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$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.

$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.

$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.

$946,900
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, the residence features expansive windows that flood the home with natural light while showcasing the stunning scenery from nearly every room. The spacious great room with cathedral ceilings and a cozy fireplace flows seamlessly into the Carolina room and updated kitchen, making the home ideal for entertaining or quiet relaxation. Recent improvements include new wide plank engineered oak floor coverings and a new HVAC system installed this year, adding both style and modern comfort throughout the home. The primary suite offers a serene escape with tranquil water views, beautifully renovated baths, and generous walk-in closets. Flexible living spaces provide options for a home office, formal dining room, or additional guest accommodations. Outdoor living is equally inviting, with a large deck perfect for enjoying morning coffee, evening sunsets, 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, pickle ball, fitness facilities, community docks, dining, pools, and miles of scenic marsh front beauty. Ideally positioned between Beaufort, Bluffton, Hilton Head, and Savannah, this home offers the perfect balance of privacy, luxury, and convenience.

8 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$879,000
3 Beds ⋅ 4 Baths ⋅ 2,722 SqFt. ⋅ HILTONHEAD-508619 MLS
Beautifully renovated Lowcountry home located in a private gated community of Callawassie Island, offering the perfect blend of timeless Southern charm and modern updates. This 3-bedroom, 3 1/2 bath residence has been thoughtfully updated over the last 4 years with attention to both style and functionality. Inside, you'll find spacious living areas, updated finishes, and a flowing floor plan designed for comfortable everyday living and entertaining alike. Each bedroom offers its own en suite bath, while the additional half bath adds convenience for guests. Enjoy the character and warmth of classic Lowcountry architecture paired with the peace of mind that comes from recent renovations. Plantation shutters, 6 burner gas stove with double ovens. Nestled within a gated community, this home provides privacy, security, and a relaxed coastal lifestyle close to everything the Lowcountry has to offer. Callawassie Island is a private gated Island Community that offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated

83 Osprey Circle, Okatie

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

$865,000
3 Beds ⋅ 3 Baths ⋅ 2,303 SqFt. ⋅ HILTONHEAD-507814 MLS
Completely reimagined and impeccably renovated, 5 Oyster Court on Callawassie Island is a true Lowcountry gem that blends timeless charm with modern sophistication. Every detail has been thoughtfully curated in this top-to-bottom transformation, showcasing high-end finishes, designer touches, and quality craftsmanship throughout. The well-designed floor plan offers comfortable, easy living and effortless flow for entertaining, while the stunning updated kitchen serves as the heart of the home with premium appliances, custom cabinetry, and elegant surfaces. The spacious primary suite provides a serene retreat, complemented by beautifully renovated baths that evoke a spa-like experience. Additional guest rooms offer comfort and privacy, and the third bedroom offers flexibility as an ideal home office or study. Extending across the entire back of the home, an oversized screened porch creates the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry surroundings. Significant upgrades provide added value and peace of mind, including all new windows, new HVAC system, and new hot water heaters. Nestled on a quiet cul-de-sac, the property offers a tranquil setting with inviting outdoor spaces to enjoy the natural beauty of Callawassie Island. Ideally located just moments from the River Club, deep water docks, and family pool, this home provides easy access to some of the community's most sought-after amenities. This move-in-ready home presents a rare opportunity to own a fully renovated residence in one of the Lowcountry's most desirable private communities, known for its championship golf, deepwater access, and exceptional amenities.

5 Oyster Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$798,000
3 Beds ⋅ 3 Baths ⋅ 2,591 SqFt. ⋅ HILTONHEAD-507892 MLS
Located on desirable Osprey Circle, this beautifully maintained, single-level 3-bedroom home offers a move-in ready opportunity with thoughtful renovations throughout. Set among native hardwoods, magnolias, and palms, the property captures a true sense of serenity, enhanced by manicured gardens, natural surroundings, and great elevation-creating a setting that feels like a private retreat. The kitchen was fully renovated in 2025 and features new appliances, a custom-designed hood, large wine cooler, and an added coffee bar and pantry area, creating a functional and elevated space for both everyday living and entertaining. Interior updates include new paint, updated lighting fixtures throughout, new toilets, and new flooring in select areas. Additional improvements include a new vanity in the half bath (2024), a newly added second bathroom, an Aquasana water filtration system, and an LG washer/dryer tower.Outdoor living has been significantly enhanced with a new screened porch (2024), approximately 15.5 x 15.5, ideal for relaxing or entertaining. The exterior also features an enhanced front entry with added pavers, patio upgrades, expanded outdoor living space, and a newly designed backyard with all new plantings for increased privacy. A new driveway, refreshed landscaping, and irrigation updates complete the setting.This home offers a rare combination of quality updates, easy one-level living, and a prime location within Callawassie Island-perfect for those seeking both comfort and connection to the natural beauty of the Lowcountry.

