Fire Island Pines, NY Homes for Sale with Pool

Casablanca 2.0 | Fire Island Pines One-of-a-kind, beach retreat fully renovated in 2023, 100% new furnishings in 2024 with 7BR 4.5BA, heated salt water pool, multilevel deck and outdoor shower. Welcome to “Perfect Privacy in the Pines”—a fully reimagined Fire Island escape just600 ft from the ocean. Set behind a gated entry, this 7-bedroom, 4.5-bathresidence has been

Glen Fox Douglas Elliman Real Estate

A true Fire Island Pines classic designed by iconic architect Horace Gifford. 487 Tarpon Walk is a sleek, modern 3 bed, 2.5 bath retreat featuring his signature clean lines, open living spaces, and seamless indoor-outdoor flow. Surrounded by lush landscaping with a private pool and expansive decks—just minutes from the beach and harbor. A rare architectural gem.

John Forte D Katen Fire Island Prop LTD

Coveted Oceanfront Classic | Easy Access from NYC | Turnkey Relaxed Luxury with Heated PoolWelcome to your dream retreat—a timeless beachfront oasis blending classic coastal charm with modern sophistication. Just a short trip from NYC, this rarely available, fully furnished 4-bedroom, 4-bath oceanfront estate is your ticket to elevated living in one of the Northeast’s most exclusive

CJ Mingolelli Douglas Elliman Real Estate

Harry Bates’ ingenious take on a traditional chalet is one of the most distinctive properties in the Pines. The top floor open living / dining plan is perfect for casual beach style living. 3 Bedrooms, 2 baths. Amenities include a large pool deck with terrific cabana with wet bar & gym. Beautiful chefs kitchen, central air and heat and multi tiered decks affording views to the great South

Eric Chavez BEKIN

This historic home (circa 1909) with a storied past, features 3 bedrooms and 2.5 bathrooms, perfectly situated on the Great South Bay with breathtaking sunset views. Enjoy watching the Ferry arrive! The property includes a wonderful heated pool, a beautifully remodeled interior with hardwood floors, a fieldstone fireplace, air conditioning, satellite TV, and Wi-Fi. Additionally, it offers an

Evelyn Danko Summer Place Realty

Nestled gracefully along the shimmering bayfront of Fire Island Pines, 231 Bay Walk is a rare offering—an architecturally significant estate on a large lot, designed by acclaimed architect Gary W. Stluka with a reverence for both serenity and sophistication. A Pines resident himself, Stluka designed many of the community’s most distinctive properties—but this one stands as one of his best. With

Matthew Bank Bank Neary Inc

Beautiful Mediterranean style estate situated on over an acre of completely fenced in manicured grounds in South Sayville. The interior boasts 8'5 ft ceilings, gorgeous hardwood floors, beautiful moldings, and over-sized picturesque windows. Large eat-in kitchen with SS appliances, granite countertops, and fireplace/grill. The attached formal dining room easily seats ten! The first floor also

Silvana Lewis Douglas Elliman Real Estate

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.

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

Welcome to 146 Ocean Walk, an inviting oceanfront sanctuary gracefully positioned in the heart of Fire Island Pines, NY. This special home is highlighted by a striking 17-foot glass wall that effortlessly frames expansive ocean views, along with one of the area’s largest oceanfront decks—perfect for peaceful mornings and star-filled evenings. Enjoy luxurious outdoor relaxation with the newly

Josh Dawson BEKIN

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

Welcome to 42 Handsome Avenue, Sayville Set on a beautifully landscaped half-acre in the heart of Sayville, this exceptional 4 bedroom, 3.5 bath residence offers over 3,000 square feet of refined living space, designed with comfort, versatility, and sophistication in mind.Step inside to, Brazilian cherry and oak floors, a living room with connected library and wood burning

Kenny Calderon Signature Premier Properties

Unrivaled waterfront compound with 150' of bay frontage & stunning sunset views over the Great South Bay. 230 Bay Walk is one of the most exciting properties on all of Fire Island. Situated on over half an acre & comprised of several Japanese inspired pavilions, Marcel Bretos' 1984 tour de force perfectly captures the spirit and sophistication of Fire Island Pines. The many amenities include

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

Newly renovated four bedrooms, two bath with a heated pool . Front porch relaxing in the sun or rain. Gorgeous pool deck with hot tub.

Anibal Soto D Katen Fire Island Prop LTD

Looking for the perfect Fire Island Pines escape? This quintessential 1950s beach house offers a rare and irresistible combination of vintage charm, thoughtful modern updates, and distinctive style. It’s the ultimate summer getaway—and a savvy investment, with strong rental history and impressive cashflow potential!The open-plan living and dining area is anchored by a handsome wood-burning

Matthew Bank Bank Neary Inc

HEADS UP FIRST TIME BUYERS.Fully air-conditioned designer, 2 bedroom, 2 bath pool house. Master bedroom has king bed, separate entrance from the deck, and private bath. Second bedroom has 2 twin beds and plenty of closet storage. Stainless kitchen. Open floor plan. Direct TV, WiFi, front loading washer and dryer, outdoor shower, and gas grill add to the amenities. Large, private completely fenced

Vincent Petrarca Vinnie Petrarca Fire Island

Desirable 55+ Gated Community in Sayville, the Crown Jewel of the South Shore! This well cared for home has an easy and efficient floor plan with Large Eat In Kitchen, 2 Ground Floor Bedrooms, Carpeted Living Room with Inviting Wood Fireplace and French doors to a private, fenced-in paver patio area perfect for taking in a beautiful day. This units boasts of in-unit laundry area, updated

Jason Majestic Triple Crown Real Estate Assoc

Muroff Hospitality Group is proud to exclusively offer for sale the fee simple interest in The Madison Fire Island Pines—a premier, design-forward guest house in one of the world’s most celebrated LGBTQ+ destinations. Chic and intimate, The Madison offers a unique hospitality experience just steps from the beach and harbor. The property features a grand sun deck, oversized pool, and a rooftop

Mitchell B Muroff, Esq. Muroff Hospitality Group

Mid century sophistication. Classic pines beach house perched high on secondary views with partiaL ocean views from the oversized pool deck. Open living / dining featuring newly renovated kitchen. 3BRs. 2 BAs. Large pool and hot tub.

Vincent Petrarca Vinnie Petrarca Fire Island

Charming old-world home in Sayville just south of Montauk Highway! Welcome to this beautifully maintained home nestled in the heart of Sayville just .2 miles from shops, restaurants and the charm of Main Street. Blending Old World character with spacious modern living this home features rich hardwood floors generously sized rooms and timeless architecture details throughout. Enjoy your

James Manikas Realty Connect USA L I Inc

A rare opportunity to own the finest slice of waterfront paradise in Water Pointe at Oakdale Shores - where coastal living meets nature’s untouched beauty! Nearly 600 feet of waterfront with panoramic views of nature preserves and direct access to the Connetquot River and Great South Bay. NO flood insurance is required! This 4-bed,3.5-bath home features an open layout, Cherrywood floors, 2 gas

Filomena Tortorella Signature Premier Properties