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99 Mooring Buoy, Hilton Head Island
$3,300,000
CLOSED Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 5,300 SqFt. ⋅ HILTONHEAD-454917 MLS
Ideally situated just four rows from the Atlantic Ocean in prestigious Palmetto Dunes, 99 Mooring Buoy is a masterfully designed six-bedroom, six-and-a-half-bath coastal retreat offering refined living across three spacious levels. Positioned directly across from the beach path and moments from the Robert Trent Jones Oceanfront Golf Course, this residence presents an exceptional lifestyle of luxury, leisure, and location.From the moment you step inside, natural light pours through oversized windows, illuminating a warm, coastal-inspired interior. The main living room welcomes you with plush seating, a 77" flat-screen TV, and a relaxed yet elegant gathering space. Entertain with ease in the formal dining room with seating for ten or host intimate meals at the adjacent breakfast nook.At the heart of the home, a chefs kitchen impresses with top-tier appliances, custom cabinetry, and abundant prep space, tailor-made for everything from quiet breakfasts to holiday hosting.With six beautifully appointed bedrooms, each with its own private en suite, this home was built with families, guests, and multi-generational living in mind. Two luxurious primary suites, located on separate levels, provide privacy and indulgence, featuring spa-like baths with soaking tubs, walk-in showers, and double vanities.The upper-level lounge offers a second living area complete with a 65" TV, sleeper sofa, wet bar, and mini fridge, perfect for movie nights, kids' hangouts, or casual entertaining. Outdoors, your private sanctuary awaits. A sparkling pool, lush landscaping, multiple dining areas, and a covered lounge invite you to relax, recharge, and enjoy the Lowcountry breeze.From sunrise walks on the sand to sunset soirees by the pool, this home captures the spirit of Hilton Head Island living, luxurious, effortless, and timeless.

99 Mooring Buoy, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Southern Coast Realty LLC.

56 Wexford Club Drive, Hilton Head Island
$5,800,000
CLOSED Status ⋅ 4 Beds ⋅ 7 Baths ⋅ 6,013 SqFt. ⋅ HILTONHEAD-454507 MLS
Stunning estate for those who love deeply, live fully & entertain effortlessly. Set on one of Wexford’s best harbour front/golf view parcels. Custom built like a castle yet welcoming & fun for gathering indoors & out—all year round.6,013 sf of timeless craftsmanship:Chef’s kitchen & Luxe finishes. 4 ensuite BRs, office/wine room, leisure room w/ wet bar & pool table, 3-stop elevator, pull-thru garage for 5 cars. Private dock for 70-ft yacht-no bridges, easy lock access. Pool/spa, screen porch w/fireplace & grill. Curved doors, stone columns, French Oak & Stone floors, Hebel block construction.The kind of home where holidays are unforgettable & every day feels like one.

56 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: William Raveis - Carolina LLC.

5 Twin Pines Road, Hilton Head Island
$4,150,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 6,084 SqFt. ⋅ HILTONHEAD-454296 MLS
A distinguished residence set on a rare estate-sized lot showcases exceptional craftsmanship. The home features impressive ceiling heights on both levels, complemented by transom windows and wide plank flooring. Striking impact windows frame majestic oak trees, providing elegant shade, with the lush greenery of Heron Point visible in the distance. The kitchen is designed for both form and function, enhanced by a butler's pantry for added convenience. 4 spacious bedroom suites, with multiple options for a fifth bedroom, ensure comfort for all. Conveniently close to Harbour Town, beaches, tennis, restaurants, shops, and the forest preserve.

5 Twin Pines Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Sea Pines Real Estate - Beach Club.

2 Talon Ct, Hilton Head Island
$1,755,000
CLOSED Status ⋅ 6 Beds ⋅ 6 Baths ⋅ 3,641 SqFt. ⋅ HILTONHEAD-454249 MLS
Discover this retreat just a half-mile from Fish Haul Beach with Port Royal Sound views. This 6br, 5 1/2 bath oasis sleeps 20 w/ plenty of living space. Discover a sanctuary w/ newly appointed kitchen's state-of-the-art appliances & ample storage-perfect for entertaining. Spacious living room is ideal for movie nights, while adjoined porch provides ample seating & grill for outdoor gatherings. Unique layout features multiple cozy decks and porches with swings, a salt water heated pool in a private yard, chef’s kitchen, and luxe indoor/outdoor living. Enjoy ocean views, upscale finishes, putting green, and beach access-a rare coastal gem!

