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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
  • 5 Beds
  • 6 Baths
  • 5,187 SQFT
  • 102 DOM
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5187 Sf Callawassie Island Marsh-front With Home Great Views Of Chechessee River. 1st Fl: Great Room, Kitchen With 4x10 Island; Quality Cabinet & Countertops, Thermador Appliances; Primary 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
  • 138 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...

Photo of Listing #428051

3 Sequoia Ct, Okatie, SC - $1,390,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 4,361 SQFT
  • 200 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...

14 Island Creek Drive, Okatie, SC - $1,269,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,786 SQFT
  • 96 DOM
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Graced With Mile Long Golf To Marsh Views, This Lowcountry Home Features Cathedral Ceilings, Hardwood Floors Throughout, Oversized Owner's Suite With Spa-like Bath, And Two Large Guest Suites With Their Own Private Baths. Other Amenities Include A...

Photo of Listing #432103

31 Longwood Drive, Okatie, SC - $1,199,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 3,123 SQFT
  • 4 DOM
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Located At The End Of The Cul-de-sac This Home Has A Private Setting Of Marsh, Lagoon + Golf Views On The Newly Renovated Magnolia Golf Course. Enjoy Beautiful Sunrises Over The Marsh From Your Living Area, Screened Porch And Deck; You Might Even ...

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

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,600 SQFT
  • 131 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 The Norm! Superior Opportunity To That Of New Construction And Costly Renos With This Beautifully Done New Home, ...

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

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,665 SQFT
  • 225 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...

Photo of Listing #432313

32 Spring Island Drive, Okatie, SC - $999,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,632 SQFT
  • 1 DOM
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With Never Ending Golf And Lagoon Views Spread Out Over Nearly 1.3 Acres, This Beautiful 4,400+ Square Foot Home Enjoys An Open Floor-plan With A Beautifully Outfitted Gourmet Kitchen, Including Double Sinks, 6 Burner Range, Double Convection Oven...

50 Spring Island Drive, Okatie, SC - $995,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,990 SQFT
  • 44 DOM
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Set Back Over 300 Ft. From Street, On 1.04 Acre, This Beautifully Conditioned Custom Lowcountry Style Home Provides Front Privacy & Terrific Sun- Drenched Golf Views From Behind. Perfect Combination Of Traditional Style With An Open Floor Plan Fla...

Photo of Listing #427510

17 Sugar Mill Drive, Okatie, SC - $985,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,149 SQFT
  • 224 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...

10 N Oak Forest Drive, Okatie, SC - $929,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,041 SQFT
  • 78 DOM
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Absolutely, Move In Ready- 2022 Renovations! Enjoy This Private Setting With Convenient Access To All The Callawassie Island Amenities. 2022 Remodel Includes: New Open Floor Plan To Great Room, 11 Ft Ceilings, 13 Ft In Foyer, Complete Kitchen Reno...

33 River Marsh Lane, Okatie, SC - $839,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,131 SQFT
  • 32 DOM
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Lowcountry Charmer At Callawassie Island Situated In The Highly Coveted Cottage Section Steps From The Main Clubhouse, Fitness Center & Racquet Courts! This Stunning Property Embodies Ideal Open Living Space Combined With Sprawling Porches For All...

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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 © 2023 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.