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$1,499,999
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.

$1,900,000
4 Beds 5 Baths 3,257 SqFt. HILTONHEAD-505572 MLS
Be among the fortunate few to own a cottage in the highly sought-after community of Chechessee Creek Club. This beautifully appointed property offers the flexibility to serve as a primary residence, a second home getaway, or an income-producing rental. The main cottage features 3 bedrooms and 3.5 baths, all conveniently located on one level, creating an inviting and comfortable layout. The spacious kitchen is a chef's dream, featuring a six-burner gas range, double ovens, convection oven, and wine cooler. The kitchen flows seamlessly into the open living area, making it perfect for entertaining and everyday living. Inside, you'll also find two cozy fireplaces that add warmth and character throughout the home. Enjoy the Lowcountry lifestyle from the large, screened porch, where breathtaking marsh-to-river views provide a peaceful natural backdrop. The front of the home overlooks the golf course, offering equally scenic views and a sense of openness. Above the two-car garage, a private one-bedroom apartment provides ideal accommodations for guests, extended family, or rental potential. Offered fully furnished, this exceptional cottage is move-in ready and perfectly suited for enjoying everything Chechessee Creek Club has to offer.

19 Manigault Neck, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: EXP Realty LLC.

$1,899,000
3 Beds 3 Baths 3,333 SqFt. 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 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.

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

435 Malind Bluff Drive, Okatie

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

$835,000
3 Beds 4 Baths 2,772 SqFt. HILTONHEAD-506039 MLS
BRAND NEW ROOF on this completely renovated move-in ready, single-story Lowcountry home offering breathtaking marsh-to-Colleton River views. Thoughtfully designed for both comfort and versatility, the home is a true boater's retreat, situated just steps from the River Club, community boat docks while featuring an expansive, partially finished ground-level garage with space for up to four vehicles, a boat, abundant storage, and endless potential for your customization. Upon entering the foyer, the home's exceptional craftsmanship is immediately apparent. The upgraded kitchen, complete with stainless steel appliances, flows seamlessly into the inviting family room, highlighted by a beautiful fireplace and large windows that perfectly frame the stunning waterfront scenery. The thoughtfully designed split floor plan enhances privacy and livability, with refinished hardwood floors throughout and generously sized bedrooms, each with its own en suite bath. Situated on an oversized 0.9-acre lot adjacent to the CI Butterfly Garden, this property offers a rare combination of serenity, space, and scenic beauty-an ideal Lowcountry retreat. Callawassie Island is Considered by many as the best location in Beaufort County!

2 S Oak Forest Drive, Okatie

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

$1,050,000
4 Beds 5 Baths 2,663 SqFt. HILTONHEAD-505634 MLS
This 4-bedroom, 4.5-bath cottage stands out with character you won't find in a typical build-so don't let the word cottage fool you. Located on one of the most well-regarded streets in Oldfield, this home features sleek, modern design with just the right touch of rustic charm. Inside the main house are 3 bedroom en-suites plus a half bath, soaring two-story ceilings, hardwood floors, and an oyster shell fireplace. The updated kitchen blends clean lines with everyday function. The 4th bedroom and full bath sit above the detached 2-car garage. With Grebe Lake views and nearly half an acre to enjoy, this home offers both style and comfort.

21 Indigo Plantation Road, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$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. 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.

