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$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.

$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..

$2,840,000
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.

$5,999,000
5 Beds 5 Baths 4,563 SqFt. HILTONHEAD-508634 MLS
Welcome to Refined Coastal Simplicity on the Port Royal Shoreline. Sited on a rare, private .77 acre lot, this custom-built home was designed for an effortless lifestyle where understated luxury is felt, not just seen. Inside discover culinary artistry with a home chef's kitchen anchored by a curated wood-top island and a massive butler's pantry- perfect for seamless entertaining. Dual Primary Ensuites (Main and 2nd Floor) provide flexible sanctuary for guests or multi-generational families. Step outside and transition from the screened porch with its cozy fireplace to the heated and chilled pool, ensuring the perfect temperature regardless of the season. From the boardwalk to the expansive rear veranda, every inch of this Port Royal property is designed to make coastal living entirely uncomplicated. This exceptional seaside home is a must see in private Port Royal Plantation. Click the vidoe 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 - Brokered by EXP Realty.

$2,695,000
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.

$3,395,000
4 Beds 6 Baths 6,572 SqFt. HILTONHEAD-508097 MLS
Set on nearly 0.70 acres in the heart of Wexford, this estate-sized golf course home is defined by its architectural character, impressive scale, and private setting. A sweeping horseshoe driveway framed by mature landscaping leads to a tucked courtyard that shares the front entry. Filled with unique design elements, the home showcases a dramatic barrel ceiling with a skylight in the foyer, antique doors throughout the main level, and rich reclaimed wood flooring that adds warmth and authenticity. The expansive great room is truly a centerpiece, offering the flexibility for multiple seating areas, formal and casual dining, and even space for a baby grand piano, all anchored by a massive stone fireplace and seamless access to outdoor living areas. Directly off the great room, the chef's kitchen features a breakfast area, a walk-in pantry, and direct access to the covered outdoor dining space. The primary suite is well-positioned for comfort and convenience, featuring a sitting area framed by floor-to-ceiling windows, a unique cross-vaulted ceiling, direct access to the pool and spa, an oversized walk-in closet, a secondary walk-in closet, private laundry, and a well-appointed bath with soaking tub and separate water closet. Add'l living spaces continue throughout the home, including a distinctive lower-level bar or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, access to the front courtyard, and a full bath. Over the garage, a large fitness room or den is complemented by two ensuite bedrooms - one featuring a private deck. The fourth guest ensuite offers generous closet space and French doors opening to the courtyard. Outdoors, the backyard is set on a golf course lot while still offering a quiet, private setting. A secluded pool and hot tub, covered lounging/dining area, and an add'l deck are surrounded by mature landscaping, creating a peaceful, highly private environment. Additional highlights include an oversized three-car garage, workshop, wine storage, and dual laundry areas for added convenience. In addition, Wexford has just celebrated the grand opening of the new construction Harbour Center. The clubhouse is currently undergoing an exciting expansion, scheduled to open spring/summer 2026, further enhancing the exceptional amenities within this private community. A rare opportunity to own a distinctive, estate-sized property in one of Hilton Head's most sought-after private club communities.

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.

$2,995,000
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.

$2,275,000
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.

$3,000,000
5 Beds 5 Baths 4,365 SqFt. HILTONHEAD-507812 MLS
16 Full Sweep | Lagoon Front/Private Dock, Ocean-Oriented in the Heart of Palmetto Dunes! Perfectly positioned along the lagoon with a private dock, this striking contemporary home delivers a refined take on Coastal Living. Designed by a noted architect, the residence balances bold modern lines with warmth and livability, creating an immediate Sense of Arrival! A Dramatic Entry Unfolds through Expansive Bifold Glass/Wood doors at both the front and rear, allowing ocean and lagoon breezes to flow freely through the Entryway! Inside, soaring ceilings, walls of glass, and a stunning two-story Water Wall feature set a memorable arrival! The open layout is both impressive and comfortable, designed for effortless everyday living. At the center, the chef's kitchen with Breathtaking Views, pairs function with sleek design, featuring premium Wolf and Sub-Zero appliances, Italian Snaidero Cherry Cabinetry, and Refined finishes throughout. Thoughtful details-including a discreetly integrated powder room and seamless hidden Cabinetry-maintain a clean, Architectural Aesthetic while maximizing usability. With Cherry Hardwood and Newly Refinished Sandstone Flooring throughout, Natural light fills the main living spaces, where floor-to-ceiling windows frame tranquil lagoon views stretching toward the oceanfront hole of the renowned Robert Trent Jones Golf Course! Multiple gathering areas-including a sunken living room, intimate seating spaces, and a well-appointed wet bar with Seating-offer flexibility for entertaining or relaxing by the fire. The owner's suite provides a Private Retreat with its own fireplace and elevated deck overlooking the Lagoon, Lagoon, & Golf Course! Guest accommodations are generously sized, including a flexible room ideal for a home office, private suite, or multi-generational living. Dual laundry areas, abundant storage, a two-car garage, and an electric vehicle charging station add everyday convenience. Outdoor Living is equally compelling. A Covered Loggia opens to a newly refinished Brazilian Hardwood Sundeck, complete with a heated infinity-edge pool and spa overlooking the lagoon. The private dock offers direct access for boating, kayaking, or fishing, while the Beach is just a short walk/bike ride away. Blending architectural distinction, resort-style amenities, and an exceptional location, this is a rare opportunity to own a home that is as functional as it is unforgettable. This property has Incredible Rental Potential As Well!!

