Overlook Ext Homes with Two Story Style

Welcome to Overlook Extension, a picturesque subdivision nestled in the heart of Hilton Head Island, South Carolina. Known for its stunning landscapes and vibrant community, Overlook Extension offers a serene lifestyle that perfectly balances coastal living with modern conveniences. This charming neighborhood is characterized by its lush greenery, scenic views, and proximity to the island's pristine beaches, making it an ideal location for families, retirees, and anyone seeking a tranquil escape.

The homes in Overlook Extension are designed with elegance and comfort in mind, featuring a variety of two-story styles that cater to diverse tastes and preferences. These spacious residences boast open floor plans, allowing for seamless flow between living areas, perfect for entertaining friends and family. Large windows fill the homes with natural light, creating warm and inviting spaces that residents can truly call their own.

In addition to their aesthetic appeal, the two-story homes in Overlook Extension often come equipped with modern amenities, including gourmet kitchens, luxurious master suites, and ample outdoor spaces for relaxation and recreation. Many properties also feature beautifully landscaped yards and patios, ideal for enjoying the mild South Carolina climate year-round.

Living in Overlook Extension means embracing a lifestyle rich in outdoor activities, with easy access to golf courses, parks, and the stunning beaches of Hilton Head Island. Whether you’re exploring the local shops or savoring fresh seafood at nearby restaurants, this community offers a unique blend of leisure and luxury. Discover your dream home in Overlook Extension and experience the best that Hilton Head Island has to offer!

Newest Overlook Ext Homes with Two Story Style

$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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