Deepwater Homes Real Estate | Deepwater Homes for Sale

20 Castlebridge Court, Hilton Head Island

5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS

Waterfront lіving in Weхfοrd doеѕn't gеt much bеttеr than this and 20 Castlebrіdge Cοurt offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

2 Wexford On The Green, Hilton Head Island

$2,750,000

4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS

WATERFRΟNT. DOUΒᏞE ᏞΟΤ. 65-FΟΟT BOAT SLΙP. ΕXCEPTIONAL GARAGE.This distinctive Wexford residence offers a rare combination of space, waterfront views, and effortless coastal living. Ideally positioned on an oversized corner double lot, the home captures picturesque Broad Creek and harbor views in both directions and includes a 65-foot boat slip.More than a traditional townhome, this exceptional residence lives like a private single-family home while offering the convenience of low-maintenance living within one of Hilton Head Island's premier gated communities. A private elevator provides easy access to every level, while the thoughtfully designed floor plan offers exceptional flexibility for both everyday living and entertaining.The main living level is centered around a beautifully appointed kitchen that opens seamlessly to the dining and living areas, creating an inviting setting for gatherings. The primary suite, library, laundry room, and outdoor kitchen are conveniently located on the same level for effortless one-level living. Additional spaces include a dedicated library, private office, wine room, and expansive third-floor living area-providing room for work, guests, hobbies, and relaxation.Expansive windows bring abundant natural light throughout the home while showcasing tranquil water views and the property's striking multi-level fountain. Multiple outdoor living areas provide the perfect setting for dining, entertaining, or simply enjoying the coastal breezes and ever-changing waterfront scenery.A truly exceptional 6-8-car garage provides rare flexibility for automobile enthusiasts, golf carts, recreational equipment, workshop space, and extensive storage. Recent improvements include a new roof, adding valuable peace of mind.Just moments from Wexford's newly completed Harbour Center, residents enjoy enhanced marina amenities, waterfront gathering spaces, and an inviting social atmosphere. Wexford's private amenities include a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active coastal lifestyle.For the buyer seeking something beyond an ordinary townhome, 2 Wexford on the Green offers an extraordinary combination of waterfront living, generous indoor and outdoor space, boating access, and an unparalleled location within Wexford. Seller is also willing to consider creative financing options, providing additional flexibility for a qualified buyer.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$14,000,000

7 Beds ⋅ 11 Baths ⋅ 9,128 SqFt. ⋅ HILTONHEAD-511586 MLS

8 Anson Park Road East is an estate that simply leaves an impression. Set on nearly an acre in Palmetto Bluff's highly sought-after May River Forest, this extraordinary property was created by assembling two premier homesites, capturing sweeping views across the 10th fairway to the May River with spectacular sunrise vistas beyond. The result is over 7,500 square feet in the main residence complemented by a beautifully positioned 1,400 square-foot guest house that provides exceptional privacy for family and friends. In total, more than 9,000 square feet of refined living space unfolds across the property, where seven beautifully appointed bedrooms transform this remarkable estate into a true home. The estate was designed for both grand entertaining and intimate everyday living, a balance that is exceedingly evident throughout. Every inch of this property reflects the collaboration of exceptional craftsmen, an elite architectural and design team, and owners whose uncompromising vision ensured every detail was thoughtfully executed. All seven bedrooms feature bespoke en suite baths, while the kitchen transcends what is typically considered custom. A curated butler's pantry, lacquered wet bar with a full-height Sub-Zero wine cabinet, custom electronic draperies, four powder rooms, a wrapping room, three laundry facilities, oversized three car garage, his and her studies, soaring ceilings precisely where they belong, and dressing rooms that rival the finest luxury boutiques are just a glimpse of what awaits. Outside, a heated pool and spa anchor the home's outdoor living spaces, offering a natural extension of the interiors. Covered screened porches and open-air gathering areas are positioned to take full advantage of the views and setting, creating an easy flow for both quiet mornings and evenings meant for entertaining. 8 Anson Park Road East is located nearly adjacent to the May River Golf Club, tucked just inside the private security gate to the highly sought-after May River Forest enclave within Palmetto Bluff. The location is an extremely short golf cart ride to Wilson Village, Palmetto Bluff's original and storied village with world-class dining, boat excursions and dockage options, as well as the historic Wilson hunting lodge ruins; one of the most picturesque and beloved areas of the community. The location is idyllic, the home is of the finest quality, the views are beyond exceptional, and the lifestyle is unparalleled.

