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21 Broadway, Fair Harbor
$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

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

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

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

287 Bay Walk, Fire Island Pines
$1,824,000
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

449 Dehnhoff Walk, Ocean Beach
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 988424 MLS
Elevated 4-bedroom, 2-bath home ideally situated in the heart of the Village of Ocean Beach. Thoughtfully updated, the home features a bright eat-in kitchen with stainless steel appliances and sleek quartz countertops, opening to a spacious, sun-drenched south-facing deck—perfect for entertaining. A wood-burning fireplace adds warmth and charm to the spacious living room, while the outdoor shower captures the essence of beach living. Both full baths have been beautifully renovated with newly tiled showers and frameless glass enclosures. Set on a 50 x 84 lot, the property offers the ideal blend of privacy and proximity—just a 5-minute walk to the beach and 3 minutes to town. Whether you’re seeking a personal retreat or a high-performing investment, this home delivers strong rental appeal along with low flood insurance of just $1,397/year.

449 Dehnhoff Walk, Ocean Beach

529 Sail Walk, Fire Island Pines
$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

180 Cottage Walk, Ocean Beach
$1,499,999
5 Beds ⋅ 3 Baths ⋅ 958869 MLS
This beautifully maintained 5-bedroom, 2.5-bath home is a standout investment and vacation retreat in the heart of Fire Island. Thoughtfully decorated with a charming nautical theme, the home offers a bright, coastal feel throughout. Split-unit air conditioning in every room ensures comfort all season long. Designed for year-round living, this home allows you to enjoy Fire Island in every season. The open-concept living and dining area is ideal for entertaining, comfortably accommodating large gatherings or relaxing after a day at the beach. Step outside to a delightful sitting area complete with an outdoor shower, perfect for embracing island living at its best. Centrally located and close to town, the property offers excellent accessibility to local attractions and amenities. Fire Island is a sought-after vacation destination, and village amenities include a community house and playground, with seasonal access to tennis and pickleball courts, and a marina. Whether you’re seeking a strong income producing rental, a year round residence, or a memorable getaway, this home delivers the ideal blend of comfort, location, and investment appeal.

180 Cottage Walk, Ocean Beach

39 Lone Hill 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

36 Cayuga Street, Ocean Bay Park
$4,495,000
5 Beds ⋅ 7 Baths ⋅ 902281 MLS
Stunning Ocean View 5 BR New Construction With Pool & Gym Situated on an ocean view double lot, one house back from the beach, this ground up new construction home is truly spectacular. With nearly 3,600 interior square feet and 2,680 square feet of mahogany decking, a 30’ swimming pool, panoramic ocean views, and multiple entertaining areas, this home does not disappoint. Enter through the dramatic double height entry foyer and continue upstairs to the spectacular great room with 11’ ceilings, spacious dining area with wet bar, ample living space, and stunning ocean views. The gourmet kitchen features abundant storage, quartz countertops, and top of the line appliances, including a 66” refrigerator and 48” Wolf range. The enviable walk-in pantry and massive 12 foot long island would delight any chef. Flow right out to the dedicated eating deck to enjoy the ocean views while you grill and dine al fresco. The exterior staircase connecting the pool deck level and the great room allows for easy entertaining. All 5 bedrooms in the home feature private en-suite bathrooms and sliding glass doors leading directly to outdoor spaces. In addition to 5 bedrooms, 5 full bathrooms, 2 half bathrooms, and an outdoor shower, the home also features a large den, an office/craft area, and a gym or flex space. The second floor “grand primary” suite has a large walk-in closet, and a spa bathroom with wet room shower & freestanding tub, double vanity, and private water closet. Watch the waves from your king size bed or your private balcony. There is also a “junior primary” suite on the first floor that includes stunning views, a luxurious en-suite bathroom, ample closets, and a king bed. With multiple outdoor spaces to lounge and gather, when it comes to entertaining, there is no shortage of spaces in this home! Whether sunbathing by the pool or relaxing in the shade of the covered deck, the outdoor bar with fridge, sink, and ice maker is sure to come in handy. Just when you thought the views couldn't get any better, head up to the roof deck for a bird's eye view of the beach, bay, and the island. A spacious spot for entertaining, the roof deck comes complete with a massive wet bar, including refrigerator, ice maker, and seating for 8. Luxury appointments throughout include ceramic tile floors, Andersen windows, and zero maintenance New Tech siding.

36 Cayuga Street, Ocean Bay Park

108 Ocean Road, Ocean Beach
$2,599,000
4 Beds ⋅ 3 Baths ⋅ 902150 MLS
Fully Renovated Ocean Beach Home – 4BR/3BA with Pool, Steps from the Beach This beautifully gut-renovated two floor 4-bedroom, 3-bathroom home is perfectly located just six houses from the ocean and a short 3-minute walk to the heart of town. The home features high-end finishes throughout, including a sleek modern open-concept kitchen, custom bathrooms, and a bright thoughtfully designed living spaces. The primary bedroom includes a private ensuite bathroom, creating a peaceful and functional retreat. Outside, enjoy a private swimming pool and a spacious deck—ideal for relaxing or entertaining after a day at the beach. This home offers the perfect blend of modern design and unbeatable location—just a minute’s walk to the beach and moments from shops, dining, and ferry access perfect for your summer getaway. Affordable flood insurance only $995/year.

108 Ocean Road, Ocean Beach

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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