Overlook Ext Homes with Pickleball Association amenities

Welcome to Overlook Extension, a hidden gem nestled in the picturesque Hilton Head Island, South Carolina. This charming subdivision is a perfect blend of natural beauty and community spirit, making it an ideal place for families, retirees, and everyone in between. With its serene surroundings, Overlook Extension offers residents a tranquil escape from the hustle and bustle of everyday life, all while being just moments away from the vibrant culture and entertainment that Hilton Head Island has to offer.

One of the standout features of Overlook Extension is its commitment to promoting an active lifestyle, highlighted by the exclusive Pickleball Association amenities. Residents here enjoy access to top-notch pickleball courts, where neighbors become friends and friendly competitions foster a sense of camaraderie. Whether you’re a seasoned player or new to the game, the welcoming community ensures that everyone can join in on the fun, making it easy to stay active and engaged.

The homes in Overlook Extension are thoughtfully designed to provide comfort and style, featuring spacious layouts, modern finishes, and lush landscaping that complements the stunning Lowcountry scenery. With a variety of home styles to choose from, you’re sure to find the perfect fit for your lifestyle.

Living in Overlook Extension means embracing a community-focused lifestyle, where outdoor activities abound, and neighbors become an extended family. Experience the charm of Hilton Head Island and all it has to offer in this delightful subdivision. Come discover your new home in Overlook Extension, where every day feels like a vacation!

Newest Overlook Ext Homes with Pickleball Association amenities

$5,499,800

5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS

Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,500,000

3 Beds ⋅ 5 Baths ⋅ 5,725 SqFt. ⋅ HILTONHEAD-502804 MLS

Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

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