Fire Island Pines, NY Homes for Sale with Pool

South of Main Just off Benson Ave sits this Tremendous 5 Bedroom center hall colonial. Nestled on a quiet bend on just under a 1/2 acre with slight canal view and a heated Inground pool lies your next large home with 5 true bedroom all on the second floor. Upon entering the entry way you may walk thru to your Formal Living Room and Formal Dining Room or to your large private Study with custom

Nicholas Aliano Aliano Real Estate

Set amongst lush landscaping, 208 Midway Walk is a commanding presence with a storied history and architectural pedigree attributed to Bates Masi+ Architects. Cedar detailing inside and out presents 3 bedrooms and 2 full baths, double height ceilings and large windows bringing the indoors out. Extra deep lot and large pool + morning and afternoon decks, sun and shade options, makes for the ideal

Vincent Petrarca Vinnie Petrarca Fire Island

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.

Vincent Petrarca Vinnie Petrarca Fire Island

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

John Forte D Katen Fire Island Prop LTD

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

Vincent Petrarca Vinnie Petrarca Fire Island

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.

Vincent Petrarca Vinnie Petrarca Fire Island

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

Evelyn Danko Summer Place Realty

This charming property offers a wonderful blend of comfort and style, perfect for anyone looking to settle down in a friendly adult community. With spacious living areas, modern amenities, an in-ground swimming pool, and newly renovated clubhouse, it's an ideal place to create lasting memories. Sunrise Village also features well-maintained walking trails, perfect for morning strolls or evening

Michelle Richter Douglas Elliman Real Estate

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

John Forte D Katen Fire Island Prop LTD

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.

Vincent Petrarca Vinnie Petrarca Fire Island

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

Vincent Petrarca Vinnie Petrarca Fire Island

Poolside studio co-op at Grove Manor in the heart of Cherry Grove! This charming and thoughtfully designed studio offers an efficient, open layout with a newly renovated bathroom, painted floors, air conditioning, and a large picture window overlooking the gardens, filling the space with natural light. Step right outside to the spacious common deck and enjoy the heated, salt-water pool, perfect

William Ottignon Summer Place Realty

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.

Vincent Petrarca Vinnie Petrarca Fire Island

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.

Vincent Petrarca Vinnie Petrarca Fire Island

Tucked away in a serene private setting bordering lotus lake woods and a short stroll to loughlin vineyards, this stately 5 bedroom colonial offers the perfect blend elegance and retreat. The home features an updated kitchen and beautifully renovated bathrooms, complimented by gleaming hardwood floors.A spacious open plan layout connects the main living areas, including a welcoming living room

Debora Kaminski Signature Premier Properties

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

Vincent Petrarca Vinnie Petrarca Fire Island

One of Fire Island Pines’ most recognizable residences, the Pyramid House is an extraordinary expression of the experimental modernism that came to define the Pines.Designed circa 1960 by Buenos Aires–born architect Julio Kaufman, the house was later thoughtfully reimagined while preserving Kaufman’s iconic silhouette. A monumental steel-and-glass wall opens the soaring upper-level great

Esteban Gomez Compass Greater NY LLC

Impeccably maintained, secluded Bay Walk property located eight minutes from the Waterfront. Renovated in 2025 including kitchen appliances; cabinetry; refinished hardwood floors; heated XL saltwater pool; hot tub; gas water heater; roof and fully serviced Andersen windows & doors. New furnishings throughout. Extensive mahogany decking. Wood burning fireplace and propane fire pit. Fully air

Vincent Petrarca Vinnie Petrarca Fire Island

Set directly on the Atlantic in the coveted low 400s of Fire Island Pines, this contemporary oceanfront residence combines exceptional beachfront living with modern construction and year-round functionality. Built from the ground up in 2016 to post-Hurricane Sandy elevation and building standards, the fully permitted home offers three ocean-facing en-suite bedrooms, 3.5 baths, a heated saltwater

Esteban Gomez Compass Greater NY LLC

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,

Vincent Petrarca Vinnie Petrarca Fire Island

Surprisingly Spacious and Expanded Ranch in Sayville - Updated and Stylish Improvements Throughout... This remodeled home has two separate main suites - perfect for the plus-one guest!... And it's on the other side of the house -The extended sweeping driveway leads to the gracious stone entry and foyer - all open to the living room and chandeliered dining area with dual fireplace and

Susan Simmons Howard Hanna Coach

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

Vincent Petrarca Vinnie Petrarca Fire Island

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

Glen Fox Douglas Elliman Real Estate

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

Glen Fox Douglas Elliman Real Estate