8 Anson Park E Road, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

C-61 Windmill Harbour Marina, Hilton Head Island

$60,000

HILTONHEAD-511414 MLS

Windmill Harbour Boat Slip #C-61, located within the gated and guarded community of Windmill Harbour. This 30 foot slip comfortably accommodates vessels up to approximately 25 feet. Features include dockside electric and water, with restrooms conveniently located nearby. The slip also offers ample parking just a short one minute walk away, making access easy and efficient. Situated in a lock-controlled marina, this is a highly desirable, secure and convenient docking option for the next owner. Optional Membership into SC Yacht Club.

C-61 Windmill Harbour Marina, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$10,000,000

6 Beds ⋅ 4 Baths ⋅ 560 SqFt. ⋅ HILTONHEAD-508833 MLS

This is your opportunity to claim your own private retreat at the center of the South Carolina Lowcountry with 65 acres of exquisite private island living on Jack Rowe Island. Set on the Cooper River as it winds away from Palmetto Bluff toward Hilton Head Island and down to Savannah, the location of this secluded getaway is marvel enough on its own, with world-class resort destinations just minutes away by boat. But why go anywhere when across these 65 acres you'll find maritime forests, tidal creeks, secluded lagoons and endless opportunities for fishing, boating and exploring. Adding to this staggering natural habitat are turnkey amenities that include existing well, septic and electric infrastructure, six deep-water docks and a variety of living quarters including 2,500-square-foot clubhouse, and five "glamping tents." With soaring vaulted ceilings, rustic hardwood flooring, and a large front porch, the clubhouse offers the perfect place to gather and enjoy the peaceful surroundings. Gathered around a pavilion for late night fires and gatherings, each of the glamping tents boast their own screened porch and air conditioning. Those wishing to build on the island will find everything they need to get started, from an 1,800-foot private landing strip, nine estate-sized and fully permitted waterfront homesites to equipment including 22,000 pound barge, D2 Caterpillar dozer, John Deere tractor with eight-foot bush hog front loader and Kubota lawnmower that all convey with the property. All told, Jack Rowe Island's incredible scale, secluded privacy and existing infrastructure make it a rare opportunity for building a family compound, boutique development or investment opportunity.

12 Jack Rowe Island Drive, Bluffton

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

$720,000

HILTONHEAD-510652 MLS

A TRULY RARE OFFERING: THE ONLY HOMESITE EXCEEDING TWO ACRES... currently available in any of Bluffton's private gated communities. This exceptional property presents a unique opportunity to create a private Lowcountry estate in one of the region's most prestigious settings. With approximately 380 feet of frontage along High Ponds Road--widely regarded as Colleton River's premier address and home to residences ranging from $2.5 million to over $10 million--the setting is both distinguished and serene. A canopy of moss-draped oaks, palmettos, and magnolias creates a breathtaking natural backdrop, offering beauty, privacy, and a sense of timeless Lowcountry character. Tucked within a secluded cul-de-sac enclave, the expansive homesite provides extraordinary flexibility to design a custom retreat with generous outdoor living spaces, a resort-style pool and spa, lush gardens, accessory buildings---guest cottage, garages, carriage house, or whatever vision inspires you. Opportunities of this scale, setting, and prestige are exceptionally rare. Simply put, there are no true comparables. This is a chance to create something remarkable in one of Bluffton's most coveted private communities.

