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$2,025,000
3 Beds ⋅ 5 Baths ⋅ 3,633 SqFt. ⋅ HILTONHEAD-509083 MLS
Absolutely stunning contemporary waterfront home located in the gated Bermuda Pointe community, offering luxury coastal living with breathtaking direct water views. Completely rebuilt in 2011, this exceptional residence features 3 bedrooms, 5 bathrooms, and a spacious 3-car garage. Thoughtfully designed with high-end finishes throughout, the home showcases solid wood 8-foot doors, three fireplaces, and sophisticated architectural details that elevate every space. Designed for both entertaining and everyday living, the home features a true chef's kitchen with premium appliances and finishes, a spacious butler's pantry, and expansive living areas filled with natural light. The luxurious primary suite offers a private sitting area with fireplace, access to an all-glass sunroom overlooking the water, separate his-and-hers baths, oversized walk-in closets, and an impressive 6' x 7' steam shower creating a true spa-like retreat. Additional highlights include a dedicated office, private four-stop elevator, and seamless indoor-outdoor living spaces throughout. The rooftop entertainment area is truly exceptional, featuring a full outdoor kitchen, built-in grill and bar area, full bath off fourth floor deck, covered wood-burning fireplace, and TV lounge space - all perfectly positioned for unforgettable sunsets and star-filled evenings. Complete with a private pool and access to a community dock, this extraordinary waterfront property offers a rare opportunity to enjoy upscale Lowcountry waterfront living in a private gated setting on Hilton Head Island.

54 Bermuda Pointe Circle, Hilton Head Island

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

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

14 Mckays Point Road, Hilton Head Island

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

$8,995,000
5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

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

30 Knollwood Drive, Hilton Head Island

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

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

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$6,500,000
5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS
There is a particular kind of home that reveals itself slowly. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$3,100,000
6 Beds ⋅ 6 Baths ⋅ 4,385 SqFt. ⋅ HILTONHEAD-509564 MLS
Beautifully updated Sea Pines home overlooking Harbour Town Golf Links with panoramic views of the 15th green and fairway. Recent improvements include a new roof, new flooring, updated bathrooms, and a Trex deck, blending timeless character with thoughtful modern updates. Interior features soaring ceilings, a spacious living room with fireplace and built in bar, and a beautifully designed kitchen with two islands, granite countertops, and stainless appliances opening to a vaulted dining area and Carolina room. First floor primary suite offers two walk in closets along with an additional first floor guest suite. Large deck, pool, and spa create the perfect outdoor entertaining space. Located near Harbour Town, you are just moments from the marina, shops, restaurants, golf, and beach access, making this the perfect primary residence, second home, or investment property in Sea Pines.

79 Plantation Drive, Hilton Head Island

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

$1,245,000
4 Beds ⋅ 5 Baths ⋅ 4,530 SqFt. ⋅ HILTONHEAD-509428 MLS
Nestled within the prestigious Long Cove Club, this spacious 4-bedroom, 5-bath home offers stunning lagoon-to-golf views overlooking the 5th green. Thoughtfully designed with excellent bedroom separation, the private primary suite and dedicated office occupy their own wing, while three additional en-suite bedrooms provide comfort and privacy for family and guests. The home features inviting living spaces, including a spacious living room and an open kitchen/family room combination ideal for entertaining. Beautiful curb appeal, ample decking, and serene outdoor living areas showcase the spectacular views and Lowcountry lifestyle.

