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$1,075,000
4 Beds 4 Baths 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.

$1,159,000
5 Beds 5 Baths HILTONHEAD-511306 MLS
Offering generous living spaces, thoughtful design, and exceptional flexibility, 58 Clifton Drive is perfectly suited for both everyday comfort and entertaining. The open-concept kitchen is anchored by an oversized island and flows seamlessly into the light-filled family room, where doors open to an expansive Southern-style porch, the perfect setting for relaxing or gathering with family and friends. The main-level primary suite provides a private retreat with a spa-inspired bathroom and generous walk-in closet. Upstairs are three additional bedrooms, two full bathrooms, a convenient pocket office, and a large flex space that can serve as a media room, playroom, or second living area. The finished room over the garage offers exceptional privacy for guests, complete with a full bathroom and kitchenette. Located within one of Bluffton's premier private communities, residents of Berkeley Hall enjoy two Tom Fazio-designed golf courses, exceptional practice facilities, clubhouse dining, a spa and fitness center, racquet sports, and River Park along the Okatie River.

58 Clifton Drive, Okatie

Listing courtesy of Charter One Realty.

$715,000
3 Beds 3 Baths 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.

$515,000
3 Beds 3 Baths HILTONHEAD-511623 MLS
Welcome to 240 Raines Way in the gated waterfront community of Malind Bluff! This beautiful Hartwell model is filled with thoughtful upgrades, including paid-off solar panels and a whole-home water filtration system. The Hartwell boasts a first-floor owner’s suite, home office, powder room, and laundry all on the main level. Upstairs, enjoy a HUGE loft, two spacious guest suites, and a dual vanity bathroom—ideal for family or guests. Step outside to your dreamy fenced-in backyard oasis, complete with a firepit and outdoor TV—perfect for watching football and making memories all year long. Located near MCAS Beaufort and top-rated schools, Malind Bluff offers resort-style amenities including a zero-entry pool, community day dock, walking trails, and more! OSCREA

240 Raines Way, Okatie

Listing courtesy of Engel & Volkers.

$439,900
4 Beds 4 Baths HILTONHEAD-511163 MLS
Okatie is in high demand, and the nearly sold out community of River Oaks is sure to impress! Completed in 2023, this unique 4 bedroom Chestnut rests peacefully under the shade of a magnificent Live Oak, while providing added privacy via the adjacent community preserve. Inside, you'll be delighted with over 2,000 sq/ft, and a versatile floorplan to suite every need. Spacious first floor guest room w/dedicated full bath can also serve as home office. Low maintenance LVP flooring and upgraded lighting throughout provide a bright and inviting interior. Enjoy an elegant kitchen with stainless appliances, crisp white cabinets, quartz counters, deep pantry & sophisticated tile backsplash. Upstairs features added flexibility with central loft, generous owner's suite w/custom lighting, ample storage and 2 additional guest rooms. Desirable upgrades include energy efficient spray foam insulation, custom window blinds, ceiling fans, fenced yard w/irrigation, extra-long driveway and large 2-car detached garage. Convenient to nearby Okatie Elementary and future Beaufort County Schools, see why River Oaks is the ideal Lowcountry home! Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

9 Whispering Oaks Circle, Okatie

Listing courtesy of Collins Group Realty.