2 Talon Ct, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Harbour & Home Real Estate.

3 Myrtle Lane, Hilton Head Island
$2,450,000
CLOSED Status ⋅ 7 Beds ⋅ 7 Baths ⋅ 4,027 SqFt. ⋅ HILTONHEAD-454425 MLS
Step into your own private paradise with this expansive backyard retreat, perfect for entertaining or unwinding in style. The centerpiece is a sparkling in-ground pool surrounded by lush landscaping and elegant lounge chairs that invite you to soak up the Lowcountry sun. As evening falls, gather around the firepit for cozy conversations under the stars. Multiple outdoor seating areas offer the ideal setting for al fresco dining, weekend barbecues, or simply enjoying the serenity of your surroundings. Located in the sought-after South Forest Beach community of Hilton Head Island, just across the street from the beach access, this interior designer-inspired, coastal chic retreat offers the perfect blend of elegance & comfort. Offering 7 bedrooms including a vibrant bunk room that sleeps six there is room for everyone to unwind in style. Step inside & be greeted by soaring ceilings and an airy open floor plan that effortlessly connects indoor & outdoor living. The heart of the home is the expansive chefs kitchen. This home has an excellent rental history with many return visitors, but the comfortable style would also make an excellent primary or second home!

3 Myrtle Lane, Hilton Head Island

Listing courtesy of HH Island Real Estate and Rentals. Selling Office: C 21 A Low Country Realty.

1 Rum Row, Hilton Head Island
$2,795,000
CLOSED Status ⋅ 6 Beds ⋅ 6 Baths ⋅ 3,350 SqFt. ⋅ HILTONHEAD-454050 MLS
This coastal Nantucket-style beach home, fully renovated & furnished, features a separate carriage house, gazebo, expansive saltwater lap pool & a workshop, all just a short walk to beach. 1 Rum Row offers an open floorplan w/ sweeping views of Robert Trent Jones course 15th hole, abundant natural light, 2 living rooms, primary BDRM on main floor. Exceptional craftsmanship & high-quality interior finishes. Situated on a half-acre of meticulously maintained grounds, this Lowcountry home radiates warmth, personality & charm. An ideal primary, second home or vacation rental. Projected rental income $208,000. A rare find! Owner is SCREA.

1 Rum Row, Hilton Head Island

Listing courtesy of Alliance Group Realty/Howard Hanna Tate. Selling Office: Keller Williams Realty.

4 Saint Johns Place, Hilton Head Island
$1,800,000
CLOSED Status ⋅ 6 Beds ⋅ 6 Baths ⋅ 5,163 SqFt. ⋅ HILTONHEAD-454293 MLS
Tucked away on a private, oversized lot in Shipyard, this classic Lowcountry home offers timeless charm and coastal comfort. Heart pine flooring adds warmth, while a wide wraparound porch welcomes you, and the screened-in rear porch and spacious deck invite outdoor living. Inside, large bedrooms, elevator access and ample living space provide flexibility and comfort. The garage apartment is ideal for guests. New roof installed in 2026! Surrounded by lush landscaping on a quiet street and just moments from the beach, golf, and bike trails, this well-maintained home is the perfect second home or short term rental property, in one of Hilton Head's most beloved communities.

4 Saint Johns Place, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Keller Williams Realty.

40 Plantation Drive, Hilton Head Island
$2,900,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,794 SqFt. ⋅ HILTONHEAD-453645 MLS
Enjoy breathtaking views of 8th pin of Heron Point Golf Course. Located on a private cul-de-sac lot. The gracious main-level primary suite offers serene lagoon and green views, a spa-like ensuite with an additional 4 bedrooms Designed for both entertaining and everyday living, the home six distinct outdoor spaces. The chef’s kitchen with expansive island seats eight, while the dining area comfortably hosts gatherings of sixteen or more. “The Nest”—a private, 850+ sq. ft. guest suite offering its own full kitchen, dining space overlooking the screened pool, laundry, full bath, and spacious living area with built-ins and two queen beds.

