Callawassie Island Real Estate

Welcome to Callawassie Island, a hidden gem nestled in the heart of South Carolina’s Lowcountry. Located in Beaufort County, just a short drive from the charming city of Okatie, this exclusive community offers a unique blend of natural beauty, luxury living, and a vibrant sense of community.

Callawassie Island is a private, gated community that spans over 880 acres of lush landscapes and pristine waterways. With its stunning marsh views and picturesque scenery, residents are treated to a daily dose of the breathtaking beauty that defines the South Carolina coast. The island is surrounded by the enchanting salt marshes of the Colleton River and the Okatie River, providing ample opportunities for kayaking, fishing, and enjoying the serene environment.

This idyllic subdivision boasts a variety of upscale amenities, including a championship golf course designed by the renowned golf architect, Tom Fazio. The community also features a clubhouse, tennis courts, and a swimming pool, ensuring that residents can enjoy an active and social lifestyle. Additionally, the well-maintained trails and parks invite you to explore the natural wonders that Callawassie Island has to offer.

For those seeking a close-knit community, Callawassie Island hosts numerous social events and activities throughout the year, fostering friendships and connections among neighbors. With its prime location, residents can easily access the charming shops, restaurants, and cultural attractions of nearby Beaufort and Hilton Head Island.

Whether you’re looking for a serene retreat or an active lifestyle, Callawassie Island is the perfect place to call home. Discover the beauty and charm of this exceptional community, where every day feels like a vacation in paradise.

Newest Listings in Callawassie Island

$995,000

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-513558 MLS

Golf courѕe living οn Cаllawаѕѕiе Ιsland! 50 Spring Islаnd Drivе is a 4-bedroom, 3.5-bath Lowcountry home on a lush, tree-lined lot overlooking the fairway of Callawassie Island Club's Tom Fazio-designed golf course, framed by Live oaks and Spanish moss. Classic curb appeal starts with the welcoming covered front porch, brick steps and arched windows. Inside, the two-story great room is the heart of the home, with a dramatic wall of windows that floods the space with natural light and frames the golf views. A slate fireplace flanked by custom built-ins, hardwood floors and an open flow to the kitchen and casual dining area make it a natural gathering space. Above, a loft with built-in bookshelves overlooks the great room. The kitchen features crisp white cabinetry, black granite countertops, a slate tile backsplash, stainless steel appliances including a French-door refrigerator, wall oven and built-in microwave, plus a breakfast bar open to the dining area. The formal dining room offers an arched picture window, chandelier, crown molding and wainscoting. The first-floor primary suite is a quiet retreat with a tray ceiling, hardwood floors and garden views. The primary bath includes a soaking tub beneath an arched window, pebble tile accents, a tiled shower and vanity makeup station. Three additional bedrooms offer flexibility for guests, a home office or hobby space. Step outside to the rear deck overlooking the fairway, a manicured lawn and mature landscaping with palmettos and Live oaks. It is an ideal setting for grilling, entertaining or simply watching golfers play through. Callawassie Island is a private, gated community in Okatie, SC, conveniently located between Bluffton, Hilton Head Island and Beaufort. Known for its maritime forest, tidal marshes and 27 holes of world renowned Tom Fazio golf, the island offers a relaxed Lowcountry lifestyle with easy access to shopping, dining, beaches, medical care and the Hilton Head and Savannah airports. Whether you are searching for a vacation home retreat or a primary residence in the Coastal Lowcountry area, 50 Spring Island Drive delivers space, light and setting. Schedule your private showing today!

50 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty.

