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Callawassie Island Real Estate

Discover Callawassie Island Real Estate Listings in South Carolina below!
With single family homes and villas, several distinct residence styles interweave within the private Callawassie Island community. Whether you prefer less property to maintain or would rather select your own lot and build a home, you can escape to your own retreat. Many homes are surrounded by stunning lagoons, wooded views, golf course views, or views overlooking the rivers that surround the Island.

Take a look at the Callawassie Island real estate listings available below! Contact Randy Smith Online or call 1-843-384-4783 if you'd like to learn more about this popular Hilton Head communtiy!

Search Callawassie Island Homes for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 Over $1,000,000
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207 Callawassie Dr, Okatie, SC - $2,350,000

Residential, Full Size
  • 4 Beds
  • 7 Baths
  • 5,930 SQFT
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Deepwater Luxury Home With Opportunities For Dolphin Watching, And Boating. Take A Lunch Or Dinner Cruise From Your Private Dock With Lift On The Colleton River To Hilton Head, Savannah, Beaufort And The Intracoastal. This Elegant Home Has To Be S...

26 River Bend Dr, Okatie, SC - $885,000

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 4,014 SQFT
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Simply Among The Best Views And Locations Within Callawassie Island! This Opportunity Provides Incredible Private Deep Water Views Of The Colleton River. Located At The Very End Of A Cul-de-sac And Privately Setback Among The Live Oaks And Mature ...

41 Sugar Mill Dr, Okatie, SC - $819,000

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 3,216 SQFT
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Truly One Of A Kind Home W/marsh Front Location, Short Boat Dock And Private Golf Front Views! Incredible 2017 Renovations, Too Many To List. Highlights: New Gourmet Expanded Kitchen With A Dream List Of Extras, Top Of The Line Appliances By Wolf ...

52 Spring Island Dr, Okatie, SC - $749,000

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 3,495 SQFT
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Custom 2014 Home Built By Jeffcoat Builders-the Best Quality! Relax On The Two Oversized Porches Making Indoor & Outdoor Living Ideal With A Bed Swing & Hot Tub. On Almost 1 Acre This Home Is Private Yet Part Of The Callawassie Island Community. M...

Photo of Listing #351205

16 S Oak Forest Dr, Okatie, SC - $745,000

Residential, Full Size
  • 3 Beds
  • 3 Baths
  • 3,468 SQFT
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This Home Offers The Rare Opportunity To Build A Private Dock; Dhec Dock Permit Expires 2022. Situated On A Peninsula, This Home Offers Long Tidal, Marsh And Water Views From Every Room. Located On A Private Cup-de-sac, This Custom Home Offers Li...

36 Spring Island Dr, Okatie, SC - $725,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 2,851 SQFT
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Sophisticated Elegance Defines This Beautiful Custom Home. Aesthetically & Thoughtfully Designed For Function, Luxury Living & Entertaining! The Open Floor Plan, Expansive Carolina Room, & Patio Are All Designed For Enjoying Lagoon & Golf Views & ...

Photo of Listing #372497

203 Callawassie Dr, Okatie, SC - $699,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,273 SQFT
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Great Possibilities With This Short Sale Custom Home Located On An Upscale Deep Water Lot With A Dock In This Gorgeous Golf Community Of Callawassie Island!. Renovated Kitchen And Baths. 3 Bedrooms Plus A Bonus Room/loft/4th Optional Bedroom Wit...

11 Tabby Point Ln, Okatie, SC - $629,000

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 3,500 SQFT
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Traditional Cedar And Brick, Lowcountry Home On Secluded Tabby Point Lane Surrounded By The Marsh. Enjoy 200 Feet Of Unobstructed Waterfront Views Across 1.8 Miles Of Saltwater Marsh, Padget’s Island And The Colleton River. From Most Rooms You C...

Photo of Listing #372457

32 Spring Island Dr, Okatie, SC - $624,900

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 4,632 SQFT
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Casual First-floor Living With Mother-in-law Suite And Office Upstairs. Open Floor Plan That Provides Both Golf And Water Views Of A Lagoon, Make This A Lowcountry Dream. Gourmet Kitchen W/6 Burner Range, Custom Cabinets, Double Convection Ovens A...

13 Dolphin Ln, Okatie, SC - $619,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,615 SQFT
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Gorgeous Custom Built 4-bedroom, 3.5 Bath Home Situated On A Beautiful ½ Acre With Woods And Lagoon And Tom Fazio Golf Course Views! Wonderful Floor Plan With Gleaming Cherrywood Floors, Tray Ceilings, & High End Finished Throughout. Chefs Gourmet...

53 Spring Island Dr, Okatie, SC - $595,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,000 SQFT
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Wonderfully Conditioned Marsh Front Home With Private Picturesque Views Of The Chechessee River. Launch Your Kayak From This .70 Acre Homesite! This Classic Lowcountry Style Home's Exterior Offers A Unique Transformation, From Entry, Into A Fabulo...

Photo of Listing #370646

9 Sequoia Ct, Okatie, SC - $579,000

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 3,122 SQFT
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Enjoy The Best View On Callawassie Island. This Luxury Home Provides Scenic Views Of The Colleton River Waterway. Large Deck, Screen Porch And Fire Pit Area Are Perfect For Entertaining. Large Mbr W/ensuite Bath Boasts His And Her Closets And Stea...

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