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$1,899,900
4 Beds 5 Baths 4,470 SqFt. HILTONHEAD-508950 MLS
Brand-new custom luxury Lowcountry retreat nestled near the end of the peninsula on a quiet, private wooded cul-de-sac in desirable Woodstork Watch on Callawassie Island, surrounded by similarly impressive high-end custom homes. This expansive newly constructed residence offers stunning high-tide marsh views and exceptional craftsmanship throughout, including energy-efficient 2x6 construction and spray foam insulation. Designed to embrace the Lowcountry lifestyle, the home features seamless indoor and outdoor living transitions on both the first and second levels, creating inviting spaces for entertaining and relaxation. Soaring cathedral ceilings enhance the open and airy feel of the main living spaces, while sophisticated custom black steel railings add striking architectural detail throughout the home. The gourmet JennAir kitchen is designed for entertaining with a massive center island, six-burner gas range, premium appliances, and an elegant scullery for added prep and storage space. An expansive upstairs loft with private balcony captures peaceful marsh views and offers additional living and gathering space. A full private living area above the garage with its own kitchenette provides ideal space for guests, extended family, or multigenerational living. Enjoy refined finishes, modern luxury, and the perfect blend of privacy and Lowcountry beauty in one of the island's most sought-after settings. Widely regarded as one of the premier locations in Beaufort County, Callawassie Island offers an exceptional Lowcountry lifestyle with convenient access to Beaufort, Bluffton, Hilton Head Island, and the historic cities of Charleston and Savannah.

7 Woodstork Watch, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,195,000
3 Beds 4 Baths 3,512 SqFt. HILTONHEAD-508587 MLS
Nestled within one of the most scenic settings on Callawassie Island, this exceptional custom-built Lowcountry home captures miles of sweeping marsh, river, and golf views, all paired with incredible sunsets and refreshing summer breezes. Thoughtfully designed to embrace its stunning surroundings, the home offers expansive porches and decks that create a seamless indoor-outdoor living experience. Crafted with timeless quality and architectural character throughout, features include a lifetime metal roof, 10-foot ceilings, Pella windows and doors, reclaimed Southern pine flooring, 8-foot solid core doors, and extensive custom cabinetry and built-ins. The beautifully appointed designer kitchen showcases limestone and granite countertops, a gas cooktop, and refined finishes ideal for both everyday living and entertaining. Additional details such as crown molding throughout the first floor and oil enamel painted casework and doors further elevate the home's craftsmanship and warmth. The spacious second-floor bedroom retreat includes a private sitting room, while the detached garage offers a beautifully designed guest suite complete with its own kitchenette-ideal for visitors, multigenerational living, or private workspace flexibility. Residents enjoy the unmatched lifestyle of Callawassie Island-a private gated island community known for its remarkable natural beauty, welcoming atmosphere, deep-water access, top-tier golf and amenities (optional), endless outdoor recreation, and the peaceful charm of true Lowcountry living.

10 Island Creek Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$475,000
2 Beds 2 Baths 2,000 SqFt. HILTONHEAD-508656 MLS
Experience easy Lowcountry living in this beautifully maintained Taft Street Loft plan with second floor bonus room, exceptional indoor/outdoor entertaining spaces and an expanded layout that truly stands apart. Designed for both comfort and connection, the open-concept floor plan features hardwood flooring throughout the main living areas, elevated ceilings, recessed lighting, and a welcoming atmosphere filled with natural light. The spacious gathering room flows seamlessly into the gourmet kitchen featuring granite countertops, staggered cabinets with crown molding, stainless steel appliances, raised dishwasher, oversized island, abundant cabinetry, and a generous pantry. One of the home's standout features is the incredible enclosed four season sunroom. Heated and cooled with high ceilings, tile flooring, sun shades, and direct access to the screened lanai, this inviting space brings the outdoors in while creating multiple areas for relaxing, entertaining, dining, or simply enjoying the peaceful landscaped setting year-round. The oversized patio/screened enclosure provides a sunny spot for you & your flowers, plus with the grill right there, it is a wonderful place to enjoy outdoor dining; a true resort-style feel rarely found in Sun City. The primary suite provides a spacious retreat with updated quartz vanities, a large glass-enclosed walk-in shower, and ample storage, while the guest bedroom offers privacy and flexibility for visitors. A dedicated first-floor office creates the perfect space for working remotely, hobbies, crafts, or quiet reading, while the upstairs bonus room offers endless possibilities for a media room, fitness area, guest suite, or additional living space. Additional highlights include an extended garage, abundant storage, beautifully maintained landscaping, and a homesite offering both privacy and open green space views. A home that perfectly blends flexibility, warmth, and exceptional outdoor living! All within one of Bluffton's most sought-after active adult communities which features multiple clubs, fitness centers, golf courses, indoor and outdoor pools plus a brand new $50M amenities center.

