Connect

Find us on...

Stop by...

Hilton Head Office:
23-C Shelter Cove Lane, Suite 100A
Hilton Head Island, SC 29928

Bluffton Office:
212 Bluffton Road, Unit 300
Bluffton, SC 29910

Contact Us

Dashboard

Continue with...

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.

Search Callawassie Island Homes for Sale

Map Save this Search
Sort listings by:Price, High to Low

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,054 SQFT
  • 645 DOM
View details More Photos Save

A $3.5+million Home For Half The Price! 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 Sq. Ft. Custom Built Home. Enjoy Luxury Lowcountry Livi...

94 Winding Oak Drive, Okatie, SC - $799,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,091 SQFT
  • 79 DOM
View details More Photos Save

Enjoy Spectacular Sunsets Over The Colleton River From This Custom Built Lifestyle Home. Open Concept Main Floor Opens To Screened Lanai That Includes Pool And Hot Tub. Split Floor Plan. Master Bedroom Has His And Hers Large Walk In Closets And Sp...

21 Wild Magnolia Lane, Okatie, SC - $750,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,625 SQFT
  • 76 DOM
View details More Photos Save

Incredible Long Views Of The Colleton River With Private Dock. This Unique One Floor Contemporary Home Perfectly Situated Privately At The End Of A Quiet Cul-de-sac With 205' Water Frontage. An Open U-shaped Designed Floor Plan Around A Beautiful ...

3 Tabby Point Lane, Okatie, SC - $739,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,240 SQFT
  • 174 DOM
View details More Photos Save

Show-stopping Lowcountry Retreat—a Unique Offering On Callawassie Island. This Well-designed Home Is Completely Renovated With Quality, Custom & Designer Details Throughout. A List Of Updates Is Available. An Open Concept With Windows Across The B...

31 Longwood Drive, Okatie, SC - $679,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 3,123 SQFT
  • 101 DOM
View details More Photos Save

Perhaps One Of The Premier Views Within Callawassie Island At An Extraordinary Value. Adjacent Home Just Sold For $875,000. This Home Situated, At The End Of The Cul-de-sac, Has A Private Setting Of Nature, Marsh And Golf Views. Enjoy Daily Beauti...

Photo of Listing #394896

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,918 SQFT
  • 528 DOM
View details More Photos Save

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 ...

Photo of Listing #404707

70 Osprey Circle, Okatie, SC - $668,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,362 SQFT
  • 164 DOM
View details More Photos Save

Stunning Lowcountry Style Home Located On One Of The Premier Golf And Pond Views Within Callawassie Island. Located On The Memorable Fazio Magnolia Course 5th Hole Has Expansive Private Views To Enjoy Golf And Nature. This Family Residence, Or Ret...

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

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,068 SQFT
  • 138 DOM
View details More Photos Save

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...

Photo of Listing #399285

7 N Oak Forest Drive, Okatie, SC - $569,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,177 SQFT
  • 348 DOM
View details More Photos Save

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...

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,511 SQFT
  • 269 DOM
View details More Photos Save

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 ...

15 Winding Oak Drive, Okatie, SC - $499,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,694 SQFT
  • 684 DOM
View details More Photos Save

This Home Is A Must See! Located On #2 Magnolia Golf Course Yet Recessed From Errant Golf Balls In A Beautifully Landscaped Back Yard. The Private, Spacious Master Bedroom Wing Has 2 Walk-in Closets, A Steam Shower, Double Sinks & Walk-in Tub. It ...

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

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,268 SQFT
  • 92 DOM
View details More Photos Save

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...

Register Today For Free!

Gain Access to Incredible, Members-Only Features!
Save Searches * Set Up E-Mail Alerts * Share With Friends

Login Sign Up Now!

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.

^ Back to: Callawassie Island Homes

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.