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$850,000
3 Beds ⋅ 4 Baths ⋅ 2,933 SqFt. ⋅ HILTONHEAD-512227 MLS
Welcome to this beautifully maintained 3-bedroom, 4-bath home with 2,933 square feet in the prestigious gated community of Callawassie Island. Lovingly cared for by its original owner, this inviting home offers timeless quality, generous living spaces, and a beautiful golf-course setting. Inside 12-foot ceilings and high-quality Pella windows and doors create a bright, open atmosphere. The updated kitchen provides a stylish and functional gathering space, while the first-floor primary suite offers privacy and convenience. The second floor features a comfortable guest suite, creating an ideal retreat for family and friends. A large dedicated sewing room provides exceptional space for quilting, crafting, hobbies, or creative pursuits. The home has been thoughtfully maintained, including a roof and new dormers in 2016. The oversized garage provides abundant storage and parking space, including room for a golf cart-perfect for enjoying the Callawassie Island lifestyle.

28 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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.

$515,000
3 Beds ⋅ 3 Baths ⋅ 2,394 SqFt. ⋅ 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.

$615,000
4 Beds ⋅ 3 Baths ⋅ 2,765 SqFt. ⋅ 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.

$688,000
6 Beds ⋅ 5 Baths ⋅ 3,182 SqFt. ⋅ 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 ⋅ 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.

$1,100,000
3 Beds ⋅ 4 Baths ⋅ 3,148 SqFt. ⋅ HILTONHEAD-509010 MLS
Incredible riverfront opportunity with breathtaking long-range views of tidal marsh to the Colleton River. Enjoy generous outdoor entertaining areas and an incredible 180-degree panoramic view. The spacious 15' x 12' viewing deck provides the perfect place to gather with friends, watch the changing tides, and take in spectacular sunsets and coastal breezes. Nestled on a private 1.29-acre cul-de-sac lot, the property offers a desirable one-level floor plan with 3,292 square feet, 3 bedrooms, and 3.5 baths. Situated on high ground within an X-500 flood zone, this home awaits a new owner's vision to transform it into a truly exceptional waterfront retreat. Recent improvements include two new HVAC systems (2025) and a roof installed in 2016. Private dock potential exists, subject to current permitting requirements and approvals. A truly special setting offering privacy, deep-water views, and the opportunity to create your dream Lowcountry waterfront lifestyle. Residents enjoy the unmatched lifestyle of Callawassie Island-an engaging community, remarkable natural beauty, top-tier golf and amenities, endless outdoor activities, and the peace of mind that comes with gated security and true Lowcountry privacy. Seller to provide buyer with a $75,000 Credit, at closing, towards repairs, re-piping or Contribution Fee, with an acceptable offer.

5 Shellfish Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$385,000
3 Beds ⋅ 2 Baths ⋅ 1,636 SqFt. ⋅ HILTONHEAD-509585 MLS
Nestled within the private gated community of Callawassie Island, 24 Heron Walk offers Lowcountry living at its finest. This beautifully maintained 3-bedroom, 2-bath townhome features stunning lagoon views from both the front and back, along with picturesque golf course views. The remodeled 2023 kitchen is a true showpiece, highlighted by a premium Hallman Cookers professional range imported from Italy. Enjoy cozy evenings by the wood-burning fireplace and the peaceful natural surroundings that make this home so special. Residents enjoy exceptional amenities including 3 upgraded golf courses with over $8 million in recent improvements, two clubhouses, two restaurants, two pools, new pickleball courts, croquet and bocce ball, massage and therapy rooms, a library, boat docks, and separate dog parks for large and small dogs. Seller offering $52,000 towards Callawassie Island buy-in.

24 Heron Walk, Okatie

Listing courtesy of ERA Southeast Coastal.