460 Heathwood Drive, Okatie

Listing courtesy of Keller Williams Realty.

$349,000
HILTONHEAD-508183 MLS
You've fallen in love with Oldfield. Now build the home you've been waiting for. This exceptional 0.62-acre homesite represents one of the few remaining opportunities to build in one of the Lowcountry's most sought-after private communities. Beautifully positioned with views of the 9th fairway, the property is framed by mature hardwoods and offers exceptional privacy, a generous building envelope, and ample space for a custom home, pool, and thoughtfully designed outdoor living. Ideally located near the heart of the community, you'll enjoy convenient access to Oldfield's exceptional amenities, including the Greg Norman Signature Golf Course, the River Club overlooking the Okatie River, Outfitters center, equestrian center, tennis and pickleball, fitness center, resort-style pool, and miles of scenic walking and biking trails. As one of the few remaining homesites, this is your chance to create a home uniquely tailored to your lifestyle while embracing the timeless architecture, natural beauty, and exceptional quality of life that define Oldfield.

2 Bonny Doon, Okatie

Listing courtesy of Charter One Realty.

$585,000
5 Beds 3 Baths 2,811 SqFt. HILTONHEAD-508052 MLS
Malind Bluff gated with wonderful amenities, like deep water access and day dock, a beautiful pool, bocce , a playground and more. Better than new with these incredible upgrades: Whole-Home Improvements A high-quality whole-home water filtration system has been installed, providing clean, filtered water throughout. Designer-grade paint has been applied across most of the home. Shiplap accents have been added at entryways, and crown molding enhances the entire bottom floor. Fireplace & Living Area: The fireplace has been fully redesigned with shiplap and a new mantel, complemented by a remote-controlled electric fireplace with customizable settings. A sleek 65-inch Samsung OLED TV is mounted above, featuring hidden cable management; the TV is included. Lighting & Climate Control Upgraded nautical-style light fixtures and ceiling fans with remote controls are installed throughout. Smart Nest Wi-Fi thermostats have been added to both levels for convenient app-based climate control. Kitchen Upgrades: The kitchen includes a touchless stainless steel faucet and a high-end Samsung dual-color, Wi-Fi-enabled refrigerator. A full suite of LG stainless steel appliances (also Wi-Fi enabled) features a 5-burner gas stove with dual ovens, an externally vented microwave, and a 3-level dishwasher. Flooring: New high-quality carpet has been installed on the stairs, upper level. Bathroom Renovations: All bathrooms have been upgraded with new fixtures, including toilets, mirrors, lighting, faucets, and rain shower heads. The upstairs bath features a new walk-in shower, and the master bath includes a smart toilet and oversized rain shower. Bedrooms & Closets: The primary suite features new barn doors and a custom closet system. Three additional bedrooms have also been upgraded with new closet systems.

1184 Danner Drive, Okatie

Listing courtesy of Tideland Realty, Inc..

$849,000
3 Beds 3 Baths 2,303 SqFt. HILTONHEAD-507814 MLS
Completely reimagined and impeccably renovated, 5 Oyster Court on Callawassie Island is a true Lowcountry gem that blends timeless charm with modern sophistication. Every detail has been thoughtfully curated in this top-to-bottom transformation, showcasing high-end finishes, designer touches, and quality craftsmanship throughout. The well-designed floor plan offers comfortable, easy living and effortless flow for entertaining, while the stunning updated kitchen serves as the heart of the home with premium appliances, custom cabinetry, and elegant surfaces. The spacious primary suite provides a serene retreat, complemented by beautifully renovated baths that evoke a spa-like experience. Additional guest rooms offer comfort and privacy, and the third bedroom offers flexibility as an ideal home office or study. Extending across the entire back of the home, an oversized screened porch creates the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry surroundings. Significant upgrades provide added value and peace of mind, including all new windows, new HVAC system, and new hot water heaters. Nestled on a quiet cul-de-sac, the property offers a tranquil setting with inviting outdoor spaces to enjoy the natural beauty of Callawassie Island. Ideally located just moments from the River Club, deep water docks, and family pool, this home provides easy access to some of the community's most sought-after amenities. This move-in-ready home presents a rare opportunity to own a fully renovated residence in one of the Lowcountry's most desirable private communities, known for its championship golf, deepwater access, and exceptional amenities.

