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$3,895,000
3 Beds 4 Baths 3,004 SqFt. HILTONHEAD-512785 MLS
Welcome to Old Tabby Cottage, where Lowcountry luxe meets New England traditional. This dream home has one of the finest views on Spring Island, with marsh views to the Chechessee River and the Port Royal Sound. The panoramic view includes a wildflower meadow and a series of water lily ponds. This 3-bedroom, 3.5 bath Nantucket-inspired exceptional residence is situated on the Old Tabby Links 18th hole. A top to toe remodel was spearheaded by acclaimed Interior Designer/Owner Lisa Furey. The home's light-filled open spaces, curated finishes, custom cabinetry and extensive millwork are key features of the home. Seamless indoor to outdoor transitions contribute to the relaxed sophistication of the home. The home has first floor and second floor primary suites with dramatic views of professionally landscaped gardens and the marsh/Sound. At the heart of the home is a bespoke kitchen and scullery featuring hand-crafted custom cabinetry, natural stone countertops, custom lighting and custom tile. Aside from the pierced-brick foundation and porches, this home was completely rebuilt in 2024/2025. A detailed list of work performed and interior/exterior specifications can be found in the Documents folder. Residents of Spring Island enjoy exclusive access to world-class amenities such as golf, equestrian facilities, tennis courts, boating, arts, and scenic trails. All information is deemed correct, buyer to verify.

4 Tabby Links Lane, Okatie

Listing courtesy of BHHS Bay Street Realty Group (Beaufort).

$2,450,000
4 Beds 5 Baths 4,400 SqFt. HILTONHEAD-512657 MLS
Rare opportunity to create an exceptional custom residence in Berkeley Hall, one of the area's most prestigious gated golf communities. This proposed 4-bedroom, 4.5-bath home pairs timeless architecture with impeccable high-end selections and thoughtful design throughout. The meticulously designed floor plan offers generous living spaces, private en-suite accommodations, and seamless indoor-outdoor living complete with an outdoor grilling area and heated/chilled pool. Every detail has been carefully curated, from custom cabinetry, designer lighting, premium plumbing fixtures, and luxury countertops to wide-plank flooring and beautifully selected tile and stone. The gourmet kitchen will feature a statement island, Sub-Zero appliances, and a well-appointed scullery/pantry, while the primary suite offers a serene, spa-inspired retreat. Expansive windows and inviting outdoor spaces embrace the beauty of the Lowcountry and create an effortless setting for both entertaining and everyday life. With an ARB-approved plan and expedited selection process already in place, this residence offers the rare ability to personalize a truly distinctive new home with a second-generation local builder known for quality. Berkeley Hall provides an unparalleled lifestyle with two acclaimed golf courses, extensive walking and biking trails, exceptional clubhouse and fitness amenities, and miles of scenic natural landscape. A unique opportunity to build a sophisticated, beautifully appointed home where luxury, craftsmanship, and Southern living come together seamlessly.

60 Clifton Drive, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$600,000
2 Beds 2 Baths 1,961 SqFt. HILTONHEAD-512516 MLS
Beautifully appointed Martin Ray in Sun City North offering a sparkling clean 2 bedrooms, 2 baths plus a versatile office/den and an impressive list of custom upgrades. Thoughtful details throughout include double crown molding, a dramatic navy dining area accented with wood trim, and an upgraded kitchen featuring newer quartz countertops, crisp white cabinetry, contrasting wood-tone island cabinetry with pull outs, elevated dishwasher and custom pendant lighting.A beautifully designed butler's pantry provides additional quartz countertops, sink, cabinetry and built-in wine storage-perfect for entertaining. A striking stone fireplace with a sleek horizontal electric insert provides both warmth an inviting focal point. The open living area flows through a triple sliding glass door to the exceptional screened lanai, upgraded with vinyl windows, shades, additional heating and air conditioning, creating comfortable additional living space throughout the seasons. Epoxy-finished flooring enhances both the rear lanai and front porch.The spacious primary suite features a super shower with newer herringbone-pattern tile flooring. The second bedroom offers wonderful flexibility with a custom Murphy bed surrounded by built-in cabinetry with integrated electrical, all of which conveys with the home.Additional upgrades include a whole-house Kinetico water filtration system, whole-house air filtration system, CPI security system, water sensors at washer /dryer and primary bath areas, and tankless water heater. The garage offers two-car parking plus additional tandem space ideal for a golf cart, a particularly desirable feature for enjoying the Sun City lifestyle.Set against a wooded backdrop and surrounded by the outstanding amenities of Sun City Hilton Head, this beautifully upgraded home combines thoughtful design, exceptional functionality and inviting indoor-outdoor living. Move-in ready with the upgrades already done-simply unpack and start enjoying the Lowcountry lifestyle.

