3 Beds ⋅ 4 Baths ⋅ 2,933 SqFt. ⋅ HILTONHEAD-512227 MLS

Welcome to this beautifully maintained 3-bedroom, 4-bath home with 2,933 square feet in the prestigious gated community of Callawassie Island. Lovingly cared for by its original owner, this inviting home offers timeless quality, generous living spaces, and a beautiful golf-course setting. Inside 12-foot ceilings and high-quality Pella windows and doors create a bright, open atmosphere. The updated kitchen provides a stylish and functional gathering space, while the first-floor primary suite offers privacy and convenience. The second floor features a comfortable guest suite, creating an ideal retreat for family and friends. A large dedicated sewing room provides exceptional space for quilting, crafting, hobbies, or creative pursuits. The home has been thoughtfully maintained, including a roof and new dormers in 2016. The oversized garage provides abundant storage and parking space, including room for a golf cart-perfect for enjoying the Callawassie Island lifestyle.

28 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,395,000

4 Beds ⋅ 5 Baths ⋅ 3,030 SqFt. ⋅ HILTONHEAD-512044 MLS

Southern Living, brought to life on Callawassie Island. Built in 2025 from a featured Southern Living floor plan, the River Place Cottage is better than new, with more than $100K in thoughtful owner upgrades. Tucked on a quiet Heron Point cul-de-sac with no through traffic, a wide front porch welcomes you into a light-filled home where warm hardwood floors, exposed beams and elevated finishes create an immediate sense of relaxed elegance. The open kitchen, dining and living areas flow effortlessly for everyday living and entertaining, anchored by a custom fireplace surround with gas insert and complemented by designer lighting. Just off the dining area, sliders open to a spacious screened porch, extending the living space and creating the seamless indoor/outdoor connection Lowcountry living is known for.The private main-level primary suite features a spa-like bath with soaking tub, while a dedicated study offers a quiet place to work or unwind. Out back, a covered porch leads to an expansive custom paver patio and firepit, with generous green space, enhanced landscaping and beautiful views of Dogwood #6 beyond-an idyllic setting for morning coffee, evenings around the fire or entertaining friends.Upstairs, hardwood floors continue through two spacious ensuite bedrooms with abundant storage. A detached 2-car garage with dedicated golf cart bay and epoxy floors is topped by a 558-square-foot FROG with full bath and closet-ideal as a private guest suite, gym or flex space. Fresh interior paint, exterior shutters and numerous additional improvements mean the work has already been done.And beyond your front door, enjoy the lifestyle that makes Callawassie Island so special-27 holes of golf, boating and river access, racquet sports, pools, fitness, dining and a welcoming social community, all surrounded by the natural beauty of the Lowcountry. Beautifully finished, thoughtfully upgraded and completely move-in ready-this is a home designed to be enjoyed from day one.

14 Heron Point, Okatie

Listing courtesy of The Agency Hilton Head.

$1,379,000

3 Beds ⋅ 3 Baths ⋅ 2,462 SqFt. ⋅ HILTONHEAD-512149 MLS

Tucked beneath a canopy of trees on desirable Osprey Circle, mid-island in Magnolia #7, this home feels like a private retreat, completely redesigned and rebuilt from the studs by a premier contractor, with no expense spared and no detail overlooked. Eastern exposure fills the home with soft morning light, while shaded afternoons and a long, private view of the golf course create a quiet, elevated sense of place.Essentially reborn as a new home, the residence was reconstructed with all-new stucco and exterior painting, all-new electrical, and all-new plumbing throughout. The interior showcases gorgeous segmented arches throughout, offering beautiful architectural character alongside 8' solid-core doors and hardwood flooring laid with laser precision. A redesigned hallway flows through graceful new archways into the kitchen and dining room, where custom wainscoting lends a refined, tailored finish. The kitchen is anchored by Taj Mahal quartzite countertops, while the spa-inspired bathrooms are finished in quartz, with redesigned tile showers and a master suite featuring a freestanding pedestal tub and brass fixtures.The Carolina room has been thoughtfully redesigned to frame the wooded, golf-course backdrop, with new screening and a glass door that blurs the line between indoors and out. Additional refinements include a butler's pantry with dry-bar and wine cooler, hurricane-impact windows, a tankless water heater, blown-foam attic insulation, and a fully restuccoed, stone-accented exterior complemented by newly curated landscaping.For the buyer who values craftsmanship and quality above all, this is a rare offering: a true turnkey residence where every element has been considered. Move in with complete peace of mind and begin your Callawassie Island Lifestyle.

90 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,075,000

4 Beds ⋅ 4 Baths ⋅ 2,965 SqFt. ⋅ HILTONHEAD-511584 MLS

Among the Best Golf/Marsh views within Callawassie Island. This Club Cottage, at 2,965 sq. feet, has 4 bedrooms, 3 1/2 bath and terrific long views of the complete Dogwood 9th hole, bridge/lagoon and tidal marsh views. Primary Bedroom on 1st floor, with 2 bedrooms upstairs with an optional 4th bedroom or office. The Upstairs Bedroom private veranda provides even more elevated spectacular views. Callawassie Island Club Cottage Section is ideal for either a primary home, a 2nd home or a rental investment property. Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

