Overlook Ext Homes with Pool Association amenities

Welcome to Overlook Extension, an enchanting subdivision nestled in the heart of Hilton Head Island, South Carolina. Renowned for its stunning coastal landscapes and vibrant community spirit, Overlook Extension offers an idyllic lifestyle that perfectly balances tranquility and adventure.

This charming neighborhood features a diverse selection of homes, each designed with comfort and elegance in mind. Many properties boast private pools, creating a serene oasis for relaxation and entertaining. Imagine basking in the sun by your own poolside retreat, surrounded by lush greenery and the gentle sound of nature. The allure of outdoor living is further enhanced by the warm South Carolina climate, making it a year-round paradise for residents.

Overlook Extension is not just about beautiful homes; it also offers a wealth of amenities that cater to a lively and active lifestyle. The Homes with Pool Association provides residents access to a variety of community features, including well-maintained walking trails, recreational areas, and social gatherings that foster a sense of belonging. Whether you’re enjoying a leisurely stroll, hosting a barbecue with neighbors, or participating in community events, there’s always something happening in this vibrant enclave.

Located just a short drive from the stunning beaches and world-class golf courses that Hilton Head Island is famous for, Overlook Extension is the perfect place to call home. With its charming properties, inviting community atmosphere, and exceptional amenities, this subdivision truly embodies the best of island living. Come and explore all that Overlook Extension has to offer—you may just find your dream home waiting for you!

Newest Overlook Ext Homes with Pool 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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