$449,900
4 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-509390 MLS
Lowcountry living awaits you at this meticulously maintained Aspire model in one of the area's newest gated, river-front communities, Malind Bluff. This four bedroom, two and a half bath was built in 2021 and offers the ideal blend of comfort, functionality and thoughtful upgrades. The open-concept design on the first level includes a gourmet kitchen with a natural gas cooktop, upgraded appliances and farmhouse sink as well as a flex/office space and half bath for guests. Upstairs you will find a generously sized primary suite with tray ceilings, walk-in closet and a large en-suite bathroom. Three additional bedrooms are located on the second level as well as a full bath, laundry room and a cozy loft area providing extra space for guests or a perfect place to curl up with a good book. A welcoming front porch sets the tone for classic Lowcountry living. The two-car garage provides ample space for two vehicles while the driveway provides enough space for two more. Enjoy your morning coffee on the back patio overlooking a private wooded view. This golf cart friendly community has plenty of amenities to keep everyone in the family busy including a large zero-entry pool, playground, pickleball, dog park and large floating dock overlooking deep water access and incomparable views. Malind Bluff provides convenient access to Hilton Head Island, Beaufort and Savannah as well as local shopping, dining and Beaufort County public schools.

90 Raines Way, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$539,900
5 Beds ⋅ 3 Baths ⋅ 2,750 SqFt. ⋅ 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.

$399,000
3 Beds ⋅ 2 Baths ⋅ 1,636 SqFt. ⋅ HILTONHEAD-509257 MLS
Enjoy island living in this beautifully updated 3 bedroom with primary on the first floor 2 bath villa in the gated Callawassie Island community. Recent improvements include a 2020 roof, 2022 HVAC, updated kitchen with new granite countertops & backsplash, induction stove & microwave (2023), plus new windows, flooring and new upstairs bath. Exterior painted in 2024 & decks painted in 2026. Screened porch. Golf cart garage included for easy community access & coastal lifestyle convenience. Callawassie Island is a Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. 6 tennis courts, pickleball courts, Bocce courts, dog park, 27 hole Golf course & 24/7 gated security.

20 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$565,000
5 Beds ⋅ 3 Baths ⋅ 2,856 SqFt. ⋅ HILTONHEAD-508284 MLS
One of the strongest value plays in Malind Bluff! Built in 2022, this meticulously maintained home is elevated with custom touches throughout, including a rare 4-foot bump-out that adds meaningful living space, custom interior woodwork, designer lighting and plumbing fixtures, and fresh paint for a clean, move-in-ready feel. Natural light pours in thanks to southern exposure, while a recorded easement on the north side provides added separation with no neighbor directly to the left. Out back, enjoy a fully fenced yard overlooking a peaceful lagoon view, complemented by mature landscaping and a signature palm. The outdoor living is equally dialed in with an extended paver patio anchored by a pergola-ideal for relaxing, dining, or entertaining. Malind Bluff offers a true community lifestyle with gated entry, a resort-style pool, pickleball, playground, pavilion, and a community viewing dock on the Okatie River. Convenient to Old Town Bluffton, Hilton Head beaches, and Savannah, this is a turnkey option for buyers who want condition, amenities, and location in one package.

41 Dudley Avenue, Okatie

Listing courtesy of Greenplate Group Brokered by eXp Realty. Selling Office: The Homesfinder Realty Group.

$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.

$1,285,000
3 Beds ⋅ 4 Baths ⋅ 3,512 SqFt. ⋅ HILTONHEAD-508587 MLS
Nestled within one of the most scenic settings on Callawassie Island, this exceptional custom-built Lowcountry home captures miles of sweeping marsh, river, and golf views, all paired with incredible sunsets and refreshing summer breezes. Thoughtfully designed to embrace its stunning surroundings, the home offers expansive porches and decks that create a seamless indoor-outdoor living experience. Crafted with timeless quality and architectural character throughout, features include a lifetime metal roof, 10-foot ceilings, Pella windows and doors, reclaimed Southern pine flooring, 8-foot solid core doors, and extensive custom cabinetry and built-ins. The beautifully appointed designer kitchen showcases limestone and granite countertops, a gas cooktop, and refined finishes ideal for both everyday living and entertaining. Additional details such as crown molding throughout the first floor and oil enamel painted casework and doors further elevate the home's craftsmanship and warmth. The spacious second-floor bedroom retreat includes a private sitting room, while the detached garage offers a beautifully designed guest suite complete with its own kitchenette-ideal for visitors, multigenerational living, or private workspace flexibility. Residents enjoy the unmatched lifestyle of Callawassie Island-a private gated island community known for its remarkable natural beauty, welcoming atmosphere, deep-water access, top-tier golf and amenities (optional), endless outdoor recreation, and the peaceful charm of true Lowcountry living.

10 Island Creek Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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.

