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$1,750,000
4 Beds 5 Baths 4,100 SqFt. HILTONHEAD-510708 MLS
Perfectly positioned on a quiet cul-de-sac overlooking the 18th tee of Oyster Reef Golf Club, this extraordinary 4-bedroom, 4 1/2-bath residence offers 4,100 square feet of impeccably designed luxury in the heart of Hilton Head Plantation. Thoughtfully reimagined with exceptional craftsmanship, every detail reflects timeless elegance and modern sophistication. Soaring tongue and groove ceilings, premium finishes, and expansive living spaces create an inviting atmosphere for everyday living and entertaining. The chef's kitchen is a showpiece, featuring Thermador appliances, a stunning 12-foot leathered granite waterfall island, built-in wine refrigeration, and custom cabinetry. The adjoining family room is anchored by a dramatic 72-inch linear gas fireplace and walls of glass that open to an expansive screened porch with a tongue and groove ceiling, seamlessly blending indoor and outdoor living while showcasing sweeping golf views. Luxurious owner's and guest suites, exceptional quality, and state-of-the-art systems complete this remarkable Lowcountry retreat.

31 Oyster Bay Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,599,000
3 Beds 4 Baths 3,301 SqFt. HILTONHEAD-510996 MLS
Be Ready to enter a Beautiful Sophisticated Villa that has style and a Relaxed Atmosphere. This 3BR/3.5BA residence is on the 3rd floor and is being sold furnished. Located within the premier waterfront community of Grandview in Hilton Head Plantation. Grandview offers covered- assigned parking, community pool and easy access to golf, boating, dining and Tennis. Features two Spectacular porches that will truly amaze you and make outdoor Living Superior to anything you have ever seen. One Porch is located off the owner's suite and another off the Great Room. These porches were designed to capture the water views and views of Skull Creek Marina. Freshly painted, an interior designer added the final finishes to make this your Coastal Home

200 Grandview Court Unit 231, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,229,000
4 Beds 5 Baths 3,184 SqFt. HILTONHEAD-510880 MLS
JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

11 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$3,995,000
6 Beds 8 Baths 5,513 SqFt. HILTONHEAD-510828 MLS
Welcome to 10 Wexford Drive, an extraordinary custom-built home completed in 2023, showcasing the very best of luxury living in Wexford. Thoughtfully designed with impeccable attention to detail, this one-of-a-kind residence offers designer finishes, exceptional craftsmanship, and resort-style amenities. Opportunities to own a newly constructed custom masterpiece of this caliber are exceedingly rare. Grand ceilings with custom beams, designer lighting, and stunning architectural elements set the tone for the remarkable spaces that follow. The open-concept floor plan is anchored by a spectacular chef's kitchen featuring 2 oversized islands, top-of-the-line appliances, hidden coffee bar, and tucked wet bar or pantry. The formal living room is warm and inviting, highlighted by a beautiful gas fireplace and access to the outdoor living spaces. The adjoining dining room is anchored by a dramatic wine display wall that is both sophisticated and stunning. The family room with its own statement fireplace opens to an exceptional outdoor retreat, complete with a covered lanai, outdoor kitchen and grill, fireplace, multiple gathering areas, and a spectacular 2-tier pool design featuring an upper pool and spa cascading into a lower pool . Lush landscaping provides privacy, while an outdoor shower completes the resort-inspired setting. The luxurious primary suite features a striking fireplace, direct access to the pool deck, custom walk-in closet, dual water closets, double vanities, oversized shower, and soaking tub. 3 add'l guest suites with generous closets and beautifully appointed private baths are located on the main level, along with a half bath and laundry room. Above the 3-car garage, a dedicated home gym with a half bath and a guest room (currently used as an office) with an ensuite bath offer exceptional flexibility. The 6th bedroom suite is privately positioned on the 2nd floor, creating the perfect retreat for guests. Offering 6 bedrooms with ensuite baths, 2 half baths, private pool, and every luxury imaginable, this remarkable residence delivers an unparalleled lifestyle. Wexford members enjoy a private harbour and marina, Arnold Palmer Signature golf course, tennis, pickleball, croquet, clubhouse dining, fire pit gathering areas, and exciting new enhancements, including the recently opened Harbour Center and newly expanded clubhouse debuting this summer.10 Wexford Drive is more than a home-it's a statement of luxury, lifestyle, and timeless design.

