Refine Search
Sort by
$1,140,000
3 Beds 4 Baths HILTONHEAD-510693 MLS
Welcome to 5 Tradewind Lane, a stunning coastal retreat in the private gated community of Harbor Island on Saint Helena Island, where modern coastal design meets the natural beauty of the South Carolina Lowcountry. Built in 2023 and positioned just five rows back from the oceanfront, this move-in-ready home offers ocean views, lagoon frontage, privacy, comfort, and strong investment potential. Thoughtfully designed with 3 bedrooms, 3 full bathrooms, and 1 half bath across 2,037 square feet, this practically new home features a bright open-concept layout ideal for both everyday living and entertaining. An interior elevator provides easy access to all levels, while the expansive third-floor wraparound cantilever deck captures sweeping views of the Atlantic Ocean, Saint Helena Sound, and the tranquil lagoon. Located directly on the lagoon, the outdoor living spaces highlight true island living while offering daily views of Harbor Island's abundant coastal wildlife, including shorebirds, egrets, and deer. Both ensuite guest bedrooms include private screened-in decks, creating peaceful retreats to enjoy the coastal breeze and scenery. Additional highlights include elevated positioning on one of Harbor Island's higher points, all-newer appliances, quartz kitchen countertops, and a spacious garage with ample storage and a workshop area. The sale also includes a 2023 upgraded golf cart for convenient island travel. With newer construction throughout, the home offers peace of mind with modern systems and custom finishes, and is completely move-in ready. Short-term and long-term rentals are allowed, making this an excellent opportunity for investors, second-home buyers, or full-time residents. Harbor Island offers resort-style amenities including a clubhouse, three pools, fitness center, tennis, basketball and pickleball courts, putting and chipping green, crabbing docks, and picnic pavilion areas perfect after a beach day. Conveniently located minutes from Hunting Island and Fripp Island and approximately 30 minutes to historic downtown Beaufort, this home delivers the ideal blend of relaxation, recreation, and Lowcountry coastal living.

5 Tradewind Lane, St Helena Island

Listing courtesy of RE/MAX Island Realty.

$1,895,000
3 Beds 3 Baths HILTONHEAD-508169 MLS
14 Comfort Point. A truly rare offering in the Lowcountry-a custom Craftsman-style deepwater estate set on over 1.3 acres along the scenic banks of Wallace Creek. Opportunities like this are exceptionally limited, where architectural integrity, acreage, and true deepwater access converge in one property. Thoughtfully designed and built with an emphasis on craftsmanship, this home showcases solid wood flooring throughout, custom millwork, detailed trim, and bespoke cabinetry, creating a warm yet elevated interior that is both timeless and distinctive. What sets this property apart is what it offers beyond the home itself: Deepwater access with a covered dock and boat lift-ideal for boating, fishing, and exploring the waterways at your doorstep. Expansive marsh and creek views, with breathtaking panoramas from the third-floor primary suite. Saltwater pool perfectly positioned to capture serene water views and coastal breezes. The ground level presents a significant opportunity-currently utilized as a workshop, it is already equipped with water and a full bath and was originally intended to be converted into a primary suite or fully separate living quarters, offering flexibility for multi-generational living, guest accommodations, or a private retreat. This is more than a home-it's a lifestyle property where peace, privacy, and waterfront living come together in a way that is increasingly difficult to replicate in today's market.

14 Comfort Point, St Helena Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$1,595,000
5 Beds 4 Baths HILTONHEAD-507852 MLS
Experience the best of coastal living on the beautiful shores of Fripp Island. This inviting island retreat offers the perfect blend of comfort, space, and investment potential in one of the Lowcountry's most desirable coastal communities. Featuring approximately 3,400 square feet of heated living space and situated on a generous 0.437 acre homesite, this home provides ample room for relaxing, entertaining, and enjoying the coastal lifestyle. The spacious layout and outdoor living areas create an ideal setting for gatherings, quiet getaways, or full-time island living. This property also presents an outstanding investment opportunity, currently generating approximately $6,000 per week in vacation rental income, making it an attractive option for buyers seeking both lifestyle and income potential. With access to the beaches, boating, and resort-style amenities that make Fripp Island so special, this home is perfectly suited as a primary residence, vacation getaway, or income-producing property. Discover the coastal charm that defines island living at its finest.

756 Marlin Drive, St Helena Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

© 2026 Georgia MLS. All rights reserved. Information Deemed Reliable But Not Guaranteed.