Properties | Southern Maple Team

With a conceptual 25 homesites nestled along the pristine salt marshes of the Okatie River, there exists one of the last remaining legacy waterfront parcels of its kind. This development opportunity is two parcels, which combined total approximately 75 acres and offer more than 3,000 linear feet of deepwater and marsh frontage. With sweeping northeastern exposure, this rare property welcomes the sunrise across shimmering tidal creeks, unveiling a breathtaking Lowcountry landscape that feels secluded, storied, and timeless. Centuries-old live oaks, draped in Spanish moss, stand as sentinels to the land's enduring heritage. Although there exists an incredible potential for development, the property's scale, setting, and natural beauty make it a once-in-a-generation opportunity to also create a private estate or family compound unlike any other. Set in the heart of Bluffton yet enveloped in the serenity of secluded countryside, this land embodies the rare balance between accessibility and privacy. Expansive views of the Okatie's winding waterways and untouched marshlands create a sense of retreat that feels far removed from the everyday, while remaining just moments from Bluffton's charming historic district, fine dining, and vibrant community. With so few parcels of this magnitude remaining, opportunities like this are increasingly scarce. Its conservation potential offers the chance to preserve and protect a significant piece of the Lowcountry's natural and cultural fabric by safeguarding its maritime forests, tidal creeks, and riverfront for generations to come. The Okatie River itself holds deep historic roots, once serving as a vital waterway for early settlers and Native tribes, and today remains a cherished sanctuary for wildlife and a source of quiet beauty for those fortunate enough to call its banks home.This remarkable estate honors the past while offering endless possibilities for the future in the form of an exclusive waterfront development, private retreat, a family legacy, or a conservation masterpiece. It is, quite simply, a rare and enduring treasure on the Lowcountry coast.

$27,000,000 Active

70 Helmlys Road Bluffton, South Carolina

8 Anson Park Road East is an estate that simply leaves an impression. Set on nearly an acre in Palmetto Bluff's highly sought-after May River Forest, this extraordinary property was created by assembling two premier homesites, capturing sweeping views across the 10th fairway to the May River with spectacular sunrise vistas beyond. The result is over 7,500 square feet in the main residence complemented by a beautifully positioned 1,400 square-foot guest house that provides exceptional privacy for family and friends. In total, more than 9,000 square feet of refined living space unfolds across the property, where seven beautifully appointed bedrooms transform this remarkable estate into a true home. The estate was designed for both grand entertaining and intimate everyday living, a balance that is exceedingly evident throughout. Every inch of this property reflects the collaboration of exceptional craftsmen, an elite architectural and design team, and owners whose uncompromising vision ensured every detail was thoughtfully executed. All seven bedrooms feature bespoke en suite baths, while the kitchen transcends what is typically considered custom. A curated butler's pantry, lacquered wet bar with a full-height Sub-Zero wine cabinet, custom electronic draperies, four powder rooms, a wrapping room, three laundry facilities, oversized three car garage, his and her studies, soaring ceilings precisely where they belong, and dressing rooms that rival the finest luxury boutiques are just a glimpse of what awaits. Outside, a heated pool and spa anchor the home's outdoor living spaces, offering a natural extension of the interiors. Covered screened porches and open-air gathering areas are positioned to take full advantage of the views and setting, creating an easy flow for both quiet mornings and evenings meant for entertaining. 8 Anson Park Road East is located nearly adjacent to the May River Golf Club, tucked just inside the private security gate to the highly sought-after May River Forest enclave within Palmetto Bluff. The location is an extremely short golf cart ride to Wilson Village, Palmetto Bluff's original and storied village with world-class dining, boat excursions and dockage options, as well as the historic Wilson hunting lodge ruins; one of the most picturesque and beloved areas of the community. The location is idyllic, the home is of the finest quality, the views are beyond exceptional, and the lifestyle is unparalleled.

