Secluded Bay Walk compound boasting a complete renovation is the ideal choice for the savvy investor seeking a substantial rent roll coupled with top of the line finishes required for personal use. Smartly furnished, the many upgrades include new kitchen appliances, cabinetry & countertops; refinished hardwood floors; 2 fireplaces; large pool deck with extra large electrically heated pool; newly installed 8 person hot tub, outdoor shower & multi tiered decking. The generously proportioned primary suite features ensuite bathroom and fireplace. Three additional guest suites one with king bed, two with queen beds, all with ample closets and work spaces. 279 Bay Walk has a long and proven rent roll with the 2025 season commanding gross revenue of $141,825. Five weeks are rented for 2026 at $68,773. This property is fully compliant with the Town of Brookhaven and is being sold fully furnished & turnkey.
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.
Large/Deep Yard, Hardwood Floors Throughout. This property has 2 kitchens. Check the attached C.O. House has solar panels.
Build the Home of Your Dreams — Plans Approved & Permit in Hand! Welcome to 239 Greene Avenue! A rare and exceptional opportunity on one of Sayville’s most desirable blocks. This existing 4-bedroom Colonial sits on a sprawling nearly 0.7-acre lot and comes with APPROVED, SHOVEL-READY PLANS to create an impressive 3,700 sq. ft. 4-bedroom, 3.5-bath Colonial. The approved plans feature a rear extension and a two-car detached garage, designed to deliver a modern open-concept layout. Highlights include a stunning catwalk, expansive family room, and an enlarged chef’s kitchen—ideal for both everyday living and entertaining. The primary suite is thoughtfully designed as a private retreat, offering walk-in closets, a spacious spa-like bathroom, and a private balcony. All additional bedrooms are generously sized, providing ample space for guests. With approvals already in place, this is a turn-key opportunity to build a custom dream home in the heart of Sayville. Opportunities like this are rare—don’t miss your chance to bring this vision to life!
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 natural light to the open living room, dining room, kitchen and hallway. Three large bedrooms with ensuite baths, beautifully finished with custom hand-made tiles and generous closets. Heating and air conditioning throughout. Large private sunny deck and pool area provide the perfect backdrop for casual beach living & entertaining. Delivered fully furnished with stylish high-end modern furnishings and fixtures. New pictures & video coming soon.
5 Bedrooms, large master BR, detached garage, reasonable taxes. Gas meter in basement.
Welcome home to this Wide Line Ranch offering 3 Bedrooms and 1.5 Baths. Situated mid block along a quiet residentila street, this home has been well maintained by the current owners. The home offers a large basement and a Front Porch, Gleaming Hardwood Floors, and energy efficient thermo windows. The Eat-In-Kitchen offers under Cabinet Lighting. You'll love the Sunken Den with parquet flooring and a Spacious Formal Dining Room. Nice size Bedrooms each with Double Closets. King Size Primary Bedroom has a private Updated 1/2 Bath. Hi Hat Lighting, Gas Heat , and a New Gas HW Heater (2025). Glass Door from Formal Dining Room offers great access to the Rear yard. Sunrise Drive EM School, Sayville Middle School and Sayville High School.
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.
Amazing Opportunity to have The Seller who is an Amazing Builder to Build this Brand -New Exquisite Modern Farmhouse on this Beautiful Lakefront 1.20 Acre Property in the Heart of Sayville for you. All Approvals in place right now for this Stunning 3,800 sgft House to be Built! Building Plans are for a Two Story Home with Eat in Kitchen, Living Room, Dining Room, Den, Study Room, 4 to 5 Bedrooms with 4.5 Baths with a Full Basement Plus 3 Car Garage.
One of a kind shingled cabin with captivating screened porch ideal for end of day cocktails and long al fresco dinners. The first floor open living / dining area features polished oak floors, woodburning fireplace, built in bookshelves, paned floor to ceiling windows & classic French doors. A large primary suite with ensuite bath and private terrace overlooking the Great South Bay. 2 additional guest rooms and 2 additional baths.
Great investment opportunity: a unique complex of 4 apartments in 3 buildings. The main house offers two one-bedroom units; second building features a one-bedroom apartment with a sleeping loft with private entrance. Third is a studio with a loft, with a private entrance Each apartment has private outdoor space. Located conveniently near town.
