Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 5-bedroom, 6-bathroom single family at 59 N Calibogue Cay Road in Hilton Head Island, SC is listed for $8,700,000. on a N/A lot.

Agent Description

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.

Key Features

  • Fireplace

Property Details

5 full, 1 half

Amenities

Fireplace

Monthly Cost Estimate

$46,529/mo

20% down · 6.5% · 30 years

Principal$6,292
Interest$37,700
Insurance$2,538

Estimates only. Actual payments may vary.

Location

59 N Calibogue Cay Road

Hilton Head Island, SC 29928

Features & Amenities

Interior Features

Book ShelvesBuilt-InsCeiling Fan(s)DehumidifierElevatorFireplaceHandicap AccessMany ClosetsNetwork WiringSecurity SysSmart ThermostatSmooth CeilingsSound Sys WireTankless Water HeaterWet BarWindow Treatments

Property Details

Parking

DrivewayGarageOversize

Appliances

DishwasherDisposalDouble OvensDryerIce MachineMicrowaveRange - GasRefrigeratorWasherWine Cooler

Questions & Answers

This 5-bedroom, 6-bathroom single family at 59 N Calibogue Cay Road is listed at $8,700,000. The estimated monthly payment is $37,700 based on 20% down at 6.5% interest.

Key features include: Fireplace. Interior Features: Book Shelves, Built-Ins, Ceiling Fan(s).

This property is listed by Lindsay Bunting and can be reached at 8438166142 or lindsay@lindsaybunting.com.

LB

Lindsay Bunting

Agent at Sea Pines Real Estate - The Cottage Group, LLC (506)

(843) 816-6142

Listed by Sea Pines Real Estate - The Cottage Group, LLC (506) · View on Broker Site

MLS# 508090· Source: listhub· Updated today

Copyright © 2026 REsides, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

59 N Calibogue Cay Road, Hilton Head Island, SC 29928

Open this listing in: