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$995,000
3 Beds 4 Baths 2,826 SqFt. HILTONHEAD-508314 MLS
Rare new construction opportunity on Callawassie Island, privately situated on a quiet cul-de-sac with beautiful long golf course views. Built as the builder's personal residence, 14 Links Drive showcases thoughtful design, quality craftsmanship, and a highly functional floor plan ideal for modern Lowcountry living. This light-filled home features an open-concept living, dining, and kitchen layout with clean coastal finishes, wide-plank flooring, abundant windows, and seamless indoor-outdoor flow. The designer kitchen offers white cabinetry, quartz-style countertops, stainless steel appliances, gas cooking, a large island with seating, and excellent workspace for everyday living or entertaining. The bedroom layout is exceptional, offering 3 bedrooms, each with its own ensuite bathroom, plus a private office/flex room adjacent to a 4th full bathroom - ideal as a home office, guest space, hobby room, or potential 4th bedroom. The screened porch is a true highlight, capturing peaceful, private views across the golf course and surrounding natural landscape. A major bonus is the oversized 3-bay garage, complete with a separate conditioned space currently used as an exercise room and ideal for a workshop, studio, gym, storage, or golf cart/lifestyle gear. With new construction, flexible living spaces, golf views, privacy, and a desirable Callawassie Island location, this home delivers the Lowcountry lifestyle buyers are searching for.

14 Links Drive, Okatie

Listing courtesy of Charter One Realty.

$955,000
4 Beds 4 Baths 2,916 SqFt. HILTONHEAD-508295 MLS
Welcome home to 50 Camp St. Mary's Rd.. If you're looking for space with no POA this is a fabulous opportunity to own a Lowcountry style home on a beautifully landscaped acre in a spectacular location near the banks of the Okatie River. This 4 Bedroom 3 and a half bath home has a mother in law suite above the garage for family use or rentals. There is also Boat/storage on site as well as a detached porch for entertaining. Enjoy the lowcountry wrap around porch at your pleasure. This home is just steps away from a riverfront county dock, with an equestrian boarding facility located nearly adjacent to the property, this ownership opportunity presents the best of both world's without the costs associated with home ownership in nearby gated communities. A short drive to both the towns of Bluffton and Beaufort, 50 Camp Saint Mary's Road is an opportunity not to be delayed further.

50 Camp Saint Mary Road, Okatie

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$595,000
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..

$699,000
3 Beds 4 Baths 3,265 SqFt. HILTONHEAD-508015 MLS
Tangerly Oak Alert in Sun City North! This 2-story 3BR/3.5BA, 3,265 sqft. beauty has an especially attractive elevation with composite plank, Shaker shingles, stone accent wall, and sweet Southern front porch facing a sweeping golf view. There's a welcoming foyer with wainscoting and an office/den with pretty French doors and space-saving built-in desk. A true cook's kitchen awaits featuring granite countertops, large island with seating, coffee nook, 5-burner gas stovetop, built-in microwave and oven, stainless steel appliance suite, elevated dishwasher, pull-out drawers, countertop bar seating, and walk-in pantry plus lots of prep and storage space. The large living room and dining area are perfect for lounging or entertaining and lead to the relaxing hardtop screened porch and patio with landscaped view. All the bedrooms are spacious and have ensuites. The primary bathroom has a dressing nook and fantastic closet system. There's hardwood floors, plantation shutters, and upgraded fans & lighting throughout the first floor, crown molding in the main living area, tiled bathrooms, and carpeted 2nd floor bedroom & bonus room/flex space. Laundry room has a sink, storage cabinets, folding table, and room in the hallway for a drop-zone or wine fridge. The 2-car garage has built-in storage cabinets and built-in stairs to the floored attic with wall-to-wall built-in storage shelves. There's also a tankless water heater and two smart commodes. All this plus the location is less than a mile from Argent Lakes Clubhouse and very convenient to exits to 278, Argent Blvd., and 170. Schedule your showing today!

132 Promenade Lane, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$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.

