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.

$925,000

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.

$899,000

4 Beds ⋅ 4 Baths ⋅ 3,587 SqFt. ⋅ 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 ⋅ 2,933 SqFt. ⋅ 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.

$899,000

3 Beds ⋅ 3 Baths ⋅ 2,115 SqFt. ⋅ HILTONHEAD-512221 MLS

Better thаn new and truly οnе-οf‐а-kіnd, thіs artisan-crаfted fοrmer model home offers an exceptional blend of luxury, privacy, and Lowcountry living. Located in the desirable Oyster Cay on Callawassie Island, tucked away on an oversized, serene wooded lot, the residence feels exceptionally peaceful and private while being just down the street from the River Club, Family pool and deep-water boat docks. Thoughtfully designed and meticulously maintained, the home showcases an impressive collection of custom upgrades and designer finishes, including multiple shiplap accent walls, an extensive custom trim package, Hunter Douglas shades, a tankless water heater, and spray foam insulation, along with countless other refined details. An indoor gas fireplace creates a warm and inviting gathering space, while the spacious screened porch, with its inviting outdoor gas fireplace provides a beautiful year-round setting for relaxing, dining, and enjoying the tranquil natural surroundings. Everyday comfort and convenience have been equally considered, with a whole-home generator and EV charger providing modern functionality and peace of mind. The spacious floor plan, elevated craftsmanship, and impeccable model-home presentation make this residence feel almost new-yet it already includes the custom upgrades and finishing touches that are typically added over time. Beyond the home, Callawassie Island offers an exceptional Lowcountry lifestyle, with Tom Fazio-designed golf, tennis, pickleball, pools, a fitness center, boating, and more, all set within a beautiful private island environment. Ideally located in Beaufort County, the community provides convenient access to Beaufort, Port Royal, Bluffton, Hilton Head Island, Charleston and Savannah, while preserving the privacy, natural beauty, and tranquility that make island living so special.

226 Callawassie Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: RE/MAX Island Realty.

$799,000

3 Beds ⋅ 3 Baths ⋅ 2,108 SqFt. ⋅ HILTONHEAD-510356 MLS

Welcome to 13 River Marsh Lane, a charming Lowcountry cottage nestled within the desirable Cottage Section of Callawassie Island-one of the few areas where short-term rentals are permitted, offering exceptional flexibility for homeowners and investors alike. Sold fully furnished, this turnkey property is ready for immediate enjoyment or income-producing potential. This beautifully maintained 3-bedroom, 2.5-bath home blends timeless Southern charm with modern comfort. Hardwood floors, abundant natural light, and inviting living spaces create a warm and welcoming atmosphere. The thoughtfully updated kitchen and baths complement the home's classic coastal character, while front and rear porches provide the perfect setting to enjoy the island's peaceful surroundings. Located just moments from Callawassie Island's world-class amenities, including 27 holes Tom Fazio golf, tennis, pickle ball, bocce, fitness, dining, and waterfront recreation, this property offers an exceptional opportunity to embrace the Lowcountry lifestyle. Whether you're seeking a primary residence, vacation retreat, or investment property, 13 River Marsh Lane delivers the best of island living.

13 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$914,000

4 Beds ⋅ 3 Baths ⋅ 2,801 SqFt. ⋅ HILTONHEAD-509015 MLS

Nestlеd on a prіvаte сіrсle wіthіn the prestigiouѕ Callаwassie Island community, 8 Chechessee Circle is a beautifully renovated Lowcountry retreat where timeless elegance meets breathtaking natural beauty. Surrounded by majestic live oaks draped in Spanish moss, this thoughtfully updated home offers sweeping marsh and tidal creek views, creating a peaceful sanctuary for nature lovers and those seeking refined coastal living. Designed with both comfort and sophistication in mind, expansive windows fill the home with natural light while showcasing the stunning scenery from nearly every room. The spacious great room features cathedral ceilings, custom bookshelves with storage, and an updated fireplace, creating a warm and inviting gathering space. The great room flows seamlessly into the updated kitchen and four-season Carolina room, making the home ideal for both entertaining and quiet relaxation. Recent improvements include upfitted kitchen cabinets, new kitchen appliances, countertops, and a farmhouse sink, along with wide-plank engineered English oak floors and a new HVAC system (2026), bringing modern style and comfort throughout the home. The primary suite offers a serene escape with tranquil marsh views, a beautifully renovated bath, and generous his-and-her walk-in closets. Flexible living spaces provide options for a home office, formal dining room, or additional guest accommodations, allowing the home to adapt easily to a variety of lifestyles. Outdoor living is equally inviting, with a shaded deck that provides the perfect setting for morning coffee while taking in the peaceful marsh views and abundant Lowcountry wildlife. Located within the private, gated golf community of Callawassie Island, residents enjoy access to world-class amenities including 27 holes of Tom Fazio-designed golf, tennis, pickleball, fitness facilities, community docks, dining, pools, and miles of scenic marshfront beauty. Ideally positioned between Beaufort, Bluffton, Hilton Head, and Savannah, 8 Chechessee Circle offers the perfect balance of privacy, luxury, natural beauty, and convenience.

