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$7,650,000
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.

$5,350,000
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.

$3,100,000
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.

$2,750,000
4 Beds ⋅ 5 Baths ⋅ 5,196 SqFt. ⋅ HILTONHEAD-504109 MLS
Beautifully light, bright, and open, this gorgeous home features designer touches throughout and is ideally situated along Wexford's 11th fairway, offering picturesque golf views. Designed for effortless entertaining, the main living spaces flow seamlessly from the open kitchen to a wet bar, cozy family area, and separate living and dining rooms. The stunning dining room features a built-in server and an adjacent butler's serving area, creating a perfect setting for hosting. The first-floor primary suite is a true retreat, featuring a private, tucked-away office - ideal for quiet work or study - custom built-ins flanking a gas fireplace, a spa-inspired bathroom with a standalone soaking tub, an oversized walk-in closet with a built-in dresser, and additional laundry hookups. Over the three-car garage, a private in-law suite offers a full kitchen, sitting area, and full bath - ideal for guests or extended family. Upstairs, two generously sized en-suite bedrooms are complemented by an additional family room or game room, providing flexible living space. Outdoors, enjoy a private pool added in 2022, surrounded by mature privacy hedges for a serene, resort-like setting, along with a cozy screened porch and an open back deck for expanded outdoor living. Additional features include a main-level laundry room, designer light fixtures throughout, beautiful oak floors, marble mosaic backsplashes, four fireplaces, and top-of-the-line Fulgor Milano appliances. Adding to the appeal, Wexford is undergoing exciting enhancements, including a new construction Harbour Center and an expanded clubhouse, both scheduled to open in spring 2026 - further elevating the community lifestyle. 2025 Primary Residence taxes = $10.881.07

34 Bridgetown Road, Hilton Head Island

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

$1,795,000
5 Beds ⋅ 5 Baths ⋅ 5,511 SqFt. ⋅ HILTONHEAD-504017 MLS
Designed for flexible lifestyles, 14 Bayley Point offers a rare waterfront setting in one of Hilton Head Plantation's most sought-after locations with sweeping marsh to Port Royal Sound views and unforgettable Lowcountry sunsets. Filled with natural light and designed to feel peaceful, the home offers a thoughtful layout with inviting gathering spaces, comfortable privacy, and seamless indoor-outdoor living. Walls of windows capture stunning water views from nearly every room, while the updated kitchen with quartz countertops opens to warm living spaces and a spacious waterfront deck perfect for relaxing dinners, sunset drinks, or quiet mornings overlooking the water toward Dolphin Head Beach. The freshly expanded backyard enhances the home's connection to the outdoors. Luxurious yet warm and relaxed, this is a rare opportunity to enjoy waterfront Lowcountry living in a setting that balances privacy, comfort, and everyday livability within Hilton Head Plantation.

14 Bayley Point Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$14,995,000
7 Beds ⋅ 10 Baths ⋅ 7,099 SqFt. ⋅ HILTONHEAD-503876 MLS
22 Snowy Egret is perfection personified. Custom built and completed in 2022, this 7 Bedroom, 8 & 2 Half bathroom home has 7,099 sq ft of interior living space with chefs kitchen, first floor primary suite, upstairs and downstairs living with pristine ocean views, bunk suite, private office, and your own workout room. Outside you'll find expansive living spaces, outdoor kitchen & fireplace, resort style pool with spa & lap lane, and your own private beach access! All of the features of this remarkable custom home combine to make for a truly magical Sea Pines Oceanfront Estate.

22 Snowy Egret Road, Hilton Head Island

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

$6,800,000
8 Beds ⋅ 8 Baths ⋅ 5,752 SqFt. ⋅ HILTONHEAD-503643 MLS
Exquisite oceanfront residence located in North Forest Beach, offering breathtaking Atlantic Ocean views and effortless coastal living. This meticulously maintained three-level home features covered balconies on each level, allowing for seamless indoor-outdoor enjoyment. The open floor plan is ideal for entertaining and is complemented by a bonus room with a second kitchen, elevator access, and ample covered parking beneath the home. Outdoor living is exceptional with a private pool and spa, newly paved pool area, and a new beach boardwalk providing direct access to the beach. The owners have taken meticulous care of the property with extensive improvements including a new roof, new HVAC systems, all new exterior siding, updated windows, and refreshed landscaping, among many other upgrades. Whether enjoyed as a primary residence, second home, or investment property, the home offers outstanding flexibility with over $360,000 in rental bookings already in place for 2026, though it is equally well-suited for personal use. Ideally located within a short walk or golf cart ride to Coligny Plaza, Celebration Park, shopping, dining, and entertainment, this property represents the best of oceanfront living on Hilton Head Island.