1151 Northlake Boulevard, Okatie

Listing courtesy of Keller Williams Realty.

$899,000
4 Beds 4 Baths 3,587 SqFt. HILTONHEAD-512387 MLS
This quintessential Lowcountry home offers easy one-story living amid exceptional private surroundings on Callawassie Island. Thoughtfully positioned in one of the most desirable settings, 1 S Oak Forest sits directly across from the picturesque butterfly garden and beside protected green space, creating a beautiful natural backdrop and an uncommon sense of privacy, while remaining just steps from the River Club, community pool, and boat docks. The spacious open floor plan is filled with natural light and flows into the gourmet kitchen and rear Carolina room overlooking a tranquil natural oasis. Meticulously maintained, the home features custom built-ins, plantation shutters, generously sized rooms, and a dedicated office. A charming guest suite above the garage includes a kitchenette and full bath, offering a comfortable space for guests or extended stays. Recent improvements provide added peace of mind, including a brand-new architectural roof with transferable warranty, freshly painted exterior, and two nearly new HVAC units. Callawassie Island is considered by many to be one of the best locations in Beaufort County, offering an exceptional Lowcountry lifestyle with world-class amenities, including Tom Fazio golf, waterfront clubhouses, a fitness facility, community pools, boat docks, and more. A rare combination of privacy, nature, convenience, and thoughtful updates, 1 S Oak Forest is a wonderful place to call home.

1 S Oak Forest Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,360,000
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 a 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 fire pit, 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.

$1,199,000
4 Beds 5 Baths 4,408 SqFt. HILTONHEAD-512019 MLS
Highly customized and truly better than new, this exceptional Renown model on a premium lot features serene lagoon and wooded views. The expanded open floor plan offers over 4,400 sq. ft. of thoughtfully designed living space, including a generous extended living room, 4 bedrooms, 4.5 baths and multiple main-level primary suites. At the heart of the home is a stunning chef's kitchen featuring KitchenAid appliances, abundant high-end cabinetry and an oversized center island perfect for entertaining. With over $220,000 in custom upgrades in addition to $189,000 in builder upgrades, no detail was overlooked. A true showpiece is the impressive 540+ sq. ft. four-season Carolina room, featuring soaring vaulted ceilings and Italian porcelain tile, creating an incredible year-round space for entertaining or simply relaxing while taking in the views. The Carolina room leads out to a finished patio area perfect for grilling. The second floor provides wonderful flexibility and an ideal opportunity for multigenerational living, complete with its own spacious living area. Additional highlights include abundant storage, elegant tray ceilings, plantation shutters, custom lighting and a finished 3-car garage with epoxy floors and custom shelving. Craftsman trim package throughout home. The beautifully landscaped grounds feature Zoysia grass and a lovely flower garden. Enjoy the unmatched Sun City lifestyle with golf, pools, fitness centers, restaurants, tennis, pickleball, walking trails, clubs and an incredible variety of social activities. Homes of this caliber rarely become available, and this one truly must be seen to be fully appreciated. AI-modified images are included for visualization only.

901 Dreamscape Drive, Okatie

Listing courtesy of Dunes Real Estate.

$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.

$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.

