Fire Island Pines Homes with Pool

Welcome to Fire Island Pines, a hidden gem nestled in the heart of Suffolk County, New York. This enchanting coastal community is renowned for its stunning natural beauty, vibrant social scene, and unique charm. With pristine beaches, lush landscapes, and a welcoming atmosphere, Fire Island Pines is more than just a destination; it’s a lifestyle.

One of the standout features of homes in this idyllic enclave is the abundance of properties boasting private pools. Imagine stepping into your own backyard oasis, where you can soak in the sun, host lively gatherings, or enjoy peaceful moments of solitude by the water. These homes with pools not only offer a refreshing retreat from the summer heat but also provide the perfect setting for entertaining friends and family.

The architecture in Fire Island Pines is as diverse as its residents, with stylish modern designs and classic beach cottages that harmoniously blend with the natural surroundings. Whether you’re seeking a cozy retreat or a spacious family home, the real estate options here cater to a variety of tastes and lifestyles.

Beyond the homes, Fire Island Pines is a vibrant community where art, culture, and outdoor activities thrive. From scenic bike rides along the coastline to lively social events and beach parties, there’s always something happening. The community’s commitment to preserving its natural beauty ensures that residents and visitors alike can enjoy the breathtaking landscapes and serene beaches for years to come.

Discover the magic of Fire Island Pines, where your dream home with a pool awaits, and a vibrant community lifestyle is just a heartbeat away.

Newest Fire Island Pines Homes with Pool

$1,995,000

3 Beds ⋅ 3 Baths ⋅ 1026332 MLS

Mid-century modernism as seen through the eyes of Horace Gifford. This 3 bedroom, 2.5 bath features all the modern & sophisticated hallmarks of Giffords genius - clean lines, open living space and seamless indoor/outdoor flow. All set in a private garden with large pool and multi purpose decking.

487 Tarpon Walk, Fire Island Pines

$1,599,000

3 Beds ⋅ 2 Baths ⋅ 1024478 MLS

Welcome to 77 Bay Walk, a beautifully maintained 3-bedroom, 2-bath home in the heart of Fire Island Pines. Designed for effortless indoor-outdoor living, this inviting retreat features an open floor plan, abundant natural light, and two wood-burning fireplaces that add warmth and character. Step outside to your own private oasis with a saltwater swimming pool, hot tub, expansive sun decks, and beautifully landscaped gardens—perfect for entertaining or relaxing in complete privacy. Ideally located just moments from the bay, ocean beaches, and the vibrant Pines community, this exceptional property offers the perfect blend of comfort, style, and resort-style living. Whether you’re seeking a seasonal getaway, investment property, or your own island escape, 77 Bay Walk is a rare opportunity to own a piece of Fire Island Pines.

77 Bay Walk, Fire Island Pines

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 1013751 MLS

Originally designed for renowned visionary Irving Cooperberg and masterfully built by William Katen in 1991, this timeless Fire Island Pines Contemporary has only grown more distinguished with age. Meticulously maintained and thoughtfully enhanced throughout the years, the home offers sweeping ocean views, exceptional privacy, and the effortless indoor-outdoor lifestyle that defines the very best of Fire Island living. Entertain and unwind across two levels of outdoor living and dining space, relax in the secluded garden hot tub, or take advantage of direct beach access just moments from your door. Perfectly positioned on prestigious Beach Hill Walk, the property enjoys a coveted location between the ocean and the vibrant communities of Fire Island Pines and our beloved sister community, Cherry Grove. Private. Exclusive. Handsome. Timeless. With a strong and proven rental history, 136 Beach Hill Walk offers not only an extraordinary lifestyle opportunity but also compelling investment potential. As interest and investment in Fire Island Pines continues to grow, perhaps it is your turn to become part of this remarkable community. NEW PHOTOS COMING SOON.

136 Beach Hill Walk, Fire Island Pines

$1,275,000

2 Beds ⋅ 2 Baths ⋅ 1013722 MLS

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

445 Sail Walk, Fire Island Pines

$2,500,000

6 Beds ⋅ 7 Baths ⋅ 1006861 MLS

Perched high on the secondary dune on a corner lot we are pleased to offer Pines Bluff Overlook Guest House for sale. Comprised of 6 private guest suites all with ensuite baths. The many amenities include ,Apple TV, Central Air Conditioning, Fireplace, Heat, Hot Tub, Ocean Views, Outdoor Shower, Pool, Roof Deck, Wet Bar & Wifi.

362 Ocean Walk, Fire Island Pines

$1,799,000

4 Beds ⋅ 4 Baths ⋅ 1006212 MLS

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

605 Shore Walk, Fire Island Pines

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 1003027 MLS

Classic mid-century beach house with large saltwater pool is the last word in casual beach living.. Open floorplan and beautifully landscaped outdoor space. 3 bedrooms, 2.5 baths close to the harbor & a short walk to the beach.

293 Bay, Fire Island Pines

$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

$1,749,999

5 Beds ⋅ 4 Baths ⋅ 999866 MLS

This one-of-a-kind, exceptionally spacious 5-bedroom, 4-bath residence has been fully renovated to the highest standards, offering the perfect blend of luxury, comfort, and privacy. Beautifully designed with contemporary finishes throughout, the home features an expansive open-concept gourmet kitchen and dining area that seamlessly flows onto a large outdoor entertaining deck complete with a pool, hot tub, and fire pit. Designed for both relaxation and entertaining, the property also includes central air conditioning, a dedicated recreation space, laundry room, and a panoramic rooftop deck with sweeping views. Rarely does a home of this size, quality, and privacy become available — an exceptional opportunity for luxurious coastal living.

337 Shell Walk, Fire Island Pines

$1,899,000

5 Beds ⋅ 5 Baths ⋅ 982302 MLS

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

287 Bay Walk, Fire Island Pines

$2,475,000

3 Beds ⋅ 2 Baths ⋅ 986803 MLS

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

146 Ocean Walk, Fire Island Pines

$1,899,000

4 Beds ⋅ 4 Baths ⋅ 978732 MLS

605 Shore Walk, Fire Island Pines

Start Your Search

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.