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$946,900
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-509015 MLS
Nestled on a private circle within the prestigious Callawassie Island community, 8 Chechessee Circle is a beautifully renovated Lowcountry retreat where timeless elegance meets breathtaking natural beauty. Surrounded by majestic live oaks draped in Spanish moss, this thoughtfully updated home offers sweeping marsh and tidal creek views, creating a peaceful sanctuary for nature lovers and those seeking refined coastal living. Designed with both comfort and sophistication in mind, the residence features expansive windows that flood the home with natural light while showcasing the stunning scenery from nearly every room. The spacious great room with cathedral ceilings and a cozy fireplace flows seamlessly into the Carolina room and updated kitchen, making the home ideal for entertaining or quiet relaxation. Recent improvements include new wide plank engineered oak floor coverings and a new HVAC system installed this year, adding both style and modern comfort throughout the home. The primary suite offers a serene escape with tranquil water views, beautifully renovated baths, and generous walk-in closets. Flexible living spaces provide options for a home office, formal dining room, or additional guest accommodations. Outdoor living is equally inviting, with a large deck perfect for enjoying morning coffee, evening sunsets, and abundant Lowcountry wildlife. Located within the private, gated golf community of Callawassie Island, residents enjoy access to world-class amenities including 27 holes of Tom Fazio-designed golf, tennis, pickle ball, fitness facilities, community docks, dining, pools, and miles of scenic marsh front beauty. Ideally positioned between Beaufort, Bluffton, Hilton Head, and Savannah, this home offers the perfect balance of privacy, luxury, and convenience.

8 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,899,900
4 Beds ⋅ 5 Baths ⋅ 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.

$1,285,000
3 Beds ⋅ 4 Baths ⋅ 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.

$567,500
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508822 MLS
Welcome to this light and bright 3 bedroom, 3 bathroom Taft Street with loft model, centrally located in the North Campus of Sun City Hilton Head on a spacious corner homesite. The gourmet kitchen shines with a gas range, upgraded stainless steel appliances, soft-close doors and drawers, roll-out shelving, a huge island, subway tile backsplash, granite countertops, under-cabinet lighting, and designer pendant lights. Additional amenities include an extended garage with walk-up attic storage, a Carolina room, and a second floor with an en-suite guest bedroom, loft, and storage closet. The primary suite features new LVP floors, a tiled shower surround with bench seating and a spacious walk-in closet. Outdoors, enjoy a custom pavered back patio with pergola, perfect for entertaining or relaxing. Easy access to the new Spanish Moss/Breakwater Amenity Center in Sun City West, the Lake House Amenity Center in Sun City North, and quick in/out from the community. Assumable mortgage available!

15 Turnberry Court, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$475,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508656 MLS
Experience easy Lowcountry living in this beautifully maintained Taft Street Loft plan with second floor bonus room, exceptional indoor/outdoor entertaining spaces and an expanded layout that truly stands apart. Designed for both comfort and connection, the open-concept floor plan features hardwood flooring throughout the main living areas, elevated ceilings, recessed lighting, and a welcoming atmosphere filled with natural light. The spacious gathering room flows seamlessly into the gourmet kitchen featuring granite countertops, staggered cabinets with crown molding, stainless steel appliances, raised dishwasher, oversized island, abundant cabinetry, and a generous pantry. One of the home's standout features is the incredible enclosed four season sunroom. Heated and cooled with high ceilings, tile flooring, sun shades, and direct access to the screened lanai, this inviting space brings the outdoors in while creating multiple areas for relaxing, entertaining, dining, or simply enjoying the peaceful landscaped setting year-round. The oversized patio/screened enclosure provides a sunny spot for you & your flowers, plus with the grill right there, it is a wonderful place to enjoy outdoor dining; a true resort-style feel rarely found in Sun City. The primary suite provides a spacious retreat with updated quartz vanities, a large glass-enclosed walk-in shower, and ample storage, while the guest bedroom offers privacy and flexibility for visitors. A dedicated first-floor office creates the perfect space for working remotely, hobbies, crafts, or quiet reading, while the upstairs bonus room offers endless possibilities for a media room, fitness area, guest suite, or additional living space. Additional highlights include an extended garage, abundant storage, beautifully maintained landscaping, and a homesite offering both privacy and open green space views. A home that perfectly blends flexibility, warmth, and exceptional outdoor living! All within one of Bluffton's most sought-after active adult communities which features multiple clubs, fitness centers, golf courses, indoor and outdoor pools plus a brand new $50M amenities center.