$3,800,000
5 Beds 7 Baths 6,208 SqFt. HILTONHEAD-505471 MLS
Designed to blend contemporary architecture with classic Lowcountry elements, this remarkable compound was envisioned by architect Chris Schmitt as a collection of five distinct structures including the main residence, guest house, workshop, studio, and a three bay garage. The guest house was completed in 1998, with the remaining buildings added over time, culminating in the completion of the main residence in 2004.The AIA award winning main residence is extraordinary not only for its innovative design but also for the exceptional quality of materials and craftsmanship throughout. Perfectly proportioned details, balance, and scale create a home of striking visual appeal, enhanced by exposed beams, vaulted ceilings, and antique heart pine flooring milled in Savannah in the 19th century. A custom wall mural by artist Jordi Pedrola further distinguishes the interior. At the heart of the home, the great room features soaring ceilings, exposed trusses, and tall windows that flood the space with natural light. The gourmet kitchen flows seamlessly into the dining room and sunroom, all of which overlook Rice Gate Pond and open easily to the home's extensive outdoor living spaces including a screened porch and approximately 1,000 square feet of outdoor living area designed for relaxing and entertaining. The spacious ground floor primary suite offers a private retreat with direct access to an outdoor spa and shower. The luxurious primary bath features a steam shower. Two beautifully appointed bedrooms are located on the second floor. The guest house echoes the distinctive inverted roofline of the main home's sunroom, with a dramatic living room featuring floor to ceiling glass and peaceful views of the surrounding forest. Complete with a small kitchen, dining area, and two bedrooms with baths, it offers visitors both comfort and privacy. Raised walkways connect the buildings and enhance the sense of a thoughtfully designed compound. Additional structures include a versatile entertainment building with a chef kitchen and a large garage door that opens for indoor outdoor gatherings, as well as a separate studio with its own bathroom ideal for creative work or a private office. The property also includes a wine cellar, custom lighting system throughout, and a spacious three car garage. The landscape plan was created by highly regarded landscape architect Thomas Angell, who artfully blends formal landscaping with the natural beauty of Spring Island.

9 Rice Gate Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

$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.

$460,000
4 Beds 3 Baths 2,346 SqFt. HILTONHEAD-504802 MLS
MOTIVATED SELLER!!! BRING ALL OFFERS! Instantly feel at home as you enter this beautiful residence featuring four bedrooms and 2 & 1/2 bathrooms. The flexible office space on the first floor provides a dedicated area for work or study, while the upstairs loft offers additional room for relaxing or entertaining. Enjoy the expansive fenced in backyard, creating a perfect setting for outdoor activities and privacy. Built in 2023, this home offers 2,346 square feet of living space with an open floor plan and LVP floors downstairs. The kitchen is designed for culinary enthusiasts, seamlessly connecting the main living areas for easy entertaining and everyday comfort. Upstairs, the home offers three generously sized bedrooms, providing ample space for family members or guests. Each room is designed with comfort in mind, allowing for versatile furniture arrangements and plenty of natural light. Also on the second floor, the spacious primary bedroom serves as a peaceful retreat, featuring its own private ensuite bathroom for added convenience and privacy. This thoughtful layout ensures everyone enjoys both comfort and functionality in their personal space. The community offers a range of amenities including a refreshing pool, pickleball courts and a community dock situated on a picturesque tidal creek that flows from the Colleton River. Living here means you are ideally positioned with easy access to several sought-after destinations. Beaufort, Old Town Bluffton, Hilton Head, and Savannah are all within reach, making it simple to explore the vibrant culture, dining, and entertainment options these areas have to offer.

1153 Danner Drive, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Hilton Head Real Estate LLC.

$1,890,000
4 Beds 4 Baths 3,300 SqFt. HILTONHEAD-504585 MLS
Enjoy exceptional waterfront living on Callawassie Island with rare western exposure and unforgettable sunset views over the tidal marshes of Chechessee Creek, complemented by peaceful water and golf views from the front of the home. Privately positioned, this pristine custom-built residence offers a true Lowcountry lifestyle with a private short dock, floating dock, and new boat lift providing direct water access for boating, kayaking, and sunset cruises. Designed for both everyday comfort and effortless entertaining, the open floor plan is centered around a chef's kitchen featuring Wolf and Sub-Zero appliances, a 10-foot island, beverage bar, wine cooler, and ice maker. Wide plank hardwood floors flow throughout the main living areas, while two first-floor guest suites offer beautifully remodeled en suite baths for privacy and convenience. Thoughtful improvements enhance both form and function, including a newer roof, new deck and shutters, a custom-built fireplace with new insert, replaced interior doors, all new water piping, spray foam insulation in the crawl space, new crawl space screening, updated lighting, refreshed landscaping, and a full exterior repaint in 2025.Expansive outdoor living spaces capture sweeping marsh views and glowing sunsets, creating a serene and private backdrop that changes with the tides and seasons. Residents enjoy the unmatched lifestyle of Callawassie Island-an engaging community, remarkable natural beauty, top-tier golf and amenities, endless outdoor activities, and the peace of mind that comes with gated security and true Lowcountry privacy.