$1,050,000
3 Beds 3 Baths 3,103 SqFt. HILTONHEAD-510836 MLS
Tucked at the end of a quiet cul-de-sac and shared by only four residences, this Classic Lowcountry-style home offers a rare combination of privacy, pedigree, and place. Originally built by Steve Tilton of Coastal Signature Homes, the residence reflects the craftsmanship and thoughtful detailing this builder is known for, from refined millwork to finishes selected with an eye for timeless quality.The setting is equally exceptional. Recently expanded to 1.09 acres, the property is canopied by mature Live Oaks and offers partial marsh views, creating a sense of seclusion that's increasingly rare to find. With only three neighboring homes on the entire street, this feels less like a residential lot and more like a private retreat, the kind of privacy that simply can't be recreated.This is Lowcountry living at its most authentic: classic architecture, masterful construction, and a setting defined by nature, quiet, and space to breathe.

6 Winding Oak Court, 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 2,108 SqFt. HILTONHEAD-510356 MLS
Welcome to 13 River Marsh Lane, a charming Lowcountry cottage nestled within the desirable Cottage Section of Callawassie Island-one of the few areas where short-term rentals are permitted, offering exceptional flexibility for homeowners and investors alike. Sold fully furnished, this turnkey property is ready for immediate enjoyment or income-producing potential. This beautifully maintained 3-bedroom, 2.5-bath home blends timeless Southern charm with modern comfort. Hardwood floors, abundant natural light, and inviting living spaces create a warm and welcoming atmosphere. The thoughtfully updated kitchen and baths complement the home's classic coastal character, while front and rear porches provide the perfect setting to enjoy the island's peaceful surroundings. Located just moments from Callawassie Island's world-class amenities, including 27 holes Tom Fazio golf, tennis, pickle ball, bocce, fitness, dining, and waterfront recreation, this property offers an exceptional opportunity to embrace the Lowcountry lifestyle. Whether you're seeking a primary residence, vacation retreat, or investment property, 13 River Marsh Lane delivers the best of island living.

13 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$649,000
3 Beds 2 Baths 2,412 SqFt. HILTONHEAD-509871 MLS
Napa Valley single story model in the sought-after Sun City North, ideally located between the Lake House Amenity Center and the new Argent West Amenity Center. This spacious 3-bedroom home offers the perfect blend of comfort and coastal charm, featuring a light and bright coastal-inspired gourmet kitchen with upgraded finishes, ample cabinetry, and generous prep space for entertaining. Enjoy a designated dining area ideal for gatherings, along with a cozy fireplace that creates a warm and inviting living space. The thoughtfully designed split floor plan provides privacy for guests with separated guest bedrooms, while the primary suite boasts an upgraded zero-entry walk-in shower for ease and luxury. A perfect combination of style, function, and lowcountry living!

361 Fern Leaf Lane, Okatie

Listing courtesy of Keller Williams.

$595,000
3 Beds 2 Baths 1,180 SqFt. HILTONHEAD-509028 MLS
Welcome to your private retreat! Nestled on a secluded 1-acre parcel, this 3-bedroom, 2-bathroom home offers the perfect blend of comfort, functionality, and outdoor living. Step outside to your own backyard oasis featuring a pool, spacious patio area, and a fully equipped outdoor kitchen - ideal for entertaining family and friends year-round.The property also features a covered two-car workshop, perfect for car enthusiasts, hobbyists, contractors, or additional storage needs. An added flex space currently set up as a gym provides endless possibilities and can easily be transformed into a home office, studio, game room, or whatever fits your lifestyle.With ample room throughout the property for boats, RVs, trailers, equipment, or extra storage, this home delivers the space and privacy that are hard to find. Just a short walk away, residents can enjoy access to a community park featuring a dock with water access - perfect for kayaking, paddle-boarding, fishing, or simply enjoying the waterfront scenery.

48 Camp Saint Mary Road, Okatie

Listing courtesy of Palmetto Coast Realty Group.

