This spec property — which has yet to be built — is already on the market for just shy of $33 million. It's set to be a contemporary lover's dream house, with glass walls, a crisp elevated pool, and seven bedrooms, all a short walk to the Southampton beach.
Location: Southampton
Price: $32.995 million
14 (tie). When it comes to waterfront, this $33.5 million property has the goods, with endless ocean views and its own private tennis court. It's on 4.5 acres.
Location: Southampton
Price: $33.5 million
14 (tie). Another Southampton property, this Old-World-style secluded estate is right on the beach dunes. It's four bedrooms, but offers mature landscaping and a tennis court and pool tucked away.
Location: Southampton
Price: $33.5 million
13. At nearly $39 million, this massive Sagaponack estate is much more than just a beachfront house. It's 9,500 square feet situated right on the sand, with minimalist interiors that take full advantage of the views.
Location: Sagaponack
Price: $38.99 million
11 (tie). The draw of this $39 million property starts with the land: it's 23 acres. Then there's the house: 18,000 square feet for the main house, plus a six-bedroom carriage house for guests. And then there's the stables: a fully-functional horse facility with paddocks and fields.
Location: East Hampton
Price: $39 million
11 (tie). Symmetry is just the beginning with this $39 million mansion, where 20,000 square feet of Old World architectural living have been matched with a fully modernized security system that can be controlled from anywhere on the globe.
Location: Water Mill
Price: $39 million
10. Constructed in 1919 for a shipping magnate, Villa Maria — as this estate is called — is 11 bedrooms on 15 waterfront acres, and comes in at $42.5 million.
Location: Water Mill
Price: $42.5 million
8 (tie). Another contemporary spec house, this 10-acre parcel is listed for $45 million.
Location: Bridgehampton
Price: $45 million
8 (tie). Called "Twin Peaks", this palatial property is on the market for $45 million. Comprising an eight-bedroom main house, cottage, and pool house, the most striking feature might be the rooftop putting green.
7. Strongheart Manor is a very private getaway, set back from the water and covered in mature landscaping. At $47.5 million, a private sandy beach, deepwater dock, and flowering gardens make the outdoors just as valuable as the manor house itself.
6. This recently renovated French-country estate is on sale for $48 million. What you get: 5.5 acres of pristine grounds (including a "secret garden"), over 400 feet of Lake Agawam waterfront, and a modernized house with a full staff wing and guest cottage.
5. This Sag Harbor six-bedroom home has 500 feet of waterfront, with a two-tiered pool overlooking the bluffs beyond. At $49 million, it's set with rock-rimmed ponds and gardens, direct water access for sports like kayaking, and a 12,000-square-foot main house.
Location: Sag Harbor
Price: $49 million
4. This classic Italianate villa setup in Bridgehampton will set you back a cool $50 million. Situated on a pristine private golf course, with a grass tennis court, pool, pool house, formal rose garden, and caretaker's home, it's a complete estate.
Location: Bridgehampton
Price: $50 million
3. Down a half-mile private drive lies this $55 million five-bedroom modern estate, set on a bluff with endless oceanfront.
Location: Montauk
Price: $55 million
2. For $59 million, you can pick up this parcel of four lots that combine for 15 acres, all with water views on Lake Agawam. That includes this historic, sprawling 1970s modern mansion, a pool and tennis court on site, and a lawn that's been sculpted to look like a golf fairway.
Location: Southampton
Price: $59 million
1. And finally, at a whopping $140 million, this classic mansion comes in as the most expensive house for sale in the Hamptons. From a stately library to full gym, the interior has been decked out with contemporary amenities, but the real kicker of the property is the privacy, grounds, and prime location.
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