41 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$2,600,000
4 Beds 5 Baths 5,293 SqFt. HILTONHEAD-505112 MLS
A pair of majestic live oak trees flank the entrance to 8 Bird Patch Trail where a winding gravel drive leads to a sun filled courtyard in the center of the family compound. The east facing home is situated on the eighth hole of the Old Tabby Links golf course and includes the main residence, a separate two-bedroom guest house and a large two-car garage with a spacious single-bedroom suite above. Using post and beam construction with heavy timbers and distinctive fastening hardware, the architect created a dramatic great room with soaring ceilings in the one-story home. The main residence also includes a small sitting room overlooking the pool. Functional spaces encompass the kitchen and dining area, laundry and pantry, a small office, powder room, a paneled study, and a book lined hallway that leads to a spacious primary suite. Both the bedroom and bath are generously proportioned and his and her walk-in closets provide ample room for storage. A nearby, freestanding guest house with two bedrooms and baths and a living room provide comfortable accommodation for family and friends. Adjacent to the main house, the garage includes a well-designed one-bedroom suite on the second floor complete with a sitting area and a kitchenette. With its metal roof, wood siding and raised porches, this classic Lowcountry home is perfectly placed on 2. 74-acres, offering exceptional serenity and privacy.

8 Bird Patch Trail, Okatie

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

$2,200,000
4 Beds 5 Baths 4,023 SqFt. HILTONHEAD-505034 MLS
Spectacular and rare Oldfield offering-this exceptional Lopez Brothers custom-built residence exemplifies the extraordinary craftsmanship and attention to detail for which the builder is known. Homes of this caliber and pedigree rarely come to market.Set on an oversized 0.68-acre homesite overlooking tranquil Upper Dam Lake, this 4,023-square-foot home offers 4 bedrooms, 4 full baths, and a powder room, with a thoughtfully designed floor plan that balances elegance and everyday comfort. The warm and inviting great room features its own fireplace and flows effortlessly into the stunning screened porch-also with a fireplace-creating a seamless indoor-outdoor living experience and capturing peaceful lake views beyond.The generously sized kitchen is ideal for gathering and entertaining, showcasing a large statement island, dedicated dining area, Thermador appliances, and top-of-the-line finishes throughout. An oversized walk-in pantry with custom shelving connects directly to an expansive laundry room that easily functions as a home office or back kitchen-an exceptional and highly functional space rarely found.The primary suite is located on the main level and offers serene views along with dual custom built-in closets. Upstairs, two private guest suites each feature ensuite baths, providing comfort and privacy for family and visitors. A finished suite above the three-car garage serves beautifully as a guest house, office, or studio.The property is large enough to accommodate a pool, includes private planting gardens, and is zoned for a third building, offering remarkable flexibility for future expansion. Ideally located near the sports club and welcomed by Oldfield's iconic white fencing and charming greeter's store, the home is also just moments from the scenic beauty of the Okatie River.With beautiful views from nearly every room, this is an extraordinary Lowcountry residence offering timeless design, privacy, and enduring quality in one of the region's most coveted communities.

18 Gregorie Neck, Okatie

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

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

64 Osprey Circle, Okatie

Listing courtesy of Charter One Realty.

$685,000
3 Beds 3 Baths 3,065 SqFt. HILTONHEAD-504685 MLS
Located in Sun City North, Hilton Head - this is an exceptional opportunity to own the highly sought-after Nappa Valley floor plan (perfect multi-generational home or live-in caregiver) within a 2min walk to the amenities complex. The home offers space, flexibility, and unmatched value! With 3,531sqft- this 3-bed, 3-bath residence is thoughtfully designed with an open-concept layout, a spacious great room that flows seamlessly into the kitchen and inviting hearth room, highlighted by maple cabinetry and rich hickory flooring. A formal dining room provides the perfect setting for hosting, while a dedicated home office or den offers versatility for work, reading, or hobbies. One of the standout features of this home is the large enclosed all-season porch, heated and cooled to create year-round living space - ideal for enjoying the Lowcountry lifestyle in comfort. The main-level primary living spaces are complemented by a private second-floor guest suite complete with a large loft-style living room and full bath, making it perfect for extended stays, visiting family, or multi-generational living. Functionality is equally impressive with a 2-car garage plus dedicated golf cart bay and workshop area, as well as convenient walk-in attic storage providing ample space for seasonal and long-term storage needs. Located within a short walking distance to Sun City's renowned amenities, this home combines convenience with lifestyle. Quick move-in is available, and the property is truly move-in ready.Priced at just $205 per square foot - the lowest price per square foot currently available in Sun City North - this is a rare chance to secure one of the community's largest and most versatile floor plans at an exceptional value.Don't miss this opportunity to own space, quality, and lifestyle in one of the Lowcountry's most desirable active adult communities.