10 Wexford Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,550,000
5 Beds 5 Baths 3,600 SqFt. HILTONHEAD-509916 MLS
Private dock on Leamington's 11-Mile Lagoon. A rare opportunity to own a waterfront property in Leamington, Hilton Head Island's premier private oceanfront community. Tucked away on a quiet cul-de-sac, this 5-bedroom or 4-bedroom-plus-office residence offers expansive lagoon views, exceptional privacy, and room for a pool.Designed for both everyday living and entertainment, the home features generous living spaces, hardwood flooring in the main living areas, abundant natural light, a fireplace, a wet bar, a screened porch, and a flexible floor plan. The kitchen offers ample counter space, an island with bar seating, and views of the surrounding landscape. Whether enjoyed as-is or transformed into a custom waterfront retreat, the possibilities are endless.Enjoy kayaking, fishing, wildlife watching, and peaceful evenings from your private dock overlooking the renowned 11-Mile Lagoon. Leamington residents enjoy private beach access, an oceanfront Beach Club, championship golf, world-class tennis and pickleball, miles of leisure trails, and all the amenities of Palmetto Dunes Oceanfront Resort. Unlike many Hilton Head communities, Leamington does not permit short-term rentals, preserving its exclusive residential character and tranquility.Private Dock. 11-Mile Lagoon Views. Private Beach Access. No Short-Term Rentals. OSCREA

17 Arthur Hills Court, Hilton Head Island

Listing courtesy of Engel & Volkers.

$3,300,000
4 Beds 5 Baths 3,771 SqFt. HILTONHEAD-509821 MLS
Deep water views of the Port Royal Sound at 10 Herring Gull in Hilton Head Plantation! Completely updated and offered in turnkey condition, this stunning one-level home showcases high-quality finishes and upgrades throughout. Enjoy breathtaking water views from nearly every room, a private pool and courtyard, and a thoughtfully designed floor plan perfect for everyday living or a lock-and-leave lifestyle. Featuring a gorgeous chef's kitchen, stylishly renovated bathrooms, and exceptional attention to detail throughout, this is a rare opportunity to own a beautifully updated home in one of Hilton Head Island's most sought-after communities. More photos and details coming soon!

10 Herring Gull Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$1,050,000
4 Beds 4 Baths 3,428 SqFt. HILTONHEAD-510654 MLS
Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

18 Saw Timber Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,199,500
4 Beds 4 Baths 3,228 SqFt. HILTONHEAD-509532 MLS
Nestled on a quiet cul-de-sac just steps from Port Royal Sound, this 4-bedroom, 3.5-bath home for sale on Hilton Head Island sits within the desirable Hickory Forest community inside the gates of Hilton Head Plantation. And the big-ticket items? Already handled with a 2025 roof and two new 2026's HVACs. Enter the large great room anchored by a gas fireplace and tall ceilings. Beautiful flooring flows throughout the living areas. The spacious kitchen features granite countertops and custom cherry cabinetry. Formal dining room and eat-in kitchen provides options for dining. The first-floor primary suite offers a luxurious renovated bath with a large walk-in shower and custom closet. A Carolina room, and a fabulous screened porch with a new hot tub provide plenty of options for outdoor living. Above the oversized two-car garage, a private guest suite with living area, bedroom, full bath, and private balcony is perfect for multigenerational living. Enjoy all that Hilton Head Plantation has to offer - golf, tennis, pickleball, pools, a private beach on Port Royal Sound, and miles of walking and biking trails - all within a gated community on Hilton Head Island, South Carolina.

2 Hermit Crab Court, Hilton Head Island

Listing courtesy of Keller Williams 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.

$1,302,000
5 Beds 4 Baths 3,450 SqFt. HILTONHEAD-510561 MLS
Lovingly cared for 5 bedroom, 3.5 bath home ideally situated on a desirable cul-de- sac near the front entrance of HHP. Sunlight fills the home through abundant windows, creating an open and inviting atmosphere. The private primary suite offers comfort and convenience, while the generous secondary bedrooms offer flexibility for family, guests or a home office. A stunning backyard portico serves as an outdoor living room, complete with a cozy fireplace, seating area, and serene backyard-perfect for year-round relaxation and entertaining. Recent upgrades include fresh exterior paint and new ductwork in 2025 and both the guest bath and half bath were updated this year, adding fresh style and modern finishes. A rare blend of natural light, thoughtful improvements, and continual attention to detail make this house stand out.