16 Full Sweep, Hilton Head Island

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

$1,750,000
3 Beds 4 Baths 4,015 SqFt. HILTONHEAD-507770 MLS
Set beneath a majestic oak, this well-built 2013 home offers a sense of quiet presence and privacy that's increasingly rare. Overlooking the lagoon, the private fenced pool/spa and expansive covered patio-complete w/ outdoor fireplace, grill & sink create an inviting setting for relaxed days and memorable evenings. Inside, soaring ceilings and a thoughtfully designed open layout bring both space and comfort. The living room, centered around a stacked stone fireplace, flows easily into the dining area and a generous gourmet kitchen w/ gas range, center island & pot filler. Stacking doors open wide, allowing the indoors and outdoors to live as one-ideal for gathering, celebrating, or simply unwinding. Off the living room is a large office and powder room with the primary suite privately positioned in one wing of the house while 2 ensuite guest rooms and laundry/utility room are on the opposite side for comfort and separation. An expansive bonus room over the 3-car garage offers flexibility for guests, work, or recreation. Homes like this-offering space, quality, and a setting designed for both everyday living and entertaining-are not often found in Port Royal Plantation. Enjoy private beach access, oceanfront pools, clubhouse, tennis, pickleball, leisure trails, gardens & 24-hour security.

9 Tabby Road, Hilton Head Island

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

$4,499,000
7 Beds 9 Baths 4,440 SqFt. HILTONHEAD-507459 MLS
Exceptional second-row ocean-oriented home in North Forest Beach, just moments from the sand via a short beach path and conveniently located near Coligny Plaza. Built in 2021, this stunning coastal retreat offers 7 bedrooms, 7 full baths, and 2 half baths across 4,440 square feet of thoughtfully designed living space.Featuring soaring ceilings and an open-concept layout, the home is designed for both luxury living and entertaining. The chef's kitchen is a standout with double islands, high-end finishes, and ample space for gathering. An elevator provides easy access to all levels, while multiple living areas-including two tranquil screened porches-offer seamless indoor-outdoor living.Step outside to a private backyard oasis complete with a heated pool and spa, perfect for relaxing after a day at the beach. Situated on a desirable corner lot at the quiet end of Dune Lane, the property offers ample private parking and added privacy.Sold fully furnished and golf cart friendly, this home is not only a beautiful coastal getaway but also a proven, lucrative investment opportunity in one of Hilton Head Island's most sought-after rental locations.