116 Eaglecrest Drive, Okatie

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Southern Lifestyle Properties of SC LLC.

$1,098,000
3 Beds 3 Baths 2,553 SqFt. 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.

$1,750,000
5 Beds 6 Baths 4,140 SqFt. HILTONHEAD-504279 MLS
This beautiful Lowcountry home offers timeless charm and exceptional flexibility, ideal for families or empty nesters. Featuring approximately 4,140 sq ft, the thoughtfully designed floor plan includes 5 bedrooms, 4 full baths, and 2 half baths, providing generous space for everyday living, while comfortably accommodating extended family or guests. Elegant interiors feature custom moldings, built-in bookcases, 200-year-old heart pine floors, and a three-level elevator. The chef's kitchen has been tastefully remodeled with custom cabinetry, marble countertops, Thermador appliances and gas cooktop with pot filler, and designer fixtures-ideal for entertaining. A well-appointed multi-purpose room also functions as an office, artist studio or a fun guest space with built-in bunk beds and reading nooks. Ample storage spaces throughout the home as well as a workshop space in this elevated home plan. Enjoy peaceful Lowcountry living from the screened back porch overlooking a private backyard with a fire circle or relax on the welcoming front porch. Located in Oldfield Country Club on the Okatie River, offering a 18-hole Greg Norman Signature golf course, tennis and pickleball courts, equestrian center, deep-water access, and a vibrant community-this home captures refined Lowcountry living at its best.

1 Ivanhoe Circle, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Coldwell Banker Access Realty.

$1,250,000
4 Beds 5 Baths 2,693 SqFt. HILTONHEAD-504903 MLS
Experience the Lowcountry the way it was meant to be lived. This custom built Oldfield home is Lowcountry architecture at its core, defined by wide porches, clean lines, and sweeping golf course views, all grounded in true craftsmanship. Inside, open concept living anchors the home. The kitchen, dining area, and great room move as one, creating a natural space for conversation, celebration, and unhurried evenings after a day on the course. Custom inlay cabinetry and elevated finishes reflect thoughtful design without excess. Overlooking the Greg Norman golf course, the screened porch extends the living space outdoors, where mornings begin slow and evenings settle in easy. A newly completed bonus room with full bath and closet offers flexible space for guests or private retreat. Lightly enjoyed as a second home and built with intention, this is Lowcountry living done right.

24 Indigo Plantation Road, Okatie

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$875,000
3 Beds 3 Baths 2,677 SqFt. HILTONHEAD-504747 MLS
Among Sun City North's finest most beautiful homes, 108 Fernleaf is situated in an established neighborhood on a breathtaking lake view. Enjoy bird life including loons, egrets, ibis, kingfishers, roseate spoonbills, wood storks, several species of herons. This Dunwoody model has an unbelievable number of upgrades, including a spacious approximately 500 SF, cathedral ceilinged all season lanai spanning the entire back of the house overlooking the lake. With the feel of an executive Model home, options for entertaining friends, and family include a formal dining area, great room with fireplace, three bedrooms, three baths, office with French doors and a sunroom. But you will feel like you're on vacation in this amazing home. Chef's kitchen includes quartz countertops, cabinetry with pullout, trays and soft-close doors, double ovens, raised dishwasher for easy loading and unloading. Owner's suite has Plantation shutters, bidet commode, rain head shower, and a dream giant closet. The office has an easy to use built-in Murphy bed. Oversized 2 1/2 car garage has epoxy finished flooring. Four zone HVAC. Solar sun tubes add natural lighting. So much more to see!

108 Fern Leaf Lane, Okatie

Listing courtesy of Dunes Real Estate. Selling Office: Keller Williams Realty.