24 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$715,000

3 Beds ⋅ 3 Baths ⋅ 2,204 SqFt. ⋅ HILTONHEAD-511821 MLS

Beautifully updated one-level ranch overlooking the prestigious Magnolia #5, this exceptional home offers effortless slab-on-grade living in the heart of Callawassie Island. Meticulously maintained and move-in ready, it is perfectly suited as either a full-time residence or an idyllic Lowcountry retreat. Thoughtfully enhanced throughout, the home interior features a designer kitchen with new appliances, new ceiling fans and light fixtures, new Hunter Douglas plantation shutters, and fresh interior paint. The exterior offers new gutters with gutter guards, new exterior light fixtures, copper rain chains, elegant new front entry doors, decorative crosshead window moldings plus more, creating a timeless blend of style and functionality. The inviting Carolina Room serves as a peaceful year-round extension of the living space, overlooking a completely redesigned backyard with lush landscaping that provides a private setting for relaxing or entertaining. Beautifully landscaped from front to back, every detail reflects pride of ownership and exceptional care. Located within the private, gated community of Callawassie Island, residents enjoy an unparalleled lifestyle with 27 holes of Tom Fazio-designed championship golf, tennis, pickle ball, fitness facilities, community docks, swimming pools, dining, and miles of breathtaking marsh front scenery. Ideally situated between Beaufort, Bluffton, Hilton Head, and Savannah, this remarkable home offers the perfect combination of privacy, luxury, and convenience. Furnishings and Golfcart are negotiable.

89 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$699,000

3 Beds ⋅ 3 Baths ⋅ 2,387 SqFt. ⋅ HILTONHEAD-511096 MLS

Prime North Side location with incredible golf course views! New Price of $699,000 presents an opportunity for buyers to secure a turn-key home in Sun City North! This 3-bedroom, 3-bath Castle Rock model with loft is immaculate. It features an oversized air-conditioned screened room overlooking the 3rd hole as well as a patio for enjoying the outdoors. Freshly painted and move in ready - this home checks all the boxes; close to driving range, clubhouse, pool, and dining. Large eat-in kitchen with center island flows into a bright dining area and spacious family room - perfect for entertaining friends and family - Lots to love!

148 Pinnacle Shores Drive, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,350,000

4 Beds ⋅ 5 Baths ⋅ 2,891 SqFt. ⋅ HILTONHEAD-508194 MLS

The Palmetto's thoughtfully designed single-level floor plan offers views of a lagoon and the 8th hole of the Magnolia Golf Course. Featuring more than 2,800 square feet of beautifully appointed living space, the open-concept layout features a spacious primary suite, a welcoming dining room and great room, and guest bedrooms-each with its own bathroom. Above the attached garage, you will find a private studio with a full bath that provides flexible space for guests, extended family, or a home studio. If indoor-outdoor living is a priority, this home truly shines. The vaulted kitchen and dining area create a dramatic focal point, and when the doors open to the screened porch, the space transforms into an entertainer's dream-seamlessly blending comfort and style. With a total of four bedrooms, four-and-a-half baths, and a dedicated office, the Palmetto has everything you need and more. Summer 2026 completion.

32 Longwood Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,150,000

3 Beds ⋅ 4 Baths ⋅ 2,734 SqFt. ⋅ HILTONHEAD-510205 MLS

An incredible opportunity and unbelievable value to have three wonderful views of marsh, lagoon, and golf. This charming recently renovated Lowcountry Club Cottage is move in ready and yours to enjoy morning sunrises over the marsh. Located on the finishing 9th hole of the Dogwood course, this open floor plan with high ceiling is perfect for entertaining. 3 bedrooms, 1st-floor master, 3.5 baths, 2nd floor Guest Suite with terrific three views. Large screened in porch and backyard offer a great outdoor living space. 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). 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.

14 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$799,000

3 Beds ⋅ 3 Baths ⋅ 2,437 SqFt. ⋅ HILTONHEAD-510710 MLS

A beautifully maintained Dunwoody Way featuring 3 bedrooms, 3 baths, a dedicated office/flex room, and a 3-car garage. This open concept home offers a spacious gourmet kitchen with a large center island, quartz countertops, stainless steel appliances, a beverage center, and abundant cabinetry. The light-filled great room (with custom coffered ceiling & custom fireplace) flows seamlessly to the dining area and screened lanai (with vinyl windows), creating the perfect space for entertaining. The private primary suite includes a spa-style bath and a generous walk-in closet. All 3 bedrooms are ideally situated for total privacy. Wood floors throughout- no carpet! Lush landscaping adds to the welcoming curb appeal of this delightful home. Located in the heart of Sun City Hilton Head, this home provides access to world-class amenities, golf, pools, fitness centers, and miles of walking trails.

489 Palmdale Lane, Okatie

Listing courtesy of Charter One Realty.

$575,000

2 Beds ⋅ 2 Baths ⋅ 2,120 SqFt. ⋅ HILTONHEAD-510473 MLS

Welcome to this beautifully upgraded home in the highly sought-after Mariners Cove neighborhood of Sun City, ideally located on the North Campus and offering a stunning lagoon-to-golf course view. Thoughtfully enhanced throughout, this home combines elegant finishes, functional living spaces, and exceptional indoor-outdoor enjoyment.The heart of the home is the gourmet kitchen, featuring granite countertops, a large center island, stainless steel appliances, a gas range, tile backsplash, and upgraded cabinetry-perfect for both everyday living and entertaining. The spacious primary suite offers a tray ceiling, luxury vinyl plank flooring, a raised double vanity with quartz countertops, and a generous walk-in closet with custom shelving. Additional interior highlights include luxury vinyl plank flooring throughout the main living areas with tile in the bathrooms, a bright Carolina Room, a private den with French doors, built-in cabinetry in the living room, a completely remodeled guest bath, abundant storage with numerous closets, custom ceiling fans and light fixtures, plantation shutters, custom window treatments, and a well-equipped laundry room with extra cabinetry. Outdoor living is equally impressive with a custom Four Seasons Room, tiled rear patio, covered front porch, and professionally enhanced hardscaping featuring paver walkways and driveway extensions. Additional exterior features include durable Hardie-Plank siding, an extended garage, NEW HVAC (2025), and whole-house gutters. Enjoy one of Sun City's most desirable locations with convenient access to community amenities while taking in the breathtaking lagoon and golf course views from your own backyard. This meticulously maintained home offers the perfect blend of comfort, style, and location. Sun City Hilton Head offers a true resort-style experience with access to golf courses, indoor and outdoor pools, fitness centers, walking trails, a wide variety of clubs, and a lively social calendar. Conveniently located near shopping, dining, medical facilities, and just a short drive to the beaches of Hilton Head Island, this move-in-ready home provides both comfort and privacy in a highly desirable setting.

