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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)
43Picture(s)
4,296
Visits:43
Classic Sea Pines spacious home in one of the most coveted neighborhoods on the island. One of the largest homesites in the community. Good tidal creek access & 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 & dining area looking out to 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:44
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:81
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.
$5,950,000

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:93
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:91
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)
1Picture(s)
6,243
Visits:133
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:61
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:70
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:69
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:75
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
    11 Results returned.Per Page

    Nestled within the embrace of Hilton Head Island lies an enclave rarely touched by the bustle of tourist footprints. Calibogue Cay whispers the promise of tranquility and unmatched beauty, an invitation to explore realms not yet overwhelmed by crowds. Here, the promise of luxurious living intertwines with the natural splendor and serene waters that beckon with a siren’s call.

    Calibogue Cay is not merely a location; it is a canvas where dream homes rise amidst landscapes that artists yearn to capture. Properties here boast features that cater to the most discerning tastes, with an enviable proximity to local charms and necessities. It is a real estate utopia that offers more than homes; it offers havens.

    As we drift through this article, let us unveil the well-kept secrets of this treasured isle, from its award-winning harbors perfect for boating and fishing enthusiasts to its tranquil pathways that lead nature lovers to their nirvana. Calibogue Cay is an emblem of serenity and luxury, a perfect fusion for those seeking solace in the embrace of nature and the refinement of upscale living. Join us in discovering this hidden jewel of Hilton Head Island.

    Explore the Real Estate Options in Calibogue Cay

    Imagine waking up to the soft sound of the coastal breeze and the stunning views of deep water that stretch endlessly into the horizon. Calibogue Cay on Hilton Head Island offers this unparalleled living experience. Nestled within the Sea Pines Plantation, Calibogue Cay is a gem for those seeking an amazing island getaway or a majestic permanent residence in South Carolina. With real estate activity buzzing in this beautiful barrier island location, securing a luxury home here is more than an investment—it’s a commitment to a lifestyle of elegance and tranquility.

    Available Homes for Sale

    The neighborhood presents an exquisite range of homes, epitomizing the pinnacle of luxury with diverse styles and sizes to suit sophisticated tastes. Within Calibogue Cay, discerning buyers can navigate the real estate market with the assistance of The Pattisall Group and other esteemed real estate brokers who offer up-to-date listings through the local MLS. Here, you’ll find 4 to 5 bedroom properties, ranging from 3,200 to over 8,000 square feet. Custom wine cellars, gourmet kitchens, and steam showers amplify the grandeur of these masterpieces. Whether you are drawn to modern construction with clean lines and designer accents or to timeless Lowcountry designs that narrate a story of Southern charm, Calibogue Cay has something to entice every real estate connoisseur.

    Desirable Features of the Properties

    Calibogue Cay is synonymous with luxury, crafted for those who appreciate the finest things in life. Homes here feature breathtaking waterfront excellence with panoramic views of Calibogue Sound or the tranquil marshes—picturesque backdrops for your daily living. The properties’ premium construction showcases a combination of hardwoods, stone, and impeccable craftsmanship. High-end Wolf appliances, impactful glass for protection and elegance, and the convenience of elevator access come standard. For the environmental and cost-conscious, newer homes boast features such as foam insulation and tankless water heaters. The luxury of space is evident within each home, with expansive interiors, soaring ceilings, and a blend of traditional and contemporary Lowcountry design elements that complement the natural beauty of this exclusive enclave.

    Proximity to Attractions and Amenities

    The allure of Calibogue Cay extends beyond its lavish homes—its location on Hilton Head Island places residents in a prime spot for both relaxation and convenience. As you step out of your private oasis, find yourself moments away from the beachside cafes and chic boutiques of South Forest Beach. The seamless connectivity via Cross Island Parkway ensures that daily essentials are within reach, with top-tier grocery stores like Publix Supermarket at Cross Island. Furthermore, the prestige of being part of a top-notch educational district echoes the community’s value, with prestigious institutions such as Hilton Head Preparatory School ensuring excellence in education for your loved ones.

    Calibogue Cay’s serene environment is complemented by the vibrancy of Hilton Head’s iconic attractions like Harbour Town and its famous lighthouse. Nature enthusiasts will revel in the proximity to Sea Pines Forest Preserve, while golf aficionados have their pick of world-class golf courses flanking this exclusive community.

    In conclusion, Calibogue Cay offers more than just opulent homes—it promises a lifestyle of serenity and distinction. It’s not merely about the real estate transaction. It’s about entering a world where every day feels like a luxury retreat, allowing you to live your best life surrounded by the beauty and elegance of Hilton Head Island.