$700,000
3 Beds 3 Baths 2,831 SqFt. HILTONHEAD-506205 MLS
Better than new and loaded with upgrades, this 2020-built, beautifully upgraded Castle Rock model in Sun City Hilton Head offers the perfect blend of style, function, and Lowcountry living. Featuring 3 bedrooms, 3 full baths, a dedicated office, and a versatile loft, the home is designed to live effortlessly-whether hosting guests, working from home, or creating your ideal retreat. The open-concept layout is anchored by a well-appointed kitchen with premium appliance package and gas range. Seamlessly flowing into the main living area with a gas fireplace and custom wet bar-ideal for entertaining. Whole house surround sound, thoughtfully designed custom closets, and a garage walk-up attic provide abundant storage throughout. A bright four-season room extends the living space year-round, while the paver patio offers a private outdoor setting to unwind. Sun City Hilton Head is one of the top 55+ communities in South Carolina, residents enjoy resort-style amenities including three championship golf courses, indoor and outdoor pools, state-of-the-art fitness centers, tennis, pickleball, bocce, walking trails, and over 100 clubs and social groups. The Sun City North Lakehouse offers additional pools, fitness facilities, and community gathering spaces and a vibrant social scene. Just minutes from Bluffton, Hilton Head Island, shopping, dining, and beautiful beaches.

1902 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$900,000
4 Beds 4 Baths 3,925 SqFt. 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.

4 Bent Tree Lane, Okatie

Listing courtesy of Charter One Realty.

$1,099,000
4 Beds 4 Baths 3,000 SqFt. HILTONHEAD-503887 MLS
When you cross over the causeway into Callawassie Island, you are transported into a peaceful private world where moss-draped oaks, winding marsh views, and quiet coastal beauty instantly replace the pace of everyday life, creating a true sense of retreat the moment you arrive. Driving past beautifully manicured golf fairways woven seamlessly with natural wildlife habitat and serene lagoons, every turn offers a blend of refined landscape and untouched Lowcountry beauty. The charm continues right into this new construction home, where thoughtful design and setting feature 3 bedrooms in the main house and an in-law suite above the garage. It's perfect for guests, extended family, or flexible living arrangements that adapt easily to your lifestyle. Welcome home to 26 Longwood.

26 Longwood Drive, Okatie

Listing courtesy of Moul, REALTORS®.

$824,900
3 Beds 3 Baths 2,836 SqFt. HILTONHEAD-507264 MLS
Tucked away on Oyster Cay, this private .82-acre homesite offers pool, space, and location. Positioned on a corner wooded lot, the property presents a unique opportunity just a brief stroll to the River Club amenities and deep-water docks, while tucked along a quiet, private street.The property features a large pool and hot tub surrounded by an expansive pool patio and a rare fenced area, offering a valuable benefit to new buyers given current fencing restrictions. The setting provides both privacy and functionality, with ample space to enjoy outdoor living. A new roof (2022) and new windows (2023) further enhance the home.This home offers buyers the opportunity to come in at an attractive price point and make it their own, whether through updates over time or a more immediate vision.The lifestyle on Callawassie Island is hard to beat, offering a private golf experience with 27 holes, four deep-water docks, and a true sense of privacy behind the gates. Private island living here is something you truly have to experience firsthand.

2 Shellfish Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,499,999
4 Beds 5 Baths 3,441 SqFt. HILTONHEAD-506875 MLS
Looking for timeless luxury in a quiet, serene neighborhood that offers world-class amenities within a gated and secure island community? Then you must see and make this meticulously designed custom home built by Sunset-Life Properties your new sanctuary! Located on the green of Tom Fazio's Magnolia #4 golf hole, par 4, this home has far more elegant features than can be listed here. No expense was spared to have the finer things in life! GE Monogram appliances including 42" side by side refrigerator, 36" gas range with 6 burners and pot filler in backsplash above, Double Oven in addition to oven in range, 24" Dishwasher, Microwave, and 2 sets of Double Drawer Refrigerators both in the Kitchen and Bonus Bar above on the Second Floor. Both areas also have Scotsman 30 lb Gourmet Ice Makers, and the home is even furnished with Electrolux stacked front loading 4.5 cft Washer and 8 cft Dryer. The cabinets are 3/4" plywood Wood-Mode and Brookhaven luxury brands with walnut interior, dovetail construction, and soft close. An Isokern propane fireplace is in the Family Room and 3CM custom granite countertops are installed throughout the home. PLAY Custom Home Technology is installed in this home with predefined engraved labeled switches making it easy to push the right one. This home even features areas prepped for an outdoor kitchen on a separate Grill Porch and a bar area on the Screened Porch. Spray foam insulation thoughout this home with 3 zones for AC and jamb switches for closet lights. This home is a MUST SEE along with the Callawassie Island Community!!!

