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If you’re looking for a poster child for the notion that America is the land of opportunity, and Hilton Head Island offers more fertile soil than most for the growth of the American Dream, you could do far worse than Tristan O’Grady.

Born in the U.K. and raised in the extremely British-sounding Buckinghamshire, O’Grady spent his formative years traveling from place to place. His father, a resort developer, kept his family constantly on the move, and before he was rown the younger O’Grady had called England, Australia and South Africa home.

His wandering days ended when his father’s business in the U.S. led him to a golf vacation here on the island.

And while the life of an island nightspot operator proved too at odds with the life of a loving father of four, O’Grady launched a successful real estate career while still running Bamboo with his brother. A realtor has to be able to really sell the island, and O’Grady has a killer elevator pitch.

“When I sell real estate, I say after living on other continents, Hilton Head Island offers a better lifestyle and place to live than anywhere else in the world,” he said. “You can find bluer water or a better bar scene or a sandier beach, but when you put it all together, Hilton Head comes out on top.”

And apparently it’s not a bad place to chase down the American Dream, either.

Properties

Results 1 - 15 of 15
28 Carters Manor
28 Carters Manor
Hilton Head Island, South Carolina, United States
Beds: 8   Baths: 9   County: Beaufort   Region: Forest Beach   

$3,995,000

8 Windjammer Court
8 Windjammer Court
Hilton Head Island, South Carolina, United States
Beds: 4   Baths: 4   Ft2: 3   County: Beaufort   Region: Sea Pines   

$929,000

2108 Sea Crest Villas
2108 Sea Crest Villas
Hilton Head Island, South Carolina, United States
Beds: 2   Baths: 2   Ft2: 1,327   County: Beaufort   Region: Forest Beach   

$584,000

50 Marsh Island Road
50 Marsh Island Road
Hilton Head Island, South Carolina, United States
Beds: 6   Baths: 8   Ft2: 8,500   Lot Size: 10   Lot Acres: 9.50   County: Beaufort   Region: Sea Pines   

$7,975,000

36 Bermuda Point Circle
36 Bermuda Point Circle
Hilton Head Island, South Carolina, United States
Beds: 4   Baths: 4   Ft2: 2,500   County: Beaufort   Region: Hilton Head/general   

$499,000

43 Scarborough Head Road
43 Scarborough Head Road
Hilton Head Island, South Carolina, United States
Beds: 4   Baths: 5   Ft2: 3,200   Lot Size: 1   County: Beaufort   Region: Port Royal   

$929,000

93 Forest Cove Villas
93 Forest Cove Villas
Hilton Head Island, South Carolina, United States
Beds: 2   Baths: 2   Ft2: 1,000   County: Beaufort   Region: Hilton Head/general   

$197,777

B153 Hilton Head Beach & Tennis
B153 Hilton Head Beach & Tennis
Hilton Head Island, South Carolina, United States
Beds: 1   Baths: 1   Ft2: 540   County: Beaufort   Region: Folly Field   

$189,999

B154 Hilton Head Beach & Tennis
Pending
B154 Hilton Head Beach & Tennis
Hilton Head Island, South Carolina, United States
Beds: 1   Baths: 1   Ft2: 540   County: Beaufort   Region: Folly Field   

$178,888

86 Cypress Marsh Drive
Pending
86 Cypress Marsh Drive
Hilton Head Island, South Carolina
Beds: 4   Baths: 4   County: Beaufort   Region: Hilton Head Plantation   

$739,000

9 Broomsedge Court
9 Broomsedge Court
Hilton Head Island, South Carolina, United States
Beds: 3   Baths: 2   Ft2: 1,753   County: Beaufort   Region: Hilton Head Plantation   

$289,000 $281,500

19 Gunnery Lane
Pending
19 Gunnery Lane
Hilton Head Island, South Carolina, United States
Beds: 4   Baths: 3   County: Beaufort   Region: Sea Pines   

$829,000

8 Periwinkle
Pending
8 Periwinkle
Hilton Head Island, South Carolina, United States
County: Beaufort   Region: Folly Field   

$280,000

1036 Caravel Court
Pending
1036 Caravel Court
Hilton Head Island, South Carolina, United States
Beds: 1   Baths: 1   County: Beaufort   Region: Sea Pines   

$379,000

21 Drummond Lane
21 Drummond Lane
Hilton Head Island, South Carolina, United States
County: Beaufort   Region: Indigo Run   

$95,000

3 Executive Park Road Hilton Head Island, SC. 29928

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