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$14,995,000

Ever Dreamed of Owning Your Own Private Island.... Look No Further! Set across approximately 10 acres just off the coast of Hilton Head Island, Buck Island presents a rare opportunity to own a private island estate where seclusion and accessibility exist in perfect balance. Just minutes from the mainland, yet a world apart, this is a setting defined by sweeping marsh views, tidal creeks, and centuries-old live oaks draped in Spanish moss, all complemented by deep water access.Two newly renovated residences anchor the property, both being sold fully furnished and thoughtfully equipped. The main home features five well-appointed bedroom suites, open living spaces, and walls of glass that frame the natural surroundings. A separate guest residence features 3 additional bedrooms and flexible living space for family and guests.Designed for both relaxed living and memorable gatherings, the island offers expansive outdoor spaces including a pool and hot tub overlooking the marsh, multiple decks, and thoughtfully placed areas for entertaining or quiet retreat. A private dock, along with two included boats and a coveted Harbour Town boat slip, provides effortless access to boating and the surrounding waterways.Framed by sweeping marsh views, winding tidal creeks, and centuries-old live oaks draped in Spanish moss, the setting feels both timeless and deeply connected to the natural landscape. Gentle breezes, wide-open skies, and ever-changing water views create a backdrop of serene Lowcountry beauty.Buck Island is not simply a place to own - it is a place to experience, to share, and to pass down. It is where memories are made across generations, where traditions take root, and where life slows just enough to appreciate what truly matters. Whether envisioned as a private family compound, a coastal retreat, or a legacy estate, Buck Island offers something increasingly rare - a sense of place that cannot be recreated, only preserved.

8 Beds ⋅ 11 Baths ⋅ HILTONHEAD-507065 MLS

Ever Dreamed of Owning Your Own Private Island.... Look No Further! Set across approximately 10 acres just off the coast of Hilton Head Island, Buck Island presents a rare opportunity to own a private island estate where seclusion and accessibility exist in perfect balance. Just minutes from the mainland, yet a world apart, this is a setting defined by sweeping marsh views, tidal creeks, and centuries-old live oaks draped in Spanish moss, all complemented by deep water access.Two newly renovated residences anchor the property, both being sold fully furnished and thoughtfully equipped. The main home features five well-appointed bedroom suites, open living spaces, and walls of glass that frame the natural surroundings. A separate guest residence features 3 additional bedrooms and flexible living space for family and guests.Designed for both relaxed living and memorable gatherings, the island offers expansive outdoor spaces including a pool and hot tub overlooking the marsh, multiple decks, and thoughtfully placed areas for entertaining or quiet retreat. A private dock, along with two included boats and a coveted Harbour Town boat slip, provides effortless access to boating and the surrounding waterways.Framed by sweeping marsh views, winding tidal creeks, and centuries-old live oaks draped in Spanish moss, the setting feels both timeless and deeply connected to the natural landscape. Gentle breezes, wide-open skies, and ever-changing water views create a backdrop of serene Lowcountry beauty.Buck Island is not simply a place to own - it is a place to experience, to share, and to pass down. It is where memories are made across generations, where traditions take root, and where life slows just enough to appreciate what truly matters. Whether envisioned as a private family compound, a coastal retreat, or a legacy estate, Buck Island offers something increasingly rare - a sense of place that cannot be recreated, only preserved.

100 Brams Point Road, Hilton Head Island

$14,000,000

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.

7 Beds ⋅ 11 Baths ⋅ HILTONHEAD-511586 MLS

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.

8 Anson Park E Road, Bluffton

$10,000,000

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.

6 Beds ⋅ 4 Baths ⋅ HILTONHEAD-508833 MLS

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.