6 Davant Court, Hilton Head Island

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

$1,950,000
4 Beds ⋅ 5 Baths ⋅ 4,051 SqFt. ⋅ HILTONHEAD-506194 MLS
Experience exceptional luxury living in Indigo Run, one of Hilton Head Island's most prestigious golf communities. Perfectly positioned on a private .53-acre homesite overlooking the 16th fairway of The Golf Club at Indigo Run, this extraordinary new construction residence offers more than 4,000 square feet of meticulously crafted living space, blending timeless elegance with modern sophistication. Designed to embrace the beauty of Lowcountry living, the expansive screened lanai features soaring ceilings and breathtaking golf course views. Double sliding glass doors open to the lanai, creating a seamless connection between indoor and outdoor living while framing picturesque fairway views and inviting abundant natural light throughout the home. Inside, every detail has been thoughtfully curated. The open concept design showcases engineered hardwood flooring throughout, four spacious bedroom suites with private baths, and a dedicated office ideal for working from home or quiet retreat. At the heart of the residence, the designer kitchen is a masterpiece of form and function, featuring luxury appliances, custom cabinetry, premium finishes, and an oversized gathering island designed for effortless entertaining. The dramatic great room is anchored by a striking floor-to-ceiling stone fireplace and highlighted by a handcrafted architectural wood ceiling that creates warmth, character, and distinction. The lavish primary suite offers a private sanctuary inspired by the world's finest luxury resorts. Its spectacular spa bath features an exquisite wet room designed for ultimate relaxation and rejuvenation. Additional highlights include an oversized garage with a dedicated golf cart bay, providing easy access to the exceptional amenities and championship golf that define the Indigo Run lifestyle. A rare opportunity to own a newly constructed luxury golf course home on Hilton Head Island, this remarkable residence exemplifies superior craftsmanship, sophisticated design, and the very best of Lowcountry luxury living.

740 Colonial Drive, Hilton Head Island

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

$1,675,000
4 Beds ⋅ 4 Baths ⋅ 4,560 SqFt. ⋅ HILTONHEAD-509255 MLS
Lakefront Luxury on a (0.83ac) DOUBLE LOT, with expansive views across Bear Lake, and a private swimming pool! Thoughtfully designed on a single level, this custom residence offers an effortless flow with expansive living spaces, soaring ceilings, and seamless indoor-outdoor connectivity. Featuring wide-plank hardwood flooring, stunning millwork, exposed ceiling beams, and timeless architectural details, offering a warm and sophisticated atmosphere. At the center of the home is a true chef's kitchen featuring a professional-grade Viking gas range, Sub-Zero refrigeration, dual dishwashers, a built-in coffee system, and an oversized center island with abundant prep and storage spaces. The owner's suite is a private retreat unto itself, with a beautifully updated spa-style bath designed for relaxation. The heated saltwater swimming pool - a substantial investment of approximately $120,000, transforming the backyard into a private waterfront oasis. Offering an oversized triple-car garage with additional flex space that functions as a workshop, hobby area, and/or exercise/recreational space! Properties of this caliber are RARE!

67 Bear Creek Drive, Hilton Head Island

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

$1,700,000
6 Beds ⋅ 6 Baths ⋅ 3,694 SqFt. ⋅ HILTONHEAD-509089 MLS
Deep Water Views! Welcome to this stunning coastal retreat in the highly sought-after, gated community of Hammock Breeze. Just a short stroll to Fish Haul Beach, enjoy the new private community beach access. This better than new home, built in 2021, offers 6BD | 5.5BA with over 3,600 sq ft. Two expansive covered porches with southern style swings and outdoor dining, allow you to enjoy Port Royal Sound water views while relaxing! Privately tucked away at the end of the street on a premium lot, this home offers a peaceful setting under the shade of beautiful live oaks. The open-concept layout, features a gourmet kitchen with expansive quartz countertops, stainless steel appliances, large pantry and stools at the island! The kitchen easily flows into spacious living and dining areas. Find multiple gathering spaces on every floor, while a private elevator offers added convenience throughout the home. Enjoy your own private backyard retreat with a heated and chilled pool, waterslide, separate hot tub, fireside lounge area, and outdoor living space. Ideal as a primary residence, HHI luxury vacation retreat, or exceptional investment opportunity with strong rental performance.

6 Talon Court, Hilton Head Island

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

$2,675,000
4 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-507551 MLS
A custom-built Sea Pines residence by renowned builder, Hagood Homes of the Lowcountry. This home skillfully combines contemporary amenities with generous living spaces, featuring 4 bedrooms and 4.5 bathrooms, as well as ample indoor and outdoor areas. Key architectural elements include: a chef's kitchen featuring custom-built cabinetry, premium appliances, an expansive walk-in pantry for optimal organization, a scullery- perfect for hosting gatherings and a wet bar with glass shelving. The great room features a cathedral, tongue-and-groove ceiling with an adjacent Carolina room with shiplap walls and abundant natural light. Additional features include a study/library nook, low-rise stairs leading to a media room finished in shiplap with a mini-bar, and an additional versatile flex room that can serve as an office, gym, or studio. Outdoor living is elevated by a screened porch complete with a tongue-and-groove cathedral ceiling and a built-in grilling station. The salt water pool features a sun shelf and spa overlooking the tranquil wooded backyard. A two-car side garage is equipped with an electric vehicle charger and an elevator leading to the first floor. Countless additional features await your discovery, all just a quick bike ride away from world-class amenities and the stunning beaches of Hilton Head Island.

