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Callawassie Island Real Estate

Discover Callawassie Island Real Estate Listings in South Carolina below!
With single family homes and villas, several distinct residence styles interweave within the private Callawassie Island community. Whether you prefer less property to maintain or would rather select your own lot and build a home, you can escape to your own retreat. Many homes are surrounded by stunning lagoons, wooded views, golf course views, or views overlooking the rivers that surround the Island.

Take a look at the Callawassie Island real estate listings available below! Contact Randy Smith Online or call 1-843-384-4783 if you'd like to learn more about this popular Hilton Head communtiy!

Search Callawassie Island Homes for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
Over $1,000,000
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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 - $1,475,000

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 ...

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

Residential, Full Size
  • 3 Beds
  • 5 Baths
  • 3,592 SQFT
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Gorgeous Western Sunset Views From The Back Porch Patio!!! - Private Dock With Boat Lift And Floating Dock. Upgraded Throughout!!! Neutral Paint, Crown Molding, Trey Ceilings, 10ft+ Ceilings, Renovated With Entirely New Kitchen, Gas Stove For Fami...

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 #394705

12 Chechessee Cir, Okatie, SC - $639,000

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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Better Than Many Marsh And Water Views, More Privacy And More Living Space. 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. ...

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 ...

Photo of Listing #376964

17 Heron Pt, Okatie, SC - $568,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,000 SQFT
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A Must See! Quintessential Lowcountry Lifestyle Abounds Within Callawassie Island, A Certified Wildlife Habitat Private Community. This Uniquely Designed, Beautifully Maintained Home, Is One Of A Kind! Located At The End Of Cul De Sac. Spectacular...

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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.