15 Osprey Circle, Bluffton

Listing courtesy of Coastal Real Estate Solutions II.

$695,000
3 Beds ⋅ 3 Baths ⋅ 2,276 SqFt. ⋅ HILTONHEAD-507603 MLS
This Lowcountry home, ideally situated within the Club Cottage section of Callawassie Island, offers a unique blend of flexibility and lifestyle, perfect as a primary residence, second home, or an investment opportunity with rental income potential as you begin your transition south.Featuring 3 bedrooms and 3 baths, the home is thoughtfully positioned to capture sweeping golf and marsh views overlooking Dogwood #9. A spacious rear porch with cable railings enhances the setting, allowing for uninterrupted, expansive views and seamless outdoor living. The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

8 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

2 S Oak Forest Drive, Okatie

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

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

50 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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.

$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.

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

26 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$995,000
3 Beds ⋅ 3 Baths ⋅ 2,435 SqFt. ⋅ HILTONHEAD-502431 MLS
Newer construction, refined Lowcountry design, and future expansion potential come together at 61 Winding Oak Drive, a 2024 custom-built home on prestigious Callawassie Island. Positioned on an elevated homesite along the newly renovated Magnolia Golf Course, this bright one-level residence offers privacy, quality, and an unusually versatile layout for buyers who want ease of living today with room to grow tomorrow.A tabby driveway with brick apron sets the tone, while the front porch captures a glimpse of the river just across the street. Inside, natural light highlights French oak floors, cottage-style trim, custom window treatments, and a crisp, timeless palette. The open-concept living area features vaulted ceilings, a gas fireplace, and seamless flow into the kitchen and dining spaces.The kitchen was designed to both impress and perform, with abundant cabinetry, and a butler's pantry that adds charm, storage, and everyday function. The main level includes 3 bedrooms, 2.5 baths, a dedicated home office, and a heated/cooled storage room that could serve as a second office, hobby room, fitness space, or additional flex area.One of the most compelling features is the expansive walk-up attic space. Already offering substantial storage, lighting, this area presents a valuable opportunity for future finished living space, a bonus room, guest suite, studio, media room, or potential 4th bedroom configuration, subject to permitting. In a market where many buyers want newer construction but hesitate over limited bedroom count, this home offers a rare path to added functionality without sacrificing the convenience of one-level living.The primary suite is a true retreat with two closets featuring custom solid wood built-ins and a well-appointed bath. Outdoor living is equally inviting with a screened porch, large patio with pergola, and a spacious backyard ideal for relaxing, entertaining, or enjoying the peaceful golf-course setting.Additional highlights include an oversized 2 car garage with golf cart bay and a tankless Rinnai water heater. Beyond the home, Callawassie Island offers an exceptional private island lifestyle with golf, tennis, pickleball, fitness, deepwater access, dining, and a vibrant social scene surrounded by the natural beauty of the Lowcountry.

61 Winding Oak Drive, Okatie

Listing courtesy of Coldwell Banker Access Realty.

$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.

$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.

$1,129,000
3 Beds ⋅ 3 Baths ⋅ 2,403 SqFt. ⋅ HILTONHEAD-500852 MLS
NEW CONSTRUCTION- Completed! by Artisan Custom Homes! Situated in one of the most desirable areas within Callawassie Island with unique private views of Lagoon/Golf on Magnolia #7. The Palmetto Plan features include true Lowcountry coastal earth tones with natural textures and traditional design. White oak wood flooring, stainless steel appliances w/ gas cooktop/range and tankless gas HW Heater, spray foam insulation. Screened porch to enjoy the scenic views. Completion Summer 2025.Discover the natural beauty of South Carolina's 1st Certified Wildlife Habitat Community- Callawassie Island. 27 Holes of Tom Fazio Designed golf recently renovated.