$1,339,000

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-513401 MLS

Newer сonstructіοn with ехсeрtіonal quality and elеgant dеsign. This beautifully appointed four-bedroom, four-and-a-half-bath home is a standout on Callawassie Island, a private Lowcountry community known for its natural beauty and exceptional 27-hole Tom Fazio golf course. The home's timeless setting and landscaping make an immediate impression, while the interior offers a comfortable, thoughtfully designed layout for both everyday living and entertaining. The home features four bedrooms, each with its own private en-suite bath. Upstairs, a private guest bedroom with en-suite bath provides a comfortable retreat for visiting family and friends. A separate, generously sized bonus room offers valuable additional living space and can easily serve as a media room, home office, gym, game room, or whatever best suits the next owner's needs. A screened porch extends the living space outdoors and offers an inviting place to relax and enjoy the Lowcountry setting. Refined finishes and upgrades throughout the home include engineered hardwood flooring, designer tile, custom beams, a ventless fireplace, plantation shutters, and solid-core 8-foot doors. The well-appointed kitchen features top-of-the-line Thermador appliances, a gas stovetop, soft-close cabinetry and drawers, and a custom-built walk-in pantry with generous storage and a beverage refrigerator. Additional features include spray foam insulation, a walk-in attic, and a large three-car garage with epoxy flooring. A Kinetico whole-house water filtration system provides filtered water throughout the home, complemented by a dedicated reverse osmosis drinking water system in the kitchen. The upgraded HVAC system features a UV lamp and electronic air filtration for enhanced indoor air quality. Ideally positioned between Beaufort, Bluffton, and Hilton Head, Callawassie Island offers privacy and natural beauty with convenient access to the best of the Lowcountry. At the heart of the island is its exceptional 27-hole Tom Fazio golf course, complemented by the clubhouse and scenic River House. Residents also enjoy community docks, two resort-style swimming pools, a fully equipped fitness center, kayaking, tennis, pickleball, bocce ball, and a community dog park. With its newer construction, thoughtful upgrades, beautiful setting, and access to one of the Lowcountry's exceptional golf and recreational communities, this home offers an outstanding opportunity to enjoy the Callawassie Island lifestyle.

87 Osprey Circle, Okatie

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,025,000

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-513363 MLS

Set on а privatе .94‐aсrе hοmeѕіte overlooking a trаnquil lаgoon and golf course, 8 Heron Point offers an inviting blend of classic Lowcountry style, comfortable living, and beautiful natural surroundings. This gracious two-story home features approximately 3,300 square feet with hardwood floors, a gas fireplace, a beautifully updated kitchen, and thoughtfully designed spaces for both everyday living and entertaining. The main level includes a private primary suite with a well-appointed bath, a spacious office, and a half bath, while two additional bedrooms upstairs provide comfortable accommodations for family or guests and enjoy beautiful views from the upper-level deck. The living and dining areas flow seamlessly to a generous rear porch overlooking the lagoon and golf course, creating a wonderful setting for morning coffee, afternoon relaxation, or evening gatherings. A detached two-car garage provides ample parking and storage. Enjoy the exceptional lifestyle of Callawassie Island with access to water front clubhouses, Tom Fazio Golf, tennis, pickle ball, fitness center , pools, dining, and deep-water docks, all surrounded by the beauty of the Lowcountry.

