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$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.

$50,000
HILTONHEAD-504141 MLS
This large .81 acre homesite offers incredible views of the Dogwood number one fairway in addition to the green! 6 Links Drive is situated on the newly renovated member favorite Dogwood Course, and is one of the larger properties on Callawassie Island. 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 no time limit to build. 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!

6 Links Drive, Okatie

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

$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.

$1,575,000
4 Beds 5 Baths 3,570 SqFt. HILTONHEAD-504079 MLS
Designed for elevated coastal living and effortless entertaining, this custom residence is a masterclass in craftsmanship, scale, and thoughtful design. At its heart, a spectacular 21' x 41' Great Room seamlessly unites the living, dining, and kitchen spaces beneath a vaulted, beamed ceiling anchored by a gas fireplace. A dramatic 16-foot fully openable Andersen folding glass door dissolves the boundary between indoors and out, opening to a screened porch perfectly level with the main living space to create a true indoor-outdoor great room experience.The professional-caliber kitchen is both stunning and functional, centered around an expansive 9' island and outfitted with a full suite of Thermador appliances, including a refrigerator/freezer, double wall ovens, gas cooktop, drawer microwave, and dishwasher. Quartz countertops, a custom-built hood, designer tile backsplash, and a walk-in pantry elevate the space, while a dedicated wine refrigerator and sliding pass-through window provide seamless service to the outdoor grilling area.The screened porch itself is a showpiece, featuring retractable Phantom screens for unobstructed views, a vaulted ceiling, and a gas fireplace with a 200-year-old reclaimed barn mantel. Just beyond, the outdoor grill area includes a gas connection and stone counters for effortless entertaining.A private study sits behind frosted glass pocket doors, highlighted by a tray ceiling and shiplap red oak accent wall. The primary suite is a serene retreat, offering a tray ceiling, private terrace with sweeping sunrise views over the golf course, dual walk-in closets with custom built-ins, and a spa-inspired bath with soaking tub, dual vanities, and an oversized tiled shower.Two spacious first-floor guest suites, each accommodating king beds and featuring ensuite baths and shiplap accents, are thoughtfully separated for privacy. A well-appointed laundry room, owners' entrance, and oversized three-car garage with EV charging complete the main level. Upstairs, a large bonus room with private bath offers flexible living space, while an exceptional 500-square-foot conditioned storage room provides rare, full-height versatility. Additional features include, spray foam insulation, premium Andersen windows, wide-plank French oak floors, whole-house water filtration, and multi-zone HVAC, this home delivers luxury without compromise-designed for how people truly live.

29 Island Creek Drive, Okatie

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

$620,000
2 Beds 2 Baths 1,858 SqFt. HILTONHEAD-503978 MLS
Welcome to the lifestyle you've been waiting for in the highly sought-after Sun City Hilton Head active adult community. This like-new Palmary Model offers effortless Southern living and is truly move-in ready with thoughtful upgrades throughout-perfect for those ready to enjoy life, not a to-do list.From the extended driveway and charming paver front porch, you'll feel right at home the moment you arrive. Inside, the open-concept design creates a welcoming flow between the gourmet kitchen, dining area, and living room-ideal for everyday comfort and easy entertaining. Large windows frame peaceful golf course views, drawing your eye straight to the four-season lanai and outdoor kitchen, where mornings start with coffee and evenings end with views of the 17th hole of Argent Lakes.The home features two bedrooms, two bathrooms, plus a flexible den/office-perfect for hobbies, guests, or a quiet reading space. The spacious primary suite is a true retreat, complete with a spa-like ensuite, oversized walk-in shower, and an impressively large upgraded closet. Elegant tray ceilings in the living room and primary bedroom add a refined touch throughout.Entertaining is a breeze with a built-in bar with refrigerator and ice maker, and outdoor living shines with a backyard designed for relaxing and gathering alike. Best of all, you're just minutes from the Northside Amenity Center, offering indoor and outdoor pools, fitness and gym facilities, tennis, pickleball, and cozy outdoor fire pits.Sun City Hilton Head is more than a neighborhood-it's a lifestyle. With 150+ social clubs and groups, there's always something to do and new friends to meet. And coming soon: a multi-million-dollar, resort-style amenity center featuring one of South Carolina's largest pools.If you're considering new construction, look no further-this home offers the upgrades, location, and lifestyle without the wait. Move right in and start living the retirement you've earned.

