Overlook Ext Homes with Attic Interior Features

Welcome to Overlook Extension, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming subdivision offers a serene retreat for those seeking a perfect blend of coastal living and community spirit. With its picturesque landscapes and proximity to pristine beaches, Overlook Extension is an idyllic sanctuary for families, retirees, and anyone looking to embrace the laid-back island lifestyle.

The homes in Overlook Extension are thoughtfully designed, featuring spacious interiors that boast the unique charm of attic spaces. These versatile attics can serve as cozy reading nooks, playrooms, or even creative studios, providing an additional layer of functionality to your living space. Imagine the possibilities as you transform this hidden gem into a personal sanctuary tailored to your lifestyle.

Each residence in Overlook Extension is surrounded by lush greenery and offers easy access to the island's many attractions, from world-class golf courses to delightful dining options and vibrant shopping districts. Enjoy leisurely strolls along the scenic paths or take a short bike ride to the beach to soak up the sun and savor the salty ocean breeze.

Living in Overlook Extension means embracing a lifestyle that celebrates community and nature. With its welcoming atmosphere and beautiful homes featuring attic interiors, this subdivision is not just a place to live; it's a place to thrive. Experience the magic of Hilton Head Island and discover the perfect home in Overlook Extension, where comfort, charm, and coastal living come together seamlessly. Your dream home awaits!

Newest Overlook Ext Homes with Attic Interior Features

52 N Port Royal Drive, Hilton Head Island

$7,800,000

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-513205 MLS

Set dirеctly on thе οcеаn іn the рrіvate community of Ρort Rοyal on Hilton Head Island, this custom beachfront home has undergone an exceptional interior transformation, resulting in a 'Like New' premium state of the art beach home as special as its oceanfront backdrop. The entire main living area was reconfigured and upgraded offering natural light, enhanced ocean views and overall, a superior easy living floorplan. The kitchen, living and dining spaces now flow together seamlessly and are anchored by an oversized granite island, custom cabinetry and statement lighting. Walls of windows fill the home with natural light and frame the ocean beyond, while extensive custom millwork, built-ins and beautiful wood floors give the home a level of character you simply don't find everywhere. Two gas fireplaces, separate living and family rooms, a private office, home gym and elevator add to the way this home actually lives. There are two ocean-view primary suites, including one on the main level. Upstairs, the completely redesigned primary suite feels like its own private retreat. The bedroom opens to a private oceanfront balcony, while the bath features two separate water closets, dual vanities, two custom walk-in closets, a large soaking tub and oversized tiled shower. Outside is where the setting really takes over. A screened porch overlooks the private pool, fenced yard, serene landscaping and ocean beyond. Custom outdoor lighting carries the home into the evening, while mature trees and thoughtfully designed landscaping create privacy without taking away from the view. Offering over 5000 heated square feet of private oceanfront living with 2 living rooms, 4 large bedrooms, a huge oceanfront office, oceanfront gym & elevator. This isn't simply a home near the beach. This is private oceanfront living at its very finest.

52 N Port Royal Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$5,499,800

5 Beds ⋅ 5 Baths ⋅ 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.

Start Your Search

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.