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$899,000
3 Beds 3 Baths HILTONHEAD-512221 MLS
Better than new and truly one-of-a-kind, this artisan-crafted former model home offers an exceptional blend of luxury, privacy, and Lowcountry living. Located in the desirable Oyster Cay on Callawassie Island, tucked away on an oversized, serene wooded lot, the residence feels exceptionally peaceful and private while being just down the street from the River Club, Family pool and deep-water boat docks. Thoughtfully designed and meticulously maintained, the home showcases an impressive collection of custom upgrades and designer finishes, including multiple shiplap accent walls, an extensive custom trim package, Hunter Douglas shades, a tankless water heater, and spray foam insulation, along with countless other refined details. An indoor gas fireplace creates a warm and inviting gathering space, while the spacious screened porch, with its inviting outdoor gas fireplace provides a beautiful year-round setting for relaxing, dining, and enjoying the tranquil natural surroundings. Everyday comfort and convenience have been equally considered, with a whole-home generator and EV charger providing modern functionality and peace of mind. The spacious floor plan, elevated craftsmanship, and impeccable model-home presentation make this residence feel almost new-yet it already includes the custom upgrades and finishing touches that are typically added over time. Beyond the home, Callawassie Island offers an exceptional Lowcountry lifestyle, with Tom Fazio-designed golf, tennis, pickleball, pools, a fitness center, boating, and more, all set within a beautiful private island environment. Ideally located in Beaufort County, the community provides convenient access to Beaufort, Port Royal, Bluffton, Hilton Head Island, Charleston and Savannah, while preserving the privacy, natural beauty, and tranquility that make island living so special.

226 Callawassie Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$565,000
3 Beds 2 Baths HILTONHEAD-511738 MLS
Showcasing over $28,000 in owner improvements, this beautifully appointed Martin Ray model in Sun City Hilton Head combines timeless finishes, thoughtful upgrades, and effortless Lowcountry living. Offering 3 bedrooms plus an office, 2 baths, and 2,093 square feet, the home overlooks private wooded and landscaped views and is designed for both comfortable everyday living and entertaining. At the heart of the home, the gourmet kitchen impresses with upgraded cabinetry, granite countertops, KitchenAid appliances, a gas range with a wood hood, an oversized island, a spacious walk-in pantry, and an exceptional butler's pantry complete with additional cabinetry, a sink, and wine storage. Hardwood flooring, smooth ceilings, and light-filled living spaces create an inviting atmosphere, while the covered screened porch with a remote-controlled Sunesta retractable screens and extended patio provide the perfect setting to relax or entertain year-round. The spacious primary suite offers a spa-inspired bath with a tiled walk-in shower, soaking tub, dual vanities, and a generous walk-in closet. Extensive custom storage, including a 4-foot extended garage with professionally designed Closets by Design cabinetry, walk-up attic storage, epoxy flooring, and premium air quality upgrades, reflects the exceptional care and quality invested throughout the home. Complementing the home's exceptional design is the unmatched lifestyle that defines Sun City Hilton Head. Enjoy championship golf, resort-style pools, state-of-the-art fitness centers, tennis, pickleball, walking trails, on-site dining, and an endless array of clubs, classes, and social activities.

704 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty.

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

24 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

7 Yemassee Trace Road, Okatie

Listing courtesy of SERHANT.

$715,000
3 Beds 3 Baths HILTONHEAD-511821 MLS
Beautifully updated one-level ranch overlooking the prestigious Magnolia #5, this exceptional home offers effortless slab-on-grade living in the heart of Callawassie Island. Meticulously maintained and move-in ready, it is perfectly suited as either a full-time residence or an idyllic Lowcountry retreat. Thoughtfully enhanced throughout, the home interior features a designer kitchen with new appliances, new ceiling fans and light fixtures, new Hunter Douglas plantation shutters, and fresh interior paint. The exterior offers new gutters with gutter guards, new exterior light fixtures, copper rain chains, elegant new front entry doors, decorative crosshead window moldings plus more, creating a timeless blend of style and functionality. The inviting Carolina Room serves as a peaceful year-round extension of the living space, overlooking a completely redesigned backyard with lush landscaping that provides a private setting for relaxing or entertaining. Beautifully landscaped from front to back, every detail reflects pride of ownership and exceptional care. Located within the private, gated community of Callawassie Island, residents enjoy an unparalleled lifestyle with 27 holes of Tom Fazio-designed championship golf, tennis, pickle ball, fitness facilities, community docks, swimming pools, dining, and miles of breathtaking marsh front scenery. Ideally situated between Beaufort, Bluffton, Hilton Head, and Savannah, this remarkable home offers the perfect combination of privacy, luxury, and convenience. Furnishings and Golfcart are negotiable.

89 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

9 Whispering Oaks Circle, Okatie

Listing courtesy of Collins Group Realty.

