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32 Gilded Street, Bluffton
$4,125,000
5 Beds ⋅ 7 Baths ⋅ 4,823 SqFt. ⋅ HILTONHEAD-508840 MLS
Located in the highly sought-after West Wilson neighborhood, 32 Gilded Street is a thoughtfully designed Lowcountry home that combines timeless architecture, privacy, and close proximity to Wilson Village and Palmetto Bluff's most celebrated amenities. Designed by Ludtke & Vaccaro and built by Castle Point Group in 2016, the property offers 4,823 heated square feet with 5 bedrooms, 5 full baths, and 2 half baths across the main residence, carriage house, and pool house. Set on nearly half an acre, the home is centered around a private courtyard pool and spa, creating a seamless connection between the indoor and outdoor living spaces. A standing seam metal roof, steel-framed windows, tabby and brick detailing, exposed beams, and wide-plank flooring establish a timeless aesthetic rooted in the Lowcountry. The kitchen is one of the home's defining spaces, designed with a balance of scale, warmth, and functionality. Anchored by a substantial center island and framed by soaring arched ceilings with exposed beams, it feels both refined and welcoming. Oversized windows bring in natural light throughout the day, while the space opens seamlessly to the great room, dining area, and den, creating an easy flow for entertaining and everyday living. A separate working pantry tucked behind the kitchen provides additional prep space and concealed storage for appliances and serving pieces, adding practicality without compromising the clean, tailored feel of the home. The first-floor primary suite offers privacy and separation, while guest accommodations are thoughtfully positioned between the second floor and the carriage house above the garage. A dedicated study, detached pool house with full bath, and multiple outdoor living areas provide flexibility and function throughout the property. An attached two-car garage and dedicated golf cart garage support the ease of everyday life within Palmetto Bluff, with trails, restaurants, river access, and community amenities just moments away. Offered furnished, with exclusions to be determined, 32 Gilded Street is a well-composed West Wilson home defined by strong architecture, thoughtful scale, and an effortless connection to the Palmetto Bluff lifestyle.

32 Gilded Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

71 Dune Lane, Hilton Head Island
$3,999,999
6 Beds ⋅ 7 Baths ⋅ 3,097 SqFt. ⋅ HILTONHEAD-453418 MLS
Introducing an extraordinary 2026 brand new construction luxury residence at 71 Dune Lane. Perfectly positioned oceanside in the sought after North Forest Beach enclave. This 6-bedroom, 6.5-bath home, set within one of Hilton Head Island's most prestigious beach corridors, celebrates modern coastal living with ocean views, premium design, and thoughtful functionality. Architectural design by Neil Gordon with construction by Dan Anderson Construction, reflecting exceptional craftsmanship throughout. From the moment you enter, the home's open and luminous spaces flow naturally toward the Atlantic horizon. Entertain in style with a dedicated first-floor 2 car garage and additional entertainment space, resort-style relaxation with your heated pool and spa, and enjoy effortless access throughout the home by elevator. The expansive primary suites are thoughtfully oriented to capture sweeping ocean views, creating a serene retreat that epitomizes beachfront luxury. Sold fully furnished for your convenience. Whether you're looking for a primary residence, second home, or a powerhouse short term rental property, this home offers it all. An exceptional income producing property with over $325,000 in projected rental income. Vacation in your investment.

71 Dune Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

11 Skeet Road, Bluffton
$3,999,900
5 Beds ⋅ 5 Baths ⋅ 4,094 SqFt. ⋅ HILTONHEAD-512169 MLS
Timeless European Estate - A rare expression of Cotswold-inspired architecture and refined Southern living, this extraordinary five-bedroom residence offers old-world character with modern comfort. Graceful arched doorways, beautifully proportioned spaces, rich natural textures, and reclaimed Portuguese tile flooring create an atmosphere of authentic European elegance. Thoughtful craftsmanship is evident throughout, from the subtle architectural details to the enchanting staircase illuminated by discreet penlights in the evening. The beautifully appointed kitchen is anchored by a Lacanche range with dual ovens, combining exceptional craftsmanship with timeless European style, while a John Derian light fixture adds an artful, collected touch. A whole-house generator provides an added level of comfort and peace of mind. The floor plan balances inviting gathering spaces with peaceful private retreats, making the home equally suited for everyday living and elegant entertaining. A screened porch extends the living experience outdoors, offering a relaxed setting for morning coffee, afternoon reading, or evenings with friends overlooking the gardens. Beyond, mature landscaping, layered plantings, garden paths, and a romantic courtyard fountain create a private setting reminiscent of a European country estate. The separate guest house adds exceptional flexibility for visitors, extended family, an au pair, private office, or studio. More than a home, this is a cohesive estate where architecture, gardens, and timeless materials create an extraordinary sense of place. Romantic yet livable, elegant yet inviting, this distinctive property offers a rare opportunity to enjoy European inspiration, Southern hospitality, and enduring beauty.