134 Dune Lane, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$3,295,000
5 Beds 6 Baths 5,200 SqFt. HILTONHEAD-507766 MLS
This exceptional NEW CONSTRUCTION end-unit semi-detached residence offers an unparalleled blend of luxury, space, and breathtaking panoramic marina views stretching out to the Intracoastal Waterway. Boasting 5 bedrooms, 5.5 baths, and over 5,200 heated square feet, this home is thoughtfully designed for both refined living and effortless entertaining. Inside, the main living areas are anchored by stunning 7-inch white oak flooring, creating a warm and sophisticated backdrop. A beautifully appointed interior fireplace enhances the inviting atmosphere, while expansive windows frame serene waterfront vistas. The chef's kitchen is a true showpiece, featuring custom inset cabinetry with fully integrated paneled appliances, sleek stainless appliances, and meticulous craftsmanship throughout. Adjacent, a well-equipped wet bar and scullery with a striking wine tower provide both functionality and elegance for hosting. A dedicated office offers a quiet retreat for work or study, while the home's four-stop elevator ensures seamless access to every level. The primary suite is a private sanctuary, highlighted by a spa-inspired bathroom featuring a luxurious wet room clad in floor-to-ceiling Italian marble. Every bathroom in the home showcases Italian marble flooring, reinforcing the property's elevated design. The expansive bonus room is ideal for entertaining, complete with its own wet bar and beverage center, making it perfect for gatherings or relaxed evenings at home. Outdoor living is equally impressive, with three spacious marble-floored patios that overlook the marina and provide sweeping views out to the ICW-perfect for enjoying coastal breezes and unforgettable sunsets. An additional exterior fireplace creates a cozy ambiance for year-round enjoyment. Located within the prestigious Windmill Harbor community, residents enjoy access to a 15.5-acre lock-controlled marina with immediate Intracoastal Waterway access. Amenities include an Olympic-size pool, tennis courts, a fitness center, and proximity to the South Carolina Yacht Club, offering a truly elevated coastal lifestyle. This remarkable property seamlessly combines timeless design, modern luxury, and an unbeatable waterfront setting.

54 Sparwheel Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$7,400,000
4 Beds 4 Baths 5,194 SqFt. HILTONHEAD-506820 MLS
Rare oceanfront land. Exceptional privacy. Substantial construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on approximately half an acre near South Beach in Sea Pines, this one-owner oceanfront residence offers more than 5,100 square feet of thoughtfully designed living space, direct beach access and a private heated pool. The flexible floor plan includes four bedrooms, with two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or private sitting room. Additional spaces include three-and-one-half baths, a dedicated office, media room, craft room, two fireplaces and an expansive primary suite with a private ocean-facing terrace.High ceilings, generous room proportions and abundant natural light provide an impressive foundation for creating a sophisticated coastal retreat. Enjoy the home today while personalizing it over time to reflect your own vision and lifestyle.Privately positioned along one of Hilton Head Island's most desirable stretches of coastline, this is a rare opportunity to secure a substantial oceanfront estate where location, land and possibility come together.

21 Belted Kingfisher, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,945,000
5 Beds 7 Baths 6,384 SqFt. HILTONHEAD-507058 MLS
A rare opportunity in Windmill Harbour, 144 Harbour Passage pairs 6,384 square feet of finely crafted living with protected views, elevator access to all floors, and one of the most compelling locations in the community. Positioned along the S.C. Yacht Club, Designed with both Southern elegance and entertaining in mind, the home can function as 7 beds/ 6.5 baths, or 5 beds and 2 ground-floor hobby rooms, ideal for a workshop, art studio, fitness space, private guest suite, or storage. The ground floor includes an oversized 2-car tandem & 1-car garages, a leisure room, utility room, guest suite with ensuite bath, and a patio overlooking the harbour. The main living level features a grand entrance, exquisite wood flooring, superior solid millwork throughout, a chef's kitchen at the center, formal dining room, parlor, office, great room, half bath, and a balcony overlooking the harbour. The third floor offers an oversized owner's suite with 2 walk-in closets & ensuite bath, a kitchenette, laundry room, plus 3 additional bedrooms, each with ensuite baths, and a large balcony overlooking the South Carolina Yacht Club. The fourth floor includes a large family room/movie theatre and 2 additional rooms with a shared bath. Windmill Harbour is one of Hilton Head Island's most distinctive private communities, centered around a protected inland harbour surrounded by impeccable landscaping and a private lock-controlled marina connecting to the Intracoastal Waterway. Known for its Charleston-inspired architecture, private setting, and strong sense of place, the community offers a boating-focused lifestyle that stands apart from the island's more traditional golf-oriented communities. The South Carolina Yacht Club, located within Windmill Harbour, provides an elevated private club experience with dining, tennis, pickleball, fitness, swimming, yachting events, and a vibrant year-round social calendar. This is a rare opportunity to own a substantial harbour-view residence in one of Hilton Head Island's most private and prestigious waterfront enclaves.

