Cherry Grove, NY Houses for Sale

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  /34

  $2,900,000

  • 4 Beds
  • 4 Baths
  • 2,449 Sq Ft

  0 Atlantic Walk Unit KEY873405, Fire Island Pine, NY 11782

  A Serene Sanctuary in Water Island, Fire IslandTucked away in the enchanting enclave of Water Island—an untouched gem on Fire Island—this extraordinary property offers a rare blend of natural splendor and modern comfort. Surrounded by pristine landscapes and unspoiled beaches, this private retreat invites you into a world where time slows down and beauty is found all around you.Designed

  

  Nathaniel Larson

  Daniel Gale Sothebys Intl Rlty

  (631) 301-2137

  0 Atlantic Walk Unit KEY873405, Fire Island Pine, NY 11782
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  /24

  $699,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,336 Sq Ft

  262 Handsome Ave, Sayville, NY 11782

  Location, Location, Location!Don’t miss this fantastic ranch in a highly desirable South of Montauk Sayville neighborhood! This home offers incredible potential with its spacious open floor plan, featuring a huge living room, formal dining room, and a kitchen that flows into the dining area with sliders leading to a generously sized, fully fenced backyard—perfect for entertaining or

  

  Colleen Colasacco

  Daniel Gale Sothebys Intl Rlty

  (631) 710-6018

  262 Handsome Ave, Sayville, NY 11782
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  /26

  $789,000

  • 3 Beds
  • 2 Baths
  • 2,156 Sq Ft

  68 Palmer Dr, Sayville, NY 11782

  Located South of Montauk Highway in the desirable town of Sayville and just moments from the water, this beautifully updated ranch offers the perfect blend of comfort, style, and location. Featuring an open floor plan ideal for modern living, this home showcases a brand-new kitchen with crisp white shaker cabinets, granite countertops, and seamless flow into the living and dining areas. The home

  

  Suzanne Lebohner

  Realty Connect USA L I Inc

  (631) 450-6754

  68 Palmer Dr, Sayville, NY 11782
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  /28

  $675,000

  • 3 Beds
  • 1.5 Baths
  • 1,616 Sq Ft

  259 Foster Ave, Sayville, NY 11782

  Beautiful South Sayville Oasis. This three bedroom Cape Cod colonial set within a tranquil and peaceful landscape is ready for you to call home. It's open floor plan provides ample places to celebrate any occasion, as well as small intimate meals with loved ones and spaces to relax along side the wood burning stove on a cool evening. Waiting for your vision, the kitchen, with new energy star

  Christian Bastian Douglas Elliman Real Estate

  259 Foster Ave, Sayville, NY 11782
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  /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
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  /18

  $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
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  /9

  $1,499,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  305 Fire Island Blvd, Babylon, NY 11702

  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

  305 Fire Island Blvd, Babylon, NY 11702
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  /24

  $1,250,000 Open Sat 1PM - 3PM

  • 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
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  /48

  $1,799,000

  • 3 Beds
  • 3 Baths
  • 2,842 Sq Ft

  42 Browns River Rd Unit 3, Sayville, NY 11782

  Welcome to a rare slice of waterfront paradise on the Great South Bay, where the beach and the water are your closest neighbors and the views stretch endlessly in every direction. This elevated, contemporary beach-style residence is thoughtfully designed to capture the natural beauty of its surroundings while delivering the finest in coastal luxury. Nestled beside a pristine, untouched stretch of

  Barbara Leogrande Douglas Elliman Real Estate

  42 Browns River Rd Unit 3, Sayville, NY 11782
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  /7

  $1,095,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  284 Bay Walk, Fire Island, NY 11706

  Featured in Fire Island Modernist , This Mid Century home is the last word in casual beach living . Situated on a deep private lot with room for a pool. Living room with woodburning fireplace .This home is endowd with giant sliding doors that bring the outside in .