$495,000
5 Beds 3 Baths 2,628 SqFt. HILTONHEAD-504818 MLS
Welcome to this move-in-ready 5-bedroom, 3-bath home in the heart of Bluffton's thriving New Riverside corridor, just minutes from New Riverside Village and Barn Park. Enjoy easy access to trails, playgrounds, shopping, dining, and everyday conveniences. The open-concept design features an eat-in kitchen with granite countertops, stainless steel appliances, and ample cabinetry, flowing into bright living and dining spaces with wood flooring. A flexible formal dining room or office adds versatility. The spacious primary suite offers a private retreat, while the 5th bedroom or bonus room is perfect for guests, work, or play. Relax on the screened porch overlooking long lagoon views or entertain on the patio. Located in Mill Creek at Cypress Ridge with pools, pickleball, tennis, fitness center, playground and so much more. WELCOME HOME!

190 Pickett Mill Boulevard, Okatie

Listing courtesy of The Agency Hilton Head. Selling Office: Keller Williams Realty.

$825,000
3 Beds 3 Baths 2,450 SqFt. HILTONHEAD-504806 MLS
Nearly new Stardom model with beaucoup upgrades in fabulous location. The upgrades start with the widened driveway, cozy front porch, hardy-plank siding, brick trim and landscape lighting as you approach the home. A generous foyer, Luxury Vinyl Planks in living areas draws you in. A spacious den/office is just inside the front door. The gourmet kitchen boasts counter level seating with pendant lighting, quartz countertops, convection mw/oven combo, SS appliances, pantry with wood shelving and bar area with wine refrigerator. Family room is open to the kitchen and dining area for great entertaining space. A remote gas fireplace with glass doors and blowers adds evening ambiance or warmth on those chilly mornings. Built-in cabinets on either side of the fireplace for displaying mementos. Tray ceiling, crown molding and ceiling fan in family room. Primary suite with tray ceiling, quartz countertops, dual vanities, super shower and walk-in closet. 2 guest bedrooms and on opposite side of the house allows for extra privacy. Step through the expanding slider from the family room into the enlarged, screened and vinyl-paneled porch with a mini split for year-round use. From there you can step out onto the pavered patio. The lagoon to nature preserve view can be enjoyed from the primary suite, guest bedroom, patio, porch, family room and kitchen. The laundry room has multiple cabinets and counter space. The 3-car oversized garage is equipped with a generous storage system in addition to floored attic storage space accessed by pull down stairs. Special additional features include: insulated garage door, whole house water filtration system, landscape watering system for bushes and planters, CPI security system, whole house dehumidification system, water line for a garage refrigerator, gas line in back for a grill and/or fire pit, 2 coats of quality paint on all interior doors, trim, walls and ceilings.

155 Dawnbrook Court, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,350,000
4 Beds 4 Baths 2,791 SqFt. HILTONHEAD-502916 MLS
Discover the pinnacle of Lowcountry living in this brand-new, 4-bed, 3.5-bath marsh front home by Sumerall Custom Construction. Sited on a quiet street and framed by 10 majestic live oaks, this 2,800-sq-ft heated home (4,139 total under roof) is a masterpiece of design and efficiency.The interior impresses with soaring ceilings, 8-foot solid core doors, custom crown molding, and engineered wood floors. The open living area, anchored by a gas fireplace, flows seamlessly to a screened porch overlooking the tranquil marsh.The gourmet kitchen is an entertainer's dream, featuring stunning quartzite countertops, Thermadore panel-ready appliances, and an island ice maker. A separate scullery with a beverage fridge and drawer microwave adds ultimate convenience.Retreat to the main-floor primary suite, offering a spa-like bath and an extraordinary 146-sq-ft custom walk-in closet with pocket door access to the large laundry room. Every bedroom includes a custom walk-in closet. A massive finished room over the oversized 2-car garage serves as a private fourth bedroom or guest suite, complete with a full bath.Built for resilience, the home is fortified with impact windows, full encapsulated spray foam, and a high-efficiency Trane 17 Seer HVAC system.This property is your invitation to the exclusive Callawassie Island lifestyle. As SC's first "Community Wildlife Habitat," residents enjoy world-class amenities, including 27-hole Tom Fazio championship golf course, two clubhouses and six har-tru tennis courts, pools, a fitness center, and pickleball courts, water docks for boating, fishing, and kayaking.All this is just minutes from Beaufort, Bluffton, and Hilton Head. Experience meticulous craftsmanship in a serene setting. Currently under construction with an expected finish in January 2026, offering the opportunity to enjoy a brand new Lowcountry home in the new year. OSCREA