24 Governors Lane, Hilton Head Island

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

$780,000
6 Beds ⋅ 8 Baths ⋅ 4,407 SqFt. ⋅ HILTONHEAD-508828 MLS
New co-ownership opportunity: Own one-eighth of Bald Eagle, this professionally managed, turnkey home by Pacaso. With a third-row beach walk location, this new construction home is all about approachable elegance, starting with the custom curved staircase, classic columns and shiplap walls in the entryway. It continues in the light-filled great room, with box beam ceilings, built-in storage and a traditional fireplace with a modern tile surround. The dining area offers a pool view, and the gorgeous gourmet kitchen has a quartz-topped island and separate breakfast bar, stainless steel appliances and a wet bar. The primary suite, one of 6 bedrooms, opens to the backyard patio and features a spa-like en suite bathroom with a soaking tub, tiled shower and two vanities. A bonus room, complete with wet bar, is great for games and hanging out. Mature landscaping provides privacy for the backyard pool, overflowing hot tub, and outdoor cooking area. The home, which has 2 laundry rooms and a 4-stop elevator, comes fully furnished and professionally decorated.

8 Bald Eagle Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: REsides, Inc..

$2,790,000
5 Beds ⋅ 6 Baths ⋅ 5,596 SqFt. ⋅ HILTONHEAD-508201 MLS
Behind a private gated entrance framed by illuminated live oak lined drive, this exceptional Wexford estate offers over 5,500 square feet of refined living. This Lowcountry estate embodies timeless elegance and is truly one of a kind. A dramatic foyer with soaring arched windows welcomes you to beautifully appointed spaces, including a library, formal and casual living areas, multiple en-suite ample sized bedrooms, and a newly remodeled kitchen. Thoughtful details such as an elevator, Brazilian hardwood floors, fireplaces, and expansive porches enhance everyday living. Outdoors, enjoy a resort-style pool, covered entertaining spaces, and a private courtyard setting. Complete with a four-car garage and access to Wexford's world-class golf, marina, tennis, pickleball, dining, and club amenities. This home is an exceptional offering within one of Hilton Head Island's most prestigious communities.

29 Oxford Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$5,499,800
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,550,000
4 Beds ⋅ 5 Baths ⋅ 4,125 SqFt. ⋅ HILTONHEAD-508571 MLS
Positioned on a coveted eyebrow lot along one of the most picturesque streets in the gated Golf Club section of Indigo Run. This 4 bedroom, 4.5 bath residence offers golf views, privacy and a thoughtfully designed floor plan. Beautifully maintained and gently lived in, this home presents like new with light filled interiors, a refined living room with fireplace and built ins and seamless flow. The kitchen has granite countertops and stainless appliances. The first floor primary suite provides a serene retreat with his & hers closets. Three ensuite bedrooms upstairs. Brick patio overlooking the fairway. Two car garage. Outside entrance to separate room - perfect size for golf simulator, game room or golf cart storage.

13 Balmoral Place, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: William Raveis - Carolina LLC.

$2,395,000
4 Beds ⋅ 5 Baths ⋅ 4,250 SqFt. ⋅ HILTONHEAD-507929 MLS
150 STEPS TO THE BEACH! Tucked within the private, oceanfront community of Port Royal, this exceptional Lowcountry residence offers a rare combination of scale, setting, and timeless Southern character. 111 Fort Walker Drive presents an extraordinary opportunity to own a marshfront estate in one of Hilton Head Island's most sought-after enclaves. Set on an expansive 0.78-acre homesite, the property is framed by majestic live oaks draped in Spanish moss, creating a serene, shaded backdrop that defines true Lowcountry living. Sweeping marsh views extend beyond the backyard, where a private crabbing dock invites you to fully embrace the coastal lifestyle. With ample room to ADD A CUSTOM POOL, you can create your own private marshside oasis-an ideal setting for relaxing, entertaining, and enjoying breathtaking sunsets just steps from the beach.The home features 4 bedrooms and 5 bathrooms, thoughtfully designed to accommodate both everyday living and multi-generational needs. The grand primary suite is a standout, offering dual bathrooms, generous closet space, and dedicated sitting and office areas, providing both luxury and functionality rarely found in one residence. Originally renovated in 2006 and further enhanced in 2024, the home blends classic architectural elements with modern updates. An abundance of storage throughout ensures practicality without compromising design. Ideal for a large family, a legacy property, or those seeking space and privacy within a prestigious community, this offering captures the essence of refined Lowcountry living-where natural beauty, exceptional privacy, and an unparalleled coastal lifestyle converge. Just 150 steps from the beach, you'll enjoy the best of both worlds: tranquil marshfront living with effortless access to the Atlantic Ocean.