$14,000,000 Active

8 Anson Park Road E Bluffton, South Carolina

7 Beds 11 Baths 9,128 SqFt 0.9 Acres

An oceanfront masterpiece designed for elevated coastal living and exceptional entertaining. The open great room - anchored by a coffered ceiling and fireplace-flows seamlessly into an expansive chef's kitchen with a generous center island and an ocean-view dining area. On the main level, the primary suite enjoys serene pool-to-ocean vistas, while a private study with sleeper sofa and adjacent full bath offers flexible accommodations. Upstairs, four guest suites capture sweeping ocean views, complemented by two bunk rooms-each with its own full bath-creating an ideal retreat for multi-generational gatherings. Outdoors, a resort-caliber setting awaits: a large private pool with heated spa and separate children's pool, plus an exclusive boardwalk leading directly to the beach. A covered patio with outdoor kitchen, spacious dining area, and TV lounge completes the experience-perfect from sunrise coffee to evening cocktails. Solar panels support efficient heating and cooling. Proven rental performance exceeds $500,000 in 2024 and 2025. For the discerning oceanfront buyer, this is a must-see.

$10,995,000 Pending

15 Grey Widgeon Road Hilton Head Island, South Carolina

7 Beds 9 Baths 6,200 SqFt 0.4 Acres

This is your opportunity to claim your own private retreat at the center of the South Carolina Lowcountry with 65 acres of exquisite private island living on Jack Rowe Island. Set on the Cooper River as it winds away from Palmetto Bluff toward Hilton Head Island and down to Savannah, the location of this secluded getaway is marvel enough on its own, with world-class resort destinations just minutes away by boat. But why go anywhere when across these 65 acres you'll find maritime forests, tidal creeks, secluded lagoons and endless opportunities for fishing, boating and exploring. Adding to this staggering natural habitat are turnkey amenities that include existing well, septic and electric infrastructure, six deep-water docks and a variety of living quarters including 2,500-square-foot clubhouse, and five "glamping tents." With soaring vaulted ceilings, rustic hardwood flooring, and a large front porch, the clubhouse offers the perfect place to gather and enjoy the peaceful surroundings. Gathered around a pavilion for late night fires and gatherings, each of the glamping tents boast their own screened porch and air conditioning. Those wishing to build on the island will find everything they need to get started, from an 1,800-foot private landing strip, nine estate-sized and fully permitted waterfront homesites to equipment including 22,000 pound barge, D2 Caterpillar dozer, John Deere tractor with eight-foot bush hog front loader and Kubota lawnmower that all convey with the property. All told, Jack Rowe Island's incredible scale, secluded privacy and existing infrastructure make it a rare opportunity for building a family compound, boutique development or investment opportunity.

$10,000,000 Active

12 Jack Rowe Island Drive Bluffton, South Carolina

6 Beds 4 Baths 560 SqFt 65 Acres

A custom-built oceanfront home that is defined by exceptional craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity. Bunk room plans for heated and conditioned storage room available in documents. All information in this listing is deemed reliable but is not guaranteed and should be verified by Purchaser.

$9,495,000 Active

52 Canvasback Road Hilton Head Island, South Carolina

4 Beds 5 Baths 4,025 SqFt 0.29 Acres

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

$8,995,000 Active

33 Ruddy Turnstone Road Hilton Head Island, South Carolina

5 Beds 6 Baths 5,837 SqFt 0.46 Acres

Quite simply, one of the finest homes to come on the market in Sea Pines in many years. This luxury custom home, completed in 2022 by Esposito Builders and masterfully designed by architect Terry Rosser, is set along the highly coveted Calibogue Cay, an address reserved for a select few. Sweeping marsh vistas and extraordinary sunsets create a setting that is both serene and unforgettable. Dramatic 20+ ft ceilings span the living room, kitchen, and breakfast nook, filling the space with natural light and drawing your eye straight to the marsh beyond. The kitchen is beautifully executed and opens to a refined entertaining space with a wet bar, glass-front cabinetry, and a well-appointed butler's pantry. Just off the main living area, the screened porch with fireplace offers a comfortable, private retreat you will enjoy year round. The outdoor setting is equally impressive. A generous saltwater pool, private dock, and boat lift are perfectly positioned to capture long marsh views and remarkable sunsets. The primary suite is a true retreat, with expansive his-and-her walk-in closets, separate vanities, and a convenient Primary Laundry Room. Five bedrooms, along with a private executive office overlooking the marsh and sound, provide both scale and flexibility. Additional features include a 3-stop elevator, whole-house generator, and an oversized 2+ car garage with climate-controlled storage. Opportunities like this are few and far between. This is Calibogue Cay at its absolute best.

