THE BEST THE PINES HAS TO OFFER. Gorgeous contemporary 2 bedroom, 3 bath offering seamless indoor/outdoor living. Private and luxurious the many amenities include a large heated pool & spacious deck, hot tub, central AC and heat, fireplace, television room that can be converted into a third bedroom & designer furnishings all set in beautifully landscaped gardens.
Welcome to this beautifully maintained Split-Level home offering the perfect blend of comfort, space, and functionality. The updated kitchen features stainless steel appliances, modern cabinetry, and generous workspace, while hardwood floors add warmth throughout the main living areas. Two skylights fill the living room with natural light, and a spacious den with custom built-ins provides flexible living space. Step outside to the expansive backyard, perfect for entertaining, recreation, or future possibilities. Conveniently located within walking distance of the Islip Grange and just minutes from Sayville Village, the LIRR, shopping, dining, and major highways. A wonderful opportunity to make this Sayville home your own!
Nestled in the heart of Sayville, just moments from the pristine South Shore beaches and the Fire Island Ferry Terminal, this extraordinary estate offers the perfect blend of timeless elegance, exceptional craftsmanship, and refined luxury. This impeccably designed residence showcases imported tile flooring and exquisite custom millwork throughout, creating an atmosphere of sophistication at every turn. Designed for both grand entertaining and everyday living, the spectacular chef’s kitchen is a culinary masterpiece featuring a professional-grade Garland 10-burner gas range, premium GE Monogram black glass electric cooktop, expansive prep space, and seamless flow into the home’s gracious gathering areas. The elegant formal dining room opens beautifully into a refined sitting room, while the oversized family room provides an inviting setting for both intimate evenings and large-scale entertaining. Offering five generously sized bedrooms, the home includes a luxurious first-floor primary suite and a stunning second-floor junior primary retreat complete with a cozy electric fireplace. Six and one-half beautifully appointed bathrooms and a laundry room placed on each floor, additionally, one in the poolside cabana, which provides exceptional convenience for family and guests alike. Outside, a true resort-inspired oasis awaits. The backyard has been completely reimagined with an extensive renovation featuring a stunning bluestone patio designed for effortless entertaining, complemented by professionally updated landscaping throughout the property. Whether hosting elegant outdoor gatherings or enjoying peaceful evenings under the stars, this outdoor sanctuary is second to none. Recent enhancements include a brand-new roof with a transferable warranty, a freshly repainted interior, upgraded designer light fixtures throughout, and meticulous improvements that make this home completely move-in ready. Completing this exceptional offering is a spacious 580-square-foot garage and an unparalleled location just moments from Sayville’s vibrant Main Street, renowned restaurants, boutique shopping, marinas, beaches, and the gateway to Fire Island. This is more than a home, it’s a statement of luxury, craftsmanship, and lifestyle. A truly rare opportunity to own one of Sayville’s premier estates, where every detail has been thoughtfully designed and every amenity carefully considered.
Charming Updated 1920s Home. Don’t let the size fool you. This charming 1920s home offers a bright, open feel and is truly move-in ready. The home features 2 bedrooms and 1 full bath, along with numerous recent updates throughout. Enjoy a fully fenced vinyl yard with deck, set on a 50’ × 109’ property with mature peach, pear, and cherry trees. Interior highlights include new flooring throughout (approximately 3 years old), Pella windows (approximately 2 years old), ductless heating and air conditioning, a heated and cooled partial basement with epoxy flooring, a washer and dryer. This home is also equipped and a pull-down attic providing ample storage, 2-zone in-ground sprinkler system and a leafless gutter system, solar energy system, natural gas service, a Navien tankless on-demand hot water heater, a Weil-McLain gas heating system, a water filtration system, 200-amp electrical service, EV charging connection, and smart-home lighting compatible with Google Home and Alexa. A wonderful blend of classic charm, modern updates, energy efficiency, and thoughtful conveniences throughout. Close proximity to train, town, shopping, and restaurants.
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 beautifully landscaped gardens—perfect for entertaining or relaxing in complete privacy. Ideally located just moments from the bay, ocean beaches, and the vibrant Pines community, this exceptional property offers the perfect blend of comfort, style, and resort-style living. Whether you’re seeking a seasonal getaway, investment property, or your own island escape, 77 Bay Walk is a rare opportunity to own a piece of Fire Island Pines.