  Ray Starr D Katen Fire Island Prop LTD

  284 Bay Walk, Fire Island, NY 11706
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  /17

  $1,275,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  146 Doctors Walk, Fire Island, NY 11782

  "Valhalla" on lovely Doctor's Walk in Cherry Grove. This charming four bedroom encompasses all the amenities of a fine summer home. Large living room with wood-burning fireplace, two large master bedrooms with vaulted ceilings, large galley kitchen and wonderful solarium with views of the "English" garden and pond which has a collection of various types of lilies, sedum and ivy. Roof deck for

  Evelyn Danko Summer Place Realty

  146 Doctors Walk, Fire Island, NY 11782
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  /20

  $1,995,000

  • 3 Beds
  • 2.5 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
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  /14

  $1,085,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  357 Crown Walk, Sayville, NY 11782

  Nestled among towering pine trees, this charming 4-bedroom, 2-bathroom home offers the perfect blend of tranquility and convenience. Located just minutes from town, this property provides easy access to all amenities while offering a serene retreat from the hustle and bustle.4 bedrooms with ample natural light and closet space, 2 bathrooms, open-concept living and dining area with large windows

  John Forte D Katen Fire Island Prop LTD

  357 Crown Walk, Sayville, NY 11782
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  /30

  $1,450,000

  • 3 Beds
  • 3 Baths
  • 1,784 Sq Ft

  273 Lewis Walk, Sayville, NY 11782

  Oceanfront Escape in Cherry Grove Wake up to the sound of the waves and sweeping Atlantic views in this rare oceanfront home in Cherry Grove, Fire Island. Just a short walk from the ferry and village restaurants, this three-bedroom, three-bath coastal retreat offers the best of beach living.Spanning 1,784 square feet, the first floor welcomes you with an open-concept kitchen and dining area that

  Douglas Sabo Nest Seekers International LLC

  273 Lewis Walk, Sayville, NY 11782
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  /12

  $1,275,000

  • 2 Beds
  • 2 Baths

  31 Lone Hill Walk, Fire Island Pine, NY 11782

  Classic mid-century cottage. 2 bedrooms, 2 bathrooms. The exceptional amenities include solar heating, central air & heat, large pool and deck. Fully winterized for year round enjoyment.

  Vincent Petrarca Vinnie Petrarca Fire Island

  31 Lone Hill Walk, Fire Island Pine, NY 11782
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  /23

  $1,098,000

  • 4 Beds
  • 2.5 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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  /33

  $719,996

  • 4 Beds
  • 3 Baths
  • 1,846 Sq Ft

  708 Bohemia Pkwy, Sayville, NY 11782

  Location! Location! Sits this fabulous sun-filled Spacious High Ranch offering 4 bedrooms, 1 full bath and 2 half bath. The bright white eat-in kitchen features prefinished hardwood flooring, gas cooking, and a brand-new dishwasher. While the home retains some of its original character, it offers a solid layout with excellent potential for customization. The primary bedroom is complete with a

  Laura Cochran BERKSHIRE HATHAWAY

  708 Bohemia Pkwy, Sayville, NY 11782
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  /40

  $779,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  271 Foster Ave, Sayville, NY 11782

  Welcome to 271 Foster Avenue — the perfect blend of charm and modern living in the heart of Sayville! This beautifully updated 3-bedroom, 2-bath home features two versatile bonus rooms offering endless possibilities — office, gym, playroom, or guest space.Step through the brand-new front door and onto a sun-drenched enclosed porch, leading into a warm, inviting living room with a

  Kevin Hutchinson OverSouth LLC

  271 Foster Ave, Sayville, NY 11782
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  /21

  $589,900

  • 4 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  242 Wyandanch Rd, Sayville, NY 11782