54 Osprey Circle, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$1,850,000
4 Beds 5 Baths 4,554 SqFt. HILTONHEAD-506851 MLS
Tucked away on nearly three wooded acres, this gracious Southern estate offers timeless charm, exceptional privacy, and inviting spaces designed for relaxed Lowcountry living made even more desirable by the rare combination of a generous homesite and low HOA fees. The expansive acreage provides a sense of seclusion and freedom seldom found, allowing room to breathe, enjoy nature, and live without the constraints of tightly spaced neighborhoods. From the moment you arrive, the expansive front porch sets the tone, perfect for rocking chairs and morning coffee. Inside the main home, beautiful oak floors flow throughout warm, traditionally styled interiors that feel both comfortable and refined. The kitchen is the heart of the home, featuring a large central island ideal for gathering, meal prep, and entertaining, along with a double oven and gas range-perfect for the home chef. Thoughtful details and abundant natural light enhance every room, resulting in a home that is welcoming, well-balanced, and timeless in character. The home's porches truly steal the show. In addition to the generous front porch, the large screened back porch overlooks the peaceful, wooded setting, an ideal spot for outdoor dining, evening breezes, or simply enjoying the quiet surroundings year-round, with the privacy that only a larger lot can provide. The main residence offers three large bedrooms, a den/office, a formal dining room, family room, large pantry, and laundry room. The detached three-car garage includes private living quarters complete with a full kitchen, dining and sitting area, and an additional bedroom-ideal for guests, extended family, or a personal retreat. The adjacent workshop adds excellent functionality for hobbies, storage, projects, or a cart garage. Outdoors, the estate property continues to impress with Live Oaks, mature trees, a shed, and abundant space to garden, expand outdoor living, or simply enjoy the natural setting. A pool plan has already been approved by the ARB, further enhancing the flexibility of the expansive lot. This is a rare opportunity to own a classic Southern home that blends comfort, character, and space in a serene Lowcountry setting.

66 Heyward Point Road, Okatie

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,900,000
4 Beds 5 Baths 3,257 SqFt. HILTONHEAD-505572 MLS
Be among the fortunate few to own a cottage in the highly sought-after community of Chechessee Creek Club. This beautifully appointed property offers the flexibility to serve as a primary residence, a second home getaway, or an income-producing rental. The main cottage features 3 bedrooms and 3.5 baths, all conveniently located on one level, creating an inviting and comfortable layout. The spacious kitchen is a chef's dream, featuring a six-burner gas range, double ovens, convection oven, and wine cooler. The kitchen flows seamlessly into the open living area, making it perfect for entertaining and everyday living. Inside, you'll also find two cozy fireplaces that add warmth and character throughout the home. Enjoy the Lowcountry lifestyle from the large, screened porch, where breathtaking marsh-to-river views provide a peaceful natural backdrop. The front of the home overlooks the golf course, offering equally scenic views and a sense of openness. Above the two-car garage, a private one-bedroom apartment provides ideal accommodations for guests, extended family, or rental potential. Offered fully furnished, this exceptional cottage is move-in ready and perfectly suited for enjoying everything Chechessee Creek Club has to offer.

19 Manigault Neck, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: EXP 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.

