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$5,500,000
4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS
Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$5,295,000
5 Beds ⋅ 6 Baths ⋅ 4,965 SqFt. ⋅ HILTONHEAD-503477 MLS
A rare opportunity, nestled on over 2 acres in popular Sea Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$5,250,000
4 Beds ⋅ 5 Baths ⋅ 5,079 SqFt. ⋅ HILTONHEAD-501241 MLS
Escape to Ridgeland Ranch, a breathtaking 26.36-acre equestrian estate where Lowcountry elegance meets world-class horse facilities. Inspired by the timeless sophistication of Palmetto Bluff, this private sanctuary offers the perfect blend of luxury living and equestrian excellence.The custom-built Lowcountry home, crafted by renowned builder Mike Tuten, showcases exquisite attention to detail with reclaimed materials throughout. Soaring vaulted ceilings with exposed beams frame the magnificent brick fireplace, while hickory floors and custom millwork create an atmosphere of refined warmth. The gourmet kitchen features polished black granite countertops, a Sub-Zero refrigerator, and a stunning six-oven AGA range in navy blue.The crown jewel is the state-of-the-art Morton Barn with its impressive 200' x 100' covered arena, complete with professional footing, LED lighting, and sound system. Eight custom 12' x 12' stalls, climate-controlled tack and feed rooms, and a luxurious 2-bedroom apartment above provide everything the serious equestrian demands.Entertainment abounds with an infinity-edge pool cascading into the private pond, a recreation suite featuring a bar, pool table, and authentic Boston firehouse pole, plus a newly resurfaced pickleball court and outdoor kitchen. The handmade brick courtyard with fire pit offers the perfect gathering space.Located minutes from I-95, Ridgeland Ranch provides unparalleled access to major equestrian circuits including Wellington, Ocala, Tryon, Aiken, and Lexington, while offering the privacy and natural beauty near the acclaimed ACE Basin. This is more than a propertyit's a lifestyle, a legacy, and a dream realized.

165 Golda Drive, Ridgeland

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

$5,195,000
6 Beds ⋅ 7 Baths ⋅ 4,147 SqFt. ⋅ HILTONHEAD-506680 MLS
Experience the perfect blend of luxury, comfort, and investment potential in this exceptional coastal retreat on sought-after Singleton Beach. Designed for both personal enjoyment and income generation, this property offers a rare opportunity to own a high-performing vacation home in one of Hilton Head's most desirable ocean-oriented communities.Thoughtfully designed with spacious living areas, the home features an open-concept floor plan filled with natural light, ideal for entertaining or relaxing after a day at the beach. The well-appointed kitchen flows seamlessly into the main living space, while multiple bedrooms provide privacy and comfort for guests and owners alike. Outdoor living is equally impressive, offering inviting spaces to unwind, dine, and enjoy the coastal surroundings just moments from the sand.This property has a proven rental history and strong income potential. With full-year optimization, projections exceed $300,000+ annually, making it an outstanding investment opportunity. The current ownership has taken a more selective approach to rentals, prioritizing personal use and minimizing wear and tear-creating significant upside for a future owner looking to maximize returns.Recent upgrades add to the home's value and peace of mind, including three new HVAC systems-one replaced in 2024 and two replaced in 2025-ensuring modern efficiency, reliability, and comfort throughout the property.Whether you're seeking a private beach getaway, a luxury second home, or a high-income-producing investment, this residence delivers on every level. Its combination of location on Singleton Beach, condition, and income potential makes it a truly compelling offering in today's market.Don't miss the opportunity to own a property that offers both lifestyle and financial upside in one exceptional package.

19 Singleton Beach Place, Hilton Head Island

Listing courtesy of Palmetto Coast Realty Group.

