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35 Ruddy Turnstone Road, Hilton Head Island
$7,650,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 5,617 SqFt. ⋅ HILTONHEAD-504571 MLS
Classic oceanfront Sea Pines home at 35 Ruddy Turnstone, built by renowned Johnson Delaney Builders and thoughtfully designed by Peter Brower architect, this timeless home reflects the charm and craftsmanship of two Sea Pines legends. Note the high quality building features throughout this home such as wide stairways, high ceilings, pocket doors and all solid core doors. Full of the charm and character Sea Pines is known for, this home offers easy, comfortable coastal living with a screen porch, generous outdoor space with a pool, spa and large decking overlooking the ocean. Primary Suite with His and Her baths, Office, Eat-in-Kitchen, Living Room and Screen porch located on Second Floor allowing for awesome elevated views of pool, dunes and ocean. First floor with large welcoming foyer leading to family room with fireplace, built in book shelves, built in beverage cooler and bar sink. Three guest rooms are conveniently located on first floor, one of which opens out to the pool and ocean. You will find a fourth guest room, laundry room and an elevator stop on the mid level along with two large walk in storage closets. An elevator serves all three levels, making the home easy to enjoy for everyone. Lovingly designed and built as custom home for original owners and used only as a second home for the first 34 years. Introduced to rental market in 2025. As new oceanfront homes continue to sell in double digits, this property stands out as a chance to own and enjoy a classic Sea Pines ocean front home - full of character and ready for your vision over time.

35 Ruddy Turnstone Road, Hilton Head Island

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

12 Jessamine Place, Hilton Head Island
$5,350,000
CLOSED Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 5,516 SqFt. ⋅ HILTONHEAD-504267 MLS
A 2020 custom-built luxury home just seven rows from the beach, offering exceptional privacy and golf views overlooking the 14th green of the Atlantic Dunes course in Sea Pines. Located on a quiet cul-de-sac street and centrally positioned near the Beach Club, South Beach, and Harbour Town, this home is thoughtfully designed with custom millwork, coffered ceilings, and impeccable attention to detail throughout. The residence welcomes you with a brick-arched foyer and refined main living spaces, including a living room with custom built-ins and a gas fireplace. The chef's kitchen features an oversized island ideal for entertaining, premium appliances, and a fully equipped scullery. The first-floor primary suite offers a spa-like bath with soaking tub, oversized walk-in shower, dual vanities, and a custom walk-in closet. A main-level office with a full bath and closet offers flexible use for guests or additional living space. Upstairs includes four en-suite bedrooms, one of which functions as a second primary suite, along with a spacious loft with wet-bar that doubles as a media room, and a flex space ideal for a gym or additional office. Outdoor living is a standout, with a covered porch featuring automatic screens, a gas fireplace, and a built-in grilling station. Expansive decks surround a heated and cooled saltwater infinity-edge pool with travertine decking, complemented by a fire pit and outdoor shower-all set against a private golf course backdrop. Enhanced by extensive smart-home technology, including whole-home audio, lighting and shade control, security, multi-zone HVAC, and automated pool systems. A three-car garage completes this private luxury offering, conveniently located near the beach, golf, and Sea Pines amenities.

12 Jessamine Place, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Howard Hanna Allen Tate Lowcountry.

4 Surf Watch Way, Hilton Head Island
$2,200,000
CLOSED Status ⋅ 6 Beds ⋅ 6 Baths ⋅ 4,028 SqFt. ⋅ HILTONHEAD-503741 MLS
Just steps to the #1 beach in the U.S., this fully furnished, turn-key 6BD/5.5BA coastal home offers exceptional flexibility as a high-performing rental, second home, or primary residence. Offering over 4,000 sq ft of heated/cooled space plus 2,000+ sq ft of outdoor living, the home comfortably accommodates up to 16 guests. Features include two main-level bedroom suites, hardwood floors throughout, custom cabinetry, elevator to all floors, and a refinished kitchen. Recent updates include fresh interior and exterior paint, updated ductwork, and brand-new roof, decking, and elevator. Outdoor living is designed for entertaining with a private pool and spa, fenced turf yard, BBQ station, and covered gathering area. The oversized garage offers multiple storage closets, parking for multiple vehicles, and a game room with ping pong, foosball, and darts-ideal for rental appeal. Located next to Chaplin Park, Hilton Head Island's largest public park, with access to tennis courts, basketball, trails, dog park, and beach access. Walk to Marriott's Surf Watch and the Sea Salts poolside bar and grill. Built in 2007 and thoughtfully maintained, this property is positioned to compete at the top of Hilton Head's vacation rental market while offering an outstanding island lifestyle.