  Located in the desirable Hamlet of Sayville, this well-maintained Hi Ranch offers 4 spacious bedrooms and 1.5 bathrooms. Gleaming hardwood floors flow throughout the home, complemented by numerous updates including a 200-amp electrical service, newer oil burner, central air conditioning, roof, and Andersen windows. Enjoy outdoor living in the fully fenced yard featuring an above-ground swimming

  Julie Poidomani Realty Connect USA L I Inc

  242 Wyandanch Rd, Sayville, NY 11782
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  /14

  $575,000

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft

  209 Loop Dr, Sayville, NY 11782

  Charming Sayville Home for Sale – 3 Bed, 1 BathWelcome to this 3-bedroom, 1-bathroom home located in desirable Sayville. Featuring a new roof, newer windows, and wood floors throughout, this home offers both comfort and peace of mind ready for your personal touches. Make this home your own. Enjoy cooking with a gas stovetop and oven and stay cozy with gas heat and central air for

  Lenore Kaufman Leesa Byrnes Realty Inc

  209 Loop Dr, Sayville, NY 11782
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  /43

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,574 Sq Ft

  451 Sayville Blvd, Sayville, NY 11782

  Introducing 451 Sayville Blvd, A Beautifully Maintained 3 Bedroom 3 Full Bathroom Expanded Ranch Located On One Of Sayville's Most Prominent Median Streets. Step Inside This Inviting Home Featuring An Expansive Formal Living/Family Room With Custom Stone Surround Gas Fireplace, A Perfect Oak Cabinet Kitchen W/ Stainless Steel Appliances, 3 Great Sized Bedrooms, 2 Tastefully Renovated Main

  Jeffrey Stineback Compass Greater NY LLC

  451 Sayville Blvd, Sayville, NY 11782
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  /24

  $499,999

  • 2 Beds
  • 1 Bath
  • 765 Sq Ft

  43 Willett Ave, Sayville, NY 11782

  Welcome To 43 Willett Avenue, Sayville, NY 11782 – A Beautifully Maintained 2 Bedroom, 1 Full Bath Ranch Offering Comfort, Style, And Functionality. This Charming Home Features A Full Basement, Providing Ample Storage And Expansion Potential. Freshly Painted Throughout In 2022, The Interior Feels Bright And Inviting. Enjoy A Brand New, Fully Renovated Bathroom Completed In 2024, Along With

  Nicholas Santillo Signature Premier Properties

  43 Willett Ave, Sayville, NY 11782
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  /3

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,141 Sq Ft

  60 Revere Dr, Sayville, NY 11782

  Welcome to this spacious single-level 2-bedroom, 2 full bath home in the beautiful, gated, 55+ community of Sunrise Village. While the home is in original conditional and ready for updates, it offers a solid foundation and great bones--perfect for customizing to your taste. Enjoy your morning coffee on your private patio, or enjoy the many community amenities...clubhouse, pool, bocce, or walking

  Adrianne Faranda Realty Connect USA L I Inc

  60 Revere Dr, Sayville, NY 11782
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  /18

  $2,350,000

  • 4 Beds
  • 3.5 Baths
  • 1,800 Sq Ft

  172 Pine Walk, Sayville, NY 11782

  Representing a seamless combination of mid-century and contemporary influences, 172 Pine Walk represents Pines living at its refined. The double height & sunblasted open living / dining / kitchen / area provides for casual beach living at its most comfortable. The primary suite with ensuite bath offers views to the ocean and leads to a breathtaking roof terrace with superb 360 degree views ideal

  Vincent Petrarca Vinnie Petrarca Fire Island

  172 Pine Walk, Sayville, NY 11782
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  /38

  $779,000

  • 5 Beds
  • 3 Baths
  • 2,050 Sq Ft

  756 Bohemia Pkwy, Sayville, NY 11782

  Welcome to this beautifully maintained and spacious home in the desirable Sayville area. This impressive property offers over 2,000 square feet of versatile living space, including potential for a legal accessory apartment with a separate entrance (with proper permits). Perfect for multi-generational living or rental income! CONVERTED GARAGE (In-law suite).Major updates include a