$1,399,999
4 Beds ⋅ 5 Baths ⋅ 3,441 SqFt. ⋅ HILTONHEAD-506875 MLS
Looking for timeless luxury in a quiet, serene neighborhood that offers world-class amenities within a gated and secure island community? Then you must see and make this meticulously designed custom home built by Sunset-Life Properties your new sanctuary! Located on the green of Tom Fazio's Magnolia #4 golf hole, par 4, this home has far more elegant features than can be listed here. No expense was spared to have the finer things in life! GE Monogram appliances including 42" side by side refrigerator, 36" gas range with 6 burners and pot filler in backsplash above, Double Oven in addition to oven in range, 24" Dishwasher, Microwave, and 2 sets of Double Drawer Refrigerators both in the Kitchen and Bonus Bar above on the Second Floor. Both areas also have Scotsman 30 lb Gourmet Ice Makers, and the home is even furnished with Electrolux stacked front loading 4.5 cft Washer and 8 cft Dryer. The cabinets are 3/4" plywood Wood-Mode and Brookhaven luxury brands with walnut interior, dovetail construction, and soft close. An Isokern propane fireplace is in the Family Room and 3CM custom granite countertops are installed throughout the home. PLAY Custom Home Technology is installed in this home with predefined engraved labeled switches making it easy to push the right one. This home even features areas prepped for an outdoor kitchen on a separate Grill Porch and a bar area on the Screened Porch. Spray foam insulation thoughout this home with 3 zones for AC and jamb switches for closet lights. This home is a MUST SEE along with the Callawassie Island Community!!!

54 Osprey Circle, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$530,000
5 Beds ⋅ 3 Baths ⋅ 2,728 SqFt. ⋅ HILTONHEAD-506552 MLS
Welcome to this immaculate, move-in ready Hampton model located in the highly desirable Malind Bluff community. From the moment you step into the foyer, you'll be greeted by a versatile office or flex space featuring elegant French doors-perfect for working from home or creating a private retreat. The heart of the home is a stunning white kitchen that truly feels like a dream, complete with sleek quartz countertops, stylish gold accents, and a layout that flows seamlessly into the dining area and spacious living room, great for entertaining or everyday living. A convenient downstairs bedroom and full bathroom offer flexibility for guests or multigenerational living. Upstairs, you'll find a large loft area ideal for a second living space, along with generously sized bedrooms and an additional full bathroom. The primary suite features a large walk-in closet, dual sinks, and a beautifully tiled 5-foot walk-in shower. Step outside to enjoy the fully privacy-fenced backyard with a screened-in porch-perfect for relaxing year-round. Malind Bluff offers an exceptional lifestyle with resort-style amenities including a gated entrance, community pool with zero-entry and sunning ledge, playground, pickleball courts, and a pavilion/clubhouse overlooking serene water views. Residents also enjoy access to a community dock-ideal for fishing, kayaking, paddle boarding, or simply soaking in the scenery. As an added bonus, all homes are pre-wired with fiber-optic networks. This property is ready to welcome you home!

435 Malind Bluff Drive, Okatie

Listing courtesy of The Homesfinder Realty Group. Selling Office: Realty One Group - Lowcountry.

$1,795,000
4 Beds ⋅ 4 Baths ⋅ 3,300 SqFt. ⋅ HILTONHEAD-504585 MLS
Enjoy exceptional waterfront living on Callawassie Island with rare western exposure and unforgettable sunset views over the tidal marshes of Chechessee Creek, complemented by peaceful water and golf views from the front of the home. Privately positioned, this pristine custom-built residence offers a true Lowcountry lifestyle with a private short dock, floating dock, and new boat lift providing direct water access for boating, kayaking, and sunset cruises. Designed for both everyday comfort and effortless entertaining, the open floor plan is centered around a chef's kitchen featuring Wolf and Sub-Zero appliances, a 10-foot island, beverage bar, wine cooler, and ice maker. Wide plank hardwood floors flow throughout the main living areas, while two first-floor guest suites offer beautifully remodeled en suite baths for privacy and convenience. Thoughtful improvements enhance both form and function, including a newer roof, new deck and shutters, a custom-built fireplace with new insert, replaced interior doors, all new water piping, spray foam insulation in the crawl space, new crawl space screening, updated lighting, refreshed landscaping, and a full exterior repaint in 2025.Expansive outdoor living spaces capture sweeping marsh views and glowing sunsets, creating a serene and private backdrop that changes with the tides and seasons. Residents enjoy the unmatched lifestyle of Callawassie Island-an engaging community, remarkable natural beauty, top-tier golf and amenities, endless outdoor activities, and the peace of mind that comes with gated security and true Lowcountry privacy.

