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

60 Clifton Drive, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$1,385,000
4 Beds ⋅ 5 Baths ⋅ 3,637 SqFt. ⋅ HILTONHEAD-512561 MLS
Set on over half an acre overlooking a tranquil pond in sought-after Oldfield, this beautifully maintained Lowcountry home offers timeless design, thoughtful updates, and exceptional outdoor living. Hardwood floors, soaring ceilings, and abundant natural light enhance the inviting interior.The updated kitchen features new countertops, sink, faucet, microwave, and dishwasher. The living room showcases custom ceiling beams and a beautifully retiled fireplace. The spacious primary suite includes a renovated bath with a tiled walk-in shower and stylish finishes.A detached two-car garage with a dedicated golf cart bay features a private guest suite above with a full bath, ideal for guests, a home office, or flexible living space. The expansive screened porch overlooks the pond and landscaped backyard, creating a peaceful setting for relaxing or entertaining.Enjoy the Oldfield lifestyle with championship golf, tennis, pickleball, fitness amenities, leisure and equestrian trails, river access, and the renowned Outfitters Center.

7 Indigo Plantation Road, 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.

$1,425,000
4 Beds ⋅ 5 Baths ⋅ 3,413 SqFt. ⋅ HILTONHEAD-511901 MLS
Welcome to secluded Low Country living with 5 acres of privacy, yet close to daily conveniences. The private gated entry flanks the meandering drive through the wooded entrance to the manicured grounds surrounding the home with a pool in the rear and a pond in the distance. This four-bedroom home with study and 3 car garage includes upper tier custom features with 8' interior doors, wood floors, ensuite baths for each bedroom, a butler's pantry, laundry/storage room, and walk in attic. The primary ensuite bath offers double vanities, jetted soaking tub and two-sided Roman shower with multiple shower heads. The customized primary closet is the size of many bedrooms! The Great room leads out to the screened porch overlooking the pool flanked with pavers for lounge chairs and pool side gatherings. The large outbuilding offers many possibilities from RV/horse barn to boat storage/workshop. Under roof of the outbuilding is one of the nicest custom built chicken coops you will ever find! A truly exceptional property and a rare opportunity. Be sure to click link for virtual tour and drone footage!

124 Chechessee Road, Okatie

Listing courtesy of Charter One Realty.

$1,360,000
4 Beds ⋅ 5 Baths ⋅ 3,030 SqFt. ⋅ HILTONHEAD-512044 MLS
Southern Living, brought to life on Callawassie Island. Built in 2025 from a featured Southern Living floor plan, the River Place Cottage is better than new, with more than $100K in thoughtful owner upgrades. Tucked on a quiet Heron Point cul-de-sac with no through traffic, a wide front porch welcomes you into a light-filled home where warm hardwood floors, exposed beams, and elevated finishes create an immediate sense of relaxed elegance. The open kitchen, dining, and living areas flow effortlessly for everyday living and entertaining, anchored by a custom fireplace surround with gas insert and complemented by designer lighting. Just off the dining area, sliders open to a spacious screened porch, extending the living space and creating the seamless indoor/outdoor connection Lowcountry living is known for. The private main-level primary suite features a spa-like bath with a soaking tub, while a dedicated study offers a quiet place to work or unwind. Out back, a covered porch leads to an expansive custom paver patio and fire pit, with generous green space, enhanced landscaping, and beautiful views of Dogwood #6 beyond-an idyllic setting for morning coffee, evenings around the fire, or entertaining friends. Upstairs, hardwood floors continue through two spacious ensuite bedrooms with abundant storage. A detached 2-car garage with dedicated golf cart bay and epoxy floors is topped by a 558-square-foot FROG with full bath and closet-ideal as a private guest suite, gym, or flex space. Fresh interior paint, exterior shutters, and numerous additional improvements mean the work has already been done. And beyond your front door, enjoy the lifestyle that makes Callawassie Island so special-27 holes of golf, boating and river access, racquet sports, pools, fitness, dining, and a welcoming social community, all surrounded by the natural beauty of the Lowcountry. Beautifully finished, thoughtfully upgraded, and completely move-in ready-this is a home designed to be enjoyed from day one.

14 Heron Point, Okatie

Listing courtesy of The Agency Hilton Head.

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

901 Dreamscape Drive, Okatie

Listing courtesy of Dunes Real Estate.

