30

Callawassie Island Houses for Sale

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  • /37

    $700,000

    • 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
  • /45

    $1,175,000

    • 4 Beds
    • 4.5 Baths
    • 3,095 Sq Ft

    6 Winding Oak Dr, Okatie, SC 29909

    A timeless classic meets modern elegance w/this fully renovated 3095 square foot open concept Callawassie Island home. No expense was spared when crafting this marsh front masterpiece located on the tail end of Sugar Mill Creek. Step inside to an abundance of natural light, breathtaking views w/mature landscaping, entirely new kitchen, floors, & millwork throughout, spray foam insulation,

    Claiborne Smith Charter One Realty

    6 Winding Oak Dr, 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
  • /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
  • /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 (063F)

    27 Winding Oak Dr, Okatie, SC 29909
  • /48

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 2,880 Sq Ft

    4 Tabby Point Ln, Okatie, SC 29909

    Located on one of the premier streets in the Lowcountry, this home invites the discerning eye of property enthusiasts. The 3 BR, 3 BA home has new flooring and roof, many new windows and nearly 2900 sq feet ready to transform into your dream home. Upon arrival, you'll be drawn to majestic live oaks and long marsh, water views of the Okatie River. Enhancing the home's appeal: gas

    The Broadhurst Group William Raveis - Carolina LLC (332)

    4 Tabby Point Ln, 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 (566)

    2 S Oak Forest Dr, Okatie, SC 29909
  • /92

    $969,000

    • 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 (891)

    21 Osprey Cir, Okatie, SC 29909
  • /49

    $944,000

    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    67 Winding Oak Dr, Okatie, SC 29909

    This beautifully maintained home is the ideal retreat with stunning views of the recently renovated golf course. The open and spacious layout is perfect for both everyday living and entertaining, with plenty of natural light and a thoughtful design.The expansive bonus room is a standout feature, offering endless possibilities— a home theater, game room, or extra living space. The home

    Ali Heavener SERHANT (932)

    67 Winding Oak Dr, Okatie, SC 29909
  • /54

    $1,050,000

    • 3 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    12 Chechessee Cir, Okatie, SC 29909

    Marsh Front with Deep Water Views. Designed by prominent low country architect this lovely home features oversized rooms w/ open plan living & a relaxed yet sophisticated feel. Large windows make for a bright cheery home. Balconies from every bedroom. Large Ipe/Brazilian Teak deck surrounds private heated plunge pool, recently re-coated, w/ marsh views. Primary Bedrooms either 1st or 2nd floor.

    Joseph Kearney Coastal Real Estate Solutions II (566)

    12 Chechessee Cir, Okatie, SC 29909
  • /51

    $995,000

    • 3 Beds
    • 3.5 Baths
    • 3,396 Sq Ft

    7 Tabby Point Ln, Okatie, SC 29909

    A great opportunity, to purchase one of the premier Colleton River views, on the desirable Tabby Point Lane within Callawassie Island. Enjoy miles of private/scenic deep water/tidal marsh views! Imagine launching your kayak from your backyard to paddle alongside the dolphins. This Lowcountry style home, 3 BD/3 1/2 BA, .77 acre, is located among the highest elevations on the island. This unique

    Joseph Kearney Coastal R. E. Solutions II

    7 Tabby Point Ln, Okatie, SC 29909
  • /42

    $1,050,000

    • 3 Beds
    • 3.5 Baths
    • 3,246 Sq Ft

    34 Osprey Cir, Okatie, SC 29909

    This beautifully maintained Low Country style home with it's traditional front porch and dormers, has a tastefully designed open floor that encompasses the relaxed yet elegant feel of Southern living. Located on a private cul-de-sac with a gorgeous lawn and professional landscaping overlooking 2 holes on Callawassie Island's recently renovated Tom Fazio Designed Magnolia Course. A stunning great