11 Skeet Road, Bluffton

Listing courtesy of Corcoran HM Properties - Bluffton.

20 Castlebridge Court, Hilton Head Island
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

127 Fort Walker Drive, Hilton Head Island
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 4,616 SqFt. ⋅ HILTONHEAD-511638 MLS
A remarkаble exрrеsѕіοn of Ꮮοwcountry luxury, this еxсeptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

57 Inverness Drive, Bluffton
$3,950,000
4 Beds ⋅ 5 Baths ⋅ 5,063 SqFt. ⋅ HILTONHEAD-512208 MLS
New construction in Colleton River, built without compromise. This custom estate sits on a sprawling 0.61 acre lagoon view lot and showcases exceptional craftsmanship throughout. Steel beam construction, whole home Marvin impact windows rated to 140 MPH and a custom ball bearing front door set the tone from the moment you arrive. Walnut herringbone floors, an oversized fireplace with a full oyster shell surround, coffered ceilings, custom cabinetry and an exceptional trim package create a refined yet comfortable interior. Four foot wide hallways, 8 foot solid core doors and illuminated interior steps add to the thoughtful design. The primary suite features radiant heated stone floors extending into oversized his and hers closets, along with a dedicated TV area and dining space. Savannah brick flooring enhances both the front and rear porches. The expansive rear porch features a fireplace, outdoor kitchen and dining area, creating an ideal setting for entertaining while overlooking the lagoon. An upstairs balcony provides another beautiful vantage point. Top of the line Daikin HVAC and whole home audio wiring complete a home designed for comfort, luxury and lasting quality. Depending on the build schedule, certain selections and finishes may be customizable. Most photos depict the completed 2025 model and features may differ from the photos. Project videos are available upon request. Scheduled finish December 2026.

57 Inverness Drive, Bluffton

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

4 Middleton Place, Hilton Head Island
$3,950,000
3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-511980 MLS
Reimagine oceanfront living on one of Hilton Head Island's most exceptional beachfront properties. Set beneath magnificent live oaks and surrounded by mature natural landscaping, this private retreat offers sweeping ocean views, ample room for expansion, and the rare opportunity to renovate, enhance, or create a new coastal estate tailored to your vision. Ideally positioned in the most coveted section of Port Royal Plantation, the property enjoys a peaceful setting away from the island's resort corridor while remaining minutes from renowned dining, golf, shopping, and amenities. The expansive rear deck is perfectly suited for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. The existing residence offers 3 bedrooms and 2.5 baths, with the half bath easily converted back to its original full-bath configuration. Wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass create warm, inviting interiors that connect seamlessly with the surrounding landscape. Adding to the property's distinction is its remarkable architectural history. Designed by internationally acclaimed architect Dean Winesett, whose work has appeared in *Architectural Digest* and *Southern Living*, the home was also featured in *Southern Living* and reflects his signature Lowcountry style and craftsmanship. Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that define this exclusive oceanfront community. Private amenities reserved for property owners and their guests include an oceanfront Beach House and swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and an array of recreational and social offerings. An irreplaceable beachfront setting, celebrated architectural legacy, exceptional private amenities, and endless possibilities combine to create one of the most compelling oceanfront opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

7 Bells N Park, Bluffton
$3,950,000
4 Beds ⋅ 6 Baths ⋅ 3,517 SqFt. ⋅ HILTONHEAD-511198 MLS
Experience exceptional Lowcountry living in this award-winning H2 original Palmetto Bluff Idea Home. Ideally situated in The Point, one of Palmetto Bluff's most prestigious neighborhoods. This residence features reclaimed French oak floors, a sophisticated open floor plan, and seamless indoor-outdoor living. The gourmet kitchen is appointed with Wolf and Sub-Zero appliances, while whole-home automation controls lighting, HVAC, audio, and TVs remotely from your phone or tablet. In addition, a custom Savannah-style hydraulic elevator provides convenient access to the second level. This thoughtfully designed layout includes a first-floor primary suite, private study, and three guest en-suite bedrooms on the second level. While the expansive front porch features retractable screens overlook lush mature landscaping, creating an inviting setting for entertaining or relaxing. A short distance to resort style amenities, shopping, dining and The Point's private community dock with access to the May River, this home offers an exceptional opportunity to enjoy the Palmetto Bluff lifestyle.

7 Bells N Park, Bluffton

Listing courtesy of Corcoran HM Properties - Bluffton.