36 Magnolia Blossom Drive, Bluffton

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

156 Dillon Road Unit 225, Hilton Head Island

$204,900

2 Beds ⋅ 3 Baths ⋅ 1,120 SqFt. ⋅ HILTONHEAD-510683 MLS

Filtered marsh, sunrise, and partial ocean views set this Cotton Hope villa apart as one of the more compelling ownership opportunities on Hilton Head Island's north end. This 2-bedroom, 2.5-bath villa offers approximately 1,120 heated sq. ft. with a practical two-level layout, upstairs bedrooms, main-level living and dining area, fireplace, smooth ceilings, in-unit washer and dryer, balcony, and under-building parking. Prior updates include Cali bamboo waterproof vinyl flooring, refreshed cabinets and vanities, an opened kitchen-to-living room transition, and an updated fireplace, giving the interior a cleaner, more open feel than many older Cotton Hope villas. Items shown in the listing photos convey, making the property easier to use from day one as a primary residence, second home, or investment option. The balcony captures live oaks, marsh scenery, water views, and a beautiful sunrise view. Regime fee includes building maintenance, common electric, common sewer, common water, flood insurance, insurance, landscaping, management, pest control, pool maintenance, refuse, and water. Cotton Hope offers a community pool, playground, and convenient access to Fish Haul, Beach City Road, schools, shopping, dining, and everyday island services. Per seller, there are no known current assessments or major regime projects. Buyer to verify rental rules, fees, insurance, and all items important to purchase.

156 Dillon Road Unit 225, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$4,495,000

4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS

Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 7,324 SqFt. ⋅ HILTONHEAD-509253 MLS

Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

70 Paddle Boat Lane Unit 411C, Hilton Head Island

$359,900

1 Beds ⋅ 2 Baths ⋅ 1,028 SqFt. ⋅ HILTONHEAD-510189 MLS

Limitеd Time Gеt $10,000 tοwardѕ уοur clοѕing costs! Nothіng to rеnovate or update, just show up and enjoy the convenience of being close to everything. Somebody put real thought into every corner of this Penthouse unit at Palmetto Bay Marina, and it shows the moment you walk in. The kitchen is the first thing people talk about: large quartz island with, white maple shaker cabinets, GE Profile stainless appliances, blue-green handmade tile backsplash, exposed wood beam, and pendant lights that actually look incredible. It's genuinely a beautiful kitchen. This property has two full baths that have been completely remodeled with one being on the main floor. The primary bath upstairs has double quartz vanities, a frameless glass shower with Carrara-style tile, and matte black fixtures throughout. The full bath downstairs is its own thing entirely: a vessel sink carved from natural stone on a live-edge wood top, cedar shiplap wall, corrugated metal ceiling. Guests notice it every time. The bonus room has a Murphy bed already installed with built-in shelving, so it works as an office, a gym, or a guest room depending on the week. Views of Broad Creek and Palmetto Bay Marina from the secluded outside balcony whcih has new rails and flooring. Elevator gives ease of access and you can enjoy the fabulous pool or grill anc chill on the waterfront deck area. Close to waterfront dining, the marina, and everything that makes this part of Hilton Head worth owning.This is a top-floor penthouse unit which means more windows, more light, and more quiet enjoyment. Turn-key and move-in ready.

70 Paddle Boat Lane Unit 411C, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$1,990,000

4 Beds ⋅ 4 Baths ⋅ 3,791 SqFt. ⋅ HILTONHEAD-508645 MLS

A rare Βluffton waterfrοnt rеtreаt wіth brеathtаkіng Lowcountry viewѕ and nο HOA. Set on over half an acre along the May River, this private property offers a lifestyle that is hard to replicate. Launch a kayak or paddleboard from your private access, or unwind at home around the saltwater pool, hot tub, outdoor kitchen, gazebo, and expansive porches. A rooftop widow's walk provides spectacular panoramic views and unforgettable sunsets over the marsh.Inside, soaring ceilings, custom built-ins, a wood-burning fireplace, and a beautifully appointed chef's kitchen create an inviting Lowcountry atmosphere. The first-floor primary suite opens directly to the outdoor living spaces, while two upstairs guest suites and a spacious media/flex room provide plenty of room for family and guests.A four-plus-car garage, RV and boat carport, workshop, and abundant storage complete the property. Just minutes from Old Town Bluffton and convenient to Hilton Head Island, this is a truly special opportunity to experience the best of the Lowcountry.