41 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$725,000
3 Beds ⋅ 4 Baths ⋅ 2,580 SqFt. ⋅ HILTONHEAD-504968 MLS
Experience the romance of Lowcountry living on Callawassie Island. Tucked beneath towering pines on a quiet, private homesite, this 2,580 sq ft home offers 3BR/3BA plus a dedicated office and captivating lagoon-to-golf views. A classic brick stairway leads to an expansive, columned front porch-rocking-chair ready and cooled by ceiling fans-setting the tone for slow mornings, sweet tea afternoons, and sunset conversations. Inside, enjoy light-filled living spaces and a gourmet kitchen built for gathering, featuring custom cabinetry, stainless appliances, a professional-style gas range with statement hood, and an oversized granite island with sink and abundant storage. The spacious primary suite is a true retreat with tranquil views and a spa-inspired bath with dual vanity, soaking tub, and separate shower. Two additional bedrooms and baths provide comfort and flexibility for guests. Out back, the screened porch and patio deliver the quintessential Lowcountry backdrop-breezes through the trees, birdsong overhead, and front-row vistas across the lagoon to the fairway beyond. Callawassie Island's gated community elevates the lifestyle with an exceptional club experience, including golf, tennis, fitness, pool, dining, and miles of protected marsh and waterways.

64 Osprey Circle, Okatie

Listing courtesy of Charter One Realty.

$370,000
HILTONHEAD-504884 MLS
Natural beauty surrounds this Heyward Point 1.43 acre lot. Surrounded by upscale homes with a small lake in the rear, accessible by only three other lots and open space beyond. Heyward Point is a gated community situated between the Colleton and Okatie Rivers and close to Hilton Head Island, Bluffton and Beaufort. The community is located across from the acclaimed Chechessee Creek Golf Club. Purchaser to pay development fee at closing ($7,500.00) + 1st year POA fee. Owner is a licensed SC RE salesperson

125 Heyward Point Road, Okatie

Listing courtesy of SERHANT.

$185,000
HILTONHEAD-503871 MLS
A rare Spring Island homesite offering privacy, natural beauty, and the opportunity to build a custom Lowcountry retreat. Set within an exclusive, gated community known for its preservation and tranquility, this property is surrounded by mature, natural landscapes and ready for your dream home!

317 Spring Island Drive, Okatie

Listing courtesy of The Homesfinder Realty Group. Selling Office: Charter One Realty.

$700,000
3 Beds ⋅ 3 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-503938 MLS
Enjoy the stunning views of Magnolia 5 fairway and ponds. Huge vaulted screened porch with fireplace. Primary bedroom on first floor with den adjacent.. Large great room with cathedral ceilings with fireplace. Upstairs is a sitting room with two bedrooms that have a jack and jill bath as well as a finished room over garage. Newer roof & HVAC. 2 tankless propane hot water heaters. New plumbing and many new windows. Private gated Island community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock, 6 tennis courts, Pickleball courts, 27 hole golf course, dog park, bocce courts & 24/7 gated security

91 Winding Oak Drive, Okatie

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

$690,000
3 Beds ⋅ 3 Baths ⋅ 2,230 SqFt. ⋅ HILTONHEAD-503102 MLS
Discover this spacious 3-bedroom, 3-bath, 2,230 sq. ft., Club Cottage on Callawassie Island, offering single-story living with an open floor plan, a 2-car garage, and serene views along the first fairway of the Dogwood Course. Being sold fully furnished-including all kitchenware and appliances-except for artwork. Perfect as a primary home, getaway, or short-term rental. The heart of the community is the Tom Fazio-designed 27-hole golf course, complemented by tennis courts, pickleball, fitness facilities, two swimming pools, and a clubhouse for dining and social gatherings. The River Club also offers fantastic river views, a swimming pool, and additional dining options. Residents enjoy deep-water access from the community docks, making Callawassie Island an ideal destination for boating, kayaking, and fishing. Callawassie Island, South Carolina, is a private, gated island community located between Bluffton and Beaufort, and just about 30 minutes from Hilton Head Island and Savannah. It offers the perfect balance of quiet, natural living with convenient access to culture, dining, and shopping. The island is known for its natural beauty, with more than 880 acres of maritime forest, salt marshes, tidal creeks, and deep-water access to the Colleton and Okatie Rivers. Designated as a Certified Community Wildlife Habitat, Callawassie Island emphasizes conservation and harmonious coexistence with nature.

