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$3,495,000
5 Beds 5 Baths 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.

$5,000
3 Beds 3 Baths HILTONHEAD-503985 MLS
Prime summer Weeks 25 & 26 (the first and second weeks of July) in the heart of Sea Pines. This private corner-unit Ketch Court villa features 3 bedrooms and 3 baths and is ideally located just steps from Harbour Town's iconic lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The corner setting provides added privacy while offering generous coastal living, including a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen, perfect for effortless summer vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water sports, and all the signature amenities that make Sea Pines one of Hilton Head's most desirable destinations. Your July escape is perfectly positioned for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit APT 894, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$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

Listing courtesy of Spring Island Realty LLC.

$1,800
2 Beds 2 Baths HILTONHEAD-503904 MLS
Experience the magic of Hilton Head Island during prime deeded summer week 33 (late August) at Swallowtail at Sea Pines, a beloved and cherished property offering a luxurious, carefree vacation lifestyle. This inviting unit features a peaceful lagoon view, creating a serene backdrop for morning coffee and relaxed evenings. Ideally situated between Harbour Town's iconic lighthouse and the sun-drenched Beach Club, Swallowtail places you moments from world-class golf, pristine beaches, waterfront dining, and vibrant arts and culture. Whether you're drawn to tranquil waterside mornings, golden sunset sails, or championship fairways, everything you love is right at your doorstep.

70 Lighthouse Road Unit 2873, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$499,000
3 Beds 3 Baths HILTONHEAD-503848 MLS
Step through the front door and be instantly captivated by the breathtaking lagoon view. Tucked away on a quiet cul-de-sac in a prime central location, this home offers the perfect blend of tranquility and convenience. The stylish Charlotte Madison model features a bright, open layout with a spacious sunroom ideal for relaxing or entertaining. With two bedrooms and a den (or three bedrooms) plus 2+ baths, there's room for flexibility and comfort. The large eat-in kitchen and family room create a welcoming hub for gatherings, complete with Silestone countertops, abundant cabinetry, an oversized pantry, and GE appliances. Sun-filled and designed for fun, this home truly is "the party house"-perfect for hosting friends and enjoying the Lowcountry lifestyle. Protected by one year home warranty!

32 Hamilton Drive, Bluffton

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$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

Listing courtesy of Charter One Realty.

$279,900
2 Beds 2 Baths HILTONHEAD-503670 MLS
"This charming Robin Villa is tucked away in a peaceful cul-de-sac offering serene lagoon and fountain views." offering the privacy you crave with the community connection you love. Enjoy the luxury of being within near distance to the Cypress clubhouse-your hub for fitness, social events, and fun. Inside, the home feels bright and airy with a a great room and a smart split-bedroom design that gives your guests their own private space and full bath. The primary suite is a true sanctuary, complete with a cozy bay window nook and a spacious walk-in closet. With a two-car garage and a pristine interior, this home is ready for its next chapter. New roof and gutters are to be completed soon.

5 Raven E Lane Unit 48, Bluffton

Listing courtesy of Hilton Head Area Properties, LLC.

$1,500
2 Beds 2 Baths HILTONHEAD-503566 MLS
Experience the joy of deeded ownership for highly sought-after Week 51, right in the heart of Hilton Head Island's premier Sea Pines community. Perfectly positioned along the 12th fairway of the Heron Point Golf Course, this Swallowtail villa blends peaceful golf-course views with the magic of a coastal holiday season. Ideally situated between the iconic Harbour Town Lighthouse and the Beach Club's shoreline, Swallowtail places you moments from championship golf, serene beaches, waterfront dining, and boutique shopping. Spend crisp Lowcountry mornings on the course, afternoons exploring the island, and evenings soaking in the festive charm of Harbour Town. Embrace the low-maintenance luxury lifestyle you've always imagined-your year-end coastal escape awaits. Don't miss the chance to make this Week 51 retreat your own.

70 Lighthouse Road Unit 2897, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$3,800,000
4 Beds 6 Baths HILTONHEAD-503338 MLS
Currently under construction, this modern custom townhome offers marsh front views and scenic vistas of the Wexford golf course, just a short distance from the clubhouse and community pool. Thoughtfully designed for elevated Lowcountry living, the home features a chef's kitchen with custom cabinetry, premium appliances, and a dedicated scullery, opening to a spacious family room with fireplace. The primary suite is located on the first floor and includes a spa-inspired bath with custom vanity, a generous walk-in closet with direct access to the laundry room. Also on the main level are a private office and elevator access to all floors. The second floor offers an additional living room with gas fireplace and kitchenette, a second laundry room, and three ensuite guest bedrooms. A dedicated spa room provides space for a sauna and/or workout area and opens to a rooftop garden. The third floor features a versatile bonus space ideal for a media room, game room, or lounge, complete with built-ins, wet bar, fireplace, art room, and additional storage. Step outside to a private balcony with hot tub and a real wood-burning fireplace with gas starter. Additional highlights include a six-car garage with extensive walk-in storage and dedicated golf cart parking for up to three carts, spray foam insulation, tankless water heater, and modern construction throughout. Enjoy the Wexford lifestyle with a private marina on Broad Creek with a lock system, championship golf, tennis and pickleball, clubhouse dining, community pool, and a gated setting just minutes from Hilton Head Island beaches, dining, and shopping.

