Overlook Ext Real Estate

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 serene coastal living and vibrant community spirit, making it an ideal place for families, retirees, and anyone looking to embrace the relaxed Lowcountry lifestyle.

Overlook Extension is renowned for its picturesque landscapes and stunning views. Residents enjoy spacious lots adorned with lush greenery, mature trees, and vibrant gardens that create a tranquil atmosphere. The community is thoughtfully designed, featuring well-maintained streets and a variety of architectural styles that reflect the Southern charm of the region.

One of the standout features of Overlook Extension is its proximity to Hilton Head Island's world-class amenities. Just a short drive away, you'll find pristine beaches, award-winning golf courses, and a plethora of dining and shopping options. Whether you’re in the mood for a casual beachside meal or a fine dining experience, the island has something for everyone.

Outdoor enthusiasts will appreciate the abundance of recreational activities available nearby, including biking, hiking, and water sports. The nearby nature preserves and parks offer a perfect backdrop for family outings and weekend adventures.

In Overlook Extension, you’ll not only find a home but a community where neighbors become friends and memories are made. With its idyllic setting and convenient location, this subdivision is truly a slice of paradise on Hilton Head Island. Come discover the charm of Overlook Extension and see why so many are proud to call this community home!

Newest Listings in Overlook Ext

$5,999,000

5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-508634 MLS

Welcome to Refined Coastal Simplicity on the Port Royal Shoreline. Sited on a rare, private .77 acre lot, this custom-built home was designed for an effortless lifestyle where understated luxury is felt, not just seen. Inside discover culinary artistry with a home chef's kitchen anchored by a curated wood-top island and a massive butler's pantry- perfect for seamless entertaining. Dual Primary Ensuites (Main and 2nd Floor) provide flexible sanctuary for guests or multi-generational families. Step outside and transition from the screened porch with its cozy fireplace to the heated and chilled pool, ensuring the perfect temperature regardless of the season. From the boardwalk to the expansive rear veranda, every inch of this Port Royal property is designed to make coastal living entirely uncomplicated. This exceptional seaside home is a must see in private Port Royal Plantation. Click the vidoe link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Courtesy of Charter One Realty

$6,500,000

3 Beds ⋅ 5 Baths ⋅ 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

Courtesy of Sea Pines Real Estate South Beach

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