$8,700,000 Pending

59 N Calibogue Cay Road Hilton Head Island, South Carolina

5 Beds 6 Baths 5,580 SqFt 0.61 Acres

Ringed by the quiet serenity of untouched maritime forest, 11 Headwaters Road is a 7,311 square foot, fully furnished, seven-bedroom, eight-and-a-half bath family compound consisting of a main house, guest house and carriage house set on more than 24 acres in the blissfully secluded Headwaters community of Palmetto Bluff. Throughout the estate grounds you'll find quiet waterside beauty, deep enchanting forests, lushly landscaped gardens, outdoor living, a private covered dock, and its heart, a family home for generations. The craftsmanship of Johnson-Dulaney builders paired with architectural brilliance from Wayne Windham to create grand sweeping spaces that give everyone room to come together, dotted with quiet retreats for soaking in the Lowcountry's grandeur. In the main house, a soaring two-story great room anchors the home with reclaimed pine floors running toward a dramatic tabby fireplace that stretches to exposed beams. These beams carry into the airy formal dining and down to the open kitchen. Centered on a broad quartz center island, its six-burner gas range and plentiful counterspace and nearby wine cellar allow for even the largest family dinners. The main houses second floor also houses a bedroom as well as a full guest suite flanking an elevated sitting room, while the first floor is given over to the sprawling primary suite. A long gallery hall, which terminates in a pair of spacious offices with private baths, also leads to this blissful oasis. Enjoying private access to the screened patio, the primary suite indulges with gorgeous views of the property and amenities for two dual walk-in closets, and his-and-hers en suite baths. Such space is necessary in a property like this, where guests from the main house, guest house and carriage house will come together. Situated above the sprawling garage, with room for four cars, the carriage house offers full apartment living with expansive living room, kitchen and full suite with private bath. Anchored by a spacious living room with kitchenette, the guest house offers three bedrooms with spacious closets, two of which share a jack-and-jill bathroom with the third being a full suite. A private enclave of ten family compounds overlooking the beautiful May River, the gated Headwaters community is the ultimate location for privacy and seclusion.

$7,995,000 Active

11 Headwaters Road Bluffton, South Carolina

7 Beds 9 Baths 7,311 SqFt 24.05 Acres

Welcome to 364 Waterfowl Road - an expansive Palmetto Bluff retreat set on over an acre of land on the beautiful inland waterway in the highly desirable River Road neighborhood. With sprawling views of the water, this home features endless opportunities for indoor and outdoor entertaining with its wrap-around porches, outdoor kitchen, large backyard and private dock to its expansive kitchen, scullery and great room, impressive wine room, wet bar and fully-equipped entertainment suite with pool table, media space, and more. With two primary suites downstairs and two additional suites upstairs, this home offers ample space for family and friends to enjoy gorgeous views and Lowcountry life. Filled with custom details and craftsmanship, this home offers a private and serene escape yet is close to all the Palmetto Bluff amenities, including the member-only pool, fitness center and trails. Don't miss out on Lowcountry luxury at its best!

$7,975,000 Active

364 Waterfowl Road Bluffton, South Carolina

4 Beds 7 Baths 6,176 SqFt 1.014 Acres

One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

$7,950,000 Active

21 Red Cardinal Road Hilton Head Island, South Carolina

7 Beds 5 Baths 6,034 SqFt 0.426 Acres

A rare offering for the discerning buyer seeking an exceptional property nestled within the prestigious May River Forest enclave of Palmetto Bluff. Privately situated on nearly two acres, the estate is surrounded by mature woodlands with tranquil views of protected wetlands and the renowned May River Golf Course. Designed as the personal residence of an award winning local architect, every element has been thoughtfully curated to deliver an unparalleled blend of innovation, craftsmanship, and timeless design. Encompassing over 5,600 heated square feet, the home is centered around effortless main-level living with an open-concept floor plan, soaring ceilings, expansive walls of glass, and seamless indoor-outdoor spaces designed for entertaining and everyday enjoyment. State-of-the-art systems and meticulously executed details define this one-of-a-kind retreat. Offering extraordinary privacy in one of Palmetto Bluff's most coveted neighborhoods, this is a truly rare opportunity to own a legacy home where every detail has been masterfully considered.

