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$1,899,000
4 Beds ⋅ 4 Baths ⋅ 978732 MLS
Unparalleled privacy in this triple mint 4 bedroom, 4 bath home with a meticulous attention to detail. the large living/dining area opens onto a sun drenched pool deck featuring a  hot tub and a separate cabana which can easily double as an additional guest bedroom. Exceptional appointments and furnishings throughout including energy efficient & cost saving solar panels with an additional backup battery  providing a seamless power transfer in the event of power outages.  Other first class amenities include a chef's grade kitchen with Viking stove & refrigerator, Subzero ice maker, beautiful cherry wood cabinetry, central heat & A/C. Fully Winterized for year round enjoyment.

605 Shore Walk, Fire Island Pines
$4,200,000
5 Beds ⋅ 3 Baths ⋅ 977357 MLS
Introducing a rare oceanfront masterpiece in the coveted enclave of Ocean Bay Park on Fire Island, ideally positioned along the border of Point O’ Woods. This custom-built home offers an exceptional level of privacy, complete with semi-private beach access via a dedicated walkway. Designed to capture the essence of coastal living, the home showcases unobstructed, panoramic views of the Atlantic Ocean and the Great South Bay from nearly every vantage point. A stunning roof deck crowns the property, delivering breathtaking 360-degree water views—perfect for sunrise coffees, sunset cocktails, and stargazing under the open sky. Whether you’re relaxing beside the pool or enjoying the serenity of your own stretch of beach, the natural beauty surrounding you is unparalleled. Watch dolphins glide by, whales breach in the distance, and waves roll endlessly to shore—all from the comfort of your private retreat. Seamlessly blending indoor and outdoor living, this one-of-a-kind residence offers tranquility, exclusivity, and an elevated Fire Island lifestyle in one of its most desirable communities.

37 Traffic Avenue, Ocean Bay Park
$3,350,000
5 Beds ⋅ 5 Baths ⋅ 973534 MLS
To-be-built remarkable colonial on one of the most beautiful and sought-after streets in Bay Shore, set on just shy of 1.5 acres with stunning water views of the Great South Bay from the second level. This exceptional 5-bedroom, 4 full bath, 1 half bath residence will feature thoughtfully designed living space and the rare opportunity for full customization, allowing the buyer to tailor every detail to their taste and lifestyle. Proposed features include 10ft first floor ceilings, a state-of-the-art chef's kitchen connecting to a formal dining room through the butler's pantry, additional breakfast room, family room with gas fireplace, spacious great room with gas fireplace- perfect for everyday living and entertaining. A stunning sunroom filled with abundant natural light creates the perfect place to relax while enjoying the surrounding beauty. The home will also feature a charming second-floor balcony overlooking the bay attached to a large master suite with his and her closets, walk in closets in the additional bedrooms, a laundry room on the second level, and beautiful carport, perfect for bringing in groceries, and a detached two-car garage. A truly unique opportunity to build your dream home in a premier Bay Shore location.

100 Awixa Avenue, Bay Shore
$1,300,000
6 Beds ⋅ 5 Baths ⋅ 970268 MLS
Great South Bay lifestyle, resort style backyard, multigenerational flexibility, and easy access to NYC. This expansive 6 bedroom, 4.5 bath Colonial offers incredible space and versatility. The main residence features 3 bedrooms, 2.5 baths, generous living areas, and an upstairs office, while the legal accessory dwelling unit offers 2 bedrooms, 2 full baths, and a separate entrance, ideal for multigenerational living, extended family, or guests. Step outside to your private backyard retreat with an in ground pool, spacious patio, and bocce court, perfect for entertaining or relaxing at home. With 2 zone gas heating, 300 amp electric service, ample parking, proximity to the Great South Bay, LIRR, and NYC, this home offers the space, flexibility, and lifestyle you’ve been looking for. More space. More possibilities. One incredible Bay Shore lifestyle.

108 Awixa Avenue, Bay Shore
$1,350,000
7 Beds ⋅ 7 Baths ⋅ 971902 MLS
Welcome to an exceptional opportunity in the heart of Cherry Grove, where spacious accommodations, outstanding outdoor living, and breathtaking Great South Bay views come together in one remarkable three-story property. Featuring 7 bedrooms and 6½ baths, this generously proportioned home offers an ideal combination of privacy, comfort, and entertaining space. Whether envisioned as a private vacation retreat, an investment property, or a high-demand rental opportunity, the home's versatile layout provides ample room for family and guests to gather while still offering plenty of space to unwind. The top-floor living level is the true showpiece of the residence, offering spectacular views of the Great South Bay through its elevated vantage point. A wraparound balcony extends the living space outdoors, creating an exceptional setting for morning coffee, sunset cocktails, entertaining, or simply enjoying the distinctive beauty of the surrounding landscape. Inside, the upper level features soaring ceilings and tile floors, creating an open, airy atmosphere. A wood-burning stove adds warmth and character, while the dedicated media room provides an inviting space for movie nights, watching the game, or relaxing with family and friends. The combination of expansive living areas, high ceilings, abundant outdoor space, and panoramic water views makes this level particularly well suited to entertaining. The home includes a spacious primary suite, along with six additional bedrooms, providing substantial flexibility for hosting guests, accommodating extended family, or maximizing rental potential. With 6½ baths, the property is exceptionally well equipped for larger groups and extended stays. Outdoor living is equally impressive. Multiple decks provide numerous areas for dining, lounging, and entertaining, while the property's fully fenced grounds offer added privacy and security. An outdoor shower provides a welcome convenience after a day at the beach, allowing everyone to rinse off before returning indoors. Additional storage and utility sheds offer practical space for gardening equipment, beach gear, and seasonal belongings. Location is another defining feature. The property is situated just steps from Cherry Grove's vibrant town center, placing restaurants, shops, nightlife, and the community's lively atmosphere within easy reach. At the same time, the home is conveniently located near one of New York's most beautiful ocean beaches, making it easy to enjoy long beach days, swimming, sunbathing, and the natural beauty of the barrier island. An outstanding choice for investment, vacation living, or rental income potential, this distinctive property offers the space and location to make the most of the Cherry Grove lifestyle. OneKey MLS #971902 This property is also available thru D.Katen Fire Island Properties.

