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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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207 Callawassie Dr, Okatie, SC - $2,350,000

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 - $1,487,500

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 ...

35 Sugar Mill Dr, Okatie, SC - $779,000

Residential, Full Size
  • 3 Beds
  • 5 Baths
  • 3,592 SQFT
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Western Sunset Views Of Chechessee Creek And Marsh - This Short Private Dock Is Rare! Callawassie Is Rated For Beauty, Friendliness, Amenities, & Location! There Are Upgrades Throughout - Neutral Paint With Crown Molding And Trey Ceilings, 10ft+ C...

3 Osprey Cir, Okatie, SC - $750,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 4,529 SQFT
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Elegant Southern Living William Poole Designed Classic Home With Too Many Upgrades To List. Enjoy The Charm Of This Home And The Scenic Private Pond View Overlooking The Bird Rookery. This Steve Tilton Built Home Features A 2 Story Foyer With Cust...

Photo of Listing #351205

16 S Oak Forest Dr, Okatie, SC - $745,000

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 #389484

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

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 3,495 SQFT
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2014 Low Country Home Built By Award Winning Jeffcoat Builders--newest Home For Sale On The Island. The Front Porch Is Inviting You In To This Open Floor Plan With Heart Of Pine Floors. Gourmet Chef's Kitchen With Aga Gas Stove, Ice Maker, Cabinet...

36 Spring Island Dr, Okatie, SC - $709,000

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 ...

Photo of Listing #372497

203 Callawassie Dr, Okatie, SC - $699,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,273 SQFT
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Great Possibilities With This Short Sale Custom Home Located On An Upscale Deep Water Lot With A Dock In This Gorgeous Golf Community Of Callawassie Island!. Renovated Kitchen And Baths. 3 Bedrooms Plus A Bonus Room/loft/4th Optional Bedroom Wit...

Photo of Listing #394705

12 Chechessee Cir, Okatie, SC - $650,000

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 4,151 SQFT
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Don't Miss This Beautiful, Open Floor Plan Home With Expansive Marsh Views!!! All 3 Bedrooms With Ensuites, Lr, Dr, Family Room, Flex Room Which Could Be A Library Or Office/den With A Fireplace, Gorgeous Updated Kitchen With Granite And Center Is...

32 Spring Island Dr, Okatie, SC - $624,000

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 4,632 SQFT
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Casual First-floor Living With Mother-in-law Suite And Office Upstairs. Open Floor Plan That Provides Both Golf And Water Views Of A Lagoon, Make This A Lowcountry Dream. Gourmet Kitchen W/6 Burner Range, Custom Cabinets, Double Convection Ovens A...

53 Spring Island Dr, Okatie, SC - $595,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,000 SQFT
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Wonderfully Conditioned Marsh Front Home With Private Picturesque Views Of The Chechessee River. Launch Your Kayak From This .70 Acre Homesite! This Classic Lowcountry Style Home's Exterior Offers A Unique Transformation, From Entry, Into A Fabulo...

Photo of Listing #389506

1 Heron Pt, Okatie, SC - $571,495

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.