The Pines
Oceanfront Estate

Nestled on the east end of Fire Island Pines, this oceanfront retreat has been completely reimagined through a meticulous renovation. This transformation, completed in 2024, preserved the home’s architectural integrity while introducing modern comforts and thoughtful design. The renovation was taken down to the studs, with the substructure replaced and reinforced to ensure long-term resilience in the coastal environment. The estate features all-new cedar siding, upgraded HVAC, electrical, and plumbing systems, and fine finishes designed to complement its natural surroundings.

Set on a nearly half-acre lot—more than double the size of most lots in the Pines—this property offers a rare combination of privacy, plenty of outdoor space, and future development potential. The upper level is designed to take full advantage of its spectacular oceanfront setting. With 10-ft cedar-lined ceilings and floor-to-ceiling glass walls, the open living and dining areas are bathed in natural light and offer unobstructed views of the Atlantic. A gas fireplace adds warmth and ambiance, while multiple outdoor seating and dining areas create seamless indoor-outdoor living. At the heart of the home is a chef’s kitchen, outfitted with a 36” Bosch gas range, two refrigerators, two dishwashers, and a commercial ice maker, plus a dedicated bar area with a wine refrigerator; the kitchen is as functional as it is stylish. Also on the upper level is a cozy primary suite, complete with a king bed and en-suite bath.

Below, four bedrooms with en-suite baths open onto an ocean-facing deck, where an outdoor living area and hot tub provide the perfect place to unwind. One of the suites is self-contained, offering additional privacy for a personal assistant, private chef, or guest seeking a more secluded retreat. The outdoor spaces are equally impressive, with a fenced yard, a heated pool surrounded by mahogany decking, a sunken hot tub, and an elevated oceanfront deck ideal for alfresco dining. An outdoor powder room on the lower deck adds convenience, ensuring guests can enjoy the pool and beachfront setting without ever stepping inside.

The east end location provides a higher elevation and added privacy, while the Army Corps of Engineers remains legally bound to maintain and renourish the beach every four years for the next 30 years, ensuring lasting coastal protection. Furthermore, this retreat also offers unique investment and development opportunities. Fire Island’s car-free charm, coupled with its proximity to Manhattan (just two hours via the Sayville Ferry), makes it a sought-after rental destination. The property has a history of generating substantial rental income and offers transferable permits for private beach access over the dune. Additionally, the oversized lot allows for potential expansion, with zoning permitting up to 35% lot coverage—meaning this residence could be expanded to over 4,000 sf.

Additional details on this impressive Luxury Auction® can be found in the due diligence section below.

FIRE ISLAND PINES, NY. Often referred to simply as “The Pines,” it is one of the most exclusive and architecturally distinctive communities on Fire Island. Known for its modernist beach homes, vibrant social scene, stunning oceanfront properties, and thriving summer culture. One of the defining features of The Pines is its limited and highly desirable housing market, with fewer than 700 homes, many designed by prominent mid-century and contemporary architects. These homes, set against a backdrop of rolling dunes and maritime forests, often feature expansive decks, open floor plans, and floor-to-ceiling windows that take full advantage of the breathtaking ocean and bay views.

With no cars allowed, residents and visitors navigate the community via boardwalks and bicycles, adding to its tranquil, beachside charm. Beyond its stunning architecture, The Pines is celebrated for its legendary social scene and deep cultural roots. Since the mid-20th century, it has been a haven for artists, writers, and members of the LGBTQ+ community, shaping it into one of the most inclusive and dynamic summer destinations in the country. Events such as The Pines Party, Fourth of July’s “Invasion of the Pines,” and seasonal fundraisers attract visitors from around the world, blending a laid-back beach lifestyle with a high-energy social calendar. Despite its exclusive, remote feel, The Pines is remarkably accessible from New York City, just a two-hour journey via train and ferry. Its strong rental market reflects the area’s desirability, with summer homes often booking for tens of thousands per week during peak season.

FIRE ISLAND, NY. Fire Island, New York is a barrier island that runs parallel to Long Island and the Atlantic Ocean and is one of New York’s most unique retreats.  The entire Island is 32 miles long and averages less than a mile in width. Although the area is known as a popular summer destination (and a warm weather weekend escape for many Manhattan residents), the lifestyle on Fire Island during the quieter fall and spring seasons is considered one of its best-kept secrets. Accessible only by ferry shuttle, water taxi, or private boat, and with nearly no automobile traffic, the island is known for being exceptionally clean, and free of automotive noise and pollution. The common modes of transportation are therefore walking, bicycling, or use of the occasional golf cart.

The island is comprised of 17 different resort communities (with the Summer Club and Point O’ Woods being the only two privately owned communities). Each of these communities within the island offers a unique lifestyle, and while Fire Island is often associated with LGBT culture, only two communities on the island are “officially,” predominantly LGBT (Cherry Grove and Fire Island Pines). For the most part, the island’s residents and visitors are diverse, and range from families to young professionals. Given the dramatic increase in the population of Fire Island during the summer months, and its reputation as a coveted escape from New York City, properties in the area are able to command very healthy rental rates. Most areas on the island accommodate both long-term and short-term rentals.