Callawassie Island Homes

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  /66

  $1,999,900 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,789 Sq Ft

  62 Winding Oak Dr, Bluffton, SC 29909

  No need to wait to build your dream home. Move right into this fabulous 3 year old Steve Tilton - Coastal Signature Homes home. This low country style home is on the marsh with amazing views. This home has it all. Custom Shiplap in foyer and great room. Coffer ceilings in great room and primary bedroom. Office with custom built ins. 12 foot ceilings on first floor. Large screen porch with

  

  Nell Kleinhans

  Coastal R. E. Solutions II

  (854) 504-4140

  

  62 Winding Oak Dr, Bluffton, SC 29909
• 

  $1,147,500 Sold Jul 09, 2025

  • 3,294 Sq Ft
  • $348/SF
  • 117 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2012

  6 Chechessee Cir, Okatie, SC 29909

  Enjoy the grandeur w LikeNew Marshfront Property from the Privacy of your Expansive 600sqft Screen-Porch & almost every room! This Lowcountry Designed Custom Home offers comfort, Great Craftsmanship w Flowing Layout, and only steps from Tom Fazio Golf, Main-Clubhouse & World Class Amenities. In addition, this Turnkey Home is Move-in ready & Accommodating to the most discerning buyer, whether it

  Andrew Seivold Coastal Real Estate Solutions II

  

  6 Chechessee Cir, Okatie, SC 29909
• 

  

  /2

  Est $1,018,080 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,851 Sq Ft

  6 S Oak Forest Dr, Okatie, SC 29909

  6 S Oak Forest Dr, Okatie, SC 29909
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  /59

  $949,900 Under Contract

  • 4 Beds
  • 4 Baths
  • 2,850 Sq Ft

  9 Longwood Ct, Okatie, SC 29909

  Single level living with Coquina stucco siding with amazing unobstructed view of Lagoon, golf as well as the marsh at a distance, beautiful live oaks. 3 bedrooms, all with private baths (renovated in 2014). 2 car garage, golf cart garage with finished room upstairs with full bath. Large Carolina room that has hurricane windows. Trex deck. New roof & newer HVAC. Paver patio & built in fire pit.

  

  Nell Kleinhans

  Coastal R. E. Solutions II

  (843) 773-4684

  

  9 Longwood Ct, Okatie, SC 29909
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  /30

  $18,000 Sold Jun 30, 2025

  • Land
  • 0.72 Acre
  • $25,000 per Acre

  • 235 Days On Market

  1 Winding Oak Dr, Okatie, SC 29909

  A 3/4 acre heavily wooded homesite on Callawassie Island, located midway between Beaufort and Bluffton. No time restrictions to build. Mandatory membership includes resort-like amenities with pickleball, tennis, fitness, pools, clubhouse dining, kayak/boating/crabbing docks and newly-renovated optional golf.

  Wendy Burchfield Weichert Realtors Coastal PR

  

  1 Winding Oak Dr, Okatie, SC 29909
• 

  Est $679,357 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  13 River Marsh Ln, Okatie, SC 29909

  

  13 River Marsh Ln, Okatie, SC 29909
• 

  

  /19

  $25,000

  • Land
  • 0.66 Acre
  • $37,879 per Acre

  3 Shellfish Ln, Okatie, SC 29909

  Welcome to 3 Shellfish Lane, a beautiful and spacious wooded lot nestled in the heart of Callawassie Island. This lush homesite offers privacy, natural Lowcountry beauty, and is ideally located just moments from the water and the River Club. Included in the listing is a proposed 3,500 sq ft custom home by the highly regarded H2 Builders of Bluffton, SC- known for their quality craftsmanship and

  

  Elisabeth Dickie

  EXP Realty LLC

  (843) 920-3927

  

  3 Shellfish Ln, Okatie, SC 29909
• 

  $100,000 Sold Jun 12, 2025

  • Land
  • 0.50 Acre
  • $200,000 per Acre

  • 55 Days On Market

  29 Winding Oak Dr, Okatie, SC 29909

  Incredible opportunity to build a custom home on one of the last remaining homesites with great long views of Magnolia Course #2. This homesite is framed with mature Live Oak Trees and an ideal building site. Southern exposure to capture natural light throughout the entire year. The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio

  Joseph Kearney Coastal Real Estate Solutions II

  

  29 Winding Oak Dr, Okatie, SC 29909
• 

  Est $232,357 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,587 Sq Ft

  10 River Marsh Ct, Okatie, SC 29909

  

  10 River Marsh Ct, Okatie, SC 29909
• 

  

  /57

  $650,000

  • 4 Beds
  • 4 Baths
  • 3,250 Sq Ft

  91 Winding Oak Dr, Okatie, SC 29909

  Enjoy the stunning views of Magnolia 5 fairway and ponds. Huge vaulted screened porch w/fireplace. Primary bedroom on first floor with den adjacent. Large great room with cathedral ceilings with fireplace. Upstairs is a sitting room with two bedrooms that have a jack and jill bath & finished room over the garage. Newer roof & HVAC,2 tankless propane hot water heaters. Renovate or move right in.

  

  Nell Kleinhans

  Coastal R. E. Solutions II

  (843) 938-6589

  

  91 Winding Oak Dr, Okatie, SC 29909
• 

  $1,075,000 Sold May 30, 2025

  • 2,208 Sq Ft
  • $487/SF
  • 3 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1996

  47 Spring Island Dr, Okatie, SC 29909

  Charming Marsh-Front Retreat on Callawassie Island. This unique one-level home offers a rare combination of elevatedmarsh views and ultimate privacy on a spacious 1.03-acre lot. With its higher elevation, you’ll enjoy stunning, uninterruptedvistas from the comfort of a large screened porch that perfectly captures the island's natural beauty. Spanning 2,208 sq ft,this home invites you to

  Emily Kearney Coastal Real Estate Solutions II

  

  47 Spring Island Dr, Okatie, SC 29909
• 

  /2

  Est $1,794,914 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,140 Sq Ft

  16 Heron Point, Okatie, SC 29909

  16 Heron Point, Okatie, SC 29909
• 

  

  /57

  $650,000

  • 4 Beds
  • 4 Baths
  • 3,250 Sq Ft

  91 Winding Oak Dr, Okatie, SC 29909

  Enjoy the stunning views of Magnolia 5 fairway and ponds. Huge vaulted screened porch w/fireplace. Primary bedroom on first floor with den adjacent. Large great room with cathedral ceilings with fireplace. Upstairs is a sitting room with two bedrooms that have a jack and jill bath & finished room over the garage. Newer roof & HVAC,2 tankless propane hot water heaters. Renovate or move right in.

  

  Nell Kleinhans

  Coastal Real Estate Solutions II

  (843) 604-0491

  

  91 Winding Oak Dr, Okatie, SC 29909
• 

  $1,257,000 Sold May 08, 2025

  • 3,858 Sq Ft
  • $326/SF
  • 232 Days On Market

  • 3 Beds
  • 4.5 Baths
  • Built 2003

  20 S Oak Forest Dr, Okatie, SC 29909

  A stunning Callawassie Island marsh front home with miles of views! This unique home has superb curb appeal with it's lush mature landscaping and hardscaping! If you are looking for privacy you will appreciate this .9 acre lot with an adjoining community greenspace. Enjoy the incredible long views of tidal marsh over to Spring Island. This beautifully maintained 3BD/4 1/2BA home, built by Steve

  Joseph Kearney Coastal Real Estate Solutions II

  

  20 S Oak Forest Dr, Okatie, SC 29909
• 

  /2

  Est $1,096,794 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,660 Sq Ft

  1 Heron Point, Okatie, SC 29909

  1 Heron Point, Okatie, SC 29909
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  /12

  $140,000

  • Land
  • 0.62 Acre
  • $225,806 per Acre

  44 Osprey Cir, Okatie, SC 29909

  Build your dream home w/Artisan Custom Homes on this beautiful homesite looking at Magnolia 5 hole. Sale of this lot is contingent on the buyer contracting for the construction of a home w/Artisan. Buyer to pay the required Membership Contribution, at lot closing, and all community & club monthly amounts will be waived until the closing of house with a Cert of Occupancy. Purchaser may use the

  

  Nell Kleinhans

  Coastal R. E. Solutions II

  (843) 417-0284

  

  44 Osprey Cir, Okatie, SC 29909
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  /29

  $10,000 Sold Apr 30, 2025

  • Land
  • 0.57 Acre
  • $17,544 per Acre

  • 28 Days On Market

  26 Longwood Dr, Okatie, SC 29909

  Mature magnolia and live oak trees are abundant on this .575 acre wooded homesite on scenic Callawassie Island. Enjoy resort-like amenities with fitness, pools, tennis, pickleball, boating and clubhouse dining. Golf is optional. Conveniently located midway between Bluffton and Beaufort with no time restriction to build. Purchaser to pay $50,000 one-time initiation, and annual island membership

  Wendy Burchfield Weichert Realtors Coastal PR

  

  26 Longwood Dr, Okatie, SC 29909
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  /30

  Est $1,643,576 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,760 Sq Ft

  18 Dolphin Ln, Okatie, SC 29909

  

  18 Dolphin Ln, Okatie, SC 29909
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  /37

  $735,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  30 Longwood Dr, Okatie, SC 29909

  Beautifully renovated 3 Bedroom/ 2 Bath home situated on quiet cul de sac lot. This wonderful home includes the following updates/features: open concept layout; wood flooring throughout; remodeled kitchen with large island, stunning quartzite countertops, and stainless steel appliances; incredible primary suite includes spacious room and closet, large shower and roomy soaking tub; remodeled 2nd

  Connie Rambo Carolina Realty of the Lowctry

  

  30 Longwood Dr, Okatie, SC 29909
• 

  $1,500,000 Sold Apr 11, 2025

  • 3,600 Sq Ft
  • $417/SF
  • 82 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  14 Dolphin Ln, Okatie, SC 29909

  Marsh-view living and dining welcome you home! The heart of this lovely home is the Thermador kitchen with custom cabinetry, walk-in pantry, oyster shell quartz island, and farm/prep sinks—perfect for any chef or entertainer. The primary suite offers marsh vistas, dual baths, walk-in closets, and a flex room perfect for private office or 5th bedroom. A split floor plan adds privacy with two

  Grace Vandiver Charter One Realty

  

  14 Dolphin Ln, Okatie, SC 29909
• 

  

  /27

  Est $538,503 Not Listed For Sale

  6 Dolphin Landing, Okatie, SC 29909

  

  6 Dolphin Landing, Okatie, SC 29909
• 

  

  /47

  $1,330,000

  • 4 Beds
  • 4.5 Baths
  • 3,100 Sq Ft

  52 Osprey Cir, Okatie, SC 29909

  This 2022 custom-built Lowcountry home offers the perfect blend of luxury, everyday comfort & Lowcountry Charm. Nestled in the heart of Callawassie Island with amazing views of the newly renovated Magnolia #4 Fairway & Green. Designed with refined attention to detail and craftsmanship, this residence showcases a gourmet kitchen featuring top-of-the-line appliances, white oak floors, ship lap and

  Candace Crosby Coastal Real Estate Solutions II

  

  52 Osprey Cir, Okatie, SC 29909
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  /20

  $37,500 Sold Apr 11, 2025

  • Land
  • 0.73 Acre
  • $51,370 per Acre

  • 181 Days On Market

  2 Heron Point, Okatie, SC 29909

  This .73 corner homesite is on a private cul-de-sac. Views of the newly renovated Par 3 Dogwood #5 hole as well as Lagoon at a distance. Western exposure offering beautiful sunsets. Callawassie Island offers many amenities - 2 community pools, tennis, pickleball, kayak launch, fitness center, clubhouse, River Club, Deep water docks, gated community as well as 27 holes of Tom Fazio golf course.

  Nell Kleinhans Coastal R. E. Solutions II

  

  2 Heron Point, Okatie, SC 29909
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  /2

  Est $893,659 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,041 Sq Ft

  10 N Oak Forest Dr, Okatie, SC 29909

  10 N Oak Forest Dr, Okatie, SC 29909
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  /83

  $1,300,000

  • 3 Beds
  • 3.5 Baths
  • 2,817 Sq Ft

  10 Woodstork Landing, Okatie, SC 29909

  Better than new with breathtaking marsh views, this Lighthouse Award-winning Lowcountry home on Callawassie Island features main-floor living, ensuite baths in all bedrooms, heart pine floors, custom built-ins, and a working elevator. Spacious front and screened porches overlook the scenic Chechessee River estuary. Quality-built by Steve Tilton, the home offers the option to finish the attic for

  Jeremy Taylor Coastal Real Estate Solutions

  

  10 Woodstork Landing, Okatie, SC 29909
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  /16

  $15,000 Sold Mar 28, 2025

  • Land
  • 0.52 Acre
  • $28,846 per Acre

  • 442 Days On Market

  121 Winding Oak Dr, Okatie, SC 29909

  Welcome to a prime piece of Callawassie Island paradise! Positioned on a generous half-acre, this premier lot offers an unrivaled opportunity to craft your dream home amidst thescenic beauty of one of the Lowcountry's most exquisite golf course communities.

  Kathryn Murphy Serhant

  

  121 Winding Oak Dr, Okatie, SC 29909
• 

  /2

  Est $1,386,935 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,907 Sq Ft

  12 S Oak Forest Dr, Okatie, SC 29909

  12 S Oak Forest Dr, Okatie, SC 29909
• 

  

  /43

  $1,350,000

  • 4 Beds
  • 3.5 Baths
  • 2,895 Sq Ft

  27 Winding Oak Dr, Okatie, SC 29909

  Immaculate newer construction on sought-after Callawassie Island! Built by Steve Tilton, an award-winning builder, this move-in-ready home offers a 2-car plus cart bay garage, stunning ancient Live Oaks, and expansive golf views. Enjoy the Lowcountry lifestyle from the full-length screened porch overlooking the course. Inside, you’ll find quality finishes, open living, and a spacious kitchen

  Lowcountry Specialists Charter One Realty

  

  27 Winding Oak Dr, Okatie, SC 29909
• 

  $1,690,000 Sold Mar 26, 2025

  • 3,312 Sq Ft
  • $510/SF
  • 196 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2000

  12 Tabby Point Ln, Okatie, SC 29909

  Located on prestigious Tabby Point Lane, within Callawassie Island, with miles of elevated marsh to the river views! This well maintained home has custom details throughout. Designed for maximum natural light with large windows throughout. 3 Bdrm/4 BA with a den/private office that could serve as a 4th DDRM. Enjoy your large spacious rooms w/great flow & livability.14 ft. coffered ceilings in the

  Joseph Kearney Coastal Real Estate Solutions II

  

  12 Tabby Point Ln, Okatie, SC 29909
• 

  Est $716,909 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,309 Sq Ft

  7 S Oak Forest Dr, Okatie, SC 29909

  

  7 S Oak Forest Dr, Okatie, SC 29909
• 

  

  /53

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,990 Sq Ft

  50 Spring Island Dr, Okatie, SC 29909

  Classic Lowcountry home, situated on over 1 acre is set back 300 ft. from the roadway down a tree lined and landscaped driveway. Featuring 4 bedrooms and 3.5 baths, updated kitchen, 1st floor primary bedroom, office, with upstair guest bedrooms and bonus room.Hardwood floors throughout, numerous walk-in closets, bookshelves and built-ins. Rear of the home features floor to ceiling windows

  Glenn Tabasko SERHANT (932)

  

  50 Spring Island Dr, Okatie, SC 29909
• 

  

  /80

  $1,125,000 Sold Feb 28, 2025

  • 2,966 Sq Ft
  • $379/SF
  • 79 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1998

  18 Island Creek Dr, Okatie, SC 29909

  Welcoming Lowcountry Masterpiece where Meticulous Craftsmanship & Pride in Ownership are evident throughout! 18 Island Creek is a custom Steve Tilton built home, thoughtfully situated on Dogwood #7 w unparalleled sweeping vistas across the Salt marshes of Chechessee Creek. This inviting cottage style home benefits from a larger/modified floor-plan, charming oversized space above the garage, great

  Andrew Seivold Coastal R. E. Solutions II

  

  18 Island Creek Dr, Okatie, SC 29909
• 

  

  /11

  Est $1,020,399 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,361 Sq Ft

  11 River Bend Dr, Okatie, SC 29909

  

  11 River Bend Dr, Okatie, SC 29909
• 

  

  /77

  $1,290,000

  • 3 Beds
  • 2.5 Baths
  • 3,159 Sq Ft

  16 Island Creek Dr, Okatie, SC 29909

  Unprecedented Panoramic Views of Golf to Salt Marsh Vistas, coupled with Endless South Carolina Sunsets from this Lowcountry Gem. The sophisticated & luxurious design details are present throughout the 3BR/2.5BA home w incredible porch spaces & partially screened-in addition to the second story Veranda, offering a multitude of inviting dining/seating areas overlooking #7 of the award winning

  Andrew Seivold Coastal R. E. Solutions II

  

  16 Island Creek Dr, Okatie, SC 29909
• 

  $2,200,000 Sold Feb 28, 2025

  • 4,502 Sq Ft
  • $489/SF
  • 114 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1986

  48 Sugar Mill Dr, Okatie, SC 29909

  Capturing the essence of Lowcountry living, this extraordinary waterfront home boasts 2 pier heads, dock, float, 13,000 lb. boat lift, and desirable westerly views. Taken down to the studs in 2012, craftsmanship abounds. You'll find finishes like red oak hardwood and Savannah gray brick floors, custom millwork and cabinetry, and paneled walls and wainscoting. Keeping room, chef's kitchen,

  The Broadhurst Group William Raveis - Carolina LLC

  

  48 Sugar Mill Dr, Okatie, SC 29909
• 

  

  /6

  Est $858,582 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,115 Sq Ft

  226 Callawassie Dr, Okatie, SC 29909

  

  226 Callawassie Dr, Okatie, SC 29909
• 

  

  /65

  $989,000

  • 3 Beds
  • 3.5 Baths
  • 2,772 Sq Ft

  2 S Oak Forest Dr, Okatie, SC 29909

  OWNER TO PAY HALF OF ONE-TIME $50,000 INITIATION WITH AGREEABLE CONTRACT! Completely Renovated & Move-in Ready! Enjoy breathtaking Marsh to Colleton River views from this Elevated One-story Lowcountry home. Upon entering the foyer the quality in craftsmanship is evident, from the upgraded kitchen w SS Appliances flowing to the family room w beautiful fireplace & large windows to showcase the

  Andrew Seivold Coastal Real Estate Solutions II

  

  2 S Oak Forest Dr, Okatie, SC 29909
• 

  $2,100,000 Sold Feb 28, 2025

  • 5,259 Sq Ft
  • $399/SF
  • 69 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2024

  7 Winding Oak Ct, Okatie, SC 29909

  New construction on very private lot overlooking the Colleton River with gorgeous southern exposure. Tons of space including 1st floor primary suite, light-drenched kitchen that opens to living room and breakfast nook, formal dining room and office. Second floor features 3 bedrooms with bath en suites, plus den. Huge top floor with separate bath offers great flex space with tons of creative

  The Broadhurst Group William Raveis - Carolina LLC

  

  7 Winding Oak Ct, Okatie, SC 29909
• 

  Est $1,157,456 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,121 Sq Ft

  223 Callawassie Dr, Okatie, SC 29909

  

  223 Callawassie Dr, Okatie, SC 29909
• 

  

  /92

  $985,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 4.5 Baths
  • 3,543 Sq Ft

  21 Osprey Cir, Okatie, SC 29909

  Welcome home to this stately Low Country home that exudes Southern charm! This custom-built home sits on a private lot with .80 of an acre. The main house features 3 beds, 3.5 baths & the guest cottage features 1 bed and 1 bath. This open and airy floor plan is an entertainer's dream with a spacious kitchen, formal dining room & family room with a 2 sided gas fireplace that connects to the great

  Christopher Goll Redfin Corporation

  

  21 Osprey Cir, Okatie, SC 29909

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