211 Pinnacle Shores Drive, Okatie

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

$1,395,000

3 Beds ⋅ 3 Baths ⋅ 3,549 SqFt. ⋅ HILTONHEAD-508583 MLS

Exceptional custom-built home showcasing unique golf and lagoon views across the entire Magnolia #5 hole on Callawassie Island's beautifully renovated Tom Fazio course. Thoughtfully designed to embrace its stunning setting, this move-in-ready residence offers the perfect opportunity to begin enjoying Lowcountry island living from day one.The open-concept floor plan is filled with natural light, highlighted by soaring ceilings, expansive windows, and generous crown molding throughout. Refinished and stained heart pine floors add warmth and character, while the Great Room features a fireplace and custom built-ins, creating an inviting space for everyday living and entertaining.The gourmet kitchen is beautifully appointed with all newer (2024) Thermador stainless steel appliances, a six-burner gas cooktop, granite countertops, and distinctive Italian glazed cabinetry. The primary suite serves as a private retreat with elegant marble and porcelain tile finishes and a custom-designed closet.Recent improvements provide exceptional value and peace of mind, including all three HVAC systems replaced in 2024, newer washer and dryer, refinished heart pine flooring, refinished mahogany front door, and three new garage door openers. Upper-level furnishings may convey with limited exclusions, creating a turnkey opportunity for the next owner.Outdoor living is equally impressive, with a spacious deck and screened porch perfectly positioned to capture panoramic golf and lagoon views, cooling marsh breezes, and unforgettable sunsets. Whether enjoying a quiet morning coffee or entertaining friends after a day on the course, these spaces embody the best of Lowcountry living.Beyond the home, Callawassie Island offers an unmatched private island lifestyle with 27 holes of championship golf, deep-water docks, two clubhouses, fitness and wellness facilities, tennis, pickleball, swimming pools, walking trails, and a vibrant social atmosphere-all within a gated island community surrounded by breathtaking natural beauty.This is more than a home; it's an opportunity to embrace one of the Lowcountry's most sought-after island lifestyles.

113 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$2,515,000

3 Beds ⋅ 4 Baths ⋅ 3,458 SqFt. ⋅ HILTONHEAD-510128 MLS

Nestled beneath centuries-old Live Oaks on a private 2-acre homesite overlooking the 12th hole and preserve, this award-winning custom residence blends Lowcountry beauty, craftsmanship, and privacy. Honored with the 2014 South Carolina Home Builders Association Pinnacle Award and recipient of three 2013 Lighthouse Awards for Best Kitchen, Best Bathroom, and Best Overall Home, the property reflects thoughtful design and a seamless connection to nature. Offering 3,458 square feet, the home features 3 bedrooms, 3 full baths, and 1 half bath. A carefully maintained nature curtain preserves privacy while maintaining filtered golf, pond, and preserve views. At the heart of the home is the award-winning chef's kitchen with premium appliances, custom cabinetry, and granite countertops. A custom walnut gathering counter provides casual seating and serves as a focal point between the kitchen and living spaces. Two walls of windows replace traditional upper cabinetry, filling the space with natural light and views. A separate scullery with a dedicated baking center, specialized storage, and extensive preparation space provides exceptional functionality for cooking, baking, and entertaining. The kitchen opens to the great room, where a tabby wood-burning fireplace, reclaimed beam mantel, custom built-in seating, and walls of windows create an inviting gathering space. Beyond, the screened porch serves as an outdoor living area with a second tabby wood-burning fireplace. The first-floor primary suite offers a private retreat, while two separate office/studio spaces provide flexibility for work, creative pursuits, or quiet retreats. Reclaimed heart pine flooring, reclaimed ceiling beams, reclaimed brick accents, custom-built doors, and cabinetry incorporating repurposed barn wood highlight the home's exceptional craftsmanship. Additional features include a metal roof, cedar shingles, and HardiePlank exterior, spray-foam insulation, and extensive walk-in attic storage. A substantial floored walk-in attic is already plumbed for an additional bath and offers expansion potential for a future bedroom suite or additional living space. The detached carriage house provides private guest accommodations with a sitting area, kitchenette, full bath, separate bedroom, and walk-in closet. Conveniently located near the Golf House, Art Barn, and community garden, residents enjoy access to golf, tennis, pickleball, equestrian facilities, community docks, and miles of trails.

32 Bee Tree Drive, Okatie

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

$385,000

3 Beds ⋅ 2 Baths ⋅ 1,636 SqFt. ⋅ HILTONHEAD-509585 MLS

Nestled within the private gated community of Callawassie Island, 24 Heron Walk offers Lowcountry living at its finest. This beautifully maintained 3-bedroom, 2-bath townhome features stunning lagoon views from both the front and back, along with picturesque golf course views. The remodeled 2023 kitchen is a true showpiece, highlighted by a premium Hallman Cookers professional range imported from Italy. Enjoy cozy evenings by the wood-burning fireplace and the peaceful natural surroundings that make this home so special. Residents enjoy exceptional amenities including 3 upgraded golf courses with over $8 million in recent improvements, two clubhouses, two restaurants, two pools, new pickleball courts, croquet and bocce ball, massage and therapy rooms, a library, boat docks, and separate dog parks for large and small dogs. Seller offering $52,000 towards Callawassie Island buy-in.