41 Buck Point Road, Bluffton

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

70 Paddle Boat Lane Unit 414C, Hilton Head Island

$269,900

1 Beds ⋅ 2 Baths ⋅ 960 SqFt. ⋅ HILTONHEAD-507769 MLS

Enjoу sweeріng viеwѕ οf Pаlmеtto Bay from this fοurth-flοor, split-level condo on Hilton Head Island's desirable south end. Featuring one bedroom and two full bathrooms, one on each level, this well-positioned residence offers a unique layout and an opportunity to create a space tailored to your style. The seller has paid the railing special assessment in full, representing a $30,000 value to the buyer. Palmetto Bay Marina Villas offers elevator access, a community pool, tennis courts, and a marsh-front deck under the oaks. It's conveniently located near Cross Island Parkway, beaches, local dining, and shopping, with easy access to all that Hilton Head Island has to offer. Being sold as-is, it presents an excellent opportunity for a primary residence, second home, or investment property. Take advantage of the waterfront setting, desirable location, and potential to make this property your own.

70 Paddle Boat Lane Unit 414C, Hilton Head Island

Listing courtesy of Engel & Volkers.

$2,119,000

5 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-507876 MLS

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

58 Sparwheel Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

239 Beach City Road Unit 1215, Hilton Head Island

$409,000

2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-507802 MLS

Expеriencе сoаѕtаl livіng аt its finest in 2-bеdroοm, 2-bathroom villa offering breathtaking sound views and tranquil lagoon views. Whether you're seeking a primary residence, a second home, or a rental investment, this property delivers the perfect blend of comfort and resort level amenities. Step inside to find a bright, open layout enhanced by white cabinetry, granite countertops, tile flooring and engineered wood flooring. The kitchen flows seamlessly into the main living area, creating an inviting space for relaxing or entertaining. The amazing standout feature of this villa is the enclosed all year-round balcony, offering additional living space with stunning water views. Enjoy morning coffee overlooking the lagoon, unwind with evening sunsets looking at the sound, or simply relax in your private balcony no matter what the season. Both bedrooms are nicely sized, making the villa comfortable for owners and guests alike. The layout provides privacy while still maintaining an easy flow throughout space. This community is packed with amenities designed to elevate your lifestyle. Residents and guests can enjoy access to two outdoor pools, an indoor pool, tennis courts, a basketball court, playground, fitness room, hot tub, sauna, and multiple grilling areas perfect for gatherings with friends and family. Whether you prefer active recreation or peaceful relaxation, there's something here for everyone. With its unbeatable combination of water views and resort style amenities, this villa stands out as a rare opportunity on Hilton Head Island. Its flexibility makes it ideal for full time living, a vacation getaway, or a rental property. Don't miss your chance to own a piece of island paradise, this one checks all the boxes.

239 Beach City Road Unit 1215, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

I-133 Windmill Harbour Marina Unit I133, Hilton Head Island

$145,900

HILTONHEAD-507696 MLS

Private tide-controlled marina, easy access 48' slip with open view to club and harbormaster. Sunset views over the lock.