$835,000
3 Beds 4 Baths 2,772 SqFt. HILTONHEAD-506039 MLS
BRAND NEW ROOF on this completely renovated move-in ready, single-story Lowcountry home offering breathtaking marsh-to-Colleton River views. Thoughtfully designed for both comfort and versatility, the home is a true boater's retreat, situated just steps from the River Club, community boat docks while featuring an expansive, partially finished ground-level garage with space for up to four vehicles, a boat, abundant storage, and endless potential for your customization. Upon entering the foyer, the home's exceptional craftsmanship is immediately apparent. The upgraded kitchen, complete with stainless steel appliances, flows seamlessly into the inviting family room, highlighted by a beautiful fireplace and large windows that perfectly frame the stunning waterfront scenery. The thoughtfully designed split floor plan enhances privacy and livability, with refinished hardwood floors throughout and generously sized bedrooms, each with its own en suite bath. Situated on an oversized 0.9-acre lot adjacent to the CI Butterfly Garden, this property offers a rare combination of serenity, space, and scenic beauty-an ideal Lowcountry retreat. Callawassie Island is Considered by many as the best location in Beaufort County!

2 S Oak Forest Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$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. 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 or 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.

$2,895,000
4 Beds 5 Baths 4,033 SqFt. HILTONHEAD-505464 MLS
Welcome to this beautifully crafted home overlooking the fifth hole of Tabby Links golf course. Completed in 2024 and thoughtfully enhanced since, the property blends refined finishes with exceptional indoor and outdoor living. The home features a main level owner's suite, reclaimed pine flooring throughout, and custom solid mahogany doors that add warmth and character. Two fireplaces create inviting spaces to gather and relax, with a gas fireplace inside and a wood burning fireplace outdoors. The chef's kitchen is equipped with high end appliances and custom finishes designed for both everyday living and entertaining. Outdoor living is a centerpiece of the property, highlighted by an expansive screened porch with a fireplace, heaters and screens, providing a comfortable year round space to enjoy the surrounding golf course views. The two car garage with a golf cart bay features a comfortable guest space with a bedroom, living area, bathroom, and kitchenette above. A newly added detached building houses a premium golf simulator featuring the TrackMan Golf Suite, offering a private training and entertainment space for golf enthusiasts. The exterior features include raised garden beds and wireless irrigation. Designed by renowned Lowcountry architecture firm Court Atkins, the home reflects thoughtful design and timeless coastal style.

319 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$1,890,000
4 Beds 4 Baths 3,300 SqFt. HILTONHEAD-504585 MLS
Enjoy exceptional waterfront living on Callawassie Island with rare western exposure and unforgettable sunset views over the tidal marshes of Chechessee Creek, complemented by peaceful water and golf views from the front of the home. Privately positioned, this pristine custom-built residence offers a true Lowcountry lifestyle with a private short dock, floating dock, and new boat lift providing direct water access for boating, kayaking, and sunset cruises. Designed for both everyday comfort and effortless entertaining, the open floor plan is centered around a chef's kitchen featuring Wolf and Sub-Zero appliances, a 10-foot island, beverage bar, wine cooler, and ice maker. Wide plank hardwood floors flow throughout the main living areas, while two first-floor guest suites offer beautifully remodeled en suite baths for privacy and convenience. Thoughtful improvements enhance both form and function, including a newer roof, new deck and shutters, a custom-built fireplace with new insert, replaced interior doors, all new water piping, spray foam insulation in the crawl space, new crawl space screening, updated lighting, refreshed landscaping, and a full exterior repaint in 2025.Expansive outdoor living spaces capture sweeping marsh views and glowing sunsets, creating a serene and private backdrop that changes with the tides and seasons. Residents enjoy the unmatched lifestyle of Callawassie Island-an engaging community, remarkable natural beauty, top-tier golf and amenities, endless outdoor activities, and the peace of mind that comes with gated security and true Lowcountry privacy.

