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Callawassie Island Real Estate

Callawassie Island real estate listings include not only single family residences, but also golf cottages, home sites and villas, many with spectacular water views and deep water docks, all with the gracious Southern lifestyle this sea island community so easily affords. Surrounded by salt marshes, the Colleton and Okatie Rivers and Chechessee Creek, Callawassie Island is located between the world-famous resort island of Hilton Head and historic Beaufort, in the heart of South Carolina Lowcountry.

Architectural features of these properties include stone floors, granite countertops, soaring ceilings, wrought iron details, archways, masonry fireplaces, and intimate courtyards. The real estate offerings are as diverse as the land itself.

Learn more about living in Callawassie Island homes below, or discover the current real estate listings on the market.

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,054 SQFT
  • 499 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 Sq. Ft. Custom Built Home. Enjoy Luxury Lowcountry Living From Your Private 24hr Deep Water Doc...

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,240 SQFT
  • 28 DOM
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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 Acros...

57 Spring Island Drive, Okatie, SC - $698,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 4,077 SQFT
  • 25 DOM
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This Home Offers Unparalleled Beauty With Far-reaching Waterfront Views And 135' Of Coastline. Relax In Complete Privacy From Your Rear Deck Or Kayak From Your Backyard And Enjoy The Morning Sunrises. The Walls Of Windows Bring The Outside In, Pro...

70 Osprey Circle, Okatie, SC - $698,000

Residential, Single Family Residence
  • 6 Beds
  • 4 Baths
  • 4,362 SQFT
  • 18 DOM
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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...

Photo of Listing #394896

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,918 SQFT
  • 382 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 ...

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,632 SQFT
  • 404 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 #397388

22 Island Creek Drive, Okatie, SC - $599,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,394 SQFT
  • 268 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...

33 Sugar Mill Drive, Okatie, SC - $599,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,088 SQFT
  • 63 DOM
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Private Dock With Large Boatlift Located Within The Private Callawassie Island Community. Enjoy Twilight Sunsets Overlooking The Tidal Marsh From Your Private Large Screened Porch. This Stately Traditional Lowcountry Style Home, Slightly Over 3,00...

Photo of Listing #399285

7 N Oak Forest Drive, Okatie, SC - $579,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,177 SQFT
  • 202 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 3.5 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
  • 123 DOM
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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 ...

4 Wild Magnolia Lane, Okatie, SC - $522,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,623 SQFT
  • 268 DOM
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Terrific Opportunity To Own A Private Waterfront Home Within Callawassie Island With Marsh/deep Water Views Of The Colleton River. Enjoy The Evening Sunsets And The Natural Beauty From This Elevated 1.36 Acre High Bluff Home. Consolidated Adjacent...

Photo of Listing #401440

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,334 SQFT
  • 117 DOM
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Beautiful Updated(2016) And Newly Expanded Custom Built Two Story Home. Open Floor Plan For Entertaining And Living Overlooking The Golf Course. Breathtaking Heart Pine Floors Greet You As You Enter The Home. Recently Updated Kitchen With Quartz C...

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More on Callawassie Island Homes For Sale

Buy what you love with Callawassie Island homes for sale! If the view is everything, you must take a second look at Callawassie. Whether you are in the market for a summer home, and winter escape or just an exceptional primary address, see the offerings we have.

Savor the Lowcountry with architectural features such as tabby columns, oystershell driveways, Savannah brick entryways, heart of pine floors, crisp color palates and, lest we forget, floating docks out the back door! Island-friendly architecture and materials dictate much of the unique and beloved features. Smart, stylish and affordable—and close to Beaufort, Charleston and Savannah. Small details on a grand scale, little surprises and beautiful features, lush landscapes and fine craftsmanship—quiet luxury at its finest.

Callawassie Island Community Highlights

Tidal marshes, abundant wildlife and 11 miles of quiet beach extend the warmest of welcomes and provide the perfect launching point for seasonal escapes or retirement living. It's no wonder that Callawassie Island homes are considered part of one of America's most highly regarded master planned communities, having recently celebrated its 25th anniversary. Many features conspire to make Callawassie the ideal place to live, not the least of which are the unexpected opportunities of affordable elegance.

Callawassie Island is an age-targeted (though not age-restricted) community and offers a wonderful assortment of single-family homes, cottages and villas, many with wonderful water views.

Callawassie Island is a private gated island community with low density, high-end amenities, leisurely living and a strong commitment to the preservation of the environment. Strands of moss-draped centuries' old live oaks and natural palmettos line the lanes of this island paradise as the marsh grasses of bright green and gold sway alongside the picturesque causeway.

Amenities Near Callawassie Island Properties

Callawassie Island is a secluded island unto itself located between Hilton Head Island and Beaufort, South Carolina. An 11-mile coastline and salt marshes of Chechessee Creek and Colleton River surround Callawassie's 880 acres.

Linked to the mainland by a causeway, the environmentally sensitive Callawassie was carefully developed and has earned the coveted Wildlife Habitat designation. Residents enjoy an idyllic lifestyle within and among nature's abundance.

Luxury amenities include:

  • three championship Tom Fazio-designed golf courses
  • a private tennis center with six Har-Tru courts
  • a 26,000 square-foot golf clubhouse with formal and informal dining options
  • two community swimming pools
  • access to 33 lagoons
  • two kayak launch docks
  • boat slips for long-term and daily dockage
  • gated entry with 24-hour staffing
  • a community fitness center
  • boating, fishing, & bicycling

Callawassie Island is gracious southern living at its finest and, though secluded, it is not at all isolated. Just over the causeway are unique boutiques, shops, excellent medical facilities and fine and casual dining.

Get a first hand look at real estate listings and lifestyle of Callawassie Island. Contact Bill True today to learn more.

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.