8 Heron Point, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,425,000

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-512910 MLS

An Exquisite Custom Craftsman Retreat in Oyster Cay's Most Coveted Enclave. From the moment you arrive, a graceful wraparound driveway and elegant breezeway announce the timeless craftsmanship of this extraordinary custom-built residence. Gas-lit lanterns cast a warm glow over meticulously curated landscaping, setting a tone of refined Southern elegance from the very first glimpse.Step inside to wide-plank white oak flooring and artisan shiplap detailing flowing throughout a thoughtfully designed floorplan, where multiple living spaces are scaled just right, offering ample room, easy flow, and endless possibilities for entertaining. Sound insulation around the interior walls of bathrooms and the laundry room ensures peace in every corner, while a dedicated home office in the main house offers a quiet space to work from home. This residence is a private sanctuary devoted to wellness. A whole-house water filtration system delivers pure, spa-quality water throughout, while a 4-person infrared sauna with red light therapy invites daily detoxification and restoration. An all-in cold plunge completes the experience, offering enhanced recovery, elevated metabolism, and unmatched mental clarity, spa-level wellness now at home.Outdoor living takes center stage with an oversized 15x18 screened porch, anchored by a gas fireplace and flat-screen television, creating a natural gathering space in every season. Beyond it, the 26x20 covered outdoor kitchen, complete with a built-in Big Green Egg, flattop grill, granite countertops, and abundant custom cabinetry, overlooks a wooded homesite of exceptional privacy. A whole-property Mosquito Nix system keeps outdoor spaces bite-free, while electrical is already run for a future hot tub. Above the garage, a well-appointed suite offers its own bath and private separate entrance, ideal for guests, multigenerational living, or a home office. Perfectly positioned just moments from the community pool, two deep-water docks, and the exclusive River Club, this home offers the rare balance of privacy and quiet sophistication, tucked away yet close to everything Callawassie Island has to offer.

204 Callawassie Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$925,000

3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512996 MLS

Skip thе wait and ехpеnѕе of nеw сonstruction with thiѕ newеr, meticulously maintained home at 45 Osprey Circle on Callawassie Island. Set on more than half an acre along one of the island's most desirable streets, this 2,500-square-foot Lowcountry retreat offers 3 bedrooms and three-and-a-half bathrooms, thoughtfully designed for comfortable modern living. The open, inviting interior features a chef's kitchen with stainless-steel appliances and quartz countertops, a gas fireplace, and generously sized living spaces. A large screened porch extends the living area outdoors, creating an ideal setting for relaxing and entertaining while enjoying the peaceful Lowcountry surroundings. A full three-car garage provides exceptional space for vehicles, golf carts, storage, and all the necessities of island living. Callawassie Island offers an exceptional lifestyle with 27 holes of Tom Fazio golf, a clubhouse, River Club, swimming pools, tennis courts, and deep-water community docks. This beautifully maintained home combines the advantages of newer construction with the natural beauty and amenities of one of the Lowcountry's most sought-after private island communities.

45 Osprey Circle, Okatie

Listing courtesy of Charter One Realty.

$3,600,000

5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-511577 MLS

Opportunities like this come along once in a lifetime. 9 & 8 Woodstork Watch is a rare offering on Callawassie Island, a 2.41-acre estate that stands as a true legacy property, meticulously crafted and cared for over decades. Originally assembled from four separate lots, the property has now been approved for consolidation into a single parcel carrying one Callawassie Island membership, creating an estate of exceptional scale and privacy rarely found on the island. Situated at the end of a quiet cul-de-sac and occupying the end of a point, the property enjoys a rare and private setting, with its position offering incredible sunrise and sunset views over the water. The main residence, completed in 2001, embraces classic lowcountry design and reflects a level of craftsmanship and woodwork rarely found today: reclaimed flooring, three masonry fireplaces, and a marsh-inspired palette that ties the home to its natural surroundings. The guest house and boathouse, known as "Captain's Quarters," bring a European lowcountry sensibility to the waterfront, extending the same quality and attention to detail found throughout the main residence. Together, the two homes offer a timeless architectural character and a level of craftsmanship that place this estate in a class of its own. The primary suite offers its own private porch, one of multiple private outdoor spaces throughout the property that take full advantage of the setting. Complete with a private boat dock and lift, the estate offers effortless waterfront living. Its stature was further recognized when it was featured in From House to Home in 2009, cementing its place as one of Callawassie Island's architecturally significant properties. Properties of this caliber, with this depth of design history, craftsmanship, and multi-generational care, rarely become available.9 Woodstork Watch stands as a rare opportunity for a buyer seeking not just a home, but a retreat, and a legacy.