12 Jack Rowe Island Drive, Bluffton

$9,995,000

Introducing a distinguished waterfront estate located within an ultra-private five-lot, gated deep-water enclave on Hilton Head. This exceptional offering is the only residence in the community comprised of two separate lots, conveyed together to create an unparalleled opportunity for privacy and long-term flexibility. The primary residence is positioned on 1.2 acres, complemented by an additional 0.58-acre parcel. The secondary lot allows for the construction of a second luxury residence for multi-generational living or guest accommodations, or the creation of a private amenity setting featuring tennis/pickleball courts, a chipping/putting green or boat storage. The home was custom built by H2 Builders, with architectural design by Woods Dendy Architects and interiors curated by J. Banks Design, resulting in a residence of exceptional craftsmanship and architectural integrity. Reclaimed wood beams, bespoke millwork, refined stone and wood finishes, and hurricane-grade windows and doors define the home's elevated aesthetic. Interior amenities include a chef's kitchen, a 600+ bottle climate-controlled wine cellar, theater, golf simulator, fitness studio, garden, and a 7.5-car garage providing exceptional storage and flexibility. The residence is equipped with whole-home Control4 automation, seamlessly integrating lighting, climate, audio, security, and entertainment systems. Outdoor living is anchored by a resort-style environment featuring an infinity-edge pool heated and cooled for year-round enjoyment, outdoor kitchen, fireplace, and multiple gathering areas designed for entertaining. A private deep-water dock with boat lift provides effortless access to Broad Creek, allowing owners to boat locally to areas like Harbour Town and Palmetto Bluff or up and down the intercoastal. This legacy waterfront estate is located moments from premier private golf and tennis clubs - allowing you to fully enjoy the lowcountry lifestyle.

5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-451687 MLS

Introducing a distinguished waterfront estate located within an ultra-private five-lot, gated deep-water enclave on Hilton Head. This exceptional offering is the only residence in the community comprised of two separate lots, conveyed together to create an unparalleled opportunity for privacy and long-term flexibility. The primary residence is positioned on 1.2 acres, complemented by an additional 0.58-acre parcel. The secondary lot allows for the construction of a second luxury residence for multi-generational living or guest accommodations, or the creation of a private amenity setting featuring tennis/pickleball courts, a chipping/putting green or boat storage. The home was custom built by H2 Builders, with architectural design by Woods Dendy Architects and interiors curated by J. Banks Design, resulting in a residence of exceptional craftsmanship and architectural integrity. Reclaimed wood beams, bespoke millwork, refined stone and wood finishes, and hurricane-grade windows and doors define the home's elevated aesthetic. Interior amenities include a chef's kitchen, a 600+ bottle climate-controlled wine cellar, theater, golf simulator, fitness studio, garden, and a 7.5-car garage providing exceptional storage and flexibility. The residence is equipped with whole-home Control4 automation, seamlessly integrating lighting, climate, audio, security, and entertainment systems. Outdoor living is anchored by a resort-style environment featuring an infinity-edge pool heated and cooled for year-round enjoyment, outdoor kitchen, fireplace, and multiple gathering areas designed for entertaining. A private deep-water dock with boat lift provides effortless access to Broad Creek, allowing owners to boat locally to areas like Harbour Town and Palmetto Bluff or up and down the intercoastal. This legacy waterfront estate is located moments from premier private golf and tennis clubs - allowing you to fully enjoy the lowcountry lifestyle.

90 Tidewater Manor, Hilton Head Island

$9,800,000

Dean Hall (c. 1827) is a carefully planned and preserved SC masterpiece; an architectural treasure in northern Beaufort County, SC's plantation country. The historic estate includes six habitable structures with ten bedrooms, ten full bathrooms, three half bathrooms, five kitchens; plus, support buildings, barns, garage, sheds, shop, accessory structures, gardens, pool, ponds & gathering centers. The maritime forest & botanical species cover 65 acres with 3200' of river shoreline fronting Huspah Creek; Dean Hall's history & designs merge with high quality, modern improvements. Conservation easements are available; visits by appointment only.

10 Beds ⋅ 13 Baths ⋅ 186866 MLS

Dean Hall (c. 1827) is a carefully planned and preserved SC masterpiece; an architectural treasure in northern Beaufort County, SC's plantation country. The historic estate includes six habitable structures with ten bedrooms, ten full bathrooms, three half bathrooms, five kitchens; plus, support buildings, barns, garage, sheds, shop, accessory structures, gardens, pool, ponds & gathering centers. The maritime forest & botanical species cover 65 acres with 3200' of river shoreline fronting Huspah Creek; Dean Hall's history & designs merge with high quality, modern improvements. Conservation easements are available; visits by appointment only.