4 Surf Watch Way, Hilton Head Island

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

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

7 Guscio Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

53 Ribaut Drive, Hilton Head Island
$3,100,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 5,696 SqFt. ⋅ HILTONHEAD-504458 MLS
Rare peninsula waterfront estate on privately gated Ribaut Island. Experience unparalleled coastal living in one of the most unique waterfront settings on Hilton Head Island. Situated at the end of a quiet cul-de-sac, the home features 4 ensuite bedrooms and 2 half baths, breathtaking direct views of the Port Royal Sound, the Intracoastal Waterway, and Pine Island. Expansive glass sliders span the back of the home, flooding the interior with natural light and creating a seamless connection to the water beyond. The main level offers an open-concept kitchen and living area with soaring cathedral cantilevered ceiling, exposed beams, a gas fireplace, pass-through wet bar, and an open loft overlooking the space. A dedicated den/office with custom built-ins provides a serene workspace with stunning water views. The main-level primary suite offers a spacious bath, walk-in closet and views of the sound. The second level includes three additional bedrooms, each with its own ensuite bath, including a secondary primary suite with a cozy fireplace, heated bathroom floors and soaking tub. Additional highlights include a walk-in cedar closet, tankless "heat-on-demand" water heater, alarm system and 2-car garage with epoxy flooring. A true boater's paradise, this property is one of only 11 homes on the island with a private dock and dedicated boat-lift space with pilings and electrical outlets already installed. After a day on the water, unwind on the expansive back deck or enjoy the outdoor hot tub/spa while watching the tides change and local wildlife pass by. Located within the prestigious Hilton Head Plantation, Ribaut Island residents enjoy exclusive access to a community pool, tennis and pickleball courts, and additional dock facilities. Whether kayaking from your private dock to Pine Island or fishing in the sound, this exceptional home offers the ultimate Lowcountry waterfront lifestyle.

53 Ribaut Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: The Cobb Group brokered by eXp Realty.

2 Foot Point Road, Hilton Head Island
$2,650,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,276 SqFt. ⋅ HILTONHEAD-504040 MLS
Better Than New - Built in 2023 and Sold Fully FurnishedThis stunning 2023 custom home offers five bedrooms and five-and-a-half baths, perfectly positioned on a spacious corner lot in Long Cove. Thoughtfully designed with a back-entry three-car garage, excellent bedroom separation, and a primary suite on the main level, the layout blends comfort with modern sophistication.The open kitchen anchors the home with BluStar appliances, a Miele built-in coffee maker, and Calacatta Miraggio quartz surfaces. Wide 8-inch oak floors, coffered ceilings, a striking copper ceiling detail, and a gas fireplace elevate the living spaces with timeless character.A bonus room over the garage with a full bath offers flexible use as a media room, fitness space, or additional bedroom. Designer touches include Serena & Lily silk wallpaper, Hunter Douglas blinds throughout, and advanced home technology at every turn.The spa-inspired bathrooms earned the 2023 Lighthouse Award for Best Bathroom on Hilton Head Island. A professionally installed audio-visual system features in-wall theater speakers with subwoofer, Sonos soundbar, whole-home sound, exterior hardwired cameras, and dual door chimes servicing both the living area and primary suite.Outdoor upgrades are equally impressive with extensive landscaping, expanded sod in the backyard, new palms, lemon and fig trees, hardscaping, crushed shell walkways, and path lighting throughout the front, side, and rear yard.A rare opportunity to own a fully furnished, award-winning home that truly lives like new-inside and out.