60 Carnation Road, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Keller Williams Realty.

$605,000
3 Beds 2 Baths 2,071 SqFt. HILTONHEAD-503983 MLS
Welcome to this beautifully appointed Martin Ray floor plan, offering 3 bedrooms, 2 bathrooms, a dedicated office/den, and 2,071 square feet of thoughtfully designed living space. Perfectly positioned on a premium lagoon-view homesite, this home delivers exceptional privacy along with expansive, tranquil water views. From the moment you step inside, the quality and attention to detail are evident. Hard-surface flooring throughout the main living areas (no carpet), tile in the bathrooms, and two-piece crown molding throughout create a clean, refined, and finished feel.The heart of the home is the stunning, chef-inspired kitchen, featuring upgraded gray cabinetry, quartz countertops, a bold black backsplash, built-in oven and microwave, gas cooktop, stainless steel vent hood, and stainless steel appliances-ideal for both everyday living and entertaining.The owner's suite is a true retreat, complete with dual quartz vanities and a luxurious zero-entry walk-in shower that blends elegance, comfort, and accessibility.One of the home's standout features is the large screened porch with a beautiful herringbone paver floor, perfectly overlooking the expansive lagoon. This inviting outdoor space is ideal for morning coffee, evening relaxation, or entertaining while enjoying the peaceful Lowcountry setting.Additional upgrades extend to the garage, which includes finished flooring, an insulated garage door, and permanent walk-up attic stairs, providing excellent storage. Energy efficiency was thoughtfully prioritized with TechShield radiant barrier roof decking (keeping attic temperatures up to 30 degrees cooler), a tankless water heater, and a high-efficiency 15 SEER HVAC system, helping ensure year-round comfort and lower utility costs.Tucked away on a quiet street with cul-de-sacs on both ends, there is no drive-through traffic-offering a peaceful setting while remaining extremely convenient to Town Square, the Lake House Amenity Center, and the exciting new East Argent amenities coming soon. Enjoy the unmatched lifestyle Sun City Hilton Head is known for, with world-class amenities, golf, fitness centers, pools, miles of walking trails, clubs, and activities, all within one of the Lowcountry's most sought-after active adult communities.This is more than a home-it's a lifestyle opportunity, combining premium lagoon views, extensive upgrades, energy efficiency, and an exceptional location.

32 Valleybrooke Court, Okatie

Listing courtesy of SERHANT. Selling Office: Keller Williams Realty.

$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.

$699,900
3 Beds 4 Baths 2,867 SqFt. 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

Listing courtesy of Charter One Realty.

$1,395,000
5 Beds 5 Baths 3,500 SqFt. HILTONHEAD-503555 MLS
Exquisite custom Lowcountry home featuring Brazilian pecan hardwood floors and plantation shutters throughout the main living areas. A chef's kitchen with gas range opens seamlessly to the living room, showcasing tranquil lake views. The main-level primary suite offers a spa-inspired bath, complemented by a private office and guest suites with ensuite baths. A separate in-law or guest suite above the oversized garage provides exceptional flexibility and storage. Enjoy peaceful lake and protected wooded views from the screened porch, outdoor fireplace, grilling area, and backyard. Located in Oldfield, an exclusive 860-acre riverfront community recognized by Audubon International. Seller's VA loan may be assumable with lender approval.

16 Boyds Landing, Okatie

Listing courtesy of Keller Williams Realty. Selling Office: The Agency Hilton Head.

$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.

$325,000
HILTONHEAD-503483 MLS
Experience the beauty and quiet elegance of Spring Island living at 275 Spring Island Drive. This 2.05-acre homesite is ideally positioned between the 3rd and 4th holes of the Old Tabby Links Golf Course, offering picturesque views and a peaceful, natural setting. With over two acres of land, the property provides the perfect foundation for a thoughtfully designed cottage or an expansive custom home. Whether your vision is a private retreat or a full-time residence, this homesite delivers space, scenery, and an exceptional location within a renowned golf course community. DISCLAIMER: Lot lines depicted are approximate and intended solely as a visual aid. They may not reflect exact property boundaries. Buyer to verify all measurements and boundaries.

