Image for 366 & 376 Gin Lane, 366 & 376 Gin Lane, Southampton, New York 11968

Our Top 5 Real Estate Auctions in the Hamptons

Jul 21, 2026

There is nowhere in the US that does summer quite like the Hamptons. The stretch of Long Island's South Fork between Southampton and Montauk has long been the seasonal address of choice for New York's most discerning residents. These are no longer just summer houses for locals; the world's elite are purchasing forever homes that give the feeling of the red, white and blue American summer, all year-round.

La Dune, 366 & 376 Gin Lane, Southampton, New York | Sold at auction for $88.48M

The most iconic estate on the most iconic street in the Hamptons. Previously listed at $150 million and once the most expensive listing in Southampton, La Dune encompasses two residences across four ocean-fronting acres on Gin Lane. The main shingle-style house was designed by legendary architect Stanford White; a second residence was added in 2001 by French designer François Catroux. Over 21,000 square feet combined, 19 bedrooms, two Gunite pools, a tennis court, and 400 feet of direct ocean beachfront. Seven bidders competed live at Sotheby's New York, making La Dune the most valuable property ever auctioned live at Sotheby's and the highest Hamptons sale of 2024.

100 Further Lane, East Hampton, New York | Sold at auction for $16.8M

79 North Captains Neck Lane, Southampton, New York | Sold at auction, Previously listed for $4.5M

Down a long, private drive on the gorgeous and storied North Captains Neck Lane, this newly developed, impeccably designed organically built residence sits minutes from all Southampton Village has to offer while feeling a world away from it. Mature vegetation, abundant privacy, and the kind of pastoral setting that defines the quieter, more considered side of Hamptons life.

The Chequit Inn, 23 Grand Avenue, Shelter Island Heights, New York | Sold at auction for $3.36M

The Chequit Inn, a critically acclaimed boutique hotel on Shelter Island tucked between the North and South Forks, sold at auction as an 18,726-square-foot compound of three buildings, 36 guestrooms, panoramic water views, wood floors, and high ceilings. This highly publicized hotel has been featured in countless publications, including Vogue, Hamptons Magazine, and The New York Post. Room for a pool and spa expansion, potential for residential conversion, and the rare opportunity to own one of the most beloved properties in the greater Hamptons area. It’s the kind of summer that never has to end.

5 Bark Court, Wainscott, New York | Bid 17–26 August, 2026

A rare turnkey retreat awaits on 1.25 professionally landscaped acres bordering protected nature preserves in Wainscott. Wide-plank white oak flooring flows beneath a clean, modern aesthetic, while every system, from Lutron lighting to five-zone Sonos audio, can be monitored and controlled remotely. Spa-inspired bathrooms reflect a refined European sensibility, and the chef's kitchen anchors expansive entertaining spaces.

Explore more distinguished properties at conciergeauctions.com.