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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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Photo of Listing #390359

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

Residential, Full Size
  • 4 Beds
  • 7 Baths
  • 6,054 SQFT
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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 #394472

211 Callawassie Dr, Okatie, SC - $1,437,500

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 3,092 SQFT
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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 Dr, Okatie, SC - $885,000

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 4,014 SQFT
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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 ...

Photo of Listing #393111

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

Residential, Full Size
  • 3 Beds
  • 5 Baths
  • 3,592 SQFT
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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 ...

Photo of Listing #351205

16 S Oak Forest Dr, Okatie, SC - $745,000

Residential, Full Size
  • 3 Beds
  • 3 Baths
  • 3,468 SQFT
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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 #389484

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

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 3,495 SQFT
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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...

Photo of Listing #394461

3 Osprey Cir, Okatie, SC - $725,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 4,529 SQFT
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Elegant Southern Living William Poole Designed Classic Home With Too Many Upgrades To List. Enjoy The Charm Of This Home And The Scenic Private Pond View Overlooking The Bird Rookery. This Steve Tilton Built Home Features A 2 Story Foyer With Cust...

Photo of Listing #394896

36 Spring Island Dr, Okatie, SC - $695,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,918 SQFT
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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 Dr, Okatie, SC - $639,000

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 3,394 SQFT
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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...

8 Wild Magnolia Ln, Okatie, SC - $625,000

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 2,680 SQFT
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Breathtaking Sunset 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 I...

Photo of Listing #394331

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

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 4,632 SQFT
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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...

53 Spring Island Dr, Okatie, SC - $595,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,000 SQFT
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Wonderfully Conditioned Marsh Front Home With Private Picturesque Views Of The Chechessee River. Launch Your Kayak From This .70 Acre Homesite! This Classic Lowcountry Style Home's Exterior Offers A Unique Transformation, From Entry, Into A Fabulo...

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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. © 2019 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.