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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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25 Spring Island Drive, Okatie, SC - $2,150,000

Residential, Single Family Residence
  • 7 Beds
  • 7 Baths
  • 5,187 SQFT
  • 57 DOM
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5187 Sf Callawassie Island Marsh-front With Home Great Views Of Chechessee Creek. 1st Fl: Great Room, Kitchen With 4x10 Island; Quality Cabinet & Countertops, Thermdor Appliances; Master Br Suite With Double Vanities, Walk-in Shower, Huge Closet;...

16 Heron Point, Okatie, SC - $1,750,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,140 SQFT
  • 8 DOM
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Enjoy Lushly Landscaped Privacy And Majestic Lowcountry Views In This 4,100+ Sq Ft 4 Bedroom Callawassie Island Estate! Dual Lots Offer Plentiful Natural Scenery And Cultivated Gardens, While Three Stories Inside Boast Custom-built Craftsmanship F...

3 Sequoia Ct, Okatie, SC - $1,490,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 4,361 SQFT
  • 70 DOM
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Magnificent Views Of Water And Marsh Grace This Elegant Home On The Colleton River Waterway. Brazilian Cherry Floors, Craftsmen Bookcases, Vaulted Ceilings, Custom Window Treatments/ Millwork And Unique Lighting Accent 4br/3.5ba Home With 4,361 Sq...

Photo of Listing #424496

33 Sugar Mill Drive, Okatie, SC - $1,360,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,231 SQFT
  • 121 DOM
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One Of The Best Valued Opportunities To Experience The Unique Lowcountry Marsh Front Lifestyle Within The Private Callawassie Island Community. Enjoy Tranquil Sunsets With Miles Of Scenic River + Marsh Views, Complete With A Private Dock + Boat Li...

Photo of Listing #420794

1 Cracked Crab Court, Okatie, SC - $1,175,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,385 SQFT
  • 288 DOM
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Modern Lowcountry Living At Its Best! Located In A Secluded Cul De Sac On Callawassie Island, This Custom-built 3,400 Square Foot Home On ¾ Acre Is Interwoven With Nature From The Front Yard Of Live Oaks To The Long Marsh View. The Essence Of Sout...

Photo of Listing #429726

66 Winding Oak Drive, Okatie, SC - $1,149,900

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,600 SQFT
  • 1 DOM
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Welcome Home To 66 Winding Oak, Where Breathtaking Sunsets Across The Salt-marshes Of The The Colleton River, And Endless Charm Are Plentiful! Superior Opportunity To That Of New Construction And Costly Renos With This Beautifully Renovated Home...

39 Spring Island Drive, Okatie, SC - $1,100,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,524 SQFT
  • 60 DOM
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A Unique Marsh Front Home Opportunity With Incredible Private Long Views Of The Chechessee River/marsh. Avoid Today's Costs/delays Of New Construction. This Custom Home, Built By H2 Builders In 2020, Is One Level With A Modern Influence Open Floor...

Photo of Listing #427510

17 Sugar Mill Drive, Okatie, SC - $1,095,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,149 SQFT
  • 95 DOM
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This Charming Waterfront Estate Benefits From The Perfect Combination Of Waterfront Vistas, Quality Craftsmanship, And The Unparalleled Natural Beauty Throughout The Property! This Comfortable Floor Plan Provides A Fantastic Opportunity To Make So...

204 Callawassie Drive, Okatie, SC - $1,075,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,665 SQFT
  • 116 DOM
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New Custom-built Home By Artisan Custom Homes, Recent Winner Of 3 Hilton Head Area Homebuilders Association Lighthouse Award's- Best Overall Award, Best Exterior And Best Bath. This Inviting Home Is Designed To Integrate The Scenic Beauty And Sple...

127 Winding Oak Drive, Okatie, SC - $1,050,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,665 SQFT
  • 95 DOM
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New Custom-built Home By Artisan Custom Homes, Recent Winner Of 3 Hilton Head Area Homebuilders Association Lighthouse Award's- Best Overall Award, Best Exterior And Best Bath. This Inviting Home Is Designed To Integrate The Scenic Beauty And Sple...

22 Longwood Drive, Okatie, SC - $995,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,181 SQFT
  • 46 DOM
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New Custom-built Home By Artisan Custom Homes, Recent Winner Of 3 Hilton Head Area Homebuilders Association Lighthouse Award's- Best Overall Award, Best Exterior And Best Bath. The Bayberry Plan Is The Epitome Of Southern Living At It's Finest. Wi...

Photo of Listing #425147

3 Island Creek Court, Okatie, SC - $989,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,059 SQFT
  • 121 DOM
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Located In The Very Desirable Island Creek Section Area, Within Callawassie Island, Offers Southern Charm And Privacy. Occupying Two Homesites( Consolidated With Adjacent Lot, 5 Island Creek, With Approx. Total Of .72 Acre, Has One Membership), Pr...

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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. All area measurements and calculations are approximate and should be independently verified. Data 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 © 2022 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.