2 Foot Point Road, Hilton Head Island

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

30 Outpost Lane, Hilton Head Island
$1,685,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,913 SqFt. ⋅ HILTONHEAD-504157 MLS
Tucked within the private oceanfront community of Port Royal, this architecturally striking home is a rare blend of drama, warmth, and effortless livability. From the moment you arrive, mahogany double front doors set the tone, opening to a light-filled interior anchored by a floating staircase, skylights, and a stunning two-way fireplace connecting the main living spaces. Rich cherry flooring, smooth ceilings, crown molding, and custom cabinetry create a refined yet welcoming backdrop throughout.Designed for both everyday comfort and memorable entertaining, the open kitchen features stainless appliances, generous prep space, and seamless flow to the living and dining areas, complemented by a wet bar for easy gatherings. The main level offers two private suites and a large office, while the primary suite upstairs is a true retreat-cathedral ceilings, a dressing room, spacious closets, and a private balcony with stairs leading directly to the pool below. An additional guest suite and loft complete the second floor.A separate private guest residence offers exceptional flexibility, featuring its own living space, game room, bedroom, and bath-ideal for extended stays, visiting family, or multi-generational living. The oversized three-car garage includes heated and cooled storage, adding another layer of thoughtful design. Outside, the setting is just as special: a screened porch, fire pit, and a heated 65-foot pool invite year-round enjoyment on a beautifully sized .7-acre lot. 5BR / 5.5BA | 4,905 sq ft. A truly distinctive Port Royal offering-designed to impress, built to be lived in, and set in one of Hilton Head Island's most coveted oceanfront communities.

30 Outpost Lane, Hilton Head Island

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

28 Gull Point Road, Hilton Head Island
$3,750,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 4,729 SqFt. ⋅ HILTONHEAD-504039 MLS
Located in the exclusive waterfront community of Gull Point, this exceptional home offers stunning marsh views, a private boat slip at the community marina, and close proximity to the Atlantic Ocean. Built with enduring quality and refined Lowcountry character, the home features hardiplank siding, heart of pine flooring, soaring ceilings, 4 fireplaces extensive trim work, 2019 roof, elevator, and 900kw generator.The kitchen is a true "standout" with a pine island, copper hood, and premium appliances opening into a cozy family room and dining area. A grilling deck is just off the kitchen in addition to a screened porch to enjoy the Lowcountry breezes. The first level owner suite offers a brick fireplace, two walk in closets, screened porch overlooking the pool and marsh & spa-like bath. Additional accommodations include an office or guest ensuite with private bath on the main level and 3 guest ensuites, many with private balconies and marsh views.The backyard is highlighted by a beautiful swimming pool, covered porch, and lush lawn-creating a private coastal oasis. Residents of Gull Point enjoy access to a secure community marina with assigned boat slips, tennis courts, playground, kayak/paddleboard storage, and welcoming neighborhood gatherings-offering a true sense of community within one of Hilton Head Island's most desirable waterfront enclaves.

28 Gull Point Road, Hilton Head Island

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

9 Guscio Way, Hilton Head Island
$6,800,000
ACTIVE Status ⋅ 8 Beds ⋅ 8 Baths ⋅ 5,752 SqFt. ⋅ HILTONHEAD-503643 MLS
A rare οpportunіtу to οwn а bеautіfullу updated 8-bedroom οcеanfront home in the heart of North Forest Beach. Designed to take full advantage of its exceptional setting, 9 Guscio Way offers sweeping Atlantic views, direct beach access, and multiple covered balconies spanning all three levels. The spacious, open-concept interior is ideal for gathering and entertaining, with an elevator serving each floor and a bonus room with a second kitchen providing added flexibility for guests. Outside, enjoy a private pool and spa, paved pool deck, lush landscaping, and a private boardwalk leading directly to the beach. Extensive improvements include a new roof, new HVAC systems, new Hardie siding, impact windows and doors, and more-offering the benefit of a well-cared-for oceanfront property with many major updates already completed. Equally appealing as a luxury second home or high-performing vacation rental, the property has generated exceptional rental income, with over $400,000 for 2026. All of this is just a short walk or golf cart ride from Coligny Plaza, Celebration Park, restaurants, shopping, and entertainment-combining the privacy of an oceanfront retreat with one of Hilton Head Island's most desirable and convenient beach locations.

9 Guscio Way, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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

16 Whelk Street, Hilton Head Island

Listing courtesy of EXP Realty LLC.

98 Toppin Drive, Hilton Head Island
$1,960,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 5,475 SqFt. ⋅ HILTONHEAD-503898 MLS
A Lowcountry Masterpiece by renowned local architect in private, amenity rich Moss Creek. Today's most discerning buyers will appreciate the design, finishes and location of this updated and expanded residence sited on tidal creek with private dock & long marsh to Deepwater views. Features include soaring beamed ceilings, stone fireplace, built-ins, shiplap & millwork by master craftsmen, granite counters, wood flooring, top of the line Chef's kitchen, walls of windows to view, Bahamian shutters and heated, recently resurfaced courtyard pool. Very desirable floor plan offers island kitchen (w/breakfast bar) open to dining, huge great rm & Carolina rm with floor to ceiling windows. Excellent BR separation, private primary suite w/ dual baths & custom walk-in closets, stylish den/office, laundry rm, powder rm, 2 expansive guest suites, 2 loft areas, 2BR/2BA guest cottage and ample walk-in storage. All with stunning curb appeal, maximum privacy, panoramic 200+ degree views, majestic live oaks & mature plantings. A rare opportunity to call one of Moss Creek's signature properties... Home...

