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$914,000
4 Beds 3 Baths HILTONHEAD-509015 MLS
Nestled on a private circle within the prestigious Callawassie Island community, 8 Chechessee Circle is a beautifully renovated Lowcountry retreat where timeless elegance meets breathtaking natural beauty. Surrounded by majestic live oaks draped in Spanish moss, this thoughtfully updated home offers sweeping marsh and tidal creek views, creating a peaceful sanctuary for nature lovers and those seeking refined coastal living. Designed with both comfort and sophistication in mind, expansive windows fill the home with natural light while showcasing the stunning scenery from nearly every room. The spacious great room features cathedral ceilings, custom bookshelves with storage, and an updated fireplace, creating a warm and inviting gathering space. The great room flows seamlessly into the updated kitchen and four-season Carolina room, making the home ideal for both entertaining and quiet relaxation. Recent improvements include upfitted kitchen cabinets, new kitchen appliances, countertops, and a farmhouse sink, along with wide-plank engineered English oak floors and a new HVAC system (2026), bringing modern style and comfort throughout the home. The primary suite offers a serene escape with tranquil marsh views, a beautifully renovated bath, and generous his-and-her walk-in closets. Flexible living spaces provide options for a home office, formal dining room, or additional guest accommodations, allowing the home to adapt easily to a variety of lifestyles. Outdoor living is equally inviting, with a shaded deck that provides the perfect setting for morning coffee while taking in the peaceful marsh views and abundant Lowcountry wildlife. Located within the private, gated golf community of Callawassie Island, residents enjoy access to world-class amenities including 27 holes of Tom Fazio-designed golf, tennis, pickleball, fitness facilities, community docks, dining, pools, and miles of scenic marshfront beauty. Ideally positioned between Beaufort, Bluffton, Hilton Head, and Savannah, 8 Chechessee Circle offers the perfect balance of privacy, luxury, natural beauty, and convenience.

8 Chechessee Circle, Okatie

$900,000
4 Beds 4 Baths HILTONHEAD-507539 MLS
Set against a breathtaking Lowcountry backdrop, this stately custom home offers timeless character, generous living spaces, and an extraordinary setting that captures the very essence of coastal living. Perfectly positioned on a homesite with a deep, wide western exposure, the sweeping marsh views stretch endlessly to the Colleton River, delivering unforgettable sunsets that paint the sky each evening. Spanning approximately 3,925 square feet, this classic residence features 4 bedrooms and 3.5 baths, thoughtfully designed for both comfort and functionality. Expansive living room and gorgeous foyer define this home and are anchored by the beauty of moss-draped live oaks and marsh views. For a more informal, relaxed living space, the large family room, complete with an office nook and bar sink, ideal for entertaining or relaxed everyday living, is only a few steps away from the kitchen area. The second-floor loft offers an oversized retreat for the additional 2 guest bedrooms overlooking the marsh, creating a serene vantage point for soaking in the natural beauty that surrounds you. The home's inviting outdoor spaces are equally impressive. A full front porch welcomes you with classic Southern charm, while the rear deck flows seamlessly into a screened gazebo-perfect for al fresco dining, quiet afternoons, or simply enjoying the coastal breeze. Beneath the elevated back porch, ample storage provides practical convenience. Inside, elegant details abound. Custom built-ins enhance the living room, while the dining area features beautifully crafted cabinetry. Hardwood floors run throughout the main living areas, complemented by comfortable carpeting in the bedrooms. The primary suite offers a private retreat with dual vanities, spacious closets, a jetted tub, and a separate shower. An additional guest bedroom on the main level provides flexibility for visitors. Surrounded by mature landscaping and framed by majestic live oaks, the property exudes natural beauty and privacy. With its rare combination of location, views, and classic Lowcountry design, this home presents an exceptional opportunity to create your own coastal sanctuary. (Digital enhancement has been used in some photographs)

4 Bent Tree Lane, Okatie

$714,000
3 Beds 2 Baths HILTONHEAD-504112 MLS
Sunrise marsh views. Single-level living. Iconic Lowcountry lifestyle. Wake up each morning to breathtaking sunrise views over the marsh, with wraparound lagoon and marsh vistas that bring nature right to your doorstep-located inside Moss Creek Plantation, one of the Lowcountry's most cherished gated communities. This beautifully updated, one-level home offers effortless living with 3 bedrooms, 2.5 baths, and a dedicated office-perfect for guests, hobbies, or working remotely. The thoughtful layout is ideal for those seeking bedroom separation, open concept, and a view that frames the home. A spacious back patio allows for morning coffee to enjoy sunrise and evenings to unwind with coastal breezes and peaceful water views. Moss Creek amenities include Championship golf, marina access, tennis & pickleball, fitness center, miles of nature trails, and a vibrant social calendar-all just minutes from Hilton Head Island. A rare opportunity to enjoy low-maintenance living, extraordinary views, and a true sense of community. Property owner is a family member of a licensed SC real estate agent.