$462,000
2 Beds 2 Baths HILTONHEAD-511238 MLS
Wonderful Taft Street model on a lagoon with Walk up Attic! Perfectly situated this 2 bedroom 2 bathroom home with Den/Office and Carolina Room in Sun City North. Spacious Living Room and Dining Area, LVP Floors in traffic area, tile in bathrooms & carpets in bedrooms. Gorgeous kitchen with custom granite counter tops, KitchenAid Stainless Steel appliances, center Island with pendant lights, gas range, white cabinet, pull out cabinet drawers and shelves, tiled backsplash and a view of the lagoon while at the large single bowl sink. Sun filled Carolina room gives extra space to enjoy. Primary suite with luxurious bathroom with granite counter tops, double sinks and glass enclosed tiled shower with bench. Good bedroom separation, lovely guest bedroom and bathroom, granite counter tops and tub/shower combo. Spacious Den/Office with double windows looking out to front patio area. Separate Laundry Room with Samsung Washer & Dryer. 2 Car garage with walk up attic stairs. Lots and lots of storage! Don't let this home slip away!

244 Turnberry Woods Drive, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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

12 Dolphin Lane, Okatie

Listing courtesy of Charter One Realty.

$1,150,000
3 Beds 4 Baths HILTONHEAD-510205 MLS
An incredible opportunity and unbelievable value to have three wonderful views of marsh, lagoon, and golf. This charming recently renovated Lowcountry Club Cottage is move in ready and yours to enjoy morning sunrises over the marsh. Located on the finishing 9th hole of the Dogwood course, this open floor plan with high ceiling is perfect for entertaining. 3 bedrooms, 1st-floor master, 3.5 baths, 2nd floor Guest Suite with terrific three views. Large screened in porch and backyard offer a great outdoor living space. The Club Cottage Section offers a unique opportunity, within Callawassie Island, for a Primary Home or Investment Rental Property (overnight stay to long term rental flexibility). The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

14 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$438,000
2 Beds 2 Baths HILTONHEAD-509848 MLS
Welcome Home to Okatie Woods! This charming custom floorplan is perfectly situated on a quiet cul-de-sac in the highly sought-after Okatie Woods neighborhood of Sun City Hilton Head. Set directly across from a scenic common area and along the community's picturesque 3-mile walking trail, this home offers a wonderful blend of privacy, peaceful views, and convenient access to the active Sun City lifestyle. Step through the welcoming foyer into a spacious Great Room featuring open living and dining areas that flow effortlessly into a bright and versatile Carolina Room. Whether used as a den, home office, hobby space, or cozy retreat, this light-filled room offers endless possibilities. Large windows and soaring cathedral ceilings fill the home with natural light while framing tranquil outdoor views and creating an inviting atmosphere throughout. The patio extends the living space outdoors and is the perfect spot for morning coffee, afternoon relaxation, or evening grilling while enjoying the serene, park-like surroundings. The desirable split-bedroom floorplan provides privacy and comfort for both owners and guests. The spacious primary suite offers a peaceful retreat with a walk-in closet and en-suite bath featuring a separate shower and relaxing jetted tub. A comfortable guest bedroom is conveniently located near a full bath, providing a welcoming space for family and visitors. Enjoy all that Sun City Hilton Head has to offer from this beautiful setting, with a scenic common area and walking trail right outside your door. If you're looking for a home that combines comfort, privacy, natural beauty, and an active lifestyle, this Okatie Woods gem is one you won't want to miss!

7 Devant E Drive, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$649,000
3 Beds 2 Baths HILTONHEAD-509871 MLS
Napa Valley single story model in the sought-after Sun City North, ideally located between the Lake House Amenity Center and the new Argent West Amenity Center. This spacious 3-bedroom home offers the perfect blend of comfort and coastal charm, featuring a light and bright coastal-inspired gourmet kitchen with upgraded finishes, ample cabinetry, and generous prep space for entertaining. Enjoy a designated dining area ideal for gatherings, along with a cozy fireplace that creates a warm and inviting living space. The thoughtfully designed split floor plan provides privacy for guests with separated guest bedrooms, while the primary suite boasts an upgraded zero-entry walk-in shower for ease and luxury. A perfect combination of style, function, and lowcountry living!

361 Fern Leaf Lane, Okatie

Listing courtesy of Keller Williams.

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

101 Hillcrest Way, Okatie

Listing courtesy of Real Broker, LLC.