$1,525,000
4 Beds ⋅ 5 Baths ⋅ 3,427 SqFt. ⋅ HILTONHEAD-512160 MLS
46 Belle Reve Drive | The Dogwood by Seacoast Classic Homes. New construction in Berkeley Hall offering 4 bedrooms, 4.5 baths and 3,427 square feet designed around how buyers actually live, host and entertain. The main level features both the primary suite and a private guest suite, along with an open kitchen, breakfast area and living room with fireplace and built-ins. Doors extend the living space to a generous, screened porch, creating an easy transition outdoors and a natural setting for year-round Lowcountry gatherings. The homesite also offers exciting potential for a buyer to further personalize the outdoor living experience with future additions such as a pool or summer kitchen. Upstairs, two additional ensuite bedrooms and a loft provide privacy and flexibility for family and guests. A formal dining room, walk-in pantry, laundry, drop zone, 10-foot main-level ceilings, hardwood floors throughout the primary living areas, and a two-car garage with separate golf cart bay complete the plan. Beyond the home, Berkeley Hall is the lifestyle. Two Tom Fazio-designed golf courses, a 30-acre practice and learning center, clubhouse dining, spa and fitness facilities, tennis and pickleball, river access and miles of trails within a private Lowcountry community. Currently under construction, 46 Belle Reve offers the opportunity to own a brand-new home and make Berkeley Hall your own.

46 Bellereve Drive, Okatie

Listing courtesy of Sea Glass SC, LLC.

$1,075,000
4 Beds ⋅ 4 Baths ⋅ 2,965 SqFt. ⋅ HILTONHEAD-511584 MLS
Among the Best Golf/Marsh views within Callawassie Island. This Club Cottage, at 2,965 sq. feet, has 4 bedrooms, 3 1/2 bath and terrific long views of the complete Dogwood 9th hole, bridge/lagoon and tidal marsh views. Primary Bedroom on 1st floor, with 2 bedrooms upstairs with an optional 4th bedroom or office. The Upstairs Bedroom private veranda provides even more elevated spectacular views. Callawassie Island Club Cottage Section is ideal for either a primary home, a 2nd home or a rental investment property. Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

24 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,550,000
4 Beds ⋅ 4 Baths ⋅ 3,436 SqFt. ⋅ HILTONHEAD-511887 MLS
Tucked behind the gates of Heyward Point and set along the tranquil banks of Heyward Lake, this thoughtfully designed new construction home offers a rare opportunity to own a private retreat in the heart of the Lowcountry.Positioned on over 1.5 acres of lakefront, a long, winding driveway leads you through towering pines to a beautifully sited residence where privacy, nature, and design come together effortlessly. Expansive long-lake views create a stunning backdrop from nearly every angle, setting the tone for a lifestyle defined by peace and connection to the outdoors.Inside, the home is designed for both comfort and flexibility, featuring three bedrooms on the main level, along with a dedicated study or flex space ideal for a home office, library, or additional guest accommodations ...Upstairs, an expansive bonus room with a private bath offers the perfect space for a media room, guest suite, or multi-generational living.At the heart of the home, seamless indoor-outdoor living takes center stage. A large screened porch invites you to slow down and take in the beauty of the lake--whether it's a quiet morning with coffee as the mist rises off the water or an evening unwind surrounded by nature.Currently under construction with completion anticipated in 2026, this home offers the unique opportunity to secure a place within one of the Lowcountry's most sought-after private communities while enjoying the craftsmanship and intention of a newly built residence.7 Yemassee Trace Rd is more than a home; it's a setting, a lifestyle, and a chance to experience the Lowcountry the way it was meant to be lived.

7 Yemassee Trace Road, Okatie

Listing courtesy of SERHANT.

$439,900
4 Beds ⋅ 4 Baths ⋅ 2,034 SqFt. ⋅ HILTONHEAD-511163 MLS
Seller offering up to $10,000 buyer credit with acceptable offer! 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 potential 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.

$599,000
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.

$479,900
4 Beds ⋅ 3 Baths ⋅ 2,459 SqFt. ⋅ HILTONHEAD-511269 MLS
4-bedroom, 3-bath home with bonus room built in 2024. Located in a cul-de-sac and backing to protected wetlands, you'll enjoy added privacy and a larger fenced backyard. Inside, the grand two-story foyer makes a big impression with natural light and 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 woods. 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 lower price point.

