Tupelo Road Homes with Trail(s) Association Amenities

Tupelo Road Homes with Trail(s) Association Amenities

Welcome to Tupelo Road, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming subdivision offers a unique blend of coastal living and serene tranquility, making it the perfect retreat for families, retirees, and anyone seeking a slice of paradise.

Tupelo Road is characterized by its picturesque tree-lined streets and beautifully landscaped properties, where Southern charm meets modern elegance. Homes in this desirable neighborhood are designed to complement the stunning natural surroundings, featuring spacious layouts, contemporary finishes, and outdoor spaces that invite relaxation and entertaining. With a variety of architectural styles, there’s something for everyone in this vibrant community.

One of the standout features of Tupelo Road is its exclusive Homes with Trails Association amenities. Residents can enjoy a network of scenic trails that wind through the neighborhood, offering a perfect setting for morning jogs, leisurely strolls, or biking adventures with family and friends. The trails not only promote an active lifestyle but also foster a sense of community as neighbors connect and create lasting memories.

Additionally, the proximity to Hilton Head Island’s pristine beaches, world-class golf courses, and vibrant dining and shopping options further enhances the allure of Tupelo Road. Whether you’re looking to soak up the sun on the sandy shores or indulge in the island's culinary delights, everything is just a stone's throw away.

Discover the charm of Tupelo Road, where coastal living meets community spirit. Experience the best of Hilton Head Island and make this enchanting neighborhood your new home!

Newest Tupelo Road Homes with Trail(s) Association Amenities

$3,875,000
7 Beds 7 Baths HILTONHEAD-504560 MLS
7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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