9 Woodstork Watch, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,699,000

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512942 MLS

DEEP WΑTER LΙVΙNG ΟΝ CΑLᏞΑWASSIE ISᏞAΝD - Fully remodeled 4 BR / 3.5 BA Lowcountry retreat with private deep water dock, NEW boat lift, and NEW floating dock on a tidal creek leading to the Colleton and Chechessee Rivers. 41 Sugar Mill Drive delivers a combination rarely found in Bluffton/Okatie, SC: spectacular marsh and sunset views across the water out back, and beautiful championship golf views out front - all framed by centuries-old moss-draped Live Oaks on a lush, professionally landscaped homesite. Completely renovated inside and out, this turnkey home features a NEW roof, NEW designer kitchen, and NEW bathrooms throughout. The chef's kitchen showcases custom cabinetry to the ceiling, exotic granite counters, a Wolf gas range with double ovens, built-in refrigeration, and wine storage - all open to a fireside family room with built-ins and shiplap detail. Soaring cathedral ceilings and dramatic walls of glass fill the great room with natural light and postcard marsh views. Wide-plank hardwood floors, a formal dining room framing the golf views, and a serene primary suite opening to the screened porch - with a spa bath featuring a jetted tub, frameless glass shower, and dual vanities - round out sought-after single-level living with a split bedroom plan. Outside, an entertaining deck, paver patio, and stone fire pit overlooking the marsh set the stage for evenings under the oaks. Step out your back door, stroll your private boardwalk beneath the oaks, and drop the boat in minutes - fish, crab, or cruise to the Colleton River, Beaufort, or Hilton Head Island by water. Evenings end with fiery sunsets over the marsh from your dock with seating area. Callawassie Island is a gated, member-owned community offering 27 holes of Tom Fazio golf, tennis and pickleball, pools, fitness center, riverfront community docks, walking trails, and a vibrant club lifestyle - minutes from Beaufort, Bluffton, and Hilton Head, and an easy drive to Charleston, SC and Savannah, GA. Whether you're seeking a primary residence, second home, or legacy waterfront property, this is Lowcountry living at its finest: deep water, golf views, ancient oaks, and a total renovation already done for you. Move in, tie up the boat, and start living the island life. Schedule your private showing of 41 Sugar Mill Drive today.

41 Sugar Mill Drive, Okatie

Listing courtesy of Charter One Realty.

$899,000

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512387 MLS

This quіntessеntіal Ꮮοwсountrу hοme offers easу onе-story living amid exceptional private surroundings on Callawassie Island. Thoughtfully positioned in one of the most desirable settings, 1 S Oak Forest sits directly across from the picturesque butterfly garden and beside protected green space, creating a beautiful natural backdrop and an uncommon sense of privacy, while remaining just steps from the River Club, community pool, and boat docks. The spacious open floor plan is filled with natural light and flows into the gourmet kitchen and rear Carolina room overlooking a tranquil natural oasis. Meticulously maintained, the home features custom built-ins, plantation shutters, generously sized rooms, and a dedicated office. A charming guest suite above the garage includes a kitchenette and full bath, offering a comfortable space for guests or extended stays. Recent improvements provide added peace of mind, including a brand-new architectural roof with transferable warranty, freshly painted exterior, and two nearly new HVAC units. Callawassie Island is considered by many to be one of the best locations in Beaufort County, offering an exceptional Lowcountry lifestyle with world-class amenities, including Tom Fazio golf, waterfront clubhouses, a fitness facility, community pools, boat docks, and more. A rare combination of privacy, nature, convenience, and thoughtful updates, 1 S Oak Forest is a wonderful place to call home.

