Cherry Grove NY Real Estate & Homes for Sale

This beautifully renovated beach side, ranch-style home, on a high & dry location is a must-see! With 4 bedrooms, 2 bathrooms, two sunny decks and a hot tub. Plenty of gardening space. This well maintained property is a great income producer. Don't miss out on this opportunity to own a beautiful contemporary home just steps from the beach.

Charming West End cottage just 3 houses off the beach in the lovely West End section of Cherry Grove. Hardwood floors, open kitchen/living room. Beautiful pool and deck surround with plenty of room for gardens! Central heat and air-conditioning. Outdoor shower, too!

Spectacular oceanfront compound featuring 4 units (2 bed/2ba primary; 3 bed/1ba rental; studio rental; 1 bed detached cottage rental). Plus basic plans for a proposed 3rd floor addition for 2 new bed 2ba unit. This double lot has its own private beach access and large deck overlooking the dunes, white sandy beach and Atlantic Ocean. 1/4 mile to Cherry Grove dock; 1 mile to Pines. Very private and quiet. There is great potential to renovate the kitchens and baths to increase seasonal rental rates. NOW AVAILABLE for SEASONAL RENTAL - Three Units from $20K, $22K & $30K per month for June, July & August. Weekly rentals will be considered. CALL MITCH NOW TO SCHEDULE A SHOWING!

East End classic cottage! Original John Eberhardt cottage completely updated with vaulted ceilings on a large, corner lot! Two bedrooms, beautiful tiled bathroom, private fenced-in deck. Steps to the Beach!! Unique shared partnership.

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.

597 Cottage Walk is a welcoming retreat tucked into a private enclave of just 3 properties, The open living / dining room & kitchen spills out onto the large pool deck set amid a captivating garden. 3 thoughtfully appointed bedrooms & 3 full baths. Additional amenitie include air conditioning throughout, bluestone patio, outdoor shower and potential for private beach access.

Mid Century dream on sought after Midway Walk. Extra deep lot offers unparalleled privacy only a short distance from the harbor. Wraparound outdoor decking leads to n extraordinary lanai and an extra large lap pool. Primary bedroom with ensuite bath, second guest bedroom currently set up as cozy pool facing family room.

Exciting investment opportunity on the oceanfront. 4 bedrooms, 3 Baths. Classic open living /dining/ kitchen with panoramic oceanfront views is the last word in casual beach living

Beautifully maintained oceanfront 2 bedroom duplex. Open living/dining/kitchen giving way to magnificent oceanfront terrace. The Co-ops are a terrific investment and source of pride for its residents.

The best coop in the complex is now available, 1 of only 2 oceanfront units with a private entrance and 3 exposures (South, East, and North). Enter downstairs where there is a guest bedroom facing out to beautiful greenery. Ascend the staircase to the great room - an open living/dining/kitchen with a vaulted ceiling facing South through sliding glass doors to your oceanfront deck and the beach just in front of you. Also in this room is a large picture window facing East down the beach for glorious sunrises, as well as clerestory windows facing East for maximum natural ventilation. 3/4 bathroom with skylight and primary bedroom in the back half of the apartment. The oceanfront deck features room for dining and loungng, as well as a wondeful outdoor shower. Split system AC serves the apartment, where all exterior and systems maintenance is handled by the management company. Hassle free oceanfront living at its best.

The most beautiful Guest House in Fire Island Pines! (90 minutes from NYC! Profitable business with upside potential! 60 second walk to dock or beach! Privacy and serenity only seconds from the action! Residential real estate prices are rising! Limited competition, with high barrier to entrance market! Don't miss out - see the Madison now!

