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$600,000

3.7 acres of undeveloped land with Hwy 170 frontage and in close proximity to River Ridge High School. Adjacent 8.9 acres is available under separate listings.

HILTONHEAD-508146 MLS

3.7 acres of undeveloped land with Hwy 170 frontage and in close proximity to River Ridge High School. Adjacent 8.9 acres is available under separate listings.

3105 Okatie Highway, Okatie

Courtesy of Charter One Realty

$495,000

The parcel included in the sale is a total of 2.2 acres with over 550 feet of frontage on heavily traveled 4 lane Hwy 170 (R600 029 000 1194 0000). An additional 10.4 acres of contiguous parcels are available under separate listings.

HILTONHEAD-508145 MLS

The parcel included in the sale is a total of 2.2 acres with over 550 feet of frontage on heavily traveled 4 lane Hwy 170 (R600 029 000 1194 0000). An additional 10.4 acres of contiguous parcels are available under separate listings.

3119 Okatie Highway, Okatie

Courtesy of Charter One Realty

$695,000

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

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507603 MLS

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

8 River Marsh Lane, Okatie

Courtesy of Coastal Real Estate Solutions II

$4,375,000

Nestled on over three acres of beautifully wooded waterfront land overlooking scenic marshes out to the Colleton River, this magnificent Victorian-style estate features, more than 8,000 square feet of timeless elegance and careful craftsmanship. From the moment you arrive, the thoughtfully landscaped graceful central courtyard welcomes you. Surrounded by mature trees, and the tranquil sounds of nature, this property offers rare privacy and the best of refined Southern living - a special opportunity to own a grand waterfront estate where history, craftsmanship, and natural beauty meet.The primary residence with its unobstructed and protected view boasts stately architecture, intricate millwork, hand hewn oak flooring and the warmth of exquisite paneling throughout. The spacious formal and casual living areas blend historic charm with modern comfort. The chef's kitchen has a practical and purposeful attached secondary prep room. Specialty lighting and fixtures and imported tiles throughout. Large windows and inviting verandas frame sweeping views of the river and surrounding marshes, creating a sense of serenity in every room. The expansive second-floor covered deck provides the perfect vantage point for relaxing with morning coffee. The two upstairs bedrooms feature individual bathrooms and dressing spaces. A shared tidal dock with private float offers direct access for boating, kayaking, fishing, crabbing or simply enjoying the natural beauty of the Low Country waterfront. The second dwelling on the estate features three-bedrooms, three ensuite baths, a complete full kitchen, and a lovely veranda, providing family and guests with a private retreat that mirrors the charm and quality of the main residence. The second floor bedroom is complete with two sets of built in bunk beds and a large living area. Additionally, the property has a studio building which features a two-car garage with a spacious flex space offering endless possibilities with its convenient full bath and kitchenette.

6 Beds ⋅ 7 Baths ⋅ HILTONHEAD-507884 MLS

Nestled on over three acres of beautifully wooded waterfront land overlooking scenic marshes out to the Colleton River, this magnificent Victorian-style estate features, more than 8,000 square feet of timeless elegance and careful craftsmanship. From the moment you arrive, the thoughtfully landscaped graceful central courtyard welcomes you. Surrounded by mature trees, and the tranquil sounds of nature, this property offers rare privacy and the best of refined Southern living - a special opportunity to own a grand waterfront estate where history, craftsmanship, and natural beauty meet.The primary residence with its unobstructed and protected view boasts stately architecture, intricate millwork, hand hewn oak flooring and the warmth of exquisite paneling throughout. The spacious formal and casual living areas blend historic charm with modern comfort. The chef's kitchen has a practical and purposeful attached secondary prep room. Specialty lighting and fixtures and imported tiles throughout. Large windows and inviting verandas frame sweeping views of the river and surrounding marshes, creating a sense of serenity in every room. The expansive second-floor covered deck provides the perfect vantage point for relaxing with morning coffee. The two upstairs bedrooms feature individual bathrooms and dressing spaces. A shared tidal dock with private float offers direct access for boating, kayaking, fishing, crabbing or simply enjoying the natural beauty of the Low Country waterfront. The second dwelling on the estate features three-bedrooms, three ensuite baths, a complete full kitchen, and a lovely veranda, providing family and guests with a private retreat that mirrors the charm and quality of the main residence. The second floor bedroom is complete with two sets of built in bunk beds and a large living area. Additionally, the property has a studio building which features a two-car garage with a spacious flex space offering endless possibilities with its convenient full bath and kitchenette.