$5,099,000
5 Beds ⋅ 6 Baths ⋅ 3,625 SqFt. ⋅ HILTONHEAD-503980 MLS
Experience the pinnacle of oceanfront living on Hilton Head Island in this fully turnkey beach home with unobstructed Atlantic Ocean views. Located on one of the island's most desirable beaches, this oceanfront property for sale offers stunning eastern exposure with unforgettable sunrises, expansive shoreline views, and the calming sound of waves crashing on the shore. Meticulously maintained and never rented, the home features a new chef's kitchen, five bedrooms with ensuite bathrooms, including multiple oceanfront primary suites with private balconies overlooking the water. Enjoy a private oceanfront pool with an elevated deck designed to maximize beach and ocean views, plus a new private boardwalk that's a hop, skip, and jump to toes-in-the-sand. Use as a primary residence, second home, or high-end Hilton Head vacation rental, either way, the memories you'll make inside, outside, on the beach, and anywhere else on America's #1 Island are priceless, while the potential for high rental income production and future appreciation makes this a smart investment. Oceanfront homes on Hilton Head Island priced this low are a rarity, making this luxury oceanfront residence a truly exceptional opportunity. If you're going to buy oceanfront, do it like this! Now is the time to make your dreams a reality!

16 Whelk Street, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$5,000,000
8 Beds ⋅ 8 Baths ⋅ 4,510 SqFt. ⋅ HILTONHEAD-504438 MLS
Wake up to the sound of waves at this exceptional oceanfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to room, perfect for gatherings large and intimate. Contemporary finishes meet coastal charm throughout, creating spaces that feel both sophisticated and refreshingly relaxed. Outside, your private dune landscape provides direct beach access-no streets to cross, no long walks. Just steps from your door to your toes in the sand. Whether you're hosting extended family, running a successful vacation rental, or simply claiming your piece of paradise, this property delivers the rare combination of luxury, location, and lifestyle. With 8 generously sized bedrooms, there's room for everyone to spread out and create their own coastal memories. The 7.5 bathrooms ensure comfort and convenience, while the distinctive architectural style sets this property apart from typical beach homes.Forest Beach location. Oceanfront position. Unmatched potential. Your next chapter starts here.

7 Guscio Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$4,995,000
6 Beds ⋅ 7 Baths ⋅ 3,702 SqFt. ⋅ HILTONHEAD-510711 MLS
LOVE AT FIRST SIGHT! Welcome to 5 Junket, a stunning coastal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

5 Junket, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$4,995,000
5 Beds ⋅ 5 Baths ⋅ 5,009 SqFt. ⋅ HILTONHEAD-505600 MLS
174 Hunting Lodge Road is a five-bedroom, four-and-a-half bathroom coastal Lowcountry-style home and carriage house in the River Road neighborhood of Palmetto Bluff. Taking full advantage of its .66 acres, the home spreads along a sweeping stretch of inland waterway shoreline in the rear. Built by Shoreline Construction from a Court Atkins Group design, this home's design emphasizes a breezy flow from space to space within its 5,009 square feet, informed by a comfortable sense of grandeur. Complementing this spacious atmosphere are elegant textures and materials from the reclaimed flooring of the great room to the designer lighting found throughout. This scale and beauty is established the moment you pull into the wide circular driveway, with soaring metal rooflines cascading down to a wraparound front porch. Inside, the great room opens from there, with wood flooring contrasting with rich creamy tones on a coffered ceiling as well as built-ins that flank the gas fireplace. That sense of flow breezes into the expansive kitchen boasting craftsman cabinets, gas range and pendant lighting, centered on a wide marbled center island. For easy entertaining, a passage to one end opens to the back kitchen's plentiful storage, wine cooler and prep space, with a full laundry just beyond. Formal dining at the other end of the kitchen sits at the center of panoramic views out to the water through the screened porch. Accessed through doors at either side of the dining room, or via wide sliders from the great room, this year-round retreat spans the rear of the property with space for al fresco dining or outdoor entertaining by the fireplace and grilling porch. The primary suite enjoys the best of all this home has to offer, with rich finishes, elegant spaciousness and water views. Set off a private hallway, it boasts dual walk-in closets and a massive ensuite bath with walk-in shower, garden tub and dual-basin vanity. Guest quarters spread throughout the property for lush privacy. The first is the carriage house set above the two-car garage with golf cart port, offering a private bath and spacious lounge. Three more bedrooms share the main house's second-floor lounge and upper porch. A full suite upstairs enjoys a spacious closet and ensuite bath, while a further two bedrooms each share a private bath with dual-basin vanity. In one, waterfront views from an integrated bed steal the show. In the other, custom-crafted bunks create a relaxed atmosphere of fun.

