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$2,200,000
3 Beds ⋅ 3 Baths ⋅ 1033182 MLS
THE BEST THE PINES HAS TO OFFER. Gorgeous contemporary 2 bedroom, 3 bath offering seamless indoor/outdoor living. Private and luxurious the many amenities include a large heated pool & spacious deck, hot tub, central AC and heat, fireplace, television room that can be converted into a third bedroom & designer furnishings all set in beautifully landscaped gardens.

307 Shady Walk, Fire Island Pines
$5,249,000
5 Beds ⋅ 6 Baths ⋅ 1023765 MLS
Experience coastal luxury at its finest with this exceptional Seaview retreat. Thoughtfully designed with over 3,650 square feet of living space, this stunning modern home offers 5 spacious bedrooms, 4 full bathrooms and 2 half baths, creating the perfect setting for effortless beach living and entertaining. The sun-filled main level welcomes you with soaring 10.5-foot ceilings and an expansive great room anchored by a fireplace and custom built-ins. A chef’s kitchen, appointed with quartz countertops and premium appliances, opens seamlessly to the living and dining areas. While a cozy den, large screened in porch, guest suite, powder room & laundry room complete the first floor. A dramatic 16-foot wall of sliding glass doors extends the living space outdoors to an expansive mahogany deck, where a shaded pergola, fully equipped outdoor kitchen with built-in grill, and a heated 15’ x 25’ saltwater pool create the ultimate backyard oasis. Outdoor shower, cabana storage and half bathroom complete the main deck area. Upstairs, four beautifully appointed bedroom suites provide comfort and privacy, including a spectacular primary suite featuring bay views, a sitting area, spacious his & hers walk-in closets, spa-inspired bath with soaking tub, oversized shower and private water closet. End your day on the rooftop deck, taking in the sunset over the breathtaking 360-degree views of both the Great South Bay and Atlantic Ocean. Only minutes to Seaview’s beloved community amenities; playground, basketball courts, lifeguarded bay beach, kiddie pool, and tennis courts, this remarkable home offers an unparalleled Fire Island lifestyle. A rare opportunity to own one of Seaview’s finest homes. Shown by appointment only.

35 Kelp Avenue, Seaview
$829,999
3 Beds ⋅ 3 Baths ⋅ 1030178 MLS
Welcome to 933 Thompson Dr! Located on a beautiful street in Bayshore, this home has been completely renovated inside and out. Brand new hardwoods floors run through the entire first and second level. The first level features shiplap woodwork detail in living and kitchen, large electric fireplace feature with heat fan, cathedral ceilings, and custom wood work banister. This stunning kitchen features quartz countertop, GE Profile appliances with double oven and gas cooktop. There is also a wine fridge for more storage and accent lighting in upper cabinets. There are LED hi hats throughout the entire home. The lower level offers a large open space for additional living, kitchenette, and another full bathroom. This could be a great space for extended family living quarters as well. Upstairs features three bedrooms with wall paper accent, all new modern hardwood trim and casing, and LED overhead lighting. Roof, siding, and windows were all just redone also. The front of the home features LED soffit lighting and new landscaping. There is a one car garage with rear access door too and electronic key pad opener. Situated on a .25 acre lot there is plenty of space for a pool!

933 Thompson Drive, Bay Shore
$1,999,999
4 Beds ⋅ 4 Baths ⋅ 1031688 MLS
Tucked away on one of Seaview's most desirable streets, and just moments from the beach and a five-minute walk to the Seaview Market, the location offers the perfect balance of privacy and convenience. With 4 bedrooms, 3 full bathrooms and 1/2 powder room, the home features a serene first-floor primary suite with a private ensuite. Three additional bedrooms upstairs provide ample space for family and guests, while a cozy den offers the perfect spot to unwind with a book or enjoy a quiet escape. Outside, you'll find a secluded outdoor oasis complete with a refreshing small pool, ideal for cooling off after a day at the beach or enjoying warm summer evenings under the stars. The home has been updated with numerous recent improvements, including a new roof and skylights (2025), new central air conditioning (2024), new pool liner, heater, and filtration system, a newer stove (2022), and last year two new sliding glass doors with additional windows that fill the home with even more natural light.

