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$3,500,000
3 Beds ⋅ 4 Baths ⋅ 1045873 MLS
Set directly on the Atlantic in the coveted low 400s of Fire Island Pines, this contemporary oceanfront residence combines exceptional beachfront living with modern construction and year-round functionality. Built from the ground up in 2016 to post-Hurricane Sandy elevation and building standards, the fully permitted home offers three ocean-facing en-suite bedrooms, 3.5 baths, a heated saltwater pool, rooftop hot tub and private beach access via its own boardwalk. The open main living level features 11-foot ceilings, hardwood floors, expansive ocean-facing glass and a wood-burning fireplace. The kitchen is equipped with high-end appliances including a 36-inch refrigerator, gas range, wall oven, dishwasher, wine cooler and dedicated ice maker. Glass doors open directly to the oceanfront deck and heated saltwater pool, creating a seamless connection between the interior, outdoor living spaces and beach beyond. Upstairs, all three en-suite bedrooms enjoy ocean views and private balconies. Two are generously proportioned primary suites, while the rooftop terrace and hot tub offer panoramic views across the Atlantic and the Pines. Fully winterized with substantial heated storage beneath the home, recently replaced HVAC condensers and refinished hardwood floors. Extensively updated during the current ownership and offered fully furnished, excluding artwork. A turnkey oceanfront home designed for long summers, shoulder seasons and life in the Pines throughout the year.

418 Ocean Walk, Fire Island Pines
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 1045013 MLS
Bright and sunny it starts out with yellow painted floors, so pretty. There are 3 bedrooms, 2 full baths an open kitchen and living room plus a formal dining room (could be fourth bedroom). All with cedar siding, wood floors, new windows a split (heating system & AC). New large decks with a large shed and outside shower. It is turn key condition (nothing to do). Come and see.

20 Spindrift Walk, Davis Park
$1,390,000
4 Beds ⋅ 2 Baths ⋅ 1043745 MLS
Exceptional Year-Round Atlantique Retreat with Panoramic Bay & Ocean Views Experience the beauty and tranquility of Atlantique from this exceptional winterized year-round home, ideally situated to capture breathtaking bay and ocean views. From the moment you arrive, the property’s extraordinary setting takes center stage, with sweeping water vistas and protected seashore directly to the east, offering a rare sense of privacy, natural beauty, and an unobstructed coastal landscape. Just a 6-minute walk to Atlantique's marina, playground, pickleball courts, and the chic beach bar destination "The Shack", you'll fall in love with Atlantique living. Designed for comfort year-round, the elevated home has a full basement for storage, providing abundant space for all your seasonal and recreational needs. An artesian well approximately 460 feet deep provides a private water source, while central vacuum, split A/C system, and a fireplace add comfort and convenience through all seasons. The property also includes an 8' x 10' storage shed, and an extra refrigerator/freezer in the basement, as well as a golf cart, making island living both enjoyable and convenient. Whether you’re relaxing by the fireplace in the winter, enjoying the ocean breeze in the summer, or simply taking in the stunning panoramic views, this property offers a truly special opportunity to enjoy Atlantique living in every season. With its spectacular, protected bay and ocean views, this home is the beach house you've been waiting for! Shown by appointment only. Seller prefers to maintain possession until mid-Summer 2027.

31 E End Walk, Atlantique
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 1043341 MLS
Impeccably maintained, secluded Bay Walk property located eight minutes from the Waterfront. Renovated in 2025 including kitchen appliances; cabinetry; refinished hardwood floors; heated XL saltwater pool; hot tub; gas water heater; roof and fully serviced Andersen windows & doors. New furnishings throughout. Extensive mahogany decking. Wood burning fireplace and propane fire pit. Fully air conditioned. Generously proportioned primary en-suite features with additional fireplace. Three guest bedrooms (one king & two queen beds) with ample closets. Low operating expenses and $185k in 2026 gross rent; several weeks pre-booked in 2027. Straightforward mortgage financing – no open permits, violations, and conforming to zoning requirements. Being sold fully furnished & turnkey.

279 Bay Walk, Fire Island Pines
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 1039553 MLS
Completely turnkey, this beautiful property offers three bedrooms plus a sleeping loft, two en-suite bedrooms, an additional half bath, and thoughtfully landscaped gardens with in-ground sprinklers. The beautifully finished interiors, flexible sleeping accommodations, and stunning grounds make this home especially appealing. The private backyard features a hot tub and outdoor shower, creating the perfect outdoor retreat for relaxing and entertaining. The home has also been raised, providing valuable additional storage underneath, and winterized for year-round occupancy, allowing you to enjoy this exceptional property in every season.