275 Spring Island Drive, 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.

$535,000
2 Beds 2 Baths 1,755 SqFt. HILTONHEAD-503473 MLS
Pristine Castle Rock floorplan that has been gently lived in is ready for new owners. Lovely single-level 2BR home is easy to live in - perfect for full-time living or a great lock-and-leave home. Situated on a double cul-de-sac, you will love the peacefulness and privacy. If you work from home, the front office works well. The large open kitchen features a gas cooktop, KitchenAid appliances, an oversized bar area with a wine cooler and sink. Wood floors, 3M film, gas fireplace, tankless water heater, and custom built-ins in the pantry and bedroom closets. A whole-house air purification system was added as well. Need more storage? The walk-up attic is the perfect area to store holiday items, suitcases, and seldom-used items. The primary bedroom has a tray ceiling and a gorgeous bathroom with a walk-in shower and double vanity. The screened lanai has epoxy flooring and sun shades, plus a serene landscaped view. Sun City is a haven for 55 and better lifestyles. Over 100 social and sporting clubs. Golf, tennis, pickleball, crafts, theater, dining, and lots of planned social activities. Sellers would consider selling fully furnished under a separate bill of sale.

117 Valleybrooke Court, Okatie

Listing courtesy of Charter One Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$359,900
2 Beds 2 Baths 1,438 SqFt. HILTONHEAD-503405 MLS
New 30 year Architectural Shingle Roof with Transferable Warranty for New Owner. (May 2026) A home you'll want to see in person! This fabulous Primrose is (1,438 sq.ft + @15x16 porch). With a freshly painted interior and all Smooth Ceilings (No popcorn), this home flows into an extended screened gathering area. The home's setting is both private and quiet. From living areas to dining and outdoor space there is an open but connected feel. Family and friends will enjoying song birds with coffee on this wonderful lanai. The home has 2 bedrooms, 2 bathrooms, and a dedicated office/flex room that can easily function as an optional 3rd bedroom when needed. It is both functional and inviting. New LPV in main living area and office/flex space. Newer carpet in master bedroom. Plantation shutters in great room and Crown molding throughout the home. The large kitchen at the heart of the home, features ample storage cabinets with a separate pantry. Gas range. Plus enough counter space for multiple chefs. The Bay Window in the Primary Suite create a retreat that overlooks the private backyard. The En-suite bath features dual vanities and a separate shower. Plus a walk-in closet. The split floor plan offers privacy for your guests with a large bedroom and bath. The laundry room with washer & dryer is in a convenient central location. Two car Garage has a folding garage screen for ventilation and privacy plus pull-down stairs w/ some floored storage. There is also a convenient utility sink. Roof 2026, HVAC 2021. Interior painted 2022, Exterior soft wash 2026. Enjoy all that Sun City has to offer, including multiple pools, fitness centers, golf, pickleball and tennis, wood working shop, walking trails, clubs, dining, and a full calendar of social activities.

39 Callisto Road, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Engel & Volkers.

$2,062,500
3 Beds 3 Baths 2,494 SqFt. HILTONHEAD-503362 MLS
In the late 1700s, the original owner of Spring Island selected a nearby site for his home, today known as the Old Tabby Ruins, drawn by the extraordinary panorama over Port Royal Sound. That same breathtaking view remains one of the finest in the South Carolina Lowcountry. Combined with views of the 18th green of Old Tabby Links and close proximity to the golf clubhouse, this home enjoys one of the most desirable locations on the island. Designed by Beaufort architect Jim Thomas, the home reflects timeless Lowcountry architecture with materials chosen for their historical precedent, beauty, and durability. A slate roof, wood shingle exterior, Savannah gray brick, and round handmade brick columns convey a sense of permanence and craftsmanship. Wide brick-floored porches provide ideal spaces to relax and entertain while taking in views of the golf course, Old Tabby Ponds, distant islands, and Port Royal Sound. Inside the home, a gracious foyer opens to a living room with an oversized raised-hearth brick fireplace and a striking curved staircase separating the living and dining rooms. The dining room features a second fireplace and built-in wine storage and connects seamlessly to a beautifully equipped open kitchen. A den with new custom built in bookshelves and entertainment system accommodates a 65" tv and the adjacent full bath offers flexible use as a sitting room or additional bedroom. The second floor includes a serene primary suite with a marble bath and dressing room, a comfortable guest bedroom with its own bath, and a conveniently located laundry room. Both upstairs bedrooms and the living room overlook the 18th fairway with expansive views across the Chechessee River and Port Royal Sound. Originally designed as a residence, the home later served as the Spring Island Club's Golf House, a place remembered fondly for afternoons spent on the porch enjoying the scenery and conversation. Cozy enough for quiet retreat yet refined enough for entertaining, this exceptional property offers a rare blend of history, craftsmanship, and setting.

