Cherry Grove, NY Homes for Sale with Pool

We are proud to introduce Crest House, one of Cherry Grove's most extraordinary oceanfront estates. Commanding 120 feet of direct Atlantic Ocean frontage on a rare double lot spanning 0.37 acres. Built in 2012 and maintained with meticulous attention to detail, this 7,130 square foot post-and-beam residence rises three stories above the dunes and delivers an unmatched Fire Island living

Niko Cejic Douglas Elliman Real Estate

Nestled in the heart of sought-after South Sayville, this timeless 1920s Colonial beautifully blends classic architectural character with thoughtful updates and modern conveniences. This inviting four-bedroom, 2.5-bath residence offers the perfect balance of historic elegance and comfortable everyday living. Enter through the charming enclosed front porch, a welcoming space to relax with your

Caroline Sweezey Douglas Elliman Real Estate

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

Spacious OCEANFRONT home - This is a fantastic opportunity to own a well-maintained property in on the Ocean in Cherry Grove. The listing features modern amenities, spacious living areas, and is move-in ready! Great investment opportunity. Don’t miss your chance to make this wonderful space yours! It has Open living/dining room with amazing views of the Atlantic Ocean. Two floors, four bedrooms,

Roberta Terzo Summer Place Realty

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

Brand New Oceanfront Home with Pool! This stunning newly constructed residence offers the perfect blend of luxury, comfort, and breathtaking natural beauty. Featuring four spacious bedrooms, including two private primary ensuite retreats, and three-and-a-half beautifully appointed bathrooms, the home is designed for effortless coastal living. The bright and airy open-concept living, dining, and

William Ottignon Summer Place Realty

Beautifully renovated and expanded in 2015, this move in ready 3 bedroom, 2 bathroom home offers the perfect blend of modern updates and timeless charm. Featuring an inviting open layout, the home showcases custom barn doors, two fireplaces, skylights that fill the space with natural light, and custom interior shades throughout. The updated kitchen is complemented by newer appliances, while

Brian Connor Realty Connect USA L I Inc

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

Charming original cottage situated directly on the Great South Bay, featuring two bedrooms and two full bathrooms, plus an outdoor shower and ample space for a large pool. The open-concept living and dining area boasts vaulted ceilings and a cozy fireplace, creating a bright and inviting atmosphere. The primary bedroom features sliding glass doors that open directly onto the bayside deck,

William Ottignon Summer Place Realty

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

Bradford Model in the Desirable Sunrise Village Gated Community. 2 Bedrooms, 2 Full Bathrooms, Livingroom/dining room, Eat in Kitchen, Laundry room, 1 car attached Garage, Front Paver Patio with white vinyl picket fence. Perfect opportunity to make this your own. Taxes to be verified

Lisa Hendrickson Douglas Elliman Real Estate

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

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

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

Corner studio co-op at the beautiful Grove Manor! Poolside, main floor with heat & A/C. Heated, salt-water pool, common laundry room, attractive shared deck furnishings. Monthly maintenance $450., Additional information: Interior Features: Efficiency Kitchen. Futon Sleep Sofa. Wi-Fi.

Roberta Terzo Summer Place Realty

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 updated

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

Timeless Waterfront Retreat on the Great South Bay - Steeped in history and dating back to circa 1909, this exceptional waterfront home offers a rare opportunity to own a truly special property with a rich and storied past. Nestled along the shores of the Great South Bay, the residence features 3 bedrooms and 2.5 bathrooms, showcasing breathtaking sunset views and the unique charm of watching the

William Ottignon Summer Place Realty

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