I-133 Windmill Harbour Marina Unit I133, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$2,945,000

5 Beds ⋅ 7 Baths ⋅ 6,384 SqFt. ⋅ HILTONHEAD-507058 MLS

Four levels of harbour living distinguish this substantial Windmill Harbour residence, offering 6,384 sq. ft., elevator access throughout, protected harbour and Intracoastal views, and exceptional flexibility for boating, guests, work and recreation. The ground level is designed as a private Harbour Club, with an oversized tandem 2-car garage plus separate 1-car garage, leisure room with wet bar, utility room, guest suite with ensuite bath, covered patio and direct access to the waterfront setting. Additional conditioned rooms may serve as fitness, studio, workshop, storage or guest spaces. Conceptual renderings are in pictures. The main living level is centered around a chef's kitchen and includes a formal dining room, parlor, office, great room, half bath, rich wood flooring, extensive millwork and a broad balcony overlooking the harbour. One level above, the expansive owner's suite features two walk-in closets, a private bath and balcony access, accompanied by three additional ensuite bedrooms, a laundry room, secondary kitchenette and another generous harbour-facing balcony. The top floor creates an additional entertainment destination with a large family or media room, two flexible rooms, a shared bath and elevator access- well suited for a private theatre, game lounge, office or extended-stay accommodations. Windmill Harbour is one of Hilton Head Island's most distinctive private communities, built around a protected inland harbour and lock-controlled marina with direct access to the Intracoastal Waterway. The South Carolina Yacht Club offers dining, fitness, swimming, tennis, pickleball, yachting events and an active social calendar. Rarely does a home combine this scale, guest capacity, storage, garage space and harbour lifestyle in one residence.

144 Harbour Passage, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty.

$1,399,000

3 Beds ⋅ 3 Baths ⋅ 2,167 SqFt. ⋅ HILTONHEAD-507554 MLS

There іs a finіtе number οf rіvеr watеrfrοnt properties lеft. Thіs property is for the person who understands the value in obtaining 260 feet of riverfront now. The community is a rural neighborhood hidden from the bustling activity of hwy. 170. This is not just a home for sale, it is a way of life. Nearly 1 acre on the tidal waters of the Okatie river with a privacy fenced-in yard, TWO lots, private dock, boat lift, guest house & 3 outbuildings. Go crabbing or shrimping or fishing off your own private dock. Go boating to the Okatie, Colleton River or Broad River. The main house is on one lot along w/the Guest house & the dock. The second lot #16, 137 Cherry Point Rd., has been kept separate w/the county so you could sell it or build another dwelling or leave it as is. The main house has a charming cottage feel with Lowcountry designed front veranda and rear screened porch. The downstairs has real heart of pine floors throughout. Open floorplan for easy gatherings with friends and family gathered around your gas fireplace in your large living room. Both the living room and the master bedroom open out onto the screened porch. You will find yourself spending many days and many evenings here sipping coffee or cocktails and enjoying breezes you have only dreamed of. The master bedroom is downstairs w/2 guest rooms upstairs. The adjacent Guest house is your 4th bedroom efficiency w/living area, kitchenette & full bath as well as a rear patio. Don't let this one slip away. Owner SCRE.

139 Cherry Point Road, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,250,000

3 Beds ⋅ 4 Baths ⋅ 3,589 SqFt. ⋅ HILTONHEAD-507275 MLS

Harbourfrοnt eleganсе in Wіndmіll Ηarbοur. Ρositioned on twο lotѕ in one of Hilton Head Island's most exclusive private communities, 1 Sailwing Lane is a residence of uncommon quality, privacy, and architectural distinction. Designed with true flair, the home captures the beauty of its harbourfront setting while offering a warm, sophisticated interior made for both everyday living and gracious entertaining.The gourmet kitchen anchors the home with style and function, while the primary suite is a retreat of its own-complete with a fireplace and a spa-inspired bath featuring a large soaking tub. An open den/loft adds flexibility and character, and every space reflects the craftsmanship and thoughtful design found throughout the home. Outside, the setting is just as impressive, with beautifully kept grounds, and the rare advantage of a 45-foot boat slip that conveys with the sale-making this an exceptional opportunity for boating enthusiasts and those seeking the full Windmill Harbour lifestyle. A truly special harbourfront offering in one of Hilton Head Island's most coveted private communities.

