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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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207 Callawassie Drive, Okatie, SC - $1,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,054 SQFT
  • 499 DOM
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Located High Up On A Bluff Of Oyster Cay, An Island Off Callawassie Island, Nestled Along The Deep Waters Of The Colleton River, Sits This Elegant 5800 Sq. Ft. Custom Built Home. Enjoy Luxury Lowcountry Living From Your Private 24hr Deep Water Doc...

3 Tabby Point Lane, Okatie, SC - $739,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,240 SQFT
  • 28 DOM
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Show-stopping Lowcountry Retreat—a Unique Offering On Callawassie Island. This Well-designed Home Is Completely Renovated With Quality, Custom & Designer Details Throughout. A List Of Updates Is Available. An Open Concept With Windows Acros...

57 Spring Island Drive, Okatie, SC - $698,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 4,077 SQFT
  • 25 DOM
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This Home Offers Unparalleled Beauty With Far-reaching Waterfront Views And 135' Of Coastline. Relax In Complete Privacy From Your Rear Deck Or Kayak From Your Backyard And Enjoy The Morning Sunrises. The Walls Of Windows Bring The Outside In, Pro...

70 Osprey Circle, Okatie, SC - $698,000

Residential, Single Family Residence
  • 6 Beds
  • 4 Baths
  • 4,362 SQFT
  • 18 DOM
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Stunning Lowcountry Style Home Located On One Of The Premier Golf And Pond Views Within Callawassie Island. Located On The Memorable Fazio Magnolia Course 5th Hole Has Expansive Private Views To Enjoy Golf And Nature. This Family Residence, Or Ret...

Photo of Listing #394896

36 Spring Island Drive, Okatie, SC - $669,900

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,918 SQFT
  • 382 DOM
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A Truly Unique Custom Built Home Designed With An Open Floor Plan Concept For Entertaining Your Guests. Quality, Imagination, Functionality And Craftsmanship Details In Every Room. Privately Set Back From The Road This Home Offers A Tranquil View ...

32 Spring Island Drive, Okatie, SC - $599,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,632 SQFT
  • 404 DOM
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An Entertainer's Dream, And The Kitchen Of All Kitchens! Offering 4600+ Sqft Of Entertaining Space, A 3-car Oversized Garage All Nestled On A 1.3 Ac Lot With Total Privacy, Overlooking A Majestic Live Oak And Unobstructed Views. The Custom Kitchen...

Photo of Listing #397388

22 Island Creek Drive, Okatie, SC - $599,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,394 SQFT
  • 268 DOM
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Have It All- Marsh, Golf And Sunset Views! This Beautifully Conditioned Quintessential Lowcountry Style Home Is A Rare Opportunity To Be Among One Of The Most Sought Out Areas Within Callawassie Island. Gracious Living W/ Lots Of Charm & Attention...

33 Sugar Mill Drive, Okatie, SC - $599,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,088 SQFT
  • 63 DOM
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Private Dock With Large Boatlift Located Within The Private Callawassie Island Community. Enjoy Twilight Sunsets Overlooking The Tidal Marsh From Your Private Large Screened Porch. This Stately Traditional Lowcountry Style Home, Slightly Over 3,00...

Photo of Listing #399285

7 N Oak Forest Drive, Okatie, SC - $579,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,177 SQFT
  • 202 DOM
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This Home Has Everything: Location, Curb Appeal, Condition, Privacy, Open Casual Floor Plan, Value & Perfect For Entertaining! Great Room W/gas Fireplace, Vaulted Tray Ceilings. 3 Bedrms And 3.5 Bathrooms Plus A Finished Bonus Room Over Garage. El...

107 Winding Oak Drive, Okatie, SC - $549,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,511 SQFT
  • 123 DOM
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One Of The Best Golf/water View Homes In Ci, Located On Magnolia #5, Elevated Views, Nestled Within Mature Live Oaks And Magnolia Trees. Enjoy The Morning Sunrises And Viewing The Egret Bird Rookery Adjacent To The Greenside Pond. Low Maintenance ...

4 Wild Magnolia Lane, Okatie, SC - $522,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,623 SQFT
  • 268 DOM
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Terrific Opportunity To Own A Private Waterfront Home Within Callawassie Island With Marsh/deep Water Views Of The Colleton River. Enjoy The Evening Sunsets And The Natural Beauty From This Elevated 1.36 Acre High Bluff Home. Consolidated Adjacent...

Photo of Listing #401440

43 Winding Oak Drive, Okatie, SC - $499,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,334 SQFT
  • 117 DOM
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Beautiful Updated(2016) And Newly Expanded Custom Built Two Story Home. Open Floor Plan For Entertaining And Living Overlooking The Golf Course. Breathtaking Heart Pine Floors Greet You As You Enter The Home. Recently Updated Kitchen With Quartz C...

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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. © 2020 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.