Overlook Ext Homes for Sale

Welcome to Overlook Extension, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming subdivision offers a serene oasis that perfectly balances tranquility and accessibility. With its picturesque landscapes and coastal charm, Overlook Extension is an ideal destination for those seeking a vibrant community surrounded by nature’s beauty.

The homes for sale in Overlook Extension are a delightful mix of architectural styles, ranging from cozy beach cottages to elegant family residences. Each property is thoughtfully designed, featuring spacious layouts, modern amenities, and lush outdoor spaces that invite you to relax and enjoy the coastal breeze. Many homes boast stunning views, private gardens, and easy access to the island's pristine beaches, making it a perfect retreat for both families and retirees.

Living in Overlook Extension means embracing a lifestyle filled with outdoor adventures. Residents can enjoy nearby golf courses, scenic bike paths, and an array of water activities, from kayaking to paddleboarding. The community is also conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

Whether you're looking for a permanent residence or a vacation getaway, Overlook Extension offers an exceptional quality of life in one of South Carolina's most sought-after locations. Explore the homes for sale in this enchanting subdivision and discover your dream home in this beautiful coastal paradise. Experience the charm of Overlook Extension today, where your perfect island lifestyle awaits!

Newest Overlook Ext Homes for Sale

$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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