92 Dean Hall Road, Seabrook

$9,800,000

Dean Hall (c. 1827) is a carefully planned and preserved SC masterpiece; an architectural treasure in northern Beaufort County, SC's plantation country. The historic estate includes six habitable structures with ten bedrooms, ten full bathrooms, three half bathrooms, five kitchens; plus, support buildings, barns, garage, sheds, shop, accessory structures, gardens, pool, ponds & gathering centers. The maritime forest & botanical species cover 65 acres with 3200' of river shoreline fronting Huspah Creek; Dean Hall's history & designs merge with high quality, modern improvements. Conservation easements are available; visits by appointment only.

10 Beds ⋅ 13 Baths ⋅ HILTONHEAD-447014 MLS

Dean Hall (c. 1827) is a carefully planned and preserved SC masterpiece; an architectural treasure in northern Beaufort County, SC's plantation country. The historic estate includes six habitable structures with ten bedrooms, ten full bathrooms, three half bathrooms, five kitchens; plus, support buildings, barns, garage, sheds, shop, accessory structures, gardens, pool, ponds & gathering centers. The maritime forest & botanical species cover 65 acres with 3200' of river shoreline fronting Huspah Creek; Dean Hall's history & designs merge with high quality, modern improvements. Conservation easements are available; visits by appointment only.

92 Dean Hall Road, Seabrook

$9,495,000

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.

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-504472 MLS

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.

52 Canvasback Road, Hilton Head Island

$9,375,000

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.

5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-510013 MLS

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.

33 Ruddy Turnstone Road, Hilton Head Island

$8,295,000

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 Beds ⋅ 8 Baths ⋅ HILTONHEAD-506356 MLS

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.

26 Plum Thicket Road, Bluffton

$8,100,000

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Man O War presents a rare opportunity to own an exceptional beachfront home. Built by Cambridge Building Inc. with interiors by Mike Ruegamer of Group III, this thoughtfully designed residence blends timeless coastal elegance with outstanding craftsmanship. Cherished by its original owners and never offered as a rental, the home features 7 bedrooms, 6 full & 2 half bathrooms, and an upside-down floor plan that maximizes breathtaking Atlantic Ocean views. Wake up to spectacular sunrises and unwind with stunning sunsets from the private deck off the primary suite. Distinctive custom details include a hand-crafted stair railing built onsite by Savannah artisans, doorless walk-in showers, hand-applied knockdown finishes with rounded corners, and a custom-engineered driveway designed for effortless access. A secluded beach path leads directly to the shoreline, while the oceanfront pool, an amenity that could not be built in the same location under today's regulations, makes this property even more extraordinary. Combining an irreplaceable oceanfront setting, exceptional design, and meticulous care, 9 Man O War offers a rare opportunity to own one of Hilton Head Island's truly distinctive beachfront homes.

7 Beds ⋅ 8 Baths ⋅ HILTONHEAD-511151 MLS

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Man O War presents a rare opportunity to own an exceptional beachfront home. Built by Cambridge Building Inc. with interiors by Mike Ruegamer of Group III, this thoughtfully designed residence blends timeless coastal elegance with outstanding craftsmanship. Cherished by its original owners and never offered as a rental, the home features 7 bedrooms, 6 full & 2 half bathrooms, and an upside-down floor plan that maximizes breathtaking Atlantic Ocean views. Wake up to spectacular sunrises and unwind with stunning sunsets from the private deck off the primary suite. Distinctive custom details include a hand-crafted stair railing built onsite by Savannah artisans, doorless walk-in showers, hand-applied knockdown finishes with rounded corners, and a custom-engineered driveway designed for effortless access. A secluded beach path leads directly to the shoreline, while the oceanfront pool, an amenity that could not be built in the same location under today's regulations, makes this property even more extraordinary. Combining an irreplaceable oceanfront setting, exceptional design, and meticulous care, 9 Man O War offers a rare opportunity to own one of Hilton Head Island's truly distinctive beachfront homes.