55 Wexford On The Green, Hilton Head Island

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

$420,000
2 Beds 2 Baths HILTONHEAD-503344 MLS
Admirals Row is an oceanfront community offering many amenities which include a community pool and children's pool, tennis courts, pickleball courts, golf privileges, bike rentals, a fitness center and outdoor grilling. Don't feel like cooking? Enjoy the on site restaurant. No wonder it's a popular vacation destination. This lovely end unit is in move-in condition and on the second floor. Extra windows add light to the living space, especially the dining and kitchen areas. An open floor plan allows people to gather in the living room while others enjoy the deck and view to scenic open space. Don't just come for the beach, enjoy tennis, pickleball or the fitness center and then cool off in the ocean or pool. The current owners have updated the property with new flooring, paint, AC, water heater and coastal themed furnishings including patio furniture. Enjoy for yourself or take advantage of our many visitors and rent the property to visitors. Sellers are paying the sprinkler assessment in full.

40 Folly Field Road Unit 244, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$3,479,000
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 4,900 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 February 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. Seller is offer $125,000 towards community enhancement fee.

44 Lancaster Boulevard, Okatie

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

$1,895,000
4 Beds 4 Baths HILTONHEAD-503202 MLS
Tranquil waterfront views set the tone for this custom H2-built Belfair home, where Lowcountry beauty, abundant wildlife, and majestic Live Oaks and palms create a private, peaceful setting. Thoughtfully designed, the home boasts timeless architectural details, arched doorways, custom moldings, and tray ceilings, with meaningful upgrades including a 2024 roof, three-car garage, two new water heaters, and integrated surround sound. The oversized kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, gas cooktop, Instahot, and generous prep space ideal for both everyday living and entertaining. The main level offers three bedrooms, including a refined primary suite, two guest suites, one with a steam shower, and a dedicated office. Upstairs, a spacious room over the garage provides exceptional flexibility, complete with a full bath and abundant walk-in storage. The 1,125 SF screened lanai and outdoor kitchen extend the living space outdoors, perfectly positioned to take in the serene water views and natural surroundings.

87 Cumberland Drive, Bluffton

Listing courtesy of Charter One Realty.

$850,000
3 Beds 4 Baths HILTONHEAD-503372 MLS
Great opportunity to make this Hilton Head Island home your own. Just minutes from the beach and surrounded by world-class golf! Overlooking a beautiful golf course view, this property features 3 spacious bedrooms, each with private ensuites, oversized living areas, and abundant storage, offering comfort and functionality for every lifestyle. Situated near the back gate of Shipyard, you'll enjoy easy access to Coligny Plaza, Celebration Park, shopping, dining, and entertainment, all while being tucked away in a peaceful setting. Imagine starting your mornings with a bike ride along the islands scenic paths, spending afternoons on the world-famous beaches, and evenings exploring Hilton Heads vibrant culinary scene. This home is ideal as a primary residence, vacation retreat, or income-producing investment. With the ability to be used as a short-term rental, it provides outstanding flexibility and potential. Discover the perfect blend of coastal charm, golf course living, and investment opportunity in one of Hilton Heads most desirable locations!

52 Cordillo Parkway, Hilton Head Island

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

$5,800
3 Beds 3 Baths HILTONHEAD-503302 MLS
A rare opportunity to own two consecutive weeks - Weeks 25 & 26 - sold together in the heart of Harbour Town. This well-kept 3-bedroom, 3-bath Ketch Court villa offers unbeatable convenience just steps from the lighthouse, marina, shops, dining, and all the best if Sea Pines. Located on the third floor, the villa features a bright living area, dining space, full equipped kitchen, and a private balcony overlooking the resort grounds. The primary suite includes a king bed and ensuite bath, while two guest bedrooms - each with twin beds and their own full bathrooms - offer excellent space and privacy. With easy access to the Sea Pines trolley for quick trips to the Beach Club, this is great value and the perfect way to enjoy the full Harbour Town lifestyle. Seller is motivated.

2 Lighthouse Lane Unit 882, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$299,500
HILTONHEAD-503292 MLS
An extraordinary opportunity to design and build your custom coastal estate within the award-winning community of Habersham-where timeless Southern elegance meets refined Lowcountry living. This expansive, oversized homesite is framed by majestic live oaks draped in romantic Spanish moss, creating a breathtaking natural canopy and a sense of serene privacy rarely found. Imagine summer evenings on your front porch, entertaining guests beneath the glow of gas lanterns as gentle coastal breezes drift through the trees. This homesite offers an unmatched combination of beauty, scale, and walkability-just steps from the Park House, tennis and pickleball courts, dog park, and community garden. Equally convenient is the Habersham Marketplace, only a short stroll away, offering boutique shopping, cafés, and dining-all within your neighborhood. This is not simply a homesite; it is a canvas for creating a legacy property in one of the most sought-after luxury communities in the Lowcountry.

