Find the newest home listings in Calibogue Cay, Hilton Head Island today! For those looking for a sense of beauty and serenity, the Calibogue Cay is a favored neighborhood. Deepwater views and miles of world famous white sandy beaches perhaps make Calibogue Cay the most exclusive residential address on Hilton Head Island. For more information on real estate for sale in Calibogue Cay, Hilton Head Island, schedule a showing, call us today or send us an email.
Gearing up to buy or sell a home soon in Hilton Head Island? Call Group DiNenna at 843-781-6700. Your neighborhood Calibogue Cay, Hilton Head Island realty team is here to help navigate the Hilton Head Island real estate market.
In the Sea Pines Plantation area, Calibogue Cay homes feature exquisite modern construction with shingled roofs, designer shutters, attractive and manicured lawns, decorated patios, private decks, and views for days of magnolia trees, daylilies, butterfly plants, and the Japanese Clerodendrum.
Many homes in the Calibogue Cay neighborhood have undergone fresh updates, including a wet bar, fireplace, steam shower, window treatments, high ceiling entrance foyer, gourmet kitchen, and custom wine cellars. The single family homes offer 4 to 5 bedrooms, 4 to 5 bathrooms, and sizes ranging between 3,200 and 5,560 square feet.
The Calibogue Cay homes for sale typically range between $1 million and $4 million, depending on size, style, design, amenities, and finishes.
The Calibogue Cay community is nestled among the pines beside a lagoon on 1.9 acres of land in the heart of Sea Pines Plantation. The perfect beach retreat offers miles of public pathways and nature trails on which pedestrians can enjoy the spectacularly diverse island, which includes over 24 golf courses for beginners to the seasoned golfer, waterfront access to the ocean, and many more.
Located nearby, residents are a short drive from all that Sea Pines Forest Preserve, Harbour Town Lighthouse, and South Forest Beach has to offer. On the Sea Pines Forest Preserve, discover the 4,000 year old Sea Pines Shell Ring, acres of flora blooming in the wildflower field , marshes, forests, and wildlife from a boardwalk through the vanishing swamp, or enjoy a picnic along the banks of Fish Island. Throughout Harbour Town Lighthouse, residents can enjoy walks along the waterfront, indulging in many dining and shopping options. Lastly, in South Forest Beach, also considered the main island's downtown area, residents can walk along a mile stretch of beachfront, close access to beachside barefoot cafes, Forest Beach shopping, and lively entertainment.
The Calibogue Cay community residents have easy access to the Cross Island Parkway, where they will find any daily essentials needed. From local favorites to recognized national chains, you'll find the food and beverage items you're craving at one of our many Hilton Head Island grocery shops, such as Walgreens, Publix Supermarket at Cross Island, and Enmarket.
The Calibogue Cay community is located within a highly ranked educational district offering students education from prekindergarten through grade 12. Many of the schools within the Calibogue Cay community are award winning schools across Hilton Head's Island. Schools located near the Calibogue Cay community include:
Hilton Head Elementary School
30 School Road, Hilton Head, South Carolina
Grade 1 - Grade 5
Student Enrollment: 888
Hilton Head Christian Academy
55 Gardner Dr., Hilton Head, South Carolina
Kindergarten - Grade 12
Student Enrollment: 371
Hilton Head Middle School
55 Willborn Rd., Hilton Head, South Carolina
Grade 6 - Grade 8
Student Enrollment: 1,018
Hilton Head Heritage Academy
11 New Orleans Rd., Hilton Head, S.C.
Grade 7 - Grade 12
Student Enrollment: 125
Hilton Head High School
70 Wilborn Rd., Hilton Head, South Carolina
Grade 9 - Grade 12
Student Enrollment: 1,304
St. Francis Catholic School
45 Beach City Rd., Hilton Head, S.C.
Pre Kindergarten - Grade 8
Student Enrollment: 211
*Disclaimer: Always check with your local school district to confirm zoning, enrollment requirements and attendance eligibility.
Jump back to Calibogue Cay, Hilton Head Island, SC Real Estate Listings >>>
Quite simply, one of the finest homes to come on the market in Sea Pines in many years. This luxury custom home, completed in 2022 by Esposito Builders and masterfully de...
Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.
Located in Sea Pines, this one-level 3 bed 2 1/2 bath waterfront home offers a deep-water dock and a private, oak-framed setting with serene water views. Vaulted, beamed ...
Listing courtesy of Daniel Ravenel Sotheby's International Realty.
Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet...
Listing courtesy of DOT REAL ESTATE.

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