306 Wilmot Road, Ocean Beach
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 1041244 MLS
Set amongst lush landscaping, 208 Midway Walk is a commanding presence with a storied history and architectural pedigree attributed to Bates Masi+ Architects. Cedar detailing inside and out presents 3 bedrooms and 2 full baths, double height ceilings and large windows bringing the indoors out. Extra deep lot and large pool + morning and afternoon decks, sun and shade options, makes for the ideal Fire Island retreat.

208 Midway Walk, Fire Island Pines
$3,300,000
3 Beds ⋅ 3 Baths ⋅ 1038274 MLS
One of Fire Island Pines’ most recognizable residences, the Pyramid House is an extraordinary expression of the experimental modernism that came to define the Pines. Designed circa 1960 by Buenos Aires–born architect Julio Kaufman, the house was later thoughtfully reimagined while preserving Kaufman’s iconic silhouette. A monumental steel-and-glass wall opens the soaring upper-level great room to sweeping views across the protected dunes of Fire Island National Seashore toward the Atlantic and bay beyond. Set at the quiet eastern edge of the Pines and bordering protected landscape, the approximately 2,100-square-foot residence offers an unusual degree of privacy. Built to a standard uncommon to Fire Island, its robust construction includes galvanized structural steel designed to endure the island environment. The current configuration offers three bedrooms and two-and-a-half baths. The lower level is devoted principally to an expansive primary suite with dressing areas, bath and private study, opening toward the pool and dunes. Across the secluded courtyard, three smaller pyramidal forms echo the geometry of the original house, with two guest bedrooms flanking a central bath. Recent improvements include central air conditioning, significant electrical upgrades, a new saltwater pool liner and updated pool mechanicals, along with 3M Prestige 70 window film applied to the Pyramid’s monumental glazing. For its next steward, the expansive lower level presents the possibility of another chapter of reinvention, potentially accommodating two additional ensuite bedrooms and creating a five-bedroom, four-and-a-half-bath residence.* The property’s successful history as a sought-after seasonal rental adds another dimension to its versatility. More than six decades after its creation, the Pyramid House remains remarkably private and unmistakably iconic—a landmark of Fire Island modernism ready for its next chapter. *Any potential reconfiguration is subject to applicable approvals and independent verification by the purchaser.

443 Sail Walk, Fire Island Pines
$1,650,000
2 Beds ⋅ 2 Baths ⋅ 1037133 MLS
Tucked away in the quiet, understated community of Lonelyville, this completely gut-renovated 2-bedroom, 2-bath Fire Island retreat is a sophisticated take on modern beach living, where elevated design, quality craftsmanship, and effortless coastal style come together just moments from both the bay and ocean. Set within one of Fire Island’s more peaceful enclaves and just steps from pristine white-sand beaches, the home offers a rare sense of tranquility while keeping the ocean at the heart of everyday island living. Ocean views can be enjoyed from both the main living area and kitchen, creating a constant connection to the natural beauty just beyond your door. Thoughtfully reimagined from top to bottom, the home pairs a clean, modern beach-chic aesthetic with materials selected for both beauty and longevity. Wood-look European porcelain plank tile flooring flows throughout, complemented by European frameless cabinetry, Carrara stone countertops, a suite of Bosch appliances, and upscale dual-sliding Teza glass doors with German Blum hardware, further enhancing the home’s seamless connection between indoor and outdoor living. Just off the kitchen, a rare dedicated laundry and pantry room provides exceptional storage and everyday functionality, complete with a dedicated wine refrigerator, an especially desirable luxury for island living. Both full bathrooms continue the home’s refined aesthetic with dramatic full-height, large-format porcelain panels, European-style frameless vanities, and stone countertops. A luxurious outdoor shower offers the quintessential Fire Island experience with an elevated finish. The home’s exterior is equally impressive, showcasing Ipe Brazilian hardwood decking, mahogany siding and railings, and multiple outdoor spaces designed to embrace island living. Crowning the property is a rare rooftop sun deck with electric and breathtaking 360-degree views stretching across the Great South Bay and Atlantic Ocean, a truly special vantage point to take in both spectacular sunrises over the ocean and unforgettable sunsets across the bay, with afternoon sun and panoramic island views in between. Beyond its design, the home has been comprehensively updated for modern comfort and efficiency, including all-new plumbing and electrical, 200-amp electric service, tankless instant hot water, and split systems providing both heating and air conditioning. These modern comforts extend the home’s usability well beyond the height of summer, allowing it to be enjoyed earlier in the spring and later into the fall season. Turnkey, thoughtfully designed, and finished with exceptional attention to detail, this Lonelyville retreat offers the best of modern luxury without losing the relaxed simplicity that makes Fire Island so special, a beautifully finished home ready to be enjoyed from the moment you arrive and throughout an extended island season.

