Turnkey Coastal Living in Windmill Harbour

Perfectly positioned on a spacious corner lot within Hilton Head Island's prestigious Windmill Harbour community, this extraordinary Lowcountry residence embodies effortless luxury and timeless coastal elegance. Completely reimagined with uncompromising attention to detail, every finish, fixture, and living space has been thoughtfully curated to create a home that is as sophisticated as it is inviting. Overlooking a tranquil lagoon and surrounded by lush landscaping, this turnkey retreat offers an exceptional opportunity to experience one of the island's most coveted waterfront communities.

A welcoming front porch and classic French doors set the tone for the elegant interiors beyond, where white oak hardwood flooring flows throughout the entire home. Just off the foyer, a first-floor guest suite—currently designed as an office—features a beautifully appointed marble bath with custom vanity and convenient access from both the bedroom and main living area.

Designed for both everyday living and entertaining, the chef's kitchen showcases custom cabinetry, GE Café appliances, an oversized porcelain farmhouse sink, illuminated cabinetry, a generous island, and custom open shelving accented with brass details. Across the hall, the formal dining room is anchored by a stunning oyster shell chandelier and designer grasscloth wallpaper, while the spacious living room features custom built-ins, a gas fireplace with quartz surround, intricate millwork, and walls of windows that flood the home with natural light. An adjoining sitting area provides the perfect place to relax, while a fully customized back pantry offers additional cabinetry, glass shelving, and a beverage refrigerator.

Upstairs, the thoughtfully designed split floor plan provides exceptional privacy. The oversized guest suite features custom closets, a luxurious bath, and a separate flex room ideal as a home office, fitness space, or private retreat. The primary suite overlooks the tranquil lagoon and offers exposed wood beam ceilings, abundant natural light, dual custom walk-in closets, and a spa-inspired bath complete with a freestanding soaking tub, oversized shower, and expansive dual vanity. The upstairs laundry room and additional built-in storage add everyday convenience.

Designer lighting, custom window treatments, automatic blinds, and bespoke built-ins throughout further elevate the home's exceptional craftsmanship.

Outdoor living is equally impressive with a tabby shell paver patio overlooking the lagoon, while a separate brick courtyard illuminated by string lights creates the perfect setting for al fresco dining and entertaining. A covered breezeway seamlessly connects the home to the detached two-car garage, enhancing the home's classic Lowcountry charm.

Located just moments from the South Carolina Yacht Club, Windmill Harbour's world-class marina, and all that Hilton Head Island has to offer, this golf-cart-friendly community offers a truly unmatched coastal lifestyle.

This is more than a renovation—it's a completely reimagined Lowcountry home where timeless design meets effortless, turnkey living.

55 Crosstree Drive

For Sale: $1,650,000

Seller offering 3% of the sales price to the buyer broker.

3 Beds
3 Baths
House
Two Story
3,442 sq ft
Lot 0.14 acres
Year Built: 1997
MLS: 511482
Parcel: 03847270
POA: $3,280/year

Amenities

Lagoon View
Corner Lot
Southeast-Facing
Built-Ins
Ceiling Fans
Fireplace
Smooth Ceilings
Back Porch
Front Porch
Patio
Paved Drive
In-Ground Propane Tank
Great Room
Dining Room
Laundry Room
Partially Floored Attic
Pull-Down Stairs
Community Pool
Clubhouse
Deep Water Access
Dog Park
Gardens
Marina
Secured Gate/Guard
Tennis
Asphalt Roof
Metal Roof
Central Air
Heat Pump
Double Ovens
white oak flooring
ge cafe appliances

Video

Map & Nearby Places

55 Crosstree Drive
Hilton Head Island, SC 29926
3 Bed | 3 Baths

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Windmill Harbour

Nestled along the Intracoastal Waterway on Hilton Head Island, Windmill Harbour is one of the island's most distinctive private waterfront communities, offering a unique blend of Lowcountry charm, protected marina living, and an active coastal lifestyle. Spanning approximately 172 acres, the neighborhood is centered around a picturesque 15-acre inland harbour and one of only a handful of private lock-controlled marina systems on the East Coast, allowing boaters to enjoy deep-water access regardless of the tides.