24 Heron Walk, Okatie

Listing courtesy of ERA Southeast Coastal.

$399,000

3 Beds ⋅ 2 Baths ⋅ 1,636 SqFt. ⋅ HILTONHEAD-509257 MLS

Enjoy island living in this beautifully updated 3 bedroom with primary on the first floor 2 bath villa in the gated Callawassie Island community. Recent improvements include a 2020 roof, 2022 HVAC, updated kitchen with new granite countertops & backsplash, induction stove & microwave (2023), plus new windows, flooring and new upstairs bath. Exterior painted in 2024 & decks painted in 2026. Screened porch. Golf cart garage included for easy community access & coastal lifestyle convenience. Callawassie Island is a Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. 6 tennis courts, pickleball courts, Bocce courts, dog park, 27 hole Golf course & 24/7 gated security.

20 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$650,000

3 Beds ⋅ 4 Baths ⋅ 2,955 SqFt. ⋅ HILTONHEAD-508275 MLS

Welcome to Eagles Pointe, one of Bluffton's most desirable communities, where comfort and lifestyle come together beautifully in this exceptional home. Offering 3 spacious bedrooms and 3.5 baths, this residence is thoughtfully designed with both everyday living and entertaining in mind. Step inside to find an open floor plan highlighted by 12-foot ceilings and expansive living spaces that create an open, airy feel throughout. Each bedroom is generously sized, providing privacy and comfort. A dedicated home office makes working from home effortless, while the heated and cooled Carolina Room extends your living space year-round - perfect for enjoying morning coffee or unwinding in the evening while taking in serene views of the Par 4, 1st hole on the Davis Love golf course. Additional highlights include a large paver patio, updated hardwood & LVP flooring, updated bathrooms, stainless steel appliances, custom cabinetry and built-in speakers in the great room, updated lighting and fans, 2024 HVAC, and an oversized 2 car garage. With its prime location, beautiful setting, and well-designed interior, this Eagles Pointe property is a rare opportunity to enjoy Lowcountry living at a fabulous price point.

19 Eagle Pointe Circle, Okatie

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Howard Hanna Allen Tate Lowcountry.

$1,285,000

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.

$2,695,000

4 Beds ⋅ 5 Baths ⋅ 3,627 SqFt. ⋅ HILTONHEAD-508345 MLS

Welcome to your rare opportunity to own a 2020, custom-built, 3,627 heated sq ft. Lowcountry retreat in the center of Spring Island. This exceptional 4-bedroom, 4 1/2-bath residence was thoughtfully designed by renowned architect Thomas L. Hiatt. Perfectly positioned along the 13th hole of Old Tabby Links, the home is surrounded by the island's breathtaking natural beauty, extensive 30-mile trail system, offering both privacy, accessibility and scenic golf course views. Showcasing timeless Southern architecture with impeccable attention to detail, the home features an open-concept floor plan anchored by a spacious great room and a gourmet kitchen, ideal for both everyday living and elegant entertainment. Rich hardwood doors, upgraded textures, designer finishes, and premium appliances elevate every space. A dedicated wine room, private office, and media room provide functionality, while the luxurious primary suite serves as a perfect retreat. Generously sized secondary bedrooms each offer their own private en-suite baths, ensuring comfort and privacy for family and guests alike. Outdoor living is equally inviting, with a rear screened porch with a pet friendly door and separate grilling patio overlooking the natural surroundings. The fenced yard is ideal for families with pets while offering a secure and spacious setting. A professionally hardscaped re pit just beyond the enclosure creates the perfect spot for gathering with friends and family under the oaks. A spacious epoxy finished two-car garage with an additional golf cart bay adds everyday convenience and storage. Located just a short stroll from Waterfall Farm, where residents can enjoy fresh, locally grown produce, this remarkable sports lovers paradise offers a unique blend of life with nature, luxury, and the relaxed elegance that denes life on Spring Island.

12 Bee Tree Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$975,000

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. Selling Office: Century 21 Integra.

$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.

$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.

$1,399,999

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.

$1,900,000

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.

$569,900

3 Beds ⋅ 2 Baths ⋅ 2,094 SqFt. ⋅ HILTONHEAD-505171 MLS

Beautifully maintained Martin Ray model with three bedrooms PLUS den ideally situated on a premium golf course homesite in the highly desirable Sun City Hilton Head community. This thoughtfully designed home offers wood flooring throughout, an open and spacious layout, and comfortable living spaces perfect for everyday living or entertaining. The gourmet kitchen features a walk-in pantry, wet bar, abundant cabinetry, and generous counter space, opening to the main living area and dining space. The primary suite includes a conveniently located laundry room just steps away, providing both comfort and functionality. Additional highlights include an extended garage with walk-up attic storage, screened lanai overlooking the golf course, and a flexible den ideal for office, hobby, or guest space. Located in a prime section of the community between the Lake House Amenity Center and the new Argent West Amenity Center, this home offers easy access to world-class amenities. Sun City Hilton Head is a premier active-adult community offering golf courses, indoor & outdoor pools, fitness centers, tennis & pickleball, walking trails, clubs, dining, and a vibrant social calendar, all conveniently located near Bluffton, Beaufort, and Hilton Head Island.

47 Canterbury Court, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$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.

