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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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Photo of Listing #417035

45 Sugar Mill Drive, Okatie, SC - $1,300,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,682 SQFT
  • 1 DOM
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45 Sugar Mill Drive Is The Boater's Paradise You Have Been Waiting For! This Charming Waterfront Estate Offers Easy Access To The Lowcountry's Most Navigable Intercostal Waterways To The Atlantic With 25' Short Private Dock! 45smd Is Situated At T...

59 Osprey Circle, Okatie, SC - $535,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,733 SQFT
  • 12 DOM
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A Wonderful Nature And Bird Rookery Setting With Water Frontage Set Back From The Street For Ultimate Privacy.this Uniquely Designed Lowcountry Style Home Has An Abundance Of Natural Light From Extensive Windows And Transoms To Enjoy The Outdoor B...

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

Land, Unimproved Land
  • 295 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...

7 Winding Oak Court, Okatie, SC - $239,400

Land, Unimproved Land
  • 170 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...

32 Winding Oak Drive, Okatie, SC - $225,000

Land, Unimproved Land
  • 62 DOM
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One Of The Largest Waterfront Properties On Callawassie Island. No Time Restrictions To Build. Conveniently Located Between Bluffton And Beaufort. Island Membership Features Resort-like Tennis, Fitness, Kayak And Boating Docks, Clubhouse Dining An...

16 Dolphin Lane, Okatie, SC - $219,400

Land, Unimproved Land
  • 176 DOM
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.68 Acre Lot On Marsh-front Lot With Great Long Views To Chechessee Creek And Spring Island. Located On A Quiet Cul-de-sac With Newer Homes. Lot Sits Atop A Small Bluff Providing Good Views And Dry Ground. Adjacent Lot May Be Consolidated. Partic...

5 Mayon Point, Okatie, SC - $200,000

Land, Unimproved Land
  • 432 DOM
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Privacy Abounds On This Marsh Front Home Site, Heavily Treed, Hidden From Neighbors With Far-reaching Views. Enjoy This Wildlife Habitat With Deer, Eagles, Hawks And Dolphins! No Time Restrictions To Build On Callawassie Island, Conveniently Locat...

14 Dolphin Lane, Okatie, SC - $199,400

Land, Unimproved Land
  • 178 DOM
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.58 Acre Lot On Marsh-front Lot With Great Long Views To Chechessee Creek And Spring Island. Located On A Quiet Cul-de-sac With Newer Homes. Lot Sits Atop A Small Bluff Providing Good Views And Dry Ground. Adjacent Lot May Be Consolidated. Parti...

60 Winding Oak Drive, Okatie, SC - $179,000

Land, Unimproved Land
  • 1,239 DOM
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Awesome Lowcountry Marsh Views From This Nearly An Acre Sized Homesite On A High Bluff. Located At The Corner Of Prestigious Tabby Point Ln And Winding Oak Dr. Where The Original Plantation Home Once Stood.

51 Spring Island Drive, Okatie, SC - $109,000

Land, Unimproved Land
  • 558 DOM
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Enjoy Impeccable Views, Peace And Tranquility On This Spacious, Marsh/tidal Creek Homesite With Expansive River Views. Build Your Southern Style Lowcountry Dream Home On This .69 Acre Homesite. No Time Limit To Build. This Waterfront Homesite Offe...

5 Woodstork Watch, Okatie, SC - $109,000

Land, Unimproved Land
  • 139 DOM
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Enjoy The Callawassie Island Lifestyle And Build Your Dream Home With Water Views. .77 Acre Homesite With Magnificent Views Overlooking The Marshes Of The Chechessee Creek And A Scenic Lagoon. Natural And Private Setting On A Short Cul-de-sac Street.

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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.