111 Fort Walker Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$2,595,000
5 Beds ⋅ 5 Baths ⋅ 4,500 SqFt. ⋅ HILTONHEAD-508204 MLS
Located in the gated community of Moss Creek, this exceptional custom home is set on approximately .84 acres with expansive marsh views, framed by mature live oaks and a sweeping drive that creates a true sense of arrival. Offering approximately 4,500 square feet under air, the home features 4 bedrooms, all en-suite, 4.5 baths, plus a private office and a large exercise room (or bedrooms 5 and 6). The first-floor primary suite is a standout with marsh views, a linear fireplace, and a spa level bath featuring heated floors and a 6'x 9' digital shower with rain head, body sprays, and handhelds. Extensive recent exterior improvements include a new oyster shell and concrete driveway, new front and rear composite decks, aluminum handrails, a new roof, all window sashes replaced, and a full exterior repaint. Outdoor living includes a large, covered deck, pool with sun shelf, outdoor shower, and multiple seating areas overlooking the marsh. Inside, the home reflects a high level of craftsmanship with French oak flooring, Savannah brick, custom millwork, and artisan ironwork. The two-story foyer features a hand forged marsh grass railing with subtle sandpiper detail, setting the tone for the home. A 16 foot sliding glass wall opens the main living area to the rear deck, creating seamless indoor-outdoor flow. The chef's kitchen is equipped with Thermador appliances including two dishwashers and custom cabinetry, opening to the main living area anchored by a substantial brick fireplace with custom built ins and live edge shelving. A separate coffee bar area includes beverage refrigeration, fridge/freezer drawers, and additional storage. Designed for entertaining, the home includes a custom bar with a 130+ bottle wine refrigerator, pellet ice maker, beverage refrigeration, and seating for multiple guests. A separate back pantry and service kitchen features a full size Bosch refrigerator and freezer, an additional dishwasher, large dual basin sink, and exterior access, ideal for hosting or catered events. Additional features include dual staircases, whole home sound system, extensive built ins, custom lighting throughout, and a garage with custom cabinetry, built in shop vac, epoxy floor and endless storage. One of the most thoughtfully designed and highly customized homes in Moss Creek. Property owner is a licensed SC real estate agent.

7 Peninsula Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,665,000
4 Beds ⋅ 5 Baths ⋅ 4,261 SqFt. ⋅ HILTONHEAD-508328 MLS
Private Golf Course Living in Wexford. Set along the 16th green in Wexford, this beautiful 4,261 sq ft custom home offers peaceful, natural views and exceptional privacy in one of Hilton Head Island's most premier communities. Thoughtfully designed, this 4 bedroom, 4.5 bath residence lives primarily on one level, with a 2021 addition above the 3+ car garage featuring a bedroom, bath, and den - ideal for guests or flexible living space. The chef's kitchen is both functional and refined, showcasing custom cabinetry, a gas range, and a convection oven with integrated steam oven, perfect for everyday use or entertaining. The home flows effortlessly to the outdoors with covered front and rear porches, including an oversized back porch that captures expansive golf views and overlooks the private pool. Additional features include ample storage beneath the home, providing space for equipment, hobbies, or seasonal items. A rare opportunity to enjoy privacy, golf views, and effortless Lowcountry living in the heart of Wexford.

