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$3,495,000
5 Beds 5 Baths 194262 MLS
Luxury Lowcountry living along the edge of Spring Island, where marsh meets the Colleton River. Set on 2.68 acres, 248 Spring Island Drive offers expansive marsh-to-river views toward Port Royal and Parris Island. This 5,629 sq ft home features 5 bedrooms and 4.5 baths, designed to maximize light, privacy, and indoor-outdoor living. The great room showcases reclaimed wood floors, a soapstone fireplace, and walls of windows opening to a four-season screened porch. The kitchen offers granite counters, induction cooktop, custom cabinetry, wet bar, concealed 500-bottle wine cellar, and secondary back kitchen. Main-level artist's studio with separate HVAC provides flexible living space. Upstairs guest suites include kitchenette and balcony. Private primary suite captures sunrise river views.

248 Spring Island Drive, Okatie

$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

$459,000
193843 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

$2,600,000
1 Beds 2 Baths 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

$699,900
3 Beds 4 Baths HILTONHEAD-503347 MLS
This home now represents one of the finest values on Callawassie Island, granting a buyer flexibility to improve and elevate the property to their liking. Boasting phenomenal views of the newly renovated Tom Fazio Magnolia course Hole 3 green. An entertainers' dream home with an ample kitchen and luxurious wet bar with custom built-ins is the icing on the cake for this gem! Further detailed by a grand office, dining room, fireplace, and generously sized primary bedroom. An additional bedroom and full bedroom with bathroom over the garage complete the property. Natural light abounds with soaring cathedral and tray ceilings as well as oversized windows. Take pride in living in South Carolina's first certified Wildlife Habitat Community.

49 Winding Oak Drive, Okatie

$699,900
3 Beds 4 Baths 193784 MLS
This home now represents one of the finest values on Callawassie Island, granting a buyer flexibility to improve and elevate the property to their liking. Boasting phenomenal views of the newly renovated Tom Fazio Magnolia course Hole 3 green. An entertainers' dream home with an ample kitchen and luxurious wet bar with custom builtins is the icing on the cake for this gem! Further detailed by a grand office, dining room, fireplace, and generously sized primary bedroom. An additional bedroom and full bedroom with bathroom over the garage complete the property. Natural light abounds with soaring cathedral and tray ceilings as well as oversized windows. Take pride in living in South Carolina's first certified Wildlife Habitat Community.

49 Winding Oak Drive, Okatie

$2,100,000
6 Beds 6 Baths 193133 MLS
A once-in-a-generation opportunity to own one of the Lowcountry's most remarkable waterfront estates. 42 Robert Ingram on Fox Island spans approximately 12 private acres with over 1,600 feet of scenic shoreline and a private deep-water dock providing direct access to the waterways. The property features two homes, including one beautifully renovated residence and a second home ready for restoration, along with a barn/workshop full of character and potential. A private lake, pig pen, chicken and duck pens, and expansive open spaces create the perfect blend of waterfront living and country charm. Whether you're seeking a family compound, private retreat, or a place to create memories for generations to come, the next chapter of Fox Island is waiting to be written.

42 Robert Ingram Court, Okatie

$3,450,000
4 Beds 5 Baths 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

$565,000
3 Beds 2 Baths 193770 MLS
Modern Lowcountry style meets effortless single-story living in this beautifully maintained Martin Ray model in gated Malind Bluff. This 3BR/2BA home with a flexible office/den offers 2,053 sf of bright, open living space designed for comfort and entertaining. The gourmet kitchen features quartz countertops, a large island, butler's bar, coffee nook, soft-close cabinetry, pull-out drawers, and stainless appliances including wall oven and natural gas cooktop with hood. Stylish upgrades include LVP flooring, upgraded lighting, built-ins, and custom shelving in pantry and closets. The spacious primary suite offers a large walk-in closet and spa-like bath with zero-entry rain shower. Enjoy peaceful lagoon views from the screened in porch and patio.

784 Danner Drive, Okatie

$565,000
3 Beds 2 Baths HILTONHEAD-503307 MLS
Modern Lowcountry living meets effortless single-story comfort in this beautifully maintained Martin Ray model in gated Malind Bluff. Bright, open spaces create an inviting feel from the moment you enter, perfect for both everyday living and entertaining. The gourmet kitchen is a standout with quartz coutertops, a large island, butler's bar with coffee nook, stainless steel appliances, natural gas cooktop, ultra wall oven, and upgraded cabinetry with excellent storage throughout. A flexible office/den adds versatility, while the spacious primary suite offers a walk-in closet and spa-like bath with zero-entry rain shower. Step outside to a screened porch and patio overlooking peaceful lagoon views, ideal for relaxing mornings or quiet evenings. Malind Bluff offers exceptional amenities including a deep-water dock on the Okatie River, pool and clubhouse, pickleball courts, and playground, all conveniently located near Hilton Head, Beaufort and Savannah. This home is truly one to experience in person.

784 Danner Drive, Okatie

$729,000
4 Beds 4 Baths HILTONHEAD-503008 MLS
This home is situated at the end of the cul de sac in the club cottage section where you can have short or long term rental. This private lot has golf views. Enjoy one floor living that has 2 bedrooms plus den with extra bedrooms upstairs for your visitors. Enjoy the outdoors with the front porch as well as a screen porch. Exterior painted (2024), Roof (2015), Remodeled primary bath with heated floor and heated towel bar (2021), double sided fireplace in great room and primary bedroom, New electrical panel with surge protector (2024), tankless hot water heater, compressor (2024), newer appliances with induction cooktop, double ovens. New garage door. Callawassie Island is a Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. 6 tennis courts, pickleball courts, Bocce courts, dog park, 27 hole Golf course & 24/7 gated security.