$914,000
4 Beds 3 Baths 2,801 SqFt. HILTONHEAD-509015 MLS
Nestled on a private circle within the prestigious Callawassie Island community, 8 Chechessee Circle is a beautifully renovated Lowcountry retreat where timeless elegance meets breathtaking natural beauty. Surrounded by majestic live oaks draped in Spanish moss, this thoughtfully updated home offers sweeping marsh and tidal creek views, creating a peaceful sanctuary for nature lovers and those seeking refined coastal living. Designed with both comfort and sophistication in mind, expansive windows fill the home with natural light while showcasing the stunning scenery from nearly every room. The spacious great room features cathedral ceilings, custom bookshelves with storage, and an updated fireplace, creating a warm and inviting gathering space. The great room flows seamlessly into the updated kitchen and four-season Carolina room, making the home ideal for both entertaining and quiet relaxation. Recent improvements include upfitted kitchen cabinets, new kitchen appliances, countertops, and a farmhouse sink, along with wide-plank engineered English oak floors and a new HVAC system (2026), bringing modern style and comfort throughout the home. The primary suite offers a serene escape with tranquil marsh views, a beautifully renovated bath, and generous his-and-her walk-in closets. Flexible living spaces provide options for a home office, formal dining room, or additional guest accommodations, allowing the home to adapt easily to a variety of lifestyles. Outdoor living is equally inviting, with a shaded deck that provides the perfect setting for morning coffee while taking in the peaceful marsh views and abundant Lowcountry wildlife. Located within the private, gated golf community of Callawassie Island, residents enjoy access to world-class amenities including 27 holes of Tom Fazio-designed golf, tennis, pickleball, fitness facilities, community docks, dining, pools, and miles of scenic marshfront beauty. Ideally positioned between Beaufort, Bluffton, Hilton Head, and Savannah, 8 Chechessee Circle offers the perfect balance of privacy, luxury, natural beauty, and convenience.

8 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

7 Woodstork Watch, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$49,000
HILTONHEAD-508376 MLS
Great opportunity to own a wonderful lot just steps from the world class amenities of Berkeley Hall. The home site is located a short walk to the spectacular Berkeley Hall Clubhouse and it is located across from the Berkeley Hall Fitness center. At nearly a quarter of an acre, this home site could be perfect to build a smaller home in the community. Berkeley Hall features two amazing golf courses, a golf practice facility that sets the bar high, a River Park (where you can kayak or charter the community boat), a fire pit, spa services, two eateries (the 4 Seasons Verandah and the Tap Room), a dog park, walking trails, pickle ball, tennis, a resort style outdoor pool, indoor pool, and so much more. This property is truly a must see.

12 Clarendon Lane, Okatie

Listing courtesy of Charter One Realty.

$562,500
3 Beds 2 Baths 2,041 SqFt. HILTONHEAD-505904 MLS
Welcome to easy, elegant Lowcountry living in the highly sought-after Sun City Hilton Head - where every day feels like a getaway. This beautifully maintained, newer 3-bedroom 2-bath (with added office) Summerwood model home reflects true pride of ownership and offers the perfect blend of comfort, style, and low-maintenance living. The open-concept layout creates a seamless flow between the white/bright kitchen and living/dining spaces, making it easy to host family and friends or simply enjoy a quiet evening at home. The spacious primary suite is a peaceful retreat featuring a large primary bath with separate shower and tub. Outside, the large covered porch, complete with a screened lanai and retractable awning, invites you to relax year-round-whether you're sipping coffee in the morning or enjoying the serene, landscaped backyard in the evening. Added hurricane and lightning protection. As a resident of Sun City Hilton Head, you'll enjoy a vibrant, resort-style lifestyle with access to championship golf, multiple pools, state-of-the-art fitness centers, walking trails, and a full calendar of social activities.

2106 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty.

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

50 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

49 Winding Oak Drive, Okatie

Listing courtesy of Charter One Realty.

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

50 Callawassie Club Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

51 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

27 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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