174 Hunting Lodge Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$4,750,000
4 Beds ⋅ 5 Baths ⋅ 2,216 SqFt. ⋅ HILTONHEAD-500657 MLS
Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN ACRE, featuring marsh and sound views with a designated beach walk easement. Four combined parcels span over four acres, offering rare potential for a private estate, multi-home enclave or workforce housing. The property adjoins historic Mitchellville Freedom Park, providing a unique setting rich in natural beauty and heritage. A gracious 2200 SF home with additional SF in separate barn and apartment (6000+ total finished SF on the property) already on-site can serve as a primary residence, creating a sprawling private compound, or function as a clubhouse for future residences. Whether envisioned as a legacy property or an investment in a premier coastal destination, this offering presents unmatched possibilities in one of Hilton Heads most desirable locations.

170 Dillon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$4,750,000
6 Beds ⋅ 8 Baths ⋅ 6,741 SqFt. ⋅ HILTONHEAD-451281 MLS
The ultimate home, perfect for entertaining! Spacious 2nd-row, 6 BR | 6 BA | 2 HB home on Armada in Palmetto Dunes just steps from 3 miles of award-winning beach. Freshly painted with coastal-chic décor, this home has a spectacular 1st floor featuring a chef's eat-in kitchen, dining room, living room, wet bar off the leisure room, powder room & sunroom. Offers a 3-stop elevator & three primary suites on the 2nd-floor. Outdoor entertainment area offers an idyllic wooded view, a covered lounging & dining area with a wet bar and grill, & a large pool with a spa. Ample parking with a large driveway & garage. Guests and owners have access to all the amenities in Palmetto Dunes: golf, tennis, pickleball, an 11-mile lagoon, golf at the Arthur Hills Golf Course in Leamington, and much more. Short walk or bike ride to the heart of Palmetto Dunes. Seasonal Dunes Buggy is available throughout Palmetto Dunes and the Shelter Cove area. Short walk or bike ride to resort amenities!

9 Armada Street, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$4,600,000
4 Beds ⋅ 6 Baths ⋅ 6,042 SqFt. ⋅ HILTONHEAD-447864 MLS
This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,& interior paint. The main house boasts an upper level luxurious owner suite & guest house has 2 en-suite bedrooms plus kitchenette. Incredible outdoor living with heated/chilled saltwater pool, expansive deck, and private dock. Waterfront Perfection!

29 Baynard Park Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,500,000
5 Beds ⋅ 5 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-511088 MLS
Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer finishes throughout, this stunning 5-bedroom, 4 full and 1 half bath home offers sophisticated Lowcountry living with breathtaking harbour views. A dramatic contemporary entry opens to an expansive great room featuring soaring ceilings, designer lighting, a stunning statement electric fireplace, walls of glass, and oversized sliding doors that seamlessly blend indoor and outdoor living. The open-concept design flows effortlessly into the gourmet kitchen, formal dining room, and casual dining area, all perfectly positioned to capture the picturesque waterfront setting. The luxurious first-floor primary suite is a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized shower, dual walk-in closets, and a private laundry room. A spacious home office and powder room complete the main level. Upstairs, four generously sized guest suites provide exceptional accommodations. Two bedrooms share a beautifully appointed bath, while the remaining two enjoy private ensuite baths. All feature generous closets and designer finishes, with two guest suites opening onto private decks overlooking the harbour. An open loft overlooks the great room below while showcasing stunning waterfront views. The lower level offers incredible flexibility, with space for three cars and a golf cart, and currently serves as an impressive home gym and bonus recreation room. A convenient three-stop elevator provides effortless access to every level. Designed for both entertaining and relaxation, the outdoor living spaces are equally impressive with private waterfront decks, a private pool, private dock, and spectacular harbour views. Wexford is one of Hilton Head Island's premier private club communities, offering a world-class lock-controlled harbour, an Arnold Palmer Signature golf course, tennis, pickleball, croquet, fine dining, and exceptional new amenities, including the recently opened Harbour Center and the beautifully expanded clubhouse, reopening this summer.