41 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$2,600,000
4 Beds 5 Baths 5,293 SqFt. HILTONHEAD-505112 MLS
A pair of majestic live oak trees flank the entrance to 8 Bird Patch Trail where a winding gravel drive leads to a sun filled courtyard in the center of the family compound. The east facing home is situated on the eighth hole of the Old Tabby Links golf course and includes the main residence, a separate two-bedroom guest house and a large two-car garage with a spacious single-bedroom suite above. Using post and beam construction with heavy timbers and distinctive fastening hardware, the architect created a dramatic great room with soaring ceilings in the one-story home. The main residence also includes a small sitting room overlooking the pool. Functional spaces encompass the kitchen and dining area, laundry and pantry, a small office, powder room, a paneled study, and a book lined hallway that leads to a spacious primary suite. Both the bedroom and bath are generously proportioned and his and her walk-in closets provide ample room for storage. A nearby, freestanding guest house with two bedrooms and baths and a living room provide comfortable accommodation for family and friends. Adjacent to the main house, the garage includes a well-designed one-bedroom suite on the second floor complete with a sitting area and a kitchenette. With its metal roof, wood siding and raised porches, this classic Lowcountry home is perfectly placed on 2. 74-acres, offering exceptional serenity and privacy.

8 Bird Patch Trail, Okatie

Listing courtesy of Spring Island Realty LLC. Selling Office: Spring Island Realty LLC.

$1,399,000
4 Beds 4 Baths 3,680 SqFt. HILTONHEAD-505052 MLS
Lowcountry waterfront living on Callawassie Island in Okatie, SC. Built by award-winning builder Steve Tilton, 47 Sugar Mill is tucked away at the end of a quiet cul-de-sac and surrounded by ancient live oaks draped in Spanish moss for a truly private, coastal setting, and boasts a brand new roof in June 2026. This 4BR + office home is designed for relaxed island living with oversized front, back, and screened porches-perfect for morning coffee, afternoon breezes, and evening gatherings. Inside, soaring cathedral ceilings, a welcoming fireplace, and abundant natural light create an inviting main living space that seamlessly connects to the outdoors. The rare showstopper is the backyard on a tidal creek with a floating dock and boatlift-opening the door to a lifestyle of kayaking, paddleboarding, boating, fishing, and crabbing right from home. A 2.5-car garage includes a dedicated golf cart bay for easy island exploring. If you've been searching for a Callawassie Island waterfront home with a dock and lift, 47 Sugar Mill is a standout opportunity.

47 Sugar Mill Drive, Okatie

Listing courtesy of Charter One Realty.

$2,200,000
4 Beds 5 Baths 4,023 SqFt. HILTONHEAD-505034 MLS
Spectacular and rare Oldfield offering-this exceptional Lopez Brothers custom-built residence exemplifies the extraordinary craftsmanship and attention to detail for which the builder is known. Homes of this caliber and pedigree rarely come to market.Set on an oversized 0.68-acre homesite overlooking tranquil Upper Dam Lake, this 4,023-square-foot home offers 4 bedrooms, 4 full baths, and a powder room, with a thoughtfully designed floor plan that balances elegance and everyday comfort. The warm and inviting great room features its own fireplace and flows effortlessly into the stunning screened porch-also with a fireplace-creating a seamless indoor-outdoor living experience and capturing peaceful lake views beyond.The generously sized kitchen is ideal for gathering and entertaining, showcasing a large statement island, dedicated dining area, Thermador appliances, and top-of-the-line finishes throughout. An oversized walk-in pantry with custom shelving connects directly to an expansive laundry room that easily functions as a home office or back kitchen-an exceptional and highly functional space rarely found.The primary suite is located on the main level and offers serene views along with dual custom built-in closets. Upstairs, two private guest suites each feature ensuite baths, providing comfort and privacy for family and visitors. A finished suite above the three-car garage serves beautifully as a guest house, office, or studio.The property is large enough to accommodate a pool, includes private planting gardens, and is zoned for a third building, offering remarkable flexibility for future expansion. Ideally located near the sports club and welcomed by Oldfield's iconic white fencing and charming greeter's store, the home is also just moments from the scenic beauty of the Okatie River.With beautiful views from nearly every room, this is an extraordinary Lowcountry residence offering timeless design, privacy, and enduring quality in one of the region's most coveted communities.

