Crooked Pond Homes with Trail(s) Amenities

Crooked Pond Homes with Trail(s) Amenities

Welcome to Crooked Pond, a serene gem nestled in the heart of Hilton Head Island, South Carolina. This charming community, located within Beaufort County, offers a perfect blend of natural beauty and modern living, making it an ideal choice for families, retirees, and anyone seeking a tranquil yet vibrant lifestyle.

Crooked Pond is renowned for its picturesque landscapes, featuring lush greenery and scenic waterways that create a peaceful ambiance. The neighborhood is designed with outdoor enthusiasts in mind, boasting extensive trails that wind through the area. These trails provide residents with the perfect opportunity to explore the stunning surroundings, whether you enjoy leisurely strolls, invigorating jogs, or biking adventures.

The homes in Crooked Pond are thoughtfully designed, offering a range of styles and sizes to suit different preferences and needs. Many properties in this community come equipped with desirable amenities, including spacious yards and modern interiors, making it easy to find your dream home.

Living in Crooked Pond means embracing a lifestyle where nature and community intersect. Residents often gather at local parks, enjoy weekend barbecues, or partake in neighborhood events that foster a strong sense of camaraderie. Plus, with Hilton Head Island’s renowned beaches, golf courses, and dining options just a short drive away, you’ll never run out of activities to enjoy.

If you’re looking for a place where tranquility meets convenience, Crooked Pond is the perfect destination. Experience the charm of this wonderful community and discover your ideal home today!

Newest Crooked Pond Homes with Trail(s) Amenities

$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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