460 Heathwood Drive, Okatie

Listing courtesy of Keller Williams Realty.

$2,995,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-508380 MLS
A different rhythm takes hold at Callawassie Island, a canopy of live oaks, tidal marsh, and quiet surroundings create a setting that feels worlds away. At the end of a cul-de-sac, on Dolphin Landing, this newly constructed custom home emerges with quiet confidence. From the moment you step inside, the experience is immediate. The great room opens to long, unobstructed views, anchored by a dramatic sleek fireplace with Old World tabby surround. Soaring ceilings, rich wood floors, and custom detailing create a sense of volume while allowing light and landscape to take center stage. The kitchen is defined by striking architectural detail, including a coffered ceiling, an oversized island, and is equipped with Sub-Zero refrigeration and a Wolf six-burner range with double ovens. A private prep space, walk-in pantry, and adjoining laundry/mudroom provide function and flow, with direct access to the outdoor summer kitchen. Privately positioned, the primary suite captures serene views with a wood feature wall, dual dressing areas, and a bath of notable scale and sophistication. Each additional bedroom offers an ensuite with double vanities and walk-in closets. The distinctive private carriage house above the three-car garage includes a separate entrance, kitchenette, bedroom, full bath, and walk-in closet-ideal for extended stays and finished with the same level of craftsmanship carried throughout the residence. Outdoor living is equally compelling, with a screened porch overlooking the marsh where wildlife and shifting tides create a dynamic backdrop. Positioned for uninterrupted views and golden hour exposure, the setting offers a rare sense of privacy. Every detail has been intentionally designed from the climate controlled wine room and tabby accents to the layered textures, custom finishes, and thoughtfully crafted elements reflected throughout the home. A rare opportunity to own a newly built home of this caliber within one of the Lowcountrys most private and naturally beautiful communities. Enjoy an exclusive buyer benefit: with an accepted offer, the Seller will pay the one-time Club Initiation Contribution Fee, allowing you to begin enjoying all that Callawassie Island has to offer from day one.

6 Dolphin Landing, Okatie

Listing courtesy of Charter One Realty.

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

5 Oyster Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

8 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$900,000
4 Beds ⋅ 4 Baths ⋅ 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.

4 Bent Tree Lane, Okatie

Listing courtesy of Charter One Realty.

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

26 Longwood Drive, Okatie

Listing courtesy of Moul, REALTORS®.

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

2 Shellfish Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,399,999
4 Beds ⋅ 5 Baths ⋅ 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.

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

2 Woodside Circle, Okatie

Listing courtesy of The Agency Hilton Head.

$715,000
4 Beds ⋅ 3 Baths ⋅ 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.

$575,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505904 MLS
Welcome to easy, elegant Lowcountry living in the highly sought-after Sun City Hilton Head - where every day feels like a getaway. This beautifully maintained, newer 3-bedroom 2-bath (with added office) Summerwood model home reflects true pride of ownership and offers the perfect blend of comfort, style, and low-maintenance living. The open-concept layout creates a seamless flow between the white/bright kitchen and living/dining spaces, making it easy to host family and friends or simply enjoy a quiet evening at home. The spacious primary suite is a peaceful retreat featuring a large primary bath with separate shower and tub. Outside, the large covered porch, complete with a screened lanai and retractable awning, invites you to relax year-round-whether you're sipping coffee in the morning or enjoying the serene, landscaped backyard in the evening. Added hurricane and lightning protection. As a resident of Sun City Hilton Head, you'll enjoy a vibrant, resort-style lifestyle with access to championship golf, multiple pools, state-of-the-art fitness centers, walking trails, and a full calendar of social activities.

2106 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty.

$569,900
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505171 MLS
Beautifully maintained Martin Ray model with three bedrooms PLUS den ideally situated on a premium golf course homesite in the highly desirable Sun City Hilton Head community. This thoughtfully designed home offers wood flooring throughout, an open and spacious layout, and comfortable living spaces perfect for everyday living or entertaining. The gourmet kitchen features a walk-in pantry, wet bar, abundant cabinetry, and generous counter space, opening to the main living area and dining space. The primary suite includes a conveniently located laundry room just steps away, providing both comfort and functionality. Additional highlights include an extended garage with walk-up attic storage, screened lanai overlooking the golf course, and a flexible den ideal for office, hobby, or guest space. Located in a prime section of the community between the Lake House Amenity Center and the new Argent West Amenity Center, this home offers easy access to world-class amenities. Sun City Hilton Head is a premier active-adult community offering golf courses, indoor & outdoor pools, fitness centers, tennis & pickleball, walking trails, clubs, dining, and a vibrant social calendar, all conveniently located near Bluffton, Beaufort, and Hilton Head Island.