8 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$879,000

3 Beds ⋅ 4 Baths ⋅ 2,722 SqFt. ⋅ HILTONHEAD-508619 MLS

Beautifully renovated Lowcountry home located in a private gated community of Callawassie Island, offering the perfect blend of timeless Southern charm and modern updates. This 3-bedroom, 3 1/2 bath residence has been thoughtfully updated over the last 4 years with attention to both style and functionality. Inside, you'll find spacious living areas, updated finishes, and a flowing floor plan designed for comfortable everyday living and entertaining alike. Each bedroom offers its own en suite bath, while the additional half bath adds convenience for guests. Enjoy the character and warmth of classic Lowcountry architecture paired with the peace of mind that comes from recent renovations. Plantation shutters, 6 burner gas stove with double ovens. Nestled within a gated community, this home provides privacy, security, and a relaxed coastal lifestyle close to everything the Lowcountry has to offer. Callawassie Island is a private gated Island Community that offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated

83 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Collins Group Realty.

$975,000

3 Beds ⋅ 4 Baths ⋅ 2,826 SqFt. ⋅ HILTONHEAD-508314 MLS

Rare new construction opportunity on Callawassie Island, privately situated on a quiet cul-de-sac with beautiful long golf course views. Built as the builder's personal residence, 14 Links Drive showcases thoughtful design, quality craftsmanship, and a highly functional floor plan ideal for modern Lowcountry living. This light-filled home features an open-concept living, dining, and kitchen layout with clean coastal finishes, wide-plank flooring, abundant windows, and seamless indoor-outdoor flow. The designer kitchen offers white cabinetry, quartz-style countertops, stainless steel appliances, gas cooking, a large island with seating, and excellent workspace for everyday living or entertaining. The bedroom layout is exceptional, offering 3 bedrooms, each with its own ensuite bathroom, plus a private office/flex room adjacent to a 4th full bathroom - ideal as a home office, guest space, hobby room, or potential 4th bedroom. The screened porch is a true highlight, capturing peaceful, private views across the golf course and surrounding natural landscape. A major bonus is the oversized 3-bay garage, complete with a separate conditioned space currently used as an exercise room and ideal for a workshop, studio, gym, storage, or golf cart/lifestyle gear. With new construction, flexible living spaces, golf views, privacy, and a desirable Callawassie Island location, this home delivers the Lowcountry lifestyle buyers are searching for.

14 Links Drive, Okatie

Listing courtesy of Charter One Realty. Selling Office: Century 21 Integra.

$849,000

3 Beds ⋅ 3 Baths ⋅ 2,303 SqFt. ⋅ HILTONHEAD-507814 MLS

Completely reimagined and impeccably renovated, 5 Oyster Court on Callawassie Island is a true Lowcountry gem that blends timeless charm with modern sophistication. Every detail has been thoughtfully curated in this top-to-bottom transformation, showcasing high-end finishes, designer touches, and quality craftsmanship throughout. The well-designed floor plan offers comfortable, easy living and effortless flow for entertaining, while the stunning updated kitchen serves as the heart of the home with premium appliances, custom cabinetry, and elegant surfaces. The spacious primary suite provides a serene retreat, complemented by beautifully renovated baths that evoke a spa-like experience. Additional guest rooms offer comfort and privacy, and the third bedroom offers flexibility as an ideal home office or study. Extending across the entire back of the home, an oversized screened porch creates the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry surroundings. Significant upgrades provide added value and peace of mind, including all new windows, new HVAC system, and new hot water heaters. Nestled on a quiet cul-de-sac, the property offers a tranquil setting with inviting outdoor spaces to enjoy the natural beauty of Callawassie Island. Ideally located just moments from the River Club, deep water docks, and family pool, this home provides easy access to some of the community's most sought-after amenities. This move-in-ready home presents a rare opportunity to own a fully renovated residence in one of the Lowcountry's most desirable private communities, known for its championship golf, deepwater access, and exceptional amenities.

