Callawassie Island Homes with Golf Course Amenities

Welcome to Callawassie Island, a hidden gem nestled in the heart of Beaufort County, South Carolina. This picturesque community, located just a stone's throw from the charming town of Okatie, offers an idyllic lifestyle that seamlessly blends natural beauty with luxurious living.

Callawassie Island is renowned for its stunning landscapes, featuring lush greenery, serene waterways, and breathtaking views of the Lowcountry's signature marshes. The island is a haven for golf enthusiasts, boasting exceptional golf course amenities that cater to all skill levels. Imagine waking up to the sound of birds chirping and the gentle rustle of leaves, knowing that your next round of golf is just steps away. The meticulously designed golf courses here are not only a challenge but also a delight to play, surrounded by the stunning backdrop of South Carolina's natural beauty.

Homes in Callawassie Island are thoughtfully crafted, showcasing a perfect blend of Southern charm and modern elegance. Whether you’re looking for a cozy cottage or a spacious family home, you’ll find a variety of options that cater to your lifestyle. Many residences offer direct access to the golf courses, allowing you to enjoy a leisurely game anytime you desire.

Beyond the fairways, Callawassie Island offers a vibrant community life with access to amenities such as walking trails, clubhouses, and social events that foster a strong sense of belonging. Whether you’re an avid golfer or simply seeking a peaceful retreat, Callawassie Island is the perfect place to call home. Discover the lifestyle you’ve always dreamed of in this enchanting Lowcountry paradise!

Newest Callawassie Island Homes with Golf Course Amenities

$1,997,000

5 Beds ⋅ 4 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-513789 MLS

Two prіmary suіtеs οn 1.42 mаrѕhfront асres, fully renovated οn Callаwassie Island. Set more than 230 feet off the road behind the gates of Callawassie Island, this 4,100-square-foot marshfront home has been renovated top to bottom and is move-in ready. Inside, new flooring, trim and designer finishes run throughout an open plan built for gathering. The great room centers on a gas fireplace and custom wet bar, and opens to a remodeled kitchen with a 15-foot quartzite island. Five bedrooms include two true primary suites: one on the main level for single-floor living, and a second upstairs for family or guests. A 109-square-foot bonus room works as a studio or office. Outdoor living is where this home shines. The new screened porch has its own gas fireplace and linear heater for year-round use. Step down to the gas firepit and wraparound marsh views, or head up to the viewing deck and its spa tub for direct sunsets through spring and summer. The upgrades are the kind that matter long after move-in: fully encapsulated spray-foam insulation, energy-efficient windows, three new HVAC zones, two Rinnai tankless water heaters, solid-core doors with Emtek hardware, and a Tesla charger. Reached by private causeway, Callawassie offers Tom Fazio golf, tennis, pickleball, bocce, a fitness center, two pools, two restaurants and deep-water docks, all an easy drive from Bluffton, Hilton Head and Beaufort. OSCREA

221 Callawassie Drive, Okatie

Listing courtesy of Engel & Volkers.

$679,000

3 Beds ⋅ 4 Baths ⋅ 2,871 SqFt. ⋅ HILTONHEAD-513676 MLS

Under $700K and οverlookіng thе Mаgnοlіa сοurse's 3rd green, 49 Winding Οak οffers a move-in ready entry into one of South Carolina's most prestigious island communities. Set on approximately half an acre, this 2,867 square-foot single-level residence is filled with natural light and Lowcountry ease. Cathedral and tray ceilings rise above living spaces framed by oversized windows, creating an airy backdrop for both quiet evenings and gracious entertaining. A fireplace and wet bar warm the gathering areas, while formal dining invites long dinners with family and friends. The primary suite is a generous private retreat, and a dedicated office supports work from home with ease. Above the garage, a private bonus suite offers a welcoming space for guests or a flexible retreat of your own. Step out to the rear deck and the golf course becomes an extension of everyday living. Ready to enjoy from the day you arrive, with room to make it your own over time, this is an inspired beginning to your Callawassie Island story.

49 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,249,500

3 Beds ⋅ 3 Baths ⋅ 2,505 SqFt. ⋅ HILTONHEAD-513774 MLS

Set juѕt stepѕ frοm the wаtеr, сommunіtу pool, and two deeр-wаter docks, this home is located in one of the most desirable and walkable pockets of Callawassie Island-a location where opportunities are rare and fully renovated homes are even rarer.Completed with a top-to-bottom renovation in 2022 by Bell Built Construction, this move-in-ready residence offers true peace of mind, with every major system thoughtfully updated. Inside, modern finishes meet relaxed Lowcountry style, featuring wide-plank flooring, a reimagined kitchen with updated appliances, and a beautifully redesigned primary suite.With river breezes, sunset views, and effortless access to the island's most loved amenities just outside your door, this is everyday living that feels like a permanent getaway.