$625,000
4 Beds 3 Baths HILTONHEAD-511216 MLS
Better than new, move-in ready home in Malind Bluff Waterfront Community with Okatie River Access! Skip the wait and uncertainty of new construction. Welcome to this beautifully upgraded 2025 Stonebrook, where thoughtful upgrades, an exceptional floor plan, and peaceful lagoon views create the perfect Lowcountry retreat. Offering 4 bedrooms, 2.5 bathrooms, a spacious two-car garage, and an open-concept design, this meticulously maintained home is ready for its next owner. The gourmet kitchen is designed for both everyday living and entertaining, featuring upgraded KitchenAid stainless steel appliances, including the refrigerator, a gas cooktop, built-in oven and microwave, quartz countertops, an oversized center island, and a spacious walk-in pantry. The open layout flows seamlessly into the gathering room and dining area, creating an inviting space for family and friends.The first-floor owner's suite offers privacy and comfort with an elegant tray ceiling, a generous walk-in closet, dual vanities, and an oversized walk-in shower. At the front of the home, the versatile flex room provides the perfect setting for a formal dining room, sitting room, or additional living space.Upstairs you'll find three spacious bedrooms, a full bathroom, and a large loft, creating the ideal second living area, media room, playroom, or entertainment space. New oversized matte black washer and dryer are included, making this home truly move-in ready.Step outside to enjoy the expanded screened lanai and custom paver patio overlooking a tranquil lagoon. The fully fenced backyard offers privacy and plenty of room to relax, entertain, or simply enjoy the peaceful Lowcountry setting. Additional features; hurricane protection, irrigation system, and gutters. Located in a gated community, residents enjoy outstanding amenities including a resort style community pool, pavilion, and private dock overlooking the scenic waterways. Conveniently located just minutes from shopping, dining, golf, Hilton Head Island, Savannah, and Beaufort, this home offers the perfect combination of luxury, comfort, and the Lowcountry lifestyle.

744 Danner Drive, Okatie

Listing courtesy of Keller Williams Realty.

$479,900
4 Beds 3 Baths HILTONHEAD-511269 MLS
One of only eight homes in River Oaks with an attached garage, this 4-bedroom, 3-bath home offers a floor plan and homesite unlike the rest. Located in a cul-de-sac and backing to protected wetlands, you'll enjoy added privacy and a larger fenced backyard thanks to the attached garage design. Inside, the grand two-story foyer creates an impressive first impression with an open overlook from the second floor. The thoughtfully designed layout includes a first-floor bedroom and full bath, ideal for guests or a home office. The spacious kitchen features abundant cabinet space, a walk-in pantry, and opens to the main living areas. Upstairs, you'll find a generous primary suite with double vanities, two additional bedrooms, a full bath with double sinks, and a versatile loft that's perfect as a second living area, playroom, or workspace. Additional features include under-stair storage and a covered back porch overlooking the peaceful wetlands. Located in Beaufort County and zoned for Bluffton schools, River Oaks is a smaller community adjacent to Malind Bluff that offers a convenient location with a much lower price point.

53 Whispering Oaks Circle, Okatie

Listing courtesy of Dunes Real Estate.

$399,000
2 Beds 2 Baths HILTONHEAD-510794 MLS
Beautiful lagoon view from the backyard screen room, on the desirable North Side of Sun City Hilton Head! Welcome to 2336 Freshwater Lane, a meticulously maintained 2-bedroom, 2-bath home on a quiet cul-de-sac street in this amenity rich 55+ community. You not only get to enjoy the Carolina room with a view of the water, you have the screen room and a patio for grilling with a natural gas hook up. This home is offered by its original owners, built just 10 years ago. This charming residence features durable Hardiplank siding and is an ideal location just minutes from the Lakehouse amenities, including pickleball courts, tennis courts, indoor and outdoor pool, fitness center, Argent Lake Golf Course and Argent Lake Restaurant. Not to mention a golf cart ride to the brand new amenity center with the expansive resort style pool. The spacious kitchen and living areas provide comfortable everyday living, while the split-bedroom floor plan offers privacy for both owners and guests. As an added bonus, the seller may include the golf cart with an acceptable offer! Don't miss this opportunity to enjoy the Sun City lifestyle in a beautifully maintained home with water views, convenient amenities, and exceptional value.

