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86 Gerard Walk, Cherry Grove
$775,000
2 Beds ⋅ 1 Baths ⋅ 1035396 MLS
Discover the timeless charm of this delightful cottage, tucked away on an oversized, private lot where peace and tranquility surround you. This quiet retreat offers the perfect blend of seclusion and classic Cherry Grove character. Inside, you'll find two comfortable bedrooms, a full bath, and a sleeping loft that provides additional space for guests. An indoor washer and dryer add everyday convenience, while the inviting interior captures the warmth and simplicity of a true beach cottage. Whether you're seeking a serene weekend escape or a place to create unforgettable summer memories, this quaint hideaway is full of character and possibilities. Rarely does a property with this much privacy and charm become available. A true Cherry Grove gem waiting to be yours.

86 Gerard Walk, Cherry Grove
59 Laurel Avenue, Seaview
$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
307 Shady Walk, Fire Island Pines
$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
6 Montgomery Lane, Bay Shore
$1,099,999
3 Beds ⋅ 3 Baths ⋅ 1032442 MLS
Enjoy Luxury Living in this 2222 Square foot (approx.) meticulously maintained Ranch home with its own deeded dock slip, that can fit a 10' Beam, perfectly located directly across the street. With convenient water access and water views, this is must see property. This home has been raised and sits on a spacious .46-acre lot in a quiet cul-de-sac, with beautifully landscaped front and side yards. This home features comfortable one level living with water views from some rooms and the spacious Trex deck with an electric awning and deck speaker. Upon entering the front door, just off the main foyer, the home features a dedicated pub room with sink and beverage refrigerator, creating the perfect space for entertaining. The very spacious 420' (approx.) chefs kitchen features radiant heat flooring, a commercial grade DCS, 5-burner gas range, a very large center island, a pantry, plenty of counter space and cabinets, two sinks w/garbage disposal, a drawer microwave, double drawer dishwasher and stainless appliances. There is a spacious living room with a gas fireplace and built in ceiling speakers. Adjoining, is a beautiful sun room with entrance to the deck. Down the hallway is the Laundry nook, two bedrooms and a redone full bath. At the end of hallway is the redone ensuite, shiplap wall in the primary, with a full bath and a step-in closet. There are High Hat lights throughout most of home. An additional feature is a young 2-car detached heated garage, with a 200amp electric panel, a workbench and sink. A circular driveway was just top coated and sealed. The house features a whole house generator with an automatic transfer switch. The generous deck backyard offers plenty of room for outdoor gatherings, gardening, or future enhancements. Interior highlights include hardwood flooring, bright living spaces, and a functional floor plan that provides both comfort and flexibility. Sip your beverage on the deck or at the kitchen table…while your mind is afloat, gazing at the water, where your boat slip is! Do not miss this rare opportunity for premier Long Island living.

6 Montgomery Lane, Bay Shore
555 N Windsor Avenue, Brightwaters
$689,900
4 Beds ⋅ 2 Baths ⋅ 1030408 MLS
Welcome to beautiful Brightwaters, one of Long Island's most charming and sought-after villages, known for its tree-lined streets, picturesque surroundings, and close proximity to scenic parks, walking trails, and waterfront beauty. This well maintained home offers the perfect blend of coziness and style.. Inside, enjoy year-round comfort with Central air conditioning and a brand new Bosch heat pump system, providing efficient heating and cooling. The home is also equipped with a convenient four zone in-ground sprinkler system to help maintain the lush landscaping.. Step outside to a beautiful, well- maintained backyard featuring a Trex deck, ideal for entertaining, outdoor dining, or simply relaxing in a peaceful setting. This property also offers a wonderful outdoor space for gatherings while enjoying all that this desirable community has to offer. The home provides the perfect opportunity to experience the exceptional lifestyle that Brightwaters is known for .... Don't miss your chance to make this home your own ....