5 Oyster Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$760,000

3 Beds ⋅ 3 Baths ⋅ 2,591 SqFt. ⋅ HILTONHEAD-507892 MLS

Located on desirable Osprey Circle, this beautifully maintained, single-level 3-bedroom home offers a move-in ready opportunity with thoughtful renovations throughout. Set among native hardwoods, magnolias, and palms, the property captures a true sense of serenity, enhanced by manicured gardens, natural surroundings, and great elevation-creating a setting that feels like a private retreat. The kitchen was fully renovated in 2025 and features new appliances, a custom-designed hood, large wine cooler, and an added coffee bar and pantry area, creating a functional and elevated space for both everyday living and entertaining. Interior updates include new paint, updated lighting fixtures throughout, new toilets, and new flooring in select areas. Additional improvements include a new vanity in the half bath (2024), a newly added second bathroom, an Aquasana water filtration system, and an LG washer/dryer tower.Outdoor living has been significantly enhanced with a new screened porch (2024), approximately 15.5 x 15.5, ideal for relaxing or entertaining. The exterior also features an enhanced front entry with added pavers, patio upgrades, expanded outdoor living space, and a newly designed backyard with all new plantings for increased privacy. A new driveway, refreshed landscaping, and irrigation updates complete the setting.This home offers a rare combination of quality updates, easy one-level living, and a prime location within Callawassie Island-perfect for those seeking both comfort and connection to the natural beauty of the Lowcountry.

15 Osprey Circle, Bluffton

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$900,000

4 Beds ⋅ 4 Baths ⋅ 3,925 SqFt. ⋅ HILTONHEAD-507539 MLS

Set agаinst a brеаthtakіng Ꮮοwcοuntrу backdrop, this stаtelу custom home offers timeless character, generous living spaces, and an extraordinary setting that captures the very essence of coastal living. Perfectly positioned on a homesite with a deep, wide western exposure, the sweeping marsh views stretch endlessly to the Colleton River, delivering unforgettable sunsets that paint the sky each evening. Spanning approximately 3,925 square feet, this classic residence features 4 bedrooms and 3.5 baths, thoughtfully designed for both comfort and functionality. Expansive living room and gorgeous foyer define this home and are anchored by the beauty of moss-draped live oaks and marsh views. For a more informal, relaxed living space, the large family room, complete with an office nook and bar sink, ideal for entertaining or relaxed everyday living, is only a few steps away from the kitchen area. The second-floor loft offers an oversized retreat for the additional 2 guest bedrooms overlooking the marsh, creating a serene vantage point for soaking in the natural beauty that surrounds you. The home's inviting outdoor spaces are equally impressive. A full front porch welcomes you with classic Southern charm, while the rear deck flows seamlessly into a screened gazebo-perfect for al fresco dining, quiet afternoons, or simply enjoying the coastal breeze. Beneath the elevated back porch, ample storage provides practical convenience. Inside, elegant details abound. Custom built-ins enhance the living room, while the dining area features beautifully crafted cabinetry. Hardwood floors run throughout the main living areas, complemented by comfortable carpeting in the bedrooms. The primary suite offers a private retreat with dual vanities, spacious closets, a jetted tub, and a separate shower. An additional guest bedroom on the main level provides flexibility for visitors. Surrounded by mature landscaping and framed by majestic live oaks, the property exudes natural beauty and privacy. With its rare combination of location, views, and classic Lowcountry design, this home presents an exceptional opportunity to create your own coastal sanctuary. (Digital enhancement has been used in some photographs)

4 Bent Tree Lane, Okatie

Listing courtesy of Charter One Realty.

$790,000

3 Beds ⋅ 3 Baths ⋅ 2,836 SqFt. ⋅ HILTONHEAD-507264 MLS

Tucked аway on Οуstеr Cау, thiѕ рrivate .82-acre hοmeѕite offers pool, space, and location. Positioned on a corner wooded lot, the property presents a unique opportunity just a brief stroll to the River Club amenities and deep-water docks, while tucked along a quiet, private street.The property features a large pool and hot tub surrounded by an expansive pool patio and a rare fenced area, offering a valuable benefit to new buyers given current fencing restrictions. The setting provides both privacy and functionality, with ample space to enjoy outdoor living. A new roof (2022) and new windows (2023) further enhance the home.This home offers buyers the opportunity to come in at an attractive price point and make it their own, whether through updates over time or a more immediate vision.The lifestyle on Callawassie Island is hard to beat, offering a private golf experience with 27 holes, four deep-water docks, and a true sense of privacy behind the gates. Private island living here is something you truly have to experience firsthand.

2 Shellfish Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$835,000

3 Beds ⋅ 4 Baths ⋅ 2,772 SqFt. ⋅ HILTONHEAD-506039 MLS

BRAND NEW ROOF on this completely renovated move-in ready, single-story Lowcountry home offering breathtaking marsh-to-Colleton River views. Thoughtfully designed for both comfort and versatility, the home is a true boater's retreat, situated just steps from the River Club, community boat docks while featuring an expansive, partially finished ground-level garage with space for up to four vehicles, a boat, abundant storage, and endless potential for your customization. Upon entering the foyer, the home's exceptional craftsmanship is immediately apparent. The upgraded kitchen, complete with stainless steel appliances, flows seamlessly into the inviting family room, highlighted by a beautiful fireplace and large windows that perfectly frame the stunning waterfront scenery. The thoughtfully designed split floor plan enhances privacy and livability, with refinished hardwood floors throughout and generously sized bedrooms, each with its own en suite bath. Situated on an oversized 0.9-acre lot adjacent to the CI Butterfly Garden, this property offers a rare combination of serenity, space, and scenic beauty-an ideal Lowcountry retreat. Callawassie Island is Considered by many as the best location in Beaufort County!

