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$1,725,000
4 Beds ⋅ 4 Baths ⋅ 4,230 SqFt. ⋅ HILTONHEAD-505086 MLS
Second row in Port Royal Plantation - where proximity to the beach via a private path defines the lifestyle and the value. Just moments from the sand, this exceptional homesite offers the rare opportunity to own this close to the Atlantic within one of Hilton Head's most private oceanfront communities.The home has been comprehensively updated, including a new 2024 roof, fresh interior and exterior paint, renovated kitchen and baths, and updated flooring throughout. While fully improved, it still carries the warmth and character of a classic coastal residence. The original garage was thoughtfully converted into a heated and cooled media/leisure room, creating additional flexible living space (and may be converted back if desired). A circular drive enhances both curb appeal and ease of access.Second-row living in Port Royal includes private beach access, an oceanfront beach club, golf, tennis, pickleball, leisure trails, and 24-hour security - a combination of location and community that is increasingly rare.

85 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$6,800,000
5 Beds ⋅ 6 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-503236 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This impeccably crafted 5-bedroom, 5.5-bath residence offers breathtaking panoramic Atlantic views and sophisticated coastal living at its finest. Built in 2010 and meticulously maintained, this home blends timeless architecture with modern elegance and exceptional construction quality. A grand foyer and soaring ceilings welcome you into open, light-filled living spaces designed to capture the beauty of the shoreline from nearly every room. Walls of glass frame sweeping ocean vistas, while refined interior finishes include custom millwork, stone and wood flooring, and luxurious designer details throughout. The chef's kitchen features premium appliances, a generous island, and seamless flow into multiple dining and gathering areas-ideal for both intimate living and entertaining. The primary suite is a serene retreat with stunning views, a spa-inspired bathroom, and ample closet space. Each guest suite offers privacy and comfort, with ensuite baths and refined appointments. Step outside to your private beachfront oasis, complete with an oceanside pool and spa, expansive terraces, outdoor living areas, and direct access to Hilton Head's pristine shoreline. Enjoy sunsets, sea breezes, and the tranquil sound of waves from beautifully designed outdoor spaces. This home has been thoughtfully updated and enhanced with a new 30-year roof installed in 2023, two tankless water heaters, HomeTeam in-wall pest control system, DogWatch invisible fencing, a home security system, multiple new HVAC systems, upgraded lighting, custom living room cabinetry, extended oceanside patio, refinished exterior surfaces, new mini-split in the finished garage room, new appliances, and numerous additional improvements completed between 2018-2025. Additional features include an elevator, multiple living and media spaces, an oversized 4-car garage, impact-rated windows, and exceptional storage throughout. Located on one of Port Royal's most sought-after oceanfront streets, this residence offers the rare combination of luxury, privacy, and direct beach access within a secure, gated oceanfront community. A true coastal masterpiece-crafted for those seeking exceptional oceanfront living on Hilton Head Island.

16 Planters Row, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Hilton Head Properties.

$6,350,000
5 Beds ⋅ 7 Baths ⋅ 6,346 SqFt. ⋅ HILTONHEAD-450493 MLS
This rare oceanfront opportunity sits in one of Hilton Head’s premier gated communities, offering direct access to the island’s finest beaches. Surrounded by pristine dunes and open space, the home features a private path leading directly to the sand. Designed with exquisite woodwork and fine craftsmanship, the home’s expansive interior has been lightly used as a secondary residence, ensuring exceptional condition. Enjoy breathtaking ocean views and stunning sunrises, embracing a coastal lifestyle. This property provides an unparalleled opportunity to own a refined oceanfront escape in one of Hilton Head’s most exclusive enclaves.

28 Planters Row, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Maxey Blackstream Christie's International Real Estate.

$2,790,000
4 Beds ⋅ 5 Baths ⋅ 4,504 SqFt. ⋅ HILTONHEAD-448904 MLS
Home has so many upgrades auto blinds heated bathroom floor hepa air filtration throughout home pocket doors all rooms have dimmer lights smart thermostats led lights in yard lots of attic storage spray foam insulation 2 gas automatic fireplaces security system sliding kitchen drawers whole house dehumidifier uv light sanitizers in HVAC systems office has built in desk and file drawers 2 master suites one could be for guests or in-laws 2 refrigerators wine cooler and wet bar in sunroom home sound system with builtin speakers has hurricane metal panels in case of storms for front door area sprinklers circular driveway

49 Planters Row, Hilton Head Island

Listing courtesy of Woodforest Realty LLC. Selling Office: Century 21 Diamond Realty.

$5,100,000
6 Beds ⋅ 6 Baths ⋅ 4,054 SqFt. ⋅ HILTONHEAD-441875 MLS
Dayspring has become available for you. This stunning oceanfront residence located in Port Royal Plantation on Hilton Head Island is a classic. Located on two homesites, this property was designed and built to capture the essence of the Island and it's ocean views. This home is open and spacious and has 3 separate living areas - would be great for those looking for a multi-generational home as well as a large home that entertains well.

40 Planters Row, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: EXP Realty LLC.

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