7 Loudon, Beaufort

Listing courtesy of Trade & Tryon Realty.

$1,300
2 Beds 2 Baths HILTONHEAD-503185 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 11! Claim your perfect spring retreat with deeded Week 11 in the heart of Hilton Head Island's premier Sea Pines community. This beautifully situated Swallowtail villa overlooks the 12th fairway of the Heron Point Golf Course, delivering that ideal mix of peaceful golf-course views and effortless access to the island's best amenities. Nestled between the iconic Harbour Town lighthouse and the sun-soaked Sea Pines Beach Club, you'll enjoy quick access to world-class golf, pristine beaches, waterfront dining, and boutique shopping. Mornings on the course, afternoons by the ocean, evenings exploring Harbour Town-your spring getaway is always ready when you are. This is carefree, low-maintenance island living at its best. Don't miss the opportunity-secure your Week 11 spring escape today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,900
3 Beds 3 Baths HILTONHEAD-503108 MLS
Prime Week 16 in the heart of Sea Pines. This 3-bedroom, 3-bath Ketch Court villa places you just steps from Harbour Town's world-famous lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The villa offers generous coastal living with a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen-ideal for effortless vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water activities, and all the signature amenities that make Sea Pines one of Hilton Head's most sought-after destinations. Your spring escape is perfectly situated for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit 894, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$819,000
4 Beds 4 Baths HILTONHEAD-502743 MLS
Welcome to this stunning custom-built home in Hampton Lake, where Lowcountry charm meets modern coastal design. Perfectly positioned on a serene nature preserve and just a short walk over the bridge to the clubhouse and resort-style pool, this home offers the ideal blend of privacy and convenience. The main residence features three spacious bedrooms, two and a half baths, and beautiful LVP floors throughout - combining the look of hardwood with exceptional durability and easy maintenance, perfect for Lowcountry living. The open-concept living space includes a spacious family room, separate dining room, and a versatile playroom or flex space. At the heart of the home is a bright, coastal-inspired kitchen that truly wows - featuring quartz countertops, gold accents, custom cabinetry, double ovens, and a gas cooktop. A stunning oversized island serves as both a gathering spot and the centerpiece for entertaining. Thoughtful coastal details like shiplap accents and designer wallpaper bring warmth and personality to every room. The detached carriage home adds incredible versatility, featuring a full kitchen, full bath, and washer/dryer hookup-making it the perfect guest suite, private office, or in-law retreat. Surrounded by lush Lowcountry landscape, this home provides a tranquil retreat while offering easy access to Hampton Lake's award-winning amenities, including three resort-style pools, two clubhouses, a state-of-the-art fitness center, on-site restaurant, full-service spa, tennis and pickleball courts, dog park, leisure trails, and of course, the sparkling lake itself. This property is a rare opportunity to own a beautifully designed, move-in ready home in one of Bluffton's most sought-after gated communities. (Virtual enhancement has been used in some photographs)

36 Blue Trail Court, Bluffton

Listing courtesy of Charter One Realty.

$605,000
2 Beds 2 Baths HILTONHEAD-502915 MLS
Updated, expanded and ready to go! Located on the desirable Beaufort County side of Sun City Hilton Head, this beautifully upgraded Lilac Model is truly move-in ready. Set on a peaceful double cul-de-sac street, the home welcomes you with an open-concept flow-from the front entry through the kitchen, living, and dining areas, and out to a sweeping paved patio with covered roof overlooking a tranquil lagoon. The roof system is prepped to add an enclosure for more comfort and privacy. Offering flexibility, this home features 2 bedrooms, 2 bathrooms, and a highly sought-after flex/office space that can easily serve as an additional bedroom, office or hobby area. The spacious primary suite includes a charming bay-window sitting area and a fully upgraded en-suite bathroom (2023). A light-filled Carolina/Sitting Room extends the living space and leads directly to the expanded patio-perfect for relaxing or entertaining. This home is filled with thoughtful updates, including hardwood flooring throughout, wide base molding, barn door accents, newer ceiling fans, sod installation, and driveway pavers. Major upgrades offer peace of mind: HVAC (2020), Roof (2023), Tankless Water Heater (2020), and new Refrigerator, Dishwasher, and Cooktop (2022) and so much more! Fresh paint adds to the crisp, welcoming feel. Living in Sun City Hilton Head means enjoying one of the Lowcountry's premier active-adult communities, with 150+ social clubs, multiple golf courses, pickleball, tennis, fitness centers, pools, and a vibrant lifestyle that captures the best of Southern coastal living. The brand new $55 Million Dollar Amentity Center has just opend with one of South Carolinas largest resort style outdoor pools!

21 Wendover Court, Bluffton

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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