Wildhorse/Squire/Gumtree Homes with Trail(s) Amenities

Wildhorse/Squire/Gumtree Homes with Trail(s) Amenities

Welcome to the enchanting Wildhorse/Squire/Gumtree area of Hilton Head Island, South Carolina, where coastal charm meets serene living. Nestled in the heart of Beaufort County, this picturesque community offers a unique blend of natural beauty and modern amenities, making it an ideal location for families, retirees, and anyone seeking a tranquil escape.

The Wildhorse/Squire/Gumtree neighborhoods are celebrated for their inviting atmosphere and stunning landscapes. Residents enjoy the convenience of nearby shopping, dining, and recreational activities, all while being surrounded by the breathtaking beauty of Hilton Head Island’s lush greenery and scenic waterways. With easy access to pristine beaches and world-class golf courses, outdoor enthusiasts will find a paradise waiting at their doorstep.

One of the standout features of homes in this area is the abundance of trails and amenities that promote an active lifestyle. Picture yourself taking leisurely strolls or invigorating bike rides along the scenic pathways that wind through the community. These trails not only connect residents to nature but also foster a strong sense of community, making it easy to meet neighbors and enjoy the vibrant local culture.

Whether you’re looking for a cozy family home or a luxurious retreat, the Wildhorse/Squire/Gumtree area offers a diverse selection of properties that cater to various tastes and preferences. Embrace the charm of Hilton Head Island and discover your dream home in this idyllic coastal community, where every day feels like a vacation. Experience the best of island living in Wildhorse/Squire/Gumtree, where comfort and adventure await!

Newest Wildhorse/Squire/Gumtree Homes with Trail(s) Amenities

$1,395,000
5 Beds 3 Baths 3,420 SqFt. HILTONHEAD-511733 MLS
Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$589,999
3 Beds 2 Baths 1,829 SqFt. HILTONHEAD-509111 MLS
Tucked away on a quiet cul-de-sac within the charming Squiresgate community on Hilton Head Island, this beautifully renovated 3-bedroom, 2-bathroom coastal bungalow offers the perfect blend of comfort, style, and convenience. Set on a generous .34-acre corner lot, the home welcomes you with a bright, open living space filled with natural light, flowing effortlessly into a warm and inviting family room overlooking a private, fenced backyard framed by lush, mature tropical landscaping. Thoughtfully updated throughout, recent improvements include a fully renovated kitchen and bathrooms, new flooring, interior paint, custom built-ins, doors, lighting, and fixtures-creating a fresh, modern feel with a relaxed boho-inspired aesthetic.Designed for both everyday living and entertaining, the main living areas transition seamlessly to an expansive patio, offering an ideal outdoor retreat with ample space for dining, lounging, or future enhancements such as a screened porch, outdoor kitchen and pool. Additional highlights include a 2-car garage, expanded parking pad with room for a boat or small trailer, and extra storage for recreational vehicles. Located in a golf cart-friendly neighborhood with low POA fees and minimal restrictions, Squiresgate is one of the island's hidden gems-just moments from waterfront dining along Skull Creek, local restaurants, public schools, and easy access on and off the island. Residents also have the option to join the nearby Country Club of Hilton Head, offering premier golf, tennis, pool, fitness, and spa amenities. This inviting home delivers a rare opportunity to enjoy relaxed coastal living in a peaceful, well-connected setting.

20 Kings Court, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

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