Windward Village Homes with Guard Association amenities

Windward Village Homes with Guard Association amenities

Welcome to Windward Village, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming subdivision offers a unique blend of coastal living and community spirit, making it an ideal place to call home. Windward Village is perfectly situated within Beaufort County, providing residents with easy access to the island's stunning beaches, vibrant local culture, and a plethora of outdoor activities.

As you explore this inviting community, you'll find a variety of beautifully designed homes that cater to diverse lifestyles. From cozy cottages to spacious family residences, there's something for everyone in Windward Village. Each home is thoughtfully crafted to enhance your living experience, featuring modern amenities and beautiful landscaping that reflects the natural beauty of the Lowcountry.

One of the standout features of Windward Village is its Guard Association amenities, which ensure a safe and secure environment for all residents. The dedicated security team provides peace of mind, allowing you to fully enjoy the community's offerings. Additionally, the association fosters a sense of camaraderie among neighbors, hosting regular events and activities that encourage social interaction and connection.

Living in Windward Village means embracing a lifestyle filled with sun-soaked days at the beach, leisurely bike rides along scenic trails, and exploring the rich history and culture of Hilton Head Island. Whether you're seeking a permanent residence or a vacation getaway, Windward Village is the perfect place to create lasting memories. Discover the charm of this exceptional community and make Windward Village your new home today!

Newest Windward Village Homes with Guard Association amenities

$619,000
2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ HILTONHEAD-511442 MLS
Located in the desirable Windward Village enclave within the prestigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

148 Windward Village Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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