Cherry Grove Homes with Pool

Welcome to Cherry Grove, a hidden gem nestled in the heart of Suffolk County, New York. This picturesque hamlet is not just a beautiful place to live; it’s a vibrant community that offers a unique blend of tranquility and excitement. Known for its stunning beaches, welcoming atmosphere, and rich history, Cherry Grove is a perfect retreat for those seeking a coastal lifestyle.

One of the standout features of homes in Cherry Grove is the abundance of properties with pools. Imagine stepping out of your beautifully designed home into your own private oasis, where you can soak up the sun or host gatherings with family and friends. Homes with pools in this charming area provide the perfect backdrop for relaxation and entertainment, making every day feel like a vacation.

Cherry Grove is renowned for its stunning waterfront views and lush landscapes, making it a desirable location for both year-round residents and seasonal visitors. The community is characterized by its friendly neighbors and a laid-back vibe, perfect for leisurely strolls along the beach or enjoying a sunset from your poolside deck.

In addition, Cherry Grove offers a variety of local shops, restaurants, and recreational activities, ensuring that you’ll never run out of things to do. Whether you’re an outdoor enthusiast, a foodie, or someone who enjoys the arts, there’s something for everyone in this vibrant community.

Explore the beauty of Cherry Grove and discover the perfect home with a pool that suits your lifestyle. Embrace the charm of coastal living and make this enchanting hamlet your new home!

Newest Cherry Grove Homes with Pool

$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

$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

$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

$850,000

2 Beds ⋅ 2 Baths ⋅ 996848 MLS

Charming original cottage situated directly on the Great South Bay, featuring two bedrooms and two full bathrooms, plus an outdoor shower and ample space for a large pool. The open-concept living and dining area boasts vaulted ceilings and a cozy fireplace, creating a bright and inviting atmosphere. The primary bedroom features sliding glass doors that open directly onto the bayside deck, offering stunning water views and easy outdoor access. Additional highlights include an updated kitchen, an indoor washer and dryer, and a spacious corner lot. This unique waterfront property combines classic cottage charm with modern conveniences, making it the perfect bayside retreat.

71 Bayview Walk, Cherry Grove

$1,725,000

4 Beds ⋅ 4 Baths ⋅ 965259 MLS

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

300 Lewis Walk, Cherry Grove

Start Your Search

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.