Ocean Side Port Royal Drive Homes with Pickleball Amenities

Ocean Side Port Royal Drive Homes with Pickleball Amenities

Welcome to Ocean Side Port Royal Drive, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This picturesque community is renowned for its serene atmosphere, stunning coastal views, and an array of luxurious homes that cater to a lifestyle filled with leisure and recreation.

Ocean Side Port Royal Drive boasts an impressive selection of residences, many of which come equipped with exclusive pickleball amenities. For those who are passionate about this rapidly growing sport, having access to state-of-the-art pickleball courts right within your community is a dream come true. Imagine stepping out of your beautifully designed home and into a vibrant pickleball match with friends or neighbors, enjoying the sun and the gentle sea breeze as you play.

The homes in this area are thoughtfully designed with a focus on comfort and elegance. Many feature open floor plans, gourmet kitchens, and expansive outdoor spaces perfect for entertaining. With the beach just a stone's throw away, residents can also indulge in sun-soaked days by the ocean, followed by evenings filled with laughter and camaraderie on the courts.

Beyond the recreational amenities, Ocean Side Port Royal Drive is conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just moments away. Whether you're seeking a primary residence or a vacation getaway, this community offers a perfect blend of relaxation and activity, making it an ideal place to call home. Embrace the coastal lifestyle and discover the magic of Ocean Side Port Royal Drive today!

Newest Ocean Side Port Royal Drive Homes with Pickleball Amenities

$5,500,000
4 Beds 5 Baths 3,590 SqFt. HILTONHEAD-511537 MLS
Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$1,850,000
4 Beds 4 Baths 3,218 SqFt. HILTONHEAD-511500 MLS
Experience the best of Hilton Head living in this beautifully designed home within the highly sought-after Port Royal Community. Perfectly positioned directly across from the residents' beach path, the Atlantic Ocean is less than 0.3 miles away, making beach days part of everyday life.Thoughtfully designed with exceptional bedroom separation, this predominantly single-story home offers 4 bedrooms and 4 baths, including a guest suite above the garage that can be closed off from the main home offering comfortable space for extended family or homeowners. The welcoming floor plan features a gracious foyer, formal dining room, spacious living room with a fireplace, and an inviting kitchen with counter seating, a sun-filled breakfast nook, and an adjoining great room with a second fireplace. The screened porch and expansive deck overlook the 11th fairway of the Barony Course, creating a peaceful backdrop for relaxing or entertaining.The spacious primary suite offers a calm and restful setting with a walk-in closet, dual vanities, a soaking tub, a separate shower, and a water closet. Two additional ensuite guest rooms are privately situated in their own wing.Set on a generous 0.636-acre homesite with room for a pool, this 3,218-square-foot home is part of one of Hilton Head Island's premier residential communities, where short-term rentals are prohibited. Residents enjoy private beach access, an oceanfront beach house, leisure trails, tennis, pickleball, gardens, 24-hour security, and optional membership to the Port Royal Golf Club.

108 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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