40 Plantation Drive, Hilton Head Island

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

17 Atlantic Pointe Drive, Hilton Head Island
$5,020,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,501 SqFt. ⋅ HILTONHEAD-453573 MLS
Introducing an iconic coastal view beyond compare. Perfectly positioned on one of Sea Pines most coveted streets, 17 Atlantic Pointe captures a one-of-a-kind scene - the rolling green of Atlantic Dunes iconic 15th hole, seamlessly giving way to the endless horizon of the Atlantic Ocean. Walls of windows flood the interiors with natural light and frame postcard-worthy vistas from nearly every room. Two primary suites, an elevator, and an extraordinary outdoor setting invite effortless coastal living. Meticulously maintained with an extraordinary backdrop, this residence allows you to bring your own aesthetic vision to life. Private beach access, pool, tennis, and pickleball for Atlantic Pointe residents and guests. Tucked at the quiet end of a cul-de-sac, this home blends architectural elegance, exclusivity, and a view that will never be duplicated. Don't miss this once-in-a-lifetime opportunity.

17 Atlantic Pointe Drive, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty. Selling Office: Hilton Head Luxury Homes, Inc.

6 Overlook Pl, Hilton Head Island
$7,050,000
CLOSED Status ⋅ 6 Beds ⋅ 9 Baths ⋅ 7,789 SqFt. ⋅ HILTONHEAD-453976 MLS
Unobstructed ocean views define this 1.16-acre Hilton Head Island estate cocooned in the privacy of a double lot. Designed for both quiet comfort and large-scale entertaining, noteworthy features include a temperature-controlled wine cellar for 1,000 bottles, an outdoor sports area with basketball, bocce, and shuffleboard, a beachfront putting green, a resort-style pool, and an outdoor kitchen. High ceilings and boundless windows allow for serene ocean vistas from the home's grand interiors, while coffered ceilings add to its timeless luxury. Complete with a temperature-controlled four-bay garage - this is the home for a true collector.

6 Overlook Pl, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Keller Williams Realty.

3 Port Tack, Hilton Head Island
$5,050,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 5,560 SqFt. ⋅ HILTONHEAD-453496 MLS
Live the ultimate Hilton Head lifestyle in this elegant lagoon-front estate, just minutes from the beach. Crafted for relaxed luxury, this home invites you to unwind, entertain, and savor every moment—whether dining al fresco, lounging by the pool or fireplaces, or enjoying tranquil water views from your screened living areas or private dock. Highest quality finishes and furnishings throughout offer coastal comfort with inviting spaces curated for connection and calm. Every detail, from the chef’s kitchen to the serene primary suite, enhances the experience of effortless island living. Offered fully furnished with designer touches throughout.

3 Port Tack, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Alliance Group Realty/Howard Hanna Tate.

6 Linden Place, Hilton Head Island
$1,600,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 3,984 SqFt. ⋅ HILTONHEAD-453292 MLS
MASSIVE PRICE REDUCTION--Sellers relocation forces sale below market new construction pricing! Nestled at the end of a quiet cul-de-sac on one of the largest homesites in Indigo Run (.68 acres), this 2023 custom-built home offers refined Lowcountry living with serene lagoon views, soaring eagles, and graceful great white egrets as your daily backdrop.Designed with timeless elegance and modern comfort, the home features wide-plank white oak floors, handcrafted inset wood cabinetry, a custom banquette, and a gas fireplace. Walls of impact-rated windows fill the space with light and frame the tranquil outdoor scenery. The screened-in patio with fire pit is perfect for year-round enjoyment.The thoughtful split floor plan ensures privacy and flow, with a luxurious primary suite overlooking the lagoon and 11th hole of the Golden Bear Golf Course. Three additional bedrooms each offer ensuite baths and are located on the opposite side of the home for ultimate guest comfort.Upstairs, a fully furnished bonus retreat includes a top-of-the-line ping pong table, kitchenette with wine cooler and microwave, 2 TVs, a home gym complete with elliptical and recumbent bike, and a full bathroom perfect for entertaining or multigenerational living. Additional highlights include a fully insulated walk-in attic, an oversized 3-car garage with an EV charger, and ample storage throughout. Residents of Indigo Run can enjoy resort-style amenities: tennis, pickleball, swimming, fitness center, dining, and a vibrant social calendar. No golf or equity membership required. EASY TO SEE & SHOW.