65 Island Walk, Lonelyville
$3,490,000
4 Beds ⋅ 2 Baths ⋅ 1033203 MLS
Oceanfront on Laurel Street in Seaview (Brookhaven) — Fire Island's Most Coveted block Welcome to 59 Laurel Avenue, a rare oceanfront offering just steps from the sand on the Brookhaven side of Seaview. This 4-bedroom, 2-bathroom midcentury ranch sits on a standard 60' x 100' lot, tucked behind a pre-Sandy, mature, vegetated dune that delivers natural beauty, privacy, and real protection from the elements — even through Hurricane Sandy, the home saw no water intrusion. With just 12 homes on Laurel Avenue, the beach out front stays serene and uncrowded, even on peak weekends like the Fourth of July. A 3-minute walk takes you to Seaview's ball field, playground, bay beach, and six pristine clay tennis courts. Bike 5 minutes to the shops and restaurants of Ocean Beach, or stroll 10 minutes to Seaview Market and the ferry terminal. Renovate the existing home or build your custom dream retreat: Desirable Brookhaven zoning allows up to a 2,100 SF footprint, 2.5 stories, allowing 4,000+ square foot of living space — room for a pool, roof deck, and every modern amenity. And with annual taxes of just $6,247 and flood insurance of only $670/year, the carrying costs are as attractive as the address. Opportunities like this in Seaview are exceedingly rare—don't miss your chance to own a piece of Fire Island paradise.

59 Laurel Avenue, Seaview
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 1032168 MLS
Big, Bold and Beautiful on the Ocean. Open Kitchen, Living and Dining room. 6 Bedrooms, hang out room, 2 Full baths and 2 half baths. A separate screened porch and private walkway to the ocean beach.

27 Dune Walk, Davis Park
$4,490,000
5 Beds ⋅ 6 Baths ⋅ 1026874 MLS
Incredible New Construction Ocean & Bay View Home with Pool! Welcome to your dream coastal retreat in Ocean Bay Park, Fire Island! This stunning brand new construction bay view home for sale boasts 5 spacious bedrooms, 4 full bathrooms, and 2 half bathrooms across two floors, offering over 3,600 square feet of luxurious living space. Properties of this size and scale are extremely hard to come by on Fire Island. Set back on a massive 11,803 SF lot, this home lives large! The interior is immaculate, featuring top-of-the-line finishes, high ceilings, and an abundance of natural light. With 2 luxurious bedroom suites on the first level, and 2 additional bedrooms as well as the grand owner’s suite on the second floor, this home can accommodate an extended family. The primary bedroom has a wall of glass overlooking the bay, a huge walk in closet, balcony access, and an oversized spa bathroom with freestanding tub, walk in shower, dual sinks, and a separate water closet. The expansive great room is perfect for relaxing and entertaining with soaring 13’7” high ceilings and stunning views of the Great South Bay. The modern gourmet kitchen is a chef's delight, complete with high end appliances, a large center island, and plenty of counter and storage space. Enjoy dining alfresco while looking out over the bay on the large deck with pergola and built in outdoor kitchen, just off of the great room. There are laundry rooms and powder baths on both levels for your convenience. Step outside to your own private oasis, where you'll find a massive 30’ X 18’ heated salt water swimming pool and over 4,000 square feet of decking, including a screened in porch, covered outdoor area, and roof deck with breathtaking 360-degree views from bay to ocean. Enjoy stunning sunsets from the comfort of your own home, with uninterrupted vistas of the water and surrounding natural beauty. Situated across Bay Walk from a public green space, your unobstructed bay views are protected forever. Walk to the beach in 3 minutes or the ferry in just 1 minute! Conveniently located close to restaurants and the market in Ocean Bay Park or a quick bike ride to downtown Ocean Beach. This is an incredible opportunity to own a one-of-a-kind home in one of the most desirable locations on Fire Island. Don't miss out on the chance to make this brand new construction home for sale in Ocean Bay Park your own private paradise! Sold fully furnished. Affordable flood only $2,939/ Year!

2 Ocean Bay Boulevard, Ocean Bay Park
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 1026332 MLS
Mid-century modernism as seen through the eyes of Horace Gifford. This 3 bedroom, 2.5 bath features all the modern & sophisticated hallmarks of Giffords genius - clean lines, open living space and seamless indoor/outdoor flow. All set in a private garden with large pool and multi purpose decking.

