Overlook Ext Homes with Tennis Court(s) Association amenities

Welcome to Overlook Extension, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming subdivision offers a unique blend of coastal living and community spirit, making it an ideal destination for families, retirees, and anyone looking to embrace the island lifestyle. With its picturesque surroundings and friendly atmosphere, Overlook Extension is not just a place to live—it's a way of life.

One of the standout features of this community is its commitment to active living. Residents enjoy exclusive access to well-maintained tennis courts, perfect for both seasoned players and beginners eager to learn the game. Whether you’re looking to engage in a friendly match with neighbors or join a more competitive league, the tennis courts are a cornerstone of the community, fostering camaraderie and healthy competition.

In addition to tennis, Overlook Extension boasts a range of amenities designed to enhance your quality of life. Lush green spaces and walking trails invite you to explore the natural beauty of Hilton Head Island, while nearby beaches provide endless opportunities for sun-soaked relaxation and water activities. The subdivision is conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a stone’s throw away.

With its blend of active lifestyle amenities and a welcoming community spirit, Overlook Extension is more than just a neighborhood—it's a vibrant community where you can truly feel at home. Discover the charm of this unique subdivision and embrace the Hilton Head Island lifestyle today!

Newest Overlook Ext Homes with Tennis Court(s) 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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