$155,000

HILTONHEAD-505498 MLS

A rare opportunity on Spring Island. This beautiful 0.31 acre homesite is ideally located on the 10th tee of Tabby Links and is offered without a current club membership, giving the new owner the flexibility to build at their own pace. Membership is available through the club when the time is right. Privately situated and shaded by beautiful live oaks, the property offers the perfect setting to build a custom home in the desirable Tabby Links neighborhood. The location is ideal, just a short walk from Old Tabby Links, the island's Arnold Palmer designed golf course, as well as nearby dining and the Golf Performance Center. Whether you envision building now or holding for the future, this property represents an exceptional opportunity and a smart investment on Spring Island.

18 Old Tabby Road, Okatie

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

$1,795,000

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.

$329,000

3 Beds ⋅ 2 Baths ⋅ 1,636 SqFt. ⋅ HILTONHEAD-505169 MLS

Step out of your DeLorean and back to 1987 at 49 Heron Walk on Callawassie Island. Perfectly positioned on the tee box of the first 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 or create income as a sought-after retreat for visiting golfers-no flux capacitor required. Great Scott, this is island living with timeless style. Optional Golf.

49 Heron Walk, Okatie

Listing courtesy of Moul, REALTORS®.

$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.

$725,000

3 Beds ⋅ 4 Baths ⋅ 2,580 SqFt. ⋅ HILTONHEAD-504968 MLS

Experience the romance of Lowcountry living on Callawassie Island. Tucked beneath towering pines on a quiet, private homesite, this 2,580 sq ft home offers 3BR/3BA plus a dedicated office and captivating lagoon-to-golf views. A classic brick stairway leads to an expansive, columned front porch-rocking-chair ready and cooled by ceiling fans-setting the tone for slow mornings, sweet tea afternoons, and sunset conversations. Inside, enjoy light-filled living spaces and a gourmet kitchen built for gathering, featuring custom cabinetry, stainless appliances, a professional-style gas range with statement hood, and an oversized granite island with sink and abundant storage. The spacious primary suite is a true retreat with tranquil views and a spa-inspired bath with dual vanity, soaking tub, and separate shower. Two additional bedrooms and baths provide comfort and flexibility for guests. Out back, the screened porch and patio deliver the quintessential Lowcountry backdrop-breezes through the trees, birdsong overhead, and front-row vistas across the lagoon to the fairway beyond. Callawassie Island's gated community elevates the lifestyle with an exceptional club experience, including golf, tennis, fitness, pool, dining, and miles of protected marsh and waterways.

64 Osprey Circle, Okatie

Listing courtesy of Charter One Realty.

$1,250,000

4 Beds ⋅ 5 Baths ⋅ 2,693 SqFt. ⋅ HILTONHEAD-504903 MLS

Experience the Lowcountry the way it was meant to be lived. This custom built Oldfield home is Lowcountry architecture at its core, defined by wide porches, clean lines, and sweeping golf course views, all grounded in true craftsmanship. Inside, open concept living anchors the home. The kitchen, dining area, and great room move as one, creating a natural space for conversation, celebration, and unhurried evenings after a day on the course. Custom inlay cabinetry and elevated finishes reflect thoughtful design without excess. Overlooking the Greg Norman golf course, the screened porch extends the living space outdoors, where mornings begin slow and evenings settle in easy. A newly completed bonus room with full bath and closet offers flexible space for guests or private retreat. Lightly enjoyed as a second home and built with intention, this is Lowcountry living done right.

24 Indigo Plantation Road, Okatie

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

$975,000

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. Selling Office: Coastal Real Estate Solutions II.

$1,149,500

2 Beds ⋅ 2 Baths ⋅ 1,570 SqFt. ⋅ HILTONHEAD-504451 MLS

This beautiful 1,570 square foot cottage is set on 2.52 picturesque acres with sweeping golf and pond views, centrally located near Spring Island's golf facility. Built in 2010 and awarded LEED Platinum Certification, the highest distinction from the U.S. Green Building Council. This home reflects an uncompromising commitment to sustainability, energy efficiency, and quality construction. Features include autoclaved aerated concrete construction, closed-cell insulation, a tankless water heater, Energy Star appliances, and LED lighting throughout. Warmth and character define the interiors, where reclaimed wood floors, antique ceiling beams, and traditional tabby walls showcase exceptional craftsmanship and timeless materials. Each room feels distinct through the thoughtful use of textures and finishes while maintaining an open, inviting flow that is both comfortable and intimate. The living room is anchored by a charming brick fireplace with custom built-in bookcases and accented by subtle, well-placed lighting. A step-down kitchen and dining area welcomes natural light from a wall of windows and features stained concrete flooring, wood paneling, and a striking reclaimed beam. The kitchen is beautifully appointed with custom cabinetry, granite countertops, stainless steel appliances, and a nearby utility room that serves as both pantry and laundry space. The first-floor bedroom is accessed through a private hallway with custom built-ins, a bench, and closet storage, offering a quiet retreat, with full bath is conveniently located just off the hall. Upstairs, an additional bedroom suite features its own bath along with built-ins and generous closets, creating a comfortable and private space for guests or family. Outdoors, a brick patio with fire pit sits beneath a canopy of mature live oak tree providing serene setting to enjoy the natural beauty and lifestyle that embraces Spring Island's charm.

15 Bird Patch Trail, Okatie

Listing courtesy of Spring Island Realty LLC.

$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.