Experience the epitome of bayfront living in this exquisite residence overlooking the Great South Bay. Designed as a haven for sophisticated entertaining, every aspect of this home exudes luxury. Enjoy breathtaking panoramic bay views, indulgent amenities, and meticulously crafted spaces that redefine the essence of The Pines. Whether you're hosting grand soir?es or seeking intimate gatherings, every detail of this refined retreat ensures a harmonious blend of comfort and pleasure. The property boasts a prime location, commanding views, ample space, and an inviting ambiance. A state-of-the-art professional kitchen awaits culinary enthusiasts, while vast garage doors seamlessly connect the interior with a screened porch, allowing for a seamless indoor-outdoor lifestyle. Renowned architect Scott Bromley has lent his expertise to the creation of new mahogany decks, providing the perfect backdrop for your outdoor pursuits. Meanwhile, the gardens offer a canvas for your creativity, enhanced by the masterful lighting design of Randy Wilson. With a generous rent roll, this stunning bayfront home presents a rare opportunity to indulge in luxury living while enjoying lucrative returns. Discover the pinnacle of coastal elegance and make this unparalleled retreat your own.

Close to the harbor, 388 Neptune is a welcoming retreat surrounded by lush gardens and expansive pool decking, the ultimate in relaxation and entertainment. The open plan kitchen- dining-living room makes for casual beach living. Three spacious bedrooms, all with on-suite full baths.

Thoughtfully designed 3 bedroom 1980's Classic Fire Island Pines...open floor plan with hardwood floors and walls of glass...bask in the natural light and enjoy breathtaking views of the surrounding beauty. Whether hosting a summer soiree' around the large salt water pool or simply relaxing by the fire...Not just a home...an intelligent investment in our lifestyle...a sanctuary where you can escape the hustle, breathe in the sea air, and savor the timeless charm of this beachside classic. Must be seen!

This Fire Island Pines Home is One Block From the Ocean W/ A Roof Top Deck W/ Hot Tub & Scenic Views of The Ocean & Bay. 6 Private Bedrooms W/ Private Baths & Balcony! Completely Remodeled, Italian Porcelain Wood Grain Floor Throughout, LED Lighting Throughout, Fujitsu HIVAC Units In Each Room, On Demand Hot Water, Salt Water Pool, Outside Shower, Trex Decking Throughout All Three Floors, Gourmet Kitchen With Thermidor Appliances, High End Spa Suite Primary Bedroom Gas Fireplace W/ Remote Control, Built in Surround Sound & Speakers W/ 4 Zones.

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 and hardwood floors, Outdoor Space ideal for entertaining or relaxation. Just a short walk to town and beaches. Enjoy the peace and beauty of nature right at your doorstep. Don't miss the opportunity to own this beautiful home in a prime location. Schedule a viewing today and experience the perfect balance of comfort, convenience, and natural beauty.

Exceedingly Unique Two-House Property with Outdoor Oasis Brilliantly Captivating Property with Private Swimming Pool and Expansive Cedar Deck! Centrally situated just steps from the Ocean, this two-house property affords a leisurely lifestyle, while also offering the possibility of investment income. Explore the immaculate 1BR/1BA main home to discover an organically flowing layout, gorgeous white oak flooring, tons of shimmering natural light, vaulted ceilings, and a sizeable living room. Further delight in the renovated gourmet kitchen, which includes stainless-steel appliances, European-inspired two-tone cabinets, quartz countertops, an electric stove, built-in microwave, dishwasher, an undermount sink, sleek hardware, and an adjoining dining area. Perfectly sized for relaxation, the bedroom bursts with character, while the full bathroom elevates self-care routines with stylish finishes. Versatility is key, especially when seeking a cashflow opportunity. Be impressed with the possibilities of the 2BR/1BA guest home. Similarly fashioned for universal appeal, the property may be utilized for multigenerational needs, full-time investment income, incredible home office(s), or part-time summer cashflow. Ensuring residents and guests alike are enchanted, the private outdoor space beckons bliss with a sparkling swimming pool, multilevel cedar deck, and lush mature greenery. Take advantage of the exceptional proximity to the beach entrance! Head over to the beach for sunbathing, shell hunting, evening picnics, or simple strolls with your beloved four-legged fur baby. Call now for your showing!

Classic Pines mid-century. Wonderfully intimate 2 bedroom, 2 bathroom set amid lush gardens just a short distance from the harbor. Beautifully appointed, the many amenities include a large pool with wraparound decking, glass brick detailing, Rais woodturning stove & beautiful furnishings.

