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52 Calibogue Cay Road
Hilton Head Island, SC 29928

Russell Fielden
Southern Coast Realty LLC
4Bedroom(s)
5Bathroom(s)
CarportParking(s)
47Picture(s)
4,296
Visits:6
Classic Sea Pines spacious home in one of the most coveted neighborhoods on the island. One of the largest homesites in the community. Tidal creek and marsh views in the rear. Dock recently installed with a boat lift, power and water.. This home has been updated over time. Very comfortable with a large living and dining area looking out the large live oak laden private rear yard.
$3,100,000

51 N Calibogue Cay Road
Hilton Head Island, SC 29928

Collins Group
Collins Group Realty
5Bedroom(s)
6Bathroom(s)
GarageParking(s)
56Picture(s)
5,775
Visits:7
Waterfront excellence on coveted Calibogue Cay! Serenity and breathtaking water views of Calibogue Sound align with architectural grandeur, infused with premium hardwoods, stone, elevated craftsmanship standards, incredible attention to detail, the finest of materials, Wolf appliances, elevator, impact glass, foam insulation, and (3) tankless water heaters.
$6,750,000

11 Calibogue Cay Road
Hilton Head Island, SC 29928

Herman and Davis Properties
Charter One Realty
5Bedroom(s)
5Bathroom(s)
GarageParking(s)
82Picture(s)
6,473
Visits:37
This spectacular 5-bedroom, 5.5-bathroom waterfront home offers unparalleled, deep water views of the Calibogue Sound, situated in the highly coveted location of Calibogue Cay within Sea Pines.
$6,750,000

40 Calibogue Cay Road
Hilton Head Island, SC 29928

Herman and Davis Properties
Charter One Realty
4Bedroom(s)
4Bathroom(s)
GarageParking(s)
1Picture(s)
4,015
Visits:40
This classic residence, on a street of waterfront homes, reflects the sophisticated taste and warm family vibes of its owners. Curated is the best way to describe the spacious interiors, with high ceilings, traditional details and contemporary design.
$3,190,000

31 Calibogue Cay Road
Hilton Head Island, SC 29928

The Wedgeworth Team
Charter One Realty
5Bedroom(s)
5Bathroom(s)
GarageParking(s)
82Picture(s)
5,206
Visits:45
Direct sound front home with deep water dock on the Calibogue sound. Newer-style & elevated 5 bedroom, 5.5 bath home. Amazing floorplan with primary suite & guest bedroom on first floor. Two bedrooms up with the 5th bedroom being the oversized bonus room over the 2.5-car garage. The spacious kitchen opens to the breakfast area & family room with high ceilings & fireplace.
$5,200,000

69 Calibogue Cay Road
Hilton Head Island, SC 29928

Jeff Hunt & Associates
Dunes Real Estate
4Bedroom(s)
4Bathroom(s)
GarageParking(s)
45Picture(s)
6,243
Visits:78
This impeccable estate behind the gates of Sea Pines Resort is the apex of coastal luxury. Nestled on Hilton Head Island, a beautiful barrier island off South Carolina coast, you will be transcended to a world of serene beauty and ever-changing scenery. One-of-a-kind Calibogue lot, it spans over 1.2 acres just around the corner from Sea Pines’ famed Harbour Town.
$8,499,000

16 Calibogue Cay Road
Hilton Head Island, SC 29928

Kimberly McElman
Weichert Realtors Coastal Properties
5Bedroom(s)
4Bathroom(s)
GarageParking(s)
50Picture(s)
3,530
Visits:23
The epitome of waterfront luxury. A remarkable Sea Pines home, boasting a private dock, waterside pool, & a relaxing hot tub. With 5 spacious bedrooms and 4.5 bathrooms, this home provides ample space for your family & guests.
$3,375,000

21 Calibogue Cay Road
Hilton Head Island, SC 29928

Joyce Crowley
Carolina Realty Solutions
3Bedroom(s)
2Bathroom(s)
GarageParking(s)
41Picture(s)
1,830
Visits:31
A rare opportunity to own a home on Calibogue Cay with a deep water dock and sunset views. Tabby exterior which is maintenance free with cypress wood siding on the garage. The home sits at 11.8’ elevation not on slab with about a 3’ crawl space. Lot is 100’ wide with views of Calibogue Sound & Daufuski. All new Pella doors, windows and interior paint in 2023.
$3,999,900

60 Calibogue Cay Road
Hilton Head Island, SC 29928

Lee Simmons
Sea Pines Real Estate - Beach Club
4Bedroom(s)
4Bathroom(s)
GarageParking(s)
9Picture(s)
4,200
Visits:23
COME LIVE ON AN ISLAND … Waterfront home now available on a .6212 Acre Lot with Private Dock and Private Heated Pool for boating and entertaining. 4 Bedrooms/4 Full Baths. Located on one of the most exclusive sought after streets in Sea Pines Resort, Calibogue Cay.
$3,499,000

53 Calibogue Cay Road
Hilton Head Island, SC 29928

Jeff Hunt & Associates
Dunes Real Estate
4Bedroom(s)
4Bathroom(s)
GarageParking(s)
48Picture(s)
4,600
Visits:32
This Nantucket-inspired waterfront home located in Sea Pines claim some of Hilton Head Island's most iconic views. Boasting 101 ft of private waterfront, the combination of the stunning location and the craftmanship's details make it an ideal choice for those seeking the ultimate in luxury living. This 4-bedroom 4.
$5,100,000
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