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$824,900
3 Beds ⋅ 3 Baths ⋅ 2,836 SqFt. ⋅ HILTONHEAD-507264 MLS
Tucked away on Oyster Cay, this private .82-acre homesite 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.

$1,499,999
4 Beds ⋅ 5 Baths ⋅ 3,441 SqFt. ⋅ HILTONHEAD-506875 MLS
Looking for timeless luxury in a quiet, serene neighborhood that offers world-class amenities within a gated and secure island community? Then you must see and make this meticulously designed custom home built by Sunset-Life Properties your new sanctuary! Located on the green of Tom Fazio's Magnolia #4 golf hole, par 4, this home has far more elegant features than can be listed here. No expense was spared to have the finer things in life! GE Monogram appliances including 42" side by side refrigerator, 36" gas range with 6 burners and pot filler in backsplash above, Double Oven in addition to oven in range, 24" Dishwasher, Microwave, and 2 sets of Double Drawer Refrigerators both in the Kitchen and Bonus Bar above on the Second Floor. Both areas also have Scotsman 30 lb Gourmet Ice Makers, and the home is even furnished with Electrolux stacked front loading 4.5 cft Washer and 8 cft Dryer. The cabinets are 3/4" plywood Wood-Mode and Brookhaven luxury brands with walnut interior, dovetail construction, and soft close. An Isokern propane fireplace is in the Family Room and 3CM custom granite countertops are installed throughout the home. PLAY Custom Home Technology is installed in this home with predefined engraved labeled switches making it easy to push the right one. This home even features areas prepped for an outdoor kitchen on a separate Grill Porch and a bar area on the Screened Porch. Spray foam insulation thoughout this home with 3 zones for AC and jamb switches for closet lights. This home is a MUST SEE along with the Callawassie Island Community!!!

54 Osprey Circle, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$1,899,000
3 Beds ⋅ 3 Baths ⋅ 3,333 SqFt. ⋅ HILTONHEAD-505898 MLS
Experience the pinnacle of Lowcountry luxury living in Berkeley Hall with this brand-new, under-construction residence by renowned builder, AR Homes with completion slated for October 2026. The sought-after St. George model offers an exceptional single-story design featuring 3 bedrooms, a spacious bonus room, den/office and a 3-car garage, thoughtfully crafted for both everyday living and elevated entertaining. Designed with a refined, modern aesthetic, the home showcases wide-plank white oak flooring, curated designer finishes, and a seamless open-concept layout. The chef's kitchen is anchored by GE Monogram appliances, custom cabinetry with soft-close features, and premium Cambria quartz countertops, creating a space that is both functional and visually striking . Elevated details continue throughout with matte black and champagne bronze hardware, designer tile selections, and layered textures that bring a sophisticated, organic warmth to the interiors. The primary suite is envisioned as a private retreat, complete with a spa-inspired bath featuring luxury tile work, frameless glass shower, and upscale fixtures. Secondary bedrooms offer comfort and privacy for guests, while the bonus room provides flexibility for a media lounge, office, or additional guest suite. Outdoor living is at the forefront, with a spacious 510 SF lanai designed for year-round enjoyment, including a gas fireplace, built-in outdoor kitchen, grill, and vent hood, ideal for entertaining in true Lowcountry style . Thoughtful enhancements such as a tankless water heater, smart home features, energy-efficient construction, and impact-resistant windows ensure modern convenience meets timeless design. Room for an outdoor pool. Located within the gates of Berkeley Hall, residents enjoy access to world-class amenities including two Tom Fazio golf courses, a state-of-the-art learning center, river park, and an unmatched private club lifestyle. Note: Pictures of a similar model.

2 Woodside Circle, Okatie

Listing courtesy of The Agency Hilton Head.

$575,000
3 Beds ⋅ 2 Baths ⋅ 2,041 SqFt. ⋅ HILTONHEAD-505904 MLS
Welcome to easy, elegant Lowcountry living in the highly sought-after Sun City Hilton Head - where every day feels like a getaway. This beautifully maintained, newer 3-bedroom 2-bath (with added office) Summerwood model home reflects true pride of ownership and offers the perfect blend of comfort, style, and low-maintenance living. The open-concept layout creates a seamless flow between the white/bright kitchen and living/dining spaces, making it easy to host family and friends or simply enjoy a quiet evening at home. The spacious primary suite is a peaceful retreat featuring a large primary bath with separate shower and tub. Outside, the large covered porch, complete with a screened lanai and retractable awning, invites you to relax year-round-whether you're sipping coffee in the morning or enjoying the serene, landscaped backyard in the evening. Added hurricane and lightning protection. As a resident of Sun City Hilton Head, you'll enjoy a vibrant, resort-style lifestyle with access to championship golf, multiple pools, state-of-the-art fitness centers, walking trails, and a full calendar of social activities.

2106 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty.

$575,000
3 Beds ⋅ 2 Baths ⋅ 2,094 SqFt. ⋅ HILTONHEAD-505171 MLS
Beautifully maintained Martin Ray model with three bedrooms PLUS den ideally situated on a premium golf course homesite in the highly desirable Sun City Hilton Head community. This thoughtfully designed home offers wood flooring throughout, an open and spacious layout, and comfortable living spaces perfect for everyday living or entertaining. The gourmet kitchen features a walk-in pantry, wet bar, abundant cabinetry, and generous counter space, opening to the main living area and dining space. The primary suite includes a conveniently located laundry room just steps away, providing both comfort and functionality. Additional highlights include an extended garage with walk-up attic storage, screened lanai overlooking the golf course, and a flexible den ideal for office, hobby, or guest space. Located in a prime section of the community between the Lake House Amenity Center and the new Argent West Amenity Center, this home offers easy access to world-class amenities. Sun City Hilton Head is a premier active-adult community offering golf courses, indoor & outdoor pools, fitness centers, tennis & pickleball, walking trails, clubs, dining, and a vibrant social calendar, all conveniently located near Bluffton, Beaufort, and Hilton Head Island.

47 Canterbury Court, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,025,000
4 Beds ⋅ 4 Baths ⋅ 3,990 SqFt. ⋅ HILTONHEAD-505127 MLS
Classic Lowcountry charm meets privacy and sweeping golf views in this beautifully maintained home set on over one acre on Callawassie Island. Positioned more than 300 feet from the road along a tree-lined, landscaped drive, the home offers exceptional curb appeal and a peaceful setting overlooking the recently renovated Dogwood golf course. The thoughtfully designed floor plan features 4 bedrooms and 3.5 baths, including a spacious first-floor primary suite and a dedicated office. Upstairs guest bedrooms and a versatile bonus room provide comfortable space for family or visitors. Hardwood floors, custom built-ins, detailed millwork, and numerous walk-in closets enhance the home's character and functionality. Floor-to-ceiling windows along the rear of the home fill the living spaces with natural light and showcase the beautiful golf course views, while the screened porch offers the perfect place to relax and enjoy the professionally landscaped yard. A wonderful opportunity to enjoy classic Lowcountry living in the sought-after community of Callawassie Island.

50 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,199,000
HILTONHEAD-505575 MLS
An exceptional 3.52-acre homesite on Spring Island offering breathtaking waterfront views of the river and spectacular sunrise vistas that fill the landscape with light each morning. Positioned to capture the beauty and serenity of the Lowcountry, this property overlooks peaceful waters where changing tides, marsh grasses, and abundant wildlife create a truly remarkable natural setting. Enjoy fishing in the neighboring pond, exploring miles of scenic nature trails, and experiencing world-class wildlife viewing right from your backyard. The cleared homesite is framed by magnificent live oaks, providing the perfect canvas to build a custom home surrounded by stunning scenery and privacy. Experience Spring Island's premier amenities, including fine dining, championship golf, an equestrian center, clay shooting range, fitness complex, art facility, tennis, pickleball, croquet, pool, and more. One of the final opportunities to build in this extraordinary community.

206 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$3,800,000
5 Beds ⋅ 7 Baths ⋅ 6,208 SqFt. ⋅ HILTONHEAD-505471 MLS
Designed to blend contemporary architecture with classic Lowcountry elements, this remarkable compound was envisioned by architect Chris Schmitt as a collection of five distinct structures including the main residence, guest house, workshop, studio, and a three bay garage. The guest house was completed in 1998, with the remaining buildings added over time, culminating in the completion of the main residence in 2004.The AIA award winning main residence is extraordinary not only for its innovative design but also for the exceptional quality of materials and craftsmanship throughout. Perfectly proportioned details, balance, and scale create a home of striking visual appeal, enhanced by exposed beams, vaulted ceilings, and antique heart pine flooring milled in Savannah in the 19th century. A custom wall mural by artist Jordi Pedrola further distinguishes the interior. At the heart of the home, the great room features soaring ceilings, exposed trusses, and tall windows that flood the space with natural light. The gourmet kitchen flows seamlessly into the dining room and sunroom, all of which overlook Rice Gate Pond and open easily to the home's extensive outdoor living spaces including a screened porch and approximately 1,000 square feet of outdoor living area designed for relaxing and entertaining. The spacious ground floor primary suite offers a private retreat with direct access to an outdoor spa and shower. The luxurious primary bath features a steam shower. Two beautifully appointed bedrooms are located on the second floor. The guest house echoes the distinctive inverted roofline of the main home's sunroom, with a dramatic living room featuring floor to ceiling glass and peaceful views of the surrounding forest. Complete with a small kitchen, dining area, and two bedrooms with baths, it offers visitors both comfort and privacy. Raised walkways connect the buildings and enhance the sense of a thoughtfully designed compound. Additional structures include a versatile entertainment building with a chef kitchen and a large garage door that opens for indoor outdoor gatherings, as well as a separate studio with its own bathroom ideal for creative work or a private office. The property also includes a wine cellar, custom lighting system throughout, and a spacious three car garage. The landscape plan was created by highly regarded landscape architect Thomas Angell, who artfully blends formal landscaping with the natural beauty of Spring Island.