555 N Windsor Avenue, Brightwaters
1431 Brooklyn Boulevard, Bay Shore
$669,900
4 Beds ⋅ 2 Baths ⋅ 1027830 MLS
Welcome to this beautifully maintained Ranch-style home offering comfortable one-level living with an inviting open layout. This home features 4 generously sized bedrooms and 2 full bathrooms, providing plenty of space for everyday living. The spacious living room boasts soaring vaulted ceilings, creating a bright and airy atmosphere that is perfect for relaxing or entertaining. The open gathering space is ideal for hosting family dinners, holiday celebrations, and gatherings with friends. The level, fully usable backyard offers plenty of room for outdoor entertaining, summer BBQs, gardening, or simply enjoying the outdoors. Conveniently located near shopping, restaurants, parks, schools, and major transportation, this move-in ready home combines comfort, functionality, and everyday convenience. Don’t miss this wonderful opportunity to make it your own!

1431 Brooklyn Boulevard, Bay Shore
2 Ocean Bay Boulevard, Ocean Bay 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
487 Tarpon Walk, Fire Island Pines
$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
169 Main Walk, Cherry Grove
$790,000
2 Beds ⋅ 1 Baths ⋅ 1025002 MLS
This beautifully maintained Cherry Grove home offers the perfect combination of comfort and style. Step inside to discover beautiful wood flooring throughout, soaring vaulted ceilings, and an abundance of natural light from the skylight and thermal double-pane windows. The inviting living room features a wood-burning fireplace, creating the perfect atmosphere for cozy evenings in every season. The updated kitchen and bathroom showcase granite countertops, new appliances, and modern finishes designed for effortless living. This adorable cottage includes central air conditioning and heat, and a newly insulated crawl space with heat tracing for added efficiency and peace of mind. Outdoor living is just as impressive, with two spacious decks ideal for entertaining, dining, or relaxing in the sun. Additional features include a hot and cold outdoor shower, privacy fencing, and a large cedar storage shed. Inside, you’ll appreciate the washer and dryer, large closets, and a loft for additional storage, providing plenty of room for all your beach essentials. Whether you’re searching for a weekend retreat, a summer getaway, or a home to enjoy throughout the summer and then some, this exceptional Cherry Grove property is ready to welcome you. Features Include: Beautiful wood floors throughout Central air conditioning and heat for year round comfort Wood-burning fireplace Thermal double-pane windows Newly insulated under-house area with heat tracing Updated kitchen and bathroom Granite countertops New appliances New decking Two large outdoor living spaces Vaulted ceilings Skylights Large outdoor cedar shed Loft storage Large closets Washer and dryer Hot and cold outdoor shower Privacy fencing This home is a rare opportunity to own a thoughtfully updated, move-in-ready property in the heart of Cherry Grove

169 Main Walk, Cherry Grove
31 Ivy Avenue, Seaview
$1,800,000
4 Beds ⋅ 4 Baths ⋅ 1024856 MLS
Special home on an oversized corner lot offering the perfect blend of privacy, space, and opportunity. This beautifully maintained 4-bedroom, 3.5-bath residence has been freshly painted, newly furnished, and is ready to enjoy. Take in bay views and spectacular sunsets from the recently renovated rooftop deck, an ideal setting for entertaining or relaxing after a day at the beach. With generous outdoor space and room to grow, the property also offers the potential for a 7' × 7' plunge (dunk) pool, creating your own private island oasis. A rare opportunity to own a spacious Fire Island home with views, privacy, and exceptional value. Priced to sell.

31 Ivy Avenue, Seaview
46 crescent Avenue, Seaview
$2,000,000
4 Beds ⋅ 3 Baths ⋅ 1024800 MLS
Seaview Home for Sale on Fire Island – Just steps from the ocean. Classic 4-bedroom, 2.5-bath home with fully renovated kitchen and bathrooms. Bright, spacious, and filled with natural light. Timeless charm meets modern style. Enjoy sunny decks and room to expand. A large shed offers even more potential. 46 Crescent has everything you’d expect from a true Seaview retreat — in an ideal location. Just one block from Seaview Market, two blocks to the ferry, and three blocks to Ocean Beach. Come see this inviting home for yourself. Don’t miss your chance to experience Fire Island living with this exceptional vacation property for sale. Contact Real Estate on Fire Island today. Flood Insurance $4,140