98 Toppin Drive, Hilton Head Island

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

17 Corrine Lane, Hilton Head Island
$1,510,000
CLOSED Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 3,730 SqFt. ⋅ HILTONHEAD-503645 MLS
The Best Buy on Hilton Head Island in 2026! This exceptional custom 6-bedroom, 7-bath home is priced to sell and comes fully furnished with rentals already on the books-a unique turnkey opportunity. GOLF CART COMMUNITY! Located mid-island in the sought-after beachside community of Singleton Beach, this pristine home is perfect for an investor, second home, or primary residence. .Designed with both elegance and functionality in mind, the home features stone and hardwood floors, crown molding, tray ceilings, and an elevator servicing all levels. The open-concept main living area includes a gas fireplace and flows seamlessly into the kitchen, dining, and family room-ideal for entertaining. The kitchen is outfitted with stainless steel appliances, granite countertops, a wine cooler, and abundant storage. Upstairs, enjoy a wet bar/beverage station, a separate laundry room, and generous closet space throughout. All six bedrooms are ensuite, including a spacious bunk room for kids, plus an additional full bath near bunk room, AND an additional full bath conveniently located by the pool! Outdoor living shines with a fenced yard, private pool, and a rooftop deck offering ocean peeks and cooling coastal breezes. Walk to the beach or take the seasonal Island Buggy for effortless beach access. Additional highlights include a paver driveway, metal roof, newer HVAC systems, newer hot water heater-all contributing to the home's immaculate, move-in-ready condition. A rare combination of location, condition, income potential, and value-this is coastal living at its finest. This home is priced to SELL!

17 Corrine Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Real Broker, LLC.

55 Wexford On The Green, Hilton Head Island
$4,295,000
ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 5,912 SqFt. ⋅ HILTONHEAD-503338 MLS
Currently under сonstructіοn, thiѕ mοdеrn cuѕtοm townhome offers marѕh front vіews and scenic vistas of the Wexford golf course, just a short distance from the clubhouse and community pool. Thoughtfully designed for elevated Lowcountry living, the home features a chef's kitchen with custom cabinetry, premium appliances, and a dedicated scullery, opening to a spacious family room with fireplace. The primary suite is located on the first floor and includes a spa-inspired bath with custom vanity, a generous walk-in closet with direct access to the laundry room. Also on the main level are a private office and elevator access to all floors. The second floor offers an additional living room with gas fireplace and kitchenette, a second laundry room, and three ensuite guest bedrooms. A dedicated spa room provides space for a sauna and/or workout area and opens to a rooftop garden. The third floor features a versatile bonus space ideal for a media room, game room, or lounge, complete with built-ins, wet bar, fireplace, art room, and additional storage. Step outside to a private balcony with hot tub and a real wood-burning fireplace with gas starter. Additional highlights include a six-car garage with extensive walk-in storage and dedicated golf cart parking for up to three carts, spray foam insulation, tankless water heater, and modern construction throughout. Enjoy the Wexford lifestyle with a private marina on Broad Creek with a lock system, championship golf, tennis and pickleball, clubhouse dining, community pool, and a gated setting just minutes from Hilton Head Island beaches, dining, and shopping.

55 Wexford On The Green, Hilton Head Island

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

4 Plantation Drive, Hilton Head Island
$4,480,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,965 SqFt. ⋅ HILTONHEAD-503477 MLS
A rare οpportunіtу, neѕtlеd οn ovеr 2 аcres in populаr Sеa Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