4 Chechessee Circle, Okatie

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

$685,000
3 Beds 2 Baths 2,374 SqFt. HILTONHEAD-504678 MLS
LIKE-NEW CLUB CAR GOLF CART INCLUDED WITH ACCEPTABLE OFFER! Why wait to build when you can own this like-new, highly upgraded Mystique model today? This exceptional 3-bedroom plus office home features over $100,000 in recent upgrades, with meticulous care and pride of ownership evident throughout.The expanded Great Room flows seamlessly into a bright four-season Carolina room, creating the perfect space for relaxing or entertaining year-round. The Carolina Room is climate-controlled with a new heating and cooling mini-split system, vinyl windows, and custom shades. This inviting space lets you enjoy outdoor views without the pollen, humidity, or insects - a true Lowcountry luxury. The beautifully updated interior showcases new luxury vinyl plank flooring, elegant quartz countertops, and countless thoughtful enhancements. The garage, front porch, and lanai also feature durable epoxy-finished floors, adding both style and practicality. Located in the vibrant community of Sun City, residents enjoy resort-style living with access to all of the championship golf courses, state-of-the-art fitness centers, dining venues, and numerous clubs and social activities. This move-in-ready home offers the perfect combination of modern upgrades, flexible living space, and the active lifestyle for which Sun City is known.

308 Crane Court, Okatie

Listing courtesy of Charter One Realty. Selling Office: Greco Group Brokered by eXp Realty.

$989,000
4 Beds 3 Baths 3,250 SqFt. HILTONHEAD-504516 MLS
SELLER OFFERING TO CONTRIBUTE TO COMMUNITY ENHANCEMENT FEE WITH ACCEPTABLE OFFER. Encircled by lush maritime forests between the Dogwood course and the marshland stretching toward Spring Island, 4 Heron Point is a 4-bedroom cottage style home that speaks to the natural beauty and grandeur of Callawassie Island. The open living space at the heart of the home exults in airy cathedral ceilings above a great room boasting wide-plank pine flooring, carefully crafted custom built-ins and a wide fireplace surrounded by intricate woodwork. Open to the great room, the chef's kitchen masterfully blends form and function with alder wood cabinets, wide granite center island complementing the granite backsplash, updated stainless steel appliances and a massive pantry. This effortless flow, coupled with the whole-home sound system, sets the stage for unforgettable entertaining. Formal dining nearby surrounds you with refined shiplap walls and custom light fixtures, bathed in light from tall windows out to the Lowcountry porch. Through wide screens, this year-round outdoor living space soaks in panoramic views through the forest to the 6th hole on the Dogwood Course, with fans and heaters for comfort in every season. Along with these grand spaces, the home's layout allows for several more intimate spaces for solitude and quiet reflection. A stately office off of the main living space wraps you with gorgeous arched built-ins and views of the front entry, embodying old-world formality. A larger flex space above the two-car garage provides the opportunity to create a secluded office space, media room, home gym or guest suite with its full bath. Capped by a soaring geometric tray ceiling, the primary suite indulges with a sublime sense of space and luxe amenities from a massive walk-in closet to a spa-like en suite with tile-lined garden tub, wide granite-topped dual-basin vanity and corner walk-in shower. The ground floor also holds the home's three bedrooms, each with its own luxurious amenities. Along one wing of the home, a pair of bedrooms shares access to a full bath with tub and shower, each enjoying wide closets and elegant spaciousness. The rear bedroom even enjoys its own peaceful sunroom gazing out toward the golf views. With each space, this property offers a fresh interpretation of the sophisticated rusticism that sets Callawassie Apart. Elegant and refined in its appointments, but built in harmony with unspoiled nature.