$1,575,000

4 Beds ⋅ 5 Baths ⋅ 3,570 SqFt. ⋅ HILTONHEAD-504079 MLS

Designed for elevated coastal living and effortless entertaining, this custom residence is a masterclass in craftsmanship, scale, and thoughtful design. At its heart, a spectacular 21' x 41' Great Room seamlessly unites the living, dining, and kitchen spaces beneath a vaulted, beamed ceiling anchored by a gas fireplace. A dramatic 16-foot fully openable Andersen folding glass door dissolves the boundary between indoors and out, opening to a screened porch perfectly level with the main living space to create a true indoor-outdoor great room experience.The professional-caliber kitchen is both stunning and functional, centered around an expansive 9' island and outfitted with a full suite of Thermador appliances, including a refrigerator/freezer, double wall ovens, gas cooktop, drawer microwave, and dishwasher. Quartz countertops, a custom-built hood, designer tile backsplash, and a walk-in pantry elevate the space, while a dedicated wine refrigerator and sliding pass-through window provide seamless service to the outdoor grilling area.The screened porch itself is a showpiece, featuring retractable Phantom screens for unobstructed views, a vaulted ceiling, and a gas fireplace with a 200-year-old reclaimed barn mantel. Just beyond, the outdoor grill area includes a gas connection and stone counters for effortless entertaining.A private study sits behind frosted glass pocket doors, highlighted by a tray ceiling and shiplap red oak accent wall. The primary suite is a serene retreat, offering a tray ceiling, private terrace with sweeping sunrise views over the golf course, dual walk-in closets with custom built-ins, and a spa-inspired bath with soaking tub, dual vanities, and an oversized tiled shower.Two spacious first-floor guest suites, each accommodating king beds and featuring ensuite baths and shiplap accents, are thoughtfully separated for privacy. A well-appointed laundry room, owners' entrance, and oversized three-car garage with EV charging complete the main level. Upstairs, a large bonus room with private bath offers flexible living space, while an exceptional 500-square-foot conditioned storage room provides rare, full-height versatility. Additional features include, spray foam insulation, premium Andersen windows, wide-plank French oak floors, whole-house water filtration, and multi-zone HVAC, this home delivers luxury without compromise-designed for how people truly live.

29 Island Creek Drive, Okatie

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

$620,000

2 Beds ⋅ 2 Baths ⋅ 1,858 SqFt. ⋅ HILTONHEAD-503978 MLS

Welcome to the lifestyle you've been waiting for in the highly sought-after Sun City Hilton Head active adult community. This like-new Palmary Model offers effortless Southern living and is truly move-in ready with thoughtful upgrades throughout-perfect for those ready to enjoy life, not a to-do list.From the extended driveway and charming paver front porch, you'll feel right at home the moment you arrive. Inside, the open-concept design creates a welcoming flow between the gourmet kitchen, dining area, and living room-ideal for everyday comfort and easy entertaining. Large windows frame peaceful golf course views, drawing your eye straight to the four-season lanai and outdoor kitchen, where mornings start with coffee and evenings end with views of the 17th hole of Argent Lakes.The home features two bedrooms, two bathrooms, plus a flexible den/office-perfect for hobbies, guests, or a quiet reading space. The spacious primary suite is a true retreat, complete with a spa-like ensuite, oversized walk-in shower, and an impressively large upgraded closet. Elegant tray ceilings in the living room and primary bedroom add a refined touch throughout.Entertaining is a breeze with a built-in bar with refrigerator and ice maker, and outdoor living shines with a backyard designed for relaxing and gathering alike. Best of all, you're just minutes from the Northside Amenity Center, offering indoor and outdoor pools, fitness and gym facilities, tennis, pickleball, and cozy outdoor fire pits.Sun City Hilton Head is more than a neighborhood-it's a lifestyle. With 150+ social clubs and groups, there's always something to do and new friends to meet. And coming soon: a multi-million-dollar, resort-style amenity center featuring one of South Carolina's largest pools.If you're considering new construction, look no further-this home offers the upgrades, location, and lifestyle without the wait. Move right in and start living the retirement you've earned.

60 Carnation Road, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Keller Williams Realty.

$700,000

3 Beds ⋅ 3 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-503938 MLS

Enjoy the stunning views of Magnolia 5 fairway and ponds. Huge vaulted screened porch with fireplace. Primary bedroom on first floor with den adjacent.. Large great room with cathedral ceilings with fireplace. Upstairs is a sitting room with two bedrooms that have a jack and jill bath as well as a finished room over garage. Newer roof & HVAC. 2 tankless propane hot water heaters. New plumbing and many new windows. Private gated Island community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock, 6 tennis courts, Pickleball courts, 27 hole golf course, dog park, bocce courts & 24/7 gated security

91 Winding Oak Drive, Okatie

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

$699,900

3 Beds ⋅ 4 Baths ⋅ 2,867 SqFt. ⋅ HILTONHEAD-503347 MLS

This home now represents one of the finest values on Callawassie Island, granting a buyer flexibility to improve and elevate the property to their liking. Boasting phenomenal views of the newly renovated Tom Fazio Magnolia course Hole 3 green. An entertainers' dream home with an ample kitchen and luxurious wet bar with custom built-ins is the icing on the cake for this gem! Further detailed by a grand office, dining room, fireplace, and generously sized primary bedroom. An additional bedroom and full bedroom with bathroom over the garage complete the property. Natural light abounds with soaring cathedral and tray ceilings as well as oversized windows. Take pride in living in South Carolina's first certified Wildlife Habitat Community.

49 Winding Oak Drive, Okatie

Listing courtesy of Charter One Realty.