14 Castlebridge Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,499,000
7 Beds ⋅ 9 Baths ⋅ 4,440 SqFt. ⋅ HILTONHEAD-507459 MLS
Exceptional second-row ocean-oriented home in North Forest Beach, just moments from the sand via a short beach path and conveniently located near Coligny Plaza. Built in 2021, this stunning coastal retreat offers 7 bedrooms, 7 full baths, and 2 half baths across 4,440 square feet of thoughtfully designed living space.Featuring soaring ceilings and an open-concept layout, the home is designed for both luxury living and entertaining. The chef's kitchen is a standout with double islands, high-end finishes, and ample space for gathering. An elevator provides easy access to all levels, while multiple living areas-including two tranquil screened porches-offer seamless indoor-outdoor living.Step outside to a private backyard oasis complete with a heated pool and spa, perfect for relaxing after a day at the beach. Situated on a desirable corner lot at the quiet end of Dune Lane, the property offers ample private parking and added privacy.Sold fully furnished and golf cart friendly, this home is not only a beautiful coastal getaway but also a proven, lucrative investment opportunity in one of Hilton Head Island's most sought-after rental locations.

134 Dune Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,616 SqFt. ⋅ HILTONHEAD-511638 MLS
A remarkable expression of Lowcountry luxury, this exceptional 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.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS
Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$4,495,000
5 Beds ⋅ 6 Baths ⋅ 3,662 SqFt. ⋅ HILTONHEAD-446499 MLS
This new, five-bedroom, five-and-one-half-bath cottage by Palmetto Bluff Builders is in the Montage Residences neighborhood across the street from Montage Palmetto Bluff. Newly finished, this cottage maximizes its single story design with multiple indoor & outdoor living spaces & a detached carriage house. Exterior detailing, such as louvered shutters, tabby stucco and brick detail, and a metal roof add timeless appeal. As part of the Montage Residences, homeowners enjoy the signature amenities of Montage Hotels & Resorts with dedicated staff. This cottage has easy access to RT’s Market, Wilson Lawn & Racquet Club, and Wilson Landing.

130 August Lane, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$4,450,000
5 Beds ⋅ 7 Baths ⋅ 5,321 SqFt. ⋅ HILTONHEAD-506108 MLS
Recently completed, 23 Amaranth Road will be a five-bedroom, five-and-a-half bathroom modern Lowcountry home and carriage house in the sought-after Moreland Forest neighborhood of Palmetto Bluff. Meticulously crafted to balance contemporary elements against generous spaces and elements of classic Lowcountry design, you'll find open spaces and intriguing secret spaces among its 5,321 square feet. Crafted by Front Light Building Company from a Pearce Scott Architects design, the home offers a delightful contrast of striking modernity with Southern hospitality from the curb, with whitewashed brick and metal roofing on the exterior transitioning to arched custom millwork greeting you upon entry. These elements frame the marble surround of the great room's gas fireplace, setting the stage for a space perfect for entertaining. It begins with the wide marbled center island of the kitchen, matching a backsplash behind the La Cornue Cornufe range flanked by walnut cabinets. But the true story lies behind those cabinets, which swing wide to reveal themselves as covert passages the speakeasy bar. Decked in rich walnut with wetbar and gas fireplace, this secluded lounge makes a captivating centerpiece to any party. Dinner parties will of course head to the formal dining room with its intricate Walnut millwork and lake views, scenery it shares with the wide screened porch beyond with the spacious pantry making clean-up simple.This home doesn't just set the stage for memorable get togethers. It also creates an atmosphere of home with quiet spaces for livability, plus a massive laundry for even the largest families. On the second story, this can be seen in the wide sitting room and flex space leading out to an elevated balcony, creating spots for quiet relaxation. Surrounding these spaces are a trio of full suites, each with spacious closets and full baths. Further guest quarters can be found in the expansive carriage house above the two-car garage with golf cart port. Enjoying its own private balcony, this generously spaced suite enjoys a kitchenette, roomy closets and ensuite bath. With its own private sun room, the primary suite serves as its own secluded getaway, with the bedroom stretching across its own wing into his-and-hers walk-in closets and concluding in the lavish ensuite bath with walk-in shower, his-and-hers vanities and wide garden tub.