27 Stable Gate Road, Hilton Head Island

$695,000
3 Beds 3 Baths HILTONHEAD-507603 MLS
This Lowcountry home, ideally situated within the Club Cottage section of Callawassie Island, offers a unique blend of flexibility and lifestyle, perfect as a primary residence, second home, or an investment opportunity with rental income potential as you begin your transition south.Featuring 3 bedrooms and 3 baths, the home is thoughtfully positioned to capture sweeping golf and marsh views overlooking Dogwood #9. A spacious rear porch with cable railings enhances the setting, allowing for uninterrupted, expansive views and seamless outdoor living. The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

8 River Marsh Lane, Okatie

$475,000
2 Beds 2 Baths HILTONHEAD-501796 MLS
Don't miss this incredible opportunity to own in sought-after Moss Creek! This charming single-story residence offers 2 bedrooms, 2 bathrooms, and peaceful saltwater lagoon views, all just steps from the neighborhood pool. Beautifully renovated throughout, this home features new kitchen cabinets, countertops, and appliances, along with new bathroom vanities, new carpet in the bedrooms, scraped ceilings, and fresh interior paint. The thoughtful updates make this home move-in ready while still offering the relaxed Lowcountry lifestyle Moss Creek is known for. Moss Creek is a private, gated community with exceptional amenities, including two championship golf courses, deep-water boat slips, clubhouse dining, tennis and pickleball courts, playgrounds, a fitness center with classes, and resort-style pools. Whether you are looking for a primary residence, second home, or investment property, this beautifully updated home is full of potential and won't last long.

22 Stable Gate Road, Hilton Head Island

$459,000
HILTONHEAD-503416 MLS
Rarely does an opportunity arise to own one of the most significant waterfront parcels in the Lowcountry. This exceptional 1.15-acre homesite on Callawassie Island represents one of the largest available properties in this award-winning 880-acre private community. Situated with wide-open northeastern exposure, the site captures breathtaking sunrises across shimmering tidal creeks and vibrant salt marshes. Surrounded by centuries-old live oaks and Spanish moss, the landscape provides a timeless backdrop for a legacy estate. Callawassie Island offers a premier Lowcountry lifestyle centered on 27 holes of Tom Fazio-designed golf, professional-grade racquet facilities, and dual clubhouses that provide deepwater access and luxury wellness amenities within South Carolina's first certified Community Wildlife Habitat. Strategically situated in the heart of Beaufort County, Callawassie Island is almost equidistant from the historic charm of Beaufort and the bustling center of Bluffton, placing residents within a 35-minute drive of Hilton Head Island, Savannah, Georgia, and the Savannah/Hilton Head International Airport.

32 Winding Oak Drive, Okatie

$219,000
HILTONHEAD-501916 MLS
This small waterfront lot at the end of Stoney Landing Road, near Palmetto Bluff, offers stunning direct water views and serene tidal creek life on Stoney Creek. Take in dramatic sweeping marsh and creek views from the pierhead located at the water's edge of the lot. Access to the lot is via an unpaved road, through a tunnel of Live Oaks and Spanish moss. The property also features Cypress and Oak trees, with its own small private boat ramp, perfect for launching a kayak or other small watercraft dependent on the tidal chart. This location is ideal for anyone seeking a peaceful and relaxed atmosphere in a quiet neighborhood. Parking an RV or camper, having a mobile home, or building a structure may be possible, but Buyer is responsible for determining with applicable authorities what may be allowed. It is conveniently close to downtown Bluffton, Palmetto Bluff and Savannah, GA. Lot is being sold as-is. Seller makes no representations regarding buildability, utilities, or permitted use. Buyer is responsible for all due diligence, including but not limited to survey, zoning, permits, and utilities. Property offered with no guarantees as to buildability or improvements. Old survey available. Buyer to obtain and verify all information independently to their satisfaction.

14 Stoney Landing Road, Bluffton

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This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.