2 S Oak Forest Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$975,000

4 Beds ⋅ 3 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-504516 MLS

SELLER OFFERING TO CONTRIBUTE TO COMMUNITY ENHANCEMENT FEE WITH ACCEPTABLE OFFER. Encircled by lush maritime forests between the Dogwood course and the marshland stretching toward Spring Island, 4 Heron Point is a 4-bedroom cottage style home that speaks to the natural beauty and grandeur of Callawassie Island. The open living space at the heart of the home exults in airy cathedral ceilings above a great room boasting wide-plank pine flooring, carefully crafted custom built-ins and a wide fireplace surrounded by intricate woodwork. Open to the great room, the chef's kitchen masterfully blends form and function with alder wood cabinets, wide granite center island complementing the granite backsplash, updated stainless steel appliances and a massive pantry. This effortless flow, coupled with the whole-home sound system, sets the stage for unforgettable entertaining. Formal dining nearby surrounds you with refined shiplap walls and custom light fixtures, bathed in light from tall windows out to the Lowcountry porch. Through wide screens, this year-round outdoor living space soaks in panoramic views through the forest to the 6th hole on the Dogwood Course, with fans and heaters for comfort in every season. Along with these grand spaces, the home's layout allows for several more intimate spaces for solitude and quiet reflection. A stately office off of the main living space wraps you with gorgeous arched built-ins and views of the front entry, embodying old-world formality. A larger flex space above the two-car garage provides the opportunity to create a secluded office space, media room, home gym or guest suite with its full bath. Capped by a soaring geometric tray ceiling, the primary suite indulges with a sublime sense of space and luxe amenities from a massive walk-in closet to a spa-like en suite with tile-lined garden tub, wide granite-topped dual-basin vanity and corner walk-in shower. The ground floor also holds the home's three bedrooms, each with its own luxurious amenities. Along one wing of the home, a pair of bedrooms shares access to a full bath with tub and shower, each enjoying wide closets and elegant spaciousness. The rear bedroom even enjoys its own peaceful sunroom gazing out toward the golf views. With each space, this property offers a fresh interpretation of the sophisticated rusticism that sets Callawassie Apart. Elegant and refined in its appointments, but built in harmony with unspoiled nature.

4 Heron Point, Okatie

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Coastal Real Estate Solutions II.

$940,000

4 Beds ⋅ 5 Baths ⋅ 3,095 SqFt. ⋅ HILTONHEAD-504320 MLS

Over 3,000 sq ft of refined living space-including a complete 916-sq-ft second-story addition-sets this marshfront masterpiece apart, offering a level of fit and finish rarely found under $1M on Callawassie Island. This classic Lowcountry home has been fully reimagined with a top-to-bottom, high-end renovation blending timeless architecture with modern elegance. Highlights include a chef's kitchen, premium flooring and millwork, energy-efficient spray-foam insulation, and major structural upgrades, creating a 4-bedroom, 4.5-bath residence designed for comfort and style.Thoughtfully nestled among mature native hardwoods, the home offers serene views of Sugar Mill Creek from the back decks and nearly every room. Callawassie Island delivers a premier Lowcountry lifestyle with 27 holes of Tom Fazio-designed golf, professional racquet facilities, two clubhouses with deepwater access, and luxury wellness amenities-all within South Carolina's first certified Community Wildlife Habitat. Ideally located between Beaufort and Bluffton, residents are within 35 minutes of Hilton Head Island, Savannah, and the Savannah/Hilton Head International Airport. See why 6 Winding Oak Drive truly stands alone in today's market.

6 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$875,000

4 Beds ⋅ 3 Baths ⋅ 2,833 SqFt. ⋅ HILTONHEAD-503950 MLS

Privately positioned on a secluded corner lot with sweeping marsh views, this Callawassie Island home offers 4 bedrooms and 3 bathrooms with the added peace of mind of a brand new roof. The open floor plan captures expansive marsh views while maximizing natural light throughout. The first-floor primary suite overlooks the marsh and features a beautifully appointed bathroom. A bonus room with a full bath adds flexibility for guests or entertaining. Outdoor living shines with a private deck and hot tub where you can unwind and enjoy peaceful marsh views and exceptional privacy. Life on Callawassie Island is defined by world-class amenities, natural beauty, and a strong sense of community, offering an active and refined lifestyle.

2 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Charter One Realty.