45 Callawassie Club Drive, Okatie

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

$849,000
3 Beds ⋅ 3 Baths ⋅ 2,925 SqFt. ⋅ HILTONHEAD-502830 MLS
Enjoy amazing sunsets from almost every room of this marsh front home. One level home with primary bedroom on one side and 2 bedrooms on the opposite side with a jack and jill bathroom. Double sided fireplace in family room and screen porch. This home offers living room, dining room, eatin kitchen, family room and Office/library for your enjoyment. 2 car garage and golf cart garage. This private gated Island Community offers Clubhouse, River Club , fitness center, 2 pools, kayak dock. Six Har-Tru Tennis courts, bocce courts, pickleball courts, dog park, 27 holes of Tom Fazio designed Golf courses and 24/7 gated security.

25 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$500,000
3 Beds ⋅ 3 Baths ⋅ 2,398 SqFt. ⋅ HILTONHEAD-502567 MLS
Welcome to Callawassie Island, a private gated island sanctuary community with numerous amenities. With a new roof, this spacious 3 bedroom, 2.5 bath one level is perfectly framed by sweeping views of Spanish moss-draped oaks and the Tom Fazio "Palmetto" course. Sunlight filters through generous windows, illuminating architectural details. With vaulted ceilings and a wall of windows, the inviting great room is anchored by the fireplace. Entertaining is easy with the spacious dining area open to the kitchen. The kitchen showcases custom wooden cabinetry and a walk-in pantry. The tranquil primary suite overlooks the wide views and offers a jetted spa tub, walk-in shower and dual vanities. A large two car garage with a dedicated golf cart bay, this home is priced for you to add your personal touches.

9 Winding Oak Drive, Okatie

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

$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.

$2,250,000
4 Beds ⋅ 5 Baths ⋅ 4,717 SqFt. ⋅ HILTONHEAD-502394 MLS
A Refined 13+ Acre Lowcountry Equestrian Retreat on Spring Island - A long, oak-lined drive leads to this extraordinary 13.2-acre equestrian estate - an intimate compound within the private, gated community of Spring Island. The property features a main house, guest cottage, 2+ car garage with golf cart bay and potting shed, the Orvis retreat, an equestrian viewing gazebo, three-stall barn, and two large, fenced pastures plus one paddock around the stalls. The main residence offers a welcoming front porch with sweeping views of pastures and the barn. French doors open to a vaulted great room filled with natural light and fine craftsmanship. The chef's kitchen with dual islands and premium appliances flows into a keeping room anchored by a Savannah brick fireplace. A screened porch opens to gardens for year-round Lowcountry living. The primary suite includes a sitting area, spa-style bath, and private porch. Guest suite, laundry, and bright studio or "woman cave" complete the main living areas. A breezeway connects the main house to the garage and potting shed, ideal for gardeners and nature enthusiasts. The guest cottage offers front and back porches, a sitting area with kitchenette, and two ensuite bedrooms, providing privacy and comfort for family or friends. Across a wooden bridge, the Orvis Room "man cave" features a wraparound porch with outdoor fireplace overlooking a tranquil water feature. Inside, a great room, office, or bourbon room, and full bath create an ideal gathering place. The gazebo overlooks pastures, perfect for entertaining or watching dressage. The three-stall barn includes a tack room, bath, utility area, and space for future living quarters. Two large, fenced pastures and one paddock provide ample room for horses. Life on Spring Island is unlike anywhere else, offering 3,000 acres of preserved natural beauty and premier amenities: Arnold Palmer-designed golf, equestrian center, tennis and pickleball, fitness complex with heated and chilled saltwater pools, scenic trails for walking or riding, a 7.5-acre community garden, and an inspiring art barn. (Note - 5 photos with furniture in them have been virtually staged to show the home's potential)