6 Linden Place, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: EXP Realty LLC.

22 Trimblestone Lane, Hilton Head Island
$1,700,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,499 SqFt. ⋅ HILTONHEAD-453558 MLS
Welcome to a bright and inviting Lowcountry-style home in the private, amenity-rich Long Cove Club. Tucked away on a quiet cul-de-sac, this golf view residence offers a serene escape with a very private pool and spa—perfect for relaxing, entertaining, or enjoying the outdoors in peace. From the moment you arrive, the large front porch invites you to slow down and stay awhile. Inside, natural light fills the home, creating an airy & comfortable atmosphere. The heart of the home is the spacious kitchen, beautifully outfitted with quartzite countertops, Wolf appliances, and plenty of room to cook, gather, and entertain. New Roof in 2023.

22 Trimblestone Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Harbour & Home Real Estate.

10 Wood Ibis Road, Hilton Head Island
$2,570,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-453007 MLS
Beach-filled days are best enjoyed in this short term rental powerhouse in Sea Pines Resort! This near-ocean 5th row home boasts 5 en-suite bedrooms, a den that doubles as a sixth bedroom and built in elevator shaft. The home's kitchen features stainless appliances, gas range, double ovens and dishwashers and spacious island. The large garage accommodates an array of recreational spaces while the paver patio with swimming pool is the key spot for relaxation. Recent upgrades include new plumbing, electric, impact windows and pool heater. This ultimate second home or investment property lies just minutes from Sea Pines' world-class amenities.

10 Wood Ibis Road, Hilton Head Island

Listing courtesy of The Hilton Head Agency. Selling Office: Beverly Serral Signature Properties.

25 Starboard Tack, Hilton Head Island
$2,600,000
CLOSED Status ⋅ 7 Beds ⋅ 7 Baths ⋅ 6,180 SqFt. ⋅ HILTONHEAD-453048 MLS
Castle by the Sea! Income-generating 7BR home with 6 ensuite baths, custom closets, and multiple living spaces in a solid concrete build. Includes a 8th non-conforming bedroom as an owner’s lockout. Fully remodeled with newer geothermal systems, fresh paint, updated kitchen and baths, furnishings, and a pool heater. 12 foot ceilings throughout, heated and cooled floors with wood inlays, custom cabinetry and huge playroom. Four garages for multiple vehicles. Southern-facing views of the 11-mile lagoon. Private beach access close by. Located in Palmetto Dunes—Hilton Head’s top resort with 3 golf courses, pickleball, marina, dining, and shops.

25 Starboard Tack, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: Coldwell Banker Access Realty.

80 Bridgetown Ln, Hilton Head Island
$7,377,000
CLOSED Status ⋅ 8 Beds ⋅ 15 Baths ⋅ 18,056 SqFt. ⋅ HILTONHEAD-452855 MLS
This architectural masterpiece spans two waterfront lots and features a primary residence and guest home. The estate offers eight bedrooms, eleven full baths, and four half baths. Exceptional amenities include a grand foyer, a great room with coffered ceilings, a gourmet kitchen, a movie theater, a bowling alley, a media room, and a wine cellar. Additional highlights include an elevator, extensive millwork, an outdoor kitchen, pool, hot tub, Koi pond, piers, five fireplaces, a seven-car garage, and a spa area. This one-of-a-kind property does not exist anywhere else! Enjoy all that Wexford has to offer along with the luxury of 80 Bridgetown!

80 Bridgetown Ln, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Charter One Realty.

16 Oyster Shell Lane, Hilton Head Island
$5,500,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 9,287 SqFt. ⋅ HILTONHEAD-452750 MLS
Stately, Sound front home with Ocean views. 199 ft of Waterfront. Water views from every room to include Ocean, Sound, Lagoon and #6 Oyster Reef Golf green. The home boasts man-made and natural elements that make it Dazzle. Designed for Cooking and Entertaining with large open concept spaces surrounded by glass. Well designed Chefs Kitchen to include Sub zero refrigerators, Wolf cooktop and Miele appliances. Formal living spaces include Cypress ceilings, Rosewood inlays, White Oak flooring, Teak inlays and 2-story Stone and Copper clad Fireplace. Expansive Resort style Pool with Spa, Wading area, new decking and Pool House. 4 Car Garage with quiet lift door mechanisms. Glass door Elevator, Wine Room, Den, Game & Theater rooms.