59 Stoney Creek Road, Hilton Head Island
$3,875,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3,950 SqFt. ⋅ HILTONHEAD-503419 MLS
This distinctive custom-built residence nestled among the draping moss of the live oak trees and situated on the ever-changing marsh, embraces the finest Lowcountry living. The understated entrance leads your gaze through the home, past the expansive retractable sliding doors, over the elevated gunite pool/spa and out to the marsh grasses and Audubon forest. Both interior and exterior living spaces appear to extend into a continuously evolving landscape. Features include casual open living areas, a luxurious kitchen with quartzite countertops, state-of-the-art Thermador appliances, floor-to-ceiling cabinets, a scullery with an additional dishwasher, sink and refrigerator, a study with custom built-ins, multi-level outdoor porches, a primary suite with floor-to-ceiling windows and expansive views, a covered breezeway connecting the main house to the detached guest cottage situated over a 2-car garage and an elevator in the main house leading to all floors. Guests will appreciate the additional bedrooms with en-suite bathrooms, a bunk-room suite and a separate guest house with a living room, bedroom suite and coffee bar equipped with a full size refrigerator and microwave. Designer finishes include shiplap detailing, wall-to-wall windows, tongue-and-groove ceilings, white oak wood floors, cove crown molding, standing seam metal roof, tabby and brick walkway. This timeless home mixes warm wood tones and organic textures with modern features to create a sanctuary of comfort. The property overlooks Deer Island, a private estuary, ideal for viewing snowy egrets and blue herons. Conveniently located near Harbour Town Golf Links, the iconic Lighthouse, restaurants and shops.

59 Stoney Creek Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: William Raveis - Carolina LLC.

16 Planters Row, Hilton Head Island
$6,800,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-503236 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This impeccably crafted 5-bedroom, 5.5-bath residence offers breathtaking panoramic Atlantic views and sophisticated coastal living at its finest. Built in 2010 and meticulously maintained, this home blends timeless architecture with modern elegance and exceptional construction quality. A grand foyer and soaring ceilings welcome you into open, light-filled living spaces designed to capture the beauty of the shoreline from nearly every room. Walls of glass frame sweeping ocean vistas, while refined interior finishes include custom millwork, stone and wood flooring, and luxurious designer details throughout. The chef's kitchen features premium appliances, a generous island, and seamless flow into multiple dining and gathering areas-ideal for both intimate living and entertaining. The primary suite is a serene retreat with stunning views, a spa-inspired bathroom, and ample closet space. Each guest suite offers privacy and comfort, with ensuite baths and refined appointments. Step outside to your private beachfront oasis, complete with an oceanside pool and spa, expansive terraces, outdoor living areas, and direct access to Hilton Head's pristine shoreline. Enjoy sunsets, sea breezes, and the tranquil sound of waves from beautifully designed outdoor spaces. This home has been thoughtfully updated and enhanced with a new 30-year roof installed in 2023, two tankless water heaters, HomeTeam in-wall pest control system, DogWatch invisible fencing, a home security system, multiple new HVAC systems, upgraded lighting, custom living room cabinetry, extended oceanside patio, refinished exterior surfaces, new mini-split in the finished garage room, new appliances, and numerous additional improvements completed between 2018-2025. Additional features include an elevator, multiple living and media spaces, an oversized 4-car garage, impact-rated windows, and exceptional storage throughout. Located on one of Port Royal's most sought-after oceanfront streets, this residence offers the rare combination of luxury, privacy, and direct beach access within a secure, gated oceanfront community. A true coastal masterpiece-crafted for those seeking exceptional oceanfront living on Hilton Head Island.

16 Planters Row, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Hilton Head Properties.

7 Lavington Road, Hilton Head Island
$2,900,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 5,010 SqFt. ⋅ HILTONHEAD-503146 MLS
Welcome to a masterpiece of modern Lowcountry living. Newly completed in the prestigious, gated community of Long Cove on Hilton Head Island Custom-built by the renowned Jeffcoat Builders and impeccably curated by Kelly Caron Designs, this 4-bedroom plus study luxury residence blends timeless Lowcountry elegance with sophisticated contemporary style. From the moment you enter, you'll appreciate the thoughtful design and layout perfect for comfort and effortless entertaining. Sun-filled living spaces flow seamlessly to expansive outdoor areas that showcase the home's serene, private setting. At the heart of the home is a chef-inspired kitchen that defines upscale coastal living. Outfitted with state-of-the-art appliances, custom cabinetry, and refined finishes, this kitchen is as functional as it is stunning. A generous scullery provides additional prep space and storage-ideal for hosting and keeping the main kitchen pristine. The adjacent signature beverage bar completes the home's entertaining potential, making gatherings effortless and memorable. Step outside to your own private oasis: a beautifully landscaped backyard featuring a custom pool and spa by Year Round Pools, creating a resort-style atmosphere ideal for relaxation and enjoyment year-round. This is more than a home-it's a lifestyle of comfort, craftsmanship, and coastal sophistication. Experience unmatched quality and design in the heart of Long Cove.

