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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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12 Chechessee Circle, Okatie, SC - $719,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,600 SQFT
  • 83 DOM
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Marsh Front With Deep Water Views. Owners Are Currently Submitting Plans To Dhec For A Dock/boat Lift. Designed By Prominent Low Country Architect This Lovely Home Features Oversized Rooms W/ Open Plan Living & A Relaxed Yet Sophisticated Feel. La...

2 Sequoia Court, Okatie, SC - $579,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,068 SQFT
  • 231 DOM
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A Unique And Exciting Opportunity To Own This Newly Built Home On One Of Callawassie Island's Largest And Most Elevated Lots. The Southern Farmhouse Plan Is The Ideal Definition Of Relaxation And Lowcountry Life. This Lowcountry Gem Boasts 3 Bedro...

205 Callawassie Drive, Okatie, SC - $500,000

Land, Unimproved Land
  • 17 DOM
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One Of The Last Remaining, Highly Desired, True Deep-water Lots Remaining Along The Colleton River With Southern Exposure. This Incredible 0.88 Acre Homesite On Oyster Cay, Sits High In Elevation Along The Highest Bluff Of Callawassie Island And D...

14 Sequoia Court, Okatie, SC - $489,999

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,549 SQFT
  • 53 DOM
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Marsh Front Home On Private .93 Acre, Quiet Cul-de-sac W/beautiful Cove Views. Certified Wildlife Habitat Property Fully Captures The Natural Beauty & Tranquility. One Floor Open Living W/vaulted Ceilings, Wood Beams, Custom Wood Plantation Shutte...

53 Winding Oak Drive, Okatie, SC - $459,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,268 SQFT
  • 185 DOM
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This Beautifully Maintained Home, With Immaculate Landscaping, Is Perfect For Entertaining And Spacious For Comfort. Located In One Of The Highest Elevation Areas On Callawassie Island Offers Private Golf Views Of The Highly Acclaimed Tom Fazio De...

Photo of Listing #410523

66 Osprey Circle, Okatie, SC - $439,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,636 SQFT
  • 86 DOM
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10,000.00 Price Reduction - Spacious 3 Bed, 4 Bath Home With Golf View. It Has An Open Floor Plan & Master On The 1st Floor. The Home Was Just Completely Painted Throughout, Has New Flooring, New Kitchen Counters & Appliances & Many Other Upgrades...

192 Callawassie Drive, Okatie, SC - $419,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,298 SQFT
  • 270 DOM
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Conveniently Located A Short Walk To The New Callawassie Island River Club Dining Facility, Existing Community Pool And Both Boat Docks On The Colleton River. This Classic Low Country Style Home Is Set Perfectly On A Corner Home Site. Wonderfully ...

Photo of Listing #412753

71 Osprey Circle, Okatie, SC - $329,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,402 SQFT
  • 1 DOM
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If You Love Lowcountry Design With Expansive Porches And Moss-draped Oaks, This Is The Property For You! Enjoy The Relaxed Lifestyle From Your Screened-in Porch Or Sit By The Cozy Fireplace Indoors. Generous-sized Rooms, Hardwood And Tile Throu...

Photo of Listing #412741

25 Chechessee Circle, Okatie, SC - $289,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,128 SQFT
  • 1 DOM
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Great Opportunity To Buy On Callawassie Island For Under $300k! This Beautiful 3 Bedroom, 2.5 Bath Lowcountry-style Home Sits On 1.4 Acres, One Of The Largest Lots On The Island. Recent Improvements Include All New Interior Paint, New Carpet, New ...

6 Dolphin Landing, Okatie, SC - $249,400

Land, Unimproved Land
  • 145 DOM
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Amazing Homesite With Over 200 Feet Of Marsh-front Overlooking Chechessee Creek With Long Views To Spring Island. Large Building Envelope To Accommodate Your Dream Home. Raised Elevation Atop A Bluff Will Accommodate Raised Slab Construction. Loc...

18 Sugar Mill Drive, Okatie, SC - $230,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,889 SQFT
  • 47 DOM
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One Of The Best Values On The Island On A Great Street! Move Right In And Make It Your Own. Smooth Ceilings, Ceiling Fans And Good Windows And Nice Big Fireplace In The Open Living Area With Trey Ceiling - Living Rm And Dining And Patio Right Outs...

7 Winding Oak Court, Okatie, SC - $229,400

Land, Unimproved Land
  • 20 DOM
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1.25 Acre With Home Site Sitting Atop A Vista Over 300' Of Marsh-front, With Long Views Toward Colleton River. Quiet Cul-de-sac, With Secluded Home Setting. Callawassie Island Is An Established Member-owned Community With Top-flight Amenities An...

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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. © 2021 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.