1 Sailwing Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$7,795,000

7 Beds ⋅ 8 Baths ⋅ 6,478 SqFt. ⋅ HILTONHEAD-506356 MLS

Designed by renowned architect Bobby McAlpine, 26 Plum Thicket Road is a rare legacy property offering exceptional privacy, architectural significance, and one of the most coveted settings in Palmetto Bluff. Approached by a private bridge and set on expansive acreage, the estate creates a remarkable sense of arrival while overlooking the iconic par-3 14th hole of the May River Golf Course. Sweeping views extend from tee to green and beyond to the May River, with the 13th hole enhancing the surrounding Lowcountry landscape. McAlpine's timeless design is evident throughout the residence, where refined craftsmanship and authentic Lowcountry architecture come together effortlessly. Pine floors accented with bluestone, custom built-ins, detailed millwork, and thoughtfully curated finishes create an atmosphere that is both elegant and welcoming. Recently renovated, the home has been extensively refreshed with a full interior and exterior repaint, new Wolf and Sub-Zero appliances, custom lighting, and select structural improvements. The seven-bedroom compound offers exceptional flexibility, featuring four bedrooms in the main residence, a two-bedroom guest house, and a private suite above the three-car garage. Indoor living spaces flow seamlessly to expansive outdoor entertaining areas, including a resort-style pool, grilling station, and screened porch, all positioned to maximize the panoramic golf course and river views. 26 Plum Thicket Road presents a rare opportunity to own a stunning residence in the heart of Palmetto Bluff, where timeless architecture, privacy, and luxury Lowcountry living converge. Furnishings are negotiable, please inquire for details.

26 Plum Thicket Road, Bluffton

Listing courtesy of EXP Realty LLC.

A-9 Windmill Harbour Marina, Hilton Head Island

$129,000

HILTONHEAD-507371 MLS

Slip A9 is an ideally located 45-foot slip, positioned just steps from the pool, fitness facilities, convenient parking, and the South Carolina Yacht Club. Situated on the Intracoastal Waterway, Windmill Harbour Marina features a lock system that provides tide-free and current-free docking. Enjoy direct access to the Intracoastal Waterway and Calibogue Sound, along with 24-hour security and a wide range of marina amenities. Owners also have the opportunity to join the South Carolina Yacht Club for dining and social events.

A-9 Windmill Harbour Marina, Hilton Head Island

Listing courtesy of Simply Grand Realty.

$1,739,000

6 Beds ⋅ 6 Baths ⋅ 3,662 SqFt. ⋅ HILTONHEAD-506891 MLS

Welcomе to this ехcерtіonаl сoastal retreat іn the рrivate, gated community of Fish Haul on Hilton Head Island. Built in 2020, this stunning 6-bedroom, 5 full and 1 half bath home offers the perfect blend of luxury, comfort, and investment potential. Ideally located just moments from Fish Haul Beach, the property features beautiful Port Royal Sound views and is designed to accommodate large gatherings with ease. The spacious, thoughtfully designed layout includes expansive living areas, multiple porches and decks, and seamless indoor-outdoor living throughout. The chef's kitchen is equipped with high-end appliances, ample storage, and an open flow ideal for entertaining. The inviting living room provides the perfect setting for relaxing evenings, while the adjoining outdoor spaces offer plenty of seating and a grill for hosting. Step outside to your private backyard oasis featuring a heated saltwater pool, putting green, and lush landscaping. Multiple porches-some with charming swings-create peaceful spots to unwind and enjoy the coastal breeze. With upscale finishes, strong rental potential, and the ability to comfortably sleep large groups, this home is an outstanding investment opportunity or personal getaway. A rare offering in one of Hilton Head's most serene and sought-after neighborhoods. Strong Short Term rental numbers for 2026: over $140,000!! Fast walk to the beach with a brand-new board walk, grab your beach chair and be there in 3 minutes!