  Marina Putova Coldwell Banker M&D Good Life

  756 Bohemia Pkwy, Sayville, NY 11782
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  /30

  $899,900

  • 4 Beds
  • 2.5 Baths
  • 2,426 Sq Ft

  105 Julbet Dr, Sayville, NY 11782

  This is the one you've been waiting for—a completely reimagined home that blends style, space, and comfort in all the right ways. With four bedrooms, 2.5 beautifully renovated bathrooms, and thoughtfully designed living spaces throughout, there’s room here for everyone. Step into the impressive foyer, where a striking larger-than-life statement wall sets the tone. The dining and living rooms

  Nicholas Sekela Oasis Realty Group LLC

  105 Julbet Dr, Sayville, NY 11782
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  /15

  $719,999

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

  51 Regina Dr, Sayville, NY 11782

  Welcome to 51 Regina Drive, Sayville, NY!Nestled in the charming town of Sayville—known for its quaint shops, local dining, and coastal lifestyle—this beautifully updated ranch-style home offers comfort and convenience. Featuring a stylishly renovated kitchen, gleaming hardwood floors, central air conditioning, and a cozy wood-burning stove, this home is both inviting and functional. You'll

  Santo Crocco Realty Connect USA L I Inc

  51 Regina Dr, Sayville, NY 11782
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  /32

  $899,000

  • 4 Beds
  • 2 Baths
  • 10,454 Sq Ft

  167 Foster Ave, Sayville, NY 11782

  Turn-key, fully renovated Colonial located South of Montauk, 4 BRs 2 Baths No Expense Spared. Enclosed Front Porch w/ New Pella Windows, Brand New Bathrooms, Hardwood Floors Throughout, New Kitchen w/ Quartz Countertop and SS. Spacious Formal Dining and Living Room. Plenty of Natural lighting throughout home. CAC, Covered Trex Deck, Fenced Yard, and a Detached 1.5-Car Garage, Full Finished

  Dawn Felice Century 21 Crown Homes

  167 Foster Ave, Sayville, NY 11782
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  /10

  $849,000

  • 5 Beds
  • 3 Baths
  • 3,400 Sq Ft

  231 Terry Rd, Sayville, NY 11782

  Magnificent updated expanded cape, just needs finishing touches to make it your own. Features include 5 bedrooms, 3 full bathrooms, 2 living rooms, 2 dens, 2 full kitchens & 3 Bonus rooms! Partially finished basement with 3 finished rooms, full bathroom, laundry, utilities and Outside entrance. Large .67 Acre lot includes a 12 x 24 Studio/cottage with electric. Updated Roof and Cesspools.

  Rudy Aversano RE/MAX Best

  231 Terry Rd, Sayville, NY 11782
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  /10

  $1,025,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  521 Fire Island Blvd, Fire Island Pines, NY 11782

  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

  521 Fire Island Blvd, Fire Island Pines, NY 11782
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  /9

  $999,000

  • 8 Beds
  • 3 Baths
  • 1,187 Sq Ft

  162 Main Walk, Fire Island, NY 11782

  A rare opportunity to own a fully legal, income-generating property in one of Fire Island’s most desirable locations, Cherry Grove. With two separate homes, a flexible studio space, and a lease-backed cesspool easement supporting a nearby commercial building, this property is built to perform.The layout offers maximum flexibility: a 6-bedroom main house, a 2-bedroom cottage, and a front studio —

  Matthew Hughes D Katen Fire Island Prop LTD

  162 Main Walk, Fire Island, NY 11782
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  /16

  $1,695,000

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  209 Bayview Walk, Fire Island, NY 11782

