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$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.

$3,999,999
3 Beds ⋅ 3 Baths ⋅ 2,549 SqFt. ⋅ HILTONHEAD-504606 MLS
Located in Sea Pines, this one-level 3 bed 2 1/2 bath waterfront home offers a deep-water dock and a private, oak-framed setting with serene water views. Vaulted, beamed ceilings, warm wood paneling, and hardwood floors create a timeless Lowcountry feel. The home features a built-in wet bar, kitchen with breakfast area, formal dining room with adjacent flex space, and a spacious primary suite with access to outdoor living. Recently remodeled with new Pella doors and expansive windows, the raised Old Savannah brick patio overlooks a lush, manicured lawn. This property sits close to the popular Harbour Town as well as beaches, golf, and leisure trails.

21 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$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.

$3,999,000
4 Beds ⋅ 5 Baths ⋅ 3,943 SqFt. ⋅ HILTONHEAD-507434 MLS
Fantastic waterfront home is Spanish Wells. This home is beautifully remodeled and is in perfect condition. Property is over 1 acre with deep water dock, pool and oversized 2 car garage. It has a spacious mother-in-law suite over the garage.

12 Widewater Road, Hilton Head Island

Listing courtesy of Searchlight Realty Daniel T Jackson Inc.

$3,999,000
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.

$3,995,000
5 Beds ⋅ 7 Baths ⋅ 4,766 SqFt. ⋅ HILTONHEAD-507064 MLS
Nestled along the 8th fairway of the prestigious May River Golf Course, this architectural masterpiece seamlessly blends timeless Lowcountry elegance with modern versatility. Inside, exceptional craftsmanship shines through sophisticated details like barreled kitchen ceilings, custom cabinetry, designer lighting, and variable-width reclaimed circle-sawn hardwood floors. The fluid, open-concept main level introduces an inviting foyer, spacious living and dining rooms, a gourmet kitchen, and a luxurious primary suite. A 2024 expansion introduced a stately library complete with a private wet bar. Upstairs, two en-suite guest bedrooms flank a central media room, offering ultimate privacy- all overlooking picturesque golf course views. For unparalleled flexibility, a separate staircase ascends to a second primary suite which was also added in 2024, ideal for multi-generational living or guests. Completing this remarkable estate is a private-entrance carriage house above the garage, featuring a guest bedroom, kitchenette, sitting room, and bath.

5 High Hope Way, Bluffton

Listing courtesy of Charter One Realty.

$3,995,000
7 Beds ⋅ 7 Baths ⋅ 5,462 SqFt. ⋅ HILTONHEAD-505616 MLS
Turnkey short- term rental with proven income history in top tier coastal market! Secure a vacation home that offsets its costs. Professional property management used for rentals. LARGEST 2ND ROW HOME ON THE MARKET! Extensively renovated in 2024! Grossed $246K in rentals for 2025. Stunning home features 7 BR, 61/2 BA & offers a perfect blend of luxury, comfort, & breathtaking ocean views. Located in the coveted North Forest Beach, near Coligny Plaza, this home provides a balance of privacy & proximity to the beach. The open living & dining areas feature stunning direct ocean views, natural light creating a warm & inviting beach atmosphere. New roof, paint, pool deck, game area, outdoor spa, landscaping & many more improvements. Enjoy relaxing by the elevated pool, soak in the hot tub or grill in the private outdoor area! Directly across street to beach access!

8 Curlew Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$3,950,000
4 Beds ⋅ 6 Baths ⋅ 3,517 SqFt. ⋅ HILTONHEAD-511198 MLS
Experience exceptional Lowcountry living in this award-winning 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.

$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.

$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.

$3,925,000
5 Beds ⋅ 4 Baths ⋅ 3,401 SqFt. ⋅ HILTONHEAD-501665 MLS
A rare opportunity to own one of Bluffton's most extraordinary waterfront estates on Myrtle Island. Set on nearly 1.5 acres along the May River, this single-story home captures the essence of Lowcountry living with sweeping water views and stunning sunrises from the backyard. Fully renovated in 2024 by Bluffton Builders with interiors by Kelly Caron Design, every detail combines timeless craftsmanship with modern comfort. A circular drive framed by lush gardens leads to a porte cochere, an air-conditioned two-car garage, and ample guest or boat parking. Inside, the open floor plan features soaring ceilings, a grand living room with custom built-ins and gas fireplace, a formal dining area, and a cozy breakfast nook. The chef's kitchen is a showpiece - double islands, panel-ready appliances, custom hood with brass detailing, and a butler's pantry with second refrigerator, double ovens, and dishwasher drawer. A full bar with stone countertops and custom cabinetry makes entertaining effortless, complemented by a spacious family room with another gas fireplace. The primary suite overlooks the river and opens to the back porch, featuring dual vanities, soaking tub, walk-in shower, and custom closets. Step outside to a resort-style setting with pool, hot tub, multiple patios, and a fenced backyard perfect for oyster roasts or Lowcountry boils. Myrtle Island is golf cart distance to Old Town Bluffton and nearby boat landings - a true hidden gem offering privacy, charm, and a lifestyle like no other. Additional features include a whole house generator, spray foam insulation, encapsulated crawl space, water booster system, and tankless water heater.

