Windmill Harbour Homes with Trail(s) Association amenities

Welcome to Windmill Harbour, a hidden gem nestled on the beautiful Hilton Head Island in Beaufort County, South Carolina. This charming community offers a unique blend of coastal living and upscale amenities, making it an ideal destination for those seeking a serene yet vibrant lifestyle.

Windmill Harbour is renowned for its picturesque views and stunning landscapes, featuring a network of scenic trails that wind through lush greenery and along tranquil waterways. This area is perfect for outdoor enthusiasts, whether you enjoy leisurely strolls, invigorating jogs, or biking adventures. The community’s commitment to preserving its natural beauty ensures that residents can enjoy the great outdoors year-round.

One of the standout features of Windmill Harbour is its exclusive Homes with Trail(s) Association amenities. This association provides residents access to beautifully maintained trails that connect the neighborhood, promoting an active and engaged community. Imagine starting your day with a refreshing walk along the scenic paths or unwinding in the evening with a peaceful bike ride as the sun sets over the water.

In addition to the stunning trails, Windmill Harbour boasts a variety of amenities designed to enhance your lifestyle. The community features a marina, perfect for boating enthusiasts, and a private clubhouse that hosts social events and gatherings. With its close-knit community vibe and access to Hilton Head Island's pristine beaches, shopping, and dining, Windmill Harbour is more than just a place to live; it’s a lifestyle choice.

Discover the charm of Windmill Harbour, where nature and community come together to create an unparalleled living experience. Your dream home awaits in this idyllic coastal paradise!

Newest Windmill Harbour Homes with Trail(s) Association amenities

$3,495,000

5 Beds ⋅ 5 Baths ⋅ 4,418 SqFt. ⋅ HILTONHEAD-512969 MLS

Experience exceptional waterfront living in prestigious Windmill Harbour, home to the South Carolina Yacht Club and its 15-acre lock-controlled marina. Framed by magnificent live oaks in both the front and rear, this remarkable residence pairs sophisticated architectural details with an effortless Lowcountry lifestyle and includes a coveted deeded 70-foot attached boat slip. A classic Savannah brick entry welcomes you into a grand foyer, where a striking dual-sided electric fireplace creates an impressive introduction to the home. Wide-plank 7-inch European white oak flooring, black windows and sliders, and dramatic cathedral wood-paneled ceilings establish a warm yet refined aesthetic throughout. Designed for seamless indoor-outdoor living, the great room opens through expansive accordion sliding glass doors to a large rear deck overlooking the harbor. Complete with a fireplace and plumbing for a future outdoor kitchen, this exceptional entertaining space takes full advantage of the waterfront setting.The beautifully appointed kitchen features custom inset-panel and panel-ready cabinetry, stainless JennAir appliances, and an impressive 11-foot quartz countertop. A separate scullery provides additional custom cabinetry and valuable prep and storage space. The expansive dining room is surrounded by floor-to-ceiling windows, filling the space with natural light and showcasing the surrounding landscape. Luxurious bathrooms are finished with floor-to-ceiling Italian marble and custom white oak vanities. The primary suite is complemented by a beautifully designed closet with custom wood shelving extending from floor to ceiling. Upstairs, an additional family room features a Juliet balcony overlooking the great room, adding architectural interest and connection between the living spaces. An elevator provides convenient access throughout the home.The ground level offers a spacious two-bay garage with ample additional storage and direct access to an outdoor flex space overlooking the harbor-ideal for extending the home's waterfront lifestyle. From its custom craftsmanship and elevated finishes to its' harbor views and direct boating access, this extraordinary Windmill Harbour residence offers a rare combination of luxury, thoughtful design, and Lowcountry waterfront living.

