Windward Village Homes with Two Story Style

Welcome to Windward Village, a picturesque subdivision nestled in the heart of Hilton Head Island, South Carolina. Known for its stunning coastal scenery and vibrant community, Windward Village offers a unique blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone looking to embrace the island lifestyle.

The charm of Windward Village lies in its beautifully designed homes, particularly the two-story style residences that grace the neighborhood. These homes boast spacious layouts, often featuring open floor plans that seamlessly connect living, dining, and kitchen areas. With ample room for entertaining and family gatherings, the two-story designs provide the perfect backdrop for creating lasting memories. Large windows flood the interiors with natural light, while private balconies and patios invite you to savor the gentle ocean breeze.

In addition to the stunning architecture, Windward Village is surrounded by an array of amenities that enhance the quality of life for its residents. Enjoy easy access to pristine beaches, world-class golf courses, and lush parks, all just a stone's throw away. The community is also conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is within reach.

Living in Windward Village means embracing a lifestyle filled with outdoor adventures, cultural experiences, and a strong sense of community. Whether you’re taking a leisurely stroll through the neighborhood or enjoying a day at the beach, this charming subdivision offers the perfect blend of relaxation and excitement. Come discover your dream home in Windward Village, where every day feels like a vacation!

Newest Windward Village Homes with Two Story Style

$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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