Callawassie Island Homes with Dog Park Association amenities

Welcome to Callawassie Island, a hidden gem nestled in the heart of South Carolina’s picturesque Lowcountry. Located in Beaufort County, just a stone's throw from the charming city of Okatie, this exclusive community offers a unique blend of natural beauty and modern convenience. Callawassie Island is renowned for its stunning landscapes, lush greenery, and serene water views, making it the perfect retreat for those seeking tranquility and a vibrant lifestyle.

One of the standout features of Callawassie Island is its commitment to community and leisure. Residents enjoy access to a range of top-notch amenities, including a delightful dog park association. This dedicated space is perfect for pet owners, providing a safe and welcoming environment for furry friends to socialize, play, and exercise. Imagine watching your dog frolic freely while you connect with fellow residents in this friendly community setting.

The homes in Callawassie Island are designed to complement the natural surroundings, featuring elegant architecture and spacious layouts that cater to a variety of lifestyles. Whether you’re in search of a cozy cottage or a luxurious waterfront estate, there’s something here for everyone.

With its idyllic location, exceptional amenities, and a strong sense of community, Callawassie Island is more than just a place to live; it’s a lifestyle choice that celebrates the beauty of nature and the joy of community living. Come discover your new home in this enchanting paradise, where every day feels like a vacation!

Newest Callawassie Island Homes with Dog Park Association amenities

$1,425,000

4 Beds ⋅ 5 Baths ⋅ 3,223 SqFt. ⋅ HILTONHEAD-512910 MLS

An Exquisite Custom Craftsman Retreat in Oyster Cay's Most Coveted Enclave. From the moment you arrive, a graceful wraparound driveway and elegant breezeway announce the timeless craftsmanship of this extraordinary custom-built residence. Gas-lit lanterns cast a warm glow over meticulously curated landscaping, setting a tone of refined Southern elegance from the very first glimpse.Step inside to wide-plank white oak flooring and artisan shiplap detailing flowing throughout a thoughtfully designed floorplan, where multiple living spaces are scaled just right, offering ample room, easy flow, and endless possibilities for entertaining. Sound insulation around the interior walls of bathrooms and the laundry room ensures peace in every corner, while a dedicated home office in the main house offers a quiet space to work from home. This residence is a private sanctuary devoted to wellness. A whole-house water filtration system delivers pure, spa-quality water throughout, while a 4-person infrared sauna with red light therapy invites daily detoxification and restoration. An all-in cold plunge completes the experience, offering enhanced recovery, elevated metabolism, and unmatched mental clarity, spa-level wellness now at home.Outdoor living takes center stage with an oversized 15x18 screened porch, anchored by a gas fireplace and flat-screen television, creating a natural gathering space in every season. Beyond it, the 26x20 covered outdoor kitchen, complete with a built-in Big Green Egg, flattop grill, granite countertops, and abundant custom cabinetry, overlooks a wooded homesite of exceptional privacy. A whole-property Mosquito Nix system keeps outdoor spaces bite-free, while electrical is already run for a future hot tub. Above the garage, a well-appointed suite offers its own bath and private separate entrance, ideal for guests, multigenerational living, or a home office. Perfectly positioned just moments from the community pool, two deep-water docks, and the exclusive River Club, this home offers the rare balance of privacy and quiet sophistication, tucked away yet close to everything Callawassie Island has to offer.

204 Callawassie Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$925,000

3 Beds ⋅ 4 Baths ⋅ 2,540 SqFt. ⋅ HILTONHEAD-512996 MLS

Skip the wait and expense of new construction with this newer, meticulously maintained home at 45 Osprey Circle on Callawassie Island. Set on more than half an acre along one of the island's most desirable streets, this 2,500-square-foot Lowcountry retreat offers 3 bedrooms and three-and-a-half bathrooms, thoughtfully designed for comfortable modern living. The open, inviting interior features a chef's kitchen with stainless-steel appliances and quartz countertops, a gas fireplace, and generously sized living spaces. A large screened porch extends the living area outdoors, creating an ideal setting for relaxing and entertaining while enjoying the peaceful Lowcountry surroundings. A full three-car garage provides exceptional space for vehicles, golf carts, storage, and all the necessities of island living. Callawassie Island offers an exceptional lifestyle with 27 holes of Tom Fazio golf, a clubhouse, River Club, swimming pools, tennis courts, and deep-water community docks. This beautifully maintained home combines the advantages of newer construction with the natural beauty and amenities of one of the Lowcountry's most sought-after private island communities.

45 Osprey Circle, Okatie

Listing courtesy of Charter One 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.

$824,999

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. Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated

28 Sugar Mill 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.

$1,379,000

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.

$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.

$1,350,000

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.

$1,395,000

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.

$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.

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