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Sayville, NY Homes for Sale with Pool

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  • /30

    $1,725,000

    • 4 Beds
    • 4 Baths
    • 2,500 Sq Ft

    300 Lewis Walk, Sayville, NY 11782

    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

    300 Lewis Walk, Sayville, NY 11782
  • /20

    $1,995,000

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft

    490 Tarpon Walk, Sayville, NY 11782

    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

    490 Tarpon Walk, Sayville, NY 11782
  • /32

    $1,950,000

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft

    231 Bay Walk, Sayville, NY 11782

    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

    231 Bay Walk, Sayville, NY 11782
  • /29

    $1,990,000

    • 4 Beds
    • 5 Baths
    • 3,216 Sq Ft

    99 Handsome Ave, Sayville, NY 11782

    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

    99 Handsome Ave, Sayville, NY 11782
  • /14

    $1,595,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    470 Ocean Walk, Sayville, NY 11782

    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

    470 Ocean Walk, Sayville, NY 11782
  • /10

    $1,825,000

    • 4 Beds
    • 4 Baths
    • 2,750 Sq Ft

    617 Shore Walk, Sayville, NY 11782

    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

    617 Shore Walk, Sayville, NY 11782
  • /12

    $1,375,000

    • 2 Beds
    • 1.5 Baths
    • 792 Sq Ft

    92 Teal Walk, Sayville, NY 11782

    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

    92 Teal Walk, Sayville, NY 11782
  • /50

    $849,888

    • 4 Beds
    • 3.5 Baths
    • 3,010 Sq Ft

    42 Handsome Ave, Sayville, NY 11782

    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

    42 Handsome Ave, Sayville, NY 11782
  • /6

    $1,275,000

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    445 Sail Walk, Sayville, NY 11782

    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

    445 Sail Walk, Sayville, NY 11782
  • /24

    $1,250,000

    • 3 Beds
    • 3 Baths

    457 Fire Island Blvd, Sayville, NY 11782

    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

    457 Fire Island Blvd, Sayville, NY 11782
  • /22

    $439,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    133 Revere Dr, Sayville, NY 11782

    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

    133 Revere Dr, Sayville, NY 11782
  • /15

    $3,200,000

    • 9 Beds
    • 9.5 Baths
    • 9,148 Sq Ft

    22 Atlantic Walk, Sayville, NY 11782

    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

    22 Atlantic Walk, Sayville, NY 11782
  • /18

    $2,850,000

    • 6 Beds
    • 6.5 Baths
    • 3,000 Sq Ft

    362 Ocean Walk, Sayville, NY 11782

    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

    362 Ocean Walk, Sayville, NY 11782
  • /27

    $739,990

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    73 Collins Ave, Sayville, NY 11782

    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

    73 Collins Ave, Sayville, NY 11782
  • /23

    $1,098,000

    • 4 Beds
    • 3.5 Baths
    • 3,032 Sq Ft

    9 Fairwind Ct, Oakdale, NY 11769

    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

    9 Fairwind Ct, Oakdale, NY 11769
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