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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,054 SQFT
  • 317 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...

211 Callawassie Drive, Okatie, SC - $1,425,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,092 SQFT
  • 232 DOM
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Fantastic, Like-new, Custom Built Home W/ Deepwater Dock On The Prestigious Colleton River! Welcome To 211 Callawassie, Built By One Of The Areas Finest Luxury Home Builders, Set On Almost 1 Acre, This Estate Features One Of The Longest Views You ...

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,014 SQFT
  • 106 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
  • 277 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 ...

52 Spring Island Drive, Okatie, SC - $739,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,495 SQFT
  • 349 DOM
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Picturesque Low Country Home And Community! Custom Built By Reputable Quality Builder At A Value Exceeding The Asking Price. Significant Quality High End Finishes And Attention To Detail Are Throughout. Enjoy The Privacy Associated With A Nice Set...

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

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,468 SQFT
  • 1,381 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...

3 Osprey Circle, Okatie, SC - $678,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 4,529 SQFT
  • 81 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...

Photo of Listing #394896

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,918 SQFT
  • 219 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
  • 105 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
  • 193 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 #397300

8 Wild Magnolia Lane, Okatie, SC - $589,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,680 SQFT
  • 117 DOM
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Breathtaking Views Over The Colleton River Every Night! Sitting At One Of The Highest Elevations On Callawassie Island! Walk Through The Front Door Into The Dramatic Front Entry With Cathedral Ceiling That Draws You Into The View Over The In-groun...

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

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,177 SQFT
  • 39 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 Bathrooms Plus A Finished Bonus Room Over Garage. Elev...

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