    Available homes for sale

    Nestled in the heart of Hilton Head Island lies the prestigious community of Calibogue Cay, presenting a diverse array like no other in South Carolina. With homes varying in styles and sizes, Calibogue Cay caters to a range of preferences and budgets, making it the perfect spot for your amazing island getaway. Be it cozy retreats or grand estates, you will find that each luxury property offers an exclusive slice of paradise.

    Available Homes for Sale in Calibogue Cay:

    Home Type

    Unique Features

    Amenities

    Realtor

    Waterfront Estate

    Deep water views, private pool

    Heated pool, Impact Glass

    The Pattisall Group, local MLS participants

    Modern Villa

    Open concept, sleek design

    Swimming pool, close to golf courses

    The Pattisall Group, local MLS participants

    Island Cottage

    Charm, privacy

    Access to Harbour Town, private pool

    The Pattisall Group, local MLS participants

    In the heart of this beautiful barrier island, homes within Calibogue Cay are thoughtfully tailored to enhance your living experience, with some boasting amenities like heated pools and deep water views for that serene escape. The real estate activity here is vibrant, with The Pattisall Group and other MLS-participating brokers offering transparent insights into the market.

    Enroll your children in an applicable school district known for excellence, engage in leisurely activities like lounging by your private pool, or tee off at the acclaimed nearby golf courses. Embrace the luxury that is Calibogue Cay—a true Hilton Head treasure where each home promises to be an idyllic sanctuary.

    Desirable features of the properties

    When seeking an idyllic coastal home, discerning buyers need to look no further than the luxurious properties of Calibogue Cay on Hilton Head Island, South Carolina. Nestled between the serene beauty of Calibogue Sound and the picturesque vistas of the surrounding creeks and marshes, the residences here promise an unrivaled Lowcountry experience complemented by top-tier amenities and construction.

    Elegant homes within Calibogue Cay are the epitome of waterfront splendor, featuring expansive interiors, soaring high ceilings, and a perfect blend of timeless Southern charm and modern-day sophistication. These residences are not only aesthetically pleasing but also equipped with superior craftsmanship, including rich hardwood floors, natural stone finishes, and attention to detail in every corner.

    Luxury redefines itself with the state-of-the-art amenities found in these homes. Expect premium Wolf appliances for your gourmet kitchen escapades, impact glass for added safety and noise reduction, as well as convenient elevator access to navigate multi-level homes effortlessly. Newer properties come with environmental and economic efficiency in mind, boasting foam insulation, and tankless water heaters.

    In summary, Calibogue Cay offers an amazing island getaway lifestyle, where every feature and amenity in its properties has been tailored for comfort, convenience, and sheer elegance.

    Feature

    Description

    Waterfront Views

    Overlooking Calibogue Sound and marshlands

    Premium Construction

    Hardwoods, stone, exquisite craftsmanship

    High-End Features

    Wolf appliances, impact glass, elevators

    Energy Efficiency

    Foam insulation, tankless water heaters

    Luxurious Interiors

    Spacious rooms, high ceilings, contemporary design

    Proximity to attractions and amenities

    Discover the Charm of Calibogue Cay on Hilton Head Island

    Are you envisioning an amazing island getaway with the comfort of everyday conveniences? Calibogue Cay in Hilton Head Island is your perfect enclave, blending serene deep water views with the vibrancy of South Carolinian life.

    Proximity to Attractions and Amenities:

    • Beachside Leisure: Just a stone’s throw from Calibogue Cay, bask in the dining and retail delights of South Forest Beach’s downtown area.
    • Effortless Connectivity: The Cross Island Parkway is right around the corner, paving an effortless path for your daily provisioning from esteemed outlets such as Walgreens and Publix Supermarket at Cross Island.
    • Educational Excellence: A stone’s throw away from the community, residents relish being part of the highly reputed school districts, with institutions like the Hilton Head Preparatory School offering top-tier education.

    Experience the enchantment of a beautiful barrier island, where convenience and charm collide at Calibogue Cay. The perfect balance between quiet island life and the thrills of Hilton Head Island awaits you, making every day an exploration of pure delight. Your search for the idyllic location ends here; at Calibogue Cay, you’re always at the heart of the best offerings of Hilton Head, South Carolina.

    Opportunities for Boating and Fishing

    Set sail on an adventure from the captivating shores of Calibogue Cay, where opportunities for boating and fishing are not just activities, but a lifestyle. The proximity to Broad Creek is not just convenient; it is a gateway to a maritime haven. The local yacht basin at Harbour Town, well-equipped with berths, fuel, pump-out, and storage facilities, ensures your boating experience is seamless and absolute.

    Marine enthusiasts will find themselves immersed in the exhilarating world of saltwater fishing adventures. Whether it’s a leisurely day on the water or an exciting chase after the catch of the day, the waters around Calibogue Cay are a fishing paradise.