21 Straight Road, Okatie

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

$1,195,000
3 Beds ⋅ 4 Baths ⋅ 2,943 SqFt. ⋅ HILTONHEAD-502086 MLS
No need to wait to build your dream home. Move right into this better than new custom low country style marsh front home. Primary bedroom on first floor. Upstairs has media room and Two bedrooms with private baths as well as an outside veranda. Large screened porch. Unfinished area over two car garage and golf cart garage for future space. Outdoor grill and hot tub. Thermador appliances. 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

4 Mayon Point, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,430,000
5 Beds ⋅ 6 Baths ⋅ 4,193 SqFt. ⋅ HILTONHEAD-501620 MLS
Welcome to Callawassie Island, a private gated wildlife sanctuary community. Drive across the causeway and enjoy the tidal marsh with Spartina grass, exquisite waterfowl, and occasionally playful dolphins. Enter the island with Spanish moss draped trees and world class golf views. Arrive at 3 Woodstork Watch, an estate-style home situated on one of the most beautiful and private homesites in the Lowcountry. This one-of-a-kind location with two lots combined for a 1+ acre site (POA Fees Assessed on only one lot) has 372' of road frontage and 347' on the pond with added privacy from adjacent open space area. Step outside to the beautiful porch featuring views of the pond and saltmarsh and from many vantage points throughout the property ideal for morning coffee and evening sunsets. Enjoy entertaining in your gracious great room with fireplace, large wet bar, chef's delight kitchen with 2 ovens, large island, and new appliances. Choose dining inside surrounded by tall windows or on the large porch where you'll eat outside, both with awesome views. Relax in your primary suite on the main floor with tall windows for observing wildlife. Upstairs the large balcony captures a stunning 270-degree panoramic view of the pond, marsh, fountain, winding path and treetops of magnolias, pines, oaks, and palm trees. Your family and guests will appreciate the view from the gathering/entertainment room and en-suite bedrooms with bay windows. One of the greatest advantages of this estate is its flexibility for multigenerational living, offering the ability for family and guests to enjoy privacy without sacrificing togetherness. The carriage house with separate living space over the garage creates an ideal setup for extended family, long-term guests, live-in caretakers, or a private retreat for children and grandchildren, a sought-after feature in luxury Lowcountry living. Downstairs walk through a breezeway covered stairs or on a fern and flower basket lined ramp to your carriage house. Plenty of space on your double lot to expand the main structure or add additional guest house. 372 feet of street frontage. Callawassie Island lifestyle includes for your pleasure 27 holes of golf, 2 pools, 2 clubhouses, tennis, pickle ball, fitness center, docks on the river, butterfly garden, dog park and vibrant community. Above all, what makes this home truly special is its estate setting - the rare, one-of-a-kind property on the island and unmatched privacy and views that come with it.

3 Woodstork Watch, Okatie

Listing courtesy of William Raveis - Carolina LLC.

$350,000
HILTONHEAD-501725 MLS
An extraordinary opportunity to own the ONLY estate homesite on the market in prestigious Berkeley Hall, one of the Lowcountry's premier gated golf communities. Perfectly positioned on nearly 0.6 acres with serene tidal creek views, this property is a blank canvas for your custom dream home. The homesite is shovel-ready with ARB-approved architectural plans, giving you a head start on construction and peace of mind in the building process. Ideally located between River Park, where residents enjoy a scenic community dock, complimentary kayaks and paddleboards, and the acclaimed Golf Learning Center consistently ranked among the worlds best golf practice facilities by PGA Tour players. Generous dimensions allow for an expansive residence with luxury outdoor living spaces, a pool, and even a private backyard putting green. The southern exposure at the front ensures warm, natural light and striking curb appeal year-round. This offering includes the option to purchase a full set of Court Atkins custom home plans under a separate Bill of Sale, making the journey from vision to reality seamless and efficient. Enjoy the Berkeley Hall lifestyle with two world-class Tom Fazio golf courses, spa & fitness center, riverfront clubhouse, tennis, pickleball, and miles of nature trails all just minutes to the beaches of Hilton Head Island and the vibrant energy of historic Bluffton. Rarely does a homesite of this caliber become available in a private, golf-centric community so close to Hilton Head, Savannah, and the best of the South Carolina Lowcountry.

153 Good Hope Road, Okatie

Listing courtesy of The Agency Hilton Head. Selling Office: Coastal Luxury Real Estate.

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