  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

  209 Bayview Walk, Fire Island, NY 11782
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  /4

  $1,550,000

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

  550 Beachcomber Walk, Sayville, NY 11782

  Welcome to Cloud 8 - A Coastal Retreat in Fire Island Pines Tucked away on s serene corner lot on the lush west end of Fire Island Pines. Cloud 8 will be your dream escape. This lovely 3 Bedroom,3-bath home is the epitome of light and bright living, with walls of glass that invite the outdoors in and fill the space with natural light . Imagine cozy spring and fall evenings by the Lenox fireplace

  Doreen Katen D Katen Fire Island Prop LTD

  550 Beachcomber Walk, Sayville, NY 11782
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  /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
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  /15

  $2,195,000

  • 3 Beds
  • 2.5 Baths
  • 2,364 Sq Ft

  592 Ocean Walk, Fire Island, NY 11782

  The perfect Fire Island oceanfront. Very private west end home features large second floor master suite with sweeping views of the Atlantic. Open kitchen / dining area with step down living room. Idyllic outdoor space nestled into the dunes with private beach access.. Two additional guest rooms.

  Vincent Petrarca Vinnie Petrarca Fire Island

  592 Ocean Walk, Fire Island, NY 11782
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  /13

  $1,999,999

  • 3 Beds
  • 3.5 Baths
  • 1,540 Sq Ft

  248 Bay Walk, Fire Island, NY 11706

  Welcome to A true masterpiece of modern coastal living. This Chic and Stylish 3 bedroom 3.5 bathroom Bayfront property offers every amenity to complement a luxurious lifestyle. Every detail has been thoughtfully curated, with high end finishes and custom features throughout, creating a one-of-a-kind experience of elegance and comfort. The home's meticulous layout and architectural design

  John Forte D Katen Fire Island Prop LTD

  248 Bay Walk, Fire Island, NY 11706
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  /36

  $1,799,000

  • 4 Beds
  • 4 Baths
  • 2,245 Sq Ft

  301 Lewis Walk, Sayville, NY 11782

  Oceanfront 4 bedroom, 4 bathroom Beach House with Dual Kitchens & Expansive Views just Steps to the Sand! Experience the ultimate beachfront lifestyle in this oceanfront home with horizon views. Perfectly positioned just minutes from town and minutes to the ferry, this exceptional property offers dual kitchens with butcher block and carrara marble countertops, two balconies, and expansive

  Gail Carillo Coldwell Banker American Homes

  301 Lewis Walk, Sayville, NY 11782
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  /6

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft

  152 Bayview Walk, Bay Shore, NY 11706

  Charming cottage located close to "town" on large, private lot. One bedroom and full bath on main living level... open living & dinning. Updated kitchen with granite counter tops. Second floor has two bedrooms and a full bathroom. Large, outdoor deck area and yard. Steps to the Atlantic Ocean!

  Evelyn Danko Summer Place Realty

  152 Bayview Walk, Bay Shore, NY 11706
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  /12

  $875,000

  • 4 Beds
  • 1 Bath
  • 820 Sq Ft

  236 Sea Walk, Sayville, NY 11782

  Charming Beach House on the West End of the Grove on a quiet, lovely walk! 4 bedrooms, open living dinning with wood burning stove. Bright, sunny, private deck...located just 4 houses off the beach!!

  Evelyn Danko Summer Place Realty

  236 Sea Walk, Sayville, NY 11782
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  /14

  $840,000

  • 3 Beds
  • 1.5 Baths
  • 1,018 Sq Ft

  103 Greene Walk, Fire Island, NY 11782

  Escape to your own private piece of Paradise! This charming 3 bedroom, 2 full bathroom home offers the perfect blend of indoor comfort and outdoor serenity. Step into a spacious living room flooded with natural light, with a well-appointed galley kitchen and dedicated dining area. Enjoy alfresco meals in the beautifully maintained garden, a lush haven with ample space to relax and entertain.

  Evelyn Danko Summer Place Realty

  103 Greene Walk, Fire Island, NY 11782

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