16 Oyster Shell Lane, Hilton Head Island

Listing courtesy of Lighthouse Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

36 Ruddy Turnstone Road, Hilton Head Island
$7,300,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 5,386 SqFt. ⋅ HILTONHEAD-452596 MLS
Own this architecturally custom-crafted 5BD/6.5BA, 1st row, oceanfront masterpiece in the world-class Sea Pines community on Hilton Head Island. Dramatic ocean views, substantial woodwork, custom beams, solid 8’ doors & skylights that bathe the space in natural light & beauty. Large gathering spaces including expansive great room, screened porch, multiple outdoor decks, study, oversized bdrms & massive bonus/rec room. Private walkway to beach + pool. Primary, vacation home, or a coveted short-term rental. The home is set back on a large lot w/ pines, live oaks & a natural landscape yet the ocean waves & sandy beach still take center stage.

36 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Sea Pines Real Estate - Beach Club.

38 N Calibogue Cay Road, Hilton Head Island
$4,200,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,469 SqFt. ⋅ HILTONHEAD-452346 MLS
On Calibogue Cay's tree lined road, the classic southern features of 38 beckon, with wraparound porches, double stair entry and deep eaves. Heritage live oaks and brick elements enhance the elegant façade. Water laps against the boat dock as sunlight dances on the tidal creek and private pool, tracing its east-west path over the property. Inside, custom lighting highlights warm European oak floors, complemented by bespoke cabinetry and millwork, elevating everyday existence into a luxury experience. This exceptional home offers 4 BD suites, 2 levels of indoor+out entertaining, 3 fireplaces, 3-stop elevator, 4+-car garage, ample storage.

38 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: William Raveis - Carolina LLC.

15 Grey Widgeon Road, Hilton Head Island
$10,575,000
CLOSED Status ⋅ 7 Beds ⋅ 9 Baths ⋅ 6,200 SqFt. ⋅ HILTONHEAD-452384 MLS
An ocеanfront maѕtеrpіесe dеѕigned for elevated сoаstal living and exceptional entertaining. The open great room - anchored by a coffered ceiling and fireplace-flows seamlessly into an expansive chef's kitchen with a generous center island and an ocean-view dining area. On the main level, the primary suite enjoys serene pool-to-ocean vistas, while a private study with sleeper sofa and adjacent full bath offers flexible accommodations. Upstairs, four guest suites capture sweeping ocean views, complemented by two bunk rooms-each with its own full bath-creating an ideal retreat for multi-generational gatherings. Outdoors, a resort-caliber setting awaits: a large private pool with heated spa and separate children's pool, plus an exclusive boardwalk leading directly to the beach. A covered patio with outdoor kitchen, spacious dining area, and TV lounge completes the experience-perfect from sunrise coffee to evening cocktails. Solar panels support efficient heating and cooling. Proven rental performance exceeds $500,000 in 2024 and 2025. For the discerning oceanfront buyer, this is a must-see.

15 Grey Widgeon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Harbour & Home Real Estate.

34 Brams Point Road, Hilton Head Island
$6,750,000
CLOSED Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 7,037 SqFt. ⋅ HILTONHEAD-452018 MLS
Absolutely stunning Spanish Wells deep waterfront estate situated perfectly on a 1.5 acre gorgeously landscaped property. Custom designed and exquisitely built for current owners inspired by their previous Richmond, VA home. 6 bedrooms & 6 baths plus 2 half baths, perfect in-law suite with full kitchen, majestic entry foyer with grand staircase, walnut paneled den/office, open & well-appointed kitchen to warm and inviting family room, first floor master suite all with amazing sunset views out to the dock on the Calibogue sound. Don't miss the incredible climate-controlled wine room, full home generator, elevator and so much more. Interior 7037SF + 1339 SF of additional covered space and a 550 SF Garage. One of the finest custom homes on Hilton Head!!

34 Brams Point Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Sea Pines Real Estate - Beach Club.

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