    Joseph Kearney Coastal R. E. Solutions II

    34 Osprey Cir, 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
  • /58

    $750,000

    • 3 Beds
    • 3 Baths
    • 2,961 Sq Ft

    3 Longwood Ct, Okatie, SC 29909

    Beautiful one-level living with open, vaulted floor plan perfect for entertaining and enjoys gorgeous private views! This 2,961SF, 3BD, 3BA home features a spacious flex room ideal for a workshop, game room, or golf simulator. Recent upgrades include interior/exterior paint, HVAC, flooring, kitchen appliances, and more. The outdoor living can't be beat with a vaulted screened porch, paved patio,

    Grace Vandiver Charter One Realty

    3 Longwood Ct, Okatie, SC 29909
  • /41

    $775,000

    • 3 Beds
    • 3 Baths
    • 2,652 Sq Ft

    27 Island Creek Dr, Okatie, SC 29909

    Location, Location, Location! A perfect primary or 2nd home. Enjoy the scenic and tranquil early morning or twilight walks enjoying the unique golf/marsh/lagoon views. This well maintained home has filtered views of pond/golf and located on the renovated Dogwood Course Par 5 6th hole. A perfect blend of comfort, elegance and functional design.13 ft. Great Room coffered ceilings,18 ft. Carolina

    Joseph Kearney Coastal R. E. Solutions II

    27 Island Creek Dr, Okatie, SC 29909
  • /50

    $1,650,000

    • 5 Beds
    • 3.5 Baths
    • 4,712 Sq Ft

    15 Tabby Point Ln, Okatie, SC 29909

    Experience Lowcountry living at its finest in this beautifully updated waterfront home on Callawassie Island. With 4+ bedrooms and a 3+ car garage, there’s room for everyone and everything. Fresh new stucco adds timeless appeal, while panoramic views of the Colleton River and its marshes set a stunning scene. Enjoy the ever-changing tides and wildlife - including dolphins playing just beyond your

    Lowcountry Specialists Charter One Realty (063F)

    15 Tabby Point Ln, 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
  • /51

    $795,000

    • 3 Beds
    • 3 Baths
    • 2,378 Sq Ft

    6 River Marsh Ln, Okatie, SC 29909

    Perfect Primary/2nd Home or Investment property for short/long term rentals. Furnished and Rental ready! Updated Club Cottage with long scenic views of Marsh and Golf. New Deck & Attic Spray Foamed- 2025, New Roof- 2024. 2021 renovations: GE High-End Kitchen Appliances, GE Cafe Gas Cook Top w/new SS backsplash & vented hood, GE Double Oven, GE Cafe counter-depth French Door Refrigerator,

    Joseph Kearney Coastal Real Estate Solutions II (566)

    6 River Marsh Ln, Okatie, SC 29909
  • /87

    $899,000

    • 4 Beds
    • 3 Baths
    • 2,758 Sq Ft

    8 Chechessee Cir, Okatie, SC 29909

    If you're looking for a place where carefully curated upgrades meet quiet elegance in a serene nature setting, this residence is more than worth exploring. From the blend of English Country & Lowcountry Styles to the privacy of its location, there's a rare harmony here—between structure & scenery, ready for someone new to call it ''home.'' Nestled within a peaceful cul-de-sac surrounded

    Katie Gambla Keller Williams Realty

    8 Chechessee Cir, Okatie, SC 29909
  • /25

    $524,900

    • 3 Beds
    • 3 Baths
    • 2,004 Sq Ft

    4 River Marsh Ln, Okatie, SC 29909

    Come see this Callawassie Island Club Cottage, perfect for a Primary Home, 2nd Home getaway or Rental Investment Property. This Island offers an amazing private Community, sit back and embrace its natural beauty, stay active & enjoy the first-rate Golf and all the amenities are close-by.. 3 Bedrooms & 3 Baths with views of the Marsh & Golf and more importantly a Sense of Security..