2336 Freshwater Lane, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,550,000
4 Beds 4 Baths HILTONHEAD-510850 MLS
A Legacy Lowcountry Property Hidden in Plain Sight. Some properties are measured in square footage. Others are measured in feeling. Rabbit Island belongs to the latter. This is one of Bluffton's rarest waterfront offerings! There are places in the Lowcountry that feel almost untouched by time and Rabbit Island is one of them. A legacy estate tucked near the end of Pinckney Colony Road beyond the daffodil fields and beneath the canopied oak drive- 90 Calhoun Plantation offers an extraordinarily rare 2.24-acre island-like retreat surrounded by sweeping marsh, oyster banks, conservation land, and nearly 360-degree views of the Colleton River. Accessible by a short private causeway, this secluded waterfront sanctuary captures the quiet, natural beauty that has defined Bluffton's riverfront landscape for generations. Completely renovated in 2020, the 4 bed, 4-bath residence blends relaxed Lowcountry comfort with everyday livability. An airy "Oyster House" like open floor plan, gourmet kitchen, brick fireplaces, and expansive porches create a warm and inviting setting for family, guests, and riverfront entertaining. Outside, the property becomes something even more special for the boater, angler, naturalist, or preservation-minded buyer, Rabbit Island offers a lifestyle that cannot be duplicated- a true sportsman's & nature lover's retreat with a private dock, float, pier, & 10,000-lb lift, offering exceptional boating access to the Broad River, Port Royal Sound, Hilton Head, Savannah, & the Atlantic. The offering includes two parcels, creating added flexibility and potential for an additional structure. A workshop with plumbing & electricity, equipment shed, covered parking, two-stall barn, & fenced paddocks further enhance the property's utility & character. Set within one of Bluffton's most distinctive agricultural riverfront corridors, Rabbit Island is not simply a home or parcel. It is a legacy property- private, historic, naturally beautiful, & nearly impossible to recreate.

90 Calhoun Plantation Road, Okatie

Listing courtesy of Coldwell Banker Access Realty.

$1,350,000
4 Beds 5 Baths 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.

$725,000
3 Beds 3 Baths HILTONHEAD-510859 MLS
Exceptional Dunwoody model in Sun City Hilton Head offering 3 bedrooms, 3 bathrooms, a dedicated office/den, spacious Carolina room, and outstanding upgrades throughout. The curb appeal begins with Hardie Plank siding, upgraded landscaping, paver driveway and walkway, recently power-washed exterior, and freshly painted front and rear doors.Inside, the custom kitchen is a showstopper featuring sleek cherry cabinetry extending to the ceiling, pull-out drawers for easy access, stainless steel appliances, 5-burner gas cooktop, Bosch dishwasher, and colorful glass tile backsplash. The open floor plan flows seamlessly into the large Carolina room and great room, creating additional living and entertaining space while overlooking a peaceful wooded view.The versatile office/den features custom built-in cabinetry, a built-in desk area, and a Murphy bed, making it ideal for working from home and accommodating guests. Plantation shutters add timeless style throughout the home, while new carpet in the guest bedrooms provides a fresh update.The primary suite offers a custom walk-in closet designed for optimal organization and storage. Guest accommodations are thoughtfully designed, and both guest bathrooms feature showers with sliding glass doors. Additional conveniences include a drop zone at the garage entry and an attic lift for easy access to storage.The oversized 2-car garage plus golf cart garage is heated and cooled-perfect for hobbies, projects, or workshop space. Exterior hurricane shutters provide added peace of mind.Enjoy all that Sun City Hilton Head has to offer, including championship golf courses, tennis and pickleball courts, fitness centers, indoor and outdoor pools, walking trails, social clubs, dining venues, and countless activities designed for an active Lowcountry lifestyle.This beautifully maintained home combines quality upgrades, flexible living spaces, and exceptional amenities in one of Sun City Hilton Head's most sought-after floor plans.

687 Freshwater Lane, Okatie

Listing courtesy of Keller Williams Realty.

$1,150,000
3 Beds 4 Baths 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.