5 Oyster Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$695,000
3 Beds 3 Baths 2,276 SqFt. 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

Listing courtesy of Coastal Real Estate Solutions II.

$4,375,000
6 Beds 7 Baths 7,636 SqFt. HILTONHEAD-507884 MLS
Nestled on over three acres of beautifully wooded waterfront land overlooking scenic marshes out to the Colleton River, this magnificent Victorian-style estate features, more than 8,000 square feet of timeless elegance and careful craftsmanship. From the moment you arrive, the thoughtfully landscaped graceful central courtyard welcomes you. Surrounded by mature trees, and the tranquil sounds of nature, this property offers rare privacy and the best of refined Southern living - a special opportunity to own a grand waterfront estate where history, craftsmanship, and natural beauty meet.The primary residence with its unobstructed and protected view boasts stately architecture, intricate millwork, hand hewn oak flooring and the warmth of exquisite paneling throughout. The spacious formal and casual living areas blend historic charm with modern comfort. The chef's kitchen has a practical and purposeful attached secondary prep room. Specialty lighting and fixtures and imported tiles throughout. Large windows and inviting verandas frame sweeping views of the river and surrounding marshes, creating a sense of serenity in every room. The expansive second-floor covered deck provides the perfect vantage point for relaxing with morning coffee. The two upstairs bedrooms feature individual bathrooms and dressing spaces. A shared tidal dock with private float offers direct access for boating, kayaking, fishing, crabbing or simply enjoying the natural beauty of the Low Country waterfront. The second dwelling on the estate features three-bedrooms, three ensuite baths, a complete full kitchen, and a lovely veranda, providing family and guests with a private retreat that mirrors the charm and quality of the main residence. The second floor bedroom is complete with two sets of built in bunk beds and a large living area. Additionally, the property has a studio building which features a two-car garage with a spacious flex space offering endless possibilities with its convenient full bath and kitchenette.

25 Goose Pond Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

$1,899,000
3 Beds 3 Baths 3,333 SqFt. HILTONHEAD-505898 MLS
Experience the pinnacle of Lowcountry luxury living in Berkeley Hall with this brand-new, under-construction residence by renowned builder, AR Homes with completion slated for October 2026. The sought-after St. George model offers an exceptional single-story design featuring 3 bedrooms, a spacious bonus room, den/office and a 3-car garage, thoughtfully crafted for both everyday living and elevated entertaining. Designed with a refined, modern aesthetic, the home showcases wide-plank white oak flooring, curated designer finishes, and a seamless open-concept layout. The chef's kitchen is anchored by GE Monogram appliances, custom cabinetry with soft-close features, and premium Cambria quartz countertops, creating a space that is both functional and visually striking . Elevated details continue throughout with matte black and champagne bronze hardware, designer tile selections, and layered textures that bring a sophisticated, organic warmth to the interiors. The primary suite is envisioned as a private retreat, complete with a spa-inspired bath featuring luxury tile work, frameless glass shower, and upscale fixtures. Secondary bedrooms offer comfort and privacy for guests, while the bonus room provides flexibility for a media lounge, office, or additional guest suite. Outdoor living is at the forefront, with a spacious 510 SF lanai designed for year-round enjoyment, including a gas fireplace, built-in outdoor kitchen, grill, and vent hood, ideal for entertaining in true Lowcountry style . Thoughtful enhancements such as a tankless water heater, smart home features, energy-efficient construction, and impact-resistant windows ensure modern convenience meets timeless design. Room for an outdoor pool. Located within the gates of Berkeley Hall, residents enjoy access to world-class amenities including two Tom Fazio golf courses, a state-of-the-art learning center, river park, and an unmatched private club lifestyle. Note: Pictures of a similar model.

2 Woodside Circle, Okatie

Listing courtesy of The Agency Hilton Head.