9 Rice Gate Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

$395,000
HILTONHEAD-505366 MLS
Discover the perfect canvas for your coastal retreat on this exceptional .93-acre homesite with views of the Colleton River. Nestled in the serene enclave of Callawassie Island, this property offers a rare opportunity to design and build your dream custom home in a private island community. Ideally positioned between Beaufort, Bluffton and Hilton Head, Callawassie Island seamlessly blends privacy, natural beauty, and convenient access to the Lowcountry's finest offerings. Immerse yourself in a lifestyle of recreation and leisure with the island's 27-hole Tom Fazio golf course, elegant Clubhouse, and the scenic River House overlooking tidal waters. Residents enjoy exclusive amenities including community docks, two resort-style swimming pools, a fully equipped fitness center, and abundant opportunities for kayaking, tennis, and pickleball. The property features an existing dock that requires repairs. Once restored, you will have access to water to explore the tidal creeks and waterways. With nearly an acre of privacy, towering oaks, and tranquil surroundings, this homesite is the ideal setting to create a residence that captures the essence of Lowcountry elegance. Experience the coastal lifestyle you have always dreamed of, where nature, recreation, and refined living converge in perfect harmony. Build your vision and make Callawassie Island home.

21 River Bend Drive, Okatie

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,890,000
4 Beds ⋅ 4 Baths ⋅ 3,300 SqFt. ⋅ HILTONHEAD-504585 MLS
Enjoy exceptional waterfront living on Callawassie Island with rare western exposure and unforgettable sunset views over the tidal marshes of Chechessee Creek, complemented by peaceful water and golf views from the front of the home. Privately positioned, this pristine custom-built residence offers a true Lowcountry lifestyle with a private short dock, floating dock, and new boat lift providing direct water access for boating, kayaking, and sunset cruises. Designed for both everyday comfort and effortless entertaining, the open floor plan is centered around a chef's kitchen featuring Wolf and Sub-Zero appliances, a 10-foot island, beverage bar, wine cooler, and ice maker. Wide plank hardwood floors flow throughout the main living areas, while two first-floor guest suites offer beautifully remodeled en suite baths for privacy and convenience. Thoughtful improvements enhance both form and function, including a newer roof, new deck and shutters, a custom-built fireplace with new insert, replaced interior doors, all new water piping, spray foam insulation in the crawl space, new crawl space screening, updated lighting, refreshed landscaping, and a full exterior repaint in 2025.Expansive outdoor living spaces capture sweeping marsh views and glowing sunsets, creating a serene and private backdrop that changes with the tides and seasons. Residents enjoy the unmatched lifestyle of Callawassie Island-an engaging community, remarkable natural beauty, top-tier golf and amenities, endless outdoor activities, and the peace of mind that comes with gated security and true Lowcountry privacy.

41 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,098,000
3 Beds ⋅ 3 Baths ⋅ 2,553 SqFt. ⋅ HILTONHEAD-504976 MLS
This beautiful custom home features one of the very best panoramic lagoon/lake views in the community of Riverbend. It exudes serenity and will add peace and hopeful longevity to your retirement years. A possible 2878 htd sq feet if upstairs is finished. This beauty provides 3 bedrooms plus den/office, wonderful kitchen with a lot of counter space & cabinets plus a large work island. What a delight for the Chef of the home! In addition, there is a spacious breakfast area close by & a formal dining area also close by, providing ease for serving meals. Also, just a note that there is easy access to and from the garage offering ease for carrying in groceries and purchases. The gas fireplace is situated in the corner of the Great Room making the room attractive and welcoming. Many windows highlight the gorgeous lagoon view enticing you to walk out to the screened and roofed lanai where you can relax with your morning coffee or evening aperitif and watch the ducks & loons following their mommy as they swim. Nature at it's best! Another 325 sq feet upstairs that can be finished if one wishes to, in addition to a walk-in entrance to a large attic with foam insulation. There is still a warranty available on the new windows (20-yr original warranty). Several appliances are new in the last 2 years. The new brick paver driveway enhances the outdoor beauty of this house & also includes a brick paver walk-way around to the back utility yard. Come see this beautiful custom home that provides so many features including a whole house generator and much more! A whole list will be at the house, so come see this beauty!.

