Lee Simmons — Hilton Head Island Real EstateSea Pines Real Estate — South Beach
Active
$8,700,000

59 Calibogue Cay

SP Central · Hilton Head Island, SC, 29928
5Beds
5Baths
5,580Sqft
ResidentialType
MLS #1158618186

About this home

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 designed by architect Terry Rosser, is set along the highly coveted Calibogue Cay, an address reserved for a select few. Sweeping marsh vistas and extraordinary sunsets create a setting that is both serene and unforgettable. Dramatic 20+ ft ceilings span the living room, kitchen, and breakfast nook, filling the space with natural light and drawing your eye straight to the marsh beyond. The kitchen is beautifully executed and opens to a refined entertaining space with a wet bar, glass-front cabinetry, and a well-appointed butler's pantry. Just off the main living area, the screened porch with fireplace offers a comfortable, private retreat you will enjoy year round. The outdoor setting is equally impressive. A generous saltwater pool, private dock, and boat lift are perfectly positioned to capture long marsh views and remarkable sunsets. The primary suite is a true retreat, with expansive his-and-her walk-in closets, separate vanities, and a convenient Primary Laundry Room. Five bedrooms, along with a private executive office overlooking the marsh and sound, provide both scale and flexibility. Additional features include a 3-stop elevator, whole-house generator, and an oversized 2+ car garage with climate-controlled storage. Opportunities like this are few and far between. This is Calibogue Cay at its absolute best.

Property details

Interior

Interior details

Year Built
2022
Architectural Style
Two Story
Interior Features
AtticWet BarBookcasesBuilt In FeaturesCeiling FansElevatorFireplaceHandicap AccessMain Level PrimaryMultiple ClosetsPull Down Attic StairsSmooth CeilingsSmart ThermostatWired For DataWired For SoundWindow TreatmentsEntrance FoyerEat In KitchenPantry
Cooling
ElectricHeat Pump
Heating
ElectricHeat Pump
Exterior

Exterior details

Exterior Features
DeckDockEnclosed PorchSprinkler IrrigationPropane Tank OwnedPropane Tank LeasedPatioStorage
Roof
Asphalt
Private Pool
Yes
Pool Description
Electric HeatPrivateSalt WaterCommunity
Lot

Lot details

Lot Size
26,572 sqft
HOA

HOA details

Amenities
Beach RightsBeach AccessMarinaClubhouseDockFitness CenterGolf CourseGarden AreaPlaygroundPoolRestaurantGuardTennis CourtsTrails
Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC
Listing data provided by the listing brokerage via Trestle (Cotality). Last updated June 10, 2026.