96 Osprey Circle, Okatie

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

$1,075,000
4 Beds ⋅ 5 Baths ⋅ 3,460 SqFt. ⋅ HILTONHEAD-500696 MLS
Situated with a panoramic view of the golf course, this Lowcountry style custom home is surrounded by majestic oaks & blooming magnolias. Home has a large primary suite and two bedrooms on the first floor. A finished suite over the garage offers privacy and comfort for guests. A charming screened porch provides an escape to relax or for entertaining. Home is detailed with Andersen windows, reclaimed pine floors, and custom cabinetry. Freshly painted throughout. Renovated kitchen with adjacent breakfast area and family room. New paver patio and built in grill. Two tankless hot water heaters. HVAC 2017 main house. 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.

56 Spring Island Drive, Okatie

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

$657,500
3 Beds ⋅ 3 Baths ⋅ 2,961 SqFt. ⋅ HILTONHEAD-453990 MLS
Beautiful one-level living with an open, vaulted floor plan perfect for entertaining and enjoys gorgeous private views! This 2,961SF, 3BD, 3BA home features a spacious flex room ideal for a workshop, game room, or golf simulator. Looking to avoid steps? Don't miss the best value on Callawassie Island at $225/sf! Recent upgrades include interior/exterior paint, HVAC, flooring, kitchen appliances, and more. The outdoor living can't be beat with a vaulted screened porch, paved patio, fire pit, and grilling area. Callawassie's top-tier amenities include 24/7 security, tennis, pickleball, fitness, deep-water docks, dining, and recently renovated 27 holes of Tom Fazio golf. Come check out the Callawassie magic; it's worth the trip!

3 Longwood Court, Okatie

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

$1,100,000
4 Beds ⋅ 4 Baths ⋅ 2,988 SqFt. ⋅ HILTONHEAD-453932 MLS
This exquisitely renovated Lowcountry home embodies the essence of Southern charm, offering breathtaking views at every turn.  Inside a thoughtfully reimagined kitchen opens to the main living space, complimented by three spacious bedrooms, three baths and office.  Step onto your wraparound porch and relax in the shade of a majestic live oak while soaking in endless golf course vistas.  A highly sought after private suite above the garage includes its own lanai and is the perfect getaway for friends.  Callawassie Island’s clubhouse and premier amenities are just steps from your front door.

13 Longwood Drive, Okatie

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Charter One Realty.

$100,000
HILTONHEAD-452704 MLS
Incredible opportunity to build a custom home on one of the last remaining homesites with great long views of Magnolia Course #2. This homesite is framed with mature Live Oak Trees and an ideal building site. Southern exposure to capture natural light throughout the entire year. 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.

29 Winding Oak Drive, Okatie

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

$905,000
4 Beds ⋅ 4 Baths ⋅ 2,850 SqFt. ⋅ HILTONHEAD-451610 MLS
Single level living with Coquina stucco siding has amazing unobstructed view of Lagoon, golf as well as the marsh at a distance, beautiful live oaks. 3 bedrooms, all with private baths (renovated in 2014). 2 car garage, golf cart garage with finished room upstairs with full bath. Large Carolina room that has hurricane windows. Trex deck. New roof & newer HVAC. Paver patio & built in fire pit. Circular paver driveway. Spray foam insulation in attic. Private gated Island Community - Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated security.

9 Longwood Court, Okatie

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

$1,000,000
3 Beds ⋅ 4 Baths ⋅ 2,680 SqFt. ⋅ HILTONHEAD-452303 MLS
Tucked away in a private cul-de-sac on Callawassie Island, this beautifully renovated coastal cottage offers stunning marsh-to-river views and timeless charm. Surrounded by ancient Live Oaks draped in Spanish Moss, the home features top-tier finishes throughout and a relaxed, elegant design. Enjoy the serenity of your own private pool and take in breathtaking sunsets from every angle. Located in a premier island community with world-class amenities, this home offers the perfect blend of luxury, privacy, and natural beauty—an idyllic Lowcountry retreat.

