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63 Bridgetown Road, Hilton Head Island
$3,600,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 7,196 SqFt. ⋅ HILTONHEAD-502080 MLS
Experience stunning harbourfront living at 63 Bridgetown Road, where sweeping views of Wexford Harbour and the Clubhouse set the stage for breathtaking sunsets and elegant Lowcountry living. Two levels of rear decks, a 70' private dock, and a private pool with a covered lanai create an unmatched setting for outdoor entertaining and relaxation.Inside, the main level offers a spacious and thoughtfully designed layout perfect for both everyday comfort and hosting guests. The home features a formal living room, a cozy family room off of the spacious kitchen, a dedicated office, and a formal dining room. The main-level primary suite is exceptionally large, showcasing beautiful harbour views, dual walk-in closets, and luxurious finishes. A powder room, convenient laundry area, and easy elevator access complete this level, blending elegance with practicality.Upstairs, you'll find the second primary suite along with two additional ensuite bedrooms. A generous game room with a bar and full bath adds to the versatility of the space - it can easily serve as a fifth bedroom, media room, or entertainment area. A second laundry room adds convenience for upper-level living.On the ground level, a finished drive-through garage offers exceptional functionality with room for four or more vehicles-a rare feature in Wexford that combines practicality with luxury.As a Wexford resident, you'll enjoy world-class amenities including a private marina, championship golf, tennis and pickleball courts, croquet, clubhouse dining, a resort-style pool complex, and a vibrant year-round social calendar. Exciting improvements are underway - an expanded Clubhouse and a brand-new Harbour Center are scheduled for completion in April 2026, enhancing Wexford's already unmatched lifestyle experience.With timeless design, versatile living spaces, and spectacular sunset views, 63 Bridgetown Road stands as a truly remarkable waterfront residence in one of Hilton Head Island's most distinguished private communities.

63 Bridgetown Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Luxury Homes of Hilton Head.

15 Harrogate Drive, Hilton Head Island
$3,000,000
CLOSED Status ⋅ 4 Beds ⋅ 7 Baths ⋅ 6,828 SqFt. ⋅ HILTONHEAD-501781 MLS
15 Harrogate Drive presents a rare opportunity to own a 6,828-square-foot masterpiece in the heart of Wexford. Built with concrete and steel framing, finished in stucco and stone with a terracotta tile roof, this residence showcases extraordinary construction quality and timeless design. Inside, the open living space, complete with a grand fireplace, flows seamlessly into the chefs kitchen with a butlers pantry, a well-equipped granite-topped bar, and dedicated wine closet. Elegant travertine and hardwood floors, exquisite millwork, designer lighting, and refined details elevate every corner. The main-level primary suite is a true sanctuary, featuring stunning suede wallpaper, a striking gas fireplace, lanai access, a sitting area, dual baths with multiple showers and water closets, a soaking tub, a private laundry, and separate walk-in closets. Upstairs, three generously sized en-suite bedrooms offer space and privacy. One includes a sitting area, oversized bath, and an extra-large seasonal closet, and two enjoy direct access to the upper deck. A morning kitchen, full second-floor laundry room, and a 4-stop elevator add everyday convenience. The three-car garage, with direct elevator access, ensures effortless movement across all levels. Outdoor living is equally remarkable, with a picturesque English garden and a private pool setting the stage for refined Lowcountry living. A covered lanai, pool bath, and grilling station complete this unmatched entertaining space.Custom, high-end furniture by Seasons Interior Designs is also available for purchase outside the sale, offering a turnkey opportunity to enjoy this homes beauty immediately.As a Wexford resident, youll enjoy premier amenities including a private marina, championship golf, tennis, pickleball, croquet, clubhouse dining, community firepit, and a resort-style pool complex. Even more exciting, a newly expanded Clubhouse and brand-new Harbour Center are under construction, with completion expected in April 2026 - further elevating Wexfords reputation as Hilton Heads most distinguished private community.15 Harrogate Drive is stunning inside and out - an exceptional Wexford residence where extraordinary design meets world-class amenities.

