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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
$800,000 - $900,000 Over $1,000,000
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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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Deepwater Luxury Home With Opportunities For Dolphin Watching, And Boating. Take A Lunch Or Dinner Cruise From Your Private Dock With Lift On The Colleton River To Hilton Head, Savannah, Beaufort And The Intracoastal. This Elegant Home Has To Be S...

211 Callawassie Dr, Okatie, SC - $1,500,000

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 ...

26 River Bend Dr, Okatie, SC - $885,000

Residential, Full Size
  • 4 Beds
  • 5 Baths
  • 4,014 SQFT
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Simply Among The Best Views And Locations Within Callawassie Island! This Opportunity Provides Incredible Private Deep Water Views Of The Colleton River. Located At The Very End Of A Cul-de-sac And Privately Setback Among The Live Oaks And Mature ...

41 Sugar Mill Dr, Okatie, SC - $819,000

Residential, Full Size
  • 3 Beds
  • 4 Baths
  • 3,216 SQFT
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Truly One Of A Kind Home W/marsh Front Location, Short Boat Dock And Private Golf Front Views! Incredible 2017 Renovations, Too Many To List. Highlights: New Gourmet Expanded Kitchen With A Dream List Of Extras, Top Of The Line Appliances By Wolf ...

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

Residential, Full Size
  • 3 Beds
  • 5 Baths
  • 3,592 SQFT
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Private Dock Under 800k In The County - There Are Only A Few. This Gated Community Is Rated For Beauty, Friendliness, Amenities, & Overall Excellent Location! Western Sunset Views Are Fabulous! Move In Ready, Neutral Paint, 9ft + Ceilings, Recen...

52 Spring Island Dr, Okatie, SC - $749,000

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...

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 #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...

12 Chechessee Cir, Okatie, SC - $685,000

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...

13 Dolphin Ln, Okatie, SC - $619,000

Residential, Full Size
  • 4 Beds
  • 4 Baths
  • 3,615 SQFT
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Gorgeous Custom Built 4-bedroom, 3.5 Bath Home Situated On A Beautiful ½ Acre With Woods And Lagoon And Tom Fazio Golf Course Views! Wonderful Floor Plan With Gleaming Cherrywood Floors, Tray Ceilings, & High End Finished Throughout. Chefs Gourmet...

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...

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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.