18 Gregorie Neck, Okatie

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

$685,000
3 Beds 3 Baths 3,065 SqFt. HILTONHEAD-504685 MLS
Located in Sun City North, Hilton Head - this is an exceptional opportunity to own the highly sought-after Nappa Valley floor plan (perfect multi-generational home or live-in caregiver) within a 2min walk to the amenities complex. The home offers space, flexibility, and unmatched value! With 3,531sqft- this 3-bed, 3-bath residence is thoughtfully designed with an open-concept layout, a spacious great room that flows seamlessly into the kitchen and inviting hearth room, highlighted by maple cabinetry and rich hickory flooring. A formal dining room provides the perfect setting for hosting, while a dedicated home office or den offers versatility for work, reading, or hobbies. One of the standout features of this home is the large enclosed all-season porch, heated and cooled to create year-round living space - ideal for enjoying the Lowcountry lifestyle in comfort. The main-level primary living spaces are complemented by a private second-floor guest suite complete with a large loft-style living room and full bath, making it perfect for extended stays, visiting family, or multi-generational living. Functionality is equally impressive with a 2-car garage plus dedicated golf cart bay and workshop area, as well as convenient walk-in attic storage providing ample space for seasonal and long-term storage needs. Located within a short walking distance to Sun City's renowned amenities, this home combines convenience with lifestyle. Quick move-in is available, and the property is truly move-in ready.Priced at just $205 per square foot - the lowest price per square foot currently available in Sun City North - this is a rare chance to secure one of the community's largest and most versatile floor plans at an exceptional value.Don't miss this opportunity to own space, quality, and lifestyle in one of the Lowcountry's most desirable active adult communities.

116 Eaglecrest Drive, Okatie

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Southern Lifestyle Properties of SC LLC.

$1,750,000
5 Beds 6 Baths 4,140 SqFt. HILTONHEAD-504279 MLS
This beautiful Lowcountry home offers timeless charm and exceptional flexibility, ideal for families or empty nesters. Featuring approximately 4,140 sq ft, the thoughtfully designed floor plan includes 5 bedrooms, 4 full baths, and 2 half baths, providing generous space for everyday living, while comfortably accommodating extended family or guests. Elegant interiors feature custom moldings, built-in bookcases, 200-year-old heart pine floors, and a three-level elevator. The chef's kitchen has been tastefully remodeled with custom cabinetry, marble countertops, Thermador appliances and gas cooktop with pot filler, and designer fixtures-ideal for entertaining. A well-appointed multi-purpose room also functions as an office, artist studio or a fun guest space with built-in bunk beds and reading nooks. Ample storage spaces throughout the home as well as a workshop space in this elevated home plan. Enjoy peaceful Lowcountry living from the screened back porch overlooking a private backyard with a fire circle or relax on the welcoming front porch. Located in Oldfield Country Club on the Okatie River, offering a 18-hole Greg Norman Signature golf course, tennis and pickleball courts, equestrian center, deep-water access, and a vibrant community-this home captures refined Lowcountry living at its best.

