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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.

Search all Callawassie Island Real Estate

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Photo of Listing #390359

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

Residential, Full Size
  • 4 Beds
  • 7 Baths
  • 6,054 SQFT
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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 Sqft Custom Built Home. Enjoy Luxury Lowcountry Living From Your Private 24hr Deep Water Dock W...

Photo of Listing #394472

211 Callawassie Dr, Okatie, SC - $1,425,000

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 3,092 SQFT
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Fantastic, Like-new, Custom Built Home W/ Deepwater Dock On The Prestigious Colleton River! Welcome To 211 Callawassie, Built By One Of The Areas Finest Luxury Home Builders, Set On Almost 1 Acre, This Estate Features One Of The Longest Views You ...

26 River Bend Dr, Okatie, SC - $885,000

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 4,014 SQFT
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Simply Among The Best Views And Locations Within Callawassie Island! This Opportunity Provides Incredible Private Deep Water Views Of The Colleton River. Located At The Very End Of A Cul-de-sac And Privately Setback Among The Live Oaks And Mature ...

Photo of Listing #393111

35 Sugar Mill Dr, Okatie, SC - $749,000

Residential, Full Size
  • 3 Beds
  • 5 Baths
  • 3,592 SQFT
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Gorgeous Rear Western Sunset Views From All Over The House And Back Patio Or Private Dock. Tidal Creek & Chechessee River Expansive Views. Neutral Paint, Crown Molding, Trey Ceilings, 10ft+ Ceilings, Renovated With Entirely New Kitchen, Gas Stove ...

Photo of Listing #389484

52 Spring Island Dr, Okatie, SC - $739,000

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 3,495 SQFT
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Picturesque Low Country Home And Community! Custom Built By Reputable Quality Builder At A Value Exceeding The Asking Price. Significant Quality High End Finishes And Attention To Detail Are Throughout. Enjoy The Privacy Associated With A Nice Set...

Photo of Listing #351205

16 S Oak Forest Dr, Okatie, SC - $729,000

Residential, Full Size
  • 3 Beds
  • 3 Baths
  • 3,468 SQFT
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This Furnished Home Offers The Rare Opportunity To Build A Private Dock; Dhec Dock Permit Expires 2022. Situated On A Peninsula, This Home Offers Long Tidal, Marsh And Water Views From Every Room. New Roof 2019! Located On A Private Cup-de-sac, T...

Photo of Listing #394896

36 Spring Island Dr, Okatie, SC - $695,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,918 SQFT
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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 ...

3 Osprey Cir, Okatie, SC - $679,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 4,529 SQFT
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When You Walk Through The Door, You Will Immediately Feel At Home In This Immaculate, Stunning, One-of-a-kind Home With Updates Galore! The Perfect Place For You And Your Family To Start Making Memories! A Chef's Dream Kitchen - Custom Built Cabin...

22 Island Creek Dr, Okatie, SC - $639,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,394 SQFT
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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...

Photo of Listing #397300

8 Wild Magnolia Ln, Okatie, SC - $600,000

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 2,680 SQFT
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Breathtaking Views Over The Colleton River Every Night! Sitting At One Of The Highest Elevations On Callawassie Island! Walk Through The Front Door Into The Dramatic Front Entry With Cathedral Ceiling That Draws You Into The View Over The In-groun...

Photo of Listing #394331

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

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 4,632 SQFT
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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 #389506

1 Heron Pt, Okatie, SC - $559,900

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 3,660 SQFT
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The Elegance Of Southern Living & Contemporary Design Are Epitomized In This Amazing Property! Waterfront Home Situated Between Stately Pines, Moss Laden Oaks & The Beauty Of Salt Marshes. Soaring Ceilings & Walls Of Windows Provide Natural Light ...

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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. © 2019 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.