92 Harbour Passage, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,550,000

4 Beds ⋅ 5 Baths ⋅ 3,710 SqFt. ⋅ HILTONHEAD-512736 MLS

Experience the best of Hilton Head Island waterfront living at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering over 3,700 square feet with four bedrooms - four full baths & 1 half bath, this distinctive residence combines generous living spaces with an enviable Lowcountry setting. The thoughtfully designed floor plan features a beautiful kitchen, dining room, family room, and den (or office or extra BR), providing abundant space for everyday living and entertaining. The curved staircase showcases one of the many exquisite touches throughout the home. The first floor in-law suite offers exceptional flexibility for extended family, guests, a private office, or a separate retreat featuring a spacious BR, full BT, family room (or media room) plus a kitchen area. The elevator services the first, second and top floor. Built with durable Hebel block construction, the home offers the benefits of this energy-efficient, resilient building system while providing the comfort and spaciousness expected in a premier island residence. Need extra storage space? The upper floor (just under 800 sq ft.) is heated and cooled and ready for all your storage needs or future expansion. Positioned directly on the harbour, this home captures the quintessential Hilton Head lifestyle, set within the private and picturesque community of Windmill Harbour. Residents will enjoy a distinctive Lowcountry lifestyle surrounded by water, beautiful landscaping, and a vibrant boating atmosphere. From relaxed mornings overlooking the boats to entertaining family and friends in the expansive living areas, 5 Sailwing Lane offers a rare combination of space, construction quality, flexibility, and prime harbour-front location. A special opportunity to own a substantial four-bedroom, four-bath waterfront townhome in one of Hilton Head Island's most desirable boating communities. The South Carolina Yacht Club is just steps away from your door - It is the perfect club to enjoy a world class meal, vibrant social activities and a competitive fitness environment. Why wait- Your new life awaits!

5 Sailwing Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,150,000

HILTONHEAD-512358 MLS

Build your DREAM home in the prestigious waterfront community of Windmill Harbour! This .25-acre homesite offers beautiful deep-water views and an exceptional setting to create your custom Lowcountry retreat. Surrounded by the charm and natural beauty that define Windmill Harbour, the property provides the opportunity to design a home that takes full advantage of its scenic waterfront surroundings. Home to the South Carolina Yacht Club and one of Hilton Head Island's premier harbours, Windmill Harbour offers a distinctive lifestyle centered around boating, waterfront living, and coastal elegance. Conveniently located with easy access on and off the island, 10 Reef Club is where your vision of the HHI waterfront lifestyle can become a reality!!! Early schematic designs have been started and pictured in the listing.

10 Reef Club, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$59,000

HILTONHEAD-512326 MLS

Easy in-and-out location on C dock. Windmill Harbour is one of the most highly sought-after marinas on the entire east coast. Enjoy a 30' boatslip in a secure, locked marina, providing convenience and peace of mind with access to your vessel. The marina offers tide-free docking, controlled access, and immediate deep water once you have exited the lock system. If you would like fine & casual dining and social activities, the South Carolina Yacht Club is just steps away. Easy parking for non-residents. Seller is also selling the boat that is currently in the slip - boat price is $53,000.00

C53 Windmill Harbour Marina, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,195,000

4 Beds ⋅ 5 Baths ⋅ 2,914 SqFt. ⋅ HILTONHEAD-511946 MLS

Beautifully updated and lovingly maintained, this Charleston-style townhome offers timeless Lowcountry charm in Windmill Harbour, one of Hilton Head Island's most desirable gated waterfront communities. The property sits mere steps from the marina and South Carolina Yacht Club, providing a direct connection to the island's coastal lifestyle. Situated on one of the neighborhood's charming and peaceful streets, this corner townhome spans three stories with a private elevator, four ensuite bedrooms, and a layout designed to balance privacy with inviting spaces to gather and connect. Classic Charleston architecture is showcased through double balconies with traditional haint blue ceilings, while the interiors feature distinctive dentil crown molding and curated finishes throughout.Recent improvements include a renovated kitchen with quartz countertops, a custom Venetian plaster range hood, premium appliances, and a custom-built wine bar. The exterior has been repainted, and two new HVAC systems were installed in July 2026, offering modern efficiency and peace of mind. With its low-maintenance design and ideal setting, this townhome offers the ease of a true lock-and-leave lifestyle, perfectly suited for full-time living or coastal getaways.

3 Leeward Passage, Hilton Head Island

Listing courtesy of I Save Realty.