16 Tabby Links Lane, Okatie

Listing courtesy of Spring Island Realty LLC. Selling Office: Spring Island Realty LLC.

$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.

$565,000
3 Beds 2 Baths 2,053 SqFt. 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

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$400,000
3 Beds 3 Baths 1,660 SqFt. HILTONHEAD-503227 MLS
Better than new 3BDR/2.5BA Ashwood model located in the quiet River Oaks community less than 1/4 mile from Okatie Elementary School. This home is loaded with custom upgrades (not available with new construction) including a courtyard with pavers, paver walkway, custom tile shower w/niche & corner seat, custom open shelving & shiplap in laundry room, ceiling fans/light fixtures, blinds & gutters. Enjoy the open concept floor plan that features a great room w/20 foot ceilings, LVP throughout main living areas and bathrooms & first floor spacious primary suite. The kitchen boasts quartz countertops, ample cabinet storage, stainless steel appliances, sizable pantry and a large kitchen island that is perfect for entertaining. The fabulous outdoor living space includes an inviting front porch and a paver back patio w/privacy bushes surrounding the side and back of the property. Long driveway can hold 5 cars (plus FINISHED two car garage)! Centrally located in Okatie, close to Beaufort, Savannah, Bluffton and HHI! Too many upgrades to list, this home is a must see!

19 Whispering Oaks Circle, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Howard Hanna Allen Tate Lowcountry.

$690,000
3 Beds 3 Baths 2,230 SqFt. HILTONHEAD-503102 MLS
Discover this spacious 3-bedroom, 3-bath, 2,230 sq. ft., Club Cottage on Callawassie Island, offering single-story living with an open floor plan, a 2-car garage, and serene views along the first fairway of the Dogwood Course. Being sold fully furnished-including all kitchenware and appliances-except for artwork. Perfect as a primary home, getaway, or short-term rental. The heart of the community is the Tom Fazio-designed 27-hole golf course, complemented by tennis courts, pickleball, fitness facilities, two swimming pools, and a clubhouse for dining and social gatherings. The River Club also offers fantastic river views, a swimming pool, and additional dining options. Residents enjoy deep-water access from the community docks, making Callawassie Island an ideal destination for boating, kayaking, and fishing. Callawassie Island, South Carolina, is a private, gated island community located between Bluffton and Beaufort, and just about 30 minutes from Hilton Head Island and Savannah. It offers the perfect balance of quiet, natural living with convenient access to culture, dining, and shopping. The island is known for its natural beauty, with more than 880 acres of maritime forest, salt marshes, tidal creeks, and deep-water access to the Colleton and Okatie Rivers. Designated as a Certified Community Wildlife Habitat, Callawassie Island emphasizes conservation and harmonious coexistence with nature.

