Crooked Pond Real Estate

Crooked Pond Real Estate

Welcome to Crooked Pond, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming community in Beaufort County offers a unique blend of serene landscapes and vibrant coastal living, making it an ideal destination for families, retirees, and anyone seeking a peaceful retreat.

Crooked Pond is characterized by its picturesque ponds, lush greenery, and beautifully designed homes that reflect the Lowcountry charm. The area boasts a variety of architectural styles, from traditional Southern homes to modern designs, ensuring that there is something for everyone. Residents enjoy spacious lots and a friendly neighborhood atmosphere, perfect for evening strolls or weekend gatherings.

One of the standout features of Crooked Pond is its proximity to Hilton Head Island's stunning beaches. Just a short drive away, you can bask in the sun on pristine sandy shores, indulge in water sports, or explore the island's many parks and nature trails. The community is also conveniently located near shopping, dining, and entertainment options, providing an ideal balance of tranquility and accessibility.

For those who appreciate outdoor activities, Crooked Pond is surrounded by golf courses, tennis clubs, and biking paths, making it easy to stay active and enjoy the natural beauty of the area. The community is also known for its excellent schools, making it a great choice for families looking to settle down.

Whether you’re searching for a permanent residence or a vacation home, Crooked Pond offers a unique lifestyle that celebrates the best of Hilton Head Island living. Discover your dream home in this enchanting community today!

Newest Listings in Crooked Pond

$1,150,000
3 Beds 5 Baths 3,250 SqFt. HILTONHEAD-511807 MLS
Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$845,000
3 Beds 3 Baths 2,454 SqFt. HILTONHEAD-509823 MLS
Welcome to classic Lowcountry living in Hilton Head Plantation, one of the Island's most sought-after gated communities. Tucked away on a quiet cul-de-sac and backing to tranquil woods, this beautifully and impeccably maintained 3-bedroom, 2.5-bath home offers 2,454 square feet of charm, privacy, and inviting living space. The recently renovated showstopper kitchen is truly the heart of the home and an unforgettable showpiece. Anchored by an enormous picture window overlooking the lush landscaped yard and protected wooded backdrop, the space is immersed in nature. The view is so expansive and serene that it creates the illusion the property extends endlessly into the protected woods beyond. Framed by towering greenery and filled with natural light throughout the day, this incredible window transforms the kitchen into a warm, calming gathering space unlike anything you typically find on Hilton Head Island. Spectacular!!! All bedrooms are conveniently located upstairs, while the main level offers an ideal flow for entertaining and everyday living. Downstairs you'll find a spacious living room, sunroom, formal dining room, and a versatile den - a truly coveted flex space perfect for a home office, media room, fitness, or even guest overflow. The home's exterior captures timeless Southern charm with a welcoming front porch, attached one-car garage (with additional storage space as it's extended in length). Mature landscaping surrounds the property with towering specimen trees, native azaleas, and even a blooming pomegranate tree, creating a lush and unforgettable setting. This is the {famous} good juju house! Residents of Hilton Head Plantation enjoy an unmatched lifestyle with two guarded entrances, private beach access (Dolphin Head), miles of leisure trails (including my favorite - The Bluff Walk), and some of the island's most desirable amenities - including an incredible community pool complex complete with a lazy river, area for lap swimming, and kiddo splash pad, too. This is a rare and special opportunity to enjoy privacy, nature, and resort-style living in one of Hilton Head's premier communities.

54 Edgewood Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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