487 Tarpon Walk, Fire Island Pines
$4,850,000
4 Beds ⋅ 4 Baths ⋅ 1021398 MLS
We are proud to introduce Crest House, one of Cherry Grove's most extraordinary oceanfront estates. Commanding 120 feet of direct Atlantic Ocean frontage on a rare double lot spanning 0.37 acres. Built in 2012 and maintained with meticulous attention to detail, this 7,130 square foot post-and-beam residence rises three stories above the dunes and delivers an unmatched Fire Island living experience. Four bedrooms, three full baths, a powder room, soaring vaulted ceilings, three fireplaces, and a fully furnished interior make this a true turn-key retreat. The open-plan main level flows seamlessly into over 4,700 square feet of outdoor living - expansive decks, a heated pool, covered porch, and private courtyard - all framed by endless ocean views. Central air, forced air heat, and four zones of climate control ensure comfort in every season. Car-free Cherry Grove offers the rarest combination of privacy and community on the East End. Exit the ferry and enter a world where you're surrounded by nothing but the sounds of the ocean and the breeze. Properties of this caliber - this size, this position, this craftsmanship - simply do not come to market often.

55 Lewis Walk, Cherry Grove
$3,099,000
5 Beds ⋅ 3 Baths ⋅ 1016728 MLS
Set directly on the oceanfront in Seaview, this classic Fire Island home offers a rare opportunity to own a property with a protected seashore dune directly in front of the home that cannot be built upon. The main house features a kitchen, dining room, living room, three bedrooms, and two bathrooms, including a half bath within one of the bedrooms and a full bathroom with exterior access. Additional sleeping spaces are located outside the main living area, including a separate bedroom with its own exterior entrance on the main level and an upper-level bedroom, also accessed exclusively from the outside, with a private half bath and beautiful ocean views. A true oceanfront property in a setting where the natural landscape takes center stage, this home offers the opportunity to enjoy the beauty, privacy, and timeless appeal of Seaview. With five bedrooms, three bathrooms, and a protected seashore dune between the home and the ocean, this is a rare chance to own a piece of the Fire Island shoreline.

58 Gale Avenue, Seaview
$1,275,000
2 Beds ⋅ 2 Baths ⋅ 1013722 MLS
Perched high and dry on the secondary dune with sensational ocean views this 2 bedroom 2 bathroom mid-century cottage presents an ideal opportunity for first time home buyers. The many amenities include 30'x14' solar heated pool, hot tub, outdoor shower, out door grill & primary bedroom with ensuite bath.

445 Sail Walk, Fire Island Pines
$495,000
1 Beds ⋅ 1 Baths ⋅ 1012106 MLS
Fully renovated, and 100% turn-key co-op in Fire Island Pines. This pristine beach escape features light-wood flooring, a sleek electric fireplace with custom built-ins, and a modern breakfast bar. The kitchen boasts stainless steel appliances, wood cabinetry, and marble-style countertops.

C-133 Harbor Walk Unit #133, Fire Island Pines
$799,000
4 Beds ⋅ 1 Baths ⋅ 1010527 MLS
Tucked away in the west end of Cherry Grove, 236. Sea Walk offers the perfect blend of privacy, charm and natural beauty. Situated on one of Cherry Grove‘s, most peaceful and picturesque walks this queen cottage is surrounded by lush, landscaping and serene outdoor spaces that capture the essence of Cherry Grove living. Inside the home features four bedrooms, one full bathroom and an open floor plan concept that creates a comfortable and inviting atmosphere for entertaining and relaxing. A wood-burning stove serves as the centerpiece of the living area.

236 Sea Walk, Cherry Grove
$3,600,000
5 Beds ⋅ 4 Baths ⋅ 1007104 MLS
Experience the best of Fire Island living in this newly constructed Ocean Bay Park home offering ocean views, bay views, and resort-style outdoor space. Designed for effortless summer living, this 5-bedroom, 4-bath retreat features bright open interiors, modern finishes, and seamless indoor-outdoor flow. Enjoy sunrise over the ocean, sunset over the bay, and long afternoons around your oversized heated pool. The expansive roof deck delivers panoramic views and the perfect setting for entertaining. A rare opportunity to own a turnkey luxury home under $4M in one of Fire Island’s most sought-after communities. Highlights: - Ocean views - Bay views - Huge heated pool - New construction - Roof deck - Under $4M - 5 bedrooms - 4 bathrooms

18 Ocean Bay Boulevard, Ocean Bay Park
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 999263 MLS
Welcome to your perfect Ocean Beach escape! This turnkey coastal gem is in an unbeatable location, just moments from town and only 9 houses from the beach. Renovated from top to bottom in 2022, this pristine home perfectly blends modern updates with beach-house charm. Recent upgrades include a brand-new kitchen with all new appliances, updated plumbing and wiring, designer lighting, renovated bathrooms, new curtains, landscaping, bike rack, decking, and roof. There are two bedrooms on the first floor, one with a private half bathroom. The spiral staircase leads to a cozy loft offering additional lounge or sleeping space as well as access to attic storage space. Step outside to the private back deck, a quiet outdoor retreat perfect for entertaining, dining al fresco, or unwinding after a day at the beach. Offered fully furnished. Low taxes, affordable flood insurance and easy maintenance, this move-in-ready home is the ultimate Ocean Beach getaway or rental investment property!

