Cherry Grove Real Estate

Welcome to Cherry Grove, a hidden gem nestled on Fire Island in Suffolk County, New York. This charming seaside community is renowned for its stunning natural beauty, vibrant culture, and a unique sense of belonging that draws visitors and residents alike. With its pristine beaches, picturesque boardwalks, and lush maritime forests, Cherry Grove offers an idyllic escape from the hustle and bustle of everyday life.

Cherry Grove is not just a place; it’s a lifestyle. This quaint village is famous for its welcoming atmosphere and diverse community, making it a perfect retreat for families, couples, and individuals seeking a serene coastal experience. The town boasts a rich history, with charming cottages and homes that reflect its storied past, while modern amenities ensure comfort and convenience for all.

Outdoor enthusiasts will find endless opportunities to explore the natural surroundings. Spend your days lounging on the soft sands of the Atlantic Ocean, kayaking through serene waters, or hiking the scenic trails of the nearby Fire Island National Seashore. As the sun sets, the vibrant nightlife comes alive with local eateries, cozy bars, and lively events that celebrate the spirit of Cherry Grove.

Whether you’re looking to invest in a vacation home, a year-round residence, or simply seeking a tranquil getaway, Cherry Grove offers a unique blend of relaxation and community. Discover the charm of this enchanting locale, where every day feels like a vacation, and the beauty of nature is just outside your door. Welcome home to Cherry Grove, where your dream lifestyle awaits!

Newest Listings in Cherry Grove

$359,000

1 Baths ⋅ 1004042 MLS

Top Floor studio co-op at the Cherry Grove Inn. Enjoy views of the Atlantic Ocean from this lovely, corner apartment. Outoor seating area, coin-op laundry, shared outdoor shower and the most amazing common roof deck with 360 views of Fire Island, ocean & bay!! Subletting permitted. Pets permitted. Occupancy is approximately six months. Maintenance is 12 months.

176 Ocean Unit #15, Cherry Grove

$875,000

2 Beds ⋅ 1 Baths ⋅ 1025002 MLS

This beautifully maintained Cherry Grove home offers the perfect combination of comfort and style. Step inside to discover beautiful wood flooring throughout, soaring vaulted ceilings, and an abundance of natural light from the skylight and thermal double-pane windows. The inviting living room features a wood-burning fireplace, creating the perfect atmosphere for cozy evenings in every season. The updated kitchen and bathroom showcase granite countertops, new appliances, and modern finishes designed for effortless living. This adorable cottage includes central air conditioning and heat, and a newly insulated crawl space with heat tracing for added efficiency and peace of mind. Outdoor living is just as impressive, with two spacious decks ideal for entertaining, dining, or relaxing in the sun. Additional features include a hot and cold outdoor shower, privacy fencing, and a large cedar storage shed. Inside, you’ll appreciate the washer and dryer, large closets, and a loft for additional storage, providing plenty of room for all your beach essentials. Whether you’re searching for a weekend retreat, a summer getaway, or a home to enjoy throughout the summer and then some, this exceptional Cherry Grove property is ready to welcome you. Features Include: Beautiful wood floors throughout Central air conditioning and heat for year round comfort Wood-burning fireplace Thermal double-pane windows Newly insulated under-house area with heat tracing Updated kitchen and bathroom Granite countertops New appliances New decking Two large outdoor living spaces Vaulted ceilings Skylights Large outdoor cedar shed Loft storage Large closets Washer and dryer Hot and cold outdoor shower Privacy fencing This home is a rare opportunity to own a thoughtfully updated, move-in-ready property in the heart of Cherry Grove

169 Main Walk, Cherry Grove

$5,250,000

4 Beds ⋅ 4 Baths ⋅ 1021398 MLS

We are proud to introduce Crest House, one of Cherry Grove's most extraordinary oceanfront estates. Commanding 120 feet of direct Atlantic Ocean frontage on a rare double lot spanning 0.37 acres. Built in 2012 and maintained with meticulous attention to detail, this 7,130 square foot post-and-beam residence rises three stories above the dunes and delivers an unmatched Fire Island living experience. Four bedrooms, three full baths, a powder room, soaring vaulted ceilings, three fireplaces, and a fully furnished interior make this a true turn-key retreat. The open-plan main level flows seamlessly into over 4,700 square feet of outdoor living - expansive decks, a heated pool, covered porch, and private courtyard - all framed by endless ocean views. Central air, forced air heat, and four zones of climate control ensure comfort in every season. Car-free Cherry Grove offers the rarest combination of privacy and community on the East End. Exit the ferry and enter a world where you're surrounded by nothing but the sounds of the ocean and the breeze. Properties of this caliber - this size, this position, this craftsmanship - simply do not come to market often.

55 Lewis Walk, Cherry Grove

$2,500,000

4 Beds ⋅ 5 Baths ⋅ 1017237 MLS

Brand New Oceanfront Home with Pool! This stunning newly constructed residence offers the perfect blend of luxury, comfort, and breathtaking natural beauty. Featuring four spacious bedrooms, including two private primary ensuite retreats, and three-and-a-half beautifully appointed bathrooms, the home is designed for effortless coastal living. The bright and airy open-concept living, dining, and kitchen area is ideal for entertaining, with seamless indoor-outdoor flow and spectacular water views. Step outside to enjoy the fabulous new swimming pool and stylish cabana, creating your own private resort by the sea. Crowning this exceptional property is an expansive roof deck showcasing panoramic vistas of both the Atlantic Ocean and the Great South Bay—an unforgettable setting for sunrise coffee, sunset cocktails, and stargazing. A rare opportunity to own a brand-new oceanfront sanctuary in an incomparable location.