15 Harrogate Drive, Hilton Head Island

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

37 Dune Lane, Hilton Head Island
$7,060,000
CLOSED Status ⋅ 7 Beds ⋅ 8 Baths ⋅ 5,918 SqFt. ⋅ HILTONHEAD-501714 MLS
Located along the sought-after North Forest Beach shoreline, this oceanfront estate offers nearly 6,000 square feet of living space, panoramic ocean views, and a layout ideal for hosting family and friends. With seven bedrooms and seven full bathrooms, the home combines comfort, privacy, and function in one of Hilton Heads most desirable locations. Additional features include an elevator, high ceilings, two laundry areas, ample storage, an oversized garage that can fit up to 10 cars, lush landscaping, and a private pool and spa. Each bedroom is generously sized, with several suites offering oceanfront balcony access. The chefs kitchen is equipped with GE Monogram appliances, granite countertops, and opens to a living and dining area. The private pool is tucked behind the dunes, while the beach is just steps away via a short private path. Perfectly situated less than half a mile from Coligny Plaza, the home offers easy access to shopping, dining, and island amenities. An exceptional rental performer, 37 Dune Lane offers a rare opportunity to own a true oceanfront retreat in the highly desirable North Forest Beach area.

37 Dune Lane, Hilton Head Island

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

5 Sandy Beach Trail, Hilton Head Island
$2,351,000
CLOSED Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 5,638 SqFt. ⋅ HILTONHEAD-501327 MLS
This beautiful oceanside luxury home in the luxurious Burkes Beach Community is close enough to hear the waves and only four rows away from the best beach on Hilton Head Island! It is already a successful short-term rental and is projected to do $266k. A professional cost analysis [Request the Document for Review] projects positive cash flow with only 25% down and over $140k positive cash flow in a full cash purchase. The home boasts an open floor plan that connects the kitchen, dining area, and main living area. Six bedrooms, including two large primary suites, four spacious bedrooms, and 6.5 bathrooms, provide ample space for large groups. Don't miss the huge game/recreation area, complete with a full bathroom, next to the heated pool. The area features a terrific entertaining space and multiple balconies, allowing everyone to spread out. It's easy to notice how well this home is built when inside. A huge plus and piece of mind feature is impact-resistant windows throughout, and it has newer HVAC systems and a roof (installed in 2023). A 3-stop elevator provides easy access to all levels. This is the perfect income-producing opportunity and a short walk to the best beach on Hilton Head Island. As a bonus, town-maintained Chaplin Park, conveniently located just a short walk away, it has tennis, basketball, a dog park, pavilions, soccer fields, and much more. With over 200 restaurants and bars, world-class golf, 70+ miles of public bike paths, plus so many other excellent island amenities, it's no wonder that Hilton Head is rated America's best island! Take this opportunity to own a slice of paradise on the island you love that actually puts money in your pocket every year!

5 Sandy Beach Trail, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Collins Group Realty.

46 Wexford Club Drive, Hilton Head Island
$3,600,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 6,438 SqFt. ⋅ HILTONHEAD-500453 MLS
This extraordinary Wexford residence combines timeless craftsmanship, elegant design, and unmatched harbour views in one of Hilton Head's most prestigious private communities, all with your own private 70' boat dock! Built of concrete and steel, the home showcases exceptional construction quality and refined details throughout. A grand foyer with a floating staircase sets the tone, leading to formal living and dining rooms with intricate millwork, arched entries, and custom moldings. A private office/parlor offers a quiet retreat, while a wet bar with wine refrigeration enhances the homes entertaining appeal. Panoramic harbour views flood the open kitchen, family room, and breakfast area with natural light, making the space feel as if you are suspended above the water. Outdoor living is equally impressive, featuring a raised infinity-edge pool set against the dramatic harbour backdrop. On the main level, the spacious primary suite features a sitting area, expansive bath, and large closet, creating a private sanctuary. Upstairs, two versatile multipurpose rooms connect seamlessly, one with a bar with a beverage refrigerator and an icemaker serving both spaces. From here, step onto the upper harbour front deck to enjoy stunning views. Three ensuite bedrooms complete the upper level, one with its own deck access. Additional highlights include a cedar closet, a 3-stop elevator, and an expansive finished basement with space for 4 cars, a golf cart, workshop, and generous storage. As a Wexford resident, you'll enjoy premier amenities including a private marina, championship golf, tennis and pickleball courts, croquet, clubhouse dining, a resort-style pool complex, and a vibrant year-round social calendar. Exciting community improvements are also underway: a newly expanded clubhouse and a brand-new Harbour Center are scheduled for completion in April 2026. This is more than a home, it's an opportunity to embrace the elevated lifestyle that makes Wexford one of Hilton Head's most distinguished communities.

46 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Windmill Harbour Real Estate.