$715,000
4 Beds 3 Baths 3,090 SqFt. HILTONHEAD-506561 MLS
Extensively upgraded with over $100K in custom interior and exterior enhancements, this premium corner-lot home combines designer finishes, a dedicated home office, and thoughtfully engineered outdoor living rarely found in new construction at this price point. At the heart of the home is a designer kitchen featuring a full-height backsplash, custom hardwood vent hood, premium appliances, and curated lighting, complemented by a custom walk-in pantry with floor-to-ceiling built-in storage. The open-concept living areas are enhanced with extensive millwork and architectural detailing throughout, creating a refined, high-end feel rarely found at this price point. A dedicated home office with upgraded French doors provides an ideal work-from-home space, while the primary suite features a fully customized closet system offering exceptional organization and everyday ease. Outdoor living has been intentionally upgraded to deliver both beauty and long-term durability. The expansive Lowcountry paver patio provides the perfect space for entertaining and is already equipped with a gas stub for a grill or future outdoor kitchen. Professionally designed landscaping surrounds the home with layered privacy and curated plantings, while significant investments in drainage and irrigation-including French drains, underground gutter drainage, and a WiFi-enabled irrigation system-help keep the property functional and low-maintenance year-round. Unlike new construction, this home offers substantial post-build upgrades already completed, saving the next owner significant time, cost, and effort. Additional features include an enclosed service yard for organized exterior storage, smart home integrations, and consistent maintenance with termite protection and HVAC servicing. Located in the desirable Malind Bluff community, residents enjoy access to a resort-style pool, dock, pickleball courts, playground, and scenic Lowcountry surroundings. This is a rare opportunity to own a thoughtfully upgraded home where design, infrastructure, and lifestyle come together seamlessly.

823 Danner Drive, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,025,000
4 Beds 4 Baths 3,990 SqFt. HILTONHEAD-505127 MLS
Classic Lowcountry charm meets privacy and sweeping golf views in this beautifully maintained home set on over one acre on Callawassie Island. Positioned more than 300 feet from the road along a tree-lined, landscaped drive, the home offers exceptional curb appeal and a peaceful setting overlooking the recently renovated Dogwood golf course. Recent updates include a brand-new roof (2026) and new HVAC system (2025), adding value and move-in-ready confidence. The thoughtfully designed floor plan features 4 bedrooms and 3.5 baths, including a spacious first-floor primary suite and a dedicated office. Upstairs, guest bedrooms and a versatile bonus room provide comfortable space for family and visitors. Hardwood floors, custom built-ins, detailed millwork, and numerous walk-in closets enhance the home's character and functionality. Floor-to-ceiling windows along the rear of the home fill the living spaces with natural light and showcase the beautiful golf course views, while the screened porch offers the perfect place to relax and enjoy the professionally landscaped yard. A wonderful opportunity to enjoy classic Lowcountry living in the sought-after community of Callawassie Island.

50 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$3,800,000
5 Beds 7 Baths 6,208 SqFt. HILTONHEAD-505471 MLS
Designed to blend contemporary architecture with classic Lowcountry elements, this remarkable compound was envisioned by architect Chris Schmitt as a collection of five distinct structures including the main residence, guest house, workshop, studio, and a three bay garage. The guest house was completed in 1998, with the remaining buildings added over time, culminating in the completion of the main residence in 2004.The AIA award winning main residence is extraordinary not only for its innovative design but also for the exceptional quality of materials and craftsmanship throughout. Perfectly proportioned details, balance, and scale create a home of striking visual appeal, enhanced by exposed beams, vaulted ceilings, and antique heart pine flooring milled in Savannah in the 19th century. A custom wall mural by artist Jordi Pedrola further distinguishes the interior. At the heart of the home, the great room features soaring ceilings, exposed trusses, and tall windows that flood the space with natural light. The gourmet kitchen flows seamlessly into the dining room and sunroom, all of which overlook Rice Gate Pond and open easily to the home's extensive outdoor living spaces including a screened porch and approximately 1,000 square feet of outdoor living area designed for relaxing and entertaining. The spacious ground floor primary suite offers a private retreat with direct access to an outdoor spa and shower. The luxurious primary bath features a steam shower. Two beautifully appointed bedrooms are located on the second floor. The guest house echoes the distinctive inverted roofline of the main home's sunroom, with a dramatic living room featuring floor to ceiling glass and peaceful views of the surrounding forest. Complete with a small kitchen, dining area, and two bedrooms with baths, it offers visitors both comfort and privacy. Raised walkways connect the buildings and enhance the sense of a thoughtfully designed compound. Additional structures include a versatile entertainment building with a chef kitchen and a large garage door that opens for indoor outdoor gatherings, as well as a separate studio with its own bathroom ideal for creative work or a private office. The property also includes a wine cellar, custom lighting system throughout, and a spacious three car garage. The landscape plan was created by highly regarded landscape architect Thomas Angell, who artfully blends formal landscaping with the natural beauty of Spring Island.