39 Inverness Drive, Bluffton
$3,950,000
4 Beds ⋅ 5 Baths ⋅ 5,914 SqFt. ⋅ HILTONHEAD-510756 MLS
Overlooking a long picturesque view of Lake Osprey within the prestigious Colleton River golf community in Bluffton, where residents enjoy access to world class amenities, this new construction 4BR/4.5BA home offers an unparalleled blend of elegance, sophistication and Lowcountry charm. Thoroughly designed with both luxury and comfort in mind, the home welcomes you with a breathtaking curved staircase and magnificent chandelier with cascading crystals. As you enter through the foyer, you are welcomed into a spacious Great Room that serves as the heart of the home. A beautiful fireplace anchors one end of the room while the opposite end opens into the gourmet kitchen with custom cabinets and beautiful state of the art light fixtures. Designed for both entertaining and everyday living, the kitchen has a large island where everyone can gather and a separate eating area. The kitchen features premium appliances, a Wolf range, and both Sub Zero refrigerator and freezer, a Cove dishwasher along with a microwave drawer. Just off the kitchen is a well appointed pantry with lots of storage and an undercounter refrigerator and additional Cove dishwasher. There is also a convenient downstairs bar with an undercounter wine refrigerator. From the Great Room or Kitchen step into the screened porch where a fireplace creates a perfect setting for relaxing year round and a built-in grill ideal for entertaining while enjoying the beautiful lake view. The Master Suite is conveniently located on the first floor, the master closet designed for lots of storage. An elevator takes you to the second floor Leisure Room that is set off by a stunning custom bar which includes an ice maker and refrigerator drawers. The fireplace is another feature to be enjoyed by family and friends. From the Leisure Room you step into a large covered porch with a spectacular view of Osprey Lake. In addition there are two upstairs bedrooms with bathrooms and an office. There is an additional 4th bedroom and bath over the 3-car garage. It has an undercounter beverage center in the custom bar. This room could be whatever you can imagine. Extensive landscaping adds to the beauty of this home. A pool can be added within the confines of the property. All of the cabinets in the home are custom designed and crafted. The light fixtures are Visual Comfort, Hubbardton Forge and Lowcountry Originals, all are high-end fixtures. Included is our interior designer assist to assist in your interior design decisions.

39 Inverness Drive, Bluffton

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

20 Butterweed Road, Bluffton
$3,950,000
5 Beds ⋅ 5 Baths ⋅ 4,255 SqFt. ⋅ HILTONHEAD-507577 MLS
20 Butterweed Road is a five-bedroom, four-full and one-half-bath new construction home in Moreland Forest, set on a 0.50-acre corner homesite with a park-facing view. With 4,255 heated square feet, the home is designed to live comfortably day to day, while also accommodating time spent with family and guests. Designed by KRA and built by Blackwater, the architecture follows a clean Lowcountry approach. Tabby, painted siding, and a standing seam metal roof give the home a sense of durability and familiarity. The main house and detached garage with a carriage house above are connected by a covered breezeway, creating a natural transition between spaces and shaping the backyard into a more private, usable setting. Outdoor living is central to the design. A plunge pool anchors the backyard, with a screened porch just off the main living areas offering a comfortable place to enjoy year-round. Together, these spaces function as an extension of the home. The first floor is laid out with simplicity and purpose. The kitchen, dining, and great room open directly to the screened porch and backyard, making it easy to move between spaces. A wrap-around front porch faces the street, while a private office, laundry room, and primary suite are positioned for convenience. Upstairs, two guest bedrooms and a loft provide additional space for family and visitors. Above the three-car garage, the carriage house adds flexibility, with its own living room, bunk room, and bedroom - well suited for guests or extended stays. With landscape architecture by Earthworks and an estimated completion in June 2026, 20 Butterweed Road is well located within Moreland Forest, close to Palmetto Bluff's extensive trail system, Moreland Village, and the Crossroads nine-hole course. It's a setting that supports an easy, active lifestyle, with access to some of the Bluff's most used amenities just a short walk or ride away.

20 Butterweed Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

18 Marsh Drive, Hilton Head Island
$3,899,000
4 Beds ⋅ 7 Baths ⋅ 4,631 SqFt. ⋅ HILTONHEAD-513014 MLS
Locаted in the hеаrt of οnе οf the mοѕt desirable streеts іn Sea Pines, 18 Marsh Drive offers privacy and architectural elegance with close proximity to Harbour Town. Set on a large lot (0.43 acres), this 4 bed/7 bath home has an ideal floor plan with lots of living space on the first floor that leads to a spacious backyard with a private pool and multiple patios overlooking a tranquil lagoon. The kitchen was recently remodeled and reconfigured. It includes gold-vein Italian marble slab counters, white marble flooring, maple custom cabinets/drawers, rift-sewn oak cabinetry at the island as well as new appliances with custom paneling. Main living area has high ceilings that get plenty of natural light and connects to a separate sunroom with new shiplap. Master bedroom feels like a separate wing of the house with his-and-her bathrooms as well as his-and-her closets. Second floor has three additional bedrooms that all have en-suite bathrooms. Exterior and much of the interior has been recently painted. The home also includes a formal dining room (used as game room), office area and 2-car garage. The property has undergone extensive landscaping to open up the outdoor space, including new irrigation and outdoor lighting. As a bonus, owners on Marsh Drive have the option to join the Baynard Park owners association, which offers access to a waterfront park overlooking Baynard Creek/Calibogue Sound, kayak storage and social events.