$424,900
2 Beds 2 Baths HILTONHEAD-509193 MLS
Come see this move-in-ready Steel Creek model with Lagoon View in Sun City Hilton Head and start living the 55+ Lowcountry Lifestyle ASAP this summer! This 1,505 SF 2BR/2B home in the popular and active Oak Terrace village features a handsome elevation and open layout with smooth ceilings and crown molding throughout plus wood flooring in main living areas. The eat-in-kitchen has granite countertops, stainless steel appliance suite, upgraded cabinets, classic tile backsplash plus island seating & storage. The dining area has room for table leaves when hosting larger parties and the sunny Carolina room flex space can accommodate everything from your entertainment overflow to a reading nook, hobby/gaming area, or cozy napping place. The generous primary bedroom has a view of the lagoon and ensuite with double sinks and low step-in shower with built-in bench. There's also a comfy guest room, second full bath, and laundry room. The patio provides the perfect place to grill and chill while enjoying the lovely water view and daily nature shows courtesy of our many Lowcountry birds. Rinnai tankless water heater, whole-house GE water filtration system, and utility sink in the garage. Really great interior North side location away from road noise yet very convenient to Argent Lakes amenities, Tidewatch Gate/Riverbend, South side Town Square, nearby shops, and the amazing new state-of-the-art West side amenity center. Easy to go & show so book a tour today and let this sweet Steel Creek home steal your heart!

184 Heathwood Drive, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$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.

$1,285,000
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.

$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.

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

12 Bee Tree Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$1,399,000
3 Beds 3 Baths HILTONHEAD-507554 MLS
There is a finite number of river waterfront properties left. This property is for the person who understands the value in obtaining 260 feet of riverfront now. The community is a rural neighborhood hidden from the bustling activity of hwy. 170. This is not just a home for sale, it is a way of life. Nearly 1 acre on the tidal waters of the Okatie river with a privacy fenced-in yard, TWO lots, private dock, boat lift, guest house & 3 outbuildings. Go crabbing or shrimping or fishing off your own private dock. Go boating to the Okatie, Colleton River or Broad River. The main house is on one lot along w/the Guest house & the dock. The second lot #16, 137 Cherry Point Rd., has been kept separate w/the county so you could sell it or build another dwelling or leave it as is. The main house has a charming cottage feel with Lowcountry designed front veranda and rear screened porch. The downstairs has real heart of pine floors throughout. Open floorplan for easy gatherings with friends and family gathered around your gas fireplace in your large living room. Both the living room and the master bedroom open out onto the screened porch. You will find yourself spending many days and many evenings here sipping coffee or cocktails and enjoying breezes you have only dreamed of. The master bedroom is downstairs w/2 guest rooms upstairs. The adjacent Guest house is your 4th bedroom efficiency w/living area, kitchenette & full bath as well as a rear patio. Don't let this one slip away. Owner SCRE.

139 Cherry Point Road, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$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.

$1,850,000
4 Beds 5 Baths 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.

$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.

$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.

$329,000
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.

$1,000,000
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.

$1,149,500
2 Beds 2 Baths HILTONHEAD-504451 MLS
This beautiful 1,570 square foot cottage is set on 2.52 picturesque acres with sweeping golf and pond views, centrally located near Spring Island's golf facility. Built in 2010 and awarded LEED Platinum Certification, the highest distinction from the U.S. Green Building Council. This home reflects an uncompromising commitment to sustainability, energy efficiency, and quality construction. Features include autoclaved aerated concrete construction, closed-cell insulation, a tankless water heater, Energy Star appliances, and LED lighting throughout. Warmth and character define the interiors, where reclaimed wood floors, antique ceiling beams, and traditional tabby walls showcase exceptional craftsmanship and timeless materials. Each room feels distinct through the thoughtful use of textures and finishes while maintaining an open, inviting flow that is both comfortable and intimate. The living room is anchored by a charming brick fireplace with custom built-in bookcases and accented by subtle, well-placed lighting. A step-down kitchen and dining area welcomes natural light from a wall of windows and features stained concrete flooring, wood paneling, and a striking reclaimed beam. The kitchen is beautifully appointed with custom cabinetry, granite countertops, stainless steel appliances, and a nearby utility room that serves as both pantry and laundry space. The first-floor bedroom is accessed through a private hallway with custom built-ins, a bench, and closet storage, offering a quiet retreat, with full bath is conveniently located just off the hall. Upstairs, an additional bedroom suite features its own bath along with built-ins and generous closets, creating a comfortable and private space for guests or family. Outdoors, a brick patio with fire pit sits beneath a canopy of mature live oak tree providing serene setting to enjoy the natural beauty and lifestyle that embraces Spring Island's charm.

15 Bird Patch Trail, Okatie

Listing courtesy of Spring Island Realty LLC.

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

650 Gleneagle Court, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$699,900
3 Beds 4 Baths HILTONHEAD-503347 MLS
This home now represents one of the finest values on Callawassie Island, granting a buyer flexibility to improve and elevate the property to their liking. Boasting phenomenal views of the newly renovated Tom Fazio Magnolia course Hole 3 green. An entertainers' dream home with an ample kitchen and luxurious wet bar with custom built-ins is the icing on the cake for this gem! Further detailed by a grand office, dining room, fireplace, and generously sized primary bedroom. An additional bedroom and full bedroom with bathroom over the garage complete the property. Natural light abounds with soaring cathedral and tray ceilings as well as oversized windows. Take pride in living in South Carolina's first certified Wildlife Habitat Community.

49 Winding Oak Drive, Okatie

Listing courtesy of Charter One Realty.

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