53 Whispering Oaks Circle, Okatie

Listing courtesy of Dunes Real Estate.

$835,000
4 Beds ⋅ 5 Baths ⋅ 2,719 SqFt. ⋅ HILTONHEAD-511144 MLS
Beautifully maintained Berkeley Hall townhome offering elegant finishes, thoughtful design, and carefree living with landscaping and exterior maintenance handled for you. The open concept floor plan features a dramatic great room with coffered ceiling, fireplace, custom built ins, and easy flow to the kitchen, dining area, and screened lanai. The kitchen offers abundant custom cabinetry, granite countertops, stainless appliances, gas cooktop, built in oven and microwave, tile backsplash, and a spacious breakfast bar. The covered lanai is a true extension of the living space with lounge and dining areas, outdoor grilling station, multiple ceiling fans, paver flooring, and peaceful wooded views. The first floor primary suite includes tray ceiling detail, patio access, dual vanities, soaking tub, tiled walk in shower, and generous closet space. Guest bedrooms offer comfortable accommodations with private baths, while the bonus/media room can serve as an additional guest suite, hobby space, or second living area. Additional highlights include a private office with wood flooring, large laundry/mudroom with cabinetry and sink, excellent garage storage, golf cart space, 10' ceilings, crown molding, and warm finishes throughout. A polished, comfortable, and move in ready townhome located on a quiet cul de sac in one of the Lowcountry's premier lifestyle and golf communities.

12 Hasty Point Place, Okatie

Listing courtesy of William Raveis - Carolina LLC.

$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.

$1,475,000
4 Beds ⋅ 4 Baths ⋅ 3,554 SqFt. ⋅ HILTONHEAD-510537 MLS
Built in 2015 by renowned custom builder Steve Tilton, owner of Coastal Signature Home, this impeccably maintained coastal residence offers over 3,554 square feet of thoughtfully designed living space overlooking breathtaking panoramic views of Chechessee Creek and the surrounding marshlands. Indirect sunrise and sunset views create an incredible opportunity to enjoy Callawassie Island at its very best! With three spacious bedrooms on the main level, this beautiful home offers easy one-level living. Perfectly positioned on a private cul-de-sac with desirable northeastern exposure, this four-bedroom, three-and-a-half-bath home seamlessly blends timeless craftsmanship with modern comfort. Rich architectural details and exquisite millwork are showcased throughout, while random-width reclaimed pine flooring adds warmth and character to the home's elegant interiors. Designed to maximize its spectacular setting, the living room, kitchen, breakfast nook, family room, primary bedroom, and guest bedroom all enjoy direct water and marsh vistas. The home features both formal and casual living spaces, including inviting formal living and dining rooms, in addition to an expansive open-concept family room and kitchen. The soaring 16-foot vaulted ceiling creates a dramatic focal point, while the chef's kitchen is appointed with premium appliances, a gas cooktop, and a refrigerator replaced in 2025. Outdoor living is equally impressive. A 400-square-foot screened porch with a gas fireplace provides the perfect setting for year-round enjoyment, whether entertaining guests or simply taking in the tranquil waterfront scenery and wildlife activity. A significant enhancement completed in October 2024 added a spacious 536-square-foot bonus room with a full bath and beautifully finished ceramic tile shower, offering exceptional flexibility for guests, a home office, media room, or private retreat. Additional features include a tankless water heater, a spacious walk-up attic with spray foam insulation for energy efficiency and abundant storage, as well as an insulated crawl space. The exterior was freshly painted in May 2026, adding to the home's appeal and maintenance value. Offering exceptional craftsmanship, stunning natural views, and move-in-ready condition, this remarkable custom home presents a rare opportunity to enjoy refined Lowcountry living at its finest.

12 Dolphin Lane, Okatie

Listing courtesy of Charter One Realty.