$549,990
5 Beds 5 Baths HILTONHEAD-510716 MLS
Welcome to 7 Parrot Creek Drive in Okatie with No restrictions, a spacious 2025 updated and thoughtfully designed 5-bedroom, 4.5-bath home offering exceptional indoor and outdoor living . A flexible space and formal dining room will greet you at the entrance, leading into a bright and inviting living area perfect for everyday living and entertaining.The well-appointed kitchen features two separate pantries, ample storage, A unique first-floor bonus room offers incredible versatility, complete with an electric fireplace, built-in shelving, a full bathroom, and direct access to the backyard-ideal as a guest suite, media room, or multi-generational living space.Upstairs, the expansive primary suite serves as a private retreat with a large soaking tub, double vanity, beautiful tile walk-in shower, and elegant gold hardware. Additional bedrooms provide comfortable accommodations, while a dedicated office with built-in desk and shelving creates the perfect work-from-home setup. The secondary bathrooms showcase stylish tile finishes, spacious walk-in showers, and designer touches throughout.Step outside into your own backyard oasis. The fully fenced yard is designed for entertaining and relaxation, featuring an outdoor kitchen complete with a grill, sink, refrigerator, and small wood-burning stove. Enjoy summer days in the large above-ground pool, gather around the spacious outdoor living areas, or watch the kids play on the trampoline. A large storage shed provides plenty of room for tools, equipment, and organization.With a long driveway, two-car garage, generous living spaces, and impressive outdoor amenities in your backyard, this home offers the perfect blend of comfort, functionality, and Lowcountry living.

7 Parrot Creek Drive, Okatie

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$688,000
6 Beds 5 Baths HILTONHEAD-510005 MLS
PRICE IMPROVEMENT & $4,000 TOWARDS CLOSING COSTS WITH ACCEPTABLE OFFER! Not your standard Malind Bluff or Continental home-unlike the rest, this Summer 2024 home offers a custom-added powder room creating the rare TWO main-level bathrooms, plus 3 more upstairs, an enclosed sixth bedroom with transom window, double front porches, lagoon views from both the front and rear, a custom 11-foot foyer bench with designer storage, upgraded lighting, smart app-controlled exterior lighting, professionally enhanced landscaping with sabal palms, and a fully fenced backyard creating one of the neighborhood's most distinctive Continental homes. Located within the gated, riverfront community of Malind Bluff, it offers exceptional flexibility for multigenerational living, working from home, or hosting guests. Originally designed with a formal dining room, the layout was thoughtfully modified to create a private sixth bedroom, ideal as a guest suite, office, playroom, or den. The welcoming foyer showcases the custom 11-foot built-in storage bench, while updated coastal-inspired flooring, designer lighting, and a functional mudroom drop zone further elevate the home's style and functionality.The chef's kitchen features quartz countertops, soft-close cabinetry, a gas range, stainless appliances, an oversized center island, a butler's pantry, and a walk-in pantry with extended shelving. Upstairs, a spacious loft provides a secondary living area, while the oversized primary suite offers its own sitting area, dual walk-in closets, and a spacious ensuite bath. Two guest bedrooms share a Jack-and-Jill bath, while another enjoys a private ensuite. Outdoor living is equally inviting with a screened porch overlooking the lagoon, double front porches, a grilling patio, sprinkler system, smart lighting, enhanced landscaping, and a fully fenced backyard. Additional highlights include a tankless water heater, upgraded fixtures throughout, and a spacious garage. Residents enjoy a resort-style pool, open-air pavilion, pickleball courts, playground, creekfront park, and a community day dock on the Okatie River for fishing, crabbing, kayaking, and paddleboarding. Golf cart-friendly streets, sidewalks, and convenient access to Okatie Elementary School complete the lifestyle. Ideally positioned between Bluffton, Beaufort, and Savannah, this exceptional home offers Lowcountry living in one of the area's premier gated riverfront communities.

10 Neiman Drive, Okatie

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

$1,395,000
3 Beds 3 Baths 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 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.

$539,900
5 Beds 3 Baths HILTONHEAD-506363 MLS
Full of upgrades, this 2022-built home in desirable Malind Bluff offers space, style, and southern traditional charm on an oversized corner lot. Designed with flexibility in mind, the home features 5 bedrooms plus a dedicated office, with a bedroom, office, and full bathroom conveniently located on the first floor. A spacious media room/loft provides additional entertainment, work, or living space, while the open floor plan showcases high ceilings, a large kitchen, and bright gathering areas perfect for everyday living or hosting. Exterior features include a welcoming front porch ideal for rocking chairs, a screened-in patio, a 2-car garage, a longer driveway for added parking convenience, and a tankless water heater. The homesite also offers the option to add a privacy fence, subject to community guidelines. Malind Bluff is a gated Bluffton community known for its beautiful live oaks, scenic walking paths, low HOA/POA fees, and Lowcountry lifestyle amenities. Residents enjoy a resort-style community pool, playground, pickleball court, clubhouse/open-air pavilion, firepits, walking paths, and a deep-water day dock along the saltwater tidal creek, offering opportunities for kayaking, paddle boarding, boating, fishing, and enjoying the natural surroundings. Conveniently located near shopping, restaurants, schools, Old Town Bluffton, Beaufort, and Hilton Head Island beaches. School zoning currently includes Okatie Elementary, Bluffton Middle, and May River High School; buyer to verify all school assignments and availability with the appropriate school district.