144 Harbour Passage, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty.

$14,995,000
8 Beds 11 Baths 6,756 SqFt. HILTONHEAD-507065 MLS
Ever Dreamed of Owning Your Own Private Island.... Look No Further! Set across approximately 10 acres just off the coast of Hilton Head Island, Buck Island presents a rare opportunity to own a private island estate where seclusion and accessibility exist in perfect balance. Just minutes from the mainland, yet a world apart, this is a setting defined by sweeping marsh views, tidal creeks, and centuries-old live oaks draped in Spanish moss, all complemented by deep water access.Two newly renovated residences anchor the property, both being sold fully furnished and thoughtfully equipped. The main home features five well-appointed bedroom suites, open living spaces, and walls of glass that frame the natural surroundings. A separate guest residence features 3 additional bedrooms and flexible living space for family and guests.Designed for both relaxed living and memorable gatherings, the island offers expansive outdoor spaces including a pool and hot tub overlooking the marsh, multiple decks, and thoughtfully placed areas for entertaining or quiet retreat. A private dock, along with two included boats and a coveted Harbour Town boat slip, provides effortless access to boating and the surrounding waterways.Framed by sweeping marsh views, winding tidal creeks, and centuries-old live oaks draped in Spanish moss, the setting feels both timeless and deeply connected to the natural landscape. Gentle breezes, wide-open skies, and ever-changing water views create a backdrop of serene Lowcountry beauty.Buck Island is not simply a place to own - it is a place to experience, to share, and to pass down. It is where memories are made across generations, where traditions take root, and where life slows just enough to appreciate what truly matters. Whether envisioned as a private family compound, a coastal retreat, or a legacy estate, Buck Island offers something increasingly rare - a sense of place that cannot be recreated, only preserved.

100 Brams Point Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,315,000
5 Beds 7 Baths 4,927 SqFt. HILTONHEAD-506918 MLS
Welcome to refined Lowcountry living in this stunning five-bedroom, two-story residence with 3 car garage located in a very private setting on a short cul-de-sac street. Be sure to click the link to the professional video to fully appreciate the flow of this incredible home, thoughtfully designed for both elegance and functionality. Step inside to an open-concept floor plan filled with natural light, high ceilings, and the convenience of the primary en-suite and study on the main floor. Gathering areas include living room, dining room, and family room open to eat-in kitchen. The generous sized kitchen includes stone counter tops, double ovens, 5 burner gas range top, free standing ice maker and beverage cooler. Upstairs is accessed by entry staircase and back staircase and includes a central gathering area, four bedrooms (one with attached living room/study - perfect for In-Law suite), three & one-half baths, walk in closets and abundant walk in storage. Enjoy outdoor living with an expansive front porch, and wonderfully private rear patio with pavers and landscaped grounds that provide both privacy and tranquility. Ample room to add a pool, outdoor kitchen, etc.

3 Stevens Court, Hilton Head Island

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

$4,115,000
5 Beds 5 Baths 4,109 SqFt. HILTONHEAD-506862 MLS
A rare opportunity to be on the oceanfront in Leamington's exclusive private beach and golf community! This 5 BR, 4.5 BA Townhome at South Shore nestles quietly amidst the palms and Spanish Moss draped trees all in a park-like Lowcountry setting right on the Atlantic Ocean! As you enter the front door you know you've arrived! Beautifully appointed kitchen, dining room and living room with 2-story high ceiling allows for an abundance of natural light into the open-concept layout. Relax in front of the fireplace on a chilly ocean breezy night or sip coffee on the veranda overlooking your own private beautifully landscaped courtyard with your very own private heated pool & spa and only steps to your beach access! A convenient first floor primary suite with a gorgeous newly renovated bathroom! Wainscoting accents the elegant staircase that winds all the way to the third-floor bedroom suite/office and flex space or take your private elevator. The second-floor loft overlooks the massive wall of glass to the ocean and boasts two more spacious bedroom suites! Perfect for family and guest privacy! Interior finishes are all you'd expect & more: extensive moldings throughout, all high ceilings, ceramic tile, and hardwood flooring! Exterior high-end, low maintenance finishes in a Charleston-style Lowcountry architecture. This home comes completely furnished and professionally decorated and is move-in ready! All you need to do is bring your suitcase. And you're perfectly positioned near Shelter Cove Marina, dining, and shopping with easy access to all Palmetto Dunes amenities!