47 Canterbury Court, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$449,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505651 MLS
Located in the highly sought-after Sun City Hilton Head 55+ active adult community, this like-new Hallmark model offers the perfect combination of modern upgrades, scenic lagoon views, and the vibrant Lowcountry lifestyle buyers are searching for. Why wait months to build when this move-in-ready home already includes many of the most popular builder options-plus additional upgrades completed by the owners?With over $40,000 in builder upgrades and even more thoughtful improvements such as custom lighting, designer ceiling fans, and upgraded closet systems, this home feels polished, stylish, and ready to enjoy from day one.This popular 2-bedroom, 2-bathroom layout with a flex/den/office (easily used as a potential third bedroom) sits on a peaceful lagoon lot where wildlife and natural beauty surround you. The open-concept design creates a bright and welcoming flow from the moment you step inside-offering sightlines from the foyer through the kitchen, dining, and living areas all the way to the spacious screened lanai and tranquil water view.The gourmet kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, a gas range, generous counter space, and a layout that keeps you connected with guests and family.The primary suite offers a comfortable private retreat with a walk-in closet and ensuite bath featuring a separate shower. A stylish custom barn door leads to the laundry room and continues into the expanded garage, providing extra storage and functionality.Step outside to the large screened lanai overlooking the lagoon, the perfect place to enjoy morning coffee, watch the birds, or relax after a day of activities.Living in Sun City Hilton Head means embracing one of the most active and amenity-rich 55+ communities in the Southeast. This home is ideally located between the Argent Lakes Golf Course & Amenity Center and the brand-new multi-million-dollar resort-style amenity center opening soon, putting golf, pools, fitness, dining, clubs, and social activities right at your fingertips.If you're looking for low-maintenance living, modern construction, scenic views, and the incredible lifestyle of Sun City Hilton Head, this nearly new Hallmark model is a must-see.

452 Blue Jay Lane, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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

50 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,890,000
4 Beds ⋅ 4 Baths ⋅ 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.

$331,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505169 MLS
Step out of your DeLorean and back to 1987 at 49 Heron Walk on Callawassie Island. Perfectly positioned on the tee box of the first hole of the Dogwood Course, this classic golf cottage delivers a true front-row seat to opening drives and glowing morning sunrises over the fairway. Lovingly maintained in remarkable original condition (with updated mechanicals), the home features warm woodwork, comfortable living spaces, and authentic 80s character throughout. Enjoy it just as it is, or modernize to your taste-either way, you're starting with an unbeatable golf course setting and timeless island appeal. Live here full time or create income as a sought-after retreat for visiting golfers-no flux capacitor required. Great Scott, this is island living with timeless style. Optional Golf.

49 Heron Walk, Okatie

Listing courtesy of Moul, REALTORS®.

$1,399,000
4 Beds ⋅ 4 Baths ⋅ 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.

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

64 Osprey Circle, Okatie

Listing courtesy of Charter One Realty.

$1,098,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504976 MLS
This beautiful custom home features one of the very best panoramic lagoon/lake views in the community of Riverbend. It exudes serenity and will add peace and hopeful longevity to your retirement years. A possible 2878 htd sq feet if upstairs is finished. This beauty provides 3 bedrooms plus den/office, wonderful kitchen with a lot of counter space & cabinets plus a large work island. What a delight for the Chef of the home! In addition, there is a spacious breakfast area close by & a formal dining area also close by, providing ease for serving meals. Also, just a note that there is easy access to and from the garage offering ease for carrying in groceries and purchases. The gas fireplace is situated in the corner of the Great Room making the room attractive and welcoming. Many windows highlight the gorgeous lagoon view enticing you to walk out to the screened and roofed lanai where you can relax with your morning coffee or evening aperitif and watch the ducks & loons following their mommy as they swim. Nature at it's best! Another 325 sq feet upstairs that can be finished if one wishes to, in addition to a walk-in entrance to a large attic with foam insulation. There is still a warranty available on the new windows (20-yr original warranty). Several appliances are new in the last 2 years. The new brick paver driveway enhances the outdoor beauty of this house & also includes a brick paver walk-way around to the back utility yard. Come see this beautiful custom home that provides so many features including a whole house generator and much more! A whole list will be at the house, so come see this beauty!.