$7,900,000 Active

135 Mount Pelia Road Bluffton, South Carolina

5 Beds 6 Baths 5,659 SqFt 1.68 Acres

An extraordinary opportunity to create a legacy oceanfront estate in one of Sea Pines most coveted locations. Offering an exceptional 100 feet of direct Atlantic Ocean frontage, this remarkable homesite is the first oceanfront lot to become available in this area in a long time. A rare opportunity. Tucked just off South Beach Lane, this premier property offers the chance to design and build a custom coastal retreat perfectly tailored to your vision. Wake to panoramic sunrises over the Atlantic, step directly onto the beach, and enjoy the privacy, prestige, and unmatched lifestyle that only true oceanfront ownership in Sea Pines can provide. Opportunities like this are extraordinarily scarce. If you've been waiting for the right oceanfront homesite to build your dream home, this is the moment.

$7,875,000 Active

15 Green Wing Teal Road Hilton Head Island, South Carolina

0.417 Acres

Designed by renowned architect Bobby McAlpine, 26 Plum Thicket Road is a rare legacy property offering exceptional privacy, architectural significance, and one of the most coveted settings in Palmetto Bluff. Approached by a private bridge and set on expansive acreage, the estate creates a remarkable sense of arrival while overlooking the iconic par-3 14th hole of the May River Golf Course. Sweeping views extend from tee to green and beyond to the May River, with the 13th hole enhancing the surrounding Lowcountry landscape. McAlpine's timeless design is evident throughout the residence, where refined craftsmanship and authentic Lowcountry architecture come together effortlessly. Pine floors accented with bluestone, custom built-ins, detailed millwork, and thoughtfully curated finishes create an atmosphere that is both elegant and welcoming. Recently renovated, the home has been extensively refreshed with a full interior and exterior repaint, new Wolf and Sub-Zero appliances, custom lighting, and select structural improvements. The seven-bedroom compound offers exceptional flexibility, featuring four bedrooms in the main residence, a two-bedroom guest house, and a private suite above the three-car garage. Indoor living spaces flow seamlessly to expansive outdoor entertaining areas, including a resort-style pool, grilling station, and screened porch, all positioned to maximize the panoramic golf course and river views. 26 Plum Thicket Road presents a rare opportunity to own a stunning residence in the heart of Palmetto Bluff, where timeless architecture, privacy, and luxury Lowcountry living converge. Furnishings are negotiable, please inquire for details.

$7,850,000 Active

26 Plum Thicket Road Bluffton, South Carolina

7 Beds 8 Baths 6,478 SqFt 1.87 Acres

Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

$7,800,000 Active

10 Drayton Place Hilton Head Island, South Carolina

6 Beds 8 Baths 6,208 SqFt 0.646 Acres

Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

$7,400,000 Active

3 Stella Del Mare Manor Hilton Head Island, South Carolina

4 Beds 6 Baths 5,831 SqFt 0.53 Acres

Rare oceanfront land. Exceptional privacy. Substantial construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on just over one-half acre near South Beach in Sea Pines, this one-owner oceanfront residence offers 5,000 square feet of thoughtfully designed living space, direct beach access and a private heated pool.The flexible floor plan features four bedrooms, including two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or a private sitting room. Additional spaces include three-and-one-half baths, a dedicated office, media room, craft room, two fireplaces and an expansive primary suite with a private ocean-facing terrace.High ceilings, generous room proportions and abundant natural light provide an impressive foundation for creating a sophisticated coastal retreat with an easy walk to the Salty Dog, pickleball and all South Beach has to offer! Enjoy the home immediately while personalizing it over time, or use it as your oceanfront residence while planning a future custom estate.Privately positioned along Hilton Head Island's most desirable stretches of coastline, this property offers a substantial, well-maintained home, private pool and direct beach access to enjoy from day one-along with the land, location and flexibility to create your own long-term vision.A rare opportunity to own a significant oceanfront property where immediate enjoyment and extraordinary future potential come together.

$7,400,000 Pending

21 Belted Kingfisher Hilton Head Island, South Carolina

4 Beds 4 Baths 5,194 SqFt 0.509 Acres

Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

$7,050,000 Active

34 Ruddy Turnstone Road Hilton Head Island, South Carolina

5 Beds 6 Baths 5,278 SqFt 0.465 Acres

This spectacular home in Spanish Wells Plantation was custom-built as a practical family home and completed in 2021 with the utmost care and meticulous attention to detail. Combining English tradition and Lowcountry life style, the residence boasts a fabulous resort like pool and backyard as well as a river porch with a tidal dock that allows for direct access to Broad Creek. The home features elevated design features and finishings that showcase the owner's passion for the practical. The fabulous kitchen with beautiful cabinetry, up and downstairs laundry rooms, junior principal suite on first floor, fabulous media room, a stylish guest apartment over one garage and a huge family room over the other, ample parking with four garage bays, an English style courtyard entrance and more, truly exemplify that "Home is Resort and Resort is Home".