154 S Shore Drive Unit 154, Hilton Head Island

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

$2,450,000
4 Beds 5 Baths 4,340 SqFt. HILTONHEAD-506807 MLS
Discover the pinnacle of Lowcountry living in this grand, stately home located within the exclusive gated community of Leamington inside Palmetto Dunes Resort. This residence features breathtaking, direct views of the 18th hole of the prestigious Arthur Hills golf course. Designed for convenience, the massive primary suite, a dedicated office, and the main living areas are all on the first floor. A spectacular great room boasts a high-end fireplace and built-in wet bar, ideal for entertaining. The fabulous gourmet kitchen flows seamlessly into the breakfast area and formal dining room. The second floor offers 3 spacious bedrooms, each with it own ensuite bath, plus a private loft area for guests or family. Enjoy an expansive rear deck and enclosed porch overlooking a private, sparkling pool, surrounded by serene golf course views. A large, multi-car garage includes a designated workshop area, with additional substantial storage located underneath the home. A short golf cart ride brings you to the private Leamington beach pavilion, white sandy beaches, or an easy walk to the nearby community pool and Arthur Hills Clubhouse. This home offers the perfect blend of architectural grandeur, privacy, and access to the premier lifestyle of Hilton Head Island.

8 Leamington Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$7,000,000
6 Beds 8 Baths 7,366 SqFt. HILTONHEAD-506748 MLS
This spectacular home in Spanish Wells Plantation was custom-built as a practical family home and completed in 2021 with the utmost care and meticulous attention to detail. Combining English tradition and Lowcountry life style, the residence boasts a fabulous resort like pool and backyard as well as a river porch with a tidal dock that allows for direct access to Broad Creek. The home features elevated design features and finishings that showcase the owner's passion for the practical. The fabulous kitchen with beautiful cabinetry, up and downstairs laundry rooms, junior principal suite on first floor, fabulous media room, a stylish guest apartment over one garage and a huge family room over the other, ample parking with four garage bays, an English style courtyard entrance and more, truly exemplify that "Home is Resort and Resort is Home".

48 Widewater Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,995,000
5 Beds 6 Baths 5,000 SqFt. HILTONHEAD-506372 MLS
Welcome to an exceptional opportunity in the private Golf Club at Indigo Run, where timeless design meets impeccable care. Perfectly positioned on a beautiful homesite overlooking the 16th green, this stunning 5-bedroom, 5.5-bath residence offers over 5,000 square feet of thoughtfully designed living space and a rare level of privacy and tranquility. From the moment you arrive, the paver driveway and pristine exterior set the tone for what's inside-this home has been immaculately maintained and presents in truly exceptional condition. Every detail reflects quality, from the extensive high-end woodworking and custom trim throughout to the show-stopping great room featuring a striking custom cupola domed ceiling that creates both grandeur and warmth. Designed for both everyday living and effortless entertaining, the expansive screened back porch is a true highlight, complete with a built-in grill and fireplace-perfect for enjoying Lowcountry evenings while taking in serene golf views. The seamless indoor-outdoor flow continues to a beautifully finished paver patio, offering even more space to relax and gather. Inside, the layout offers incredible bedroom separation, providing comfort and privacy for family and guests alike. Each bedroom is generously sized with its own en-suite bath, while additional features like climate-controlled storage and a spacious 3-car garage add convenience and functionality. Homes of this caliber-so meticulously cared for, thoughtfully designed, and ideally located-rarely come to market. This is one you truly need to experience in person to fully appreciate the craftsmanship, condition, and setting.

752 Colonial Drive, Hilton Head Island

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

$5,195,000
6 Beds 7 Baths 4,147 SqFt. HILTONHEAD-506680 MLS
Experience the perfect blend of luxury, comfort, and investment potential in this exceptional **direct oceanfront** retreat on Singleton Beach. Offering the rare opportunity to own a beachfront home in one of Hilton Head Island's most desirable locations, this property is designed for both personal enjoyment and vacation rental success.Thoughtfully designed with spacious living areas, the home features an open-concept floor plan filled with natural light, ideal for entertaining or relaxing after a day on the beach. The well-appointed kitchen flows seamlessly into the main living space, while multiple bedrooms provide comfort and privacy for owners and guests alike. Inviting outdoor living spaces offer the perfect setting to unwind, dine, and enjoy the sights and sounds of the Atlantic Ocean.The property has a proven rental history and strong income potential. Current ownership has taken a more selective approach to rentals, prioritizing personal use and minimizing wear and tear, creating an opportunity for a future owner to optimize the rental program based on their goals.Recent improvements include three new HVAC systems, with one replaced in 2024 and two replaced in 2025, providing added efficiency, reliability, and comfort throughout the home.Whether you're seeking a private beachfront retreat, a second home, or an investment property, this direct oceanfront residence offers an exceptional combination of location, condition, and rental potential on Singleton Beach.