    Boating is more than just cruising on the pristine waters; it is about the confidence of having exceptional service within arm’s reach. The neighborhood caters to your vessel’s every need with expert services for engine, hull, and electronics repairs readily available, letting you focus on enjoying the picturesque setting along the Calibogue Sound.

    Table: Calibogue Cay Maritime Services

    Service

    Location

    Description

    Yacht Basin

    Harbour Town

    Full-service marina with berths, fuel, and pump-out

    Fishing

    Calibogue Sound Vicinity

    Premium saltwater fishing opportunities

    Boat Repair

    Near Calibogue Cay

    Comprehensive engine, hull, and electronics services

    Scenic Boating

    Calibogue Sound

    Picturesque waters perfect for leisure and exploratory boating

    Whether you’re a seasoned sailor or a casual fisher, the offerings at Calibogue Cay are sure to convince you that you’ve found the ultimate boating and fishing sanctuary.

    Calibogue Cay’s title as “Best Harbor”

    Welcome to Calibogue Cay, widely recognized as one of the “Best Harbors” for a multitude of reasons that cater to the luxury waterfront lifestyle. Amidst the lush settings of South Carolina, the homes here are not just residences; they are retreats equipped with private docks that overlook the vast Calibogue Sound, the Intra-Coastal Water, as well as the enchanting Daufuskie Island and the mainland.

    Imagine stepping into your backyard to find a personal heated pool, perfect for invigorating morning swims or relaxing sunset dips. Unwind in a waterside pool or a rejuvenating hot tub, where every moment feels like an escape from the ordinary. Spacious living areas beckon families and guests, promising comfort and grandeur.

    Whether it’s the allure of Sea Pines Harbour Town or the serene landscapes that hug the properties, Calibogue Cay bestows an unparalleled island lifestyle. The exclusivity of this harbor community, with its top-of-the-line amenities and breathtaking views, lays out an irrefutable argument for those seeking the epitome of luxury living.

    • Private Amenities at Calibogue Cay:
      • Personal heated pools
      • Waterside pools
      • Hot tubs
      • Private docks with direct water access
      • Spacious living areas for family and guests

    Living in Calibogue Cay means embracing excellence and indulgence. From docking at your private pier to savoring the serenity that only this “Best Harbor” can offer, the real estate activity here is a testament to its desirability and the epitome of what an amazing island getaway should be.

    Calibogue Cay’s title as “Best Harbor”

    Nestled in the heart of Hilton Head Island, Calibogue Cay emerges as the epitome of coastal grandeur and is undeniably worthy of the title “Best Harbor.” Imagine waking up each day to deep water views that draw a seamless boundary between your private dock and the vast Ocean. Every residence along this prestigious stretch is not merely a house but a gateway to an amazing island getaway.

    Luxury Amenities:

    • Private heated pools and waterside pools
    • Hot tubs
    • Expansive living areas for entertainment

    Calibogue Cay’s proximity to iconic Harbour Town ensures that you’re a stone’s throw from world-class golf courses, chic boutiques, and gourmet dining. Furthermore, the tranquil waters are perfect for a leisurely kayak ride or a vigorous afternoon of sailing.

    Residents here not only invest in real estate but a lifestyle that comes with a guarantee of relaxation and exclusivity. The fact that these homes are situated within an applicable school district cements Calibogue Cay as an idyllic location for families as well.

    Renowned for its beautiful barrier island charm, Calibogue Cay doesn’t just boast waterfront luxury; it delivers a harmonious blend of nature, comfort, and sophistication that’s unparalleled on Hilton Head Island, making it a truly remarkable harbor to call home.

    Ideal Destination for Nature Lovers and Relaxation Seekers

    For nature aficionados and those who wish for a peaceful haven, Calibogue Cay is an unparalleled haven of tranquility. Nestled in the prestigious Sea Pines Plantation, this elegant community embodies the perfect blend of upscale living with a heartwarming embrace of nature. Lush pine trees, serene lagoons, and views that feature the likes of magnolia trees and daylilies set the stage for an ambiance that soothes the soul.

    Every turn at Calibogue Cay offers endless opportunities to connect with the great outdoors. With over 24 championship golf courses and miles of public pathways and nature trails steps away from your front door, residents and visitors bask in a playground for the active lifestyle amidst breathtaking surroundings. A short jaunt takes you to the Sea Pines Forest Preserve, Harbour Town Lighthouse, and the pristine sands of South Forest Beach, where one can revel in both historic sites and the majestic natural canvas of Hilton Head Island.

    The indulgence doesn’t stop there; with restaurants, boutiques, and a plethora of recreational activities just a whisper away, this idyllic locale embodies all that one can desire in a well-rounded escape. Calibogue Cay champions an effortless luxury lifestyle for the nature lover and serenity seeker alike.