52 Lewis Walk, Cherry Grove

$345,000

1 Baths ⋅ 1019306 MLS

Poolside studio co-op at Grove Manor in the heart of Cherry Grove! This charming and thoughtfully designed studio offers an efficient, open layout with a newly renovated bathroom, painted floors, air conditioning, and a large picture window overlooking the gardens, filling the space with natural light. Step right outside to the spacious common deck and enjoy the heated, salt-water pool, perfect for relaxing on warm summer days. Additional amenities include shared coin-operated laundry facilities and an outdoor shower for easy beach living. Grove Manor is a well-maintained, smoke-free community, ideally located close to the beach, bay, shops, restaurants, and all that Cherry Grove has to offer. A wonderful opportunity to own a carefree island retreat in one of Fire Island's most sought-after communities

179A Ocean Walk Unit #6, Cherry Grove

$1,750,000

7 Beds ⋅ 8 Baths ⋅ 1017133 MLS

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

37 Bayview Walk, Cherry Grove

$350,000

1013890 MLS

Build your dream home on this prime oceanfront corner lot located on the coveted East End of Cherry Grove. Perched behind a high protective dune, this exceptional property offers a rare combination of privacy, elevation, and direct access to one of the most beautiful beaches on the East Coast. Enjoy breathtaking ocean views, the soothing sound of the surf, and endless possibilities for creating your ideal coastal retreat. Just steps from the sand, this unique parcel presents a remarkable opportunity to own a piece of Fire Island's spectacular shoreline. Oceanfront lots of this caliber are seldom available.

54A Lewis Walk, Cherry Grove

$1,350,000

4 Beds ⋅ 2 Baths ⋅ 1015727 MLS

This is truly a one-of-a-kind opportunity! An extraordinary, expansive ocean front property in Cherry Grove, featuring a rare double lot with stunning ocean frontage. 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 owners 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 moments.

54 Lewis Walk, Cherry Grove

$1,700,000

3 Beds ⋅ 3 Baths ⋅ 1014328 MLS

Experience coastal living at its finest in this exceptional 3-bedroom, 3-bathroom home featuring stunning bay views from multiple levels and some of the most breathtaking panoramas in Cherry Grove. Relax on the spacious rear deck as you watch ferries glide across the bay and enjoy the ever-changing waterfront scenery. The primary suite opens to a charming Juliette balcony, offering a private retreat with picturesque bay views. For truly unforgettable sunsets and sweeping water vistas, the rooftop deck provides one of the area's most spectacular vantage points. The first floor features a bright, open-concept layout designed for effortless entertaining, with a spacious living room, dining area, and well-appointed kitchen, all accented by beautiful hardwood floors. This level also includes a comfortable guest bedroom, a full bath, and a convenient laundry/utility room. On the second floor, the primary suite offers a private en suite bath and direct access to the Juliette balcony overlooking the bay as well as a 3rd bedroom. At the top of the spiral staircase is a third full bath, along with a versatile loft-style space featuring a desk area and room for a pull-out sofa, creating additional sleeping accommodations for guests or work space. With its thoughtfully designed layout, multiple outdoor living spaces, and spectacular bay views from nearly every level, this remarkable home offers the perfect blend of comfort, style, and waterfront charm.

118 Bayview Walk, Cherry Grove

$1,695,000

3 Beds ⋅ 3 Baths ⋅ 1011905 MLS

Timeless Waterfront Retreat on the Great South Bay - Steeped in history and dating back to circa 1909, this exceptional waterfront home offers a rare opportunity to own a truly special property with a rich and storied past. Nestled along the shores of the Great South Bay, the residence features 3 bedrooms and 2.5 bathrooms, showcasing breathtaking sunset views and the unique charm of watching the ferry arrive each day. Beautifully remodeled while preserving its historic character, the home boasts gleaming hardwood floors, a stunning fieldstone fireplace, central air conditioning, satellite TV, and high-speed Wi-Fi. The inviting interior blends classic elegance with modern comfort, creating an ideal setting for year-round living or a seasonal escape. Outside, enjoy a heated swimming pool surrounded by mature gardens and established plantings that provide beauty and privacy. Additional amenities include an enclosed outdoor shower and a separate washer/dryer shed, enhancing the relaxed waterfront lifestyle. Offering unmatched scenery, character, and comfort, this remarkable property is a rare gem on the Great South Bay.

209 Bayview Walk, Cherry Grove

$799,000

4 Beds ⋅ 1 Baths ⋅ 1010527 MLS

Tucked away in the west end of Cherry Grove, 236. Sea Walk offers the perfect blend of privacy, charm and natural beauty. Situated on one of Cherry Grove‘s, most peaceful and picturesque walks this queen cottage is surrounded by lush, landscaping and serene outdoor spaces that capture the essence of Cherry Grove living. Inside the home features four bedrooms, one full bathroom and an open floor plan concept that creates a comfortable and inviting atmosphere for entertaining and relaxing. A wood-burning stove serves as the centerpiece of the living area.

236 Sea Walk, Cherry Grove

$225,000

1 Baths ⋅ 1003401 MLS

Beautiful, main floor studio co-op apartment at the Cherry Grove Inn. Nicely renovated with new floors, updated kitchen and bath. Wi-Fi, thru-the-wall A/C, shared outdoor shower & coin-op laundry. Enjoy the best views of Fire Island from the roof deck... ocean, bay and fabulous sunsets! Seasonal occupancy, approximately six months each year with options to sublet both short term and seasonally.

176 Ocean Unit #9, Cherry Grove

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.