43 Ivy Avenue, Seaview
$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
$1,199,000
5 Beds ⋅ 4 Baths ⋅ 1024524 MLS
Welcome to a home where timeless elegance meets exceptional craftsmanship in the heart of the Village of Brightwaters. Perfectly positioned on one of the area’s most sought-after streets, this beautifully appointed residence offers luxury finishes, flexible living spaces, and an extraordinary backyard retreat designed for both everyday living and unforgettable entertaining. At the heart of the home is a custom chef’s kitchen featuring granite countertops, under-cabinet and in-cabinet lighting, a double convection oven with a warming drawer, and an induction cooktop—a space as functional as it is beautiful. The stunning cathedral-ceiling primary suite is a true retreat, complete with two custom walk-in closets, new skylights that fill the room with natural light, and a spa-inspired primary bath featuring a luxurious soaking tub. Every upstairs bedroom and bathroom is enhanced with custom-designed closets, providing exceptional organization and storage. The versatile lower level offers brand-new flooring, a new full bathroom, and an expansive office suite with two private offices and a waiting room, making it ideal for a home-based business, professional workspace, guest quarters, multigenerational living, or a nanny suite. Step outside into your own private resort. The professionally designed backyard showcases a heated lap pool with cascading waterfalls, an outdoor fireplace, and a built-in outdoor kitchen with granite countertops, creating the perfect setting for entertaining or relaxing. An upper Trex deck overlooks the spectacular grounds, while a 12-zone in-ground sprinkler system keeps the lush landscaping looking its best. A circular driveway adds both elegance and convenience to the home’s impressive curb appeal. Located in the charming Village of Brightwaters, residents enjoy tree-lined streets, a private village park, tennis courts, a community dock, summer concerts, holiday celebrations, and a true small-town atmosphere—all while being just minutes from vibrant downtown Bay Shore, waterfront restaurants, Fire Island ferries, beaches, parks, and the LIRR for an easy commute to Manhattan. This is more than a home—it’s a lifestyle defined by luxury, comfort, and one of Long Island’s most desirable communities

236 Windsor Avenue, Brightwaters
$5,250,000
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
$749,999
5 Beds ⋅ 2 Baths ⋅ 1020844 MLS
Welcome to your gorgeous colonial home that’s been awaiting you!! Nicely located within 10 minutes from shopping, dining, the Bay Shore Marina, and central to all LI's major highways. This beauty sits on 0.37 acres, boasts a Cul de sac driveway and falls nothing short of spectacular. The first floor hosts beautiful gray water-proof laminate hardwood floors throughout while having an open concept design with the spacious living room, a renovated kitchen that has endless soft close cabinetry which rests on breathtaking granite countertops, a large custom pantry, stackable W/D & a doggy haven near the front door for the fur baby lovers. The dining room, fully renovated bathroom with standup shower & 1 of the 5 bedrooms are also on the first floor along with a brand new Tankless Combo gas heat & hot water system. The second floor has a brand new bathroom that has a bath tub, a vanity with double sinks, bluetooth enabled surround sound, 4 spacious bedrooms that can easily fit queen size beds in it while the primary bedroom can have a California King bed to match its large walk in closet. Last but certainly not least, the backyard is a true hostess dream!!! Right off the sliding doors from the kitchen, The magnificent backyard has a full outdoor kitchen with a hibachi grill, bbq grill, ample counter space, mini fridge and high bar seating that can be used while watching T.V The outdoor living space is covered by 2 gazebos. You also have the option to take a swim in the beautiful` large above ground pool or the hottub- the possibilities to spend time with loved ones & friends under the stars is truly endless! This home will not last-run to make your showing appointment with me today! House is being sold as-is & 90% of outdoor oasis is included in the sale.