$800,000

3 Beds ⋅ 4 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-503730 MLS

This beautifully maintained Lowcountry-style home, featuring a traditional front porch and classic dormers, offers a thoughtfully designed open floor plan that captures the relaxed yet refined feel of Southern living. Located within a private cul-de-sac and adjoining a serene open-space lot, the home now presents a substantial $200,000 price improvement, creating an outstanding opportunity for a buyer to personalize and elevate the property to their own vision. The gorgeous lawn and professional landscaping overlook two holes of Callawassie Island's recently renovated Tom Fazio-designed Magnolia Course. Inside, a stunning great room features built-in bookcases, an entertainment center, a wood and gas fireplace, and floor-to-ceiling windows that bring the beauty of the outdoors into the home. A formal dining room and a spacious study complete the layout, all in a truly perfect location.

34 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$799,000

3 Beds ⋅ 3 Baths ⋅ 2,925 SqFt. ⋅ HILTONHEAD-502830 MLS

Enjoy amazing sunsets from almost every room of this marsh front home. One level home with primary bedroom on one side and 2 bedrooms on the opposite side with a jack and jill bathroom. Double sided fireplace in family room and screen porch. This home offers living room, dining room, eatin kitchen, family room and Office/library for your enjoyment. 2 car garage and golf cart garage. This private gated Island Community offers Clubhouse, River Club , fitness center, 2 pools, kayak dock. Six Har-Tru Tennis courts, bocce courts, pickleball courts, dog park, 27 holes of Tom Fazio designed Golf courses and 24/7 gated security.

25 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Charter One Realty.

$750,000

3 Beds ⋅ 3 Baths ⋅ 2,104 SqFt. ⋅ HILTONHEAD-502751 MLS

Ideally located midway between Beaufort and Bluffton, this furnished, move-in ready Callawassie Island home was originally renovated in 2020 and thoughtfully improved again in 2025. Filled with natural light, it offers peaceful views of the Palmetto #4 green on the newly renovated Tom Fazio-designed course.The kitchen features VIKING stainless steel appliances, while a spacious screened porch creates an easy, inviting flow for everyday living and entertaining. A 2023 roof and Wi-Fi-enabled water heater add efficiency and peace of mind.Recent interior updates include solid wood closet shelving, new LED lighting, fresh interior paint, a whole-home audio system, four mounted TVs, and six Ring cameras. The foundation was reinforced with new footer supports in 2024 and passed follow-up inspection with no issues, with all prior inspection items addressed.Exterior improvements include freshly painted decks, stairs, and railings. Callawassie Island residents enjoy golf, deep-water docks, dining, fitness, pools, tennis, pickleball, bocce, and more.

3 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$865,000

3 Beds ⋅ 3 Baths ⋅ 2,435 SqFt. ⋅ HILTONHEAD-502431 MLS

Newer construction, refined Lowcountry design, and future expansion potential come together at 61 Winding Oak Drive, a 2024 custom-built home on prestigious Callawassie Island. Positioned on an elevated homesite along the newly renovated Magnolia Golf Course, this bright one-level residence offers privacy, quality, and an unusually versatile layout for buyers who want ease of living today with room to grow tomorrow.A tabby driveway with brick apron sets the tone, while the front porch captures a glimpse of the river just across the street. Inside, natural light highlights French oak floors, cottage-style trim, custom window treatments, and a crisp, timeless palette. The open-concept living area features vaulted ceilings, a gas fireplace, and seamless flow into the kitchen and dining spaces.The kitchen was designed to both impress and perform, with abundant cabinetry, and a butler's pantry that adds charm, storage, and everyday function. The main level includes 3 bedrooms, 2.5 baths, a dedicated home office, and a heated/cooled storage room that could serve as a second office, hobby room, fitness space, or additional flex area.One of the most compelling features is the expansive walk-up attic space. Already offering substantial storage, lighting, this area presents a valuable opportunity for future finished living space, a bonus room, guest suite, studio, media room, or potential 4th bedroom configuration, subject to permitting. In a market where many buyers want newer construction but hesitate over limited bedroom count, this home offers a rare path to added functionality without sacrificing the convenience of one-level living.The primary suite is a true retreat with two closets featuring custom solid wood built-ins and a well-appointed bath. Outdoor living is equally inviting with a screened porch, large patio with pergola, and a spacious backyard ideal for relaxing, entertaining, or enjoying the peaceful golf-course setting.Additional highlights include an oversized 2 car garage with golf cart bay and a tankless Rinnai water heater. Beyond the home, Callawassie Island offers an exceptional private island lifestyle with golf, tennis, pickleball, fitness, deepwater access, dining, and a vibrant social scene surrounded by the natural beauty of the Lowcountry.