This luxurious secluded home welcomes you with contemporary sleek designs. Large open living space with soaring ceilings and a gourmet kitchen wonderful for entertaining. Walls of glass greets your eye with stunning views of the pool area. This stunning home boasts 3 ensuite bedrooms and an additional powder room for guests. Enjoy an afternoon dip in your heated pool and then retreat to your fully air conditioned interior.

418 Ocean Walk is an architect-designed oceanfront home built to current building and elevation codes from the ground up in 2016. It features 12' ceilings on the main level and 10' ceilings on the upper level. The main level includes an open kitchen with Miele appliances, suspended wood burning fireplace, powder room and walls of glass looking out to the mahogany pool deck and ocean. The upper level features three ocean facing bedrooms with balconies, all of which are ensuite with large closets, and a vented washer dryer. There are two master suites with king beds and showers with views to the ocean as well as a queen sized suite. A large hot tub is located on a separate roof deck with panoramic unobstructed views of the ocean, bay and Fire Island itself. The pool deck - open yet protected from winds - comfortably accommodates outdoor dining, separate areas for lounging and a heated oceanfront pool. There is direct beach access via a private walk built in 2021. In addition to new furnishings, the wood floors have been just been refinished and new remote operated blinds have been installed in the bedrooms. One of three HVAC systems is brand new. The others are less than three years old. Pool heater is 2 years old. Roof was recoated less than two years ago. House is fully winterized, including a basement the size of the ground floor with high ceilings that functions as storage and could include a home gym.

Welcome to your dream retreat in Fire Island Pines! This stunning four-bedroom, four-bathroom home offers the perfect blend of luxury and comfort. Step inside to discover a beautifully updated interior, boasting tile flooring throughout and a newly renovated kitchen complete with a brand-new cooktop and refrigerator. Enjoy endless relaxation with on-demand hot water and a heated pool, perfect for unwinding after a day at the beach. The property features a hot tub, ideal for starlit evenings under the Fire Island sky. Outdoor living is a breeze with decking, perfect for entertaining or soaking up the sun, and exterior lighting to set the mood. Convenience is key with two washers, two dryers, and an icemaker, ensuring your beach towels are always fresh and cocktails are always chilled. Stay cool all summer long with mini-split AC units throughout the house, providing personalized comfort in every room. Additional features include siding and fencing for privacy, a trash shed for convenience, and a brand-new electrical panel for peace of mind. Don't miss your chance to own this slice of paradise in Fire Island Pines. Schedule your viewing today and make this coastal oasis your own!

This 4 bedroom oasis sits high on Tarpon Walk boasting beautiful Ocean and Bay Views from the upstairs open floor plan. Enter the private pool space through the front gate and discover the manicured landscape and Zen gardens. The pool has a brand new electric pool heater and in-ground bench pool design. Enter the foyer and enjoy the open design of the 2 story ceiling. 4 bedrooms and 2 baths on the main floor and a flowing kitchen, dining room, living room, bathroom layout upstairs. East facing outdoor deck space with outdoor dining and living space.

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 Bay.

Welcome to the Kodak House! The "Kodak House" is one of the most iconic houses built by Horace Gifford in 1965 during the "Go Go" days of Fire Island. It acquired its nickname "Kodak House" due to its resemblance to the Kodak Flashcube placed on the top of the Kodak Instamatic camera used in the 1960's. The house was designed in the shape of a Greek cross with four tall slender tower bases delicately tethered to its sand dune hovering like a "Spaceship" over its earthbound neighbors. At night the house transforms into a lighthouse with light streaming out of its wall-to-wall 14' high windows. The 1st floor consists of 3 bedrooms and 2 baths with wrap-around decks where each bedroom has its own deck area. The 2nd floor opens to a spacious living area containing 2 living room areas, a dining area, and a separated kitchen each claiming the four tower niches.The open areas command panoramic ocean views from its 14' windows. Enveloping the outside of the 2nd floor are wrap-around cantilevered decks to sit or dine beholding the gorgeousness of its ocean views.