599 Colonial Drive, Hilton Head Island
$1,600,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 5,489 SqFt. ⋅ HILTONHEAD-501139 MLS
The combination of one of the most private locations and a custom design gives this home an estate-style feel in The Golf Club at Indigo Run. Few details were spared in the impressive updates to the kitchen and primary bath. The heart of the home features a stunning chef's kitchen with high-end Sub-Zero and Wolf appliances, quartz waterfall countertops, large walk-in pantry, abundant cabinets and counter space with a prep sink in the island, and an open flow into the expansive family room--flooded with natural light from its southern exposure. Adjoining the family room is a screened-in porch with built-in heaters for year-round enjoyment, which overlooks the heated freeform pool and spa. Formal living and dining rooms add elegance, while the spacious primary suite on the left wing of the home offers privacy and comfort and includes two large walk-in closets and a spectacular, recently renovated primary bath features separate vanities, a free-standing tub and walk-in shower. The handsome study/office at the front of the home provides the perfect work-from-home space with its built-in cabinets and shelves. A dramatic staircase leads from the marble foyer to three additional bedrooms and a large bonus room with pool table, plus an additional room adjoining one of the bedrooms, offering multiple use options. An oversized balcony is accessed from the bonus room and offers vistas of one of the most secluded and serene settings within Indigo Run. This home is for an owner who wants the luxury of space and flexibility of a gracious home complemented by a spectacular private location. Really must see to appreciate the expansive panoramic gardens, views of the 12th Hole of the Golf Club, and the private setting that photos can't convey.

599 Colonial Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: ERA Evergreen Real Estate Company.

35 Bridgetown Road, Hilton Head Island
$3,495,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,376 SqFt. ⋅ HILTONHEAD-500942 MLS
Impeccably Updated. Resort-Style Pool. 70' Dock. Exclusive Wexford Luxury. Completely reimagined and luxuriously updated, this residence is a rare offering that blends modern sophistication with timeless Lowcountry charm. Perfectly positioned on the community's prestigious locked harbour, the property boasts a private dock accommodating yachts up to 70 feet, offering both convenience and peace of mind for avid boaters. Designed for entertaining and everyday living, the home features a sparkling heated pool and spa with an expansive partially covered patio, complete with a full outdoor kitchen, fireplace, and poolside half bath, an ideal backdrop for unforgettable gatherings. Inside, the warmth of heart pine floors flows throughout sunlit open spaces, anchored by a gourmet chef's kitchen and expansive great room designed to inspire connection. The primary suite is a sanctuary unto itself with dual custom closets, one discreetly equipped with its own laundry and a spa-like bath with a luxurious dual shower. Upstairs, four beautifully appointed bedrooms and three baths provide privacy and comfort for family and guests. Generous porches at both the front and rear embrace the relaxed Hilton Head lifestyle, while an elevator and 4+ car garage with golf cart bay and abundant storage ensures functionality matches the elegance. With every detail thoughtfully curated, this home is a seamless blend of refinement, comfort, and coastal living within one of Hilton Head Island's most exclusive private communities.

35 Bridgetown Road, Hilton Head Island

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

56 Leamington Lane, Hilton Head Island
$2,300,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,100 SqFt. ⋅ HILTONHEAD-500885 MLS
Southern Living meets Lowcountry beach life! This stunning 5BR/5.5BA home is tucked within a no short-term rental, oceanfront community, offering privacy, charm, and timeless style. Overlooking multiple fairways and the Lighthouse built in the 1860's. Two primary suites and wonderful living areas. Designed with an open concept, the home features a gourmet kitchen anchored by a La Cornue Chateau range with matching hood. The heart of the home is an expansive kitchen quartzite island, offering abundant prep space and seating for 6. It is the focal point for everyday living and entertaining. High-end appliances, custom finishes, and thoughtful details are found throughout. Awesome home theatre and art studio were added to this home and increasing the square footage to approximately 5100 hsf. Rocking chairs and a swing invite you to relax on the wide front and back porches, while gas lanterns and Serena & Lily-styled interiors add sophistication and warmth. The oversized lot provides sweeping views of the 14th fairway out back and the Leamington lighthouse from the front, creating a one-of-a-kind setting. Designed as the ultimate family beach cottage, this home is as practical as it is beautiful, with luxury hardware, designer lighting, and attention to every detail. New roof is just 6 months old. Bring your loved ones and take full advantage of the exclusive amenities of Leamington gated, oceanfront community offering golf, leisure trails, private golf carts allowed in the community, beach pavilion and access, and brand new community "Resort Style Pool. This exceptional property is ready for memories that will last a lifetime.