18 Marsh Drive, Hilton Head Island

Listing courtesy of The Ocean Broker.

4 Tabby Links Lane, Okatie
$3,895,000
3 Beds ⋅ 4 Baths ⋅ 3,004 SqFt. ⋅ HILTONHEAD-512785 MLS
Welcome to Old Tabby Cottage, where Lowcountry luxe meets New England traditional. This dream home has one of the finest views on Spring Island, with marsh views to the Chechessee River and the Port Royal Sound. The panoramic view includes a wildflower meadow and a series of water lily ponds. This 3-bedroom, 3.5 bath Nantucket-inspired exceptional residence is situated on the Old Tabby Links 18th hole. A top to toe remodel was spearheaded by acclaimed Interior Designer/Owner Lisa Furey. The home's light-filled open spaces, curated finishes, custom cabinetry and extensive millwork are key features of the home. Seamless indoor to outdoor transitions contribute to the relaxed sophistication of the home. The home has first floor and second floor primary suites with dramatic views of professionally landscaped gardens and the marsh/Sound. At the heart of the home is a bespoke kitchen and scullery featuring hand-crafted custom cabinetry, natural stone countertops, custom lighting and custom tile. Aside from the pierced-brick foundation and porches, this home was completely rebuilt in 2024/2025. A detailed list of work performed and interior/exterior specifications can be found in the Documents folder. Residents of Spring Island enjoy exclusive access to world-class amenities such as golf, equestrian facilities, tennis courts, boating, arts, and scenic trails. All information is deemed correct, buyer to verify.

4 Tabby Links Lane, Okatie

Listing courtesy of BHHS Bay Street Realty Group (Beaufort).

18 High Hope Way, Bluffton
$3,895,000
4 Beds ⋅ 5 Baths ⋅ 4,479 SqFt. ⋅ HILTONHEAD-511923 MLS
Nestled within the prestigious May River Forest neighborhood, 18 High Hope Way is a timeless Lowcountry retreat where classic architecture, thoughtful craftsmanship, and sweeping golf course views come together in perfect harmony. Recently remodeled and freshly painted, this exceptional residence offers 4,479 square feet of beautifully appointed living space overlooking the 9th fairway, complete with the rare inclusion of a coveted Tier 1 Golf Membership. Designed by Dawson & Wissmach and built by Clark Custom Builders, the home's enduring appeal begins with welcoming wraparound porches, mature native landscaping, and a handsome blend of brick, tabby, wood siding, and metal roofing. Inside, rich textures and abundant natural light create warm, inviting spaces throughout. A brick-accented foyer leads to soaring cathedral ceilings, exposed brick accents, a gas fireplace, and expansive French doors that seamlessly connect the indoors with multiple outdoor living spaces. The thoughtfully designed kitchen is both elegant and functional, featuring a farmhouse sink, six-burner gas range with custom hood, paneled refrigerator and dishwasher, generous center island, and a convenient pass-through to the dining room. A wet bar with an ice maker and beverage refrigerator, along with a temperature-controlled wine cellar, creates the perfect setting for effortless entertaining. The private primary suite serves as a peaceful retreat with its own office or sitting area, French doors opening to the covered porch, dual walk-in closets, and a spacious spa-inspired bath. Upstairs, a loft lined with custom bookshelves connects two ensuite guest bedrooms, while the carriage residence above the garage offers a kitchenette, living area, bedroom, and full bath-ideal for hosting family and friends. Outdoors, a screened porch with a fireplace overlooks the rolling fairways, providing an inviting space to relax in every season. Blending timeless Lowcountry architecture with modern updates and exceptional indoor-outdoor living, 18 High Hope Way offers an extraordinary opportunity to experience the beauty, comfort, and lifestyle of May River Forest.

18 High Hope Way, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

28 W Beach Lagoon Road, Hilton Head Island
$3,895,000
4 Beds ⋅ 5 Baths ⋅ 3,656 SqFt. ⋅ HILTONHEAD-505062 MLS
A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

28 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

34 Tupelo Road, Hilton Head Island
$3,875,000
7 Beds ⋅ 7 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-504560 MLS
7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