7 Lavington Road, Hilton Head Island

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

3 Driftwood Lane, Hilton Head Island
$4,199,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-503345 MLS
Located in the highly sought-after North Forest Beach neighborhood of Hilton Head Island, 3 Driftwood Lane is a rare coastal luxury home situated on a private street of just nine residences that share exclusive private beach access reserved solely for the street. This spacious five-bedroom home with four full and two half bathrooms offers approximately 4,100 square feet of living space, combining privacy, close proximity to the beach, and refined Lowcountry design. Designed for elevated coastal living, the property features a resort-style outdoor living area with an elevated pool and spa, an outdoor kitchen, and a private outdoor shower and bathroom, making it ideal for seamless indoor-outdoor entertaining. Interior living spaces are generously sized and provide flexible accommodations for family and guests, while the oversized garage offers abundant storage, a valuable feature for beach gear and everyday convenience.Just steps from the Atlantic Ocean and minutes from Hilton Head Island's premier shopping, dining, and entertainment, this North Forest Beach home offers an exceptional blend of seclusion and accessibility. Whether used as a primary residence, a luxury second home, or a high-end vacation rental investment, 3 Driftwood Lane represents a rare opportunity to own a private beach access home in one of Hilton Head's most desirable locations.

3 Driftwood Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

22 Wexford On The Green, Hilton Head Island
$1,995,000
PENDING Status ⋅ 7 Beds ⋅ 8 Baths ⋅ 6,593 SqFt. ⋅ HILTONHEAD-503299 MLS
A rare οpportunіtу to οwn thе οnly tοwnhοme on the market with pаnorаmic Broad Creek views, this extraordinary 7BR, 7.5BA residence offers nearly 6,500 sq ft of impeccably crafted living space. Built by renowned Cambridge Construction and owned by only one family, the home showcases exceptional detail throughout-custom millwork, wood flooring, fireplace, and an elevator servicing all floors. Designed for grand living and effortless entertaining, the main level features an open great room/kitchen/dining concept with breathtaking water views. The dream kitchen includes premium appliances, extensive cabinetry, generous workspace, and a wet bar. Multiple verandas invite you to unwind while taking in the stunning creek vistas and coastal breezes. The first-floor owner suite provides convenience and privacy, while additional living spaces include an office, media room, a 2nd level owner's suite, and a top-level retreat perfect for kids or grandkids, complete with separate boys' and girls' bunk rooms and their own gathering area. The lower level offers a spa/hot tub overlooking Broad Creek, providing an unparalleled backdrop for relaxation. A spacious garage accommodates multiple vehicles, ideal for full-time or multigenerational living. Located near distance of everything Wexford offers, this residence enjoys access to world-class amenities: a private harbour and marina, championship Arnold Palmer Signature golf course, tennis and pickleball courts, croquet lawn, resort-style pool complex, clubhouse dining, and a vibrant year-round social calendar. Ongoing enhancements-including a 4,800 sq ft clubhouse addition, 7,300 sq ft Harbour Center, and new standalone golf shop - are scheduled for completion by April 2026. This is truly a once-in-a-lifetime offering - a stunning waterfront townhome with unmatched space, craftsmanship, and views, designed for gathering, celebrating, and creating unforgettable family memories. Purchaser to assume balance of special assessment ($9,800) over seven years.

22 Wexford On The Green, Hilton Head Island

Listing courtesy of Charter One Realty.

14 Lenox Lane, Hilton Head Island
$2,100,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-503154 MLS
Another Incredible build from Lowcountry Signature Homes! This Exceptional new construction home, located on a quiet, private street, is ideally located close to the beautifully renovated clubhouse and 2 award winning golf courses! In Prestigious Palmetto Hall, overlooking the 17th fairway of the Cupp Course, you will find this coastal stunner with serene views as far as the eye can see. Inside you will find an amazing chef's kitchen, 4 bedrooms, 4.5 baths, a flex space , private office, and a luxurious primary suite and bath. Nothing but the best with Marvin windows that illuminate this home with cascades of light, noting high end trim, rounded corners and wonderful high ceilings! Do not miss the covered porch and outdoor kitchen that are a gateway to incredible outdoor living with private pool with spa! You will even find a dedicated pool bathroom for convenience. Enjoy this golf cart friendly community, where you can take your golf cart to friends, the club and even to Fish Haul Beach. Close to shopping, top restaurants, hospital and schools which you will find right outside this gated community on Hilton Head Island! Don't miss your chance to take a look before it is swept up by a very lucky homeowner!