56 Leamington Lane, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

1 Cedar Lane, Hilton Head Island
$3,500,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 6,377 SqFt. ⋅ HILTONHEAD-454271 MLS
1 Cedar Lane is a rare offering-a true deep-water estate with short private dock, protected and enduring long-range views, and a level of construction quality that is increasingly difficult to replicate, and impossible at the offering price. Set on 1.2 acres on secluded Cedar Island within Moss Creek, the property offers direct, easy access to open water, a separate two-bedroom guest cottage, and a layout designed for both privacy and gathering, creating a true coastal compound. The main residence features three bedrooms, including a private guest suite on the main level and primary and guest suites above, along with an elevator for ease of access throughout. Built by Genesis Construction, the home reflects exceptional design and craftsmanship, recognized with the coveted Lighthouse Judges' Choice Award the year it was completed. Interior spaces are anchored by timber-frame trusses, wide-plank flooring, and a fireside keeping room that opens to the kitchen, creating a natural center of gravity for daily living. Outdoors, the experience is defined by its connection to the water: a saltwater pool and spa, expansive porches, riverfront firepit, and a short private dock that extends your reach beyond the shoreline into gentle, full-time deep water. The protected view corridor ensures lasting privacy and uninterrupted Lowcountry beauty. At $3.95M, this offering represents a compelling opportunity within the deep-water segment, where properties of this scale, quality, and waterfront access are increasingly difficult to find. Moss Creek provides a private, amenity-rich setting with marina, golf, racquet sports, fitness, a beautiful riverfront pool with service, and miles of preserved natural landscape. This is not simply a home. It is a long-term waterfront asset and one of the most extraordinary offerings in the Lowcountry today.

1 Cedar Lane, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

11 Marsh Drive, Hilton Head Island
$5,000,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 5,071 SqFt. ⋅ HILTONHEAD-500311 MLS
Discover luxury, views, and timeless Sea Pines living in this one of a kind residence built by award winning builder, Dan Lawrence and designed by well-known local architect Jakie Lee. This property offers a rare combination of Lowcountry charm, impeccable quality, and panoramic marsh-to-golf to sound views overlooking the iconic 17th hole of Harbour Town Golf Links home of the elevated PGA RBC Heritage. The interior features of this home are captivating with the extensive trim work, antique heart of pine flooring, custom iron work, and faux finishes by local artisans. Enjoy elegant living and dining spaces. Other features include designer lighting, dream kitchen/family room, impressive first floor owner suite, and spacious guest suites. Outdoor living is unmatched with a heated/chilled pool and spa, covered patio, and lush landscaping-perfect for enjoying the everchanging sunsets while watching golfers, nature, and boating right out your back door. A truly unforgettable Low Country property!

11 Marsh Drive, Hilton Head Island

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

51 Wicklow Dr, Hilton Head Island
$2,700,000
CLOSED Status ⋅ 4 Beds ⋅ 8 Baths ⋅ 7,078 SqFt. ⋅ HILTONHEAD-455011 MLS
Welcome to this exceptional estate in Wexford, blending grand design with everyday comfort and luxury. A dramatic two-story foyer sets the tone as you enter, leading to a spacious living room, formal dining room with elegant padded acoustic silk wallpaper, and a private office with its own half bath. The heart of the home is a beautifully open kitchen, family, and breakfast area perfect for both casual living and entertaining. The expansive primary suite is a true retreat, offering dual walk-in closets, a separate lighted shoe closet, and a built-in safe all with long fairway views just beyond the 7th green. Also on the main level are a second powder room and a spacious laundry. Upstairs, you'll find three large en-suite bedrooms, a second laundry room, and a fully equipped home theater with a bar, as well as a third half-bath. The lower level offers fun and functionality, featuring a fully finished rec and play area, home gym, full bath, generous storage, an oversized 3-car garage, and 3 stop elevator. Step outside to the screened-in porch with a bar and built-in grill ideal for poolside entertaining. The private pool and fire pit area complete this serene Lowcountry setting. This home truly has everything. Wexford offers world-class amenities, including golf, tennis, pickleball, croquet, a private marina, two pools, and more. One of Hilton Heads most exclusive gated communities.