23 Amaranth Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$4,375,000
6 Beds ⋅ 7 Baths ⋅ 7,636 SqFt. ⋅ HILTONHEAD-507884 MLS
Nestled on over three acres of beautifully wooded waterfront land overlooking scenic marshes out to the Colleton River, this magnificent Victorian-style estate features, more than 8,000 square feet of timeless elegance and careful craftsmanship. From the moment you arrive, the thoughtfully landscaped graceful central courtyard welcomes you. Surrounded by mature trees, and the tranquil sounds of nature, this property offers rare privacy and the best of refined Southern living - a special opportunity to own a grand waterfront estate where history, craftsmanship, and natural beauty meet.The primary residence with its unobstructed and protected view boasts stately architecture, intricate millwork, hand hewn oak flooring and the warmth of exquisite paneling throughout. The spacious formal and casual living areas blend historic charm with modern comfort. The chef's kitchen has a practical and purposeful attached secondary prep room. Specialty lighting and fixtures and imported tiles throughout. Large windows and inviting verandas frame sweeping views of the river and surrounding marshes, creating a sense of serenity in every room. The expansive second-floor covered deck provides the perfect vantage point for relaxing with morning coffee. The two upstairs bedrooms feature individual bathrooms and dressing spaces. A shared tidal dock with private float offers direct access for boating, kayaking, fishing, crabbing or simply enjoying the natural beauty of the Low Country waterfront. The second dwelling on the estate features three-bedrooms, three ensuite baths, a complete full kitchen, and a lovely veranda, providing family and guests with a private retreat that mirrors the charm and quality of the main residence. The second floor bedroom is complete with two sets of built in bunk beds and a large living area. Additionally, the property has a studio building which features a two-car garage with a spacious flex space offering endless possibilities with its convenient full bath and kitchenette.

25 Goose Pond Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

$4,350,000
5 Beds ⋅ 6 Baths ⋅ 4,702 SqFt. ⋅ HILTONHEAD-511693 MLS
Set on a beautifully positioned half-acre homesite, 24 Butterweed Road is a 4,702-square-foot home offering five bedrooms, five full baths, and one half bath across a thoughtfully designed main residence and private carriage house. Designed by acclaimed architect Court Atkins, built by CS Thomas Construction, and thoughtfully landscaped by Witmer Jones Keefer, this home embodies the timeless character and effortless livability that define Palmetto Bluff. Warm, welcoming, and exceptionally functional, the home is centered around expansive gathering spaces with hand crafted plaster walls where the kitchen, dining area, and great room flow seamlessly to a screened porch designed for effortless entertaining. Anchored by a fully equipped outdoor kitchen featuring both a built-in grill and an open fire Argentinian grill, this inviting space overlooks a private courtyard where a natural wood pizza oven and central fire pit creates a natural gathering place for evenings spent with family and friends beneath the Lowcountry sky. Just beyond the beautifully appointed kitchen, a well-equipped back kitchen enhances everyday living while concealing meal preparation from the main entertaining spaces. Adjacent to this service area, a temperature-controlled wine cellar offers the perfect setting to curate and display a treasured collection, bringing both function and sophistication to the heart of the home. The first-floor primary suite serves as a peaceful retreat, complemented by an additional guest suite on the main level. Upstairs, a spacious guest bedroom, comfortable lounge, and charming bunk room create an inviting haven for family and visitors, offering flexible accommodations that encourage extended stays and memorable gatherings. Above the detached two-car garage, a private office serves as a dedicated workspace, offering exceptional flexibility for remote work, creative pursuits, or future adaptation to suit a variety of lifestyle needs. Every detail reflects a thoughtful balance of refined craftsmanship and relaxed comfort, where generous porches, curated outdoor spaces, and seamless indoor-outdoor connections invite a lifestyle centered on gathering, entertaining, and enjoying the natural beauty that surrounds the home.