40 Catamaran Lane, Okatie

Listing courtesy of RE/MAX Island Realty.

$1,249,500
2 Beds ⋅ 2 Baths ⋅ 1,570 SqFt. ⋅ HILTONHEAD-504451 MLS
This beautiful 1,570 square foot cottage is set on 2.52 picturesque acres with sweeping golf and pond views, centrally located near Spring Island's golf facility. Built in 2010 and awarded LEED Platinum Certification, the highest distinction from the U.S. Green Building Council. This home reflects an uncompromising commitment to sustainability, energy efficiency, and quality construction. Features include autoclaved aerated concrete construction, closed-cell insulation, a tankless water heater, Energy Star appliances, and LED lighting throughout. Warmth and character define the interiors, where reclaimed wood floors, antique ceiling beams, and traditional tabby walls showcase exceptional craftsmanship and timeless materials. Each room feels distinct through the thoughtful use of textures and finishes while maintaining an open, inviting flow that is both comfortable and intimate. The living room is anchored by a charming brick fireplace with custom built-in bookcases and accented by subtle, well-placed lighting. A step-down kitchen and dining area welcomes natural light from a wall of windows and features stained concrete flooring, wood paneling, and a striking reclaimed beam. The kitchen is beautifully appointed with custom cabinetry, granite countertops, stainless steel appliances, and a nearby utility room that serves as both pantry and laundry space. The first-floor bedroom is accessed through a private hallway with custom built-ins, a bench, and closet storage, offering a quiet retreat, with full bath is conveniently located just off the hall. Upstairs, an additional bedroom suite features its own bath along with built-ins and generous closets, creating a comfortable and private space for guests or family. Outdoors, a brick patio with fire pit sits beneath a canopy of mature live oak tree providing serene setting to enjoy the natural beauty and lifestyle that embraces Spring Island's charm.

15 Bird Patch Trail, Okatie

Listing courtesy of Spring Island Realty LLC.

$2,095,000
4 Beds ⋅ 6 Baths ⋅ 4,070 SqFt. ⋅ HILTONHEAD-504375 MLS
Built in 1996 this exceptional 4,070-square-foot residence is gracefully situated on 2.45 acres in the heart of Spring Island, surrounded by majestic live oaks, immaculately maintained landscaping, and tranquil natural beauty. Ideally positioned just minutes from the island's premier amenities, the property offers a rare balance of privacy and convenience. The thoughtfully designed interior features 4 bedrooms, 4 bathrooms and 2 one half bathrooms. The home is highlighted by exquisite heart pine floors reclaimed from the historic Sears Tower in Chicago. Custom wood beams within the home create architectural warmth and character throughout. A stunning renovated kitchen serves as the heart of the home, complemented by three fireplaces, an inviting den adjoining the primary suite, and expansive living spaces perfectly suited for both everyday living and elegant entertainment. There are two additional en-suite bedrooms on the second floor providing exceptional comfort and flexibility. A recently renovated garage with a bedroom above offers private and convenient guest accommodations. The property features include a sophisticated emergency backup generator, separate well for the irrigation system, whole house water leak detection system, and premier landscape LED lighting. Outdoors, the home seamlessly connects to its natural surroundings, with a back patio designed for relaxing and enjoying breathtaking sunsets amid Spring Island's pristine landscape. This is a rare opportunity to own a beautifully crafted residence that masterfully blends architectural distinction, natural elegance, and modern comfort in your own preserve.

289 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$624,500
3 Beds ⋅ 2 Baths ⋅ 2,411 SqFt. ⋅ HILTONHEAD-503595 MLS
**Price Improved - Now Offered at $624,500!** Welcome to 226 Eaglecrest Drive, a spacious and beautifully maintained Napa Valley model in the desirable Wildlife Bay neighborhood of Sun City Hilton Head. Ideally located near the Argent Lakes Amenities Center, this home makes it easy to enjoy everything Sun City living has to offer - fitness, swimming, golf, pickleball, clubs, activities, social events, and everyday golf-cart convenience. Designed for comfortable retirement living, this 3-bedroom, 2-bath home offers 2,411 square feet and a bright, open-concept layout perfect for entertaining family and friends. The kitchen flows easily into the main living area and breakfast space, while the formal dining room provides a welcoming setting for gatherings. A separate den adds even more flexibility for relaxing, reading, hobbies, or quiet conversation. The current owners created an office space within the third bedroom, making it ideal for working from home, crafting, music, or a favorite hobby. It can be easily converted back to a true third bedroom with convenient access to the second full bath, giving the next owner flexibility to use the home in a way that best fits their lifestyle. The spacious primary suite features a walk-in closet and private bath with standing shower, while the guest bedroom offers comfortable space for visitors. Enjoy peaceful Lowcountry evenings on the screened porch overlooking the wooded backyard. Additional highlights include a 2-car garage with a dedicated golf cart bay, plus a walk-up floored attic for generous storage. With its improved price, desirable location, flexible floor plan, and easy access to the active Sun City Hilton Head lifestyle, this home is ready for someone's next beautiful chapter in retirement living.