$2,950,000
4 Beds ⋅ 6 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-509761 MLS
Community enhancement fee and first year of Berkeley Hall dues are included! Located within the private gates of Berkeley Hall, this exceptional proposed construction opportunity invites you to experience luxury living at its finest. Celebrated for its exclusivity, world-class amenities, and championship golf, Berkeley Hall offers a lifestyle defined by elegance, privacy, and refinement; a level of sophistication that is truly unparalleled in the Lowcountry. This residence will be thoughtfully crafted by May Residential Builders, a distinguished luxury builder known for delivering homes of extraordinary quality, efficiency, and structural integrity. Constructed using premium materials and engineered to 180 mph hurricane-rated standards, each home is designed to provide superior durability without sacrificing architectural beauty. May Residential Builders is a recent Lighthouse Award winner, earning recognition for Best Exterior and Best Kitchen, along with Second Place for Interior Design, further solidifying their reputation for excellence in custom home construction. The featured May Model showcases just over 4,100 square feet of well-appointed living space, offering four bedrooms, five-and-a-half baths, and a desirable two-and-a-half car garage. The layout is both functional and elegant, seamlessly blending open living areas with private bedroom suites designed for comfort and flexibility. This is a true turn key experience, as the home comes fully furnished with furniture, artwork, TVs, etc. In addition to conveying with all the necessary items to move in, this home has a pool with hot tub, and generator. Known for creating homes that are not only luxurious but also highly efficient, May Residential Builders delivers exceptional craftsmanship and thoughtful design at every level. This is a rare opportunity to build a custom residence from the ground up within one of the Southeast's most sought-after private communities, guided by a builder whose commitment to quality and innovation is second to none. Bring your golf clubs, swimsuit and toothbrush, and call Berkeley Hall "home" today!

113 Lancaster Boulevard, Okatie

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

$449,900
4 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-509390 MLS
Ask for details. 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.

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

8 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

7 Woodstork Watch, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,650,000
4 Beds ⋅ 5 Baths ⋅ 3,300 SqFt. ⋅ HILTONHEAD-508737 MLS
Brand new construction in Berkeley Hall located on a large wooded homesite. 3,300 sqft with 4 bedrooms, 4.5 baths and a private office.

9 Woodside Circle, Okatie

Listing courtesy of Bryan Homes Realty.

$1,575,000
4 Beds ⋅ 5 Baths ⋅ 3,427 SqFt. ⋅ HILTONHEAD-508350 MLS
Set on οne of Bеrkеleу Ηаll's mοrе generous homesіteѕ (approx. 0.6+ acres), 355 Good Hope Road offers a rare opportunity to own new construction with space, privacy, and presence. The Magnolia plan blends clean, modern livability with timeless Lowcountry design-thoughtfully arranged for effortless everyday living and entertaining. Estimated completion in just 3-4 months. Beyond the home, Berkeley Hall delivers an unmatched lifestyle with two world-class golf courses, stunning clubhouse, river park, fitness center, and a true private club experience. This isn't just a home-it's the way you want to live.

355 Good Hope Road, Okatie

Listing courtesy of Sea Glass SC, LLC (1016).

$2,695,000
4 Beds ⋅ 5 Baths ⋅ 3,627 SqFt. ⋅ HILTONHEAD-508345 MLS
Welcome to your rare opportunity to own a 2020, custom-built, 3,627 heated sq ft. Lowcountry retreat in the center of Spring Island. This exceptional 4-bedroom, 4 1/2-bath residence was thoughtfully designed by renowned architect Thomas L. Hiatt. Perfectly positioned along the 13th hole of Old Tabby Links, the home is surrounded by the island's breathtaking natural beauty, extensive 30-mile trail system, offering both privacy, accessibility and scenic golf course views. Showcasing timeless Southern architecture with impeccable attention to detail, the home features an open-concept floor plan anchored by a spacious great room and a gourmet kitchen, ideal for both everyday living and elegant entertainment. Rich hardwood doors, upgraded textures, designer finishes, and premium appliances elevate every space. A dedicated wine room, private office, and media room provide functionality, while the luxurious primary suite serves as a perfect retreat. Generously sized secondary bedrooms each offer their own private en-suite baths, ensuring comfort and privacy for family and guests alike. Outdoor living is equally inviting, with a rear screened porch with a pet friendly door and separate grilling patio overlooking the natural surroundings. The fenced yard is ideal for families with pets while offering a secure and spacious setting. A professionally hardscaped re pit just beyond the enclosure creates the perfect spot for gathering with friends and family under the oaks. A spacious epoxy finished two-car garage with an additional golf cart bay adds everyday convenience and storage. Located just a short stroll from Waterfall Farm, where residents can enjoy fresh, locally grown produce, this remarkable sports lovers paradise offers a unique blend of life with nature, luxury, and the relaxed elegance that denes life on Spring Island.

