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Callawassie Island Real Estate

Discover up-to-date Callawassie Island real estate in South Carolina below!
Southern charm and hospitality set the tone for the sea island of Callawassie, located in the heart of the Carolina Lowcountry. Surrounded by three bodies of water, and sensitively developed on 800 breathtaking acres of pristine panorama, Callawassie Island real estate defines traditional coastal elegance with its distinct architectural styling and attention to detail. With extraordinary views of deep water lagoons, meandering rivers, centuries-old live oaks and indigenous palmettos, or manicured golf courses, each home and villa serves as a retreat from the monotony, an escape from the mundane.

Take a look through the available Callawassie Island real estate listings found below, or find out more about what makes this South Carolina coastal island so special.

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24 Tabby Point Lane, Okatie, SC - $1,750,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,561 SQFT
  • 15 DOM
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Located At The End Of Coveted Tabby Point On Callawassie Island, This Riverfront Gem Is 3,561sqft, 3/3 With A 2nd Story Flex Space. A Boater's Paradise, This Home's Private Dock Has Both Stationary And Floating Docks + A New Boat Lift Adjacent To ...

37 Sugar Mill Dr, Okatie, SC - $1,400,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,852 SQFT
  • 26 DOM
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The Essence Of Lowcountry Living – Boating, Crabbing And Shrimping From Private Dock (with Boat Lift) And Spectacular Sunsets From Fire Pit Overlooking The Tidal Marshes Of Chechessee Creek. Lagoon/golf Views Across The Street. This 3 Bedroom Ren...

109 Winding Oak Drive, Okatie, SC - $1,250,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,797 SQFT
  • 8 DOM
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Nestled Between Mature Live Oaks And With Panoramic Views Of Magnolia 5 Green. Property Is Further Detailed With Themes Of Superior Build, Elegance, And Class. Mahogany Wood Doors, Welcomed By 14-16 Feet Ceilings, Custom Moldings, Trims, And Craft...

18 Dolphin Lane, Okatie, SC - $1,199,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,282 SQFT
  • 50 DOM
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Truly Custom Home With Open Floor Plan And Panoramic Marsh Views; No Deck Railings To Block Views; Can See Marsh Thru The Home From The Front Door. 3282 Square Feet With 2830 On The First Floor. 4 Bedrooms, 4-1/2 Baths, Large Kitchen With Long Is...

Photo of Listing #418563

12 Chechessee Circle, Okatie, SC - $799,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 4,151 SQFT
  • 4 DOM
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Marsh Front With Deep Water Views. Designed By A Prominent Low Country Architect This Lovely Home Features Oversized Rooms W/ Open Plan Living & A Relaxed Comfortable Feel. Large Windows Make For A Bright Cheery Home. Balconies From Every Bedroom....

Photo of Listing #418176

94 Osprey Circle, Okatie, SC - $459,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,399 SQFT
  • 6 DOM
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Enjoy The Serenity And Natural Beauty Of This Unique Location Within Callawassie Island; Close To All The Amenities. This Well Maintained Single Level Home Has Just The Right Amount Of Living Area For Most. Hardwood Floors & Granite Kitchen Counte...

Photo of Listing #417001

83 Winding Oak Drive, Okatie, SC - $419,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,288 SQFT
  • 52 DOM
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Nestled Among The Most Magnificent Collection Of Mature Live Oaks With Scenic Views Of The Golf And Lagoon Views Of The 5th Hole On The Magnolia Course. This Comfortable Ranch Style Home Features Cathedral Ceilings With An Abundance Of Floor To Ce...

7 Winding Oak Court, Okatie, SC - $239,400

Land, Unimproved Land
  • 223 DOM
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1.25 Acre With Home Site Sitting Atop A Vista Over 300' Of Marsh-front, With Long Views Toward Colleton River. Quiet Cul-de-sac, With Secluded Home Setting. Callawassie Island Is An Established Member-owned Community With Top-flight Amenities An...

32 Winding Oak Drive, Okatie, SC - $225,000

Land, Unimproved Land
  • 115 DOM
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One Of The Largest Waterfront Properties On Callawassie Island. No Time Restrictions To Build. Conveniently Located Between Bluffton And Beaufort. Island Membership Features Resort-like Tennis, Fitness, Kayak And Boating Docks, Clubhouse Dining An...

16 Dolphin Lane, Okatie, SC - $219,400

Land, Unimproved Land
  • 229 DOM
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.68 Acre Lot On Marsh-front Lot With Great Long Views To Chechessee Creek And Spring Island. Located On A Quiet Cul-de-sac With Newer Homes. Lot Sits Atop A Small Bluff Providing Good Views And Dry Ground. Adjacent Lot May Be Consolidated. Partic...

14 Dolphin Lane, Okatie, SC - $199,400

Land, Unimproved Land
  • 231 DOM
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.58 Acre Lot On Marsh-front Lot With Great Long Views To Chechessee Creek And Spring Island. Located On A Quiet Cul-de-sac With Newer Homes. Lot Sits Atop A Small Bluff Providing Good Views And Dry Ground. Adjacent Lot May Be Consolidated. Parti...

5 Woodstork Watch, Okatie, SC - $129,000

Land, Unimproved Land
  • 192 DOM
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Enjoy The Callawassie Island Lifestyle And Build Your Dream Home With Water Views. .77 Acre Homesite With Magnificent Views Overlooking The Marshes Of The Chechessee Creek And A Scenic Lagoon. Natural And Private Setting On A Short Cul-de-sac Street.

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The Callawassie Island Homes Market

As a designated Natural Wildlife Habitat Community, Callawassie is a private residential island with 24-hour security. The island itself, and its facilities, are owned and governed by its members. Convenient to Hilton Head Island, Charleston and Beaufort, Callawassie Island homes for sale offers its residents world-class amenities, including a 26,000 square-foot clubhouse with casual and formal dining, a fitness and aerobics center, six Har-Tru tennis courts, a large swimming pool, boating, and three distinctive championship golf courses designed by Tom Fazio.

Are you interested in learning more about the Callawassie Island homes for sale? Take a moment to contact us online or call 1-843-785-9500 for real advice from a trusted Hilton Head Island-area real estate professional.

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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. © 2021 Multiple Listing Service of Hilton Head Island, Inc. All rights reserved. Certain information contained herein is derived from information which is the licensed property of, and copyrighted by, Multiple Listing Service of Hilton Head Island, Inc.