Windward Village Homes with Two Story Architectural Style

Windward Village Homes with Two Story Architectural Style

Welcome to Windward Village, a charming subdivision nestled in the heart of Hilton Head Island, South Carolina, within beautiful Beaufort County. This delightful community offers a perfect blend of coastal living and Southern charm, making it an ideal retreat for families, retirees, and everyone in between.

Windward Village is renowned for its picturesque landscape, featuring lush greenery and serene surroundings that create a tranquil atmosphere. The subdivision is conveniently located near pristine beaches, world-class golf courses, and a variety of dining and shopping options, ensuring that residents enjoy the best that island life has to offer.

One of the standout features of Windward Village is its stunning homes, many of which boast a captivating two-story architectural style. These thoughtfully designed residences provide ample space for both relaxation and entertainment, with open floor plans that seamlessly connect living areas. Large windows flood the interiors with natural light, while charming balconies and porches offer the perfect spots to unwind and soak in the breathtaking views of the surrounding landscape.

Moreover, the two-story homes in Windward Village are designed with modern amenities, ensuring comfort and convenience. Whether you’re hosting a family gathering or enjoying a quiet evening, these homes provide the ideal backdrop for creating lasting memories.

With its inviting community spirit and beautiful homes, Windward Village stands out as a premier destination for those seeking the perfect blend of coastal charm and modern living. Discover your dream home in this enchanting subdivision and experience the vibrant lifestyle that Hilton Head Island has to offer!

Newest Windward Village Homes with Two Story Architectural Style

$639,000
2 Beds 3 Baths 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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