46 Yorkshire Drive, Hilton Head Island

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

$1,850,000
5 Beds ⋅ 5 Baths ⋅ 3,868 SqFt. ⋅ HILTONHEAD-508327 MLS
Introducing a stunning new-construction residence at 3 Pond Drive, perfectly positioned on one of Indigo Run's most private and generously sized homesites. This 5BD/4.5BA home with over 3,800SQFT is surrounded by mature Lowcountry foliage and set back for exceptional seclusion. A smart, livable layout features the primary suite and two guest bedrooms on the first floor, with a spacious bonus room and full bathroom privately situated above the garage. Outdoor living shines here-enjoy serene wooded views, ample space for a future pool, and the peaceful ambiance that defines Indigo Run. This home blends refined architectural design with modern coastal living. Expansive windows invite natural light throughout the open-concept interior, while high ceilings, premium finishes, and thoughtful craftsmanship elevate every room. A rare opportunity to own a brand-new home in one of Hilton Head's most sought-after gated communities!

3 Pond Drive, Hilton Head Island

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

$1,875,000
4 Beds ⋅ 5 Baths ⋅ 3,547 SqFt. ⋅ HILTONHEAD-507940 MLS
Nestled in a spectacular tidal marsh setting at the end of a peaceful cul-de-sac, meticulously maintained home boasts over 3,500 sq ft living space w/open floor plan. Featuring hardwood bamboo floors, this spacious residence includes 4BD & 4.5BA. Large master suite offers an expansive bedroom & luxurious bathroom. Main floor is highlighted by soaring 12-ft ceilings, adding a sense of openness & grandeur to the space and gas fireplace. Complete w/access to a community pool and a beach club-perfect for relaxing or enjoying the water views. Ideal retreat for those seeking both luxury and privacy, with natural beauty surrounding every corner.

24 Tabby Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,799,000
5 Beds ⋅ 6 Baths ⋅ 3,965 SqFt. ⋅ HILTONHEAD-507573 MLS
Welcome to 6 Wild Turkey Run, a stunning Lowcountry home, completely reimagined, nestled in the desirable Hilton Head Plantation. This exceptional residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, offering nearly 270-degree sweeping views of the marsh and saltwater creek from almost every room: Kayak or fish out of your backyard. The home has been meticulously renovated down to the studs. Every major system has been replaced, including all-new electrical wiring, plumbing, spray foam insulation, and HVAC systems. The exterior has been transformed with fresh board-and-batten & hardcoat stucco siding, complemented by beautiful tabby stucco accents and a new tabby/oyster paver driveway. Essentially, everything is brand new. Inside, abundant natural light floods the thoughtfully redesigned spaces, perfectly blending contemporary comfort and functionality with timeless coastal charm. Set on a spacious, oversized, and truly buildable double lot, the property offers exceptional privacy and tranquility and potential for future growth. Just minutes from Hilton Head's pristine beaches, world-class golf, shopping, and dining. This is coastal living at its finest-elegant, efficient, and deeply connected to the Lowcountry's natural beauty. Listed $350K UNDER appraised value. MOTIVATED SELLER; BRING ALL OFFERS.

6 Wild Turkey Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$3,295,000
4 Beds ⋅ 6 Baths ⋅ 6,572 SqFt. ⋅ HILTONHEAD-508097 MLS
Set on nearly 0.70 acres in the heart of Wexford, this distinctive estate-sized golf course home offers an exceptional combination of architectural character, privacy, and the sought-after lifestyle of one of Hilton Head Island's premier private club communities. A sweeping horseshoe driveway, framed by mature landscaping, leads to a secluded courtyard and a welcoming entry. Unique architectural details define the home, including a dramatic barrel ceiling with skylight in the foyer, antique doors, rich reclaimed-wood flooring, and impressive vaulted ceilings. The expansive great room is designed for both grand entertaining and comfortable everyday living, with multiple seating and dining areas, space for a baby grand piano, a massive stone fireplace, and seamless access to outdoor living. The adjacent chef's kitchen features a breakfast area, walk-in pantry, and direct access to the covered outdoor dining area. The private primary suite includes a sitting area surrounded by floor-to-ceiling windows, a distinctive cross-vaulted ceiling, direct pool and spa access, oversized and secondary walk-in closets, private laundry, and well-appointed bath with soaking tub and separate water closet. Additional living spaces include a remarkable lower-level bar/gameroom or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, courtyard access, and full bath. Above the oversized 3-car garage are a spacious fitness room or den and two ensuite bedrooms, including one with a private deck. A fourth guest suite features an ensuite bath, generous closet space and French doors to the courtyard. The private backyard is beautifully positioned along the golf course while surrounded by mature landscaping for exceptional privacy. A secluded pool and spa, covered dining area, and additional deck create a peaceful outdoor retreat. Additional features include an oversized three-car garage, workshop, wine storage, and dual laundry areas. Wexford members enjoy a premier private club lifestyle with a private marina, championship golf, Har-Tru tennis, pickleball, croquet, resort-style pools, clubhouse dining, community fire pit, and year-round social activities. The new Harbour Center and expanded Clubhouse add even more gathering and social spaces at the center of the community. A rare opportunity to own an architecturally distinctive luxury golf course home in a gated private club community with marina access on Hilton Head Island.