    Abundance of Natural Surroundings and Wildlife

    The allure of Calibogue Cay extends to its luscious natural habitat, teeming with wildlife. Residents can step onto their terrace to take in views of an active lagoon where native birds glide gracefully overhead and fish dart through clear waters. It’s a neighborhood that honors the natural world, providing a quiet, scenic home base for those who yearn to merge luxury living with a true connection to the environment.

    Adventurers and boating enthusiasts will find bliss in the proximity to marinas and a myriad of water activities along the Calibogue Sound. From the marina docks, set sail or motor out to encounter the rich marine life, explore the nearby Buck Island, or simply bask in the deep water views. Calibogue Cay isn’t just a location; it’s a gateway to the heart of coastal wildlife exploration with quick access to Broad Creek, Palmetto Bay Marina, and the storied Harbour Town Marina.

    Relaxing Atmosphere and Peaceful Retreat

    The quest for inner peace and a chance to unwind leads to the doorstep of Calibogue Cay. Here, every luxury residence is a sanctuary, a place of respite in a serene setting, away from the bustling tourist spots and weekly rentals. As a Calibogue Cay homeowner, you inherit the essence of a near-beach retreat, enjoying the laid-back Lowcountry vibe that Hilton Head Island is celebrated for, yet with an exclusivity that ensures tranquility remains uninterrupted.

    Calibogue Cay’s relaxed rhythm is further enhanced by nearby delights that promote serenity: biking trails that weave through nature, the rustic charm of Heritage Farm, and an equestrian center that features a petting zoo for the younger souls. In this part of Hilton Head Island, relaxation isn’t just an occasional indulgence—it’s a way of life.

    Crafted for those who appreciate beauty in its most natural form, Calibogue Cay bestows a calming retreat that feels worlds away while keeping life’s comforts and conveniences well within reach. Here, each moment is a tribute to relaxation, and every day is an invitation to savor the peaceful retreat that is Calibogue Cay.

    Abundance of natural surroundings and wildlife

    Experience the unparalleled serenity and natural splendor offered by Calibogue Cay, a prestigious enclave nestled within the beloved Hilton Head Island. A sanctuary for both wildlife and residents alike, this beautiful barrier island beckons those who yearn to connect with nature in its purest form.

    As you wake to the soothing sounds of the active lagoon, a playground for native birds and abundant fish, each day promises a new discovery. Calibogue Cay isn’t just a location; it’s an immersive experience where the beauty of the Calibogue Sound harmonizes with the lush landscape of nearby Buck Island, enriching your life with breathtaking coastal wildlife.

    Table: Calibogue Cay Natural Attractions

    Attraction

    Description

    Lagoon Views

    Witness native birds and fish in their natural habitat.

    Calibogue Sound

    Experience deep water views teeming with coastal life.

    Buck Island

    Explore the untouched beauty and wildlife nearby.

    With marinas like Broad Creek, Palmetto Bay Marina, and the iconic Harbour Town Marina within reach, residents delight in a boater’s paradise, effortlessly traversing the waters to engage with the marine life that characterizes the Calibogue Sound. Here at Calibogue Cay, nestled in Hilton Head, the coexistence with nature isn’t a fleeting moment—it’s a privileged lifestyle.

    Relaxing atmosphere and peaceful retreat

    Discover the Serenity of Calibogue Cay on Hilton Head Island

    Nestled amidst the beauty of Hilton Head Island, Calibogue Cay stands out as a luxurious enclave designed for those who yearn for serenity and privacy. This neighborhood’s ambiance is the epitome of a peaceful retreat with its luxury homes set against a backdrop of South Carolina’s stunning natural beauty. Here, you can immerse yourself in tranquility away from the bustling weekly rental market, providing a low-country vibe that’s undeniably relaxing.

    Calibogue Cay’s atmosphere is distinctly tailored for relaxation. Imagine unwinding in a private pool without the additional charges associated with standard rentals. Envision yourself surrounded by deep water views that beckon a state of calm, or perhaps taking a stroll on the quiet shores of this beautiful barrier island.

    The convenience of Calibogue Cay’s location enhances its tranquil charm. With amenities such as bike trails, the Heritage Farm, and even an equestrian center with a petting zoo nearby, your utmost relaxation is guaranteed.

    The essence of a peaceful and relaxing atmosphere awaits you in Calibogue Cay – an amazing island getaway from the ordinary, a rejuvenating haven that promises to reset your pace to ‘island time’.

    Amenity Calibogue Cay Offering

    Swimming Possibilities

    Private & Heated Pools

    Nature Views

    Deep Water & Picturesque Landscapes

    Outdoor Activities

    Biking Trails, Heritage Farm, Equestrian Center

    Island Lifestyle

    Low-Country Vibe, Remote from Weekly Rentals

    Quality of Life

    Tranquil Environment, Applicable School District

    Embrace the unique experience that Calibogue Cay offers on Hilton Head Island – where luxury and peace perfectly intertwine.