    George Maldonis Gibbs Realty & Auction Co Inc (474)

    4 River Marsh Ln, Okatie, SC 29909
  • /44

    $929,000

    • 3 Beds
    • 3.5 Baths
    • 2,722 Sq Ft

    83 Osprey Cir, Okatie, SC 29909

    Enjoy this .83 acre natural wooded/lagoon view of a Bird Rookery in your own backyard! This home is in pristine condition with recent upgrades and renovations throughout. Gourmet Kitchen with all high-end S/S appliances, 6-burner gas stove w/griddle & 2 ovens, S/S stove vent, microwave draw, dishwasher, wine fridge, refrigerator/freezer & cabinets, quartz countertops, soft closing drawers &

    Joseph Kearney Coastal Real Estate Solutions II (566)

    83 Osprey Cir, Okatie, SC 29909
  • /64

    $1,149,000

    • 3 Beds
    • 3 Baths
    • 2,732 Sq Ft

    235 Callawassie Dr, Okatie, SC 29909

    235 Callawassie Drive Exemplifies the quintessential Coastal Lowcountry Home. Optimally situated on one of the largest Marshfront homesites on Desirable OysterCay on Callawassie Island, just steps from the River-Club/Docks! With Classic Oyster Tabby & Surrounding Porches, large open living area w vistas across a Private Marshfront oasis & Sprawling Mature Vegetation abound, this inviting home

    Andrew Seivold Coastal Real Estate Solutions II (566)

    235 Callawassie Dr, Okatie, SC 29909
  • /45

    $1,575,000

    • 4 Beds
    • 3.5 Baths
    • 3,146 Sq Ft

    19 River Bend Dr, Okatie, SC 29909

    Discover the ultimate Lowcountry retreat on Callawassie Island! This exceptional 4-bedroom home sits on a private 1.3-acre marsh-front lot, offering breathtaking 270+ degree water views & ever-changing tidal scenery. Enjoy serene views from all main living areas, a spacious owner's suite with a fireplace + private porch, & a kitchen that opens to family room. The newly rebuilt dock, with pending

    Emily Kearney Coastal R. E. Solutions II

    19 River Bend Dr, Okatie, SC 29909
  • /42

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 3,316 Sq Ft

    5 Osprey Cir, Okatie, SC 29909

    Enjoy the incredible sunset views of a large lagoon and bird rookery in your own back yard! Set on an .61-acre private waterfront/wooded lot. This custom home has abundant space for entire family visits.Designed with a split floor plan in mind for Primary Bedroom privacy. Many extras: (2) gas fireplaces, low maintenance hard coat stucco exterior and an all-season converted enclosed porch, a

    Joseph Kearney Coastal R. E. Solutions II

    5 Osprey Cir, Okatie, SC 29909
  • /69

    $849,900

    • 4 Beds
    • 3.5 Baths
    • 2,580 Sq Ft

    64 Osprey Cir, Okatie, SC 29909

    Welcoming Lowcountry Masterpiece where Meticulous Craftsmanship & Pride in Ownership are evident throughout. 64 Osprey Circle is a custom Steve Tilton built home, thoughtfully situated on a private homesite w views across the wooded lagoon of the signature 5th hole on the Magnolia Course! This inviting home benefits from a well appointed kitchen w huge island/6 Burner Thermador & Westerly Sunset

    Andrew Seivold Coastal Real Estate Solutions II

    64 Osprey Cir, Okatie, SC 29909
  • /41

    $467,500

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    58 Heron Walk, Okatie, SC 29909

    Highly Motivated Seller offering $25,000 toward the purchase of the Callawassie Island Membership. Renovated in 2021, this Heron Walk Villa is move in ready offering wonderful upgrades. Fully furnished and near club amenities. Lovely 3-bedroom 2-bath home offers privacy w/ lagoon views & screened in porch. Home can serve as full-time residence or as rental thru Callawassie Club. Callawassie, a

    The Broadhurst Group William Raveis - Carolina LLC (332)

