Crooked Pond Homes for Sale

Crooked Pond Homes for Sale

Welcome to Crooked Pond, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming subdivision offers a unique blend of natural beauty and modern living, making it an ideal destination for families, retirees, and anyone seeking a serene coastal lifestyle.

Crooked Pond is renowned for its picturesque landscapes, with lush greenery and tranquil ponds that create a peaceful atmosphere. Residents can enjoy leisurely strolls along the scenic pathways, or take advantage of the nearby recreational opportunities that Hilton Head Island has to offer. From pristine beaches to world-class golf courses, outdoor enthusiasts will find plenty to keep them active and engaged.

The homes for sale in Crooked Pond showcase a variety of architectural styles, catering to diverse tastes and preferences. Whether you’re looking for a cozy retreat or a spacious family home, you’ll find options that suit your needs. Many properties feature open floor plans, modern amenities, and beautiful outdoor spaces perfect for entertaining or simply enjoying the stunning South Carolina weather.

Living in Crooked Pond means being part of a welcoming community that values both privacy and connection. With easy access to local shops, dining, and entertainment, you’ll find everything you need right at your fingertips. Plus, the vibrant culture of Hilton Head Island, with its rich history and diverse activities, is just a stone’s throw away.

Explore the homes for sale in Crooked Pond today and discover the perfect blend of comfort, convenience, and coastal charm that awaits you in this idyllic subdivision. Your dream home in Hilton Head Island is just around the corner!

Newest Crooked Pond Homes for Sale

$1,150,000
3 Beds 5 Baths 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

Courtesy of Charter One Realty

$845,000
3 Beds 3 Baths 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

Courtesy of RE/MAX Island Realty

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