40 Catamaran Lane, Okatie

Listing courtesy of RE/MAX Island Realty.

$624,500
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503595 MLS
**Price Improved - Now Offered at $624,500 plus $10,000 buyer incentive offered towards closing cost assistance!** Welcome to 226 Eaglecrest Drive, a spacious and beautifully maintained Napa Valley model in the desirable Wildlife Bay neighborhood of Sun City Hilton Head. Ideally located near the Argent Lakes Amenities Center, this home makes it easy to enjoy everything Sun City living has to offer - fitness, swimming, golf, pickleball, clubs, activities, social events, and everyday golf-cart convenience. Designed for comfortable retirement living, this 3-bedroom, 2-bath home offers 2,411 square feet and a bright, open-concept layout perfect for entertaining family and friends. The kitchen flows easily into the main living area and breakfast space, while the formal dining room provides a welcoming setting for gatherings. A separate den adds even more flexibility for relaxing, reading, hobbies, or quiet conversation. The current owners created an office space within the third bedroom, making it ideal for working from home, crafting, music, or a favorite hobby. It can be easily converted back to a true third bedroom with convenient access to the second full bath, giving the next owner flexibility to use the home in a way that best fits their lifestyle. The spacious primary suite features a walk-in closet and private bath with standing shower, while the guest bedroom offers comfortable space for visitors. Enjoy peaceful Lowcountry evenings on the screened porch overlooking the wooded backyard. Additional highlights include a 2-car garage with a dedicated golf cart bay, plus a walk-up floored attic for generous storage. With its improved price, desirable location, flexible floor plan, and easy access to the active Sun City Hilton Head lifestyle, this home is ready for someone's next beautiful chapter in retirement living.

226 Eaglecrest Drive, Okatie

Listing courtesy of EXP Realty LLC.

$3,495,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-504128 MLS
Located along the edge of Spring Island, where marsh meets the Colleton River, 248 Spring Island Drive offers refined Lowcountry living on 2.68 acres with expansive marsh-to-river views extending toward Port Royal and Parris Island. This 5,629-square-foot residence includes 5 bedrooms and 4.5 baths and is thoughtfully designed to maximize natural light, privacy, and seamless indoor-outdoor living. A defining feature of the home's design is the way river views are intentionally drawn through the center of the residence. The great room showcases reclaimed wood flooring, a soapstone fireplace with custom built-ins, and large windows that frame the surrounding landscape. This space opens directly to a four-season screened porch, perfectly positioned to capture sweeping marsh and river views. The dining room flows into an open den and the kitchen, creating an ideal layout for entertaining. The kitchen features leathered granite countertops, a wood-topped center island with induction cooktop, custom cabinetry with a paneled refrigerator, a wet bar, and a concealed 500-bottle temperature-controlled wine cellar. A secondary back kitchen and laundry area, hidden behind a sliding barn door, lead to a grilling patio for added convenience. An expansive artist's studio with separate HVAC and French doors opening to the gardens and river is located on the main level, offering flexible space for creative work, a home office, or additional living area. This wing also provides access to the two-car garage with golf cart bay. Upstairs guest accommodations include two ensuite bedrooms, one with a private balcony overlooking the water, along with a granite-topped kitchenette serving this level. An additional guest bedroom and a bunk room, accessed via the home's turret staircase, share a full bath-ideal for hosting family and guests. The primary suite is privately positioned to capture sunrise views over the river and features a spacious bedroom, dual walk-in closets with custom built-ins, a soaking tub, a walk-in shower, and a private office overlooking the front gardens. This exceptional property offers convenient access to Spring Island's golf, dining, equestrian facilities, deep-water access, and miles of nature trails, all while maintaining a tranquil and private riverfront setting.

248 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty.

$2,600,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503981 MLS
1 Straight Road is a meticulously designed 10 acre equestrian estate showcasing exceptional quality throughout. The property features four irrigated Bahia grass paddocks, each equipped with automatic waterers connected to city water. One paddock, conveniently located near the barn, includes a 60 foot round pen. At the heart of the property is an award winning four stall center isle barn with spacious living quarters above. The barn offers two full size 12x14 stalls on each side, all with direct access to outside turnout. The ground level includes equipment and carriage storage, a conditioned office, full bath, tack room, feed room, and a covered wash stall, providing both functionality and comfort. Upstairs, the 1,120 square foot apartment features a living room, dining area, bedroom, bathroom, and a generous screened porch, creating a private and inviting residence overlooking the grounds. Near the entrance to the property is a separate storage barn with two bays and covered horse trailer parking. Attached is a conditioned greenhouse, and nearby sits a well organized garden with fifteen raised beds, all enclosed by an eight foot fence for protection. A tour of 1 Straight Road makes it clear that no detail was overlooked. This is a thoughtfully planned equestrian complex where quality craftsmanship and careful design come together seamlessly.