46 crescent Avenue, Seaview
55 Lewis Walk, Cherry Grove
$3,995,000
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
52 Lewis Walk, Cherry Grove
$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
37 Bayview 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
61 Evergreen Avenue, Seaview
$5,100,000
5 Beds ⋅ 4 Baths ⋅ 1009823 MLS
OCEAN FRONT SEAVIEW. 5 bedroom 2 bathrooms and 2 powder rooms. Gym, veggie garden, guest house (this is included in the 5 bedroom 1 half bath) chefs kitchen, laundry room, storage, dog run. This house is truly a home. Views, and privacy is rare on the ocean, yet this beauty has both. A true gem in the heart of seaview, with extra artistic style at every glance. Shade, sun, views, quiet, entertaining space, this deck has it all. You need to come tour this one, in order to really “get it”. 7x7 dunk pool can be added. Taxes approx 15k insurance “self-insured” SV Assn dues: $6,001.38 General Interior • Leight kitchen cabinetry (2015) • Enclosed Pantry • SubZero fridge/freezer-drawers • Integrated lighting • integrated pull-outs • New windows and sliders (2024) • Ceiling fans in 4 BRs Master Bedroom Suite (full renovation 2021) • New Skylight • Custom bathroom cabinetry • Custom walk-in closet • Custom desk and pet crate • Dual flush Toto washlet • Walk-in jet tub within shower enclosure • Heated shower floor • Heated main floor • Dual sink with slant-drain Shoulder Season add-ons • Heated floors in kitchen and 4 baths • HVAC system installed 2020 • Deck radiant heat for dining Guest Cottage • Complete refurbish with half-bath and closet space • Heated bathroom floor • Toto dual flush washlet • New windows Landscaping • Raised beds for both decorative and vegetable growing • Four-zone watering system w mobile app control • Interior deer-proof gardening space • Primary/secondary composting bins Other • New main deck, clear cedar, including all new posts (2024) • Two-level deck providing choice of privacy or elevated ocean view • All north-facing windows replaced 2025 • All lower level ‘storage areas’ waterproofed and painted (2025) • Heavy-duty gym flooring installed throughout 3 ‘rooms’. (2025) • New roof on main house (2019) • Solar panels providing 90-100% power to run the home (2019) • Two Rheem brand Gladiator 55 gal water heaters w/ leak detection and auto shutoff (2025)

61 Evergreen Avenue, Seaview
118 Bayview Walk, Cherry Grove
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 1014328 MLS
Experience coastal living at its finest in this exceptional 3-bedroom, 3-bathroom home featuring stunning bay views from multiple levels and some of the most breathtaking panoramas in Cherry Grove. Relax on the spacious rear deck as you watch ferries glide across the bay and enjoy the ever-changing waterfront scenery. The primary suite opens to a charming Juliette balcony, offering a private retreat with picturesque bay views. For truly unforgettable sunsets and sweeping water vistas, the rooftop deck provides one of the area's most spectacular vantage points. The first floor features a bright, open-concept layout designed for effortless entertaining, with a spacious living room, dining area, and well-appointed kitchen, all accented by beautiful hardwood floors. This level also includes a comfortable guest bedroom, a full bath, and a convenient laundry/utility room. On the second floor, the primary suite offers a private en suite bath and direct access to the Juliette balcony overlooking the bay as well as a 3rd bedroom. At the top of the spiral staircase is a third full bath, along with a versatile loft-style space featuring a desk area and room for a pull-out sofa, creating additional sleeping accommodations for guests or work space. With its thoughtfully designed layout, multiple outdoor living spaces, and spectacular bay views from nearly every level, this remarkable home offers the perfect blend of comfort, style, and waterfront charm.

118 Bayview Walk, Cherry Grove
236 Sea Walk, Cherry Grove
$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
18 Ocean Bay Boulevard, Ocean Bay Park
$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
146 Penataquit Avenue, Bay Shore
$525,000
3 Beds ⋅ 1 Baths ⋅ 1007567 MLS
Ranch, updated 3 bedrooms, 1 bath, living room, dining room, kitchen with good countertop. Updates include new floor, lighting, roof, new driveway.Natural gas heating and detached garage and nice yard. Conveniently located near shopping, dining , parks, and transportation. Move-in-ready.