19 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$8,700,000
5 Beds ⋅ 6 Baths ⋅ 5,580 SqFt. ⋅ HILTONHEAD-508090 MLS
Quite simply, one of the finest homes to come on the market in Sea Pines in many years. This luxury custom home, completed in 2022 by Esposito Builders and masterfully designed by architect Terry Rosser, is set along the highly coveted Calibogue Cay, an address reserved for a select few. Sweeping marsh vistas and extraordinary sunsets create a setting that is both serene and unforgettable. Dramatic 20+ ft ceilings span the living room, kitchen, and breakfast nook, filling the space with natural light and drawing your eye straight to the marsh beyond. The kitchen is beautifully executed and opens to a refined entertaining space with a wet bar, glass-front cabinetry, and a well-appointed butler's pantry. Just off the main living area, the screened porch with fireplace offers a comfortable, private retreat you will enjoy year round. The outdoor setting is equally impressive. A generous saltwater pool, private dock, and boat lift are perfectly positioned to capture long marsh views and remarkable sunsets. The primary suite is a true retreat, with expansive his-and-her walk-in closets, separate vanities, and a convenient Primary Laundry Room. Five bedrooms, along with a private executive office overlooking the marsh and sound, provide both scale and flexibility. Additional features include a 3-stop elevator, whole-house generator, and an oversized 2+ car garage with climate-controlled storage. Opportunities like this are few and far between. This is Calibogue Cay at its absolute best.

59 N Calibogue Cay Road, Hilton Head Island

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

$2,195,000
5 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-507876 MLS
Experience elevated harbor front living in one of Hilton Head Island's most exclusive gated waterfront communities. Perfectly positioned in Windmill Harbour, 58 Sparwheel Lane offers sweeping marina views, timeless architecture, and an extensively renovated home designed for effortless coastal living. Reimagined in 2017, this exceptional residence showcases custom craftsmanship, refined interior design, and high-end finishes throughout, blending classic elegance with modern comfort. (Architectural Plans showing before and after floor plans and elevation changes and scope of work are in the MLS Docs folder). Expansive lanais overlook a picturesque backdrop of sailboats and yachts, creating an ever-changing waterfront setting for morning coffee, sunset cocktails, or entertaining family and friends. The luxurious primary suite features a private lanai and fireplace, while four ensuite guest bedrooms provide exceptional comfort and privacy. A chef's kitchen, inviting living room with fireplace, lower-level family room, two laundry areas, and a 2-car garage offer the functionality today's buyers desire. Furniture is negotiable. The Seller owns and will sell Dock I-36, a 48' slip visible from the Townhouse. Boating enthusiasts will appreciate Windmill Harbour's renowned lock-controlled marina, one of only three private lock systems on the East Coast, providing protected deep-water access to the Intracoastal Waterway regardless of the tides. Residents also enjoy a community pool, and optional membership to the South Carolina Yacht Club with dining, tennis, pickleball, fitness, and social amenities. Whether you're searching for a luxury primary residence or an exceptional second home, this is a rare opportunity to own one of Windmill Harbour's premier marina front properties.

