Sailwing Homes with Pickleball Association amenities

Sailwing Homes with Pickleball Association amenities

Welcome to Sailwing, a delightful subdivision nestled in the heart of Hilton Head Island, South Carolina. This charming community in Beaufort County offers a unique blend of coastal living and vibrant recreational opportunities, making it an ideal place for families and retirees alike.

Sailwing is renowned for its picturesque surroundings, with lush landscapes and easy access to the pristine beaches that Hilton Head Island is famous for. The subdivision features a variety of beautifully designed homes, each exuding a warm, welcoming atmosphere. Whether you’re seeking a cozy retreat or a spacious family abode, Sailwing has something to suit every lifestyle.

One of the standout features of Sailwing is its exclusive Pickleball Association amenities. This community embraces the growing popularity of pickleball, providing residents with access to well-maintained courts where you can enjoy friendly matches with neighbors or hone your skills. The association fosters a sense of camaraderie and community spirit, hosting regular events and tournaments that bring residents together for fun and fitness.

In addition to pickleball, residents of Sailwing can take advantage of the nearby recreational facilities, including parks, walking trails, and other sports amenities. The proximity to local shops, restaurants, and entertainment options ensures that you’ll never run out of things to do.

If you’re looking for a vibrant community that combines the joys of coastal living with active recreation, Sailwing in Hilton Head Island is the perfect place to call home. Embrace the lifestyle you’ve always dreamed of in this charming subdivision!

Newest Sailwing Homes with Pickleball Association amenities

$2,550,000
4 Beds ⋅ 5 Baths ⋅ 3,710 SqFt. ⋅ HILTONHEAD-512736 MLS
Experience the best of Hilton Head Island waterfront living at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering over 3,700 square feet with four bedrooms - four full baths & 1 half bath, this distinctive residence combines generous living spaces with an enviable Lowcountry setting. The thoughtfully designed floor plan features a beautiful kitchen, dining room, family room, and den (or office or extra BR), providing abundant space for everyday living and entertaining. The curved staircase showcases one of the many exquisite touches throughout the home. The first floor in-law suite offers exceptional flexibility for extended family, guests, a private office, or a separate retreat featuring a spacious BR, full BT, family room (or media room) plus a kitchen area. The elevator services the first, second and top floor. Built with durable Hebel block construction, the home offers the benefits of this energy-efficient, resilient building system while providing the comfort and spaciousness expected in a premier island residence. Need extra storage space? The upper floor (just under 800 sq ft.) is heated and cooled and ready for all your storage needs or future expansion. Positioned directly on the harbour, this home captures the quintessential Hilton Head lifestyle, set within the private and picturesque community of Windmill Harbour. Residents will enjoy a distinctive Lowcountry lifestyle surrounded by water, beautiful landscaping, and a vibrant boating atmosphere. From relaxed mornings overlooking the boats to entertaining family and friends in the expansive living areas, 5 Sailwing Lane offers a rare combination of space, construction quality, flexibility, and prime harbour-front location. A special opportunity to own a substantial four-bedroom, four-bath waterfront townhome in one of Hilton Head Island's most desirable boating communities. The South Carolina Yacht Club is just steps away from your door - It is the perfect club to enjoy a world class meal, vibrant social activities and a competitive fitness environment. Why wait- Your new life awaits!

5 Sailwing Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

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