Known for its colorful Charleston-inspired architecture, tree-lined streets, lagoon and marsh views, and welcoming sense of community, Windmill Harbour appeals to both full-time residents and second-home owners seeking a relaxed waterfront lifestyle. Residents enjoy scenic walking paths, community events throughout the year, and convenient access to both Bluffton and the many attractions of Hilton Head Island.

At the heart of the community is the South Carolina Yacht Club (SCYC), one of the Lowcountry's premier private yacht and social clubs. Membership is completely optional and is not required for property ownership, giving residents the flexibility to enjoy the neighborhood without additional club obligations while still having the opportunity to join if they choose. Members enjoy exceptional amenities including waterfront dining, a resort-style swimming pool, Har-Tru tennis courts, a fitness center, sailing programs, social events, regattas, and an active year-round calendar designed for all ages.

Whether you're a boating enthusiast, an avid sailor, or simply looking for a picturesque coastal community with timeless architecture and a true neighborhood feel, Windmill Harbour offers one of Hilton Head Island's most unique and sought-after waterfront lifestyles.


Hilton Head Island

Hilton Head Island, recently voted #3 on Southern Living’s 2024 list of Best Beach Towns to Live In, offers an unparalleled Lowcountry lifestyle. Known for its world-class golf courses, top-tier tennis facilities, and pristine beaches, the island is a haven for both relaxation and recreation. Enjoy iconic spots like Harbour Town, Shelter Cove, and Coligny Plaza, or explore the island’s many country clubs and beach access points. With its blend of natural beauty, luxury amenities, and laid-back charm, Hilton Head is the ultimate place to call home.


Connectivity, Healthcare, & Long-term Growth

Hilton Head Island continues to strengthen its position as one of the Southeast’s most desirable coastal destinations—supported by strategic investment in air access, private aviation, healthcare, and infrastructure.

Hilton Head Island Airport is currently undergoing a significant terminal improvement and expansion, modernizing the passenger experience and increasing capacity to support the island’s continued growth. In addition to commercial service, the airport also offers private aviation access, making it a preferred arrival point for owners who value discretion, efficiency, and seamless travel to and from the island.

For expanded national and international connectivity, Savannah/Hilton Head International Airport is located just over the bridge, providing a wide range of nonstop routes and airlines while continuing long-term planning to accommodate sustained regional demand.

Healthcare investment across Hilton Head and Bluffton further reflects the area’s forward momentum. Novant Health is developing a new medical office campus on Hilton Head Island, while Beaufort Memorial is expanding care with a new emergency and urgent care facility on the island and a full community hospital underway in Bluffton. MUSC Health is also broadening its presence with a new multi-specialty medical pavilion in Bluffton, further enhancing access to advanced care in the Lowcountry.

Together, these investments underscore what discerning buyers recognize: Hilton Head Island is thoughtfully evolving—offering the rare combination of coastal privacy, modern infrastructure, private and commercial air access, and long-term stability.


Private Golf Club Memberships Nearby

Ownership at 90 Tidewater Manor does not require club membership; however, for buyers seeking golf, tennis, fitness, dining, and social amenities, Hilton Head Island offers several nearby private clubs with membership options available to non-property owners.

Optional membership opportunities include:

  • Sea Pines Country Club – Golf, tennis, fitness, dining, and social memberships available without owning property in Sea Pines
  • Spanish Wells Club – Gated waterfront club offering golf, tennis, dining, and social memberships independent of homeownership
  • The Golf Club at Indigo Run – Championship golf, racquet sports, fitness, and clubhouse amenities with optional membership
  • Country Club of Hilton Head – Established private club featuring golf, tennis, dining, and social programming, open to non-owners
  • Palmetto Hall Golf and Country Club – Golf and social memberships available without the requirement of owning property
  • South Beach Racquet Club – Premier tennis and pickleball club with memberships open to the public
  • Palmetto Dunes Tennis Center – Tennis and pickleball memberships available to non-residents

Membership categories, availability, and initiation fees vary by club, allowing owners to curate a custom lifestyle experience—whether focused on golf, racquet sports, wellness, dining, or social engagement—without being tied to a single community.