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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,054 SQFT
  • 377 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 Sqft Custom Built Home. Enjoy Luxury Lowcountry Living From Your Private 24hr Deep Water Dock W...

Photo of Listing #397734

26 River Bend Drive, Okatie, SC - $799,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,014 SQFT
  • 152 DOM
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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 ...

35 Sugar Mill Drive, Okatie, SC - $749,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,592 SQFT
  • 341 DOM
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Gorgeous Rear Western Sunset Views From All Over The House And Back Patio Or Private Dock. Tidal Creek & Chechessee River Expansive Views. Neutral Paint, Crown Molding, Trey Ceilings, 10ft+ Ceilings, Renovated With Entirely New Kitchen, Gas Stove ...

16 S Oak Forest Drive, Okatie, SC - $729,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,468 SQFT
  • 1,388 DOM
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This Furnished 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. New Roof 2019! Located On A Private Cup-de-sac, T...

Photo of Listing #394896

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,918 SQFT
  • 234 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 ...

22 Island Creek Drive, Okatie, SC - $639,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,394 SQFT
  • 112 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...

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,632 SQFT
  • 282 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 #398302

3 Osprey Circle, Okatie, SC - $599,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 4,529 SQFT
  • 140 DOM
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Rare Gem Custom Home In Perfect Condition! When You Walk Through The Door, You'll Immediately Feel At Home In This Immaculate, One-of-a-kind Home With Updates Galore! The Perfect Place For You & Your Family To Start Making Memories! A Chef's Dream...

7 N Oak Forest Drive, Okatie, SC - $589,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,177 SQFT
  • 103 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...

Photo of Listing #389506

1 Heron Point, Okatie, SC - $550,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,660 SQFT
  • 430 DOM
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The Elegance Of Southern Living & Contemporary Design Are Epitomized In This Amazing Property! Waterfront Home Situated Between Stately Pines, Moss Laden Oaks & The Beauty Of Salt Marshes. Soaring Ceilings & Walls Of Windows Provide Natural Light ...

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,511 SQFT
  • 24 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 ...

78 Osprey Circle, Okatie, SC - $549,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,600 SQFT
  • 19 DOM
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2020 Extensive Renovation To This Tilton Group Built Home! This Lowcountry Style Home Originally Built In 2000, On .71 Acre, Framed With Beautiful Live Oaks Overlooks The Magnolia # 6 Par 3 Green And Lagoon. Quality Abounds In This 3 Bedroom, Plus...

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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.