1634 N Gardiner Drive, Bay Shore
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 1017237 MLS
Brand New Oceanfront Home with Pool! This stunning newly constructed residence offers the perfect blend of luxury, comfort, and breathtaking natural beauty. Featuring four spacious bedrooms, including two private primary ensuite retreats, and three-and-a-half beautifully appointed bathrooms, the home is designed for effortless coastal living. The bright and airy open-concept living, dining, and kitchen area is ideal for entertaining, with seamless indoor-outdoor flow and spectacular water views. Step outside to enjoy the fabulous new swimming pool and stylish cabana, creating your own private resort by the sea. Crowning this exceptional property is an expansive roof deck showcasing panoramic vistas of both the Atlantic Ocean and the Great South Bay—an unforgettable setting for sunrise coffee, sunset cocktails, and stargazing. A rare opportunity to own a brand-new oceanfront sanctuary in an incomparable location.

52 Lewis Walk, Cherry Grove
$1,750,000
7 Beds ⋅ 8 Baths ⋅ 1017133 MLS
Wisteria is a one-of-a-kind luxury retreat in Cherry Grove, Fire Island, completely rebuilt in 2020. This exceptional property features seven private en-suite bedrooms, including two poolside suites, a stunning open-concept living area with chef’s kitchen, and resort-style amenities throughout. Enjoy a solar-heated pool, meditation garden, covered outdoor dining pavilion, and a separate studio with full bath. The spectacular rooftop deck offers panoramic views from the Atlantic Ocean to the Great South Bay. A rare opportunity to experience the ultimate in Fire Island luxury and privacy

37 Bayview Walk, Cherry Grove
$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
$1,695,000
3 Beds ⋅ 3 Baths ⋅ 1011905 MLS
Timeless Waterfront Retreat on the Great South Bay - Steeped in history and dating back to circa 1909, this exceptional waterfront home offers a rare opportunity to own a truly special property with a rich and storied past. Nestled along the shores of the Great South Bay, the residence features 3 bedrooms and 2.5 bathrooms, showcasing breathtaking sunset views and the unique charm of watching the ferry arrive each day. Beautifully remodeled while preserving its historic character, the home boasts gleaming hardwood floors, a stunning fieldstone fireplace, central air conditioning, satellite TV, and high-speed Wi-Fi. The inviting interior blends classic elegance with modern comfort, creating an ideal setting for year-round living or a seasonal escape. Outside, enjoy a heated swimming pool surrounded by mature gardens and established plantings that provide beauty and privacy. Additional amenities include an enclosed outdoor shower and a separate washer/dryer shed, enhancing the relaxed waterfront lifestyle. Offering unmatched scenery, character, and comfort, this remarkable property is a rare gem on the Great South Bay.

209 Bayview Walk, Cherry Grove
$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
$645,000
3 Beds ⋅ 2 Baths ⋅ 1001037 MLS
Welcome to this meticulously maintained three bedroom, one bath Ranch style home nestled on a quiet tree line street in Bay Shore. This home is situated on .20 acres of beautifully landscaped, manicured flat property with a stunning in ground saltwater pool, covered paver patio, built in BBQ and fire pit, providing a private backyard oasis. The interior was tastefully updated with wood floors, an eat in kitchen with granite counter tops, custom cabinetry, tile back splash and stainless-steel appliances. Recent updates include the roof, vinyl siding, gutters with leaf guards, windows, 220 amp electrical panel connected to reliance protran for a generator and so much more. The full finished basement provides additional living space, a new renovated full bath and storage galore! Solar panels leased. This is the perfect home to just move in and enjoy!

8 Oswego Drive, Bay Shore
$850,000
2 Beds ⋅ 2 Baths ⋅ 996848 MLS
Charming original cottage situated directly on the Great South Bay, featuring two bedrooms and two full bathrooms, plus an outdoor shower and ample space for a large pool. The open-concept living and dining area boasts vaulted ceilings and a cozy fireplace, creating a bright and inviting atmosphere. The primary bedroom features sliding glass doors that open directly onto the bayside deck, offering stunning water views and easy outdoor access. Additional highlights include an updated kitchen, an indoor washer and dryer, and a spacious corner lot. This unique waterfront property combines classic cottage charm with modern conveniences, making it the perfect bayside retreat.