226 Eaglecrest Drive, Okatie

Listing courtesy of EXP Realty LLC.

$405,000
2 Beds ⋅ 2 Baths ⋅ 1,505 SqFt. ⋅ HILTONHEAD-504258 MLS
Welcome home to this beautiful Steel Creek model located on the highly desirable North side of Sun City. This thoughtfully designed 2-bedroom, 2-bath home offers an open and inviting layout, perfect for both everyday living and entertaining.The upgraded kitchen features staggered cabinetry with brushed nickel hardware, stunning granite countertops, a gas range, and a large center island-ideal for gathering with friends and family. Laminate hardwood floors flow throughout the main living areas, offering both durability and timeless style. The home offers both an eat-in kitchen and a separate dining area, along with a spacious great room and a bright Carolina room that provides additional living space. The primary suite features a brand new, never-used shower, adding a fresh and modern touch. Step outside to the screened-in patio, perfect for year-round enjoyment, complete with built-in privacy screens and the peaceful sounds of birds chirping. Situated on an exceptionally private homesite, this property features a landscaped berm and wooded backdrop, along with attractive front landscaping that enhances curb appeal. Conveniently located just minutes from the North Side Amenity Center, residents enjoy easy access to Argent Lake's Pub & Pizzeria, Argent Lakes Golf Course, and a wide array of world-class amenities.This home offers comfort, privacy, and the unmatched lifestyle Sun City is known for.

650 Gleneagle Court, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$3,495,000
5 Beds ⋅ 5 Baths ⋅ 5,629 SqFt. ⋅ HILTONHEAD-504128 MLS
Located along the edge of Spring Island, where marsh meets the Colleton River, 248 Spring Island Drive offers refined Lowcountry living on 2.68 acres with expansive marsh-to-river views extending toward Port Royal and Parris Island. This 5,629-square-foot residence includes 5 bedrooms and 4.5 baths and is thoughtfully designed to maximize natural light, privacy, and seamless indoor-outdoor living. A defining feature of the home's design is the way river views are intentionally drawn through the center of the residence. The great room showcases reclaimed wood flooring, a soapstone fireplace with custom built-ins, and large windows that frame the surrounding landscape. This space opens directly to a four-season screened porch, perfectly positioned to capture sweeping marsh and river views. The dining room flows into an open den and the kitchen, creating an ideal layout for entertaining. The kitchen features leathered granite countertops, a wood-topped center island with induction cooktop, custom cabinetry with a paneled refrigerator, a wet bar, and a concealed 500-bottle temperature-controlled wine cellar. A secondary back kitchen and laundry area, hidden behind a sliding barn door, lead to a grilling patio for added convenience. An expansive artist's studio with separate HVAC and French doors opening to the gardens and river is located on the main level, offering flexible space for creative work, a home office, or additional living area. This wing also provides access to the two-car garage with golf cart bay. Upstairs guest accommodations include two ensuite bedrooms, one with a private balcony overlooking the water, along with a granite-topped kitchenette serving this level. An additional guest bedroom and a bunk room, accessed via the home's turret staircase, share a full bath-ideal for hosting family and guests. The primary suite is privately positioned to capture sunrise views over the river and features a spacious bedroom, dual walk-in closets with custom built-ins, a soaking tub, a walk-in shower, and a private office overlooking the front gardens. This exceptional property offers convenient access to Spring Island's golf, dining, equestrian facilities, deep-water access, and miles of nature trails, all while maintaining a tranquil and private riverfront setting.

248 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty.