2 Talon Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,849,000

4 Beds ⋅ 3 Baths ⋅ 3,229 SqFt. ⋅ HILTONHEAD-505725 MLS

Some Βluffton addreѕѕeѕ јuѕt hit dіffеrently. Tucked at the еnd of а private cul-de-sac in Martin's Place, 44 Minuteman Drive pairs May River views with one of Historic Bluffton's most coveted lifestyles-Old Town just minutes away by golf cart, low community fees, and access to the May River from the community dock. This second-row home sits on a truly unique flagpole homesite, with a stretch of land extending all the way to the May River and creating a beautiful view corridor toward the water. And the sunsets? They'll knock your socks off. Inside, the inverted floor plan puts the remodeled eat-in kitchen, spacious great room, office, and primary suite upstairs, perfectly positioned to capture the views and coastal breezes. Downstairs offers three additional bedrooms plus the beloved "Oyster Room," a flexible gathering space with plenty of Bluffton personality. Double front porches, an expansive rear deck, oversized garage, spray-foam insulated walk-up attic with expansion potential, and room for a pool round out the package. Martin's Place also offers the rare ability to keep a trailered boat on your property, along with short-term docking privileges. May River living, Old Town convenience, and a homesite you simply can't recreate.

44 Minuteman Drive, Bluffton

Listing courtesy of William Raveis - Carolina LLC.

$7,000,000

6 Beds ⋅ 8 Baths ⋅ 7,366 SqFt. ⋅ HILTONHEAD-506748 MLS

This ѕpectасular hοmе іn Sраnish Wells Plantatіon wаs 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.

I-130 Windmill Harbour Marina, Hilton Head Island

$150,000

HILTONHEAD-505078 MLS

Unrivaled Security and Convenience in Windmill Harbour's Premier Locked Harbor. Experience the ultimate in stress-free boating with Slip I130, a prime 48-foot deep-water slip located in the prestigious Windmill Harbour. Unlike most marinas in the Lowcountry, Windmill Harbour features a state-of-the-art lock system that maintains a constant water level and protects your vessel from the 7-to-9-foot tidal swings and heavy currents of the Intracoastal Waterway. Accommodates vessels up to 48" LOA. Enjoy easy boarding and zero "dock rash" 24/7, regardless of the tide. Equipped with 30/50 amp service and fresh water hookups at the pedestal. Recognized as one of the finest "hurricane holes" on the East Coast. Ideally situated with easy access to the South Carolina Yacht Club and just minutes from the Calibogue Sound. Whether you are looking for a permanent home for your yacht or a high-demand investment for the marina's rental program, Slip I130 offers unparalleled protection and value. Windmill Harbour is a private, gated community; ownership provides access to world-class amenities and a vibrant coastal lifestyle. Buyer to verify all dimensions and HOA/MOA transfer fees.

I-130 Windmill Harbour Marina, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,985,000

5 Beds ⋅ 5 Baths ⋅ 3,402 SqFt. ⋅ HILTONHEAD-504994 MLS

One of the last remaining legacy waterfront estates in Bluffton, this extraordinary property is being offered for the first time in 65 years. Encompassing 16.6 acres of high ground adorned with majestic trees and heirloom plantings, the estate boasts 485 feet of frontage along the scenic May River, with sweeping views both upriver and downriver. Accessed from picturesque South Carolina Highway 46, the property enjoys a prime location just minutes from downtown Bluffton, approximately 20 minutes to historic Savannah, and 30 minutes to charming Beaufort. The existing approximately 3,400-square-foot residence, built in the 1960s, offers the opportunity for restoration or the perfect footprint for a custom new build. A private dock and swimming pool enhance the waterfront lifestyle, while rare Old Line Camellia plantings add character and timeless Southern charm. With substantial acreage between May River Road and the riverfront, the estate offers exceptional privacy and flexibility-ideal for a multigenerational family compound, equestrian retreat, or legacy waterfront residence. A rare opportunity to secure one of Bluffton's most significant remaining riverfront properties.

942 May River Road, Bluffton

Listing courtesy of Charter One Realty.

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