9 Rice Gate Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

$329,000
3 Beds 2 Baths 1,636 SqFt. HILTONHEAD-505169 MLS
Welcome to 49 Heron Walk on Callawassie Island. Perfectly positioned on the fairway of the 1st hole of the Dogwood Course, this classic golf cottage delivers a true front-row seat to opening drives and glowing morning sunrises over the fairway. Lovingly maintained in remarkable original condition (with updated mechanicals), the home features warm woodwork, comfortable living spaces, and authentic 80s character throughout. Enjoy it just as it is, or modernize to your taste--either way, you're starting with an unbeatable golf course setting and timeless island appeal. Live here full time, use as a 2nd home or create income as a sought-after retreat for visiting golfers. This is island living with timeless style. Optional Golf Membership.

49 Heron Walk, Okatie

Listing courtesy of Moul, REALTORS®.

$624,500
3 Beds 2 Baths 2,411 SqFt. HILTONHEAD-503595 MLS
**Price Improved - Now Offered at $624,500 plus $10,000 buyer incentive offered towards closing cost assistance!** Welcome to 226 Eaglecrest Drive, a spacious and beautifully maintained Napa Valley model in the desirable Wildlife Bay neighborhood of Sun City Hilton Head. Ideally located near the Argent Lakes Amenities Center, this home makes it easy to enjoy everything Sun City living has to offer - fitness, swimming, golf, pickleball, clubs, activities, social events, and everyday golf-cart convenience. Designed for comfortable retirement living, this 3-bedroom, 2-bath home offers 2,411 square feet and a bright, open-concept layout perfect for entertaining family and friends. The kitchen flows easily into the main living area and breakfast space, while the formal dining room provides a welcoming setting for gatherings. A separate den adds even more flexibility for relaxing, reading, hobbies, or quiet conversation. The current owners created an office space within the third bedroom, making it ideal for working from home, crafting, music, or a favorite hobby. It can be easily converted back to a true third bedroom with convenient access to the second full bath, giving the next owner flexibility to use the home in a way that best fits their lifestyle. The spacious primary suite features a walk-in closet and private bath with standing shower, while the guest bedroom offers comfortable space for visitors. Enjoy peaceful Lowcountry evenings on the screened porch overlooking the wooded backyard. Additional highlights include a 2-car garage with a dedicated golf cart bay, plus a walk-up floored attic for generous storage. With its improved price, desirable location, flexible floor plan, and easy access to the active Sun City Hilton Head lifestyle, this home is ready for someone's next beautiful chapter in retirement living.

226 Eaglecrest Drive, Okatie

Listing courtesy of EXP Realty LLC.

$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

Listing courtesy of Coastal Real Estate Solutions II.

$689,900
3 Beds 4 Baths 2,867 SqFt. HILTONHEAD-503347 MLS
A rare chance to live in one of South Carolina's most prestigious island communities at a fraction of current market values. Set on approximately half an acre overlooking the Magnolia course's 3rd green, this 2,867 square-foot ranch offers a generous primary suite, dedicated office, formal dining, fireplace, wet bar + private bonus suite above the garage. Cathedral and tray ceilings w/ oversized windows bring natural light throughout the living spaces, while the rear deck connects the home directly to its golf setting. For buyers who value room, privacy and the ability to personalize rather than pay a premium for another's renovation, 49 Winding Oak presents a compelling entry point into Callawassie's Lowcountry lifestyle. Seller to offer buyer $37,500 in closing costs w/acceptable offer.

49 Winding Oak Drive, Okatie

Listing courtesy of Charter One Realty.

