Windward Village Homes with Pool Association Amenities

Windward Village Homes with Pool Association Amenities

Welcome to Windward Village, an enchanting subdivision nestled in the heart of Hilton Head Island, South Carolina. This picturesque community is a hidden gem in Beaufort County, offering residents a perfect blend of tranquility and vibrant coastal living. With its lush landscapes and charming architecture, Windward Village is an ideal sanctuary for families, retirees, and anyone seeking a relaxed lifestyle amidst stunning natural beauty.

One of the standout features of Windward Village is its inviting Homes with Pool Association amenities. Imagine stepping outside your door to find a beautifully maintained pool area, perfect for soaking up the sun or enjoying a refreshing dip on a warm day. The community pool serves as a social hub, where neighbors gather for leisurely afternoons, children splash and play, and lasting friendships are forged.

Beyond the pool, Windward Village boasts a variety of amenities designed to enhance your living experience. Residents can enjoy well-manicured walking paths, perfect for evening strolls or morning jogs, and beautifully landscaped common areas that invite relaxation and connection with nature. The proximity to Hilton Head Island’s pristine beaches means that sun-soaked days by the ocean are just a short drive away, allowing you to indulge in the best of coastal living.

Windward Village is not just a place to live; it’s a community where memories are made and cherished. With its warm atmosphere and family-friendly environment, you’ll find that this subdivision is the perfect place to call home. Come discover the magic of Windward Village and experience the delightful lifestyle that awaits you in Hilton Head Island!

Newest Windward Village Homes with Pool Association Amenities

$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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