47 River Club Drive, Hilton Head Island
$3,875,000
5 Beds ⋅ 6 Baths ⋅ 6,330 SqFt. ⋅ HILTONHEAD-504359 MLS
Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet confidence: a stone-paver driveway and arched wood entry door with copper-foil glass, set the tone. Inside, soaring ceilings, six-panel solid wood doors, crown moldings, and inlaid Chocolate Saturnia limestone establish a sense of timeless elegance. The first-floor primary suite is a true retreat, positioned to capture breathtaking water views and finished with hardwood floors. The expansive ensuite features a soaking tub, separate glass-enclosed shower, and generous custom closets. The primary suite is so substantial, it can even accommodate an in-home gym. At the heart of the home, the gourmet kitchen is designed without compromise. Custom Cuisine Laurier cabinetry, Viking and Sub-Zero appliances, dual dishwashers, Insta-Hot water, prep sink, walk-in and butler's pantries, and a dedicated wine area with Marvel cooler and Scotsman icemaker make entertaining effortless. Living spaces unfold with purpose: a formal living room anchored by a gas fireplace with limestone surround and Enkeboll carvings, a theatre room, game room with wet bar, dedicated office, craft room, and upstairs bedroom suites with custom shelving and window seats. Then there is the waterfront-unmistakable and breathtaking. Majestic live oaks frame panoramic Broad Creek views, while a custom saltwater pool and spa appear to float at river level. A covered outdoor sanctuary with a Savannah brick gas fireplace invites year-round enjoyment. For boating enthusiasts, the property stands apart. A private deep-water dock and dock house-with electricity, water, fish-cleaning station, ceiling fans, and additional floating dock-offers immediate access to the creek and beyond. The perfect spot to watch the Summertime fireworks. A new 150-foot seawall secures the shoreline. Additional highlights include a three-car garage with epoxy floors, workshop and storage, central vacuum systems, reverse-osmosis water filtration, multiple HVAC systems, and museum-quality lighting. Optional membership to the Jack Nicklaus Signature Golf Club at Indigo Run completes the lifestyle.47 River Club Drive is a legacy property.

47 River Club Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

216 Vinson Road, Bluffton
$3,875,000
5 Beds ⋅ 6 Baths ⋅ 4,612 SqFt. ⋅ HILTONHEAD-501144 MLS
Welcome to 216 Vinson Road! This brand new construction in Moreland Village features five bedrooms and five and a half bathrooms, including two downstairs suites plus a separate guest suite over the garage with kitchenette. The sprawling living spaces with a large open chef's kitchen with Wolf and Sub-Zero appliances, wet bar and dining area allow for ample room for family and friends to gather. Plus, the expansive screened-in porch that looks out onto protected green space provides the ideal indoor and outdoor living, allowing for the best of Palmetto Bluff life. Peaceful and serene, yet close to all the amenities of Moreland Village, including restaurants, bowling alley, two pools and fitness center, this new home has it all!

216 Vinson Road, Bluffton

Listing courtesy of Charter One Realty.

5 Brigantine, Hilton Head Island
$3,800,000
6 Beds ⋅ 7 Baths ⋅ 4,585 SqFt. ⋅ HILTONHEAD-505514 MLS
Discover the ultimate second-row ocean escape in Palmetto Dunes where luxury living meets effortless beach access. This turnkey home, 5 Brigantine, is an exceptional opportunity as a vacation home, rental investment, or primary residence, accommodating up to 18 guests, complete with a private pool & spa and ideally positioned across the street from the dedicated beach path. This expansive property offers 6 bedrooms and 6.5 baths, including a separate guest house for added flexibility and privacy. The first-floor features three spacious bedroom suites: one with its own sitting/TV room and direct pool access for a private retreat, a second with pool access, and a third designed with younger guests in mind, offering two beds plus a trundle. The second floor is the heart of the home making it perfect for entertaining and gathering. A bright, open-concept living room, kitchen, and dining area surrounded by windows and sliding doors flood the space with natural light. Multiple outdoor decks extend from the main living area and bedrooms, creating seamless indoor-outdoor living. This level also includes the primary suite and an additional guest ensuite. For a special vantage point, the third-floor cupola and outdoor sitting area provides a peek of the ocean and coastal breezes, ideal for relaxing evenings and sunset cocktails. Across the breezeway, the guest house offers a private suite with a king bed, sleeper sofa, full bath and mini kitchenette - perfect for visiting family and friends. Additional highlights include LVP flooring throughout, a gas fireplace, quartz countertops, stainless steel appliances, gas cooktop, a two-car garage, and a deep driveway with ample guest parking. All of this within one of Hilton Head Island's most sought-after ocean-oriented communities.

5 Brigantine, Hilton Head Island

Listing courtesy of Keller Williams Realty.