4 Heron Point, Okatie

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

$940,000
4 Beds 5 Baths 3,095 SqFt. HILTONHEAD-504320 MLS
Over 3,000 sq ft of refined living space-including a complete 916-sq-ft second-story addition-sets this marshfront masterpiece apart, offering a level of fit and finish rarely found under $1M on Callawassie Island. This classic Lowcountry home has been fully reimagined with a top-to-bottom, high-end renovation blending timeless architecture with modern elegance. Highlights include a chef's kitchen, premium flooring and millwork, energy-efficient spray-foam insulation, and major structural upgrades, creating a 4-bedroom, 4.5-bath residence designed for comfort and style.Thoughtfully nestled among mature native hardwoods, the home offers serene views of Sugar Mill Creek from the back decks and nearly every room. Callawassie Island delivers a premier Lowcountry lifestyle with 27 holes of Tom Fazio-designed golf, professional racquet facilities, two clubhouses with deepwater access, and luxury wellness amenities-all within South Carolina's first certified Community Wildlife Habitat. Ideally located between Beaufort and Bluffton, residents are within 35 minutes of Hilton Head Island, Savannah, and the Savannah/Hilton Head International Airport. See why 6 Winding Oak Drive truly stands alone in today's market.

6 Winding Oak Drive, Okatie

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

$665,000
3 Beds 3 Baths 2,755 SqFt. HILTONHEAD-504415 MLS
This beautifully upgraded Castle Rock model in Sun City Hilton Head offers exceptional value with over $92,000 in thoughtful owner improvements and an impressive list of features designed for livability, functionality, and effortless entertaining. The gourmet kitchen is well-appointed with a large island, Whirlpool appliances, a 5-burner gas range, an upgraded entertainment package with a wet bar, a dual-zone wine and beverage refrigerator, pull-out drawers, undercabinet lighting and a spacious pantry-perfect for hosting family and friends. An extended and enclosed lanai spans the back of the home, adding approximately 354 square feet of additional living space, complete with vinyl windows, a storm door, ceramic tile flooring, and its own mini-split system for year-round enjoyment. The outdoor expanded patio includes a gas line for grilling, creating a seamless indoor-outdoor lifestyle ideal for gatherings and everyday living. Interior enhancements include new engineered hardwood flooring throughout the main level, a custom-designed drop zone with built-in storage, extensive closet space including a custom primary closet, and a beautifully remodeled second-floor bathroom. Additional upgrades include professionally designed landscaping, a full gutter system, French drainage for the side and backyard, sealed and stained driveway, front porch, walkways, and back deck, plus a widened driveway and extended garage with epoxy flooring, deep utility sink, walk-up storage, and built-in shelving. Further highlights include a stained-glass front door, added upper cabinetry in the laundry room, eight ceiling fans, and 2" wood blinds throughout. Meticulously maintained and strategically enhanced, this home offers a rare opportunity to enjoy a truly turnkey property with exceptional upgrades in one of Sun City Hilton Head's most desirable communities. Residents enjoy the resort-style lifestyle of this world-class setting with over 100 social clubs, on-site dining, 36 holes of championship golf, tennis, swimming, fitness centers, and a full calendar of activities. Please see full list of upgrades and owner investments in the feature sheet in MLS docs.

686 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$2,095,000
4 Beds 6 Baths 4,070 SqFt. HILTONHEAD-504375 MLS
Built in 1996 this exceptional 4,070-square-foot residence is gracefully situated on 2.45 acres in the heart of Spring Island, surrounded by majestic live oaks, immaculately maintained landscaping, and tranquil natural beauty. Ideally positioned just minutes from the island's premier amenities, the property offers a rare balance of privacy and convenience. The thoughtfully designed interior features 4 bedrooms, 4 bathrooms and 2 one half bathrooms. The home is highlighted by exquisite heart pine floors reclaimed from the historic Sears Tower in Chicago. Custom wood beams within the home create architectural warmth and character throughout. A stunning renovated kitchen serves as the heart of the home, complemented by three fireplaces, an inviting den adjoining the primary suite, and expansive living spaces perfectly suited for both everyday living and elegant entertainment. There are two additional en-suite bedrooms on the second floor providing exceptional comfort and flexibility. A recently renovated garage with a bedroom above offers private and convenient guest accommodations. The property features include a sophisticated emergency backup generator, separate well for the irrigation system, whole house water leak detection system, and premier landscape LED lighting. Outdoors, the home seamlessly connects to its natural surroundings, with a back patio designed for relaxing and enjoying breathtaking sunsets amid Spring Island's pristine landscape. This is a rare opportunity to own a beautifully crafted residence that masterfully blends architectural distinction, natural elegance, and modern comfort in your own preserve.

289 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

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