574 Bayberry Walk, Ocean Beach
$2,500,000
6 Beds ⋅ 7 Baths ⋅ 1006861 MLS
Perched high on the secondary dune on a corner lot we are pleased to offer Pines Bluff Overlook Guest House for sale. Comprised of 6 private guest suites all with ensuite baths. The many amenities include ,Apple TV, Central Air Conditioning, Fireplace, Heat, Hot Tub, Ocean Views, Outdoor Shower, Pool, Roof Deck, Wet Bar & Wifi.

362 Ocean Walk, Fire Island Pines
$1,799,000
4 Beds ⋅ 4 Baths ⋅ 1006212 MLS
Unparalleled privacy in this triple mint 4 bedroom, 4 bath home with a meticulous attention to detail. the large living/dining area opens onto a sun drenched pool deck featuring a  hot tub and a separate cabana which can easily double as an additional guest bedroom. Exceptional appointments and furnishings throughout including energy efficient & cost saving solar panels with an additional backup battery  providing a seamless power transfer in the event of power outages.  Other first class amenities include a chef's grade kitchen with Viking stove & refrigerator, Subzero ice maker, beautiful cherry wood cabinetry, central heat & A/C. Fully Winterized for year round enjoyment.

605 Shore Walk, Fire Island Pines
$2,999,999
1000213 MLS ⋅ Pioneer Market BLDG.
Located in the heart of Fair Harbor’s vibrant downtown, Fair Harbor Market represents a rare opportunity to acquire one of Fire Island’s most established and successful grocery businesses. Serving the neighboring communities of Fair Harbor, Dunewood, Lonelyville, Atlantique, Saltaire, and Kismet, the market has been a cornerstone of Fire Island’s west end since 1968, operating as the area’s primary destination for groceries, prepared foods, deli service, meats, seafood, beach essentials, and everyday conveniences for generations of residents and summer visitors. Operating annually from May through October, the business benefits from steady, high-volume seasonal traffic in one of Fire Island’s most active and socially vibrant communities, known for its beach culture, lively summer atmosphere, and iconic sunset views. Offered together with the commercial real estate, this is a true turnkey investment opportunity featuring both a thriving business and an exceptionally well-positioned commercial property in a highly sought-after location. The market is thoughtfully laid out for efficient, high-volume operation and features four main grocery aisles, dedicated deli cases, and a large beverage section, creating a comprehensive shopping experience for both residents and vacationers. Behind the deli counter, a walk-in refrigeration box supports seamless food preparation and storage operations. The property is further equipped with a computerized house account system, ATM, commercial ice machine, new cooking hood with integrated fire suppression system, electric grill, walk-in freezer, dual walk-in coolers, extensive refrigerated display cases for dairy, meat, beer, beverages, frozen foods, and ice cream, as well as multiple box freezers and a high-capacity commercial ice maker. An adjoining breakfast, lunch, and ice cream window generates consistent foot traffic throughout the day and evening, while the second-floor two-bedroom apartment offers valuable owner accommodations, staff housing, or rental income potential. A longstanding Fire Island institution with nearly six decades of operating history, Fair Harbor Market offers the opportunity to own an iconic and deeply rooted business at the center of one of Fire Island’s most desirable summer communities.

21 Broadway, Fair Harbor
$1,499,000
4 Beds ⋅ 2 Baths ⋅ 1001150 MLS
Nestled in the heart of Seaview on an oversized 80' x 100' parcel, 6 Atlantic Avenue offers the rare combination of generous outdoor space, bay views, and a coveted location in one of Fire Island’s most beloved communities. This spacious four-bedroom, two-bath home is filled with natural light, featuring an expansive living room with bay window, generously sized bedrooms, and a bright, airy layout designed for effortless beach living. The enormous sun-drenched deck creates the perfect setting for outdoor dining, entertaining, or simply relaxing after a day at the beach. Mini-split heat and A/C provide modern comfort throughout the seasons. Ideally positioned in the quiet, highly desirable Seaview community—home to lifeguarded ocean and bay beaches, clay tennis courts, playground, kiddie pool, and a close-knit community atmosphere—yet just moments from the restaurants, shops, and energy of Ocean Beach. Whether you envision a classic Fire Island retreat, an investment property with strong rental appeal, or the site of your future dream home, this oversized property presents exceptional opportunity in a location that rarely disappoints. Flood insurance policy is assumable and costs $5,044/year.

