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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 #435576

22 Dolphin Lane, Okatie, SC - $1,999,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,750 SQFT
  • 211 DOM
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Surrounded By Lush Lowcountry Flora W/ Expansive Views Of Chechessee Creek, This Majestic Callawassie Island Estate Exemplifies The Finest In Southern Living. A Welcoming Front Porch Set In Ivy And Brick Guides You Into The Foyer. Soaring Ceilings...

Photo of Listing #435401

15 Tabby Point Lane, Okatie, SC - $1,875,000

Residential, Single Family Residence
  • 5 Beds
  • 3 Baths
  • 4,712 SQFT
  • 211 DOM
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Boasting The Ultimate In Exquisite Lowcountry Scenery, And Informed By A Sublime Sense Of Spaciousness, This 5br Callawassie Island Home Envelops You With Southern Charm. Set Along The Point Where The Island Stretches Towards The Colleton River, T...

10 Dolphin Lane, Okatie, SC - $1,800,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,941 SQFT
  • 52 DOM
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The Sycamore Is Single-story Living At Its Finest! Perfectly Blending Efficiency, Comfortable Living, And Luxury, This 4 Bdrm/4.5 Bath Home. Once You Enter The Foyer You Immediately Step Into A Light-filled And Spacious Living Space Made Up Of A S...

33 Sugar Mill Drive, Okatie, SC - $1,390,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,231 SQFT
  • 25 DOM
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Come Home To Callawassie In This Charming Low Country House With Deep Water Dock And Private Boat Lift! Completely Remodeled, 4 Bedroom/4 Baths, Plus Downstairs Office And Upstairs Sitting Room/flex Space. Screened Outdoor Room Spans The Entire B...

14 Chechessee Circle, Okatie, SC - $1,279,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,405 SQFT
  • 88 DOM
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Enjoy The Essence Of The Lowcountry's Beauty With Stunning Private Tidal Salt Marsh Views. This Quintessential Lowcountry Designed Custom Built Home, Occupied By Original Owner, Affords Comfort, Quality And Functionality. Recent Upgrades To Kitche...

20 Links Drive, Okatie, SC - $1,249,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,050 SQFT
  • 21 DOM
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Under Construction, Early 2024 Occupancy. Enjoy This Unique 0.83 Acre Homesite Located On A Very Private Cul-de-sac, Views On 3 Sides Of The Dogwood Golf Holes #2 & #3. Impact Glass Windows & Doors Throughout, 10 Ft. Ceilings & 24 Ft.(peak) Cathed...

36 Spring Island Drive, Okatie, SC - $1,200,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,193 SQFT
  • 35 DOM
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Indulge In The Serenity In This Exquisite 3,193 Sq Ft Residence Nestled Amid A Lush, Wooded Landscape Graced By A Picturesque Pond & Thriving Wildlife. Embrace The Convenience Of Single-level Living With An Inviting Open Floor Plan. The Spacious ...

87 Osprey Circle, Okatie, SC - $1,150,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,075 SQFT
  • 25 DOM
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New Construction - February 2024 Completion! The Exquisite Home Boasts A Master Bedroom On The First Floor, 3 Car Garage, Fireplace, Screened Porch, Tray Ceilings And More. The Gourmet Kitchen Features A Double Oven, Perfect For Culinary Enthusias...

Photo of Listing #438676

14 Sequoia Court, Okatie, SC - $1,095,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,549 SQFT
  • 81 DOM
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Tucked Away At The End Of A Cul De Sac In A Spectacular Park Like Setting Of Moss-draped Oaks & Picturesque Views Of The Marsh, The Stunning Residence Has Been Totally Renovated W Designer Finishes. This Beautiful Home Is Sited On Nearly An Acre O...

Photo of Listing #436103

1 Cracked Crab Court, Okatie, SC - $969,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,385 SQFT
  • 178 DOM
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Located Within The Oyster Cay Area, Of Callawassie Island; Conveniently Located Close To The River Club Dining Facility, Community Pool And The Community Boat Docks. This Quintessential Low Country Style Home Offers A Family Retreat For Enjoyment ...

22 Longwood Drive, Okatie, SC - $899,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,181 SQFT
  • 480 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 Is The Epitome Of Southern Living, Boasting Desirable Ope...

Photo of Listing #437791

32 Spring Island Drive, Okatie, SC - $899,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,555 SQFT
  • 112 DOM
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Enjoy This Stunning Lowcountry Style Home On This Very Private Wooded 1.2 Acre Setting With Spectacular Golf And Water Views. Strategically Located, Maximizing Privacy And Views, On The Tom Fazio Designed Dogwood Course #3 Par 5 Hole. Complete Wit...

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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.