9 Man O War, Hilton Head Island

$7,995,000

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 Beds ⋅ 9 Baths ⋅ HILTONHEAD-500493 MLS

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.

11 Headwaters Road, Bluffton

$7,975,000

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!

4 Beds ⋅ 7 Baths ⋅ HILTONHEAD-510686 MLS

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!

364 Waterfowl Road, Bluffton

$7,950,000

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 Beds ⋅ 5 Baths ⋅ HILTONHEAD-510860 MLS

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.

21 Red Cardinal Road, Hilton Head Island

$7,400,000

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.

4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511454 MLS

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.

3 Stella Del Mare Manor, Hilton Head Island

$7,400,000

Rare oceanfront land. Exceptional privacy. Substantial construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on approximately half an acre near South Beach in Sea Pines, this one-owner oceanfront residence offers more than 5,100 square feet of thoughtfully designed living space, direct beach access and a private heated pool. The flexible floor plan includes four bedrooms, with two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or 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. Enjoy the home today while personalizing it over time to reflect your own vision and lifestyle.Privately positioned along one of Hilton Head Island's most desirable stretches of coastline, this is a rare opportunity to secure a substantial oceanfront estate where location, land and possibility come together.

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-506820 MLS

Rare oceanfront land. Exceptional privacy. Substantial construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on approximately half an acre near South Beach in Sea Pines, this one-owner oceanfront residence offers more than 5,100 square feet of thoughtfully designed living space, direct beach access and a private heated pool. The flexible floor plan includes four bedrooms, with two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or 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. Enjoy the home today while personalizing it over time to reflect your own vision and lifestyle.Privately positioned along one of Hilton Head Island's most desirable stretches of coastline, this is a rare opportunity to secure a substantial oceanfront estate where location, land and possibility come together.

21 Belted Kingfisher, Hilton Head Island

$7,400,000

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 Europe 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.

4 Beds ⋅ 6 Baths ⋅ 190714 MLS

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 Europe 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.

3 Stella Del Mare Manor, Hilton Head Island

$7,000,000

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".

6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-506748 MLS

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".

48 Widewater Road, Hilton Head Island

$6,999,000

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.

5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-500303 MLS

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.

18 Oyster Catcher Road, Hilton Head Island

$6,995,000

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.

5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-510012 MLS

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.

77 Dune Lane, Hilton Head Island

$6,985,000

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.

5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-504994 MLS

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.

942 May River Road, Bluffton

$6,800,000

Set behind the gates of Colleton River, 2 High Ponds Lane is a rare Lowcountry legacy estate-a reimagined Georgian manor on 2.5+ private acres with a stocked pond, offering exceptional privacy, scale, and presence in the Southeast. A true collector's compound, the ~5,000 SF climate-controlled carriage house accommodates 10+ vehicles with lift capability, plus a private apartment, complemented by an additional 4-car garage. Refined interiors feature walnut herringbone floors, bespoke millwork, and designer lighting. The chef's kitchen offers Sub-Zero, Viking, and Miele appliances with adjacent scullery. The primary suite is a private retreat with spa baths and lagoon views. Resort-style grounds with outdoor kitchen and space for a pool or courts complete this exceptional offering. The chef's kitchen anchors the home with Sub-Zero and Viking appliances, a single-slab granite island, an oversized back kitchen/pantry, and a walk-in wine room-designed for both entertaining and everyday excellence. A three-stop elevator, mudroom with dog bath, bunkroom, and playroom ensure effortless comfort for family and guests alike. Added in 2018, the approx. 5,000-square-foot carriage house elevates the estate into a car collector's dream, featuring a climate-controlled garage accommodating up to 10 vehicles. Through the porte-cochère, an additional four-car garage completes a compound capable of housing a world-class collection. Outdoor living is equally compelling, with an expanded patio and outdoor kitchen, a private orchard, and a redesigned arrival experience that sets a commanding first impression. From quiet mornings overlooking the pond to hosting unforgettable evenings, the estate is purpose-built for refined Lowcountry living. Located within Colleton River-home to two championship golf courses, an elite golf and sporting culture, and an unmatched private-club lifestyle-2 High Ponds Lane stands as a singular offering where architecture, acreage, golf, and automotive passion converge.