$7,000,000 Active

48 Widewater Road Hilton Head Island, South Carolina

6 Beds 8 Baths 7,366 SqFt 1.12 Acres

Welcome to your coastal sanctuary in Sea Pines Resort-an exquisite 2ND ROW new-construction home designed for luxury living and / or exceptional rental potential. This 5-bedroom, 5.5-bath masterpiece offers approximately 3,669 heated square feet of finely crafted space, perfectly positioned on a 2nd-row homesite with STRONG OCEAN VIEWS and effortless access to the wide white sand beaches of Hilton Head Island.From the moment you enter, a private elevator and light-filled foyer set the tone for a home that blends coastal elegance with modern comfort. The open-concept main level showcases a chef's kitchen with premium appliances, custom cabinetry, and a large island that flows seamlessly into the dining and living areas-ideal for entertaining large groups or enjoying intimate family gatherings. Expansive windows and glass doors draw your eye outward to the ocean and to the resort-style outdoor living spaces.Step outside to your private oasis: an infinity-edge pool and spa that appear to melt into the horizon, framed by a spacious covered lanai and multiple porches. Enjoy al fresco dining, lounging, or watching the sunset by the outdoor fireplace-this home was designed to embrace indoor-outdoor living at its finest. Just steps away, a convenient beach path delivers you onto one of Hilton Head's most beautiful stretches of sand.Each of the six bedrooms is thoughtfully appointed with its own en-suite bath, offering comfort and privacy for owners and guests alike. Multiple primary suites, generous bunk or guest rooms, and carefully planned bath layouts make this home ideal for multi-generational living or high-occupancy vacation rentals. The half bath is perfectly positioned for pool and common-area use.Every detail was considered for both luxury and durability: high-end finishes, impact-rated windows and doors, designer lighting, and a floor plan optimized for today's coastal lifestyle. Ample storage, a ground-level drop zone for beach gear, and flexible gathering spaces ensure that the home is as functional as it is beautiful.

$6,999,000 Active

18 Oyster Catcher Road Hilton Head Island, South Carolina

5 Beds 6 Baths 3,669 SqFt 0.25 Acres

Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

$6,995,000 Active

77 Dune Lane Hilton Head Island, South Carolina

5 Beds 7 Baths 4,655 SqFt 0.18 Acres

One of the last remaining legacy waterfront estates in Bluffton, this extraordinary property is being offered for the first time in 65 years. Encompassing 16.6 acres of high ground adorned with majestic trees and heirloom plantings, the estate boasts 485 feet of frontage along the scenic May River, with sweeping views both upriver and downriver. Accessed from picturesque South Carolina Highway 46, the property enjoys a prime location just minutes from downtown Bluffton, approximately 20 minutes to historic Savannah, and 30 minutes to charming Beaufort. The existing approximately 3,400-square-foot residence, built in the 1960s, offers the opportunity for restoration or the perfect footprint for a custom new build. A private dock and swimming pool enhance the waterfront lifestyle, while rare Old Line Camellia plantings add character and timeless Southern charm. With substantial acreage between May River Road and the riverfront, the estate offers exceptional privacy and flexibility-ideal for a multigenerational family compound, equestrian retreat, or legacy waterfront residence. A rare opportunity to secure one of Bluffton's most significant remaining riverfront properties.