9 Guscio Way, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,960,000
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.

$3,800,000
4 Beds ⋅ 6 Baths ⋅ 5,912 SqFt. ⋅ HILTONHEAD-503338 MLS
Currently under construction, this modern custom townhome offers marsh front views 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.

$2,900,000
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.

$2,495,000
7 Beds ⋅ 8 Baths ⋅ 6,593 SqFt. ⋅ HILTONHEAD-503299 MLS
A rare opportunity to own the only townhome on the market with panoramic 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.

$6,500,000
3 Beds ⋅ 5 Baths ⋅ 5,725 SqFt. ⋅ HILTONHEAD-502804 MLS
Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$3,100,000
4 Beds ⋅ 5 Baths ⋅ 5,493 SqFt. ⋅ HILTONHEAD-503126 MLS
Experience luxury living at its finest in this beautifully reimagined 4-bedroom residence on one of Wexford's most prized homesites. Offering over 5,490 sq ft of refined living space, this home showcases exceptional updates throughout, including a stunning chef's kitchen with custom cabinetry and top-of-the-line appliances. The main-level primary suite features a lavish spa-inspired bath with a steam room, while three additional en-suite bedrooms ensure comfort and privacy for family and guests. Designed for both everyday living and elegant entertaining, the home features formal and casual gathering spaces, including a dining room, formal living room, family room, and a light-filled Carolina room. Enjoy serene Lowcountry living from the manicured backyard, complete with a screened porch, expansive veranda, and a heated/cooled pool overlooking panoramic views of the 17th green, marsh, and Broad Creek. A rare opportunity to own a modernized estate in one of Hilton Head's premier gated communities.

62 Yorkshire Drive, Hilton Head Island

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

$1,712,000
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.

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

63 Bridgetown Road, Hilton Head Island

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

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

15 Harrogate Drive, Hilton Head Island

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

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

37 Dune Lane, Hilton Head Island

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

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

5 Sandy Beach Trail, Hilton Head Island

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

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

46 Wexford Club Drive, Hilton Head Island

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

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

599 Colonial Drive, Hilton Head Island

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

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

35 Bridgetown Road, Hilton Head Island

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

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

56 Leamington Lane, Hilton Head Island

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

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

1 Cedar Lane, Hilton Head Island

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

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

11 Marsh Drive, Hilton Head Island

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

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

51 Wicklow Dr, Hilton Head Island

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

$1,250,000
5 Beds ⋅ 7 Baths ⋅ 7,363 SqFt. ⋅ HILTONHEAD-500147 MLS
Welcome home to the exclusive Long Cove Club in Hilton Head! This stunning 5-bedroom, 6.5-bath estate sits on a large lot with over 7,300 sq ft of elegant living space designed for comfort, entertaining, and timeless style. Step inside to soaring 22-foot ceilings, a show-stopping great room with floor-to-ceiling windows and a massive fireplace. The area designated for the kitchen could be a chef's dream that can be designed to your likings. Whether you're hosting a dinner party or enjoying a quiet night in, this home has all the space you'll need. This Beauty is perfect for the purchaser that's looking to unlock all the character this Stunner has to offer all while creating instant equity. Outside, unwind by your private pool, serve up a match on your personal tennis court, or grill out with serene lagoon and marsh views as your backdrop. With a 3-car garage, sought-after onsite amenities and a serene private lot, you'll enjoy coming home to all the perquisites this Estate has to offer. Conveniently located in one of Hilton Heads most prestigious gated communities, you'll enjoy access to a championship golf course, a breathtaking marina, a fabulous clubhouse, and so much more. This is more than a home its a lifestyle.

13 Delta Lane, Hilton Head Island

Listing courtesy of Scott Realty Professionals.

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

70 Fort Walker Drive, Hilton Head Island

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

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

59 Turnbridge Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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

99 Mooring Buoy, Hilton Head Island

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

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

56 Wexford Club Drive, Hilton Head Island

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

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