12 Bee Tree Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$900,000
4 Beds ⋅ 4 Baths ⋅ 3,925 SqFt. ⋅ HILTONHEAD-507539 MLS
Set against a breathtaking Lowcountry backdrop, this stately custom home offers timeless character, generous living spaces, and an extraordinary setting that captures the very essence of coastal living. Perfectly positioned on a homesite with a deep, wide western exposure, the sweeping marsh views stretch endlessly to the Colleton River, delivering unforgettable sunsets that paint the sky each evening. Spanning approximately 3,925 square feet, this classic residence features 4 bedrooms and 3.5 baths, thoughtfully designed for both comfort and functionality. Expansive living room and gorgeous foyer define this home and are anchored by the beauty of moss-draped live oaks and marsh views. For a more informal, relaxed living space, the large family room, complete with an office nook and bar sink, ideal for entertaining or relaxed everyday living, is only a few steps away from the kitchen area. The second-floor loft offers an oversized retreat for the additional 2 guest bedrooms overlooking the marsh, creating a serene vantage point for soaking in the natural beauty that surrounds you. The home's inviting outdoor spaces are equally impressive. A full front porch welcomes you with classic Southern charm, while the rear deck flows seamlessly into a screened gazebo-perfect for al fresco dining, quiet afternoons, or simply enjoying the coastal breeze. Beneath the elevated back porch, ample storage provides practical convenience. Inside, elegant details abound. Custom built-ins enhance the living room, while the dining area features beautifully crafted cabinetry. Hardwood floors run throughout the main living areas, complemented by comfortable carpeting in the bedrooms. The primary suite offers a private retreat with dual vanities, spacious closets, a jetted tub, and a separate shower. An additional guest bedroom on the main level provides flexibility for visitors. Surrounded by mature landscaping and framed by majestic live oaks, the property exudes natural beauty and privacy. With its rare combination of location, views, and classic Lowcountry design, this home presents an exceptional opportunity to create your own coastal sanctuary. (Digital enhancement has been used in some photographs)

4 Bent Tree Lane, Okatie

Listing courtesy of Charter One Realty.

$1,080,000
4 Beds ⋅ 4 Baths ⋅ 3,000 SqFt. ⋅ 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®.

$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.

$1,850,000
4 Beds ⋅ 5 Baths ⋅ 4,554 SqFt. ⋅ HILTONHEAD-506851 MLS
Tucked away on nearly three wooded acres, this gracious Southern estate offers timeless charm, exceptional privacy, and inviting spaces designed for relaxed Lowcountry living made even more desirable by the rare combination of a generous homesite and low HOA fees. The expansive acreage provides a sense of seclusion and freedom seldom found, allowing room to breathe, enjoy nature, and live without the constraints of tightly spaced neighborhoods. From the moment you arrive, the expansive front porch sets the tone, perfect for rocking chairs and morning coffee. Inside the main home, beautiful oak floors flow throughout warm, traditionally styled interiors that feel both comfortable and refined. The kitchen is the heart of the home, featuring a large central island ideal for gathering, meal prep, and entertaining, along with a double oven and gas range-perfect for the home chef. Thoughtful details and abundant natural light enhance every room, resulting in a home that is welcoming, well-balanced, and timeless in character. The home's porches truly steal the show. In addition to the generous front porch, the large screened back porch overlooks the peaceful, wooded setting, an ideal spot for outdoor dining, evening breezes, or simply enjoying the quiet surroundings year-round, with the privacy that only a larger lot can provide. The main residence offers three large bedrooms, a den/office, a formal dining room, family room, large pantry, and laundry room. The detached three-car garage includes private living quarters complete with a full kitchen, dining and sitting area, and an additional bedroom-ideal for guests, extended family, or a personal retreat. The adjacent workshop adds excellent functionality for hobbies, storage, projects, or a cart garage. Outdoors, the estate property continues to impress with Live Oaks, mature trees, a shed, and abundant space to garden, expand outdoor living, or simply enjoy the natural setting. A pool plan has already been approved by the ARB, further enhancing the flexibility of the expansive lot. This is a rare opportunity to own a classic Southern home that blends comfort, character, and space in a serene Lowcountry setting.