71 Bayview Walk, Cherry Grove
$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
$5,995,000
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
$2,999,000
4 Beds ⋅ 4 Baths ⋅ 994515 MLS
Be among the first to own this stunning new construction in Ocean Bay Park—an upside-down design that maximizes light, views, and easy coastal living. Currently under construction, this 4-bedroom, 3.5-bath home offers the rare opportunity to customize finishes and make it truly your own. Thoughtfully designed for both comfort and entertaining, the home will feature two private primary-style suites—one on each level—ideal for hosting guests. The upper level will showcase an open-concept kitchen, dining, and living area, creating a bright and airy space to gather. On the lower level, a screened-in porch provides the perfect spot to unwind, leading out to your private pool—ideal for relaxing summer days. Head up to the roof deck to take in beautiful water views and coastal breezes. With the ability to select your own finishes and details, this is a unique chance to create your dream Fire Island retreat from the ground up. Don’t miss the opportunity to get in early and make it yours.

17 Superior Street, Ocean Bay Park
$1,899,000
5 Beds ⋅ 5 Baths ⋅ 982302 MLS
Welcome to Pines Living with Proven Income Potential. Private and thoughtfully designed, this exceptional 5-bedroom, 4-bath Fire Island Pines retreat offers the perfect blend of luxury, space, and income potential. Ideally located just moments from the harbor, beach, and Pines’ vibrant dining and nightlife, the home is set back from the boardwalk, creating a rare sense of privacy and seclusion. Spanning multiple levels, the home features a bright and open upper-level living space with sweeping Great South Bay views, a spacious living room, and a dining area accommodating up to 12 guests. The modern kitchen is fully equipped with updated appliances and designed for effortless entertaining. Multiple decks provide seamless indoor-outdoor living, including a front deck with bay views and a private rear deck overlooking the pool. The property offers five well-appointed bedrooms, including three en-suite bedrooms with king and queen layouts, plus additional guest accommodations providing flexibility and comfort for larger groups. A separate-entry pool-level suite adds an extra layer of privacy ideal for guests. Outdoor living is centered around a heated saltwater pool surrounded by an oversized deck, lounge areas, and an outdoor shower—perfect for relaxing or entertaining after a day at the beach. Additional features include central air conditioning, Sonos sound system throughout, high-speed internet, and a strong history of seasonal rental demand. A rare opportunity to own a turnkey property in one of Fire Island Pines’ most desirable and private settings.

287 Bay Walk, Fire Island Pines
$2,475,000
3 Beds ⋅ 2 Baths ⋅ 986803 MLS
Direct ocean views provide a beautiful backdrop to the open and airy living spaces throughout this exceptional oceanfront property. A 17-foot wall of glass in offering expansive water views opens out to a generously proportioned beachfront deck featuring saltwater pool and hot tub, creating a luxurious backdrop for outdoor living and entertaining. Designed for year-round living, the home is fully winterized with central heating, air conditioning, and a wood burning fireplace. Inside, you'll find three thoughtfully designed bedrooms and two updated bathrooms, each curated for comfort and style. The modern kitchen is equipped with top-of-the-line appliances, including a Sub-Zero refrigerator.

146 Ocean Walk, Fire Island Pines
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 978732 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
$4,500,000
5 Beds ⋅ 3 Baths ⋅ 977357 MLS
Introducing a rare oceanfront masterpiece in the coveted enclave of Ocean Bay Park on Fire Island, ideally positioned along the border of Point O’ Woods. This custom-built home offers an exceptional level of privacy, complete with semi-private beach access via a dedicated walkway. Designed to capture the essence of coastal living, the home showcases unobstructed, panoramic views of the Atlantic Ocean and the Great South Bay from nearly every vantage point. A stunning roof deck crowns the property, delivering breathtaking 360-degree water views—perfect for sunrise coffees, sunset cocktails, and stargazing under the open sky. Whether you’re relaxing beside the pool or enjoying the serenity of your own stretch of beach, the natural beauty surrounding you is unparalleled. Watch dolphins glide by, whales breach in the distance, and waves roll endlessly to shore—all from the comfort of your private retreat. Seamlessly blending indoor and outdoor living, this one-of-a-kind residence offers tranquility, exclusivity, and an elevated Fire Island lifestyle in one of its most desirable communities.

