On the Market: 7 Properties for Poolside Living in the Hamptons
by Grace Cassidy
June 2025
22 Maple Street, Montauk | $14,975,000 | Kyle Rosko, Marcy Braun, Fredrik Eklund
The newly constructed Montauk home at 22 Maple Street (above) is a masterclass in modern design and luxury living, offering 9,488 square feet of living space, six bedrooms, six full bathrooms, and two half-baths. Features include an elevator servicing all three levels, radiant heated flooring, floor-to-ceiling windows, a 12-foot glass front door, and an incredible primary suite with a large deck, custom walk-in closet, and a spa-like bathroom with an indoor-outdoor shower and private garden access. The heated lap pool is complemented by an outdoor dining area. The rooftop deck offers additional outdoor living and entertaining space, complete with a spa.
165 Surfside Drive, Bridgehampton | $69,995,000 | Erica Grossman
This brand-new oceanfront Bridgehampton mansion (below) spans 8,600 square feet in size on 1.24 acres of land, including 125 feet of water frontage. The home offers eight bedrooms and eight and a half bathrooms, floor-to-ceiling windows, a gourmet kitchen plus a secondary service kitchen, custom millwork, and a first-level primary suite with direct access to the poolside terrace. Enjoy entertaining during the warm winter months with a 4,400-square-foot rooftop deck complete with outdoor dining, a bar, spa, and putting green, plus an oceanfront pool just steps from the sandy beach.
99 Pointe Mecox Lane, Water Mill | $18,495,000 | Francis Fineo
Built in 2024, this Water Mill estate (below) offers nearly 8,000 square feet of living space on 0.92 acres of land situated south of the highway. Residents enjoy views over the ocean, Mecox Bay, and a pond, plus ample space for guests with six bedrooms and seven and a half bathrooms. This incredible mansion is the place to be in the summer with an infinity-edge heated gunite pool and integrated spa, outdoor kitchen, cabana, and three-car garage.
25 Fresh Pond Road, North Haven | $12,495,000 | Hara Kang and Justin Agnello
Located in charming North Haven, this brand-new shingle-style home (above) spans over 8,000 square feet on 2.37 acres of land. The home offers seven bedrooms, seven full bathrooms, two half-baths, an attached two-car garage, soaring ceilings, wide windows, indoor-outdoor living, and second-floor water views. Enjoy preparing meals in the well-equipped chef’s kitchen with top-line appliances, a wine fridge, oversized island, and a pantry with a second fridge. The primary suite is found in its own private wing, complete with a spa-like bathroom with a steam shower, rain bath, heated floors, and two walk-in closets. The outdoor space is ready for summer entertaining with a covered porch, spacious terraces, landscaped grounds, and a custom pool and spa.
130 Meeting House Lane, Amagansett | $12,995,000 | Adam Hofer
Located in beautiful Amagansett, this shingle-style home (below) on 0.6 acres of land south of the highway offers maximum privacy with gated entry and hedges lining the property. The 7,500 square feet of living space includes six bedrooms, six and a half bathrooms, high ceilings, fireplaces, hardwood flooring, and a generous kitchen with a center island, dual ovens, top-line appliances, and direct outdoor access. Relax on the outdoor patio before heading over to the sparkling pool for an afternoon dip in the summer. A spa, pool house, and covered patio space are also included.
199 Dune Road, Westhampton Beach | $12,250,000 | Colleen Graning
Originally built in 1988, this renovated Westhampton Beach estate (below) features 150 feet of direct ocean frontage and endless views over the ocean and bay. The 5,000-square-foot home hosts six bedrooms, seven and a half bathrooms, walls of windows, a stone fireplace, wood paneled walls, and a stylish custom kitchen with stainless-steel appliances and Naica quartz countertops. Outside are expansive multi-level decks, a private boardwalk to the beach, floor-to-ceiling glass sliding doors, a heated gunite pool, spa, cabana with a bathroom, and fully equipped outdoor kitchen with a built-in barbecue, fridge, ice maker, and sink.
28 Quogo Neck Lane, Quogue | $8,999,999 | Steven Rosmarin
Sited on two expansive acres in Quogue, this 5,931-square-foot home (above) features six bedrooms, seven-and-a-half bathrooms, sunset views over Quantuck Bay, formal living spaces, a gourmet kitchen with butler’s pantry, a four-season sunroom, and an additional screened-in porch. The primary suite offers a private sanctuary with a marble bathroom and office on the second level. Outdoor living during the warm summer months is ideal with an all-weather tennis court, custom pool, spa, three-car garage, and canal boat dock off the back.
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