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Latest Callawassie Island Listings

1 S Oak Forest Drive, Okatie image
1 S Oak Forest Drive, Okatie $899,000

This quintessential Lowcountry home offers easy one-story living amid exceptional private surroundings on Callawassie Island. Thoughtfully positioned in one of the most d...

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  • 4 Beds
  • 4 Baths
  • 3,587 SqFt.
  • HILTONHEAD-512387 MLS
Courtesy of Coastal Real Estate Solutions II

Listing courtesy of Coastal Real Estate Solutions II.

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28 Sugar Mill Drive, Okatie image
28 Sugar Mill Drive, Okatie $850,000

Welcome to this beautifully maintained 3-bedroom, 4-bath home with 2,933 square feet in the prestigious gated community of Callawassie Island. Lovingly cared for by its o...

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  • 3 Beds
  • 4 Baths
  • 2,933 SqFt.
  • HILTONHEAD-512227 MLS
Courtesy of Coastal Real Estate Solutions II

Listing courtesy of Coastal Real Estate Solutions II.

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14 Heron Point, Okatie image
14 Heron Point, Okatie $1,395,000

Southern Living, brought to life on Callawassie Island. Built in 2025 from a featured Southern Living floor plan, the River Place Cottage is better than new, with more th...

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  • 4 Beds
  • 5 Baths
  • 3,030 SqFt.
  • HILTONHEAD-512044 MLS
Courtesy of The Agency Hilton Head

Listing courtesy of The Agency Hilton Head.

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90 Osprey Circle, Okatie image
90 Osprey Circle, Okatie $1,379,000

Tucked beneath a canopy of trees on desirable Osprey Circle, mid-island in Magnolia #7, this home feels like a private retreat, completely redesigned and rebuilt from the...

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  • 3 Beds
  • 3 Baths
  • 2,462 SqFt.
  • HILTONHEAD-512149 MLS
Courtesy of Coastal Real Estate Solutions II

Listing courtesy of Coastal Real Estate Solutions II.

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24 River Marsh Lane, Okatie image
24 River Marsh Lane, Okatie $1,075,000

Among the Best Golf/Marsh views within Callawassie Island. This Club Cottage, at 2,965 sq. feet, has 4 bedrooms, 3 1/2 bath and terrific long views of the complete Dogwoo...

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  • 4 Beds
  • 4 Baths
  • 2,965 SqFt.
  • HILTONHEAD-511584 MLS
Courtesy of Coastal Real Estate Solutions II

Listing courtesy of Coastal Real Estate Solutions II.

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89 Winding Oak Drive, Okatie image
89 Winding Oak Drive, Okatie $715,000

Beautifully updated one-level ranch overlooking the prestigious Magnolia #5, this exceptional home offers effortless slab-on-grade living in the heart of Callawassie Isla...

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  • 3 Beds
  • 3 Baths
  • 2,204 SqFt.
  • HILTONHEAD-511821 MLS
Courtesy of Coastal Real Estate Solutions II

Listing courtesy of Coastal Real Estate Solutions II.

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6 Winding Oak Court, Okatie image
6 Winding Oak Court, Okatie $1,100,000

Tucked at the end of a quiet cul-de-sac and shared by only four residences, this Classic Lowcountry-style home offers a rare combination of privacy, pedigree, and place. ...

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  • 3 Beds
  • 3 Baths
  • 3,103 SqFt.
  • HILTONHEAD-510836 MLS
Courtesy of Coastal Real Estate Solutions II

Listing courtesy of Coastal Real Estate Solutions II.

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32 Longwood Drive, Okatie image
32 Longwood Drive, Okatie $1,350,000

The Palmetto's thoughtfully designed single-level floor plan offers views of a lagoon and the 8th hole of the Magnolia Golf Course. Featuring more than 2,800 square feet ...

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  • 4 Beds
  • 5 Baths
  • 2,891 SqFt.
  • HILTONHEAD-508194 MLS
Courtesy of Coastal Real Estate Solutions II

Listing courtesy of Coastal Real Estate Solutions II.

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14 River Marsh Lane, Okatie image
14 River Marsh Lane, Okatie $1,150,000

An incredible opportunity and unbelievable value to have three wonderful views of marsh, lagoon, and golf. This charming recently renovated Lowcountry Club Cottage is mov...

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  • 3 Beds
  • 4 Baths
  • 2,734 SqFt.
  • HILTONHEAD-510205 MLS
Courtesy of Coastal Real Estate Solutions II

Listing courtesy of Coastal Real Estate Solutions II.

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113 Winding Oak Drive, Okatie image
113 Winding Oak Drive, Okatie $1,395,000

Exceptional custom-built home showcasing unique golf and lagoon views across the entire Magnolia #5 hole on Callawassie Island's beautifully renovated Tom Fazio course. T...

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  • 3 Beds
  • 3 Baths
  • 3,549 SqFt.
  • HILTONHEAD-508583 MLS
Courtesy of Coastal Real Estate Solutions II

Listing courtesy of Coastal Real Estate Solutions II.

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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. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

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Mobile: 843-247-1113
Website: www.PPOHHI.com

  • • Licensed SC Real Estate Broker in Charge
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17 Mead Lane
Hilton Head Island, SC 29926

Office Phone: 843-247-1113

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