$800,000

3 Beds ⋅ 4 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-503730 MLS

This beautifully maintained Lowcountry-style home, featuring a traditional front porch and classic dormers, offers a thoughtfully designed open floor plan that captures the relaxed yet refined feel of Southern living. Located within a private cul-de-sac and adjoining a serene open-space lot, the home now presents a substantial $200,000 price improvement, creating an outstanding opportunity for a buyer to personalize and elevate the property to their own vision. The gorgeous lawn and professional landscaping overlook two holes of Callawassie Island's recently renovated Tom Fazio-designed Magnolia Course. Inside, a stunning great room features built-in bookcases, an entertainment center, a wood and gas fireplace, and floor-to-ceiling windows that bring the beauty of the outdoors into the home. A formal dining room and a spacious study complete the layout, all in a truly perfect location.

34 Osprey Circle, Okatie

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

$325,000

HILTONHEAD-503483 MLS

Experience the beauty and quiet elegance of Spring Island living at 275 Spring Island Drive. This 2.05-acre homesite is ideally positioned between the 3rd and 4th holes of the Old Tabby Links Golf Course, offering picturesque views and a peaceful, natural setting. With over two acres of land, the property provides the perfect foundation for a thoughtfully designed cottage or an expansive custom home. Whether your vision is a private retreat or a full-time residence, this homesite delivers space, scenery, and an exceptional location within a renowned golf course community. DISCLAIMER: Lot lines depicted are approximate and intended solely as a visual aid. They may not reflect exact property boundaries. Buyer to verify all measurements and boundaries.

275 Spring Island Drive, Okatie

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

$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.

$2,062,500

3 Beds ⋅ 3 Baths ⋅ 2,494 SqFt. ⋅ HILTONHEAD-503362 MLS

In the late 1700s, the original owner of Spring Island selected a nearby site for his home, today known as the Old Tabby Ruins, drawn by the extraordinary panorama over Port Royal Sound. That same breathtaking view remains one of the finest in the South Carolina Lowcountry. Combined with views of the 18th green of Old Tabby Links and close proximity to the golf clubhouse, this home enjoys one of the most desirable locations on the island. Designed by Beaufort architect Jim Thomas, the home reflects timeless Lowcountry architecture with materials chosen for their historical precedent, beauty, and durability. A slate roof, wood shingle exterior, Savannah gray brick, and round handmade brick columns convey a sense of permanence and craftsmanship. Wide brick-floored porches provide ideal spaces to relax and entertain while taking in views of the golf course, Old Tabby Ponds, distant islands, and Port Royal Sound. Inside the home, a gracious foyer opens to a living room with an oversized raised-hearth brick fireplace and a striking curved staircase separating the living and dining rooms. The dining room features a second fireplace and built-in wine storage and connects seamlessly to a beautifully equipped open kitchen. A den with new custom built in bookshelves and entertainment system accommodates a 65" tv and the adjacent full bath offers flexible use as a sitting room or additional bedroom. The second floor includes a serene primary suite with a marble bath and dressing room, a comfortable guest bedroom with its own bath, and a conveniently located laundry room. Both upstairs bedrooms and the living room overlook the 18th fairway with expansive views across the Chechessee River and Port Royal Sound. Originally designed as a residence, the home later served as the Spring Island Club's Golf House, a place remembered fondly for afternoons spent on the porch enjoying the scenery and conversation. Cozy enough for quiet retreat yet refined enough for entertaining, this exceptional property offers a rare blend of history, craftsmanship, and setting.

16 Tabby Links Lane, Okatie

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

$639,000

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.

$690,000

3 Beds ⋅ 3 Baths ⋅ 2,230 SqFt. ⋅ HILTONHEAD-503102 MLS

Discover this spacious 3-bedroom, 3-bath, 2,230 sq. ft., Club Cottage on Callawassie Island, offering single-story living with an open floor plan, a 2-car garage, and serene views along the first fairway of the Dogwood Course. Being sold fully furnished-including all kitchenware and appliances-except for artwork. Perfect as a primary home, getaway, or short-term rental. The heart of the community is the Tom Fazio-designed 27-hole golf course, complemented by tennis courts, pickleball, fitness facilities, two swimming pools, and a clubhouse for dining and social gatherings. The River Club also offers fantastic river views, a swimming pool, and additional dining options. Residents enjoy deep-water access from the community docks, making Callawassie Island an ideal destination for boating, kayaking, and fishing. Callawassie Island, South Carolina, is a private, gated island community located between Bluffton and Beaufort, and just about 30 minutes from Hilton Head Island and Savannah. It offers the perfect balance of quiet, natural living with convenient access to culture, dining, and shopping. The island is known for its natural beauty, with more than 880 acres of maritime forest, salt marshes, tidal creeks, and deep-water access to the Colleton and Okatie Rivers. Designated as a Certified Community Wildlife Habitat, Callawassie Island emphasizes conservation and harmonious coexistence with nature.

45 Callawassie Club Drive, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Greco Group Brokered by eXp Realty.

$1,100,000

2 Beds ⋅ 3 Baths ⋅ 1,585 SqFt. ⋅ HILTONHEAD-503117 MLS

Surrounded by majestic Live Oaks and overlooking the 12th fairway of Old Tabby Links, this property offers a beautifully finished guest cottage and an elegant retreat. Take advantage of the cottages in place or expand and build your dream home on this expansive 1.96 acre lot. Both structures in place feature brick exteriors, custom mahogany doors, concrete tile roofs, and premium oak flooring. Recent enhancements include a fenced dog run and a screened porch. The two bedroom guest cottage offers baths finished in cream marfil and travertine, charming bedroom alcoves, a well equipped living area with under counter refrigerator and freezer, a brick accent wall, and a full size washer and dryer. The Retreat provides a refined escape with the flexibility to be an additional sleeping area with a full bathroom featuring exquisite paneling and trim, a wet bar, and views of the golf course. With a flat screen TV above the fireplace, it is an ideal place to relax and unwind.