146 Penataquit Avenue, Bay Shore
9 Dove Lane, Bay Shore
$1,499,990
5 Beds ⋅ 4 Baths ⋅ 1001324 MLS
Nestled on Long Island’s coveted South Shore in desirable Bay Shore, this stunning five-bedroom ranch offers luxury living with a true resort-style feel. Beautifully landscaped grounds create a private backyard oasis featuring an Olympic-size swimming pool, expansive patio for entertaining, and a lighted professional tennis court for day or evening play. Inside, the home blends comfort and sophistication with an oversized family room ideal for gatherings, a sunroom showcasing panoramic yard views, and a chef’s kitchen featuring premium appliances, including a full-size Sub-Zero refrigerator and separate full-size Sub-Zero freezer with abundant storage. Recent upgrades include a Brand New sprinkler system, owned solar panels, a renovated double shower in the primary suite, updated heating and A/C in the kitchen, and a newly installed 5-ton central A/C unit. An upper-level bedroom with a private roof deck overlooks the pool and tennis court, completing this exceptional Bay Shore retreat. A rare opportunity to enjoy luxury, recreation, and effortless South Shore living.

9 Dove Lane, Bay Shore
362 Ocean Walk, Fire Island Pines
$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
6 Atlantic Avenue, Seaview
$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
317 Sky Walk, Fire Island Pines
$2,075,000
7 Beds ⋅ 5 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
1 Steels Walk, Water Island
$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
220 Windsor Avenue, Brightwaters
$975,000
5 Beds ⋅ 4 Baths ⋅ 999271 MLS
Discover the Potential in the Heart of Brightwaters Village Space, location, and lifestyle come together in this charming 3,000-square-foot Center Hall Colonial, beautifully situated on an impressive property in the heart of Brightwaters Village. With generously sized rooms and tremendous potential, this is a home ready for its next owner to bring their vision and make it their own. Inside, you’ll find hardwood floors throughout, a spacious living room, formal dining room, eat-in kitchen with granite countertops and stainless steel appliances, and an inviting den with a gas fireplace and sliding doors leading to the deck and backyard. Four generously sized bedrooms, four full baths, and a dedicated home office provide plenty of room for everyone. A full finished basement with a full bath and outside entrance offers even more flexible living space, while the two-car garage completes the home. Outside, the beautiful property provides plenty of room to entertain, relax, garden, and enjoy the seasons. But what truly sets this home apart is the opportunity to experience Village Life in Brightwaters. Stroll to charming village shops and restaurants, enjoy the neighborhood parks and picturesque lakes, spend summer days at the private village beach, or head out for an afternoon of boating on the Great South Bay. From the Grand Concourse to the waterfront, Brightwaters offers a special sense of community and a South Shore lifestyle that is difficult to duplicate. 3,000 square feet. Generous bedrooms. Beautiful property. Endless potential. Incredible location. Come bring your vision and discover everything this home and life in Brightwaters Village have to offer.

220 Windsor Avenue, Brightwaters
Charach & 1 West Walk, Water Island
$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
485 Bayberry Walk, Ocean Beach
$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
90 Sunset Road, Bay Shore
$619,316
2 Beds ⋅ 2 Baths ⋅ 994219 MLS
Welcome To The Sought After Lawrence Farms Area!!! This 1947 Just Shy Of 1800 Interior Square Feet Has All The Comforts Of Home. This Quaint House Has So Many Lovely Features The Living Room Is Warm And Cozy With A Fireplace And Lots Of Natural Light, Formal Dining Room, Efficient Kitchen With Gas Cooking, Bonus Room Could Be Third Bedroom Or Office And A Half Bath!! There Is A Sun Drenched Back Porch Perfect For Your Morning Breakfast!! The Second Floor Is All Set With Two Bedrooms And One Full Bath. The Full Basement Has So Much Potential To Create Extra Area For Entertaining. The Outside Area Is Filled With Flowers And Trees That Takes You Away With Nature And Peaceful Surroundings !!! Close To All ,LIRR, Major Highways, Parks, Downtown Main Street Bay Shore, And Beaches!! This Community Was Originally Established To Create A Country Like Experience You Will Agree This Home Is A Perfect Fit!! Come One Come All:-):-)

90 Sunset Road, Bay Shore
17 Superior Street, Ocean Bay Park
$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
106 West Walk, Saltaire
$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

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.

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