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$2,560,000
HILTONHEAD-506559 MLS
Rare Lowcountry Legacy Listing | Over 14 Acres on May River Road | T3 Edge Zoning. Set along one of Bluffton's most iconic corridors, this extraordinary 14-acre offering presents a rare opportunity to own a significant stretch of the Lowcountry in a location where privacy, prestige, and potential converge. Framed by the natural beauty and timeless character of the May River area, the property offers a stunning backdrop of mature landscape and expansive acreage an increasingly scarce combination this close to the heart of Bluffton. Zoned T3 Edge, this property invites a refined vision-whether creating a private estate of distinction, a multi-generational compound, or a thoughtfully designed enclave that blends residential with boutique live-work opportunities. Moments from Old Town Bluffton, world-class dining, waterfront views, and a short drive to Hilton Head Island. This opportunity embodies the very essence of Lowcountry living...unhurried, sophisticated, and rich with possibility.

29 Barrel Runners Way, Bluffton

Listing courtesy of Charter One Realty.

$6,985,000
5 Beds 5 Baths 3,402 SqFt. HILTONHEAD-504994 MLS
One of the last remaining legacy waterfront estates in Bluffton, this extraordinary property is being offered for the first time in 65 years. Encompassing 16.6 acres of high ground adorned with majestic trees and heirloom plantings, the estate boasts 485 feet of frontage along the scenic May River, with sweeping views both upriver and downriver. Accessed from picturesque South Carolina Highway 46, the property enjoys a prime location just minutes from downtown Bluffton, approximately 20 minutes to historic Savannah, and 30 minutes to charming Beaufort. The existing approximately 3,400-square-foot residence, built in the 1960s, offers the opportunity for restoration or the perfect footprint for a custom new build. A private dock and swimming pool enhance the waterfront lifestyle, while rare Old Line Camellia plantings add character and timeless Southern charm. With substantial acreage between May River Road and the riverfront, the estate offers exceptional privacy and flexibility-ideal for a multigenerational family compound, equestrian retreat, or legacy waterfront residence. A rare opportunity to secure one of Bluffton's most significant remaining riverfront properties.

942 May River Road, Bluffton

Listing courtesy of Charter One Realty.

$5,995,000
6 Beds 5 Baths 8,000 SqFt. HILTONHEAD-502780 MLS
A rare Lowcountry treasure, this exceptional 13+ acre estate spans sweeping marsh and May River frontage and features one of the largest residential docks on the river, at an impressive 150 linear feet. Recently reimagined with a remarkable transformation, this grand property offers a level of scale, privacy, and craftsmanship that truly must be experienced in person. Inside, the main level hosts five spacious bedrooms and four redesigned bathrooms, all thoughtfully designed for effortless single level living. The kitchen has been expanded greatly and flows effortlessly into the expansive great room while an additional poolside living space provides a favored riverfront place of respite. Upstairs, a fully appointed apartment wrapped in rich heart pine paneling provides additional living space with endless views that stretch across the tidal waters. Everywhere you turn, the landscape steals the show. With its unmatched acreage, expansive waterfront, and extraordinary dock, the potential to shape a legacy property for generations to come is unmistakable. This is Lowcountry living at its most timeless, gracious, and unforgettable.

45 Linden Park E Drive, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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