5 Beds ⋅ 10 Baths ⋅ 194914 MLS

Set behind the gates of Colleton River, 2 High Ponds Lane is a rare Lowcountry legacy estate-a reimagined Georgian manor on 2.5+ private acres with a stocked pond, offering exceptional privacy, scale, and presence in the Southeast. A true collector's compound, the ~5,000 SF climate-controlled carriage house accommodates 10+ vehicles with lift capability, plus a private apartment, complemented by an additional 4-car garage. Refined interiors feature walnut herringbone floors, bespoke millwork, and designer lighting. The chef's kitchen offers Sub-Zero, Viking, and Miele appliances with adjacent scullery. The primary suite is a private retreat with spa baths and lagoon views. Resort-style grounds with outdoor kitchen and space for a pool or courts complete this exceptional offering. The chef's kitchen anchors the home with Sub-Zero and Viking appliances, a single-slab granite island, an oversized back kitchen/pantry, and a walk-in wine room-designed for both entertaining and everyday excellence. A three-stop elevator, mudroom with dog bath, bunkroom, and playroom ensure effortless comfort for family and guests alike. Added in 2018, the approx. 5,000-square-foot carriage house elevates the estate into a car collector's dream, featuring a climate-controlled garage accommodating up to 10 vehicles. Through the porte-cochère, an additional four-car garage completes a compound capable of housing a world-class collection. Outdoor living is equally compelling, with an expanded patio and outdoor kitchen, a private orchard, and a redesigned arrival experience that sets a commanding first impression. From quiet mornings overlooking the pond to hosting unforgettable evenings, the estate is purpose-built for refined Lowcountry living. Located within Colleton River-home to two championship golf courses, an elite golf and sporting culture, and an unmatched private-club lifestyle-2 High Ponds Lane stands as a singular offering where architecture, acreage, golf, and automotive passion converge.

2 High Ponds Lane, Bluffton

$6,800,000

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.

5 Beds ⋅ 10 Baths ⋅ HILTONHEAD-505172 MLS

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.

2 High Ponds Lane, Bluffton

$6,800,000

Exquisite oceanfront residence located in North Forest Beach, offering breathtaking Atlantic Ocean views and effortless coastal living. This meticulously maintained three-level home features covered balconies on each level, allowing for seamless indoor-outdoor enjoyment. The open floor plan is ideal for entertaining and is complemented by a bonus room with a second kitchen, elevator access, and ample covered parking beneath the home. Outdoor living is exceptional with a private pool and spa, newly paved pool area, and a new beach boardwalk providing direct access to the beach. The owners have taken meticulous care of the property with extensive improvements including a new roof, new HVAC systems, all new exterior siding, updated windows, and refreshed landscaping, among many other upgrades. Whether enjoyed as a primary residence, second home, or investment property, the home offers outstanding flexibility with over $360,000 in rental bookings already in place for 2026, though it is equally well-suited for personal use. Ideally located within a short walk or golf cart ride to Coligny Plaza, Celebration Park, shopping, dining, and entertainment, this property represents the best of oceanfront living on Hilton Head Island.

8 Beds ⋅ 8 Baths ⋅ HILTONHEAD-503643 MLS

Exquisite oceanfront residence located in North Forest Beach, offering breathtaking Atlantic Ocean views and effortless coastal living. This meticulously maintained three-level home features covered balconies on each level, allowing for seamless indoor-outdoor enjoyment. The open floor plan is ideal for entertaining and is complemented by a bonus room with a second kitchen, elevator access, and ample covered parking beneath the home. Outdoor living is exceptional with a private pool and spa, newly paved pool area, and a new beach boardwalk providing direct access to the beach. The owners have taken meticulous care of the property with extensive improvements including a new roof, new HVAC systems, all new exterior siding, updated windows, and refreshed landscaping, among many other upgrades. Whether enjoyed as a primary residence, second home, or investment property, the home offers outstanding flexibility with over $360,000 in rental bookings already in place for 2026, though it is equally well-suited for personal use. Ideally located within a short walk or golf cart ride to Coligny Plaza, Celebration Park, shopping, dining, and entertainment, this property represents the best of oceanfront living on Hilton Head Island.

