Welcome to 105 Loop Drive, located in the heart of Sayville. This spacious Colonial offers incredible potential and versatility throughout. The welcoming entry hall leads you into the formal living room, formal dining room, and eat-in kitchen, which opens to a large den—perfect for entertaining. Hardwood floors run throughout both the first and second floors, and a convenient half bath completes the main level. The second floor features four generous bedrooms and a full hall bath, including a primary suite with its own private full bath. The full basement provides additional space for storage or future customization. An oversized two-car attached garage with direct access to the home adds even more convenience. Set on .37 acres of sprawling property, this home offers a blank canvas to design your ideal backyard oasis. Don’t miss this opportunity—close to shopping, transportation, and the wonderful restaurants of Sayville Village!
Cozy Ranch with 7 rooms 4 beds and 2 bath. Full Basement. Close to shopping, transportation and major roadways.
Charming 3-bedroom Ranch on a quiet block in the heart of Sayville. This home features a comfortable living room, a dedicated dining area, and a detached garage. The property sits alongside a picturesque creek where you’ll often see ducks and peaceful water views. Conveniently located close to Sayville’s vibrant town, shops, restaurants, and the LIRR for easy commuting. A great opportunity to make Sayville your home!
Welcome to Sunrise Village, a vibrant and carefree 55+ gated community in the heart of Sayville. Designed for comfort, convenience, and an easygoing lifestyle, this 2-bedroom, 1.5-bath Ranch-style condo with an attached 1-car garage is full of potential and provides a fantastic opportunity for its new owner to modernize and customize to suit their personal style. The layout features an open and spacious living room, a primary en-suite bedroom with a full bath and ample closet space, a laundry room, pull-down attic, central air conditioning, and a paver patio overlooking beautifully maintained park-like grounds. Residents enjoy an array of top-tier community amenities including a gated 24/7 security guardhouse, a clubhouse, fitness center, in-ground heated pool, library, bocce ball, shuffleboard, jitney shuttle service, banquet room, monthly social activities, and walking trails that promote an active, social lifestyle. Monthly maintenance covers grounds care, snow removal, trash, water, and basic cable. Conveniently located in close proximity to all major parkways, the LIRR, shops, restaurants, hospitals, schools, parks, beaches, golf courses, marinas, Fire Island ferries, and Downtown Sayville. This is an excellent opportunity to create the home you’ve always envisioned in a truly exceptional community.
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.
Awesome Opportunity to have The Seller who is an Amazing Builder to Build this Brand -New Exquisite Modern Farmhouse on this Amazing 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 and 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.
This home features five bedrooms, two bathrooms, two kitchens, den with fireplace, office, dining room and laundry room! *New Boiler* *New Roof* It offers an attached garage and a fenced nice sized property! If you are looking for a large family - this one is for you!
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 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 .
Newly Renovated 4-Bedroom, 3-Bath Home with New Pool & Hot Tub This 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 heated floors. Despite being only nine minutes from the ferry, the property is very private. It features an oversized 855sq ft. pool that was fully rebuilt in 2025 with new walls, insulating foam, upgraded 27 mil “island onyx” liner, new plumbing, jets, filters and pump. There is also a Hayward 140K BTU heater (installed August 2022) and an eight-person hot tub installed in 2024. Extensive mahogany decks are in excellent condition. This home is offered fully furnished and has an extremely solid, documented rent roll of ~$500k over the last four summers ($142k in 2025).
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 plus pool side cabana, Multi tiered decking and large pool & hot tub.
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.
Beautifully maintained 3-bed, 2-bath ranch set on a corner lot just shy of a quarter-acre, across from a tranquil land greenbelt, this Sayville home offers privacy and space. The freestanding accessible ramp gracefully spans above a custom paver walkway leading to a refined slate stoop. Inside, enjoy a cozy brick fireplace, a sun-drenched kitchen with a large skylight, and a bright, open layout. The full basement is waterproofed and freshly painted—perfect for storage or adapted for extra living space. Move-in ready and full of charm, this home blends comfort, character, and convenience. Can be sold partially furnished. Desirable Connetquot School District!
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.
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 oversized primary suite with spa bathroom, separate guest suites all with ensuite baths, heated lap pool, hot tub, professional grade kitchen, state of the art gym, separate caretakers apartment & lushly landscaped private gardens.
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
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 installed heated saltwater pool and hot tub. Designed for comfort in every season, this fully winterized retreat features central heating, air conditioning, and a cozy fireplace. Inside, three restful bedrooms and two comfortable bathrooms offer spaces thoughtfully arranged for easeful living. The kitchen, complete with quality appliances including a Sub-Zero refrigerator, ensures enjoyable gatherings and daily joy. Crafted to harmonize beautifully with its natural surroundings, this cedar-framed home offers tranquility, privacy, and the gentle invitation of effortless coastal living. Co-exclusive.

Sayville is located in New York. Sayville, New York has a population of 16,290. Sayville is more family-centric than the surrounding county with 35.07% 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 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 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.