    58 Heron Walk, Okatie, SC 29909
  • /49

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,249 Sq Ft

    58 Spring Island Dr, Okatie, SC 29909

    A Classic Southern Living Cottage, with functional design and craftsman quality built, set in a private wooded setting on .74 acre. Enjoy expansive golf course views from the curved, wraparound heated rear screened porch. An open chef's kitchen is the heart of this 3 bedroom, 2.5 bath cottage. High ceilings, wide plank hardwood floors throughout, featuring a Savannah brick fireplace. The private

    Joseph Kearney Coastal R. E. Solutions II

    58 Spring Island Dr, Okatie, SC 29909
  • /73

    $1,195,000

    • 4 Beds
    • 5.5 Baths
    • 4,797 Sq Ft

    109 Winding Oak Dr, Okatie, SC 29909

    Privacy awaits at your outdoor oasis with heated saltwater pool and outdoor kitchen. Enjoy views of Magnolia #5 green/lagoon from your elevated main living spaces, screened porch & patio. Craftsmanship can be felt the moment you walk thru the Mahogany Front doors into 14-16' ceilings with custom moldings & trim. Every bedroom has its own full bathroom, as does the large bonus/5th bedroom over

    Candace Crosby Coastal Real Estate Solutions II

    109 Winding Oak Dr, Okatie, SC 29909
  • /51

    $689,500

    • 3 Beds
    • 3 Baths
    • 2,720 Sq Ft

    63 Osprey Cir, Okatie, SC 29909

    Located on desirable Osprey Circle, this beautifully updated home offers wide plank flooring, foam insulation, and crawlspace encapsulation. Built by the Tilton Group, it provides single-level living with the primary suite and two guest bedrooms on opposite sides for privacy. The cozy living room with a fireplace flows into the remodeled kitchen (2019), breakfast nook, and dining room, all with

    Emily Kearney Coastal Real Estate Solutions II

    63 Osprey Cir, Okatie, SC 29909
  • /16

    $1,208,247 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,677 Sq Ft

    13 S Oak Forest Dr, Okatie, SC 29909

    Come build your dream home with Meritus Signature Homes. Welcome to your future home on Callawassie Island, a gated waterfront community with a deep-water dock, waterfront pool, various courts and three golf courses with optional membership. This proposed new construction home sits on a .57 acre lot along a cul-de-sac offering plenty of privacy. Walking up to the spacious coastal

    Valerie Romig Greco Group Brokered by eXp

    13 S Oak Forest Dr, Okatie, SC 29909

Why Live in Callawassie Island

Callawassie Island in Bluffton is a unique sea island community known for its natural beauty and commitment to wildlife preservation. Recognized as a Community Wildlife Habitat by the National Wildlife Federation, the island is home to diverse wildlife, including little blue herons, alligators, and bald eagles. Residents enjoy an active lifestyle with amenities such as three nine-hole, Tom Fazio-designed golf courses, the Callawassie Island Clubhouse, and the recently renovated Callawassie Island River Club. The clubhouse hosts various social events, while the River Club features a pool, sundeck, and outdoor fire pit. Four community docks provide access for kayakers and boaters, with the Sugar Mill Dock being a popular spot for crabbing. Homes on Callawassie Island are custom-built, often in the Lowcountry style, featuring lofty ceilings, front porches, and large windows. Properties range from $750,000 to $2 million, depending on proximity to the marshes, and typically include between a half and full acre of land. The Beaufort County School District serves the area, with highly rated schools such as Okatie Elementary, Bluffton Middle, and May River High School. Dining options on the island include the main Clubhouse and the River Club, both offering different atmospheres and menus. Residents often travel off the island for errands, with grocery stores located about 12 miles away. The island is accessible via Callawassie Drive, known for its scenic marsh views. While the island offers a serene and picturesque environment, it is at risk of flooding due to its location and the likelihood of hurricanes.

Home Trends in Callawassie Island, SC

Housing Trends

Median Sale Price
$330,000
Median Single Family Sale Price
$330,000
Median 2 Bedroom Sale Price
$450,000
Average Price Per Sq Ft
$262
Number of Homes for Sale
2
Last 12 months Home Sales
90
Months of Supply
0.30
Median List Price
$375,348
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-1%
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