$3,479,000
4 Beds 5 Baths 4,910 SqFt. HILTONHEAD-503381 MLS
Currently under construction by award-winning May Residential Builders, this Palmetto Cove model showcases the builder's reputation for uncompromising quality, superior craftsmanship, and enduring durability. Built with top-of-the-line materials and engineered to withstand up to 180 mph hurricane-rated standards, this home delivers both peace of mind and timeless design. May Residential Builders is a recent Lighthouse Award winner, earning Best Exterior and Best Kitchen, along with Second Place for Interior Design - a testament to their elevated attention to detail. Spanning approximately 4,900 square feet, this thoughtfully designed residence offers four bedrooms, five baths, and an open, elegant floor plan ideal for both everyday living and refined entertaining. The home will be sold fully furnished and turnkey, allowing for a seamless move-in experience with completion anticipated by February 2027. Luxury features abound, including a Thermador appliance package, high-end finishes throughout, a private pool, outdoor fireplace, whole-house generator, and water softener system. Enjoy sweeping golf course views from your outdoor living spaces, creating a serene backdrop for Lowcountry living at its finest. The Berkeley Hall transfer fee is included, further enhancing the exceptional value of this offering. This is a rare opportunity to own a brand-new, custom-built, turnkey luxury home - without the stress or delays of building - in one of the most desirable communities in the Southeast. Located within the prestigious, private gates of Berkeley Hall, this exceptional new construction residence represents the pinnacle of Lowcountry luxury living. Renowned for its world-class amenities, championship golf, and unparalleled lifestyle, Berkeley Hall is widely regarded as one of the most exclusive communities in the region - and this home is a flawless complement to its setting. Seller is offer $125,000 towards community enhancement fee.

44 Lancaster Boulevard, Okatie

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$599,000
3 Beds 3 Baths 2,124 SqFt. HILTONHEAD-502292 MLS
Enjoy the Callawassie Island Lifestyle, within the popular Club Cottage Section, as a Primary Home or 2nd Home with rental/investment potential. Ideally located within a short walk to Tennis, Tennis Pro-Shop & Pickleball Courts, Fitness Facility, Pool, Main Clubhouse, Golf Pro Shop and Golf Practice Facility. This well-conditioned home, with an open floor plan, exudes comfort and functionality. Tranquil pond and private Golf views of the Dogwood #1 hole. All piping replaced 2025. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf with total privacy and security. Furnishings are negotiable.

50 Callawassie Club Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$450,000
3 Beds 2 Baths 1,861 SqFt. HILTONHEAD-502715 MLS
26 Heron Walk stands out as one of the largest villas in the Village section, offering 1,861 sq ft of thoughtfully designed living space. This inviting home features a large Carolina Room and a detached full garage with golf-cart bay. Designed for comfort and flexibility, it offers open living areas and exceptional privacy with serene lagoon and golf-course views. Upstairs, the beautifully updated second-story bath has been used as a primary suite during current ownership, enhancing the home's versatility and livability. New Roof-2026. Located within the private, gated community of Callawassie Island, residents enjoy access to newly renovated Tom Fazio-designed golf courses, deep-water access, club dining, fitness facilities, pools, tennis, pickleball, bocce, and more. Life on Callawassie Island offers an unmatched blend of natural beauty, community connection, and the timeless charm of Lowcountry living.

26 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$50,000
HILTONHEAD-502298 MLS
This large high and dry .505 acre homesite offers incredible views of multiple holes on the newly renovated Magnolia Course, and is situated on one of the highest elevated properties on Callawassie Island. 51 Winding Oak benefits from a direct view of the 3 Magnolia Green, as well as long views down the 4th fairway. Sale of this lot is contingent on the purchaser contracting for the construction of a home with Artisan Custom Homes and a one time $75,000 club initiation, which can be paid for at closing or added to the price of the home. During home construction the Purchaser will benefit and enjoy the full use of Callawassie Island's World Class Amenities, to include 27 Holes of Newly Renovated Tom Fazio Golf, Two Waterfront Clubhouses & Pools, Racquet sports, Four Community Docks & more with club dues waived throughout construction until home completion and a Certificate of Occupancy is established. Several plans to choose from within the Builder's Expansive Portfolio.