154 Doctors Walk, Cherry Grove
$1,000,000
4 Beds ⋅ 3 Baths ⋅ 964435 MLS
Excellent investment opportunity. 4 bedroom 3 bath bungalow with long rent history. Large private deck with hot tub. Open living / dining area and equal sized bedrooms. Roof deck ideal for sunset cocktailing.

313 Fire Island Boulevard, 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
$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
$2,850,000
8 Beds ⋅ 7 Baths ⋅ 956138 MLS
Welcome to 259 Lakeview Avenue W, a breathtaking Spanish Revival residence set on an expansive 0.80-acre lot in the coveted Village of Brightwaters. This impeccably updated and remodeled estate seamlessly blends timeless elegance with modern luxury, offering over 7,700 square feet of refined living space across three levels. ***NOTE*** NEW CENTRAL AIR INSTALLED 2026**** Step inside to discover 17 grand rooms, including 8 spacious bedrooms and 5.55 beautifully appointed bathrooms. The home boasts a chef’s kitchen, adorned with custom woodwork, stainless steel appliances, and an open layout perfect for entertaining. Rich hardwood and tile floors run throughout, complemented by exquisite crown molding, high ceilings, and original architectural details. The main level features a formal living room, formal dining room, den, great room, butler’s pantry, mudroom, laundry room, and an elegant foyer. The second floor hosts the luxurious primary suite with a private deck, spa-like en suite bath, and multiple additional bedrooms, including guest quarters and an office. A full basement offers generous storage and utilities. Outside, enjoy a private resort-style oasis with multiple patios, a gazebo, and a stunning tiled and gunite gas heated saltwater pool and spa and gazebo. The gated property also includes a circular driveway, oversized private garage, and beautifully landscaped grounds with mature plantings and sprinkler systems. Located in the highly regarded Bay Shore School District and just minutes from beaches, golf, and dining, this is truly a rare opportunity to own one of Brightwaters’ most iconic homes. Village amenities include, docking, tennis, beach, parks, trash removal and code enforcement.

259 Lakeview Avenue W, Brightwaters
$1,095,000
2 Beds ⋅ 1 Baths ⋅ 958142 MLS
Floated over from the mainland in the mid 1950s 284 Bay Walk defines mid-century chic & simplicity. Smartly appointed with many original details still intact. 2 bedrooms, 1 bathroom plus dressing room there is plenty of room for expansion.

284 Bay Walk, Fire Island Pines
$1,195,000
2 Beds ⋅ 2 Baths ⋅ 955414 MLS
Classic shingled beach cottage available for the first time in 25 years. This “tiny but mighty” summer retreat offers superb amenity from the light filled solarium overlooking the large & inviting pool deck to the classic screened in porch ideal for kicking back with friends on long summer evenings. 2 bedrooms 1.5 baths, outdoor shower. Further amenities include central air / heat, hot tub, poolside cabana, handyman’s shed & beautiful native garden.

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

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

39 Lone Hill Walk, Fire Island Pines
$2,500,000
6 Beds ⋅ 7 Baths ⋅ 936477 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
$3,199,000
5 Beds ⋅ 4 Baths ⋅ 929539 MLS
Welcome to your dream coastal escape in Seaview, Fire Island, a picturesque beachside village, where laid-back luxury meets timeless charm. This spacious and beautifully appointed vacation home offers the perfect setting for unforgettable seaside getaways. Featuring a chef’s kitchen, spacious living and dining areas, two spacious primary suites, a junior suite, and two additional bedrooms, appointed with luxurious finishes, this home blends ease of entertaining and intimate locations for privacy. A seamless connection to outdoor living, with the expansive deck and rooftop living space…. It’s ideal for sunset cocktails, stargazing, or simply soaking in panoramic views.

31 Atlantic Avenue, Seaview
$1,325,000
4 Beds ⋅ 2 Baths ⋅ 906137 MLS
Come see this beautifully renovated 3-bedroom, 2-bath beach home with loft, outdoor shower and hot tub! Perfectly situated on a sunny corner lot just one block from both the ocean and town, this home is the ultimate year-round getaway. Features include vaulted ceilings, a cozy wood-burning fireplace, a brand-new (2025) wraparound deck, hot tub, and a spacious loft for extra living or sleeping space. Fully furnished and designed with all the comforts of home, this property offers the ideal balance of coastal charm and modern convenience.

20 Seneca 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
$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
$1,275,000
2 Beds ⋅ 2 Baths ⋅ 884228 MLS
Perched high and dry on the secondary dune with sensational ocean views this 2 bedroom 2 bathroom mid-century cottage presents an ideal opportunity for first time home buyers. The many amenities include 30'x14' solar heated pool, hot tub, outdoor shower, out door grill & primary bedroom with ensuite bath.

445 Sail Walk, Fire Island Pines

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.