19 Parkwood Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

$1,400,000
3 Beds 4 Baths 3,462 SqFt. HILTONHEAD-510225 MLS
Fantastic location and effortless one-level living with no steps in Hilton Head Plantation! This bright, open, and airy home offers 3 bedrooms, 4 baths, and a desirable floor plan designed for comfortable Lowcountry living. The spacious primary suite features separate his-and-her vanities and a huge walk-in closet. The kitchen opens seamlessly to the family room, creating an ideal space for everyday living and entertaining. Enjoy your own private pool, high smooth ceilings, and a side-entry two-car garage. Perfect for a lock-and-leave lifestyle, the POA handles landscaping so you can spend more time enjoying everything this incredible location has to offer. Situated on the golf course and within near distance to the amenities of the country club, this home offers low-maintenance living in the heart of Hilton Head Plantation. Needs some minor updating but offers incredible potential in a highly desirable setting!

24 Glenmoor Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,600,000
3 Beds 4 Baths 3,301 SqFt. HILTONHEAD-508929 MLS
Experience exceptional Lowcountry living in this beautifully updated 3BR/3.5BA villa, all on one level, located within the premier waterfront community of Grandview in Hilton Head Plantation. Offering breathtaking water views of Skull Creek and Skull Creek Marina, this spacious villa combines elegant finishes, an incredible floor plan, and extensive recent upgrades with the convenience of covered parking, community pool, and easy access to golf, boating, dining, and shopping. Special features include extensive crown molding, exquisite wainscoting, designer lighting, newly refinished hickory flooring, new porcelain tile flooring in foyer, new interior paint, and redesigned & updated kitchen with 2024 appliances. The owner suite is your perfect sanctuary offering privacy and a spa-like bath. Outdoor living is truly exceptional with two impressive screened porches-one located off the owner's suite and another off the great room-both designed to capture the incredible water views and coastal breezes overlooking Skull Creek and the marina.Whether enjoying morning coffee, evening cocktails, or entertaining friends and family, these outdoor spaces create a truly special waterfront experience. Create a lifetime of memories with family and friends while enjoying panoramic water views, elegant finishes, and effortless coastal living.

200 Grandview Court Unit 221, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$3,295,000
5 Beds 5 Baths 5,019 SqFt. HILTONHEAD-510120 MLS
Welcome to 9 Promontory Court. This remarkable 5-bedroom, 5-bath residence enjoys a coveted location overlooking multiple holes of the George Fazio Golf Course, complemented by panoramic views of Palmetto Dunes' iconic 11-mile lagoon system. With remarkable craftsmanship and design, the home offers thoughtful entertaining spaces balanced by intimate guest retreats, creating an ideal blend of elegance and comfort. The open-concept kitchen serves as the heart of the home and multiple living spaces allow for optimal entertaining for both small and large gatherings. Beautifully crafted, high-end details elevate every room, including soaring ceilings, custom millwork, and floor-to-ceiling windows that bathe the home in natural light and showcase the stunning golf and lagoon landscape beyond. An elevator provides effortless access throughout the residence. Step outside to experience true Lowcountry living. Relax in the heated pool and spa, entertain effortlessly across expansive covered and uncovered outdoor living spaces, and gather around the newly installed outdoor fireplace for cozy evenings under the stars. Launch a kayak or boat from your private dock to explore the tranquil lagoon and fish for redfish, tarpon, and stripers. Offering exceptional privacy, peaceful water views, and beach access just minutes away, this remarkable property embodies the very best of Hilton Head luxury living.

9 Promontory Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,625,000
5 Beds 5 Baths 3,872 SqFt. HILTONHEAD-510379 MLS
Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,295,000
4 Beds 6 Baths 3,592 SqFt. HILTONHEAD-510274 MLS
LOCATED in Port Royal the oceanfront private community on Hilton Head. ON A 1.3 ACRE LOT with massive live Oaks and TIDAL VIEWS FOR MILES toward PORT ROYAL SOUND. Natural landscape changes constantly with the tides, showing changing colors of the Spartina grass. This home offers unmatched quietness and privacy to allow you to unwind and escape the daily rush. See a wide variety of birds, marine life and other animals like being in a private nature sanctuary. Outdoor kitchen pool, and gazebo for the firepit overlooking tidal marsh out to Port Royal Sound. Large porch overlooking the pool and Pool power room. The main house has a Master & Three bedrooms.. A large quest suite over the three-car garage. The garage has GREAT storage and workspace. The updated kitchen opens to a large dining area. This area is connected to two large sitting areas overlooking the tidal marsh. The 3-car garage has all built-in storage and epoxy floors. A total of 4 bedrooms with 4 full baths and 2 half baths ( one is by the pool) If you ever wanted to enjoy nature, this is the perfect location.