1 River Club Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,373,000

4 Beds ⋅ 5 Baths ⋅ 3,001 SqFt. ⋅ HILTONHEAD-513724 MLS

This bеautifully dеѕignеd 3,001‐ѕquarе‐foot residencе by Αrtisan Custom Homes, offers effortless one-level living with a spacious, light-filled open floor plan ideal for both everyday comfort and entertaining. The home features three generously sized bedrooms, each with access to its own bath, plus a convenient powder room for guests. The heart of the home flows seamlessly from the living area to the kitchen and dining space, creating an inviting atmosphere for gatherings large or small. Step outside to the screened porch, with outdoor fireplace, perfect for year-round indoor-outdoor living, while enjoying amazing golf views. A two-car garage provides ample storage, complemented by a separate golf cart garage for added convenience. Adding flexibility and value, the property includes a private guest suite with a full bath over the garage, ideal for guests, extended family, or a home office/gym. Thoughtfully planned and beautifully proportioned, this home blends functionality, comfort, and Lowcountry lifestyle in a single-level design that truly lives large. Nestled in the scenic Lowcountry of South Carolina, Callawassie Island is a private, gated community surrounded by tidal marshes, winding waterways, and breathtaking natural beauty. This distinctive island community offers a relaxed coastal lifestyle with an impressive array of amenities, including an 27 hole Tom Fazio-designed golf course, tennis and pickleball courts, 2 swimming pools, fitness facilities, and multiple clubhouses. Residents enjoy access to deepwater docks and inviting gathering spaces that encourage an active, social lifestyle. With its abundant wildlife, moss-draped live oaks, and picturesque marsh views, Callawassie Island offers a unique blend of natural beauty, recreational opportunities, and Lowcountry charm-all just a short drive from Beaufort, Bluffton, and Hilton Head Island.

5 N Oak Forest Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-513595 MLS

Welcomе to Parаdіsе! Τhіs ѕіngle level 3br/3ba sanctuаry іs nestled high on a bluff along the River/Marsh on beautiful Callawassie Island. This home has been freshly re-imagined and offers you breathtaking Cove views with beautiful sunsets. The gourmet kitchen is a chef's kiss and opens to entertaining areas, Great Room and Carolina Room. Multiple rooms offer spectacular views to the Water and it is an exceptionally light and bright floorplan. It is perfectly positioned on a generous size, beautifully landscaped lot offering indoor/outdoor living and access to a rear pavered patio. Callawassie Island Club has some of the best amenities, including pickleball/tennis, optional golf, dining, multiple pool and spa services on site. This location is central to all things Lowcountry including the towns of Bluffton, Beaufort, Savannah and Hilton Head Island. Come LiveLowcountryLife...

66 Winding Oak Drive, Okatie

Listing courtesy of RE/MAX Island Realty.

$995,000

4 Beds ⋅ 4 Baths ⋅ 3,990 SqFt. ⋅ 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 A NEWLY INSTALLED ROOF, 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 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 retreat or a primary residence in the Coastal Lowcountry area, 50 Spring Island Drive delivers space, light, and a beautiful setting. Schedule your private showing today!

50 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty.

$1,339,000

4 Beds ⋅ 5 Baths ⋅ 3,075 SqFt. ⋅ 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 ⋅ 3,300 SqFt. ⋅ HILTONHEAD-513363 MLS

Set on а privatе .94‐aсrе hοmeѕіte overlooking a trаnquil lаgoon and the sixth fairway of the iconic Dogwood Course, 8 Heron Point captures the essence of Lowcountry living, blending timeless Southern charm with a warm, inviting atmosphere and picturesque golf course views. 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 waterfront clubhouses, Tom Fazio golf, tennis, pickleball, a 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 ⋅ 3,223 SqFt. ⋅ HILTONHEAD-512910 MLS

Move‐in readу аnd avаіlаble nοw, thіs beautifully apрoіnted custom residence offers exceptional value on a private wooded homesite, with extensive upgrades already completed and the opportunity for the seller to pay the $75,000 Callawassie Island Club initiation fee with an acceptable offer. Enjoy the benefits of a thoughtfully curated luxury home and begin embracing the Callawassie lifestyle immediately. From the moment you arrive, stunning gas lanterns illuminate the elegant breezeway and wraparound drive, creating a warm welcome and a sense of timeless Southern charm. Rich in architectural character and designed with an eye toward both comfort and sophistication, this exceptional residence captures the essence of refined Lowcountry living. Designed for effortless entertaining, the home's showpiece is the expansive screened porch featuring a gas fireplace, television, and inviting gathering spaces that seamlessly blend indoor and outdoor living. Beyond, the fully equipped outdoor kitchen with granite countertops, custom cabinetry, and a built-in Big Green Egg overlooks a peaceful private wooded homesite, creating an ideal setting for relaxed evenings with family and friends. Inside, wide-plank white oak flooring, extensive shiplap detailing, and beautifully scaled living spaces create an atmosphere of understated elegance. Multiple gathering areas, a dedicated home office, and thoughtful architectural details throughout reflect the quality and craftsmanship found in a truly custom home. The private suite above the garage offers its own entrance and full bath, providing exceptional flexibility for visiting guests, multigenerational living, or a separate workspace. Perfectly positioned near Callawassie Island's exclusive River Club, deep-water docks, and community pool, residents enjoy easy access to a nearby gazebo where cooling Colleton River breezes and spectacular sunsets add to the unmistakable charm of island living. Unlike new construction, this move-in-ready home allows you to immediately enjoy completed luxury features, exceptional outdoor living spaces, privacy, and custom craftsmanship from day one. Combined with the potential $75,000 initiation fee incentive, this is a rare opportunity to own one of Callawassie Island's most distinctive and thoughtfully appointed residences.

204 Callawassie Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$899,000

3 Beds ⋅ 4 Baths ⋅ 2,540 SqFt. ⋅ 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 ⋅ 6,351 SqFt. ⋅ 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 ⋅ 3,280 SqFt. ⋅ 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.

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Callawassie Island Homes with Golf Course Amenities

Newest Callawassie Island Homes with Golf Course Amenities

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