1 S Oak Forest Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$824,999

3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512227 MLS

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 original owner, this inviting home offers timeless quality, generous living spaces, and a beautiful golf-course setting. Inside 12-foot ceilings and high-quality Pella windows and doors create a bright, open atmosphere. The updated kitchen provides a stylish and functional gathering space, while the first-floor primary suite offers privacy and convenience. The second floor features a comfortable guest suite, creating an ideal retreat for family and friends. A large dedicated sewing room provides exceptional space for quilting, crafting, hobbies, or creative pursuits. The home has been thoughtfully maintained, including a roof and new dormers in 2016. The oversized garage provides abundant storage and parking space, including room for a golf cart-perfect for enjoying the Callawassie Island lifestyle. Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated

28 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,360,000

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-512044 MLS

Back οn the market thrοugh nο fault οf thе ѕellеrѕ-another oppοrtunitу to make this exceptional home yours! 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 than $100K in thoughtful owner upgrades. Tucked on a quiet Heron Point cul-de-sac with no through traffic, a wide front porch welcomes you into a light-filled home where warm hardwood floors, exposed beams, and elevated finishes create an immediate sense of relaxed elegance. The open kitchen, dining, and living areas flow effortlessly for everyday living and entertaining, anchored by a custom fireplace surround with gas insert and complemented by designer lighting. Just off the dining area, sliders open to a spacious screened porch, extending the living space and creating the seamless indoor/outdoor connection Lowcountry living is known for. The private main-level primary suite features a spa-like bath with a soaking tub, while a dedicated study offers a quiet place to work or unwind. Out back, a covered porch leads to an expansive custom paver patio and fire pit, with generous green space, enhanced landscaping, and beautiful views of Dogwood #6 beyond-an idyllic setting for morning coffee, evenings around the fire, or entertaining friends. Upstairs, hardwood floors continue through two spacious ensuite bedrooms with abundant storage. A detached 2-car garage with a dedicated golf cart bay and epoxy floors is topped by a 558-square-foot FROG with a full bath and closet-ideal as a private guest suite, gym, or flex space. Fresh interior paint, exterior shutters, and numerous additional improvements mean the work has already been done. And beyond your front door, enjoy the lifestyle that makes Callawassie Island so special-27 holes of golf, boating and river access, racquet sports, pools, fitness, dining, and a welcoming social community, all surrounded by the natural beauty of the Lowcountry. Beautifully finished, thoughtfully upgraded, and completely move-in ready-this is a home designed to be enjoyed from day one.

14 Heron Point, Okatie

Listing courtesy of The Agency Hilton Head.

$1,379,000

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512149 MLS

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 studs by a premier contractor, with no expense spared and no detail overlooked. Eastern exposure fills the home with soft morning light, while shaded afternoons and a long, private view of the golf course create a quiet, elevated sense of place.Essentially reborn as a new home, the residence was reconstructed with all-new stucco and exterior painting, all-new electrical, and all-new plumbing throughout. The interior showcases gorgeous segmented arches throughout, offering beautiful architectural character alongside 8' solid-core doors and hardwood flooring laid with laser precision. A redesigned hallway flows through graceful new archways into the kitchen and dining room, where custom wainscoting lends a refined, tailored finish. The kitchen is anchored by Taj Mahal quartzite countertops, while the spa-inspired bathrooms are finished in quartz, with redesigned tile showers and a master suite featuring a freestanding pedestal tub and brass fixtures.The Carolina room has been thoughtfully redesigned to frame the wooded, golf-course backdrop, with new screening and a glass door that blurs the line between indoors and out. Additional refinements include a butler's pantry with dry-bar and wine cooler, hurricane-impact windows, a tankless water heater, blown-foam attic insulation, and a fully restuccoed, stone-accented exterior complemented by newly curated landscaping.For the buyer who values craftsmanship and quality above all, this is a rare offering: a true turnkey residence where every element has been considered. Move in with complete peace of mind and begin your Callawassie Island Lifestyle.

90 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,075,000

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511584 MLS

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 Dogwood 9th hole, bridge/lagoon and tidal marsh views. Primary Bedroom on 1st floor, with 2 bedrooms upstairs with an optional 4th bedroom or office. The Upstairs Bedroom private veranda provides even more elevated spectacular views. Callawassie Island Club Cottage Section is ideal for either a primary home, a 2nd home or a rental investment property. Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

24 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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