61 Winding Oak Drive, Okatie

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$750,000

3 Beds ⋅ 3 Baths ⋅ 2,131 SqFt. ⋅ HILTONHEAD-502595 MLS

Welcome home to this newly renovated Club Cottage, where elegance meets Lowcountry charm! This stunning home is situated in the highly coveted club cottage section, just steps from the Main Clubhouse, Fitness Center, Golf Proshop and Racquet Courts. It offers the perfect blend of indoor and outdoor living spaces, with spacious porches that are ideal for entertaining. Additional features include a convenient floor plan, high ceilings, and a beautiful fairway view of the Dogwood course through the privacy of mature native trees. The home also has a newer HVAC unit, w built-in infrared air purifier, roof, whole-home generator, water filtration system, tankless water heater, LED lighting, and a full two-car garage and golf cart. This home is a great option for a full or part resident, or as a fantastic income generator. Callawassie Island is considered by many as the best location in the County benefitting from the central location to both Beaufort and Port Royal as well as Bluffton and Hilton Head Island!

33 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$934,500

3 Beds ⋅ 3 Baths ⋅ 3,063 SqFt. ⋅ HILTONHEAD-501756 MLS

This Private/Marsh Front Home, custom built 2002 by Steve Tilton, of Coastal Signature Homes, offers the opportunity to experience the quintessential Lowcountry Island living. Solidly built, with a very functional and a current popular design, awaits your own personal upgrades. Priced to appeal to the buyer who recognizes this location has investment potential. Callawassie Island, located in the middle of Beaufort County, between Historic Beaufort and Bluffton, offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf (Optional) and total privacy with 24/7 security.

15 Heron Point, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$922,500

3 Beds ⋅ 3 Baths ⋅ 2,880 SqFt. ⋅ HILTONHEAD-453544 MLS

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 fireplace, dining room, 2 living areas, screened in porch, tray ceilings and 2.5 car garage. The private sea island of Callawassie offers extraordinary golf, deep water dock access, fitness center, racquet facilities, club house, river club and 2 pools.

4 Tabby Point Lane, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Trade & Tryon Realty.

$950,000

3 Beds ⋅ 3 Baths ⋅ 2,882 SqFt. ⋅ HILTONHEAD-453454 MLS

One Story Living at Its Finest in one of Callawassie Island's Most Desirable Locations, thoughtfully situated on an Oversized wooded corner lot of private cul-de-sac! The New Owner will enjoy the benefit of moving right in to a Completely Updated Home Repainted Inside & Out, w Triple Crown Moldings & Transom Windows throughout w an Oversized Carolina Room. Professionally Designed New Kitchen, Bedrooms, Bathrooms & Much More! Enjoy the Serenity of Nature from Enclosed Porch, Patio & Breezeway, w front circle drive for guests & large back drive to full 3 car garage & steps from Wild Magnolia Park. PROPERTY SOLD FULLY FURNISHED!

1 Wild Magnolia Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$905,000

4 Beds ⋅ 4 Baths ⋅ 2,850 SqFt. ⋅ HILTONHEAD-451610 MLS

Single level living with Coquina stucco siding has 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. Circular paver driveway. Spray foam insulation in attic. Private gated Island Community - Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated security.

9 Longwood Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Charter One Realty.

$900,000

4 Beds ⋅ 5 Baths ⋅ 3,543 SqFt. ⋅ HILTONHEAD-450920 MLS

Welcome to Southern elegance at its finest! Nestled on a private and serene 0.80-acre lot, this stately custom Lowcountry home is the perfect blend of charm, comfort, and sophistication. The main residence offers 3 bedrooms and 3.5 bathrooms, while a beautifully appointed guest cottage provides an additional 1 bedroom and 1 bathroom ideal for visitors or multi-generational living. Designed with entertaining in mind, the open and airy layout features a chefs kitchen, formal dining room, and a spacious family room with a dual-sided gas fireplace that flows seamlessly into the great room. The first-floor primary suite is a true retreat, complete with a luxurious en-suite bath and a generous walk-in closet. Step outside to a covered porch perfect for morning coffee or evening gatherings, all surrounded by lush landscaping and upscale custom finishes throughout. Experience the best of island living and take advantage of the premier amenities this sought-after community has to offer. Schedule your private tour today this is Lowcountry living at its finest! *Seller will pay half of HOA initiation with accepted offer*

21 Osprey Circle, Okatie

Listing courtesy of Redfin Corporation. Selling Office: Charter One Realty.

$750,000

3 Beds ⋅ 3 Baths ⋅ 2,249 SqFt. ⋅ HILTONHEAD-449131 MLS

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 office/den,1st floor master suite, & two 2nd floor guest rooms w/spacious guest bath. Detached 2 car garage w/connecting breezeway. Spray foamed attic & crawl space. New roof 2024, both new HVAC's 2024, gas tankless water heater & generator conveys!

58 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: William Raveis - Carolina LLC.