45 Callawassie Club Drive, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Greco Group Brokered by eXp Realty.

$1,622,500
5 Beds 5 Baths 3,812 SqFt. HILTONHEAD-503120 MLS
Discover Lowcountry living at its finest on highly sought-after Tabby Point. Perfectly positioned on one of Callawassie Island's larger marshfront lots, this home captures sweeping views stretching from the tranquil marsh straight to the river. Set back from the street for added privacy, it also features a very large backyard, offering space rarely found in marshfront living. Whether you're savoring a quiet morning coffee or hosting at sunset, the vistas here are truly unmatched.The heart of the home is a chef's kitchen, offering extensive counterspace, abundant storage, and cabinetry that extends to the ceiling-ideal for cooking, entertaining, and everyday use. A large porch off the main living area invites you to relax outdoors while taking in the coastal scenery. Inside, a stunning custom oyster shell fireplace with a reclaimed mantle and matching shelves serves as a true focal point, adding warmth and Lowcountry character. The home also features a unique in-wall aquarium that can be enjoyed from two rooms, creating a beautiful and calming visual connection throughout the living space.The main level includes a spacious guest suite featuring a jacuzzi tub and walk-in closet, providing privacy and comfort for visitors. Upstairs, the primary suite becomes a private retreat with its own screened-in balcony overlooking the marsh-a peaceful place to unwind and enjoy the breezes. A convenient kitchenette is also located on the second floor, offering added comfort and functionality for the primary suite and upper-level living.This home offers exceptional flexibility with laundry rooms on both levels; the downstairs laundry space can also serve as a wine room or back kitchen depending on your needs. Ample storage runs throughout the property.Outside, enjoy a firepit area and a floating dock perfect for launching kayaks or paddleboards, allowing effortless access to the surrounding waterways right from your backyard. A 2-car garage plus an oversized golf cart garage ensures plenty of room for vehicles, recreational gear, and workshop space.With its rare lot size, elevated views, and thoughtful layout, this home delivers an exceptional island lifestyle paired with the comforts of country club living. Callawassie Island amenities include 2 pools, 2 deep-water docks, 2 community kayak/crabbing docks, pickleball, tennis, bocce, 27 holes of championship golf, multiple dining options, and a fully equipped fitness center.Owner is a SCREA.

1 Tabby Point Lane, Okatie

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

$6,500,000
5 Beds 9 Baths 8,362 SqFt. 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

Listing courtesy of Collins Group Realty.

$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.

$1,150,000
4 Beds 5 Baths 3,417 SqFt. HILTONHEAD-502992 MLS
Stunning 2024 build offering over 3,000 SQFT of luxurious single-level living and thoughtful upgrades throughout. This home lives large with generous entertaining spaces, high ceilings, and beautiful natural light. The main level features an elegant primary suite with a spa-inspired bath-walk-in shower, soaking tub, and a professionally designed custom closet with direct access to the laundry room for everyday convenience. Two additional main-level guest suites each feature private en-suite baths, and a dedicated office provides the perfect work-from-home setup. Custom primary closet, upgraded lighting fixtures, and refined finishes elevate every space. Upstairs, a spacious fourth bedroom/media suite includes a full bath and walk-in closet, ideal for guests or a flexible bonus retreat. The oversized 2-car garage with an additional golf cart bay offers ample storage. Come enjoy Berkeley Hall and all of its world class amenities.

62 Clifton Drive, Okatie

Listing courtesy of Charter One Realty. Selling Office: Collins Group Realty.

$187,000
HILTONHEAD-503042 MLS
This fabulous homesite in desirable Riverbend offers you lots of space for a home with w/a 3-car garage! As part of Sun City Hilton Head, you can build a beautiful custom home & have access to over $150 million of amenities all a golf cart ride away, such as: 180+ clubs, 3 golf courses, 6 pools, 3 restaurants & a theater. Offering serene peace & a quiet atmosphere, coming Home to Riverbend will truly make your retirement dreams come true. 2 Cutter Pl. is one of the larger lots available at the back of the community, with fantastic neighbors & beautiful homes keeping your value high. Low HOA fees. A short ride to Old Town Bluffton! Seller is a licensed SC Real Estate Agent.

2 Cutter Place, Okatie

Listing courtesy of Coastal Oaks Development & Realty LLC. Selling Office: REsides, Inc..

$225,000
HILTONHEAD-503038 MLS
Build your dream home on this exceptional 2.9-acre homesite perfectly positioned in the heart of Spring Island. Offering a rare combination of privacy, space, and convenience, this generous lot sits along the 12th hole of the renowned Arnold Palmer-designed Old Tabby Links golf course. Enjoy effortless access to some of the community's most beloved amenities, including the Art Barn, Golf House, and nearby trails while still feeling worlds away in your own natural sanctuary. With ample room for a custom residence, outdoor living spaces, and preserved Lowcountry landscape, the possibilities are endless. Whether you envision a tranquil retreat or an active island haven, 36 Bee Tree Drive provides the ideal setting to bring your vision to life.

36 Bee Tree Drive, Okatie

Listing courtesy of Spring Island Realty LLC. Selling Office: Spring Island Realty LLC.

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