30 Bee Tree Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$225,000

HILTONHEAD-503038 MLS

Build your dream home on this exceptional 2.9-acre homesite perfectly positioned in the heart of Spring Island. Offering a rare combination of privacy, space, and convenience, this generous lot sits along the 12th hole of the renowned Arnold Palmer-designed Old Tabby Links golf course. Enjoy effortless access to some of the community's most beloved amenities, including the Art Barn, Golf House, and nearby trails while still feeling worlds away in your own natural sanctuary. With ample room for a custom residence, outdoor living spaces, and preserved Lowcountry landscape, the possibilities are endless. Whether you envision a tranquil retreat or an active island haven, 36 Bee Tree Drive provides the ideal setting to bring your vision to life.

36 Bee Tree Drive, Okatie

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

$765,000

3 Beds ⋅ 3 Baths ⋅ 2,437 SqFt. ⋅ HILTONHEAD-502461 MLS

Located in the heart of Sun City Hilton Head, this stunning Dunwoody Way model sits directly on the Argent Lakes Golf Course, offering sweeping fairway views and the relaxed elegance of Lowcountry living. This highly sought-after floor plan features 3 bedrooms, 3 full baths, and a versatile flex/office space-perfect for guests or a quiet retreat. From the moment you enter, you're greeted by an open-concept design that flows effortlessly from the front foyer through the spacious living room and out the oversized patio door to the screened lanai. Large windows frame peaceful golf course vistas, creating a perfect backdrop for entertaining or simply unwinding. Outside you will find a sprawling patio-an ideal setting to enjoy your morning coffee or savor those serene southern evenings after a day exploring all that Sun City has to offer. The gourmet kitchen is a chef's dream with upgraded stainless steel appliances, a cozy dining nook, and elegant finishes throughout. Fine details such as manufactured hardwood flooring, deep crown moldings, wainscoting in the entry, and French doors with transoms add charm and sophistication. Your primary suite is a private haven with a luxurious en suite bath, super shower, a custom walk-in closet, and tranquil backyard views that greet you each morning. For added convenience, the garage features an epoxy floor, golf cart/extra-attached bay, and a full stairway walk-up attic providing ample storage space. Living in Sun City Hilton Head means embracing a vibrant, active lifestyle-with over 150 clubs and social groups, three golf courses, pickleball and tennis courts, fitness centers, and indoor and outdoor resort-style pools. Plus, enjoy easy access to the brand-new, multi-million-dollar amenity center coming soon! Discover why southern hospitality and resort-style living come together perfectly in this exceptional Sun City home.

434 Maplemere Lane, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$500,000

3 Beds ⋅ 3 Baths ⋅ 2,398 SqFt. ⋅ HILTONHEAD-502567 MLS

Welcome to Callawassie Island, a private gated island sanctuary community with numerous amenities. With a new roof, this spacious 3 bedroom, 2.5 bath one level is perfectly framed by sweeping views of Spanish moss-draped oaks and the Tom Fazio "Palmetto" course. Sunlight filters through generous windows, illuminating architectural details. With vaulted ceilings and a wall of windows, the inviting great room is anchored by the fireplace. Entertaining is easy with the spacious dining area open to the kitchen. The kitchen showcases custom wooden cabinetry and a walk-in pantry. The tranquil primary suite overlooks the wide views and offers a jetted spa tub, walk-in shower and dual vanities. A large two car garage with a dedicated golf cart bay, this home is priced for you to add your personal touches.

9 Winding Oak Drive, Okatie

Listing courtesy of Keller Williams Realty. Selling Office: William Raveis - Carolina LLC.

$750,000

3 Beds ⋅ 3 Baths ⋅ 2,104 SqFt. ⋅ HILTONHEAD-502751 MLS

Ideally located midway between Beaufort and Bluffton, this furnished, move-in ready Callawassie Island home was originally renovated in 2020 and thoughtfully improved again in 2025. Filled with natural light, it offers peaceful views of the Palmetto #4 green on the newly renovated Tom Fazio-designed course.The kitchen features VIKING stainless steel appliances, while a spacious screened porch creates an easy, inviting flow for everyday living and entertaining. A 2023 roof and Wi-Fi-enabled water heater add efficiency and peace of mind.Recent interior updates include solid wood closet shelving, new LED lighting, fresh interior paint, a whole-home audio system, four mounted TVs, and six Ring cameras. The foundation was reinforced with new footer supports in 2024 and passed follow-up inspection with no issues, with all prior inspection items addressed.Exterior improvements include freshly painted decks, stairs, and railings. Callawassie Island residents enjoy golf, deep-water docks, dining, fitness, pools, tennis, pickleball, bocce, and more.

3 Winding Oak Drive, Okatie

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

$750,000

3 Beds ⋅ 3 Baths ⋅ 2,131 SqFt. ⋅ HILTONHEAD-502595 MLS

Welcome home to this newly renovated Club Cottage, where elegance meets Lowcountry charm! This stunning home is situated in the highly coveted club cottage section, just steps from the Main Clubhouse, Fitness Center, Golf Proshop and Racquet Courts. It offers the perfect blend of indoor and outdoor living spaces, with spacious porches that are ideal for entertaining. Additional features include a convenient floor plan, high ceilings, and a beautiful fairway view of the Dogwood course through the privacy of mature native trees. The home also has a newer HVAC unit, w built-in infrared air purifier, roof, whole-home generator, water filtration system, tankless water heater, LED lighting, and a full two-car garage and golf cart. This home is a great option for a full or part resident, or as a fantastic income generator. Callawassie Island is considered by many as the best location in the County benefitting from the central location to both Beaufort and Port Royal as well as Bluffton and Hilton Head Island!

33 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Peirce Group Brokered by EXP Realty LLC.

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