6 Atlantic Avenue, Seaview
$2,150,000
7 Beds ⋅ 6 Baths ⋅ 995314 MLS
Just 600 feet from the ocean, Casablanca 2.0 is a fully reimagined 7-bedroom, 4.5-bath coastal retreat designed for seamless indoor-outdoor living and exceptional rental performance. Set behind a private, bamboo-lined approach, the home offers a rare blend of privacy, scale, and modern design in one of Fire Island’s most sought-after enclaves. Gut-renovated in 2023 and outfitted with all-new furnishings in 2024, the residence features a sun-drenched open-concept living space with wide-plank flooring, an electric fireplace, and walls of glass that lead to expansive multi-level decking. The chef’s kitchen is thoughtfully appointed with quartz countertops, a large island, custom cabinetry, and premium appliances—perfect for entertaining at scale. Seven well-proportioned bedrooms—all with queen or king accommodations—are designed for both comfort and flexibility. Multiple en-suite layouts, a Jack-and-Jill configuration, and additional flex space allow for effortless hosting while maintaining privacy. Outdoor living is elevated with a heated saltwater pool, rooftop deck, outdoor shower, and newly constructed decking throughout—creating a true resort-style setting ideal for both quiet retreats and vibrant summer gatherings. Built for both lifestyle and longevity, the home features elevated coastal construction, a new roof and siding, two 200-amp electrical panels, two water heaters, and a 9-zone energy-efficient split-system for individualized heating and cooling throughout. Offered fully furnished and turnkey, Casablanca 2.0 is not only a refined beachside escape but a proven high-performing asset with strong seasonal demand and consistent occupancy. A rare opportunity to own a private, design-forward retreat where luxury meets investment in the heart of Fire Island Pines. With strong seasonal demand and a layout optimized for group accommodations, Casablanca 2.0 has demonstrated exceptional rental performance, including high occupancy during peak summer months, consistent 5-star guest experiences, and efficient pricing for larger groups. Offered fully furnished and turnkey, it presents an immediate opportunity for income generation with long-term upside in a supply-constrained, globally recognized destination.

317 Sky Walk, Fire Island Pines
$2,500,000
4 Beds ⋅ 3 Baths ⋅ 988717 MLS
Featured in Architectural Digest, this extraordinary oceanfront residence on Steels Walk in Water Island, designed by acclaimed architect and designer Carl D’Aquino, is one of the most distinctive and architecturally significant properties on all of Fire Island. As co-founder of the internationally celebrated design firm D’Aquino Monaco, D’Aquino is renowned for creating homes that blend modernist architecture with warmth, craftsmanship, and a profound connection to their natural surroundings — a philosophy beautifully realized throughout this remarkable coastal retreat. Comprised of two dramatic octagonal-shaped structures seamlessly joined at the center, the home was thoughtfully conceived to embrace its breathtaking setting, where unobstructed views of the Atlantic Ocean, rolling dunes, and endless sky become part of everyday living. Every angle, sightline, and material was intentionally selected to create a seamless dialogue between architecture and landscape, resulting in a home that feels both visionary and deeply serene. Offering 4 bedrooms and 2.5 baths, the residence blends refined coastal sophistication with a tranquil, resort-like atmosphere. Expansive living spaces are carefully positioned to maximize privacy, natural light, and connection to the outdoors, creating an effortless flow between the interiors and the surrounding decks. Throughout the home, extraordinary craftsmanship and attention to detail elevate every space. The striking clapboard ceilings were meticulously installed piece by piece, creating warmth, texture, and architectural rhythm overhead — a labor-intensive design element that speaks to the level of artistry woven into the home. In the kitchen, custom cabinetry was handcrafted in Brooklyn, then carefully transported to Water Island in sections and thoughtfully assembled in place — a remarkable undertaking that reflects the bespoke nature of the residence and the uncompromising dedication to quality and design. The outdoor spaces are equally exceptional. A sprawling oceanfront deck unfolds toward the dunes and shoreline, offering multiple areas for lounging, dining, and entertaining against the ever-changing backdrop of the Atlantic. The heated pool is framed by sun-washed decking and lush landscaping, while a tranquil waterfall pond and curated gardens create moments of calm and seclusion throughout the property. Tucked above it all, the private second-floor deck off the primary suite offers sweeping ocean views and an unmatched sense of peace — ideal for quiet mornings, sunset cocktails, or stargazing beneath the open sky. Surrounded by nature and designed for complete privacy, this is more than a home — it is a rare coastal sanctuary unlike anything else on Water Island. Celebrated for its architecture, craftsmanship, setting, and atmosphere, this once-in-a-generation offering presents the opportunity to own a truly iconic stretch of Fire Island oceanfront.

