27 Lone Cypress

Not every dream home needs to be the biggest on the block — it just needs to be exactly right. The Jessamine at Bailey's Cove delivers precisely that. At 1,999 square feet, this smartly designed 4-bedroom, 3.5-bath new construction packs exceptional livability into every square foot, making it one of the most versatile and welcoming homes on Hilton Head Island.
What sets The Jessamine apart from the moment you arrive is flexibility. The main level features a true primary suite — bedroom, full bath, and direct access to the covered deck — so whether you're embracing single-level living or simply love the idea of waking up steps from the outdoor air, this home was built with you in mind. A half bath on the main level adds everyday convenience, while the open living and kitchen area flows naturally around the beautiful LVP flooring that ties it all together.
The kitchen is every bit as thoughtful as the rest of the home. Whirlpool stainless appliances, solid countertops, a generous island, and a large pantry make cooking and gathering equally enjoyable — because on Hilton Head, every meal feels a little like a celebration.
Head upstairs and discover even more to love. A second primary suite on the top floor offers its own private bath, making it ideal for multigenerational living, long-term guests, or a luxurious owner's retreat away from it all. Two additional bedrooms round out the upper level — including a cozy fourth bedroom perfectly sized for a home office, nursery, or creative space — along with another full bath and a conveniently located upstairs laundry room to keep life running smoothly.
Outside, the oversized two-car garage with extra storage handles all the gear that comes with island living, from paddleboards to bicycles and everything in between.
Increased rent and security deposit for a pet.
New construction. Move-in ready. Hilton Head Island.
Bailey's Cove | The Jessamine Plan | 4 BD · 3.5 BA · 1,999 SF
Right-sized for island life. Perfect for yours.