Cherry Grove, NY Homes for Sale with Pool

Soaring high above the dune and offering panoramic ocean views in every direction, this iconic "octagon" houses a classic example of Pines mid century architecture. Wake to incredible sunrises, spend the afternoon poolside and savor epic sunsets from the panoramic roof terrace. Meticulously maintained with sunlight flooding every room through floor to ceiling windows. 3 Bedrooms, 4 full baths

Vincent Petrarca Vinnie Petrarca Fire Island

Fire Island Pines.A Bayfront Original with Elevated Potential.Welcome to Clamalot, a bay-front classic with a name as unforgettable as its setting. Perched high on a dune and accessed by a private bridge from Bay Walk, this 5-bedroom, 3.5 bath beach house sits above the flood zone and offers panoramic views of the Great South Bay.Built in 1974 and held by the same family

David Sanders Compass Greater NY LLC

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

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

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

Vincent Petrarca Vinnie Petrarca Fire Island

Newly Renovated 4-Bedroom, 3-Bath Home with New Pool & Hot TubThis beautifully updated property has just undergone a substantial renovation and is move-in ready. Freshly painted inside and out, the home features a new kitchen, refinished hardwood floors, new furnishings, as well as a new pool & hot tub. Quality construction throughout, including Andersen windows and doors as well as

Nancy Martino D Katen Fire Island Prop LTD

5 year seller financing at 5.75% available. This fully renovated oceanfront estate offers a blend of modern luxury and coastal charm, featuring extensive upgrades and spacious indoor and outdoor living areas. The property is designed to maximize ocean views and privacy, with strong potential for future expansion and development.The home was rebuilt to the studs in 2024, including

Matthew Hughes D Katen Fire Island Prop LTD

Totally renovated ranch! New siding, new roof, new windows, exterior doors, new bathrooms, new kitchen, new doors, new CAC, new heating with separate hot water heater, hardwood flooring, new pavers around in-ground pool. Too much to list. All town permits were obtained. Absolutely a turn key home! Call to see this home today!

Matthew Hart World Prop Intl Sea to Sky

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

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

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

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

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

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

Welcome to 10 Cori Lane, located at the top of a private cul de sac with immediate access to 3,473 Acres of Connetquot state park less than 1000 feet away! This grand home boasts 5 bedrooms, 3 full baths, and 1 half bath, providing ample space for luxurious living and entertaining. With just under 4,000 SF of living space. The main floor features a grand foyer with vaulted ceilings, formal dining

Robert Lorenzo Compass Greater NY LLC