$459,000
HILTONHEAD-503416 MLS
Rarely does an opportunity arise to own one of the most significant waterfront parcels in the Lowcountry. This exceptional 1.15-acre homesite on Callawassie Island represents one of the largest available properties in this award-winning 880-acre private community. Situated with wide-open northeastern exposure, the site captures breathtaking sunrises across shimmering tidal creeks and vibrant salt marshes. Surrounded by centuries-old live oaks and Spanish moss, the landscape provides a timeless backdrop for a legacy estate. Callawassie Island offers a premier Lowcountry lifestyle centered on 27 holes of Tom Fazio-designed golf, professional-grade racquet facilities, and dual clubhouses that provide deepwater access and luxury wellness amenities within South Carolina's first certified Community Wildlife Habitat. Strategically situated in the heart of Beaufort County, Callawassie Island is almost equidistant from the historic charm of Beaufort and the bustling center of Bluffton, placing residents within a 35-minute drive of Hilton Head Island, Savannah, Georgia, and the Savannah/Hilton Head International Airport.

32 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$2,600,000
1 Beds ⋅ 2 Baths ⋅ 1,070 SqFt. ⋅ HILTONHEAD-503981 MLS
1 Straight Road is a meticulously designed 10 acre equestrian estate showcasing exceptional quality throughout. The property features four irrigated Bahia grass paddocks, each equipped with automatic waterers connected to city water. One paddock, conveniently located near the barn, includes a 60 foot round pen. At the heart of the property is an award winning four stall center isle barn with spacious living quarters above. The barn offers two full size 12x14 stalls on each side, all with direct access to outside turnout. The ground level includes equipment and carriage storage, a conditioned office, full bath, tack room, feed room, and a covered wash stall, providing both functionality and comfort. Upstairs, the 1,120 square foot apartment features a living room, dining area, bedroom, bathroom, and a generous screened porch, creating a private and inviting residence overlooking the grounds. Near the entrance to the property is a separate storage barn with two bays and covered horse trailer parking. Attached is a conditioned greenhouse, and nearby sits a well organized garden with fifteen raised beds, all enclosed by an eight foot fence for protection. A tour of 1 Straight Road makes it clear that no detail was overlooked. This is a thoughtfully planned equestrian complex where quality craftsmanship and careful design come together seamlessly.

1 Straight Road, Okatie

Listing courtesy of Spring Island Realty LLC.

$3,450,000
4 Beds ⋅ 5 Baths ⋅ 4,500 SqFt. ⋅ HILTONHEAD-503381 MLS
Currently under construction by award-winning May Residential Builders, this Palmetto Cove model showcases the builder's reputation for uncompromising quality, superior craftsmanship, and enduring durability. Built with top-of-the-line materials and engineered to withstand up to 180 mph hurricane-rated standards, this home delivers both peace of mind and timeless design. May Residential Builders is a recent Lighthouse Award winner, earning Best Exterior and Best Kitchen, along with Second Place for Interior Design - a testament to their elevated attention to detail. Spanning approximately 4,500 square feet, this thoughtfully designed residence offers four bedrooms, five baths, and an open, elegant floor plan ideal for both everyday living and refined entertaining. The home will be sold fully furnished and turnkey, allowing for a seamless move-in experience with completion anticipated by January 2027. Luxury features abound, including a Thermador appliance package, high-end finishes throughout, a private pool, outdoor fireplace, whole-house generator, and water softener system. Enjoy sweeping golf course views from your outdoor living spaces, creating a serene backdrop for Lowcountry living at its finest. The Berkeley Hall transfer fee is included, further enhancing the exceptional value of this offering. This is a rare opportunity to own a brand-new, custom-built, turnkey luxury home - without the stress or delays of building - in one of the most desirable communities in the Southeast. Located within the prestigious, private gates of Berkeley Hall, this exceptional new construction residence represents the pinnacle of Lowcountry luxury living. Renowned for its world-class amenities, championship golf, and unparalleled lifestyle, Berkeley Hall is widely regarded as one of the most exclusive communities in the region - and this home is a flawless complement to its setting.

44 Lancaster Boulevard, Okatie

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$639,000
3 Beds ⋅ 3 Baths ⋅ 2,124 SqFt. ⋅ HILTONHEAD-502292 MLS
Enjoy the Callawassie Island Lifestyle, within the popular Club Cottage Section, as a Primary Home or 2nd Home with rental/investment potential. Ideally located within a short walk to Tennis, Tennis Pro-Shop & Pickleball Courts, Fitness Facility, Pool, Main Clubhouse, Golf Pro Shop and Golf Practice Facility. This well-conditioned home, with an open floor plan, exudes comfort and functionality. Tranquil pond and private Golf views of the Dogwood #1 hole. All piping replaced 2025. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf with total privacy and security. Furnishings are negotiable.