107 Myrtle Island Road, Bluffton

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

$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.

$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.

$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.

$3,800,000
5 Beds ⋅ 7 Baths ⋅ 6,208 SqFt. ⋅ HILTONHEAD-505471 MLS
Designed to blend contemporary architecture with classic 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.

$3,800,000
4 Beds ⋅ 6 Baths ⋅ 5,912 SqFt. ⋅ HILTONHEAD-503338 MLS
Currently under construction, this modern custom townhome offers marsh front views and scenic vistas of the Wexford golf course, just a short distance from the clubhouse and community pool. Thoughtfully designed for elevated Lowcountry living, the home features a chef's kitchen with custom cabinetry, premium appliances, and a dedicated scullery, opening to a spacious family room with fireplace. The primary suite is located on the first floor and includes a spa-inspired bath with custom vanity, a generous walk-in closet with direct access to the laundry room. Also on the main level are a private office and elevator access to all floors. The second floor offers an additional living room with gas fireplace and kitchenette, a second laundry room, and three ensuite guest bedrooms. A dedicated spa room provides space for a sauna and/or workout area and opens to a rooftop garden. The third floor features a versatile bonus space ideal for a media room, game room, or lounge, complete with built-ins, wet bar, fireplace, art room, and additional storage. Step outside to a private balcony with hot tub and a real wood-burning fireplace with gas starter. Additional highlights include a six-car garage with extensive walk-in storage and dedicated golf cart parking for up to three carts, spray foam insulation, tankless water heater, and modern construction throughout. Enjoy the Wexford lifestyle with a private marina on Broad Creek with a lock system, championship golf, tennis and pickleball, clubhouse dining, community pool, and a gated setting just minutes from Hilton Head Island beaches, dining, and shopping.

55 Wexford On The Green, Hilton Head Island

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

$3,595,000
3 Beds ⋅ 4 Baths ⋅ 3,764 SqFt. ⋅ HILTONHEAD-509826 MLS
Located in the charming South Wilson village 14 Refuge Street offers a rare opportunity just moments from the both the May River and Montage Palmetto Bluff. Built by H2 Builders and thoughtfully designed by Pearce Scott Architects, this 3-bedroom, 3.5-bath residence blends timeless Lowcountry architecture with sophisticated design and exceptional craftsmanship throughout. From the moment you enter, the quality and attention to detail are unmistakable. 11-foot ceilings define the main living level, while wide-plank oak flooring flows seamlessly throughout the home. Stunning trim work, custom millwork, and beautifully integrated built-ins create warmth, depth, and architectural character at every turn. The kitchen is both functional and striking, featuring floor-to-ceiling cabinetry that offers abundant storage while making a dramatic design statement. Anchoring the space is a coveted La Cornue double oven and range paired with a Sub-Zero refrigerator-an exceptional appliance suite that blends performance with timeless European style. Adjacent living and dining spaces feel both refined and inviting, ideal for entertaining or relaxed everyday living. The primary suite is ideally situated on the main level, offering comfort and privacy with elegant finishes and thoughtful detailing. Upstairs, two gracious guest suites provide welcoming accommodations for family and friends, complemented by a spacious flex room, dedicated office or bunk area, and a generous second-level porch that extends the living space outdoors. A large screened porch with fireplace creates a true year-round gathering space, seamlessly connecting indoor and outdoor living in classic Lowcountry style. Expansive porches, layered textures, and carefully considered architectural details throughout the home create an atmosphere that is both elevated and effortlessly livable. Additional features include a two-car garage plus a dedicated golf cart bay, offering both convenience and the quintessential Palmetto Bluff lifestyle. Beautifully executed and impeccably maintained, 14 Refuge Street presents an exceptional opportunity in one of the Bluff's most sought-after village settings.

14 Refuge Street, Bluffton

Listing courtesy of EXP Realty LLC.