$700,000

3 Beds ⋅ 4 Baths ⋅ 3,396 SqFt. ⋅ HILTONHEAD-447141 MLS

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 home has an authentic tabby hard coat stucco exterior. $75,000 Closing Credit(applied to Membership Participation Fee or any other expense) to Buyer with an acceptable offer. The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

7 Tabby Point Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$870,000

3 Beds ⋅ 4 Baths ⋅ 2,780 SqFt. ⋅ HILTONHEAD-443821 MLS

Hidden from the street, beyond dense woods of moss-draped oaks and mature hardwoods, the landscape opens to reveal a custom-built southern cottage. In keeping with the lowcountry tradition, the expansive front and rear porches invite you to enjoy the simple pleasures of life, like sipping sweet tea in the morning and observing golfers in the afternoon. Crown molding, built-in cabinetry, tray ceiling, roll-out pantry, pocket doors and spray foam insulation display functionality and quality craftsmanship. Located between Bluffton and Beaufort, you will find plenty of ways to engage and unwind in this amenity-rich and socially-active club!

46 Spring Island Drive, Okatie

Listing courtesy of Weichert Realtors Coastal Properties. Selling Office: Coastal Real Estate Solutions II.

$879,000

3 Beds ⋅ 3 Baths ⋅ 2,830 SqFt. ⋅ HILTONHEAD-443612 MLS

Indulge in luxury with this immaculate 3-bed, 2.5-bath home on Callawassie Island. Built in 2012, the thoughtfully designed open floorplan, gourmet kitchen, exquisite millwork, & serene fairway views, will steal your heart! Gourmet kitchen features a chef’s appliance package, upgraded cabinetry & ample seating opening to spacious living area. Carolina room w/beamed ceiling & wood-burning fireplace leads to a brick-paved screened porch, patio, & full outdoor kitchen, rivals any outside living space on the golf course. This luxury meets leisure home is truly move-in ready for immediate immersion in all the amenities Callawassie has to offer.

46 Osprey Circle, Okatie

Listing courtesy of Charter One Realty. Selling Office: SC Real Estate Company.

$820,000

3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-443164 MLS

A wonderful nature and bird rookery setting. This Lowcountry style home has an abundance of natural light from extensive windows and transoms to enjoy the outdoor beauty and tranquility. Open floor plan, with high ceilings. Many recent upgrades: Kitchen appliances, w/island gas cook top,golf cart bay addition, exterior painted, Primary bath remodeled, Laundry Room, new energy efficient hybrid HW Heater, fireplace log unit, crawl space encapsulation w/dehumidifier. Flexible office, or bedroom, off the foyer. Detached Guest Room above the garage w/ full bath & plenty of storage.

59 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: SC Real Estate Company.

$745,000

3 Beds ⋅ 3 Baths ⋅ 2,652 SqFt. ⋅ HILTONHEAD-442581 MLS

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 Room cathedral ceiling. Recent home inspection and all items addressed. New hot water heater. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf and total privacy and security.

27 Island Creek Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$850,000

3 Beds ⋅ 3 Baths ⋅ 2,178 SqFt. ⋅ HILTONHEAD-441888 MLS

A "New Like" Callawassie Island Club Cottage opportunity with tranquil views of golf/pond on the newly renovated Dogwood Course Hole #3. Built in 2019, and maintained in impeccable condition, looks and feels like it was just completed! Perfect size for Primary Home, 2nd Home or rental investment property. This open floor plan exudes comfort and quality. Relax and enjoy elevated views from your porch with full four season usage. Located on one of the largest private Club Cottage lots. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf and total privacy and security.

12 River Marsh Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$705,000

3 Beds ⋅ 3 Baths ⋅ 2,501 SqFt. ⋅ HILTONHEAD-441693 MLS

Enjoy this one story custom home with a comfortable open floor plan. This incredibly well maintained home, built in 2006, and owned with pride, by the current original owner was designed for casual entertaining with spacious rooms that flow cohesively together. This 3BD, 2 1/2 BA, home has a primary bedroom located on the opposite side of the home for privacy and comfort. This property provides a wonderful sense of arrival, with your driveway, well over 300 feet from the road, that flows through this private .99 acre wooded low maintenance lot. The screen porch and stone patio offers wooded filtered golf views of the Dogwood Course Hole # 2.

12 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Hilton Head Area Properties, LLC.

$780,000

3 Beds ⋅ 2 Baths ⋅ 2,399 SqFt. ⋅ HILTONHEAD-440845 MLS

This is the home on Callawassie Island that you have been waiting for! An entertainer's paradise, featuring an open floorplan, screened porch & large back deck overlooking the 7th Fairway of the Magnolia Course. Here you will experience a 2022 total renovation from the walls to the plumbing, kitchen & bathrooms, and everything in-between. 94 Osprey Circle is timeless and stylish with high end fixtures, counters and floors throughout. Experience the unparalleled island lifestyle of Callawassie. 24/7 Secured Gate, 2 Heated/Cooled Pools, Deep Water Docks, Dining, Fitness Facility, Tennis, Pickleball, & 27 holes designed by Tom Fazio (Optional).

94 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Engel & Volkers.