1 Steels Walk, Water Island
$1,850,000
3 Beds ⋅ 2 Baths ⋅ 998635 MLS
*** PRICE IMPROVEMENT **** WELCOME TO 29 EAST BAYVIEW AVE, THE ONLY BAYFRONT HOME FOR SALE! This impeccably maintained beach home is ideally situated in Ocean Bay Park, Fire Island. The first floor features a vestibule with floor-to-ceiling cabinets, a spacious living room with a custom-built couch and open shelving, skylights, knotty pine vaulted ceiling with cross beams, dining area, and cozy sitting area adjacent to the dining room. The updated kitchen offers stainless steel appliances, including a new refrigerator, ample cabinet and counter space, and an island. A newly renovated bathroom with a walk-in shower completes this level. Upstairs, three generous bedrooms with hardwood floors and ceiling fans await, along with another full bathroom featuring a walk-in shower and plenty of closet space. The shed houses the washer/dryer and hot water heater. Recent updates include a new back roof. Step through the sliding glass doors onto the expansive deck, perfect for entertaining while enjoying stunning bay views, your private beach, and a brand-new bulkhead. This home is an entertainer’s dream with an outdoor shower and approximately 50 feet of waterfront decking. Bring your boat and get ready for endless fun and relaxation!

29 E Bayview Avenue, Ocean Bay Park
$5,200,000
5 Beds ⋅ 6 Baths ⋅ 910335 MLS
Water Island Awaits. Two Iconic Buildings. One Majestic View. Location- Tucked between Fire Island Pines and Davis Park lies Water Island. With only 48 homes adjacent to the protected Fire Island National Seashore; Water Island creates a unique sense of remoteness and natural beauty — a true retreat for those seeking to unwind in quiet luxury. This secluded estate offers 200 feet of unobstructed Atlantic Ocean frontage; rare privacy and direct access to pristine beaches, all within an easy commute from New York City. Inspiration- A masterpiece of coastal design, this home has earned a place in the pages of several premier luxury publications. Designed by the legendary Scott Bromley of Bromley Caldari Architects with influence drawn from the craftsmanship and philosophies of George Nakashima and Hans Wegner, this expansive retreat is a study in balance — where modernist clarity meets organic warmth. The design embraces a sense of quiet luxury drawn from these iconic places: the barefoot elegance of Parrot Cay, the raw natural beauty of Big Sur, and the sculpted minimalism of Amangiri. Main House- The One-Bedroom Main House, a private and reimagined sanctuary for the Owners, sits nestled in the dunes. Inside, a warm composition of cedar and teak woods, white walls, and diffused light creates a tranquil atmosphere. The first floor serves as a serene sleeping suite, where spa-like bathing spaces are seamlessly integrated into the flow of everyday living. Above, the second floor opens fully to the landscape with expansive floor-to-ceiling windows and sliding glass doors that dissolve the boundary between indoors and out. Here, the Atlantic Ocean becomes both backdrop and focal point — a constant, calming presence, framed by architecture that gives it space to breathe. The dramatic cathedral ceiling in the main living space is punctuated by an oversized Noguchi hanging globe lighting fixture. Discover an airy chef’s kitchen where clean lines meet organic textures. Showcasing handcrafted wood cabinetry paired with caesarstone countertops – blending modern comforts like Sub-Zero, Wolf and Miele appliances. Oriented toward the coastline, the main living and dining spaces maintain a constant connection to the ocean, making it an integral part of the home’s daily life. Guest House- A meandering path through the sand joins the main house with the four-bedroom four bath guesthouse on the adjacent lot, a relaxed social hub featuring a bar, sun decks, an outdoor kitchen, and a pool — all designed to encourage barefoot living and effortless hospitality. From the moment you step inside the guest quarters you are enveloped by the integration of architectural elements – cool stainless steel, warm-toned woods, and white walls and ceilings – creating a layered, modern aesthetic. This interplay of textures brings depth and sophistication, blending functionality with high design for a space that feels both curated and comfortably livable. Details: 0 Charach & 1 West Walk Water Island, Fire Island, NY Two Structures on two adjacent lots (Total lot area - 10,000 sqft.) Connected by a Stone Path between the two Main House - 1 Bed 1.5 Bath Residence (Approx. 2,100 sqft.) 7.5’ x 5’ Custom Concrete Collaborative Panel Jacuzzi Guest House - 4 Bed 4 Full Bath Residence (Approx. 1,500 sqft.) 25’ x 9’ Custom Gunite Pool Outdoor Kitchen w/ Weber Gas Grill; Under Counter Refrigerator & Ice Maker Exterior: Clear Cedar 1X6 Clapboard Exterior Siding Mahogany and Cedar Clad Decks with Ipe hardwood trim accents Reilly double insulated, wind-borne debris rated Windows & Doors ‘Invarimate’ Contrarian Stainless Steel Roof System Interiors: Gothic European Oak Wood Floors White Washed 1X6 Clear Cedar Tongue & Groove Walls w/ Ipe hardwood trim accents Custom Designed Wood Veneer Cabinetry Caesarstone Kitchen Countertops Custom Ammonite Stone Bathroom Countertops Custom Teak Wood Sink Vessels