8 Wild Magnolia Lane, Okatie

Listing courtesy of Charter One Realty. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$650,000
4 Beds ⋅ 3 Baths ⋅ 3,300 SqFt. ⋅ HILTONHEAD-451662 MLS
This beautifully maintained home is the ideal retreat with stunning views of the recently renovated golf course. The open and spacious layout is perfect for both everyday living and entertaining, with plenty of natural light and a thoughtful design.The expansive bonus room is a standout feature, offering endless possibilities- a home theater, game room, or extra living space. The home also includes a dedicated home management space, perfect for working from home or staying organized.Brand new roof and new HVAC.This home is ready to move in and start enjoying.

67 Winding Oak Drive, Okatie

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

$700,000
3 Beds ⋅ 4 Baths ⋅ 3,396 SqFt. ⋅ HILTONHEAD-447141 MLS
A great opportunity, to purchase one of the premier Colleton River views, on the desirable Tabby Point Lane within Callawassie Island. Enjoy miles of private/scenic deep water/tidal marsh views! Imagine launching your kayak from your backyard to paddle alongside the dolphins. This Lowcountry style home, 3 BD/3 1/2 BA, .77 acre, is located among the highest elevations on the island. This unique home has an authentic tabby hard coat stucco exterior. $75,000 Closing Credit(applied to Membership Participation Fee or any other expense) to Buyer with an acceptable offer. 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.

7 Tabby Point Lane, Okatie

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

$1,165,000
4 Beds ⋅ 3 Baths ⋅ 2,752 SqFt. ⋅ HILTONHEAD-447282 MLS
Enjoy the ultimate SC Lowcountry Lifestyle, with Deep Water and Tidal Marsh views, with a private dock and large boat lift. This one level home has 3 bedrooms with a study/4th bedroom and has water views from all rear rooms. Located on a very private cul de sac and this .70 acre property is set on a point lot. New roof, new plumbing piping, new spray foam in crawl space. Furnishing negotiable. A perfect primary home or 2nd home. Discover South Carolina's 1st SC Certified Wildlife Habitat Community-Callawassie Island! Strategically located in one of the best locations in Beaufort County! 27 newly renovated Tom Fazio designed golf( optional).

20 Chechessee Circle, Okatie

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

$666,000
3 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-446088 MLS
Nestled on a tranquil street lined with mature trees, 65 Winding Oak offers a split floor plan with 3 beds, 3 baths, and a versatile flex room over the garage, perfect as a 4th bedroom, office, or media room. The bright kitchen opens to a spacious living area with built-ins and vaulted ceilings. Enjoy serene views of the Magnolia golf course and abundant wildlife from the screened-in porch. Meticulously maintained as a secondary residence, this home is ready for your personal touch. Island amenities include 3 renovated nine-hole golf courses, pickleball and tennis courts, 2 pools, 4 docks, a fitness center, and a vibrant, friendly community.

65 Winding Oak Drive, Okatie

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

$1,400,000
5 Beds ⋅ 5 Baths ⋅ 3,847 SqFt. ⋅ HILTONHEAD-443103 MLS
This Callawassie Island home enjoys golf-to-marsh views and a quiet cul-de-sac location conveniently located a short distance from the community's clubhouse. Fully renovated in 2021 to include a beautiful kitchen opening to the family room, a new roof in 2023, and new HVAC units - the home is like new. Other features include hardwood floors throughout the main living area, a fully screened porch, two private guest suites, an office/4th bedroom, and an oversized separate living quarters (with bath and kitchenette) over the garage. This is a beautiful home, street, and community for anyone looking for a special spot in the Lowcountry.

29 Longwood Drive, Okatie

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

$1,075,000
3 Beds ⋅ 3 Baths ⋅ 2,361 SqFt. ⋅ HILTONHEAD-442409 MLS
This beautiful waterfront property is located on one of the most sought-after Callawassie Island streets located around the corner from the community's River Clubhouse. Nearly every aspect of this home has been renovated in recent years including new hardwood floors throughout, new kitchen, new roof, new HVAC, new exterior painting, and new landscaping. Ancient Live Oaks grace the oversized lot that enjoys extensive marsh frontage with river views. This home is a must-see!

11 River Bend Drive, Okatie

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

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