42 River Marsh Lane, Okatie

$729,000
4 Beds 4 Baths 193558 MLS
This home is situated at the end of the cul de sac in the club cottage section where you can have short or long term rental. Enjoy one floor living that has 2 bedrooms plus den with extra bedrooms upstairs for your visitors. Enjoy the outdoors with the front porch as well as a screen porch. Exterior painted (2024), Roof (2015), Remodeled primary bath with heated floor & heated towel bar (2021),double sided fireplace in great room & primary bedroom, New electrical panel with surge protector (2024), tankless water heater, compressor (2024), newer appliances with induction cooktop, double ovens. New garage door. Private gated Island Community offers Clubhouse, fitness center, 2 pools, kayak dock. 6 tennis & pickleball courts, Bocce courts, dog park, 27 hole Golf course & 24/7 gated security

42 River Marsh Lane, Okatie

$6,500,000
5 Beds 9 Baths HILTONHEAD-502660 MLS
Experience the soul of Lowcountry living in this enchanting deep-water estate, where timeless Southern charm meets exceptional craftsmanship. A sweeping wraparound porch captures gentle river breezes and sets the stage for unforgettable sunrises and slow, breezy afternoons. Inside, soaring vaulted ceilings, abundant natural light, and warm, inviting finishes create an atmosphere of effortless elegance. The gourmet kitchen is perfect for gatherings, offering refined style and functionality. A spacious mother-in-law and beautifully appointed detached carriage house provide unmatched flexibility for guests or extended family. The oversized 4+ garage and generous walk out storage-with bathrooms-ensure space for every hobby, project, and coastal toy. A rare 4-stop elevator adds ease to daily living. On the river, a private deep-water dock awaits with an impressive 18,000 lb lift and a covered perch above the water-an idyllic spot to relax, unwind, and savor the beauty of the Lowcountry. Thoughtfully wired for a whole home generator, this estate blends comfort, luxury, and Southern grace in every detail.

107 Okatie Highway, Okatie

$6,500,000
5 Beds 9 Baths 193329 MLS
Timeless Lowcountry elegance & thoughtful design define this extraordinary waterfront estate by architect Jim Strickland. Set on 22+ tranquil acres, the home captures sweeping deep-water views & gentle coastal breezes from an expansive wraparound porch. Built w/ enduring poured concrete walls, it exudes strength, sophistication, & charm. Inside, rich pine floors, exquisite millwork, & high-end finishes showcase remarkable attention to detail. The seamless transition from indoors to outdoors invites effortless entertaining & relaxation amid nature's beauty. A detached guest house offers refined comfort & privacy. Enjoy a 2-story floating pier head, boat lift, & exceptional water access. W/ massive under-home storage & a 3+ car garage, this estate embodies timeless craft & Lowcountry grace.

107 Okatie Highway, Okatie

$1,100,000
2 Beds 3 Baths 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

$474,900
5 Beds 3 Baths HILTONHEAD-502492 MLS
Need room to grow without sacrificing amenities? This spacious 5-bedroom, 3-bath home in Mill Creek at Cypress Ridge offers the flexible floor plan today's buyers are searching for. With generous living spaces, multiple bedrooms, and room for family, guests, a home office, or hobbies, this home provides exceptional value in one of the area's most sought-after communities. 2 Major upgrades have already been completed, new roof and fully paid-off solar panels, helping keep utility costs low and providing long-term peace of mind.Step outside and enjoy the resort-style lifestyle Mill Creek is known for, featuring: 7,500-square-foot clubhouse Three-story fitness center Zero-entry pool and lazy river Tennis and basketball courts Playground and dog park Scenic walking trails and sidewalks. Conveniently located between Bluffton, Beaufort, Savannah, and Hilton Head Island, this home offers easy access to shopping, dining, schools, beaches, and employment centers.Come see why so many buyers choose Mill Creek at Cypress Ridge for its amenities, location, and sense of community.

195 Pickett Mill Boulevard, Okatie

$495,000
3 Beds 2 Baths 193396 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

$495,000
3 Beds 2 Baths 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

$995,000
3 Beds 3 Baths 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

$995,000
3 Beds 3 Baths 193193 MLS
Newer construction, refined Lowcountry design, & future expansion potential come together in this custom-built Lowcountry home on prestigious Callawassie Island w/future expansion potential. Set on an elevated homesite along the Magnolia Course, this bright one-level residence offers French oak floors, vaulted ceilings, gas fireplace, custom trim, open kitchen w/a butler's pantry, 3BR/2.5BA, dedicated office, & heated/cooled flex storage room. An expansive walk-up attic with substantial space- offering potential for future finished living space, bonus room, guest suite, media room, or possible 4th BR, subject to permitting. This is not simply move-in ready--it is thoughtfully finished, beautifully composed, and ready to be experienced.

61 Winding Oak Drive, Okatie

$2,645,000
3 Beds 4 Baths 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

$50,000
193092 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 Portfolio.

51 Winding Oak Drive, Okatie

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