19 Singleton Beach Place, Hilton Head Island

Listing courtesy of Palmetto Coast Realty Group.

$1,650,000
4 Beds 4 Baths 4,298 SqFt. HILTONHEAD-506298 MLS
Experience the pinnacle of Long Cove Club living in this absolutely gorgeous, Cambridge-built home, recently transformed by extensive high-end renovations. Situated on a premium, ultra-private homesite on a quiet street, this residence is enveloped by breathtaking views of a tranquil lagoon on two sides and views of the 11th green. Step into an elegant front courtyard-a private sanctuary featuring a dark-bottomed swimming pool and spa. Enjoy total peace of mind with brand-new pool equipment (pump, filter, heater, and control panel) and a completely rejuvenated landscape featuring new sod, irrigation, drainage, and plantings. Freshly painted stucco and professional tree work ensure a pristine first impression. The light-filled interior has been updated with a neutral, sophisticated palette. Notable enhancements include: Gorgeous new primary and guest bathrooms including new cabinetry, lighting and counters in both the upstairs and downstairs primary baths. Stunning New wide plank LVP flooring throughout. A custom fireplace and mantle, modern stair railings, and updated lighting fixtures from Cregger. New kitchen hardware/hinges and a showcase dining room that has been raised to the same level as the first floor and fully revitalized. A new downstairs HVAC unit and spray foam insulation ensure maximum energy efficiency. Freshly Painted Throughout: Every room, including cabinetry, has been professionally finished. Upstairs features a library with Designed with soaring ceilings, an abundance of skylights, and walls of glass, the floor plan offers a spacious den/office, a serene pool-side dining room, and multiple balconies to capture the coastal breeze. This is a rare, "turn-key" opportunity to own a legacy property where every detail has been handled for you.

8 Long Brow Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$3,295,000
5 Beds 6 Baths 4,334 SqFt. HILTONHEAD-505653 MLS
Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and beach lifestyle. Properties with this level of acreage, privacy, and panoramic golf views in Sea Pines are exceptionally rare. Designed as a sprawling open ranch, the home celebrates the natural beauty that defines Sea Pines. Expansive windows frame spectacular golf course views and invite the outdoors in, creating a light-filled interior connected to the surrounding landscape. The layout reflects a timeless philosophy-homes designed to flow seamlessly with nature. Outdoor living shines with extensive patio spaces for dining, entertaining, and relaxing, all set against the dramatic backdrop of championship golf. A private pool offers a peaceful retreat after a day at the beach or on the course, making the property ideal as a Sea Pines vacation home, luxury second home, or Hilton Head Island investment property. Located in one of the most sought-after areas of Sea Pines, the home is walkable to the beach, Sea Pines trolley stops, and multiple restaurants and amenities. Currently featured as a vacation rental property with Sea Pines Resort, it offers immediate income potential while also serving as an exceptional private retreat within Sea Pines.

34 N Live Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,100,000
4 Beds 5 Baths 4,213 SqFt. HILTONHEAD-505700 MLS
Wexford Jewel - Turnkey Perfection! Exquisitely remodeled and in impeccable condition, this home leaves no detail overlooked. The kitchen has been fully updated with quartz countertops, and high-end finishes throughout. Fresh paint, new fixtures, and gleaming hardwood floors run throughout the main living areas, creating a bright and inviting atmosphere. The spacious living room boasts high ceilings and a fireplace, while the first-floor primary suite offers a serene retreat. There are four bedrooms total, including a bonus room above the garage, plus a separate office providing flexible space for work or study. Step outside to your brand-new private pool, perfect for relaxing or entertaining in style. Additional highlights include a two-car side-entry garage and an ideal location along the 8th fairway. This home is truly turnkey-everything has been done, and it shows like a model. Residents of Wexford Club enjoy an exceptional array of amenities, including two championship golf courses, tennis courts, a full-service marina, multiple pools, walking and biking trails, clubhouse dining, and 24-hour gated security. This is resort-style living at its finest.

35 Wexford Club Drive, Hilton Head Island

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

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