9 Guscio Way, Hilton Head Island

$6,500,000

An "architectural exhale." That's how 12 Brams Point has been described, and we couldn't agree more. Rarer than you might think, this is one of Hilton Head Island's true deep-water residential parcels, sitting in direct relationship with the Calibogue Sound and the Intracoastal Waterway - one of the island's most coveted boating corridors. Equal parts understated and elegant, this exquisite home blends traditional and mid-century modern elements with abundant light and gallery walls, creating a stunning harmony of ease, comfort, and flow. Set deep within 1.5 acres and surrounded by an abundant and well-established landscape design, the sense of privacy is immediate and complete, all within the quietly exclusive enclave of Spanish Wells. Originally designed under the exacting eye of a world-renowned transplant surgeon, every detail is purposeful: the movement is open, flowing, connected yet comfortably private, with no important element overlooked. Each of the five gracious bedroom suites offers its own lush, utterly private views of either sparkling water or verdant gardens (and one of which would be especially well-suited to becoming the perfect studio or wellness space). Then there's the outdoor living... something else entirely. A fully screened outdoor great room and dining space with fireplace, full kitchen, full bath, and bar counter creates the perfect year-round entertaining area. The pool is a showstopper: clear blue water shimmers across a Havana deck before spilling over an infinity edge into a dedicated lap pool below. A heated spa, outdoor shower (one of two), and pollinator-friendly greenery complete the picture, all set against the expansive backdrop of the ICW. A dock permit is already in hand should you want one. If you prefer the unobstructed view as the previous owners did, our nearby marinas offer excellent options. Geothermal HVAC (all-new 2023), a layout fit for an art collector, world-renowned deep water, and a coveted sunset exposure... 12 Brams truly has it all.

5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-509318 MLS

An "architectural exhale." That's how 12 Brams Point has been described, and we couldn't agree more. Rarer than you might think, this is one of Hilton Head Island's true deep-water residential parcels, sitting in direct relationship with the Calibogue Sound and the Intracoastal Waterway - one of the island's most coveted boating corridors. Equal parts understated and elegant, this exquisite home blends traditional and mid-century modern elements with abundant light and gallery walls, creating a stunning harmony of ease, comfort, and flow. Set deep within 1.5 acres and surrounded by an abundant and well-established landscape design, the sense of privacy is immediate and complete, all within the quietly exclusive enclave of Spanish Wells. Originally designed under the exacting eye of a world-renowned transplant surgeon, every detail is purposeful: the movement is open, flowing, connected yet comfortably private, with no important element overlooked. Each of the five gracious bedroom suites offers its own lush, utterly private views of either sparkling water or verdant gardens (and one of which would be especially well-suited to becoming the perfect studio or wellness space). Then there's the outdoor living... something else entirely. A fully screened outdoor great room and dining space with fireplace, full kitchen, full bath, and bar counter creates the perfect year-round entertaining area. The pool is a showstopper: clear blue water shimmers across a Havana deck before spilling over an infinity edge into a dedicated lap pool below. A heated spa, outdoor shower (one of two), and pollinator-friendly greenery complete the picture, all set against the expansive backdrop of the ICW. A dock permit is already in hand should you want one. If you prefer the unobstructed view as the previous owners did, our nearby marinas offer excellent options. Geothermal HVAC (all-new 2023), a layout fit for an art collector, world-renowned deep water, and a coveted sunset exposure... 12 Brams truly has it all.