$1,195,000

3 Beds ⋅ 4 Baths ⋅ 2,772 SqFt. ⋅ HILTONHEAD-511567 MLS

Welcome to Windmill Harbour, one of Hilton Head Island's premier gated waterfront communities. This beautifully maintained 3-bedroom, 3.5-bath home offers the perfect blend of Lowcountry charm, comfort, and functionality. The thoughtfully designed floor plan features spacious living areas filled with natural light, creating an inviting atmosphere for both everyday living and entertaining. Enjoy multiple outdoor living spaces, including front and rear balconies and a private deck, all perfectly positioned to take in breathtaking Intracoastal Waterway and serene marsh views. Whether you're enjoying your morning coffee or unwinding at sunset, the picturesque Lowcountry scenery provides an ever-changing backdrop. Each bedroom offers privacy and comfort, making the home ideal for family and guests alike. Residents of Windmill Harbour enjoy access to the world-renowned lock-controlled marina, the South Carolina Yacht Club, scenic walking paths, and beautifully landscaped grounds. Conveniently located just minutes from Hilton Head's beaches, championship golf, dining, and shopping, this exceptional property offers the perfect combination of waterfront beauty, luxury, and the unmatched Lowcountry lifestyle.

135 Harbour Passage, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$149,500

HILTONHEAD-507879 MLS

Great opportuntiy to own a 48' boat slip in beautiful Windmill Harbour. One of 3 locked harbors on the east coast, Windmill Harbour is the safe and secure place for your yacht. This slip located at the end of the T makes it very easy to dock and you will enjoy a beautiful sunset over the Calibogue sound from your deck.

I-129 Windmill Harbour Marina, Hilton Head Island

Listing courtesy of The Simon 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.

$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.

$1,797,700

4 Beds ⋅ 4 Baths ⋅ 2,888 SqFt. ⋅ HILTONHEAD-506959 MLS

Welcome to this NEW CONSTRUCTION exceptional 1.5 story home in the prestigious Windmill Harbor community, offering 2,888 heated square feet of thoughtfully designed living space on a generous homesite. Perfectly positioned just steps from the marina and the outstanding Windmill Harbor amenities, including The South Carolina Yacht Club, this residence combines luxury, comfort, and an unmatched coastal lifestyle. A welcoming foyer entry opens to an expansive open-concept floor plan designed for both everyday living and entertaining. The spacious great room features a beautiful fireplace and flows seamlessly into the designer kitchen, showcasing high-end finishes, premium stainless steel appliances, abundant cabinetry, and an inviting eat-in dining area. A large formal dining room provides the perfect setting for hosting family gatherings and special occasions.The home offers three generously sized bedrooms on the main level, each with its own private en suite bath, providing comfort and privacy for family and guests alike. The luxurious primary suite serves as a private retreat, featuring a spacious bedroom and a custom-designed bath with upscale appointments.Above the two-car garage, a large bonus room with a full en suite bath offers incredible flexibility as a guest suite, media room, home office, fitness space, or fourth sleeping area. Outdoor living is equally impressive with a screened porch and an expansive rear terrace overlooking the beautifully sized lot, creating ideal spaces for relaxing, dining, and entertaining year-round.Additional highlights include a two-car garage, abundant natural light, quality craftsmanship throughout, and a highly desirable location within one of Hilton Head Island's most sought-after private communities.Enjoy easy access to the marina, world-class boating, community amenities, and The South Carolina Yacht Club while experiencing the best of Lowcountry living in this exceptional Windmill Harbor home.

44 Sparwheel Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$275,000

HILTONHEAD-504213 MLS

Welcome to 62 Crosstree! Rare opportunity to build your dream home on this premier waterfront homesite in the prestigious Windmill Harbour community. Located at the end of a quiet street for ultimate privacy, this ideal end-unit lot offers panoramic views over the marsh to the Intracoastal Waterway. Enjoy incredible sunsets, abundant wildlife, and boats passing by from your future custom-built home. Take your time to pick out the absolute perfect build as there is no time limit or deadline to go vertical. Situated in the prestigious, 24-hour gated community of Windmill Harbour, home of the South Carolina Yacht Club, this prime location is perfectly nestled between Old Town Bluffton and Hilton Head beaches. Windmill Harbour features one of only three lock-controlled, tide-free marinas on the East Coast. Residents enjoy world-class amenities including resort-style pools, tennis, pickleball, a fitness center, dog park, day dock, and fishing piers. Experience the pinnacle of coastal living in one of the Lowcountry's most unique harbor communities!

62 Crosstree N Drive, Hilton Head Island

Listing courtesy of Engel & Volkers.

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