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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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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 #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 ...

3 Osprey Cir, Okatie, SC - $679,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 4,529 SQFT
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When You Walk Through The Door, You Will Immediately Feel At Home In This Immaculate, Stunning, One-of-a-kind Home With Updates Galore! The Perfect Place For You And Your Family To Start Making Memories! A Chef's Dream Kitchen - Custom Built Cabin...

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

Residential, Full Size
  • 4 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...

Photo of Listing #397300

8 Wild Magnolia Ln, Okatie, SC - $610,000

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

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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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. © 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.