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$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

$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

$1,649,000
3 Beds 2 Baths 1004272 MLS
Bright & Airy Beach Retreat with Ocean Views. Just the 3rd house from the ocean, this beautifully maintained 3-bedroom, 1.5-bath Ocean Beach home offers the perfect blend of coastal charm and modern comfort. Perched high on the secondary dune, the property provides added peace of mind along with stunning ocean views. Located on a quiet, friendly block away from the hustle and bustle of town, this home offers a relaxed and private beachside setting while remaining conveniently close to everything Ocean Beach has to offer. The expansive 43’ x 20’ sun-drenched deck is ideal for entertaining, dining, or simply unwinding after a day at the beach. Mature trees and a fenced yard create exceptional privacy and a tranquil outdoor atmosphere. Inside, cathedral ceilings and oversized windows fill the open-concept living space with natural light and ocean breezes. Updated kitchen, bathrooms, and laundry make the home fully turnkey and move-in ready. With the beach just steps away, enjoy the sound of the waves and the scent of the salt air from your own coastal retreat. The property also offers exciting future potential, including room to expand with a second story that could capture panoramic ocean views. Experience the best of Fire Island living. Shown by private appointment.

70 Bungalow Walk, Ocean Beach

$859,000
6 Beds 3 Baths 1001272 MLS
Spacious multi-generational high ranch offering excellent flexibility and potential. This home features a rear two-level addition Many updates have been completed within the last two years, including the roof, siding, driveway, walkways, and fencing. The primary kitchen, updated, offers a modern open layout enhanced by a large skylight that brings in abundant natural light. The first floor has a private entrance and includes a bedroom, living room, dining area, full bathroom, and additional room, making it ideal for extended living arrangements. The property can easily be converted back to a 6-bedroom single-family residence while keeping the existing two-car garage. Move-in ready with generator hookup and in-ground sprinklers. Interior features include hardwood floors and hot water heating. Tenant-occupied property. Please do not disturb tenants. No interior access. Drive-by only.

58 Oakridge Drive, Bay Shore

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

6 Atlantic Avenue, Seaview

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

317 Sky Walk, Fire Island Pines

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

1 Steels Walk, Water Island

$989,000
4 Beds 4 Baths 999271 MLS
Just Listed in Brightwaters Village. This stunning center hall Colonial, located in the heart of the Village, offers the perfect blend of space, comfort, lifestyle, and timeless charm. Featuring hardwood floors throughout, this beautifully maintained home boasts a spacious living room, formal dining room, and an open floor plan eat-in kitchen complete with granite countertops and stainless steel appliances. The inviting den with a gas fireplace and sliding glass doors opens to a private deck and backyard, creating the perfect setting for entertaining or relaxing at home. With four bedrooms, four full baths, and a dedicated home office, there is truly room for everyone. The full finished basement with a full bath and outside entrance adds even more flexible living space, while the two-car garage completes this exceptional property. Enjoy everything that makes Brightwaters Village one of Long Island’s most sought-after waterfront communities, from charming village shops and restaurants to boating along the Grand Concourse, private village beach access, and close proximity to the Fire Island Ferries for effortless summer escapes. A rare opportunity to experience the very best of South Shore living.

220 Windsor Avenue, Brightwaters

$1,950,000
3 Beds 2 Baths 998635 MLS
WELCOME TO 29 EAST BAYVIEW AVE, THE ONLY BAYFRONT HOME FOR SALE! This impeccably maintained beach home is ideally situated in Ocean Bay Park, Fire Island. The first floor features a vestibule with floor-to-ceiling cabinets, a spacious living room with a custom-built couch and open shelving, skylights, knotty pine vaulted ceiling with cross beams, dining area, and cozy sitting area adjacent to the dining room. The updated kitchen offers stainless steel appliances, including a new refrigerator, ample cabinet and counter space, and an island. A newly renovated bathroom with a walk-in shower completes this level. Upstairs, three generous bedrooms with hardwood floors and ceiling fans await, along with another full bathroom featuring a walk-in shower and plenty of closet space. The shed houses the washer/dryer and hot water heater. Recent updates include a new back roof. Step through the sliding glass doors onto the expansive deck, perfect for entertaining while enjoying stunning bay views, your private beach, and a brand-new bulkhead. This home is an entertainer’s dream with an outdoor shower and approximately 50 feet of waterfront decking. Bring your boat and get ready for endless fun and relaxation!

29 E Bayview Avenue, Ocean Bay Park

$5,995,000
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

$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

$649,316
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

$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

$2,450,000
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

$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

$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

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.