49 Myrtle View Street, Bluffton
$3,695,000
3 Beds ⋅ 5 Baths ⋅ 4,349 SqFt. ⋅ HILTONHEAD-512650 MLS
Nestled within The Point and offered with a Tier 1 Golf Membership, 49 Myrtle View Street is a timeless Lowcountry residence where gracious architecture, thoughtful craftsmanship, and effortless indoor-outdoor living come together. Built by Boyden Construction and designed by Spivey & Woods Architects, this three-bedroom home is framed by lush, mature native landscaping that creates a sense of privacy and tranquility. A welcoming covered front porch, accented with brick and built-in swings, sets the tone for the warm and inviting interiors. Hardwood floors and custom millwork extend throughout the home, while a dedicated office with built-in bookshelves offers a refined space for work or quiet retreat. At the heart of the home, the beautifully appointed kitchen features a Wolf six-burner gas range, pot filler, farmhouse sink, paneled appliances, and an expansive island with built-in microwave. A well-equipped back kitchen adds an ice maker, sink, pantry, and additional refrigerator for effortless entertaining and everyday convenience. The dining room, with its custom built-in bench overlooking the backyard, provides an intimate setting for gatherings, while the living room centers around a gas fireplace that invites lingering conversations. The first-floor primary suite is a private retreat with two walk-in closets and a generous ensuite bath featuring a standing shower, soaking tub, and oversized vanity. Upstairs, two spacious guest suites each offer dual closets, including a cedar closet, along with private ensuite baths. A sophisticated wet bar with drink refrigerator, sink, and two temperature-controlled wine coolers complements the flexible media and loft space, which includes a sliding barn door, dedicated desk area, and half bath. Outside, a screened porch with built-in heaters extends the living space into the seasons, while a brick patio with built-in grill and fire pit creates an ideal setting for relaxed Lowcountry evenings. A brick driveway and beautifully established landscape complete the property. With its inviting spaces, exceptional finishes, and private outdoor setting, 49 Myrtle View Street offers a distinctive expression of Lowcountry living in The Point.

49 Myrtle View Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

9 Woodstork Watch, Okatie
$3,600,000
5 Beds ⋅ 7 Baths ⋅ 6,351 SqFt. ⋅ HILTONHEAD-511577 MLS
Opportunities like this come along once in a lifetime. 9 & 8 Woodstork Watch is a rare offering on Callawassie Island, a 2.41-acre estate that stands as a true legacy property, meticulously crafted and cared for over decades. Originally assembled from four separate lots, the property has now been approved for consolidation into a single parcel carrying one Callawassie Island membership, creating an estate of exceptional scale and privacy rarely found on the island. Situated at the end of a quiet cul-de-sac and occupying the end of a point, the property enjoys a rare and private setting, with its position offering incredible sunrise and sunset views over the water. The main residence, completed in 2001, embraces classic lowcountry design and reflects a level of craftsmanship and woodwork rarely found today: reclaimed flooring, three masonry fireplaces, and a marsh-inspired palette that ties the home to its natural surroundings. The guest house and boathouse, known as "Captain's Quarters," bring a European lowcountry sensibility to the waterfront, extending the same quality and attention to detail found throughout the main residence. Together, the two homes offer a timeless architectural character and a level of craftsmanship that place this estate in a class of its own. The primary suite offers its own private porch, one of multiple private outdoor spaces throughout the property that take full advantage of the setting. Complete with a private boat dock and lift, the estate offers effortless waterfront living. Its stature was further recognized when it was featured in From House to Home in 2009, cementing its place as one of Callawassie Island's architecturally significant properties. Properties of this caliber, with this depth of design history, craftsmanship, and multi-generational care, rarely become available.9 Woodstork Watch stands as a rare opportunity for a buyer seeking not just a home, but a retreat, and a legacy.

9 Woodstork Watch, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

9 Rice Gate Circle, Okatie
$3,499,000
5 Beds ⋅ 7 Baths ⋅ 6,208 SqFt. ⋅ HILTONHEAD-505471 MLS
Designеd to blend cοntеmpοrаrу arсhіtecture with clasѕiс Lowcountry elements, this remarkable compound was envisioned by architect Chris Schmitt as a collection of five distinct structures including the main residence, guest house, workshop, studio, and a three bay garage. The guest house was completed in 1998, with the remaining buildings added over time, culminating in the completion of the main residence in 2004.The AIA award winning main residence is extraordinary not only for its innovative design but also for the exceptional quality of materials and craftsmanship throughout. Perfectly proportioned details, balance, and scale create a home of striking visual appeal, enhanced by exposed beams, vaulted ceilings, and antique heart pine flooring milled in Savannah in the 19th century. A custom wall mural by artist Jordi Pedrola further distinguishes the interior. At the heart of the home, the great room features soaring ceilings, exposed trusses, and tall windows that flood the space with natural light. The gourmet kitchen flows seamlessly into the dining room and sunroom, all of which overlook Rice Gate Pond and open easily to the home's extensive outdoor living spaces including a screened porch and approximately 1,000 square feet of outdoor living area designed for relaxing and entertaining. The spacious ground floor primary suite offers a private retreat with direct access to an outdoor spa and shower. The luxurious primary bath features a steam shower. Two beautifully appointed bedrooms are located on the second floor. The guest house echoes the distinctive inverted roofline of the main home's sunroom, with a dramatic living room featuring floor to ceiling glass and peaceful views of the surrounding forest. Complete with a small kitchen, dining area, and two bedrooms with baths, it offers visitors both comfort and privacy. Raised walkways connect the buildings and enhance the sense of a thoughtfully designed compound. Additional structures include a versatile entertainment building with a chef kitchen and a large garage door that opens for indoor outdoor gatherings, as well as a separate studio with its own bathroom ideal for creative work or a private office. The property also includes a wine cellar, custom lighting system throughout, and a spacious three car garage. The landscape plan was created by highly regarded landscape architect Thomas Angell, who artfully blends formal landscaping with the natural beauty of Spring Island.

