112 properties for sale in Fire Island Pines

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Where history meets coastal elegance, this exceptional South Bayport residence is believed to have originated as the carriage house for Captain Edward Gillettes estate. Thoughtfully reimagined, the home seamlessly blends timeless architecture with its historic character, creating a one-of-a kind retreat where heritage and modern luxury meet. At the heart of the home, the chefs kitchen features crisp white cabinetry, quartz countertops, 2023 Sub Zero Refrigerator, stainless steel appliances, two ovens, and a statement navy island with wine refrigerator. The open concept design transitions effortlessly into the inviting family room complete with radiant floor heating. The dining room is defined by custom board-and-batten wainscoting and crafted millwork that evokes a coastal aesthetic. Designed with exceptional attention to detail, the living room has custom millwork, board-and-batten walls and brick fireplace crowned by a reclaimed wood mantel. Wide plank hardwood floors lend character

More pictures coming soon! Don't miss this rare opportunity to own a piece of South Sayville history! This 1890 Victorian is perfectly located close to the Fire Island ferries, waterfront parks, shops, restaurants, and all that charming Sayville has to offer. Rich in character, this 4-bedroom, 2 full and 1 half bath home showcases many original architectural details while offering thoughtful updates for modern comfort including an en suite primary bedroom and a flexible third floor to create the prefect retreat to fit your lifestyle. Major improvements completed within the past 10–12 years include air conditioning, the roof, and the boiler, offering a peace of mind for years to come. Step outside to your private backyard retreat featuring a heated in-ground pool with a 5-year-old liner perfect for entertaining or spend a quiet evening relaxing on your wraparound porch. This home blends historic charm with today's conveniences, all in one of South Sayville's most desirable neighborhoods

Wisteria is a one-of-a-kind luxury retreat in Cherry Grove, Fire Island, completely rebuilt in 2020. This exceptional property features seven private en-suite bedrooms, including two poolside suites, a stunning open-concept living area with chef’s kitchen, and resort-style amenities throughout. Enjoy a solar-heated pool, meditation garden, covered outdoor dining pavilion, and a separate studio with full bath. The spectacular rooftop deck offers panoramic views from the Atlantic Ocean to the Great South Bay. A rare opportunity to experience the ultimate in Fire Island luxury and privacy

Welcome to your perfect Ocean Beach escape! This turnkey coastal gem is in an unbeatable location, just moments from town and only 9 houses from the beach. Renovated from top to bottom in 2022, this pristine home perfectly blends modern updates with beach-house charm. Recent upgrades include a brand-new kitchen with all new appliances, updated plumbing and wiring, designer lighting, renovated bathrooms, new curtains, landscaping, bike rack, decking, and roof. There are two bedrooms on the first floor, one with a private half bathroom. The spiral staircase leads to a cozy loft offering additional lounge or sleeping space as well as access to attic storage space. Step outside to the private back deck, a quiet outdoor retreat perfect for entertaining, dining al fresco, or unwinding after a day at the beach. Offered fully furnished. Low taxes, affordable flood insurance and easy maintenance, this move-in-ready home is the ultimate Ocean Beach getaway or rental investment property!

Welcome to this charming South Bayport ranch, where classic character meets modern updates. From the moment you arrive, you’ll appreciate the pride of ownership and inviting curb appeal. Step inside through the bright and airy sun porch into a warm, welcoming living and dining area bathed in natural light. The heart of the home is the updated eat-in kitchen, renovated just three years ago with stylish butcher block countertops, gas cooking, and newer appliances. It’s a delightful space that overlooks the private, fully fenced backyard—perfect for relaxing or entertaining. Comfort is key in this home, which features radiant floor heating throughout the living room, both bedrooms, and the bathroom, ensuring a cozy atmosphere all year round. Beautiful hardwood floors add a touch of timeless charm, while central air conditioning keeps things cool in the summer. Storage is never an issue here, thanks to a huge attic and a sprawling unfinished basement equipped with a convenient bilco door.

Just steps away from the Great South Bay with a private community beach, this beautifully designed and meticulously maintained home sits on the canal with 50 foot of frontage allowing for your own boat slip. When entering this home, the open flow can bring you through a chef‘s kitchen with stainless steel appliances, gas range, double oven, trash compacter and center island, leading to the formal dining room which brings you to a living room with a gas fire place, wet bar and sitting area making plenty of room for entertaining. This house also boasts 3 bedrooms 2 1/2 baths. 2 of the bedrooms also have finished lofts. Also a Bonus home office, laundry room, central air, natural gas, mature landscaping, with IGS and raised vegetable gardens. Panoramic views of Great South Bay, canal, and wet Lands. You will think you are on vacation every day when you are watching the Breathtaking Sunrises and Sunsets. This is not just a house its a amazing Lifestyle!