Charach & 1 West Walk, Water Island
$1,299,000
4 Beds ⋅ 2 Baths ⋅ 996463 MLS
Move right into this beautifully renovated home in the heart of Ocean Beach. Updated in 2021, this inviting property offers a bright and open layout designed for easy coastal living and entertaining. The spacious great room flows seamlessly into the updated kitchen featuring white cabinetry, stainless steel appliances, quartz countertops, a breakfast bar, and dedicated dining area. The home offers four bedrooms and two full bathrooms, including a primary suite with its own private bathroom. Ductless heating and cooling units throughout provide year round comfort. Outdoor living is just as inviting, with a spacious wraparound deck ideal for entertaining, dining, or relaxing after a day at the beach. Additional highlights include an outdoor shower, storage closet, and convenient washer and dryer area. Whether you’re looking for a summer retreat, investment opportunity, or year round getaway, this home offers the perfect blend of comfort and location. Conveniently located near the ferry, shops, restaurants, and just moments from the beach.

485 Bayberry Walk, Ocean Beach
$2,999,000
4 Beds ⋅ 4 Baths ⋅ 994515 MLS
Be among the first to experience this stunning new construction in Ocean Bay Park. Designed with an upside-down layout that maximizes natural light, views, and effortless coastal living, this 4-bedroom, 3.5-bath home offers a thoughtful blend of style, comfort, and functionality. The home features two private primary-style suites—one on each level—providing flexibility and privacy for owners and guests. The upper level is designed around an open-concept kitchen, dining, and living area, creating a bright and inviting space for gathering and entertaining. On the lower level, a screened-in porch offers the perfect place to relax and leads directly to the private pool, creating an ideal setting for summer days on Fire Island. A rooftop deck provides beautiful water views and refreshing coastal breezes, adding another level of outdoor living to this exceptional home. With its modern design, private pool, water views, and prime Ocean Bay Park setting, this is a rare opportunity to own a brand-new Fire Island retreat.

17 Superior Street, Ocean Bay Park
$2,249,000
4 Beds ⋅ 2 Baths ⋅ 989268 MLS
Welcome to 106 West Walk. Set on an expansive and exceptionally rare six-lot parcel, this one-story residence presents a remarkable opportunity to craft a truly bespoke Fire Island retreat in one of the island’s most naturally beautiful and private settings. Ideally situated in the desirable village of Saltaire and directly bordering the protected landscape of the Fire Island National Seashore between Saltaire and Kismet, the property offers a level of seclusion, tranquility, and uninterrupted natural beauty that is increasingly difficult to find. Surrounded by native vegetation, and preserved land, the setting evokes the timeless character of old Fire Island while still offering convenient access to the vibrant communities, beaches, restaurants, ferry access, and social amenities of both Saltaire and Kismet. The adjacent protected seashore land creates an extraordinary sense of openness and privacy, with sweeping natural vistas and a soothing backdrop. The existing residence encompasses approximately 1,500 square feet and currently offers four bedrooms and one-and-a-half baths, providing a solid foundation for renovation, expansion, or complete reimagination. The home’s flexible single-level layout lends itself to effortless beach living, while the oversized parcel opens the door to countless possibilities for customization. Whether envisioning a sophisticated modern coastal residence, a classic cedar-shingled beach house, or a relaxed compound designed for generations of summer memories, the property offers the scale and setting to bring virtually any vision to life. With six lots of land—a rarity in itself on Fire Island—the property offers expansive decking, exceptional outdoor entertaining spaces, lush landscaping, guest accommodations, or additional recreational amenities, all while maintaining an extraordinary sense of privacy and connection to nature. The sheer breadth of the parcel creates a feeling more akin to a private coastal estate than a traditional beach property. Offered for the first time in years, this is more than simply a home—it is a legacy property with limitless potential in one of Fire Island’s most coveted and tightly held locations. Combining size, privacy, protected surroundings, and unmatched opportunity, this is a rare chance to create a one-of-a-kind island sanctuary tailored entirely to your vision and lifestyle. Photos may include AI enhancements or virtual staging.

106 West Walk, Saltaire

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