51 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,395,000
4 Beds 4 Baths 2,860 SqFt. HILTONHEAD-501726 MLS
Newly completed 4 Bedroom/3.5 Bath, Callawassie Island Club Cottage, located on the Dogwood 4th hole. 1st Floor 4th Bedroom could be a Study as an option. 2nd floor with a large Media Room, Bedroom/Full Bath and covered porch/veranda to enjoy the elevated golf views. Additional unfinished FROG space is ideal for expansion or Private Suite. The Club Cottage Section offers a unique opportunity, within Callawassie Island, for a Primary Home or Investment Rental Property (overnight stay to long term rental flexibility). Discover the natural beauty of South Carolina's 1st Certified Wildlife Habitat Community- Callawassie Island. All 27 Holes of Tom Fazio Designed golf were completely renovated.( Golf is optional).

27 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$25,000
HILTONHEAD-454628 MLS
Imagine crossing the causeway each day and coming home to your own Lowcountry island retreat. Set on approximately .66 wooded acres and just one lot back from the river, 3 Shellfish Lane offers a rare opportunity to build in the serene, gated community of Callawassie Island. Mature trees, natural beauty, and the peaceful rhythm of island life create a setting that feels tucked away from the world-while still offering an exceptional lifestyle. Recognized as an Audubon Certified community, Callawassie Island offers a rare blend of refined amenities and laid-back Lowcountry charm. This is an opportunity for the buyer ready to build a meaningful home in one of the area's most distinctive private island settings. A beautiful home rendering is available to inspire what could be built on this special homesite by H2 Builders of Bluffton, one of the Lowcountry's premier luxury custom builders. The rendering is conceptual only, and the home is not included in the sale, but it offers a glimpse of the possibilities for creating a custom island retreat. Life on Callawassie Island is centered around luxury, nature, and connection. Residents enjoy 27 holes of Tom Fazio golf, tennis, pickleball, fitness facilities, pools, dining, boating, kayaking, fishing, and an active social calendar-all surrounded by tidal waters, moss-draped oaks, and abundant wildlife. Learn more about the Callawassie Island lifestyle , then contact Beth Ann Dickie to explore the possibilities at 3 Shellfish Lane.

3 Shellfish Lane, Okatie

Listing courtesy of EXP Realty LLC.

$3,095,000
4 Beds 5 Baths 4,505 SqFt. HILTONHEAD-447902 MLS
Situated on 3.19 acres of Lowcountry charm, this Charleston style home includes 4 bedrooms, 3 full baths and 2 half baths with 4,515 sq. ft. of an open floor plan. The home offers privacy and breath-taking views of the marsh and river with high ceilings, exquisite millwork and a renovated gourmet kitchen. The master suite, with an en-suite bathroom, feeds into a well-placed laundry room. A stunning spiral staircase leads to an office and three additional bedrooms and two full baths. The home includes a finished bonus room above the garage with extra storage. A screened porch overlooks a water feature and a native plant butterfly garden. A three-car garage and a separate shed provide enough space for gardening or simply storage. The property is also equipped with a whole home generator. HOA Amenities: Guard Gated, Palmer designed golf course, Tennis/Pickleball/ Croquet, Sports Complex, Two pools, Two Restaurants, Community boat docks, Equestrian facility, Sporting Clay Range, 30 miles of Hiking Trails and a fully staffed Nature Center.

224 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$625,000
4 Beds 3 Baths 2,720 SqFt. HILTONHEAD-446580 MLS
Accessible Lowcountry Living on beautiful Callawassie Island! Located on quiet, desirable Osprey Circle, this well-established home is surrounded by towering pines, palms and classic island charm. This quality constructed home, built by the Tilton Group, offers over 2,700 finished square feet, the flexible layout includes wide-plank flooring, attic foam insulation, crawlspace encapsulation, and remodeled kitchen (2019). New roof 8/2026! The living room with fireplace flows to the dining area, breakfast nook, and screened porch with tranquil lagoon views. Designed for easy, single-level living, the primary suite is privately situated opposite two guest bedrooms. A spacious bonus room with en-suite bath over the garage provides ideal flexspace for guests, office or den. Thoughtfully laid out and ready for personal touches, this home offers space, privacy, and opportunity in one of Callawassie's most sought-after locations. Enjoy renowned Island amenities including golf, tennis, pickleball, fitness center, docks, clubhouse dining, 24-hour gated security, and a vibrant social community, all conveniently located between Hilton Head, Bluffton and Beaufort.

63 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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