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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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12 Chechessee Circle, Okatie, SC - $699,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,600 SQFT
  • 39 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...

Photo of Listing #394896

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,918 SQFT
  • 577 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 ...

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

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,068 SQFT
  • 187 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...

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,511 SQFT
  • 318 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 ...

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

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,694 SQFT
  • 733 DOM
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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 ...

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

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,549 SQFT
  • 9 DOM
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Amazing .93 Acre Private Marsh Front Home On A Certified Wildlife Habitat Designated Property. Enjoy The Natural Beauty And Tranquility That Inspired The Existing Acclaimed Professional Artist Resident For Decades. Comfortable One Floor Living Wit...

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

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,268 SQFT
  • 141 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...

32 Sugar Mill Drive, Okatie, SC - $450,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,662 SQFT
  • 85 DOM
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This 3 Br, 3 Bath Home Is Spacious And Welcoming To Lowcountry Charm. It Has A Gracious Front Yard With 2 Car Garage And Electrical Hook Up For A Future Golf Cart. From The Back Of The Home You Have A Lagoon And Golf Course Views Which Includes A ...

Photo of Listing #410523

66 Osprey Circle, Okatie, SC - $449,000

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

1 Longwood Court, Okatie, SC - $439,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,407 SQFT
  • 19 DOM
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Beautiful Custom-built Home With Outstanding Amenities. Luxury-vinyl Floors, Granite Countertops, Custom Cabinetry And Surround Sound System. First Floor Master Bedroom With Separate Sitting Room. Large Bonus Room With Kitchenette And Full Bathr...

89 Winding Oak Drive, Okatie, SC - $289,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,009 SQFT
  • 14 DOM
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Updated 3 Br ,one Level Home, Plus A Family Room And Sunroom. Wood Burning Fp, Newer Appliances, Wood Floors In Most Living Areas. No Carpet. Formal Dr, Eat In Kitchen With Granite Counters. Oversized 2 Car Garage With Golf Cart Bay. Situated On A...

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

Land, Unimproved Land
  • 101 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...

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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. © 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.