1 Ivanhoe Circle, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Coldwell Banker Access Realty.

$1,350,000
4 Beds 4 Baths 2,791 SqFt. HILTONHEAD-502916 MLS
Discover the pinnacle of Lowcountry living in this brand-new, 4-bed, 3.5-bath marsh front home by Sumerall Custom Construction. Sited on a quiet street and framed by 10 majestic live oaks, this 2,800-sq-ft heated home (4,139 total under roof) is a masterpiece of design and efficiency.The interior impresses with soaring ceilings, 8-foot solid core doors, custom crown molding, and engineered wood floors. The open living area, anchored by a gas fireplace, flows seamlessly to a screened porch overlooking the tranquil marsh.The gourmet kitchen is an entertainer's dream, featuring stunning quartzite countertops, Thermadore panel-ready appliances, and an island ice maker. A separate scullery with a beverage fridge and drawer microwave adds ultimate convenience.Retreat to the main-floor primary suite, offering a spa-like bath and an extraordinary 146-sq-ft custom walk-in closet with pocket door access to the large laundry room. Every bedroom includes a custom walk-in closet. A massive finished room over the oversized 2-car garage serves as a private fourth bedroom or guest suite, complete with a full bath.Built for resilience, the home is fortified with impact windows, full encapsulated spray foam, and a high-efficiency Trane 17 Seer HVAC system.This property is your invitation to the exclusive Callawassie Island lifestyle. As SC's first "Community Wildlife Habitat," residents enjoy world-class amenities, including 27-hole Tom Fazio championship golf course, two clubhouses and six har-tru tennis courts, pools, a fitness center, and pickleball courts, water docks for boating, fishing, and kayaking.All this is just minutes from Beaufort, Bluffton, and Hilton Head. Experience meticulous craftsmanship in a serene setting. Currently under construction with an expected finish in January 2026, offering the opportunity to enjoy a brand new Lowcountry home in the new year. OSCREA

4 Chechessee Circle, Okatie

Listing courtesy of Engel & Volkers. Selling Office: Coastal Real Estate Solutions II.

$989,000
4 Beds 3 Baths 3,250 SqFt. HILTONHEAD-504516 MLS
SELLER OFFERING TO CONTRIBUTE TO COMMUNITY ENHANCEMENT FEE WITH ACCEPTABLE OFFER. Encircled by lush maritime forests between the Dogwood course and the marshland stretching toward Spring Island, 4 Heron Point is a 4-bedroom cottage style home that speaks to the natural beauty and grandeur of Callawassie Island. The open living space at the heart of the home exults in airy cathedral ceilings above a great room boasting wide-plank pine flooring, carefully crafted custom built-ins and a wide fireplace surrounded by intricate woodwork. Open to the great room, the chef's kitchen masterfully blends form and function with alder wood cabinets, wide granite center island complementing the granite backsplash, updated stainless steel appliances and a massive pantry. This effortless flow, coupled with the whole-home sound system, sets the stage for unforgettable entertaining. Formal dining nearby surrounds you with refined shiplap walls and custom light fixtures, bathed in light from tall windows out to the Lowcountry porch. Through wide screens, this year-round outdoor living space soaks in panoramic views through the forest to the 6th hole on the Dogwood Course, with fans and heaters for comfort in every season. Along with these grand spaces, the home's layout allows for several more intimate spaces for solitude and quiet reflection. A stately office off of the main living space wraps you with gorgeous arched built-ins and views of the front entry, embodying old-world formality. A larger flex space above the two-car garage provides the opportunity to create a secluded office space, media room, home gym or guest suite with its full bath. Capped by a soaring geometric tray ceiling, the primary suite indulges with a sublime sense of space and luxe amenities from a massive walk-in closet to a spa-like en suite with tile-lined garden tub, wide granite-topped dual-basin vanity and corner walk-in shower. The ground floor also holds the home's three bedrooms, each with its own luxurious amenities. Along one wing of the home, a pair of bedrooms shares access to a full bath with tub and shower, each enjoying wide closets and elegant spaciousness. The rear bedroom even enjoys its own peaceful sunroom gazing out toward the golf views. With each space, this property offers a fresh interpretation of the sophisticated rusticism that sets Callawassie Apart. Elegant and refined in its appointments, but built in harmony with unspoiled nature.

4 Heron Point, Okatie

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

$940,000
4 Beds 5 Baths 3,095 SqFt. HILTONHEAD-504320 MLS
Over 3,000 sq ft of refined living space-including a complete 916-sq-ft second-story addition-sets this marshfront masterpiece apart, offering a level of fit and finish rarely found under $1M on Callawassie Island. This classic Lowcountry home has been fully reimagined with a top-to-bottom, high-end renovation blending timeless architecture with modern elegance. Highlights include a chef's kitchen, premium flooring and millwork, energy-efficient spray-foam insulation, and major structural upgrades, creating a 4-bedroom, 4.5-bath residence designed for comfort and style.Thoughtfully nestled among mature native hardwoods, the home offers serene views of Sugar Mill Creek from the back decks and nearly every room. Callawassie Island delivers a premier Lowcountry lifestyle with 27 holes of Tom Fazio-designed golf, professional racquet facilities, two clubhouses with deepwater access, and luxury wellness amenities-all within South Carolina's first certified Community Wildlife Habitat. Ideally located between Beaufort and Bluffton, residents are within 35 minutes of Hilton Head Island, Savannah, and the Savannah/Hilton Head International Airport. See why 6 Winding Oak Drive truly stands alone in today's market.