Are you looking for a charming well maintained Cape with all wood floors? This house could be the one! The front of the house is nicely maintained and has a stone walkway to the front door. Upon entering the charm draws you in to the home where there is a family room/library with French doors. There are 2 bedrooms and 1 bathroom on the first floor. The kitchen is newer with gas cooking, a dishwasher and refrigerator. A wood deck is located off the kitchen for outdoor use in addition, to basement access. Laundry and utilities are found in the basement. Upstairs is a large finished space for a multi-purpose area with lots of natural sunlight from the skylight. There are closets for storage throughout the house. Property is set on .4 acres and is landscaped for easy maintenance. Close to Town Beach and Fire Island Ferries. This is a must see!
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 kitchen. The granite counters have plenty of seating overlooking the 20' by 20' den/media area with vaulted ceiling and custom oversized windows and 7 skylights. The wall of glass views the expansive yard with specimen plantings and trees showcasing the Gunite pool and Gazebo. The more than half acre of fully fenced property all professionally designed and landscaped for privacy and balance. Near all the South Shore offers...
New To Market! Beautifully appointed and architecturally distinctive home detailing exceptional craftsmanship, thoughtful design, and inviting indoor-outdoor living. The welcoming living room features rich hardwood flooring, while the primary suite serves as a private retreat complete with a full bath, custom built-in closets, and a sitting area with direct access to a paver patio. The gourmet kitchen is enhanced by soaring 9-foot ceilings, elegant cabinetry, granite countertops, a breakfast bar, beverage refrigerator, wall oven, cooktop, warming drawer, dishwasher, microwave and refrigerator. Ideal for entertaining, the formal dining room is accented by French doors leading to outdoor living space, while the impressive great room showcases the cathedral ceiling, stunning windows that fill the space with natural light, and a gas fireplace as its own focal point. A private home office features pocket doors, custom built-in shelving, and a full bath. The second level includes a charming landing area, two generously sized bedrooms with custom window seats that provide additional storage, and a full bath. A backyard oasis features a 17'x34' heated in-ground pool, expansive patio, tranquil reading nook, storage shed, and in ground sprinkler system. Slate front porch and attractive Dryvit exterior, this exceptional residence is ideally situated on a picturesque tree-lined street. Additional amenities include an attached garage, basement, radiant heat in kitchen, dining room, great room and primary bath, and central air conditioning. This home blends timeless elegance and comfort in a truly special setting. Don't Miss! Radiant heat in Kitchen, DR, Great Rm, Primary Bath.
Beautifully renovated and expanded in 2016, 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 Andersen 400 series windows provide exceptional quality, efficiency, and curb appeal. Step outside to your private backyard oasis featuring an in-ground pool with a newer liner, PVC fencing, a storage shed, and plenty of space for entertaining, relaxing, and enjoying the outdoors. Meticulously maintained and thoughtfully updated throughout, this home offers comfort, style, and functionality in a highly desirable location close to all that the South Shore has to offer!
Deeded Beach and Dock Rights. Exceptional opportunity in one of South Sayville’s most desirable locations. This spacious five-bedroom, three-bath home offers the perfect combination of size, location and lifestyle. Situated in an excellent area known for its low turnover and strong neighborhood appeal, this property provides rare access Deeded beach rights and boat rights, making it ideal for those who appreciate coastal living. Inside, the home offers generous living space, multiple bedrooms, and three full baths, providing flexibility for extended family, guests, a home office, or additional recreational space. The setting is truly special — a highly sought-after South Sayville location where homes rarely become available. Location is key, and this property delivers. Enjoy the charm, convenience, and lifestyle of South Sayville with nearby water access, beaches, boating, and all the benefits of a premier South Shore community. A rare offering in an excellent location must be seen from the inside to be fully appreciated.
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.
Welcome to this beautiful updated 1 bedroom coop in Lakeland Estates. This unit offers 1st floor living. With an open and airy floor plan with an over sized bedroom with 3 closets. A nice size living room that is open to the updated kitchen and the formal dining room This unit is turn key all you have to do is pack your bags and make it your home. You do not want to miss the rare opportunity.
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 pool, hot tub, and fire pit. Designed for both relaxation and entertaining, the property also includes central air conditioning, a dedicated recreation space, laundry room, and a panoramic rooftop deck with sweeping views. Rarely does a home of this size, quality, and privacy become available — an exceptional opportunity for luxurious coastal living.