14 Lenox Lane, Hilton Head Island

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

8 Leamington Place, Hilton Head Island
$1,895,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,350 SqFt. ⋅ HILTONHEAD-502489 MLS
The PERFECT location inside the private community of Leamington located in Palmetto Dunes. Golf cart to the ocean and community beach house! This home sits on a deep lot with spectacular views of Palmetto Dunes 11-mile lagoon system. Private dock for your electric boat, kayak, or canoe. Extra-large private pool is surrounded by rolling lawns, lush tropical foliage and ancient live oaks. Stunning entry looks right through to the water. Take advantage of the wide-open floor plan, two-story great room, lots of built-ins and closets, retro sunken wet bar, Carolina room, glass railing around upstairs gallery, 2nd floor patio with water and pool views. 1st floor primary bedroom with recently renovated spa bath. 3 additional bedrooms each with ensuite bath. 2 half baths, one of which is poolside. No wet feet in the house! 2 car garage + golf cart bay. Great opportunity to update with all your own selections. Leamington is tucked away and quiet with no vacation rentals allowed.

8 Leamington Place, Hilton Head Island

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

1 Firethorn Lane, Hilton Head Island
$2,795,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3,143 SqFt. ⋅ HILTONHEAD-502761 MLS
Welcome to 1 Firethorn, an extraordinary 5th row ocean home in South Forest Beach, fully reimagined in a spectacular 2025 remodel. This 5 bedroom, 5.5 bathroom coastal retreat is a high-producing luxury investment property, with Summer 2026 already fully booked. Step into a bright, elevated interior with a gourmet chef's kitchen featuring an 8-burner gas range, stainless steel appliances, expansive dining spaces, and a stylish wet bar perfect for entertaining. The living areas blend seamlessly with the outdoors, offering multiple gathering zones, indoor and outdoor fireplaces, and porches overlooking a private, resort-style backyard. Each bedroom is ensuite, including a main level primary suite and convenient laundry. Outside, discover vibrant tropical landscaping, a large pool and spa, relaxing firepit with Solo Stove, and a pagoda TV lounge for game days. Generous parking, a spacious circular drive, and easy golf-cart access to Coligny make this the ideal primary residence, second home, or vacation rental. A true island gem steps from Hilton Head's world-famous beaches.

1 Firethorn Lane, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

4 Heyward Place, Hilton Head Island
$2,990,000
CLOSED Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 4,417 SqFt. ⋅ HILTONHEAD-502592 MLS
Custom-built to the highest standards by Steve Dill Builders, this luxurious ocean home in Port Royal defines refined coastal living on Hilton Head Island. Every element was curated for craftsmanship and comfort - from the Andersen impact windows and cement board exterior to interior finishes of oil-rubbed European oak floors, marble and granite surfaces, and artisan woodwork throughout-groove ceilings, poplar shiplap walls, Chicago brick, Italian tile, and a custom-commissioned chandelier create a timeless, coastal-modern aesthetic. The open living plan blends natural light and seamless flow, anchored by a chef's kitchen featuring an induction cooktop, double ovens, wine cooler, and Sub-Zero refrigeration. Each bedroom offers an en-suite bath, while multiple outdoor spaces invite year-round entertaining - including a private bocce court and sunlit terraces framed by lush landscaping. Just three homes back from the ocean, this residence pairs enduring architecture with the serenity of Hilton Head's most private beachfront community - where design, detail, and setting come together in perfect coastal harmony.

4 Heyward Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Keller Williams Realty.

20 Balmoral Place, Hilton Head Island
$1,712,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 5,026 SqFt. ⋅ HILTONHEAD-502495 MLS
Arguably one of the prettiest homes in the Golf Club community, 20 Balmoral offers stunning multiple golf course views and exceptional custom craftsmanship. This elegant residence features soaring ceilings in the living and dining rooms, an office with built-ins, four spacious bedrooms each with an en-suite bath, and a luxurious primary suite with a large walk-in closet and private exercise room. The chef's kitchen boasts two islands, a Thermador 6-burner gas cooktop, brand-new GE Monogram convection ovens, and a walk-in pantry. Enjoy a private heated saltwater pool, screened-in porch with an outdoor pool bath, and a 200-bottle wine cellar. Upstairs includes two bedrooms and a kitchenette. The guest suite on the rear of the home has a private balcony and panoramic views. Southeastern exposure to the golf course on one of the quietest streets in the Golf Club. Additional highlights include a new roof (2022), new appliances, and electric vehicle charger...must see to appreciate!