24 Butterweed Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$4,350,000
5 Beds ⋅ 6 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-503345 MLS
Located in the highly sought-after North Forest Beach neighborhood of Hilton Head Island, 3 Driftwood Lane is a rare coastal luxury home situated on a private street of just nine residences that share exclusive private beach access reserved solely for the street. This spacious five-bedroom home with four full and two half bathrooms offers approximately 4,100 square feet of living space, combining privacy, close proximity to the beach, and refined Lowcountry design. Designed for elevated coastal living, the property features a resort-style outdoor living area with an elevated pool and spa, an outdoor kitchen, and a private outdoor shower and bathroom, making it ideal for seamless indoor-outdoor entertaining. Interior living spaces are generously sized and provide flexible accommodations for family and guests, while the oversized garage offers abundant storage, a valuable feature for beach gear and everyday convenience.Just steps from the Atlantic Ocean and minutes from Hilton Head Island's premier shopping, dining, and entertainment, this North Forest Beach home offers an exceptional blend of seclusion and accessibility. Whether used as a primary residence, a luxury second home, or a high-end vacation rental investment, 3 Driftwood Lane represents a rare opportunity to own a private beach access home in one of Hilton Head's most desirable locations.

3 Driftwood Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$4,300,000
4 Beds ⋅ 5 Baths ⋅ 7,324 SqFt. ⋅ HILTONHEAD-509253 MLS
Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$4,300,000
6 Beds ⋅ 7 Baths ⋅ 7,320 SqFt. ⋅ HILTONHEAD-453824 MLS
Your Dream Awaits with a 4-minute walk to the beach, inside this stunning, renovated, luxury masterpiece nestled in an exclusive beachside gated community. This Goliath-sized, breathtaking home is a place to live, a lifestyle, and a lucrative STR investment. Enjoy a very short walk to the beach, one of your many private terraces overlooking your private heated pool or the golf course, and evenings spent entertaining in exquisite designer spaces. Modern amenities, Expansive floor plan, peaceful, private & gated, & a proven rental revenue stream. Your chance has arrived to own a slice of heaven that could pay for itself. Community/home video available.

12 Port Tack, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$4,250,000
6 Beds ⋅ 6 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-450230 MLS
Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar complete with a wine cooler and ice maker. The outdoor living space features a circular driveway with pervious pavers, a resort-style private pool and hot tub, and a fire pit—all set within over 3,000 square feet of beautifully designed patio space. OSCREA

25 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

$4,200,000
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.

$4,200,000
4 Beds ⋅ 4 Baths ⋅ 2,918 SqFt. ⋅ HILTONHEAD-504969 MLS
This exceptional second-row ocean home in Sea Pines offers a compelling blend of location, scale, and long-term flexibility. Just steps to the beach, expansive first- and second-level balconies capture ocean views and coastal breezes, while a private pool creates an ideal setting for outdoor living and entertaining. Inside, nearly 3,000 square feet of light-filled living space showcases an open-concept design with oversized windows and skylights. The thoughtfully designed floor plan includes 4 bedrooms plus a bunk room and 3.5 baths, providing flexible accommodations for family, guests, or rental demand. The first level features a secondary primary suite, while additional bedrooms are connected by a Jack and Jill bath, creating functional and private guest spaces. Upstairs, the primary suite serves as a quiet retreat. A fully equipped kitchen, garage parking, washer and dryer, gas grill, and electric vehicle charger enhance everyday functionality. Enjoy easy access to the beach and a short walk to South Beach Marina, offering premier tennis and pickleball facilities, or relax and dine at the iconic The Salty Dog Cafe. Whether positioned as a legacy coastal retreat or a high-performing investment property, this home represents a rare opportunity in one of Hilton Head Island's most desirable ocean-oriented communities.

