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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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16 Wild Magnolia Lane, Okatie, SC - $1,975,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,527 SQFT
  • 46 DOM
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Envision Having The Opportunity To Own The Quintessential Lowcountry Architectural Style Home, With Panoramic Marsh/deep Water Views Of The Colleton River With A Private Dock+boat Lift. It's Here And No Need To Build! This Steve Tilton Built Custo...

18 Dolphin Lane, Okatie, SC - $1,350,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,282 SQFT
  • 164 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 Two Isl...

1 Cracked Crab Court, Okatie, SC - $1,350,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,385 SQFT
  • 35 DOM
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Modern Lowcountry Living At Its Best! Located In A Secluded Cul De Sac On Callawassie Island, This Custom-built 3,400 Square Foot Home On ¾ Acre Is Interwoven With Nature From The Front Yard Of Live Oaks To The Long Marsh View. The Essence Of Sout...

Photo of Listing #417852

37 Sugar Mill Drive, Okatie, SC - $1,275,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,852 SQFT
  • 143 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
  • 125 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...

Photo of Listing #420673

18 Tabby Point Lane, Okatie, SC - $1,196,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 3,140 SQFT
  • 59 DOM
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Located At The End Of The Highly Coveted Tabby Point Peninsula Of Callawassie Island, This Riverfront Gem Is The Essence Of Lowcountry Living. This Charming Waterfront Estate Is On A High Bluff, Nestled Between Mature Live Oaks, Draped In Spanish ...

Photo of Listing #419767

35 Spring Island Drive, Okatie, SC - $879,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,425 SQFT
  • 115 DOM
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Marsh + Privacy + Move-in Ready! This Beautifully Renovated Home Features Quality And Custom Details Throughout. A Split Floor Plan On One Level Offers A Dining Room And Carolina Room. Immaculately Maintained With Updated Kitchen, Hardwood Floors,...

66 Osprey Circle, Okatie, SC - $749,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,632 SQFT
  • 31 DOM
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Stunning 66 Osprey Circle ~ Over 3600 Hsf, This Home Offers 3 Spacious Bedrooms, 4 Full Baths, Office, Craft Room, Lots Of Storage, Screened Porch & 1000+sf Sundeck Space To Enjoy Views Of Spectacular Golf Course And Lagoon. Newly Updated With Ge...

13 Longwood Drive, Okatie, SC - $639,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,988 SQFT
  • 142 DOM
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Lowcountry Style Home Featuring 3b/3ba Main House Plus Carriage House Over Garage With Mini-kit, 4th Ba, Screen Porch. Main House Has Great Room/dining Room Combination, Fireplace, Study, French Doors To Covered Wrap-around Deck. Granite Counters ...

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

Land, Unimproved Land
  • 232 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...

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

Land, Unimproved Land
  • 309 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.

Photo of Listing #390525

120 Winding Oak Drive, Okatie, SC - $100,000

Land, Unimproved Land
  • 1,058 DOM
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.64 Acre Marsh Front Homesite. Callawassie Island Was Designed As A Residential Community Wildlife Habitat. 726 Home Sites, Approx. 500 Homes & 880 Acres Of Salt Marsh, Golf Course & Green Space. Offering World Class Golf, 6 Har-tru Tennis Courts,...

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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. © 2022 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.