4 Hartford Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,100,000
5 Beds 6 Baths 4,494 SqFt. HILTONHEAD-510221 MLS
A great Indigo Run opportunity located on one of the best streets on the 16th green of the private course. This large 5 BR, 5.5 BA, fully updated home has the popular main floor layout buyers desire. An oversized primary with brand new beautiful bath, a large ensuite guest bedroom, a dedicated office, 2 great rooms, a large eat-in kitchen with many new appliances including large farmhouse sink, and all new Taj Mahal quartzite counters, a dry bar with 2 pull out drawer fridges, newly remodeled powder room, a dining room and laundry room with extra fridge all on the main floor. All new wide plank hardwood floors throughout common areas along with all new lighting and ceiling fans. Upstairs features 3 more oversized bedrooms all with completely new bathrooms. The exterior was just totally repainted as was most of the interior. Enjoy your outdoor newly expanded covered back porch and huge freeform pool inside a rare, totally enclosed, bug free screened-in lanai. This tropical paradise features a waterfall, all new tropical landscaping and brand new resurfaced pool and spa. A must see!

27 Cotesworth Place, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$6,995,000
5 Beds 7 Baths 4,655 SqFt. HILTONHEAD-510012 MLS
Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,350,000
3 Beds 4 Baths 4,228 SqFt. HILTONHEAD-510185 MLS
Rarely do you find this much space and privacy in a gated Hilton Head community. Situated on an exceptional 0.8-acre homesite in The River Club neighborhood of Indigo Run, this property was one of the premier lots selected during the community's early development. It enjoys a long, private lagoon view and an outstanding setting within this exclusive waterfront enclave. This 4,228-square-foot home complements such a great setting with a quality built high end home, featuring a dramatic two-story great room, formal dining room, living room, and a private office that could easily serve as a fourth bedroom. The spacious primary suite includes three walk-in closets and a private exercise room. Two spacious guest suites, each with its own bath, are located upstairs and take full advantage of the beautiful lagoon views. The Carolina room, located just off the kitchen, provides the perfect place to relax and enjoy the tranquil surroundings year-round. Additional highlights include a three-car garage and a large walk-in air-conditioned storage area on the second floor, adding convenience and functionality to what is truly one of Hilton Head's most unique offerings. Membership to The Golf Club at Indigo Run and its amenities is available but optional. The River Club residents also enjoy access to their own pickleball courts and swimming pool. Conveniently located just 10 minutes from the beach, 10 minutes from the island's main access points, and approximately 7 minutes from grocery shopping, this home offers an exceptional combination of privacy, location, lifestyle, and value. Some photos are virtually staged.

68 River Club Drive, Hilton Head Island

Listing courtesy of Charter One 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.

$1,590,000
4 Beds 5 Baths 3,506 SqFt. HILTONHEAD-508466 MLS
Three years young! One owner! Lovely Windmill Harbour home close to the marina on quiet (cul de sac) Sparwheel Lane. First floor features a chef's kitchen with quartz counters and center island facing family area with an electric fireplace - great for entertaining. Extra wide double sliders walk out to patio and gardens facing private wooded common land with easy walk to the marina for outdoor living. Rear kitchen/pantry/laundry provides ample storage and prep area. The home has a first floor primary with ensuite bath and walk-in closets for one floor living. Plenty of room for guests. The second floor features three bedrooms each with a bathroom and walk in closets as well as bonus room/office with bath and walk in closet. The house also has a full two car garage and walk in attic. Windmill Harbour is located on the Intercoastal Waterway at mile marker 558 and has 24 hour gated security. It is one of the only "locked" deep water marinas on the East Coast of the US maintaining a constant 8 ft depth and can accommodate yachts up to 70' LOA and 19 ft beam. It has fuel, 50 Amp electric and pump out service. It is home to the South Carolina Yacht Club (available with separate membership).

50 Sparwheel Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$6,850,000
4 Beds 5 Baths 5,017 SqFt. HILTONHEAD-510196 MLS
Welcome to 5 Marsh Drive - a private coastal sanctuary where craftsmanship meets sweeping Calibogue Sound views. Set on an oversized lot with 275 feet of breathtaking water frontage, this 4BR/4.5BA custom home overlooks the 17th green and down the 18th tee and fairway of Harbour Town Golf Links. Guests are welcomed by glowing gas lanterns and a gracious entry that opens to nearly 18-foot living room ceilings, extra-wide hallways, and exquisite crown moldings throughout. Designed for elegance, ease and comfort, the home features a 3-stop elevator, 3-car garage, and a handicap-accessible guest suite above the garage. The primary suite is a true retreat, highlighted by a dream-worthy, movie-set caliber closet - thoughtfully designed, beautifully finished, and as functional as it is stunning. Outdoor living is nothing short of spectacular - a heated saltwater infinity pool, fire pit, and a fully equipped outdoor kitchen with a remote-controlled screen enclosure for year-round enjoyment. To the side, a large private garden unfolds with winding pebble pathways beneath majestic live oaks and natural Lowcountry vegetation - your own secluded oasis. This home was built with love. With panoramic views, timeless architecture, and unmatched privacy, this is a rare offering that truly does not come along often.

