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$2,900,000
3 Beds ⋅ 3 Baths ⋅ 1012197 MLS
One of the most architecturally significant homes in Fire Island Pines, 122A Ocean Walk is a rare oceanfront residence with a design pedigree unlike any other. Originally conceived by celebrated modernist architect Horace Gifford in 1965, later expanded for legendary designer Angelo Donghia, and thoughtfully reimagined by AD100 architect Neal Beckstedt for fashion designer Derek Lam, the home represents a remarkable convergence of architecture, design, and Fire Island history. Set directly on the dunes overlooking the Atlantic Ocean, the residence offers three bedrooms and three full bathrooms across approximately 2,000 square feet of living space. Walls of glass and carefully placed windows invite natural light from every direction while framing ocean, sky, and dune views throughout the day. The interiors are a masterclass in restrained modernism. White cedar walls extend seamlessly from inside to out, complemented by black cleft-slate flooring, custom built-ins, finely detailed millwork, and a palette of natural materials chosen to age beautifully over time. The primary suite occupies its own private level and includes a sitting area overlooking the ocean, a luminous spa-like bathroom, and a soaking tub surrounded by filtered natural light. Outdoor living is equally compelling. Multiple decks and terraces provide spaces for dining, entertaining, and quiet retreat. A private beach walkway leads directly to the sand, while an outdoor shower offers the quintessential Fire Island experience. Mahogany decking and thoughtfully integrated landscaping create a seamless connection between house and landscape. Despite its exceptional privacy and oceanfront setting, the property is located just minutes from the Fire Island Pines ferry, placing restaurants, shops, and the social life of the Pines within easy reach. 122A Ocean Walk is not simply a beach house—it is a significant work of modern design, thoughtfully preserved and beautifully evolved for contemporary living.

122A Ocean Walk, Fire Island Pines
$1,275,000
5 Beds ⋅ 4 Baths ⋅ 829185 MLS
Fire Island Pines. A Bayfront Original with Elevated Potential. Welcome to Clamalot, a bay-front classic with a name as unforgettable as its setting. Perched high on a dune and accessed by a private bridge from Bay Walk, this 5-bedroom, 3.5 bath beach house sits above the flood zone and offers panoramic views of the Great South Bay. Built in 1974 and held by the same family ever since, Clamalot is a true original, full of character, privacy, and possibility. From the lion’s head knocker to the hand-lettered nameplate on the gate, every detail hints at the home’s storied past and one-of-a-kind charm. Inside, a multi-level layout offers room to gather or retreat, with a full-floor primary suite and sliders opening to a private bayview balcony. Main living and dining areas connect to multi-tiered decks ideal for entertaining. Outside, enjoy a decked-in pool with a new liner, and an updated Navy-style bulkhead—ready for kayaks, paddle-boards, and sunset sails. While the home awaits your vision and updates, its foundation is rare: high elevation, water frontage, and a legacy of single ownership. Clam-a-Lot isn’t just a house—it’s a Fire Island original, ready for its next chapter.

258 Bay Walk, Fire Island Pines
$975,000
4 Beds ⋅ 2 Baths ⋅ 867938 MLS
Nestled among towering pine trees, this charming 4-bedroom, 2-bathroom home offers the perfect blend of tranquility and convenience. Located just minutes from town, this property provides easy access to all amenities while offering a serene retreat from the hustle and bustle.4 bedrooms with ample natural light and closet space, 2 bathrooms, open-concept living and dining area with large windows and hardwood floors, Outdoor Space ideal for entertaining or relaxation. Just a short walk to town and beaches. Enjoy the peace and beauty of nature right at your doorstep. Don't miss the opportunity to own this beautiful home in a prime location. Schedule a viewing today and experience the perfect balance of comfort, convenience, and natural beauty., Additional information: Interior Features:Lr/Dr Investment Potential

357 Crown Walk, Fire Island Pines
$960,000
2 Beds ⋅ 1 Baths ⋅ L3576283 MLS
Beautifully maintained oceanfront 2 bedroom duplex. Open living/dining/kitchen giving way to magnificent oceanfront terrace. The Co-ops are a terrific investment and source of pride for its residents.

C-04 Ocean Walk Unit #4, Fire Island Pines
$450,000
1 Beds ⋅ 1 Baths ⋅ 986612 MLS
Co-ops like this rarely come to market, don’t miss this exceptional opportunity! Spacious one-bedroom corner unit offering an abundance of natural light. The expansive living room opens seamlessly to a large sunny deck for relaxing or entertaining.

141 Harbor Walk Unit #141, Fire Island Pines

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.