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 seclusion. Spanning multiple levels, the home features a bright and open upper-level living space with sweeping Great South Bay views, a spacious living room, and a dining area accommodating up to 12 guests. The modern kitchen is fully equipped with updated appliances and designed for effortless entertaining. Multiple decks provide seamless indoor-outdoor living, including a front deck with bay views and a private rear deck overlooking the pool. The property offers five well-appointed bedrooms, including three en-suite bedrooms with king and queen layouts, plus additional guest accommodations providing flexibility and comfort for larger groups. A separate-entry pool-level suite adds an extra layer of privacy ideal for guests. Outdoor living is centered around a heated saltwater pool surrounded by an oversized deck, lounge areas, and an outdoor shower—perfect for relaxing or entertaining after a day at the beach. Additional features include central air conditioning, Sonos sound system throughout, high-speed internet, and a strong history of seasonal rental demand. A rare opportunity to own a turnkey property in one of Fire Island Pines’ most desirable and private settings.
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 winterized with central heating, air conditioning, and a wood burning fireplace. Inside, you'll find three thoughtfully designed bedrooms and two updated bathrooms, each curated for comfort and style. The modern kitchen is equipped with top-of-the-line appliances, including a Sub-Zero refrigerator.
"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, seedum and ivy. Roof deck for evening sunsets and a deck with a charming gazebo complete this exceptional home. AND, just 4 houses off the beach!!
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.
Welcome to an exceptional opportunity in the heart of Cherry Grove, where spacious accommodations, outstanding outdoor living, and breathtaking Great South Bay views come together in one remarkable three-story property. Featuring 7 bedrooms and 6½ baths, this generously proportioned home offers an ideal combination of privacy, comfort, and entertaining space. Whether envisioned as a private vacation retreat, an investment property, or a high-demand rental opportunity, the home's versatile layout provides ample room for family and guests to gather while still offering plenty of space to unwind. The top-floor living level is the true showpiece of the residence, offering spectacular views of the Great South Bay through its elevated vantage point. A wraparound balcony extends the living space outdoors, creating an exceptional setting for morning coffee, sunset cocktails, entertaining, or simply enjoying the distinctive beauty of the surrounding landscape. Inside, the upper level features soaring ceilings and tile floors, creating an open, airy atmosphere. A wood-burning stove adds warmth and character, while the dedicated media room provides an inviting space for movie nights, watching the game, or relaxing with family and friends. The combination of expansive living areas, high ceilings, abundant outdoor space, and panoramic water views makes this level particularly well suited to entertaining. The home includes a spacious primary suite, along with six additional bedrooms, providing substantial flexibility for hosting guests, accommodating extended family, or maximizing rental potential. With 6½ baths, the property is exceptionally well equipped for larger groups and extended stays. Outdoor living is equally impressive. Multiple decks provide numerous areas for dining, lounging, and entertaining, while the property's fully fenced grounds offer added privacy and security. An outdoor shower provides a welcome convenience after a day at the beach, allowing everyone to rinse off before returning indoors. Additional storage and utility sheds offer practical space for gardening equipment, beach gear, and seasonal belongings. Location is another defining feature. The property is situated just steps from Cherry Grove's vibrant town center, placing restaurants, shops, nightlife, and the community's lively atmosphere within easy reach. At the same time, the home is conveniently located near one of New York's most beautiful ocean beaches, making it easy to enjoy long beach days, swimming, sunbathing, and the natural beauty of the barrier island. An outstanding choice for investment, vacation living, or rental income potential, this distinctive property offers the space and location to make the most of the Cherry Grove lifestyle. OneKey MLS #971902 This property is also available thru D.Katen Fire Island Properties.
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, four full bathrooms, air-conditioning, cathedral ceilings. Gorgeous plunge pool and hot tub surrounded by mahogany decks - fenced for privacy
Excellent investment opportunity. 4 bedroom 3 bath bungalow with long rent history. Large private deck with hot tub. Open living / dining area and equal sized bedrooms. Roof deck ideal for sunset cocktailing.
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 .
Floated over from the mainland in the mid 1950s 284 Bay Walk defines mid-century chic & simplicity. Smartly appointed with many original details still intact. 2 bedrooms, 1 bathroom plus dressing room there is plenty of room for expansion.
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, poolside cabana, handyman’s shed & beautiful native garden.
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.
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.

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.