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

SUMMERWIND – An Extraordinary Waterfront Estate on the Connetquot River. Welcome to Summerwind, one of Oakdale’s most distinguished waterfront estates. Privately set behind stone gates on 1.09 beautifully landscaped acres, this custom-built residence offers approximately 6,286 square feet of luxurious living space, 200 feet of Connetquot River frontage, and a 150-foot private deep-water T-dock with direct access to the Great South Bay, Fire Island, and the Atlantic Ocean. Built in 2004 with exceptional craftsmanship, this three-story brick Colonial showcases Brazilian cherry hardwood floors, handcrafted millwork, soaring ceilings, crystal chandeliers, and timeless architectural details throughout. The gourmet chef’s kitchen features custom cabinetry, expansive granite countertops, premium appliances, and an oversized center island that opens seamlessly to the spectacular Great Room with a coffered ceiling and fireplace. The luxurious primary suite offers a private sitting area with fir

Perched just a block from the Great South Bay, this south-facing Colonial offers a rare blend of coastal elegance and expansive space on a sprawling. 63-acre corner lot. The home is bathed in natural light, with an open-concept layout that flows seamlessly from the oversized great room into a large, chef-ready kitchen featuring gas cooking. Throughout the home, hardwood floors and modern overhead lighting create a warm, polished atmosphere, while central AC and gas heating ensure year-round comfort. With four spacious bedrooms and 3.5 bathrooms, the floor plan is incredibly versatile. The primary suite serves as a private sanctuary, complete with a balcony where you can soak in the ocean views and salt air & full bathroom. The flexible layout even offers the potential for a mother-daughter configuration, provided the proper permits are obtained. Outside, the property truly shines. Beyond the massive yard, you’ll find a standout feature: a legal, 700-square-foot bar building right on th

Don’t miss this rare opportunity in the highly desirable Bayport community! This home features hardwood floors, vinyl siding, an updated oil burner, and an architectural style roof. This home can be purchased as-is or with the option of being fully renovated into a beautifully updated 3 bedroom, 2 bath home. Inquire for renovation plans, pricing, and additional details. This property is currently configured as a spacious 1 bedroom, but the layout offers the opportunity to be converted back to a 3-4 bedroom home

Attention all investors. This is a legal duplex home with permits and active leases. Close to schools, golf course, main street shopping and Long Island Rail Road. Oversized garage with artist's loft above

Stop the Search! Your dream home in the heart of Sayville has officially arrived! This beautifully updated 3 bedroom, 3 bathroom Cape Cod perfectly blends timeless charm with today's modern conveniences and offers a versatile floor plan that's sure to impress. Open-concept layout featuring gleaming hardwood floors, elegant wainscoting, and a professionally painted interior that creates a fresh, move in ready feel! The flexible second floor offers a spacious bedroom and full bath with it's own private entrance, Brand new carpet throughout, perfect for extended family, guests or potential accessory living with proper permits. The oversized primary suite on the first floor is a true retreat, complete with brand new luxury flooring, a private en-suite bath, and a generous walk-in closet. The Kitchen offers granite counters, rich wood cabinetry, stainless steel appliances and opens through sliding glass doors to a rear deck overlooking a fully fenced backyard, making it the perfect space fo

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!

West Sayville 2074 Sq Ft Extended Cape Cod. All Large Rooms, 3/4 Bedrooms, 3 Full Baths, (One or Two Bedrooms on Main Level and Two Upstairs). Upstairs has Hall Full Bath (tub) with Dual Entry Access from Primary Bedroom, w/Lighted Walk In Closet and Large Primary BR Rear Window with Serene Views of Secluded Rear Yard. Versatile Layout, Full Basement Plus OSE with Bilco Door, Detached Oversized Garage with Electric Garage Door Opener and Side Door to Yard. Deep and Wide 7 Car Asphalt Driveway. Located Across from Cherry Ave County Park that Offers Green Space with Playground, Dog Park, Walking Path, and Sports Fields. Delightful Western Sunsets! Situated on 1/3 Acre (110x150) Tall Treelined Property. Updated Windows, Vinyl Siding. Banquet Size Formal Dining Room with Display and Storage Cabinets, Spacious Living Room with Door out to Rear Yard. There is a Primary King Size Bedroom on Main Level and One Upstairs. Country Kitchen has Hi Hat Lighting with Hi End Cafe Appliances by GE and

Originally designed for renowned visionary Irving Cooperberg and masterfully built by William Katen in 1991, this timeless Fire Island Pines Contemporary has only grown more distinguished with age. Meticulously maintained and thoughtfully enhanced throughout the years, the home offers sweeping ocean views, exceptional privacy, and the effortless indoor-outdoor lifestyle that defines the very best of Fire Island living. Entertain and unwind across two levels of outdoor living and dining space, relax in the secluded garden hot tub, or take advantage of direct beach access just moments from your door. Perfectly positioned on prestigious Beach Hill Walk, the property enjoys a coveted location between the ocean and the vibrant communities of Fire Island Pines and our beloved sister community, Cherry Grove. Private. Exclusive. Handsome. Timeless. With a strong and proven rental history, 136 Beach Hill Walk offers not only an extraordinary lifestyle opportunity but also compelling investment

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. Encompassing more than 6,500 square feet of impeccably designed living space, this remarkable 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 generou