Overlook Ext Homes with Trail(s) Association amenities

Welcome to Overlook Extension, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming subdivision is a tranquil oasis that perfectly blends coastal living with a vibrant community spirit. With its lush landscapes and serene surroundings, Overlook Extension offers a peaceful retreat just moments away from the island's stunning beaches and world-class amenities.

The homes in Overlook Extension are designed for comfort and style, featuring a variety of architectural designs that cater to diverse tastes. Whether you're looking for a cozy single-family home or a spacious residence perfect for entertaining, you'll find a property that suits your lifestyle. Each home is thoughtfully situated to maximize privacy while fostering a sense of community among neighbors.

One of the standout features of Overlook Extension is its commitment to an active lifestyle, underscored by the Homes with Trails Association amenities. Residents enjoy access to beautifully maintained trails that wind through the subdivision, perfect for leisurely strolls, invigorating jogs, or peaceful bike rides. These trails provide a wonderful opportunity to immerse yourself in nature while connecting with fellow residents.

In addition to the trails, the community fosters a welcoming atmosphere with organized events and activities that encourage neighborly bonds. Whether it's a summer barbecue or a seasonal festival, there's always something happening in Overlook Extension.

Experience the charm of Overlook Extension, where coastal elegance meets community warmth. Discover your dream home in this idyllic subdivision and embrace the Hilton Head Island lifestyle today!

Newest Overlook Ext Homes with Trail(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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