$6,985,000 Active

942 May River Road Bluffton, South Carolina

5 Beds 5 Baths 3,402 SqFt 16.64 Acres

Unparalleled in privacy, craftsmanship, and grand design, Carraway Manor's standard of refinement sets a new precedent for luxury in the Lowcountry. One of the largest and most private estates in Bluffton's gated Colleton River community, this beautifully reimagined and renovated Georgian manor commands more than 2.5 acres, complete with a fish-stocked pond, a carriage house, and a new automobile gallery. Meticulously designed for modern leisure, Carraway Manor's suite of amenities exceeds every expectation and aspiration. The 7,178-square-foot main residence offers 4 bedrooms, 5.5 bathrooms, and three floors connected by a private elevator. Interior details include 10-12 foot ceilings, solid walnut herringbone floors, custom millwork, arched doorways, and coffered ceilings throughout. The main level features a front music room, a glass-enclosed wine display, and a chef's kitchen with a single-slab granite island, Sub-Zero, Viking, and Miele appliances, a scullery, butler's pantry, and walk-in wine storage. The primary suite includes dual bedroom quarters, each with a private spa-inspired bath and custom closet, plus a shared lounge with coffee station. Additional living space includes a bunkroom, playroom, home office, and third-floor flex studio suited for fitness, art, or wellness use. A mudroom with pet spa and dual laundry rooms complete the main home. Outdoor amenities include a covered patio, fire pit, full outdoor kitchen and bar, citrus and olive groves, and a private fishing pond. For the collector, Carraway Manor's crown jewel is the almost 5,000-square-foot climate-controlled carriage house. This new, purpose-built space accommodates up to 12 vehicles with lift capability, plus a full bar, and an apartment above, complete with a full kitchen, living area, and bedroom. An additional four-car garage completes the compound. Colleton River amenities include Pete Dye and Jack Nicklaus Signature golf courses, a new Sports & Wellness Complex, Junior Olympic pool, Tennis Center, three bocce courts, eight new pickleball courts, two clubhouses, and 24/7 gated security. Residents of Carraway Manor can enjoy Colleton River's many community amenities, including championship Pete Dye and Jack Nicklaus Signature courses, a newly built state-of-the-art Sports & Wellness Complex, a Junior Olympic swimming pool, new Tennis Center, three bocce courts, and eight newly constructed cushioned pickleball courts, two renovated Clubhouses, and 24/7 gated security.

$6,800,000 Active

2 High Ponds Lane Bluffton, South Carolina

5 Beds 10 Baths 11,814 SqFt 2.57 Acres

A rare opportunity to own a beautifully updated 8-bedroom oceanfront home in the heart of North Forest Beach. Designed to take full advantage of its exceptional setting, 9 Guscio Way offers sweeping Atlantic views, direct beach access, and multiple covered balconies spanning all three levels. The spacious, open-concept interior is ideal for gathering and entertaining, with an elevator serving each floor and a bonus room with a second kitchen providing added flexibility for guests. Outside, enjoy a private pool and spa, paved pool deck, lush landscaping, and a private boardwalk leading directly to the beach. Extensive improvements include a new roof, new HVAC systems, new Hardie siding, impact windows and doors, and more-offering the benefit of a well-cared-for oceanfront property with many major updates already completed. Equally appealing as a luxury second home or high-performing vacation rental, the property has generated exceptional rental income, with over $400,000 for 2026. All of this is just a short walk or golf cart ride from Coligny Plaza, Celebration Park, restaurants, shopping, and entertainment-combining the privacy of an oceanfront retreat with one of Hilton Head Island's most desirable and convenient beach locations.

$6,800,000 Active

9 Guscio Way Hilton Head Island, South Carolina

8 Beds 8 Baths 5,752 SqFt 0.22 Acres

Where Palmetto Dunes meets the sea, you get the sunrise before anyone else even reaches the beach. 8 Dinghy is true direct oceanfront in Palmetto Dunes, with the timeless coastal style built for the way Lowcountry living is supposed to feel. The Atlantic is already outside your door, no walk required. Fully remodeled top to bottom with new fixtures, appliances, furniture, kitchen and baths with an additional laundry added to the second floor and the expansion of the screen porch are all exceptional features of this 4,000 square foot home. Seven bedrooms and five and a half baths give you room to bring the whole family without anyone getting in anyone else's way. The gourmet kitchen has two refrigerators built for real entertaining, and the oceanfront pool, large deck, and screened porch turn every meal into an event. The owner turned the garage into a game room during rental season for added family fun and the multiple outdoor living spaces give everyone incredible places to enjoy their time while on Hilton Head Island. A gated path leads directly to the stretch of wide soft sandy beaches and is located just far enough away from the crowded beach areas but yet close enough for a short walk to the heart of Palmetto Dunes. Golf, tennis, and resort amenities are part of everyday life here. Direct oceanfront rarely comes to market on Hilton Head Island. This one is available now, but likely not for long.

$6,795,000 Active

8 Dinghy Hilton Head Island, South Carolina

7 Beds 6 Baths 4,000 SqFt 0.345 Acres

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