$3,500,000
HILTONHEAD-429026 MLS
This could possibly be the last undeveloped parcel of this size on Hilton Head Island. Total acreage = 4.06. This parcel backs up to the fire department training center and the HH Airport. Plans to upgrade the current airport with 43k additional sq ft. New gates/jetways, more parking, enhanced security and modern baggage claim. FAA grant of $20 million will go toward the project budget of $53 million. This available 4 acre parcel will benefit from expanded and upgraded airport traffic! Currently zoned as "light industrial". Utility transformers on front and back right side corners. Convenient mid Island location.

00 Dillon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$3,499,995
5 Beds ⋅ 6 Baths ⋅ 3,680 SqFt. ⋅ HILTONHEAD-511517 MLS
Welcome to 164 Mooring Buoy-where timeless coastal elegance meets one of Palmetto Dunes' most coveted beachside locations. Perfectly positioned on the second row with direct access to the beach walkway, this exceptional five-bedroom, five-and-a-half-bath residence offers an effortless connection to more than three miles of Hilton Head Island's pristine Atlantic shoreline. Thoughtfully designed for sophisticated coastal living, this remarkable home blends timeless architecture, generous living spaces, and exceptional indoor-outdoor entertaining. A majestic canopy of centuries-old live oaks and a gracious circular drive create a memorable arrival, while the two-car garage and abundant parking provide convenience for family and guests alike. Impeccably maintained and thoughtfully updated, every detail reflects the pride of ownership and quality craftsmanship that define this extraordinary property. At the heart of the home, the beautifully appointed kitchen flows seamlessly into the expansive great room, where walls of glass invite natural light and open to an impressive outdoor living space. Step onto the spacious rear deck overlooking a sparkling heated pool and spa-your own private sanctuary for afternoon relaxation, evening gatherings, or peaceful mornings surrounded by the beauty of the Lowcountry. The luxurious main-level primary suite offers comfort and privacy, while four additional ensuite guest bedrooms provide elegant accommodations for family and friends. Multiple living and gathering spaces ensure everyone has room to relax, entertain, or create lasting memories after a day on the beach, golf course, or tennis courts. Whether hosting unforgettable celebrations, enjoying quiet moments beneath the oaks, or embracing the endless recreational opportunities of Palmetto Dunes, this home embodies the very essence of refined island living. Equally suited as a distinguished primary residence, an exceptional coastal retreat, or a premier investment with outstanding rental potential, 164 Mooring Buoy presents a rare opportunity to own an extraordinary beachside home within one of Hilton Head Island's most prestigious resort communities.

164 Mooring Buoy, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,499,000
9 Beds ⋅ 11 Baths ⋅ 5,300 SqFt. ⋅ HILTONHEAD-448624 MLS
Brand New Home Just Completed! 5,300 heated sq. ft. 9 BR's 10 1/2 baths. Private Infinity Edge Pool. Amazing ocean and marsh views from this ideal location. Finest finishes, details, trim, fixtures, appliances. Parking garage for 6+ cars, plus 4 on the driveway. Elevator. Penthouse gathering room with beamed ceilings, kitchen open to huge dining area and great room. Best views in the home are on this level, with a large covered porch to admire the sunshine, breathe in the salt air, gaze over the marsh and ocean, listen to the shore birds calling and celebrating another gift of a day! Brand new homes all around, resort style atmosphere. Just a short distance to the beach. Additionally, the open space to the side and rear of this home create a uniquely open feeling! New on the rental market, already a favorite, expected to generate significant income.

13 Bradley Circle, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$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.

$3,490,000
4 Beds ⋅ 5 Baths ⋅ 3,472 SqFt. ⋅ HILTONHEAD-430373 MLS
Delight in the welcoming luxury of this four-bedroom, four-and-one-half bath marshfront residence, and enjoy its convenient location with quick access to Moreland Landing boat launch and Moreland Village amenities, including dining, fitness, pools, bowling, and more. Full of character, this home’s primary living space seamlessly opens onto the rear porch to create an extended living room for year-round enjoyment of the marsh setting. The primary suite and two ensuite guest rooms are located within the main house while a one-bedroom guest suite with kitchenette is located over the garage. This home is short-term rental eligible.

455 Old Landing Road, Bluffton

Listing courtesy of Palmetto Bluff Real Estate Co.

$3,450,000
5 Beds ⋅ 5 Baths ⋅ 4,240 SqFt. ⋅ HILTONHEAD-511130 MLS
Built in 2018 by May River Custom Homes, 24 Rum Row delivers luxury coastal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

24 Rum Row, Hilton Head Island

Listing courtesy of Collins Group Realty.

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