1 Brown Pelican Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$4,195,000
5 Beds ⋅ 6 Baths ⋅ 3,828 SqFt. ⋅ HILTONHEAD-511419 MLS
Gracefully positioned on a half-acre homesite overlooking one of River Road's picturesque neighborhood parks, 159 Red Ochre Road is a timeless Lowcountry retreat where thoughtful architecture, exceptional craftsmanship, and an unparalleled setting come together. Designed by Residential Concepts Design Group, built by JParker Homes in 2023, and complemented by the landscape architecture of Lowcountry Tide Design, the residence embraces the beauty of its surroundings with inviting porches, generous living spaces, and a seamless connection to the outdoors. Offering 3,828 heated square feet, the home features five bedrooms, four full baths, and one half bath thoughtfully arranged to provide both privacy and flexibility. The main residence centers around an expansive great room and chef's kitchen that flow effortlessly to a screened porch, creating ideal spaces for entertaining or relaxed everyday living. A private first-floor primary suite offers a peaceful retreat, while two guest bedrooms, an upper-level loft and study, and a spacious bonus bunk room above the garage provide comfortable accommodations for family and guests alike. A detached guest cottage with its own living room, loft, and private entrance creates an inviting space for extended family, visiting friends, or multigenerational living, ensuring every guest enjoys both independence and connection. Just beyond the front door, the home's exceptional location enhances the Palmetto Bluff lifestyle. The adjacent neighborhood park serves as an extension of the property, while a scenic walking path winds through the greenspace to a shared community dock, inviting mornings on the water, afternoon kayak excursions, or quiet evenings taking in the beauty of the surrounding Lowcountry landscape. Located within River Road, one of Palmetto Bluff's most sought-after neighborhoods, residents enjoy immediate access to miles of nature trails, parks, inland waterways, and the community's celebrated collection of dining, golf, recreation, and wellness amenities. Blending timeless design with modern comfort in an extraordinary setting, 159 Red Ochre Road presents a rare opportunity to experience the very best of life at Palmetto Bluff.

159 Red Ochre Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$4,190,000
5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-504388 MLS
Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

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

$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.

$4,125,000
4 Beds ⋅ 5 Baths ⋅ 3,823 SqFt. ⋅ HILTONHEAD-508184 MLS
415 Corley Street is a coastal retreat that lives like a private, boutique resort - where Lowcountry architecture meets warm, lodge-inspired finishes and an immersive connection to the surrounding landscape. Positioned on a generous .61-acre homesite with sweeping marsh views and wooded preserve on three sides, the setting offers a sense of seclusion, with winding paths, curated outdoor spaces, and natural buffers that create a peaceful, tucked-away feel. Completed in 2021, this 3,834-square-foot property is both refined and inviting. A dramatic two-story living and dining space anchors the home, where reclaimed Douglas fir beams, a statement stone fireplace, and expansive windows blur the line between indoors and out, evoking the comfort of a modern lodge nestled within the Lowcountry. Rich textures, custom millwork, and thoughtfully layered finishes enhance the home's warm, elevated aesthetic. The chef's kitchen is equally striking, featuring dolomite countertops, custom aged brass accents, and a suite of Hestan luxury appliances, complemented by a back kitchen designed for effortless entertaining. The main-level primary suite offers a serene escape with vaulted ceilings, tranquil marsh views, dual custom closets, and a spa-inspired bath with custom walnut cabinetry, soaking tub, and walk-in shower. Upstairs, two guest bedrooms, a flexible den or future bunk room, and a secondary spa bath with steam shower provide inviting accommodations, while a striking floating bridge leads to a private studio and observation room complete with a sun deck and elevated lookout point, perfect for taking in the surrounding natural beauty. Outdoor living is designed to mirror the feel of a secluded retreat, with a screened porch featuring a fireplace, a dedicated grill porch, multiple balconies, and a scenic path leading to a firepit at the marsh's edge. The landscape design enhances privacy and creates the sense of a personal compound, ideal for both quiet relaxation and entertaining. A detached carriage house above the 2.5-car garage offers a fully equipped studio apartment perfect for guests or a private escape within the property itself. Offered with negotiable furnishings, this residence also offers short-term rental eligibility, space for a future pool, and an array of high-end features including Marvin windows, integrated audio, custom solid-core doors, and curated material selections throughout.

415 Corley Street, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$4,099,000
4 Beds ⋅ 5 Baths ⋅ 3,135 SqFt. ⋅ HILTONHEAD-450899 MLS
This charming 4 bedroom, 4.5 bath cottage designed by Pearce Scott Architects sits along a private waterway accessible by bridge in the Montage Residences neighborhood. This turnkey residence is fully furnished with upscale furnishings inspired by the coastal setting and features Lowcountry detailing such as tabby stucco, standing seam metal roof, large screened porch, and a Carolina room. As part of the Montage Residences, homeowners enjoy the signature amenities of Montage Resorts with dedicated staff. This cottage is located across from Montage Inn and closely located to RT’s Market, The Wilson Lawn & Racquet Club, and Wilson Landing.

123 August Lane, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

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