20 Balmoral Place, Hilton Head Island

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

4 Millwright Drive, Hilton Head Island
$2,900,000
CLOSED Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,825 SqFt. ⋅ HILTONHEAD-501890 MLS
Experience coastal elegance reimagined in this fully remodeled home nestled within the private, gated Windmill Harbour community. With breathtaking marsh views, this luxury property combines modern design with Lowcountry charm. Every detail has been thoughtfully curated, from the redesigned open-concept layout and luxury outdoor living spaces to the high-end Fulgor Milano appliances and custom cabinetry throughout. There is even a flex room on the third floor to fit all your needs! The kitchen and butlers pantry feature Calacatta quartz counters, while the master suite offers a spa-like retreat with a freestanding tub and walk-in closet. Endless opportunities for entertaining with a resurfaced pool and deck, an outdoor kitchen, and a second-floor walkout deck showcasing panoramic sunsets over the marsh. Smart home-ready wiring, new Carrier HVAC systems, and spray foam insulation deliver both comfort and efficiency. Located just minutes from Hilton Heads beaches and world-class amenities, this home offers the perfect balance of luxury, privacy, and lifestyle.

4 Millwright Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Charter One Realty.

65 N Port Royal Drive, Hilton Head Island
$2,600,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,677 SqFt. ⋅ HILTONHEAD-502346 MLS
Step into an extraordinary coastal lifestyle with this spectacular Kermit Huggins custom designed residence that offers an expansive floor plan with five bedrooms, that include two primary suites, four full baths and two half baths and is perfectly positioned across the street from the beach and on a private golf course setting; two additional rooms serve as a media room and a cozy morning/reading room. The magnificent lanai with balcony, spiral staircase, fireplace and Lynx built-in grill provides a seamless transition from the interior to your private oasis.The grand live oaks and magnolias welcome you into the gated courtyard entrance to this meticulously maintained home with high-end finishes. This home offers a rare blend of exclusive seaside living and tranquil, resort style amenities, making it a sanctuary for luxury and leisure. Features include new 2023 and 2024 HVAC systems, new Subzero refrigerator, custom closets, whole house Aquasana water filtration system, newer metal roof, epoxy with urethane finished garage floors and electric vehicle H/U Level 2, Port Royal offers private beach access, a stunning beach house, pool, fire pits, tennis and pickle ball courts, playground, leisure trails, community gardens, farm plots and gated 24-hour security; Port Royal is the only Hilton Head private oceanfront community with no short-term rentals and no commercial activity. The optional country club membership offers a clubhouse with dining, golf, pickle ball and tennis.

65 N Port Royal Drive, Hilton Head Island

Listing courtesy of Carolina One MPN. Selling Office: ELEVE PROPERTIES Brokered by EXP Realty.

47 Wexford On The Grn, Hilton Head Island
$2,155,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,200 SqFt. ⋅ HILTONHEAD-502334 MLS
Introducing 47 Wexford on the Green - a stunning new construction townhome in Wexford, perfectly positioned to capture beautiful tidal marsh views and just a short distance from the Clubhouse, pool complex, and golf and tennis facilities. The main level welcomes you with an inviting foyer leading into a spacious, light-filled open concept kitchen, family, and dining area. The chef's kitchen features high-end appliances, a large island, hidden pantry, abundant storage, and dual wine refrigeration towers, all designed with both style and functionality in mind. This space flows seamlessly onto the outdoor deck with a fireplace. A wet bar enhances the home's entertainment appeal. Also on this level, a private office with a full bath provides flexibility as a fifth bedroom or guest suite, and a powder room adds convenience.Upstairs, the primary suite serves as a peaceful retreat, featuring a private deck with tidal marsh views, two large walk-in closets, and a spa-like bath with a spacious wet room shower. Two additional ensuite bedrooms, each with generous closets, and a laundry room complete this level.The top floor offers a versatile family or media room with an outdoor deck and fireplace, along with an additional ensuite bedroom.The lower level includes a multi-car tandem garage, a covered lanai with backyard access, and a four-stop elevator that connects all levels of the home, ensuring ease and accessibility throughout.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 program. The Clubhouse and Harbour Center are currently undergoing exciting improvements - an expanded Clubhouse and a brand-new Harbour Center are scheduled for completion in April 2026, adding to Wexford's already unmatched lifestyle.47 Wexford on the Green offers the perfect balance of modern design, spacious living, and a premier location - an exceptional opportunity to experience the very best of Hilton Head Island.

47 Wexford On The Grn, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: The Ocean Broker.

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