12 Brams Point Road, Hilton Head Island

$6,500,000

An ''architectural exhale''... that's how 12 Brams Point has been described. We couldn't agree more. Rarer than you might think, as one of Hilton Head's true deep-water residential parcels, 12 Brams sits in direct relationship with one of the island's most coveted boating corridors. Here, private waterfront property meets the protected beauty and navigability of the Calibogue Sound, in direct relationship with the ICW. Equal parts understated and elegant, this exquisite home blends traditional and mid-century modern elements with abundant light and gallery walls, creating a stunning harmony of ease, comfort, and flow. Set deep within its 1.5± acres and surrounded by well-established greenery, this home offers exceptional privacy and calm in every space, all within the quietly exclusive enclave of Spanish Wells. Originally designed and constructed under the exacting eye of a world-renowned transplant surgeon, every detail is purposeful and intentional, including all those things you cannot see but that nevertheless make all the difference. The movement in this home is just beautiful... open, flowing, connected yet comfortably private. Every single room, including each of the five gracious bedroom suites (each with an en suite bath), has its own unique and utterly private view. And then, there's the outdoor living. A complete outdoor great room - screened and under roof - provides one of the most comfortable, relaxing open-air dining and lounging experiences we've encountered. With its own gorgeous fireplace, full kitchen with gas range, full bathroom, and bar-style serving counter, it is the absolute perfect setting for year-round outdoor entertaining. And the pool... simply put: A show-stopper. Set lengthwise along the rear of the home, its sparkling blue water shimmers over a Havana deck before spilling over an infinity edge that's not just aesthetic, but fills a long, dedicated lap pool below. The heated spa and outdoor shower (one of two) are flanked by flowers, herbs, and pollinator-friendly greenery, all set along the backdrop of the world-renowned Intracoastal Waterway. As for a private dock: While neither of this home's previous owners desired it, adding one is simple - an active permit is already in hand. If you, like them, prefer not to obstruct your view, keeping your craft at one of our excellent nearby marinas or boat houses is a simple solution. So what do you need to know? 12 Brams truly has it all: a layout fit for an art collector, beautiful privacy, Geothermal heating and air (exceptionally efficient and all-new in 2023), unmatched indoor/outdoor living, a coveted sunset location along a world-famous stretch of deep water... you simply can't go wrong. We truly look forward to welcoming you home.

5 Beds ⋅ 7 Baths ⋅ 196467 MLS

An ''architectural exhale''... that's how 12 Brams Point has been described. We couldn't agree more. Rarer than you might think, as one of Hilton Head's true deep-water residential parcels, 12 Brams sits in direct relationship with one of the island's most coveted boating corridors. Here, private waterfront property meets the protected beauty and navigability of the Calibogue Sound, in direct relationship with the ICW. Equal parts understated and elegant, this exquisite home blends traditional and mid-century modern elements with abundant light and gallery walls, creating a stunning harmony of ease, comfort, and flow. Set deep within its 1.5± acres and surrounded by well-established greenery, this home offers exceptional privacy and calm in every space, all within the quietly exclusive enclave of Spanish Wells. Originally designed and constructed under the exacting eye of a world-renowned transplant surgeon, every detail is purposeful and intentional, including all those things you cannot see but that nevertheless make all the difference. The movement in this home is just beautiful... open, flowing, connected yet comfortably private. Every single room, including each of the five gracious bedroom suites (each with an en suite bath), has its own unique and utterly private view. And then, there's the outdoor living. A complete outdoor great room - screened and under roof - provides one of the most comfortable, relaxing open-air dining and lounging experiences we've encountered. With its own gorgeous fireplace, full kitchen with gas range, full bathroom, and bar-style serving counter, it is the absolute perfect setting for year-round outdoor entertaining. And the pool... simply put: A show-stopper. Set lengthwise along the rear of the home, its sparkling blue water shimmers over a Havana deck before spilling over an infinity edge that's not just aesthetic, but fills a long, dedicated lap pool below. The heated spa and outdoor shower (one of two) are flanked by flowers, herbs, and pollinator-friendly greenery, all set along the backdrop of the world-renowned Intracoastal Waterway. As for a private dock: While neither of this home's previous owners desired it, adding one is simple - an active permit is already in hand. If you, like them, prefer not to obstruct your view, keeping your craft at one of our excellent nearby marinas or boat houses is a simple solution. So what do you need to know? 12 Brams truly has it all: a layout fit for an art collector, beautiful privacy, Geothermal heating and air (exceptionally efficient and all-new in 2023), unmatched indoor/outdoor living, a coveted sunset location along a world-famous stretch of deep water... you simply can't go wrong. We truly look forward to welcoming you home.

12 Brams Point Road, Hilton Head Island

$6,500,000

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-505596 MLS

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

$6,500,000

Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

3 Beds ⋅ 5 Baths ⋅ HILTONHEAD-502804 MLS

Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

$6,500,000

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.