101 Hillcrest Way, Okatie

Listing courtesy of Real Broker, LLC.

$675,000
5 Beds 4 Baths HILTONHEAD-508436 MLS
Welcome to the highly sought-after Continental model in the scenic riverfront community of Malind Bluff. Ideally situated on one of the community's premier homesites, this exceptional property offers a rare level of privacy-something that's increasingly difficult to find in newer communities. Featuring nearly every available builder upgrade, this beautifully designed home offers 5 bedrooms, 4 full bathrooms, a spacious loft, and an open-concept floor plan that's perfect for both everyday living and entertaining. The thoughtful layout, upscale finishes, and abundant natural light create a home that is both elegant and inviting. Just a short walk from the community's resort-style amenities, including the riverfront dock, pool, pickleball courts, and playground, you'll enjoy the best of both convenience and lifestyle. This is a rare opportunity to own one of the most desirable homes in Malind Bluff, combining premium upgrades, exceptional privacy, and an outstanding location.

653 Danner Drive, Okatie

Listing courtesy of Keller Williams Realty.

$946,900
4 Beds 3 Baths 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.

$425,000
3 Beds 3 Baths HILTONHEAD-508347 MLS
This 3 bedroom, 2.5 bath Ashwood model offers an open-concept floor plan with loads of natural light and a 20' great room ceiling with many windows. The layout is designed for first-floor living, with additional space upstairs to spread out. The kitchen includes a large island, quartz countertops, elongated cabinets, farmhouse sink, contrasting cabinet color. All appliances incl! LVP flooring on entire first floor. Smart thermostat and a $3,000 Vivint security system with doorbell camera, keypad, control panel, and indoor/outdoor cameras. The home includes a fenced backyard with a wooded view, a large front porch, a two-car garage, and a driveway with ample parking. Located in a boutique neighborhood wrapped in Lowcountry charm, just past Okatie Elementary. Beaufort, Bluffton, HHI and Savannah all within 20-30 mins.

61 Whispering Oaks Circle, Okatie

Listing courtesy of Dunes Real Estate.

$865,000
3 Beds 3 Baths 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.

$695,000
3 Beds 3 Baths 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.

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

26 Longwood Drive, Okatie

Listing courtesy of Moul, REALTORS®.

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

2 Shellfish Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,899,000
3 Beds 3 Baths HILTONHEAD-505898 MLS
Experience the pinnacle of Lowcountry luxury living in Berkeley Hall with this brand-new, under-construction residence by renowned builder, AR Homes with completion slated for October 2026. The sought-after St. George model offers an exceptional single-story design featuring 3 bedrooms, a spacious bonus room, den/office and a 3-car garage, thoughtfully crafted for both everyday living and elevated entertaining. Designed with a refined, modern aesthetic, the home showcases wide-plank white oak flooring, curated designer finishes, and a seamless open-concept layout. The chef's kitchen is anchored by GE Monogram appliances, custom cabinetry with soft-close features, and premium Cambria quartz countertops, creating a space that is both functional and visually striking . Elevated details continue throughout with matte black and champagne bronze hardware, designer tile selections, and layered textures that bring a sophisticated, organic warmth to the interiors. The primary suite is envisioned as a private retreat, complete with a spa-inspired bath featuring luxury tile work, frameless glass shower, and upscale fixtures. Secondary bedrooms offer comfort and privacy for guests, while the bonus room provides flexibility for a media lounge, office, or additional guest suite. Outdoor living is at the forefront, with a spacious 510 SF lanai designed for year-round enjoyment, including a gas fireplace, built-in outdoor kitchen, grill, and vent hood, ideal for entertaining in true Lowcountry style . Thoughtful enhancements such as a tankless water heater, smart home features, energy-efficient construction, and impact-resistant windows ensure modern convenience meets timeless design. Room for an outdoor pool. Located within the gates of Berkeley Hall, residents enjoy access to world-class amenities including two Tom Fazio golf courses, a state-of-the-art learning center, river park, and an unmatched private club lifestyle. Note: Pictures of a similar model.