37 Traffic Avenue, Ocean Bay Park
$1,400,000
6 Beds ⋅ 5 Baths ⋅ 970268 MLS
Rare opportunity to own a stunning luxury home in the coveted Penataquit Point community, offering resort-style living and breathtaking views of the Great South Bay. This impressive 6-bedroom, 4.5-bath colonial blends classic elegance with modern convenience on a charming, tree-lined street. Relax on the front porch and take in the serene bay views, or host in style inside. The formal living room features a cozy wood-burning fireplace that flows seamlessly into the dining room, perfect for entertaining. The light-filled kitchen is the heart of the home, complete with a center island, spacious pantry, and quartzite countertops. The main floor offers three full bedrooms and 2.5 baths, while the upper level includes a private office with potential for an additional half bath and a fully equipped mother-daughter suite with its own kitchen, living area, two bedrooms, and two bathrooms, ideal for multigenerational living or guests. Additional features include central air, two-zone gas heat, 300-amp electric service, a 2-car garage with a large driveway for parking, and a separate entrance for the additional unit. Outside, enjoy a private retreat with an in-ground pool with a new liner and loop-lock cover in September 2025, bocce ball court, patio, and expansive space for entertaining. Located just minutes from Fire Island ferries and local amenities, this exceptional Bay Shore residence offers more than a home, it is a lifestyle of comfort, luxury, and elegance.

108 Awixa Avenue, Bay Shore
$1,725,000
4 Beds ⋅ 4 Baths ⋅ 965259 MLS
Spacious OCEANFRONT home - This is a fantastic opportunity to own a well-maintained property in on the Ocean in Cherry Grove. The listing features modern amenities, spacious living areas, and is move-in ready! Great investment opportunity. Don’t miss your chance to make this wonderful space yours! It has Open living/dining room with amazing views of the Atlantic Ocean. Two floors, four bedrooms, four full bathrooms, air-conditioning, cathedral ceilings. Gorgeous plunge pool and hot tub surrounded by mahogany decks - fenced for privacy

300 Lewis Walk, Cherry Grove
$1,900,000
3 Beds ⋅ 3 Baths ⋅ 961696 MLS
One-of-a-kind Horace Gifford “tree house”. This 3 bedroom, 3 bathroom, dramatically set at the eastern edge of the Pines, is truly a one-of-a-kind residence. A spiral staircase leads you above the trees into the breathtaking, glass enclosed Great Room. Over 200o sq ft of multi level decking allows for both large scale entertaining or more intimate gatherings. While respecting Gifford’s original plan, the current owners have put their own stamp on the property including AC, working fireplace, heated pool, hot tub, poolside kitchenette, remodeled kitchen and appliances, complete bathroom renovations, heated stone floors in kitchen, all bathroom & entry & fully irrigated cutting garden. The heart stopping roof terrace soars above the tree line revealing the preserved dunes and Atlantic Ocean stretching eastward .

529 Sail Walk, Fire Island Pines
$1,825,000
4 Beds ⋅ 4 Baths ⋅ 952052 MLS
Designed in 1964 by Horace Gifford, this sophisticated, private & totally renovated mid-century represents the very best that the Pines has to offer. Set amid lush gardens and smartly furnished. 4 bedrooms, 3 full baths, 2 half baths. Large solar heated pool & wrap around decking.

617 Shore Walk, Fire Island Pines
$1,825,000
3 Beds ⋅ 4 Baths ⋅ 947421 MLS
Summer as imagined by Bromley Caldari Architects. This thoughtful & sophisticated contemporary represents the very best of Pines modernism. New 2016 construction with clean minimalist lines, this meticulously maintained triple mint property is both secluded within natural landscaping, yet steps from the harbor. A central unifying feature is the dramatic clerestory custom skylight providing soft natural light to the open living room, dining room, kitchen and hallway. Three large bedrooms with ensuite baths, beautifully finished with custom hand-made tiles and generous closets. Heating and air conditioning throughout. Large private sunny deck and pool area provide the perfect backdrop for casual beach living & entertaining. Delivered fully furnished with stylish high-end modern furnishings and fixtures. New pictures & video coming soon.

39 Lone Hill Walk, Fire Island Pines

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