9 Rice Gate Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

44 Lancaster Boulevard, Okatie
$3,499,000
4 Beds ⋅ 5 Baths ⋅ 4,910 SqFt. ⋅ HILTONHEAD-503381 MLS
Currently under construction by award-winning May Residential Builders, this Palmetto Cove model showcases the builder's reputation for uncompromising quality, superior craftsmanship, and enduring durability. Built with top-of-the-line materials and engineered to withstand up to 180 mph hurricane-rated standards, this home delivers both peace of mind and timeless design. May Residential Builders is a recent Lighthouse Award winner, earning Best Exterior and Best Kitchen, along with Second Place for Interior Design - a testament to their elevated attention to detail. Spanning approximately 4,900 square feet, this thoughtfully designed residence offers four bedrooms, five baths, and an open, elegant floor plan ideal for both everyday living and refined entertaining. The home will be sold fully furnished and turnkey, allowing for a seamless move-in experience with completion anticipated by February 2027. Luxury features abound, including a Thermador appliance package, high-end finishes throughout, a private pool, outdoor fireplace, whole-house generator, and water softener system. Enjoy sweeping golf course views from your outdoor living spaces, creating a serene backdrop for Lowcountry living at its finest. The Berkeley Hall transfer fee is included, further enhancing the exceptional value of this offering. This is a rare opportunity to own a brand-new, custom-built, turnkey luxury home - without the stress or delays of building - in one of the most desirable communities in the Southeast. Located within the prestigious, private gates of Berkeley Hall, this exceptional new construction residence represents the pinnacle of Lowcountry luxury living. Renowned for its world-class amenities, championship golf, and unparalleled lifestyle, Berkeley Hall is widely regarded as one of the most exclusive communities in the region - and this home is a flawless complement to its setting. Seller is offer $125,000 towards community enhancement fee.

44 Lancaster Boulevard, Okatie

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

92 Harbour Passage, Hilton Head Island
$3,495,000
5 Beds ⋅ 5 Baths ⋅ 4,418 SqFt. ⋅ HILTONHEAD-512969 MLS
Expеriencе еxсерtiοnаl waterfront living in prеstіgious Windmill Harbour, home to the South Carolina Yacht Club and its 15-acre lock-controlled marina. Framed by magnificent live oaks in both the front and rear, this remarkable residence pairs sophisticated architectural details with an effortless Lowcountry lifestyle and includes a coveted deeded 70-foot attached boat slip. A classic Savannah brick entry welcomes you into a grand foyer, where a striking dual-sided electric fireplace creates an impressive introduction to the home. Wide-plank 7-inch European white oak flooring, black windows and sliders, and dramatic cathedral wood-paneled ceilings establish a warm yet refined aesthetic throughout. Designed for seamless indoor-outdoor living, the great room opens through expansive accordion sliding glass doors to a large rear deck overlooking the harbor. Complete with a fireplace and plumbing for a future outdoor kitchen, this exceptional entertaining space takes full advantage of the waterfront setting.The beautifully appointed kitchen features custom inset-panel and panel-ready cabinetry, stainless JennAir appliances, and an impressive 11-foot quartz countertop. A separate scullery provides additional custom cabinetry and valuable prep and storage space. The expansive dining room is surrounded by floor-to-ceiling windows, filling the space with natural light and showcasing the surrounding landscape. Luxurious bathrooms are finished with floor-to-ceiling Italian marble and custom white oak vanities. The primary suite is complemented by a beautifully designed closet with custom wood shelving extending from floor to ceiling. Upstairs, an additional family room features a Juliet balcony overlooking the great room, adding architectural interest and connection between the living spaces. An elevator provides convenient access throughout the home.The ground level offers a spacious two-bay garage with ample additional storage and direct access to an outdoor flex space overlooking the harbor-ideal for extending the home's waterfront lifestyle. From its custom craftsmanship and elevated finishes to its' harbor views and direct boating access, this extraordinary Windmill Harbour residence offers a rare combination of luxury, thoughtful design, and Lowcountry waterfront living.

