Expert Real Estate Advice from a Local Professional. Top Producer 15 yrs | Resident over 30 yrs | Owner Big Bamboo 20 yrs

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. 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.

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(843) 301-3333

Tristan's Featured Listings

  • 50 Marsh Island Road - $7,975,000

    50 Marsh Island Road - $7,975,000

    Gull Island is for those seeking the finest of what Sea Pines has to offer. Once owned by Charles Fraser, founder of Sea Pines, this homesite is a true beauty. The 9.5-acre island offers two (...)

  • 28 Carters Manor - $3,995,000

    28 Carters Manor - $3,995,000

    Newly Listed 7000 sq ft OCEANFRONT ESTATE w/ 2 Private Pools + Detached Guesthouse & Brand New Private Beach Walk. An unrivaled oceanfront masterpiece heavily remodeled in 2020 by Tom Peeples (...)

  • 43 Scarborough Head Road - $929,000

    43 Scarborough Head Road - $929,000

    Executive Port Royal ocean-oriented 4bd/5ba 3200 sq ft residence. Luxurious finishes throughout featuring granite counters, hardwood floors, smooth ceilings, custom windows, built-in's, chef's (...)

  • 8 Windjammer Court - $929,000

    8 Windjammer Court - $929,000

    Exclusive Harbour Town 4Bd/4Ba home on a full size lot with private swimming pool. Steps from Harbor Town Golf Links and new Clubhouse with easy access to Sea Pines beaches, amenities, shopping and (...)

  • 2108 Sea Crest Villas - $584,000

    2108 Sea Crest Villas - $584,000

    Make this luxury oceanfront Sea Crest villa your beach getaway! Nicely appointed 2 bedroom / 2 bathroom first floor oceanfront villa on N Forest Beach recently upgraded with new paint, upgraded (...)

  • 36 Bermuda Point Circle - $499,000

    36 Bermuda Point Circle - $499,000

    Custom-built, four bedroom home conveniently located on Hilton Head’s north shore within the gated waterfront-community of Bermuda Pointe. Open floor plan with quality, architectural upgrades. (...)

  • 9 Broomsedge Court - <span class="ip-slashprice">$289,000</span> <span class="ip-newprice">$281,500</span>

    9 Broomsedge Court - $289,000 $281,500

    This is Hilton Head Plantation's best value!

  • 93 Forest Cove Villas - $197,777

    93 Forest Cove Villas - $197,777

    2020 floor to ceiling renovation on this 2 Bed / 2 Bath Forest Cove deluxe villa with fireplace . New paint including scraped ceilings, new floors, new kitchen + brand new bathrooms. Offering (...)

  • B153 Hilton Head Beach & Tennis - $189,999

    B153 Hilton Head Beach & Tennis - $189,999

    Steps to the ocean from this furnished villa, completely renovated in 2017 with porcelain tile floors throughout, smooth ceilings, recessed lighting, tiled bath surround with porcelain tub. All new (...)

  • 21 Drummond Lane - $95,000

    21 Drummond Lane - $95,000

    21 Drummond Lane is located on a beautiful setting and offers a strong opportunity at a very attractive price, this is nothing short of a phenomenal property...PRICED TO SELL! 21 Drummond Lane is a (...)

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(843) 301-3333

3 Executive Park Road Hilton Head Island, SC. 29928