66 Heyward Point Road, Okatie

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$715,000
4 Beds ⋅ 3 Baths ⋅ 3,090 SqFt. ⋅ HILTONHEAD-506561 MLS
Extensively upgraded with over $100K in custom interior and exterior enhancements, this premium corner-lot home combines designer finishes, a dedicated home office, and thoughtfully engineered outdoor living rarely found in new construction at this price point. At the heart of the home is a designer kitchen featuring a full-height backsplash, custom hardwood vent hood, premium appliances, and curated lighting, complemented by a custom walk-in pantry with floor-to-ceiling built-in storage. The open-concept living areas are enhanced with extensive millwork and architectural detailing throughout, creating a refined, high-end feel rarely found at this price point. A dedicated home office with upgraded French doors provides an ideal work-from-home space, while the primary suite features a fully customized closet system offering exceptional organization and everyday ease. Outdoor living has been intentionally upgraded to deliver both beauty and long-term durability. The expansive Lowcountry paver patio provides the perfect space for entertaining and is already equipped with a gas stub for a grill or future outdoor kitchen. Professionally designed landscaping surrounds the home with layered privacy and curated plantings, while significant investments in drainage and irrigation-including French drains, underground gutter drainage, and a WiFi-enabled irrigation system-help keep the property functional and low-maintenance year-round. Unlike new construction, this home offers substantial post-build upgrades already completed, saving the next owner significant time, cost, and effort. Additional features include an enclosed service yard for organized exterior storage, smart home integrations, and consistent maintenance with termite protection and HVAC servicing. Located in the desirable Malind Bluff community, residents enjoy access to a resort-style pool, dock, pickleball courts, playground, and scenic Lowcountry surroundings. This is a rare opportunity to own a thoughtfully upgraded home where design, infrastructure, and lifestyle come together seamlessly.

823 Danner Drive, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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

50 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$2,895,000
4 Beds ⋅ 5 Baths ⋅ 4,033 SqFt. ⋅ HILTONHEAD-505464 MLS
Welcome to this beautifully crafted home overlooking the fifth hole of Tabby Links golf course. Completed in 2024 and thoughtfully enhanced since, the property blends refined finishes with exceptional indoor and outdoor living. The home features a main level owner's suite, reclaimed pine flooring throughout, and custom solid mahogany doors that add warmth and character. Two fireplaces create inviting spaces to gather and relax, with a gas fireplace inside and a wood burning fireplace outdoors. The chef's kitchen is equipped with high end appliances and custom finishes designed for both everyday living and entertaining. Outdoor living is a centerpiece of the property, highlighted by an expansive screened porch with a fireplace, heaters and screens, providing a comfortable year round space to enjoy the surrounding golf course views. The two car garage with a golf cart bay features a comfortable guest space with a bedroom, living area, bathroom, and kitchenette above. A newly added detached building houses a premium golf simulator featuring the TrackMan Golf Suite, offering a private training and entertainment space for golf enthusiasts. The exterior features include raised garden beds and wireless irrigation. Designed by renowned Lowcountry architecture firm Court Atkins, the home reflects thoughtful design and timeless coastal style.

319 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$1,399,000
4 Beds ⋅ 4 Baths ⋅ 3,680 SqFt. ⋅ HILTONHEAD-505052 MLS
Lowcountry waterfront living on Callawassie Island in Okatie, SC. Built by award-winning builder Steve Tilton, 47 Sugar Mill is tucked away at the end of a quiet cul-de-sac and surrounded by ancient live oaks draped in Spanish moss for a truly private, coastal setting, and boasts a brand new roof in June 2026. This 4BR + office home is designed for relaxed island living with oversized front, back, and screened porches-perfect for morning coffee, afternoon breezes, and evening gatherings. Inside, soaring cathedral ceilings, a welcoming fireplace, and abundant natural light create an inviting main living space that seamlessly connects to the outdoors. The rare showstopper is the backyard on a tidal creek with a floating dock and boatlift-opening the door to a lifestyle of kayaking, paddleboarding, boating, fishing, and crabbing right from home. A 2.5-car garage includes a dedicated golf cart bay for easy island exploring. If you've been searching for a Callawassie Island waterfront home with a dock and lift, 47 Sugar Mill is a standout opportunity.

47 Sugar Mill Drive, Okatie

Listing courtesy of Charter One Realty.

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