1 Straight Road, Okatie

Listing courtesy of Spring Island Realty LLC.

$3,479,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-503381 MLS
Currently under construction by award-winning May Residential Builders, this Palmetto Cove model showcases the builder's reputation for uncompromising quality, superior craftsmanship, and enduring durability. Built with top-of-the-line materials and engineered to withstand up to 180 mph hurricane-rated standards, this home delivers both peace of mind and timeless design. May Residential Builders is a recent Lighthouse Award winner, earning Best Exterior and Best Kitchen, along with Second Place for Interior Design - a testament to their elevated attention to detail. Spanning approximately 4,900 square feet, this thoughtfully designed residence offers four bedrooms, five baths, and an open, elegant floor plan ideal for both everyday living and refined entertaining. The home will be sold fully furnished and turnkey, allowing for a seamless move-in experience with completion anticipated by February 2027. Luxury features abound, including a Thermador appliance package, high-end finishes throughout, a private pool, outdoor fireplace, whole-house generator, and water softener system. Enjoy sweeping golf course views from your outdoor living spaces, creating a serene backdrop for Lowcountry living at its finest. The Berkeley Hall transfer fee is included, further enhancing the exceptional value of this offering. This is a rare opportunity to own a brand-new, custom-built, turnkey luxury home - without the stress or delays of building - in one of the most desirable communities in the Southeast. Located within the prestigious, private gates of Berkeley Hall, this exceptional new construction residence represents the pinnacle of Lowcountry luxury living. Renowned for its world-class amenities, championship golf, and unparalleled lifestyle, Berkeley Hall is widely regarded as one of the most exclusive communities in the region - and this home is a flawless complement to its setting. Seller is offer $125,000 towards community enhancement fee.

44 Lancaster Boulevard, Okatie

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

$639,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-502292 MLS
Enjoy the Callawassie Island Lifestyle, within the popular Club Cottage Section, as a Primary Home or 2nd Home with rental/investment potential. Ideally located within a short walk to Tennis, Tennis Pro-Shop & Pickleball Courts, Fitness Facility, Pool, Main Clubhouse, Golf Pro Shop and Golf Practice Facility. This well-conditioned home, with an open floor plan, exudes comfort and functionality. Tranquil pond and private Golf views of the Dogwood #1 hole. All piping replaced 2025. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf with total privacy and security. Furnishings are negotiable.

50 Callawassie Club Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$565,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503307 MLS
Modern Lowcountry living meets effortless single-story comfort in this beautifully maintained Martin Ray model in gated Malind Bluff. Bright, open spaces create an inviting feel from the moment you enter, perfect for both everyday living and entertaining. The gourmet kitchen is a standout with quartz coutertops, a large island, butler's bar with coffee nook, stainless steel appliances, natural gas cooktop, ultra wall oven, and upgraded cabinetry with excellent storage throughout. A flexible office/den adds versatility, while the spacious primary suite offers a walk-in closet and spa-like bath with zero-entry rain shower. Step outside to a screened porch and patio overlooking peaceful lagoon views, ideal for relaxing mornings or quiet evenings. Malind Bluff offers exceptional amenities including a deep-water dock on the Okatie River, pool and clubhouse, pickleball courts, and playground, all conveniently located near Hilton Head, Beaufort and Savannah. This home is truly one to experience in person.

784 Danner Drive, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,245,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-503140 MLS
Located at the end of coveted Tabby Point on Callawassie Island, this riverfront gem is 3,826 sqft, 4 BD/4 BA with a 2nd story flex space. A boater's paradise, this home's private dock has both a stationary pier head dock with a floating dock + a boat lift added in 2019; adjacent to the Colleton River. The sunsets from this southwest facing property are truly something to behold. 2025 remodeled and added additional sq. ft. to the Family Room, including a new fireplace. New 2nd floor full bath. (3) HVAC's- ages 2025, 2023 & 2018. By all accounts this home maybe the highest elevation on CI and located at the confluence of the Colleton, Okatie and Chechessee Rivers.

24 Tabby Point Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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