Charming one bedroom cottage, vaulted ceiling, bright sunny deck and guest studio with half-bath. Literally steps to the beach on the West End of Cherry Grove.
Rare 4-bedroom bayfront home offering multiple private living spaces and a solar-electric heated pool, perfectly combining lifestyle and investment potential. Meticulously maintained and move-in ready, this property is currently income-producing with seasonal rentals in place, providing investors immediate cash flow while also serving as a turnkey personal retreat. Located close to town and the ferry yet tucked away for privacy, 115 Bayview Walk presents a unique opportunity to own one of Cherry Grove’s most desirable waterfront properties. Strong rental demand, low-maintenance living, and unparalleled bayfront appeal make this a must-see for anyone seeking both financial return and Fire Island lifestyle.
One of a kind, triple mint, designer 1 bedroom co-op. Garden facing, sunny, extra large terrace with retractable awning. Steps from both Harbor & beach.
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 plan, the current owners have put their own stamp on the property including AC, working fireplace, heated pool, hot tub, poolside kitchenette, remodeled kitchen and appliances, complete bathroom renovations, heated stone floors in kitchen, all bathroom & entry & fully irrigated cutting garden. The heart stopping roof terrace soars above the tree line revealing the preserved dunes and Atlantic Ocean stretching eastward .
Steps from the sand this airy adorable cozy 2 Bedroom 1 Bath beach cottage in Fire Island Pines pairs classic charm with easy low maintenance living. An open Living/Dining area flows to a sun splashed deck with pretty ocean views, perfect for morning coffee or a sunset cocktail. Two comfortable spacious bedrooms accommodates guests with ease while stepping outside enjoy the quiet settings on the deck with breathtaking views along with a private shower. A turnkey escape -beach life made simple.
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 battery providing a seamless power transfer in the event of power outages. Other first class amenities include a chef's grade kitchen with Viking stove & refrigerator, Subzero ice maker, beautiful cherry wood cabinetry, central heat & A/C. Fully Winterized for year round enjoyment. New photos & video coming soon.
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.
This adorable studio co-op with Oceanfront Shared Rooftop Views is compact yet air space designed to make the most of its stunning natural surroundings. The main room which funtions as a living, dining and sleeping area has a large floor to ceiling glass door with a Queen Size Sofa Bed. Make this adorbs place your summer retreat.
This is truly a one-of-a-kind opportunity! An extraordinary, expansive ocean front property in Cherry Grove, featuring a rare triple lot with stunning ocean frontage, including a parcel that could be sold as a buildable lot. It has never been offered before, and the possibilities here are truly endless. What sets this property apart is the land itself and the boundless potential it holds. A great location on the East end of the Grove, perched atop a high dune with breathtaking ocean views. This oceanfront home offers a rare opportunity to own a piece of timeless charm. Lovingly built in the early 1950s and maintained by the same family for generations, this unique property is simply a must-see. Four spacious bedrooms, including a primary bedroom on the main floor and three additional bedrooms on the lower level. 1.5 bathrooms plus the added convenience of an outdoor shower perfect for rinsing off after a day at the beach. The main Floor is designed with the open-concept: living, dining, and kitchen areas creating a seamless flow for entertaining or enjoying quiet family moments.