6 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

$665,000
3 Beds 3 Baths 2,755 SqFt. HILTONHEAD-504415 MLS
This beautifully upgraded Castle Rock model in Sun City Hilton Head offers exceptional value with over $92,000 in thoughtful owner improvements and an impressive list of features designed for livability, functionality, and effortless entertaining. The gourmet kitchen is well-appointed with a large island, Whirlpool appliances, a 5-burner gas range, an upgraded entertainment package with a wet bar, a dual-zone wine and beverage refrigerator, pull-out drawers, undercabinet lighting and a spacious pantry-perfect for hosting family and friends. An extended and enclosed lanai spans the back of the home, adding approximately 354 square feet of additional living space, complete with vinyl windows, a storm door, ceramic tile flooring, and its own mini-split system for year-round enjoyment. The outdoor expanded patio includes a gas line for grilling, creating a seamless indoor-outdoor lifestyle ideal for gatherings and everyday living. Interior enhancements include new engineered hardwood flooring throughout the main level, a custom-designed drop zone with built-in storage, extensive closet space including a custom primary closet, and a beautifully remodeled second-floor bathroom. Additional upgrades include professionally designed landscaping, a full gutter system, French drainage for the side and backyard, sealed and stained driveway, front porch, walkways, and back deck, plus a widened driveway and extended garage with epoxy flooring, deep utility sink, walk-up storage, and built-in shelving. Further highlights include a stained-glass front door, added upper cabinetry in the laundry room, eight ceiling fans, and 2" wood blinds throughout. Meticulously maintained and strategically enhanced, this home offers a rare opportunity to enjoy a truly turnkey property with exceptional upgrades in one of Sun City Hilton Head's most desirable communities. Residents enjoy the resort-style lifestyle of this world-class setting with over 100 social clubs, on-site dining, 36 holes of championship golf, tennis, swimming, fitness centers, and a full calendar of activities. Please see full list of upgrades and owner investments in the feature sheet in MLS docs.

686 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$2,095,000
4 Beds 6 Baths 4,070 SqFt. HILTONHEAD-504375 MLS
Built in 1996 this exceptional 4,070-square-foot residence is gracefully situated on 2.45 acres in the heart of Spring Island, surrounded by majestic live oaks, immaculately maintained landscaping, and tranquil natural beauty. Ideally positioned just minutes from the island's premier amenities, the property offers a rare balance of privacy and convenience. The thoughtfully designed interior features 4 bedrooms, 4 bathrooms and 2 one half bathrooms. The home is highlighted by exquisite heart pine floors reclaimed from the historic Sears Tower in Chicago. Custom wood beams within the home create architectural warmth and character throughout. A stunning renovated kitchen serves as the heart of the home, complemented by three fireplaces, an inviting den adjoining the primary suite, and expansive living spaces perfectly suited for both everyday living and elegant entertainment. There are two additional en-suite bedrooms on the second floor providing exceptional comfort and flexibility. A recently renovated garage with a bedroom above offers private and convenient guest accommodations. The property features include a sophisticated emergency backup generator, separate well for the irrigation system, whole house water leak detection system, and premier landscape LED lighting. Outdoors, the home seamlessly connects to its natural surroundings, with a back patio designed for relaxing and enjoying breathtaking sunsets amid Spring Island's pristine landscape. This is a rare opportunity to own a beautifully crafted residence that masterfully blends architectural distinction, natural elegance, and modern comfort in your own preserve.

289 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

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