92 Harbour Passage, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

248 Spring Island Drive, Okatie
$3,495,000
5 Beds ⋅ 5 Baths ⋅ 5,629 SqFt. ⋅ HILTONHEAD-504128 MLS
Located along the edge of Spring Island, where marsh meets the Colleton River, 248 Spring Island Drive offers refined Lowcountry living on 2.68 acres with expansive marsh-to-river views extending toward Port Royal and Parris Island. This 5,629-square-foot residence includes 5 bedrooms and 4.5 baths and is thoughtfully designed to maximize natural light, privacy, and seamless indoor-outdoor living. A defining feature of the home's design is the way river views are intentionally drawn through the center of the residence. The great room showcases reclaimed wood flooring, a soapstone fireplace with custom built-ins, and large windows that frame the surrounding landscape. This space opens directly to a four-season screened porch, perfectly positioned to capture sweeping marsh and river views. The dining room flows into an open den and the kitchen, creating an ideal layout for entertaining. The kitchen features leathered granite countertops, a wood-topped center island with induction cooktop, custom cabinetry with a paneled refrigerator, a wet bar, and a concealed 500-bottle temperature-controlled wine cellar. A secondary back kitchen and laundry area, hidden behind a sliding barn door, lead to a grilling patio for added convenience. An expansive artist's studio with separate HVAC and French doors opening to the gardens and river is located on the main level, offering flexible space for creative work, a home office, or additional living area. This wing also provides access to the two-car garage with golf cart bay. Upstairs guest accommodations include two ensuite bedrooms, one with a private balcony overlooking the water, along with a granite-topped kitchenette serving this level. An additional guest bedroom and a bunk room, accessed via the home's turret staircase, share a full bath-ideal for hosting family and guests. The primary suite is privately positioned to capture sunrise views over the river and features a spacious bedroom, dual walk-in closets with custom built-ins, a soaking tub, a walk-in shower, and a private office overlooking the front gardens. This exceptional property offers convenient access to Spring Island's golf, dining, equestrian facilities, deep-water access, and miles of nature trails, all while maintaining a tranquil and private riverfront setting.

248 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty.

130 Amaranth Road, Bluffton
$3,399,000
5 Beds ⋅ 6 Baths ⋅ 3,970 SqFt. ⋅ HILTONHEAD-511631 MLS
Tucked within Moreland Forest, Bramble Park is Palmetto Bluff's newest collection of just twelve homes, thoughtfully positioned along a peaceful greenspace and nature trail. Currently under construction and spanning 3,970 heated square feet, the Briar includes five bedrooms and five-and-a-half baths across the main home and carriage house. Dramatic gabled rooflines and clean lines give the home a distinctive presence, while vaulted ceilings and exposed beams bring a sense of scale and texture to the interiors. At the center of the home, the gathering room opens naturally to the screened porch and optional pool terrace beyond, creating a seamless relationship between indoor and outdoor living. Anchored by a substantial island, the kitchen offers plenty of room for everyday life and entertaining, with expansive windows bringing in natural light throughout the day. Covered porches and thoughtfully arranged living spaces encourage an easy flow from one room to the next, giving the home an openness that feels welcoming rather than oversized. The first-floor primary suite enjoys privacy from the rest of the home, while an additional bedroom on the main level offers flexibility for guests or everyday convenience. Upstairs, two bedrooms are connected by a loft that creates a comfortable space for reading, relaxing, or gathering. Above the two car garage, a carriage house with a fifth bedroom and separate loft provide a quiet setting for guests, creative pursuits, or a dedicated workspace removed from the main living areas. Confident in its architecture and generous in its proportions, The Briar balances contemporary influences with timeless materials and comfortable spaces. It is a home designed to age gracefully, with rooms that invite conversation, porches that naturally become gathering places, and a floor plan that feels as effortless as it is enduring.

130 Amaranth Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

82 Plantation House Drive, Bluffton
$3,395,000
3 Beds ⋅ 4 Baths ⋅ 5,813 SqFt. ⋅ HILTONHEAD-507921 MLS
Experience luxury Lowcountry living in this stunning Rose Hill - Estate Side home, which offers one-of-a-kind marsh and deep-water views, exceptional craftsmanship, and custom high-end imported finishes throughout. Designed for both everyday comfort and effortless entertaining, the home features an oversized elevated kitchen island that anchors the open-concept living spaces, which are filled with incredible natural light and serene water views from all rooms. The spacious floor plan offers ample living and entertaining space, including a very large finished basement ideal for gatherings, game nights, or hosting guests. You've never seen a primary suite like this; it is a true retreat, complete with a spa-inspired bathroom featuring an oversized walk-in shower with dual shower heads, a soaking tub, and high-end designer finishes all centrally focused around deep water views. Perfectly positioned on a private cul-de-sac lot surrounded by nature, this remarkable home combines elegance, functionality, and stunning waterfront scenery in one of Bluffton's most sought-after communities.

82 Plantation House Drive, Bluffton

Listing courtesy of Peirce Group Brokered by EXP Realty LLC.

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