51 Wicklow Dr, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

13 Delta Lane, Hilton Head Island
$1,396,500
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 7,363 SqFt. ⋅ HILTONHEAD-500147 MLS
Welcomе home to thе еxсluѕіve Ꮮοng Cove Club in Hilton Hеad! Τhis stunning 5-bedroom, 6.5-bath estate sits on a large lot with over 7,300 sq ft of elegant living space designed for comfort, entertaining, and timeless style. Step inside to soaring 22-foot ceilings, a show-stopping great room with floor-to-ceiling windows and a massive fireplace. The area designated for the kitchen could be a chef's dream that can be designed to your likings. Whether you're hosting a dinner party or enjoying a quiet night in, this home has all the space you'll need. This Beauty is perfect for the purchaser that's looking to unlock all the character this Stunner has to offer all while creating instant equity. Outside, unwind by your private pool, serve up a match on your personal tennis court, or grill out with serene lagoon and marsh views as your backdrop. With a 3-car garage, sought-after onsite amenities and a serene private lot, you'll enjoy coming home to all the perquisites this Estate has to offer. Conveniently located in one of Hilton Heads most prestigious gated communities, you'll enjoy access to a championship golf course, a breathtaking marina, a fabulous clubhouse, and so much more. This is more than a home its a lifestyle.

13 Delta Lane, Hilton Head Island

Listing courtesy of Scott Realty Professionals. Selling Office: Keller Williams Realty.

70 Fort Walker Drive, Hilton Head Island
$3,575,000
CLOSED Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 5,942 SqFt. ⋅ HILTONHEAD-500125 MLS
Luxurious features & private lush, landscaped grounds await..... This distinctive home has golf views on three sides! Large, newly resurfaced & tiled pool w/waterfall spa. Spacious bluestone patio w/lush landscape. Pool Cabana w/beverage station great for entertaining w/electric fireplace & TV. Seperate pool bath & O/S shower. New Gas Firepit w/separate patio. Slab on grade construction with an extraordinary amount of sq footage on the 1st floor. Elegant entry leads to a magnificent living room w/new custom sliders & new gas fireplace. Open floor plan w/large kitchen featuring New Quartz countertops & backsplash, double wall ovens, Induction stove-top, wine fridge, lots of cabinetry & a walk in pantry! Sitting/lounge area off the kitchen overlooks the private pool & yard. Separate Dining room off the kitchen. Elegant & spacious master bedroom suite with walk-in shower, free standing tub, heated floors & a generous walk-in closet & a dedicated shoe/purse closet. 1st floor Office & additional ensuite bedroom. Travertine tile throughout first floor living areas. Stunning 6 Bedroom, 6 full bath home w/ two 1/2 baths. Separate Recreation Room w/full bath over 3 car garage (w/Epoxy Floors & 3 new garage doors). The 2nd floor features additional bedrooms and a media room. Additional balcony overlooking the grounds with a porch swing on 2nd floor. This residence combines modern luxury & coastal charm. Just a short distance (less than .5 mi) to the private beach in Port Royal. See additional list of features & updates!

70 Fort Walker Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Keller Williams Realty.

59 Turnbridge Drive, Hilton Head Island
$2,995,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,336 SqFt. ⋅ HILTONHEAD-454359 MLS
Discover timeless elegance in this exceptional Long Cove residence-first time on the market. Situated on one of the finest homesites in the community, this property overlooks Broad Creek, the marsh, and the 14th green of the Pete Dye Golf Course. The home features 5 spacious ensuite bedrooms, including a first-floor primary suite. Enjoy several living areas, a home office with detailed woodworking, and two upstairs bedrooms that open to a balcony & beautiful water view. Outdoor spaces shine with a screened porch, tiered decks, custom pool, and amazing sunsets over the water. New roof (2023), 3-car garage, and just a short walk to the marina! (Virtual staging has been used in some photographs)

59 Turnbridge Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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.

27 Heather Lane, Hilton Head Island
$1,850,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 5,264 SqFt. ⋅ HILTONHEAD-454015 MLS
One of the best lots in The Golf Club w/ views of 16th green from front & LONG range 15th green views beyond your luxury stone SPOOL and grassy backyard. Live fencing surrounds this palatial property w/ balcony views. Making meals and memories in your gourmet kitchen or relaxing in your media room loft gives everyone ample space to enjoy. Create storied nights w/friends in your luxurious living areas and later retire in the bonus room above 3 car garage which houses all of your toys! The master suite w/ dedicated office space on primary opens to your outdoor playground with large covered veranda to take advantage of our lowcountry lifestyle.

27 Heather Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Charter One 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.

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.

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.

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.

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