5 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Greenplate Group Brokered by eXp Realty.

$2,200,000
3 Beds 5 Baths 3,633 SqFt. HILTONHEAD-509083 MLS
Absolutely stunning contemporary waterfront home located in the gated Bermuda Pointe community, offering luxury coastal living with breathtaking direct water views. Completely rebuilt in 2011, this exceptional residence features 3 bedrooms, 5 bathrooms, and a spacious 3-car garage. Thoughtfully designed with high-end finishes throughout, the home showcases solid wood 8-foot doors, three fireplaces, and sophisticated architectural details that elevate every space. Designed for both entertaining and everyday living, the home features a true chef's kitchen with premium appliances and finishes, a spacious butler's pantry, and expansive living areas filled with natural light. The luxurious primary suite offers a private sitting area with fireplace, access to an all-glass sunroom overlooking the water, separate his-and-hers baths, oversized walk-in closets, and an impressive 6' x 7' steam shower creating a true spa-like retreat. Additional highlights include a dedicated office, private four-stop elevator, and seamless indoor-outdoor living spaces throughout. The rooftop entertainment area is truly exceptional, featuring a full outdoor kitchen, built-in grill and bar area, full bath off fourth floor deck, covered wood-burning fireplace, and TV lounge space - all perfectly positioned for unforgettable sunsets and star-filled evenings. Complete with a private pool and access to a community dock, this extraordinary waterfront property offers a rare opportunity to enjoy upscale Lowcountry waterfront living in a private gated setting on Hilton Head Island.

54 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,560,000
5 Beds 5 Baths 3,800 SqFt. HILTONHEAD-509591 MLS
Sweeping 180-degree golf and lagoon views overlooking the 12th hole in Long Cove Club set the stage for this extraordinary Wayne Wyndham architectural masterpiece. This 5 bedroom (or 4 Bedroom plus office w/bath) and 4.5 Bath home has dramatic angled lines, soaring vaulted cypress ceilings, and walls of glass create a striking blend of warmth, light, and modern elegance. Designed for effortless luxury living and grand-scale entertaining, the chef's kitchen features dual 8-foot islands, premium Thermador appliances, an indoor gas grill, and a built-in bar that seamlessly connects to the expansive living spaces.The thoughtfully designed first-floor living plan includes a stunning owner's suite with spa-inspired bath and private outdoor shower, spacious great room, elegant dining room with coffered ceiling, and a media room/office outfitted with four TVs. A screened porch with fireplace overlooks the award-winning infinity-edge pool, hot tub, golf course, and lagoon beyond - creating a true private resort experience. Additional highlights include an oversized lot, sunny laundry room with butler's pantry, 1,300-bottle wine cellar, and an exceptional multi car (up to 8!) garage rarely found in luxury golf properties. A remarkable offering that blends architectural significance, breathtaking views, and unparalleled lifestyle in one of the Lowcountry's premier private communities.

14 Mckays Point Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Howard Hanna Allen Tate Lowcountry.

$9,375,000
5 Beds 6 Baths 5,837 SqFt. HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,825,000
4 Beds 5 Baths 3,622 SqFt. HILTONHEAD-508280 MLS
Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,550,000
4 Beds 4 Baths 3,865 SqFt. HILTONHEAD-509910 MLS
Step into this stunning 4 bedroom home featuring a great room with soaring 12-foot ceilings, a light-filled atmosphere, and a 4 Car Garage. You will love the wall of windows showcasing the expansive water-to-golf course views. The spacious kitchen is a chef's dream, appointed with an induction stovetop and double ovens, while beautiful floors flow throughout. The primary suite is features a spa-like bathroom, a custom walk-in closet and the rare convenience of a Magic Lift. A seldom-found second complete living area provides incredible flexibility for guests or multigenerational living. Built for those who appreciate quality this home offers an impressive list of upgrades including newer HVACs, a 2023 roof, and a spray-foamed attic for exceptional energy efficiency. A Magic Lift staircase adds easy attic access for storage, while the professionally landscaped grounds enhance the home's wonderful curb appeal. All of this is nestled within the prestigious gated community of Hilton Head Plantation, ideally situated close to top schools, beaches, and shopping.

30 Knollwood Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$1,475,000
5 Beds 6 Baths 4,421 SqFt. HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

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