2 Woodside Circle, Okatie

Listing courtesy of The Agency Hilton Head.

$575,000
3 Beds 2 Baths 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.

$3,800,000
5 Beds 7 Baths HILTONHEAD-505471 MLS
Designed to blend contemporary architecture with classic Lowcountry elements, this remarkable compound was envisioned by architect Chris Schmitt as a collection of five distinct structures including the main residence, guest house, workshop, studio, and a three bay garage. The guest house was completed in 1998, with the remaining buildings added over time, culminating in the completion of the main residence in 2004.The AIA award winning main residence is extraordinary not only for its innovative design but also for the exceptional quality of materials and craftsmanship throughout. Perfectly proportioned details, balance, and scale create a home of striking visual appeal, enhanced by exposed beams, vaulted ceilings, and antique heart pine flooring milled in Savannah in the 19th century. A custom wall mural by artist Jordi Pedrola further distinguishes the interior. At the heart of the home, the great room features soaring ceilings, exposed trusses, and tall windows that flood the space with natural light. The gourmet kitchen flows seamlessly into the dining room and sunroom, all of which overlook Rice Gate Pond and open easily to the home's extensive outdoor living spaces including a screened porch and approximately 1,000 square feet of outdoor living area designed for relaxing and entertaining. The spacious ground floor primary suite offers a private retreat with direct access to an outdoor spa and shower. The luxurious primary bath features a steam shower. Two beautifully appointed bedrooms are located on the second floor. The guest house echoes the distinctive inverted roofline of the main home's sunroom, with a dramatic living room featuring floor to ceiling glass and peaceful views of the surrounding forest. Complete with a small kitchen, dining area, and two bedrooms with baths, it offers visitors both comfort and privacy. Raised walkways connect the buildings and enhance the sense of a thoughtfully designed compound. Additional structures include a versatile entertainment building with a chef kitchen and a large garage door that opens for indoor outdoor gatherings, as well as a separate studio with its own bathroom ideal for creative work or a private office. The property also includes a wine cellar, custom lighting system throughout, and a spacious three car garage. The landscape plan was created by highly regarded landscape architect Thomas Angell, who artfully blends formal landscaping with the natural beauty of Spring Island.

9 Rice Gate Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

$725,000
3 Beds 4 Baths 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.

$405,000
2 Beds 2 Baths HILTONHEAD-504258 MLS
Welcome home to this beautiful Steel Creek model located on the highly desirable North side of Sun City. This thoughtfully designed 2-bedroom, 2-bath home offers an open and inviting layout, perfect for both everyday living and entertaining.The upgraded kitchen features staggered cabinetry with brushed nickel hardware, stunning granite countertops, a gas range, and a large center island-ideal for gathering with friends and family. Laminate hardwood floors flow throughout the main living areas, offering both durability and timeless style. The home offers both an eat-in kitchen and a separate dining area, along with a spacious great room and a bright Carolina room that provides additional living space. The primary suite features a brand new, never-used shower, adding a fresh and modern touch. Step outside to the screened-in patio, perfect for year-round enjoyment, complete with built-in privacy screens and the peaceful sounds of birds chirping. Situated on an exceptionally private homesite, this property features a landscaped berm and wooded backdrop, along with attractive front landscaping that enhances curb appeal. Conveniently located just minutes from the North Side Amenity Center, residents enjoy easy access to Argent Lake's Pub & Pizzeria, Argent Lakes Golf Course, and a wide array of world-class amenities.This home offers comfort, privacy, and the unmatched lifestyle Sun City is known for.

650 Gleneagle Court, Okatie

Listing courtesy of Realty One Group - Lowcountry.

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