58 Sparwheel Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,995,000
5 Beds ⋅ 5 Baths ⋅ 4,199 SqFt. ⋅ HILTONHEAD-508033 MLS
Experience elevated Lowcountry living in this exceptional new construction home, perfectly positioned to capture sweeping marsh-to-Intracoastal Waterway views. Thoughtfully designed with both luxury and functionality in mind, this 4,199 heated square foot residence offers four spacious bedrooms, each with its own private ensuite, along with five full baths to comfortably accommodate family and guests.From the moment you arrive, the raised construction provides abundant covered parking and generous storage space beneath the home-ideal for coastal living. Inside, high-end appointments are showcased throughout, blending refined finishes with timeless design. The open-concept living area features a gas fireplace, creating a warm focal point while framing stunning natural vistas just beyond.An array of outdoor living spaces invites you to fully embrace the serene surroundings. Multiple rear porches and a screened porch offer uninterrupted views of the marshes stretching to the Intracoastal Waterway, perfect for morning coffee or evening sunsets. The private elevator ensures effortless access to all levels, enhancing convenience and accessibility.The home also includes a dedicated office, ideal for remote work or quiet study, as well as a versatile bonus room that opens to a rooftop deck-an extraordinary vantage point for long, panoramic marsh-to-ICW views. Every detail has been carefully considered to maximize both comfort and the beauty of the coastal environment.Located within the highly sought-after Windmill Harbour community, residents enjoy access to a 15.5-acre lock-controlled marina, home to the South Carolina Yacht Club, along with tennis facilities and an Olympic-size community pool. Additionally, the Indian Hill community pool is conveniently located just across the street.With completion estimated for Spring 2027, this home presents a rare opportunity to own a brand-new coastal retreat in one of the area's most prestigious waterfront communities.

18 Indian Hill Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$3,589,000
6 Beds ⋅ 7 Baths ⋅ 4,097 SqFt. ⋅ HILTONHEAD-507996 MLS
This elegant Sea Pines oceanside (3rd row) home has it all! With 6 bedrooms, and 6 1/2 baths, open living spaces, high end finishes, great bedroom separation, screened porches and pool, this never rented property is a quick walk to the best and uncrowded beach in the Sea Pines Resort. Situated close to the Ocean Gate, restaurants, amenities and magnificent golf at the Plantation Club, this spacious home could be a full, part-time residence or investment property.

17 Duck Hawk Road, Hilton Head Island

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

$2,200,000
4 Beds ⋅ 5 Baths ⋅ 4,302 SqFt. ⋅ HILTONHEAD-507990 MLS
This beautifully maintained Lowcountry style home is located in the exclusive Long Marsh community, offering just 20 residences and access to a pool, tennis, and pickleball. This home offers seamless indoor-outdoor living with stunning marsh views, abundant natural light, 2 owner suites, and an incredible back deck perfect for relaxing or entertaining. Significant updates include a 2014 reconfiguration creating a first -floor owner suite with walk-in closet, modernized 3 baths, all new kitchen, flooring, paint, along with an added upstairs ensuite bedroom. In 2018, hurricane impact Jeld-Wen windows and doors were installed on the rear of the home, and in 2019 the garage was connected adding approximately 100 heated square feet, along with an expanded laundry room. Interior features include exquisite trim work, engineered hand scraped hardwood flooring in the main living areas/owner suite, plantation shutters, designer lighting, two gas fireplaces, multiple living/dining spaces, newer kitchen with premium stainless GE Monogram appliances, 2 owner suites, and 2 guest ensuites. An exceptional offering in Sea Pines, this impeccably maintained residence presents a rare opportunity to own in the highly sought-after Long Marsh community. With its stunning marsh views, serene setting, and thoughtful updates throughout, this home provides an ideal backdrop for creating lasting memories for years to come.

21 Long Marsh Lane, Hilton Head Island

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

$2,300,000
4 Beds ⋅ 4 Baths ⋅ 3,756 SqFt. ⋅ HILTONHEAD-506970 MLS
Set along the Atlantic Dunes golf course on a spacious 0.65 acre lot, this original-owner home enjoys wide golf views stretching toward the ocean. Designed primarily for one-level living, the residence features 4 bedrooms, 3.5 baths, and versatile office and gym spaces. Fourth bedroom is conveniently located upstairs offering separate guest quarters. A large screened porch captures the expansive vistas, while gorgeous mature landscaping enhances the home's privacy and curb appeal. Ample parking is provided by a private owners' drive to the garage and a circular drive for guests at the front entrance.

5 Palmetto Place, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: RE/MAX Island Realty.

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