50 Callawassie Club Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,505,000
4 Beds ⋅ 5 Baths ⋅ 3,427 SqFt. ⋅ HILTONHEAD-503205 MLS
Move-in Ready! Introducing the first Dogwood plan to debut in Berkeley Hall. Located at 86 Clifton Drive (Lot 139), this newly constructed home offers 3,420 square feet with 4 bedrooms and 4.5 baths, set on a wooded homesite-a rare find within the community. Show-stopping curb appeal, thoughtful design, and exceptional privacy on one side of the property set this home apart. Anticipated completion January 2026. Enjoy all that Berkeley Hall has to offer, including two championship golf courses, world-class amenities, and an unmatched Lowcountry lifestyle. A unique opportunity to own a brand-new home with privacy, presence, and prestige.

86 Clifton Drive, Okatie

Listing courtesy of Sea Glass SC, LLC.

$2,245,000
4 Beds ⋅ 4 Baths ⋅ 3,826 SqFt. ⋅ HILTONHEAD-503140 MLS
Located at the end of coveted Tabby Point on Callawassie Island, this riverfront gem is 3,826 sqft, 4 BD/4 BA with a 2nd story flex space. A boater's paradise, this home's private dock has both a stationary pier head dock with a floating dock + a boat lift added in 2019; adjacent to the Colleton River. The sunsets from this southwest facing property are truly something to behold. 2025 remodeled and added additional sq. ft. to the Family Room, including a new fireplace. New 2nd floor full bath. (3) HVAC's- ages 2025, 2023 & 2018. By all accounts this home maybe the highest elevation on CI and located at the confluence of the Colleton, Okatie and Chechessee Rivers.

24 Tabby Point Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,100,000
2 Beds ⋅ 3 Baths ⋅ 1,585 SqFt. ⋅ HILTONHEAD-503117 MLS
Surrounded by majestic Live Oaks and overlooking the 12th fairway of Old Tabby Links, this property offers a beautifully finished guest cottage and an elegant retreat. Take advantage of the cottages in place or expand and build your dream home on this expansive 1.96 acre lot. Both structures in place feature brick exteriors, custom mahogany doors, concrete tile roofs, and premium oak flooring. Recent enhancements include a fenced dog run and a screened porch. The two bedroom guest cottage offers baths finished in cream marfil and travertine, charming bedroom alcoves, a well equipped living area with under counter refrigerator and freezer, a brick accent wall, and a full size washer and dryer. The Retreat provides a refined escape with the flexibility to be an additional sleeping area with a full bathroom featuring exquisite paneling and trim, a wet bar, and views of the golf course. With a flat screen TV above the fireplace, it is an ideal place to relax and unwind.

30 Bee Tree Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$495,000
3 Beds ⋅ 2 Baths ⋅ 1,861 SqFt. ⋅ HILTONHEAD-502715 MLS
26 Heron Walk stands out as one of the largest villas in the Village section, offering 1,861 sq ft of thoughtfully designed living space. This inviting home features a large Carolina Room and a detached full garage with golf-cart bay. Designed for comfort and flexibility, it offers open living areas and exceptional privacy with serene lagoon and golf-course views. Upstairs, the beautifully updated second-story bath has been used as a primary suite during current ownership, enhancing the home's versatility and livability. New Roof-2026. Located within the private, gated community of Callawassie Island, residents enjoy access to newly renovated Tom Fazio-designed golf courses, deep-water access, club dining, fitness facilities, pools, tennis, pickleball, bocce, and more. Life on Callawassie Island offers an unmatched blend of natural beauty, community connection, and the timeless charm of Lowcountry living.

26 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$995,000
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.

$2,645,000
3 Beds ⋅ 4 Baths ⋅ 3,807 SqFt. ⋅ HILTONHEAD-502551 MLS
This Spring Island home offers a perfect balance of Lowcountry charm and modern comfort. With gorgeous marsh views and an expansive 5.19 acre lot, the thoughtfully designed residence captures the beauty of the landscape from every room. The main house features 2 bedrooms with a flex room and 2.5 baths, including a beautiful eat-in kitchen with gourmet appliances, custom cabinetry, and inviting spaces for gathering. Expansive screened porches extend the living area outdoors, creating the perfect setting to enjoy coastal breezes and the ever-changing tides. A guest suite over the garage provides a private space complete with its own bedroom and bath-ideal for visitors, an office, or a studio. Situated in Spring Island's central area, the property offers convenient access to the island's renowned amenities, nature trails, and community spaces. A beautiful blend of thoughtful design and natural beauty, this home embodies the best of Lowcountry living.

15 Tidal Creek Lane, Okatie

Listing courtesy of Spring Island Realty LLC.