$970,000

3 Beds ⋅ 3 Baths ⋅ 2,549 SqFt. ⋅ HILTONHEAD-438676 MLS

Tucked away at the end of a cul de sac in a spectacular park like setting of moss-draped oaks & picturesque views of the marsh, the stunning residence has been totally renovated w designer finishes. This beautiful home is sited on nearly an acre of private land, features 2 en suite primary bedrms, chefs kitchen w honed quartz & new appliances, Carolina Room w sweeping views and very large outdoor deck. Minutes from world-class amenities of Callawassie Island, including a riverfront dock, dining, pools, fitness, golf, tennis & more. The ultimate retreat is for anyone seeking solitude. This island-like sanctuary is Lowcountry perfection. OSCREA

14 Sequoia Court, Okatie

Listing courtesy of Engel & Volkers. Selling Office: Coastal Real Estate Solutions II.

$785,000

3 Beds ⋅ 4 Baths ⋅ 2,587 SqFt. ⋅ HILTONHEAD-438255 MLS

This terrific conditioned Lowcountry Style Club Cottage home offers a private location with optimal long views of the Dogwood Course 3rd Hole- Par5; currently under renovation. 3 BA,3 1/2 BDRM, w/Detached Garage + Bonus Room. Great Room with Cathedral ceilings and transoms provide wonderful filtered morning eastern sunlight. Kitchen remodeled with updated appliances. Enjoy rear views of golf/lagoon/nature. Beautiful mature landscaping frames this home. The Club Cottage Section is ideal for a Primary or 2nd Home as well as an investment property for short/ long term rentals. Located within walking distance to enjoy all the Lifestyle Amenities.

10 River Marsh Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$850,000

3 Beds ⋅ 5 Baths ⋅ 4,555 SqFt. ⋅ HILTONHEAD-437791 MLS

Enjoy this stunning Lowcountry style home on this very private wooded 1.2 acre setting with spectacular golf and water views. Strategically located, maximizing privacy and views, on the Tom Fazio Designed Dogwood Course #3 Par 5 Hole. Complete with a sun room, screened porch + large elevated deck. Built in 2004, this custom home displays quality and attention to detail throughout and can accommodate family and visitors with privacy + comfort. Large custom kitchen, great for entertaining, is located in the heart of the home and offers spacious counters, double ovens, 6 gas burner range. Options for multiple home offices or an additional bedrm.

32 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Keller Williams Realty.

$771,000

3 Beds ⋅ 3 Baths ⋅ 2,104 SqFt. ⋅ HILTONHEAD-437463 MLS

Located midway between Beaufort & Bluffton, this Callawassie Island home was completely renovated in 2020. Filled with natural light & scenic views, the open floorplan is perfect for gracious entertaining. The gorgeous chef's kitchen features custom cabinetry, VIKING stainless appliances (gas convection range, French door refrigerator/freezer, undercounter microwave drawer & dishwasher) and NEW quartz counters. NEW Hickory wood floors throughout, 3 NEW luxurious tiled baths, screened porch and 2023 ROOF. 2020 HVAC heat pump and wifi-enabled water heater add to the energy efficiency. The extensive improvements list is available upon request.

3 Winding Oak Drive, Okatie

Listing courtesy of Weichert Realtors Coastal Properties. Selling Office: Coastal Real Estate Solutions II.

$825,000

3 Beds ⋅ 4 Baths ⋅ 3,385 SqFt. ⋅ HILTONHEAD-436103 MLS

Located within the Oyster Cay area, of Callawassie Island; conveniently located close to the River Club Dining Facility, Community Pool and the Community Boat Docks. This quintessential Low Country style home offers a family retreat for enjoyment full time or as a 2nd home. Situated on a very private cul-de-sac on .77 acre, elevated for privacy and additional space, offers long sunset views of title marsh and nature. Interior newly painted! Callawassie Island is the 1st Certified Wildlife Habitat Community in SC. 24/7 Secured Gate, Dining, Fitness Facility, Tennis, Pickleball, 27 holes designed by Tom Fazio (Optional). Conveys w/furnishings.

1 Cracked Crab Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Keller Williams Realty.

$925,000

3 Beds ⋅ 2 Baths ⋅ 2,181 SqFt. ⋅ HILTONHEAD-428712 MLS

New Custom-Built home by Artisan Custom Homes, recent winner of 3 Hilton Head Area Homebuilders Association LightHouse Award's- Best Overall Award, Best Exterior and Best Bath. The Bayberry is the epitome of Southern Living, boasting desirable open floor, large great room, and complimented by an inviting screened porch, and formal dining room and office. The property is roughly .67 acres, w 10-12 foot elevation throughout, and importantly located on a short cul-de-sac, just steps from the Amenities. Experience the unparalleled island lifestyle from this central, yet private oasis amongst the Mossy-draped Live Oaks, and true serenity!

22 Longwood Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

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