Hilton Head Island, SC Homes for Sale in a Gated Community

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  /65

  $1,059,000

  • 3 Beds
  • 3.5 Baths
  • 2,104 Sq Ft

  17 Bridgeport Ln, Hilton Head Island, SC 29928

  Located in the Bridgeport section of gated Shipyard Plantation, 17 Bridgeport pairs a 2025 top-to-bottom renovation with a modern coastal feel and effortless island living in a quiet residential enclave (no short-term rentals). Just 1.5 miles to Hilton Head's beaches, you're minutes from morning walks, bike rides, and time on the fairways or courts. New windows, interior doors, and wide-plank

  Garrett Vilcheck William Raveis - Carolina LLC

  

  17 Bridgeport Ln, Hilton Head Island, SC 29928
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  /95

  $1,815,000

  • 6 Beds
  • 4 Baths
  • 3,333 Sq Ft

  123 Sandcastle Ct, Hilton Head Island, SC 29928

  Real Life Sandcastle by the Sea! In the heart of Hilton Head Island, this beautifully and Professionally Fully Furnished 6 Bedroom, 4 Full Bathroom home sleeps 22 and offers upscale comfort throughout—no carpet, only gorgeous tile! Enjoy a Fully Loaded Gourmet Kitchen, Private Heated Saltwater Pool, and Screened Porch with a Large Swing Bed overlooking 1.5 Acres of Protected Woods in the

  Jennifer Boecker The HomesFinder Realty Group

  

  123 Sandcastle Ct, Hilton Head Island, SC 29928
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  /56

  $318,100

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  380 Marshland Rd Unit D34, Hilton Head Island, SC 29926

  Location, Location, Location! - Turnkey & Ready to Go! Welcome to your private, secluded retreat in the highly sought-after Summer House Villas!This immaculate end-unit, 2-bedroom, 2-bathroom condo combines tranquility with convenience, offering serene, wooded views and effortless island living-perfect as a primary residence, second home, or investment property. Step inside to discover a

  David Thornton IV William Raveis - Carolina LLC

  

  380 Marshland Rd Unit D34, Hilton Head Island, SC 29926
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  /2

  $60,000

  • Land
  • 0 Acre

  161 Harbour Passage Unit C56, Hilton Head Island, SC 29926

  Rare 30 foot slip located near the South Carolina Yacht Club in the Windmill Harbour Marina. Easy straight in docking. This Marina is the only locked marina on the Eastern Seaboard that opens directly to the deep water of The Intercoastal Waterway. Slip has 24/7 Security, Fuel pumps, restrooms, and Marina Store located nearby. Rental Program available through Harbour Master

  Dave Collins eXp Realty LLC - Bluffton

  

  161 Harbour Passage Unit C56, Hilton Head Island, SC 29926
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  /2

  $459,000

  • 4 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

  246 Ceasar Place, Hilton Head Island, SC 29926

  Welcome to 246 Ceasar Place. Inside, you'll find an open and functional floor plan designed with family life in mind. The spacious living areas flow seamlessly into a bright, well-appointed kitchen where meals, homework, and conversations naturally come together. Large windows throughout the home allow natural light to pour in, creating a warm and cheerful environment in every room. Whether

  Christopher Edenfield eXp Realty LLC - Bluffton

  

  246 Ceasar Place, Hilton Head Island, SC 29926
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  /10

  $2,150,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,043 Sq Ft

  321 Fort Howell Dr, Hilton Head Island, SC 29926

  Southern Charm meets Lowcountry Luxury in this new construction, Custom Home in beautiful Palmetto Hall. Set for Summer 2026 completion. Stunning features include soaring ceilings, 4 spacious en-suite bedrooms, first-floor primary suite, dedicated office, 4.5 baths, chef's kitchen with large island and luxury stainless steel appliances, Amazing Golf Course views, 2 way indoor/outdoor Tabby Shell

  Kimberly Mcelman Harbour & Home Real Estate

  

  321 Fort Howell Dr, Hilton Head Island, SC 29926

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