$50,000
HILTONHEAD-502298 MLS
This large high and dry .505 acre homesite offers incredible views of multiple holes on the newly renovated Magnolia Course, and is situated on one of the highest elevated properties on Callawassie Island. 51 Winding Oak benefits from a direct view of the 3 Magnolia Green, as well as long views down the 4th fairway. Sale of this lot is contingent on the purchaser contracting for the construction of a home with Artisan Custom Homes and a one time $75,000 club initiation, which can be paid for at closing or added to the price of the home. During home construction the Purchaser will benefit and enjoy the full use of Callawassie Island's World Class Amenities, to include 27 Holes of Newly Renovated Tom Fazio Golf, Two Waterfront Clubhouses & Pools, Racquet sports, Four Community Docks & more with club dues waived throughout construction until home completion and a Certificate of Occupancy is established. Several plans to choose from within the Builder's Expansive Portfolio.

51 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,395,000
4 Beds ⋅ 4 Baths ⋅ 2,860 SqFt. ⋅ HILTONHEAD-501726 MLS
Newly completed 4 Bedroom/3.5 Bath, Callawassie Island Club Cottage, located on the Dogwood 4th hole. 1st Floor 4th Bedroom could be a Study as an option. 2nd floor with a large Media Room, Bedroom/Full Bath and covered porch/veranda to enjoy the elevated golf views. Additional unfinished FROG space is ideal for expansion or Private Suite. The Club Cottage Section offers a unique opportunity, within Callawassie Island, for a Primary Home or Investment Rental Property (overnight stay to long term rental flexibility). Discover the natural beauty of South Carolina's 1st Certified Wildlife Habitat Community- Callawassie Island. All 27 Holes of Tom Fazio Designed golf were completely renovated.( Golf is optional).

27 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,475,000
5 Beds ⋅ 6 Baths ⋅ 4,193 SqFt. ⋅ HILTONHEAD-501620 MLS
Welcome to Callawassie Island, a private gated wildlife sanctuary community. Drive across the causeway and enjoy the tidal marsh with Spartina grass, exquisite waterfowl, and occasionally playful dolphins. Enter the island with Spanish moss draped trees and world class golf views. Arrive at 3 Woodstork Watch, an estate-style home situated on one of the most beautiful and private homesites in the Lowcountry. This one-of-a-kind location with two lots combined for a 1+ acre site (POA Fees Assessed on only one lot) has 372' of road frontage and 347' on the pond with added privacy from adjacent open space area. Step outside to the beautiful porch featuring views of the pond and saltmarsh and from many vantage points throughout the property ideal for morning coffee and evening sunsets. Enjoy entertaining in your gracious great room with fireplace, large wet bar, chef's delight kitchen with 2 ovens, large island, and new appliances. Choose dining inside surrounded by tall windows or on the large porch where you'll eat outside, both with awesome views. Relax in your primary suite on the main floor with tall windows for observing wildlife. Upstairs the large balcony captures a stunning 270-degree panoramic view of the pond, marsh, fountain, winding path and treetops of magnolias, pines, oaks, and palm trees. Your family and guests will appreciate the view from the gathering/entertainment room and en-suite bedrooms with bay windows. One of the greatest advantages of this estate is its flexibility for multigenerational living, offering the ability for family and guests to enjoy privacy without sacrificing togetherness. The carriage house with separate living space over the garage creates an ideal setup for extended family, long-term guests, live-in caretakers, or a private retreat for children and grandchildren, a sought-after feature in luxury Lowcountry living. Downstairs walk through a breezeway covered stairs or on a fern and flower basket lined ramp to your carriage house. Plenty of space on your double lot to expand the main structure or add additional guest house. 372 feet of street frontage. Callawassie Island lifestyle includes for your pleasure 27 holes of golf, 2 pools, 2 clubhouses, tennis, pickle ball, fitness center, docks on the river, butterfly garden, dog park and vibrant community. Above all, what makes this home truly special is its estate setting - the rare, one-of-a-kind property on the island and unmatched privacy and views that come with it.

3 Woodstork Watch, Okatie

Listing courtesy of William Raveis - Carolina LLC.

$1,249,000
3 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-500380 MLS
Completed in 2024, this custom Allison Ramsey-designed home sits on a 1.14-acre marshfront lot, created by consolidating part of a neighboring parcel to enhance privacy, space, and views. Designed to embrace its surroundings, the elevated home offers sweeping marsh views and a blend of Lowcountry charm and casual luxury. Built by CMS with top-tier finishes, it features approx. 2,500 sq ft, French oak floors, Andersen windows and doors, 10-foot ceilings, and a new elevator. A rare opportunity for buyers seeking a brand-new home without the time and hassle of building. The kitchen features Thermador and Bosch appliances, custom cabinetry, and a large island. Outdoor living includes a wraparound porch, tabby fireplace, gas lanterns, irrigation, and a tankless water heater.

108 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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