5 Beds ⋅ 9 Baths ⋅ HILTONHEAD-502660 MLS

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

107 Okatie Highway, Okatie

$6,500,000

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

5 Beds ⋅ 9 Baths ⋅ 193329 MLS

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

107 Okatie Highway, Okatie

$6,295,000

Experience the pinnacle of oceanfront luxury with endless, unobstructed views of the Atlantic Ocean from this spectacular beachfront retreat on Singleton Beach. Perfectly positioned on one of Hilton Head Island's most coveted stretches of shoreline, this exceptional residence (remodeled in 2021) captures breathtaking eastern sunrises, panoramic coastline views, and the soothing sound of waves gently rolling onto the beach.Designed for effortless coastal living, this fully furnished, turnkey home spans three beautifully appointed levels and features six spacious bedrooms and seven and one-half bathrooms. The open-concept main living area is thoughtfully designed for gathering and entertaining, seamlessly connecting the gourmet kitchen, dining area, and expansive great room with breathtaking Atlantic Ocean views.Outdoor living is equally exceptional. A private oceanfront pool with an elevated sun deck overlooks the beach, creating the perfect setting for entertaining or quiet relaxation. Covered balconies on every level invite you to enjoy sweeping ocean vistas and refreshing coastal breezes, while a private boardwalk provides direct access to the pristine white sands of Singleton Beach.Thoughtfully designed for both comfort and convenience, the home also features an elevator serving all three levels, an oversized garage, abundant storage, and a spacious secondary living room that offers the perfect gathering space for family and guests.Whether envisioned as a primary residence or an extraordinary coastal retreat, this remarkable property presents a rare opportunity to own one of Hilton Head Island's premier oceanfront homes.Life on Singleton Beach is defined by natural beauty, tranquility, and effortless recreation. Enjoy more than 12 miles of pristine sandy beaches, spectacular Atlantic sunrises, refreshing ocean breezes, and all the world-class amenities that have made Hilton Head Island one of America's most celebrated coastal destinations. Every sunrise over the Atlantic reminds you that this is more than a home-it's one of Hilton Head Island's most extraordinary oceanfront experiences.

6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-510633 MLS

Experience the pinnacle of oceanfront luxury with endless, unobstructed views of the Atlantic Ocean from this spectacular beachfront retreat on Singleton Beach. Perfectly positioned on one of Hilton Head Island's most coveted stretches of shoreline, this exceptional residence (remodeled in 2021) captures breathtaking eastern sunrises, panoramic coastline views, and the soothing sound of waves gently rolling onto the beach.Designed for effortless coastal living, this fully furnished, turnkey home spans three beautifully appointed levels and features six spacious bedrooms and seven and one-half bathrooms. The open-concept main living area is thoughtfully designed for gathering and entertaining, seamlessly connecting the gourmet kitchen, dining area, and expansive great room with breathtaking Atlantic Ocean views.Outdoor living is equally exceptional. A private oceanfront pool with an elevated sun deck overlooks the beach, creating the perfect setting for entertaining or quiet relaxation. Covered balconies on every level invite you to enjoy sweeping ocean vistas and refreshing coastal breezes, while a private boardwalk provides direct access to the pristine white sands of Singleton Beach.Thoughtfully designed for both comfort and convenience, the home also features an elevator serving all three levels, an oversized garage, abundant storage, and a spacious secondary living room that offers the perfect gathering space for family and guests.Whether envisioned as a primary residence or an extraordinary coastal retreat, this remarkable property presents a rare opportunity to own one of Hilton Head Island's premier oceanfront homes.Life on Singleton Beach is defined by natural beauty, tranquility, and effortless recreation. Enjoy more than 12 miles of pristine sandy beaches, spectacular Atlantic sunrises, refreshing ocean breezes, and all the world-class amenities that have made Hilton Head Island one of America's most celebrated coastal destinations. Every sunrise over the Atlantic reminds you that this is more than a home-it's one of Hilton Head Island's most extraordinary oceanfront experiences.

10 Collier Beach Road, Hilton Head Island