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 just 600 ft from the ocean. Set behind a gated entry, this 7-bedroom, 4.5-bath residence has been thoughtfully redesigned for elevated seasonal living rental performance. Whether you're here for the summer or acquiring a top-tier vacation asset, Casablanca delivers comfort, scale, and serious return. Inside the Home • Second Floor (Entrance to house on 2nd floor): The open-concept living area is anchored by an electric fireplace and a wall of sliding glass doors leading to a stunning new deck perfect for sun-soaked lounging or cocktail hours. The large dining room is wrapped in windows, bringing in tree-filtered light from every angle. The chef’s kitchen features quartz countertops, a large island, wet bar, stainless appliances, and custom soft-close cabinetry. Sleeping Quarters • 7 bedrooms in total • 3 feature private en-suite baths • 2 share a Jack-and-Jill layout • Additional flex room can serve as gym, home office, or the 6th and 7th bedrooms as guest space • No bunks or Murphy beds—all bedrooms are with queen or king accommodations • First Floor & Lower Level: • Queen en-suite bedroom • Two additional queen suites with shared Jack-and-Jill bath • King en-suite with wet bar • Queen en-suite guest suite • Additional Features: • Brand- heated new pool with adjacent private outdoor shower • Rooftop deck, all-new decking • 9-zone ductless A/C & heat system for room-by-room comfort • New roof, exterior siding, and two new 200amp Panels and Two New Water Heaters • All furniture included Just moments to the Sand Casablanca offers the ideal blend of proximity and privacy. Whether for quiet getaways or summer hosting, the location is second to none. Investment Snapshot • Cap Rate 7.4% - NOI $159 / $2,150 • 90% occupancy in 2025 season (June–August) • 25% lower price-per-guest vs. similar premium homes due to economies of scale booked by 12+ guests • New gut renovation: 2023 (plumbing, electric, structural and cosmetics) • All-new elegant furnishings: 2024 • 5-star guest reviews across Airbnb, VRBO, and BeKin • 16,000+ Instagram followers fueling repeat and direct bookings Growth Outlook: Casablanca is uniquely positioned to capitalize on Fire Island Pines’s the world famous enclave for those artists, writers, entertainers, and people in the fashion industry. The Pines is known as a safe-haven for all people regardless of gender, sexual identity/orientation, nationality, religion, race, or age. Given limited housing stock, no equally accepting alternative and strong rental demand, pricing can continue to grow as renovations across the Pines boost market visibility: • Downtown revitalization (2026) led by a major hospitality group • Army Corps beach/dune restoration (2026) to enhance long-term security and shore quality • Fixed housing supply = long-term pricing power and appreciation potential Location: Fire Island Pines, NY A world-class coastal community with limited housing stock, Fire Island Pines is known for its rich architectural history, welcoming atmosphere, and strong summer demand from a global clientele. Casablanca offers rare scale and quality in a market defined by exclusivity and walkability. Casablanca: Where Luxury Meets Lifestyle.
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.
Coveted Oceanfront Classic Easy Access from NYC Turnkey Relaxed Luxury with Heated Pool Welcome 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 resort communities. Inside, you’ll find: Designer-level finishes and top-tier appliances throughout Double-room wood-burning fireplace for cozy evenings Two primary bedrooms, both having ensuite full baths Two large secondary bedrooms, adjacent to 2 full baths Vaulted ceilings and expansive windows that flood the space with natural light Central A/C and high-efficiency systems for year-round comfort Outside, enjoy: Lush, manicured gardens surrounding your sun-drenched, south-facing heated pool Multiple outdoor decks perfect for lounging, dining, and entertaining under the stars Direct beach access and front-row views of the Atlantic horizon Whether you're entertaining guests or savoring quiet moments with the sound of the surf, this home checks every box—location, design, lifestyle, and investment. Move right in—being sold fully furnished! #BeachfrontBliss #NYCEscape #LuxuryListing #TurnkeyRetreat #CoastalChicLiving
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 for both sunrise and sunset entertaining. 3 additional guest bedrooms and 2.5 baths. The many amenities include large heated pool and deck, central A/C, chef's grade kitchen, outdoor shower & landscaped gardens.
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 flows directly onto a spacious ocean-facing deck — ideal for seamless indoor-outdoor living and entertaining. A sunlit living room and full bathroom complete the main level. Upstairs, the layout features three bright and airy bedrooms, including a private en-suite and two guest rooms with private balconies overlooking the ocean, plus a full hall bath. Walls of windows flood the home with natural light and uninterrupted views of the dunes and sea. Whether you're seeking a peaceful personal escape or a savvy investment in one of Fire Island’s most vibrant communities, this home offers unmatched oceanfront access, and privacy. Don't miss this chance to own a true sanctuary in Cherry Grove.

Sayville is located in New York. Sayville, New York 11782has a population of 16,290. Sayville 11782 is more family-centric than the surrounding county with 35.92% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Sayville, New York 11782 is $130,909. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Sayville 11782 is 44.2 years.
The average high temperature in July is 82.4 degrees, with an average low temperature in January of 22.9 degrees. The average rainfall is approximately 47.8 inches per year, with 28.3 inches of snow per year.