25 Goose Pond Circle, Okatie

Courtesy of Spring Island Realty LLC

$750,000

Charming marshfront cottage with a private dock! This freshly painted 1-bedroom, 1-bath home is set on a spacious 0.7-acre lot, offering stunning marsh views and direct water access. Enjoy true Lowcountry living with your own private dock-perfect for boating, kayaking, crabbing, or taking in breathtaking sunsets. The property offers endless possibilities, whether you're looking for a peaceful weekend retreat, investment opportunity, or an ideal homesite to build your dream waterfront residence. With no POA fees and a highly desirable location, this is a rare opportunity to own a flexible and charming piece of waterfront property.

1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507834 MLS

Charming marshfront cottage with a private dock! This freshly painted 1-bedroom, 1-bath home is set on a spacious 0.7-acre lot, offering stunning marsh views and direct water access. Enjoy true Lowcountry living with your own private dock-perfect for boating, kayaking, crabbing, or taking in breathtaking sunsets. The property offers endless possibilities, whether you're looking for a peaceful weekend retreat, investment opportunity, or an ideal homesite to build your dream waterfront residence. With no POA fees and a highly desirable location, this is a rare opportunity to own a flexible and charming piece of waterfront property.

141 Cherry Point S Road, Okatie

Courtesy of Charter One Realty

$1,399,000

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.

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

Courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

$900,000

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

4 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. (Digital enhancement has been used in some photographs)

4 Bent Tree Lane, Okatie

Courtesy of Charter One Realty

$1,080,000

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

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-503887 MLS

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

26 Longwood Drive, Okatie

Courtesy of Moul, REALTORS®

$697,000

Newer home in Malind Bluff! 2,882 SQF with 5 bedrooms or 4 bedrooms and office. Primary bedroom downstairs, large loft, 2 car garage with lagoon views and fence in yard.

5 Beds ⋅ 4 Baths ⋅ HILTONHEAD-507439 MLS

Newer home in Malind Bluff! 2,882 SQF with 5 bedrooms or 4 bedrooms and office. Primary bedroom downstairs, large loft, 2 car garage with lagoon views and fence in yard.

664 Danner Drive, Okatie

Courtesy of RE/MAX Island Realty

$790,000

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

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507264 MLS

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

2 Shellfish Lane, Okatie

Courtesy of Coastal Real Estate Solutions II

$1,850,000

PRIVATE. 3 ACRES. SOUTHERN LIVING. 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 OVERSIZED 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.

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-506851 MLS

PRIVATE. 3 ACRES. SOUTHERN LIVING. 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 OVERSIZED 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

Courtesy of Daniel Ravenel Sotheby's International Realty

$1,899,000

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.

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-505898 MLS

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

2 Woodside Circle, Okatie

Courtesy of The Agency Hilton Head

$715,000

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.

4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-506561 MLS

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

823 Danner Drive, Okatie

Courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

$562,500

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.

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

Courtesy of Charter One Realty

$1,025,000

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

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. Recent updates include a brand-new roof (2026) and new HVAC system (2025), adding value and move-in-ready confidence. The thoughtfully designed floor plan features 4 bedrooms and 3.5 baths, including a spacious first-floor primary suite and a dedicated office. Upstairs, guest bedrooms and a versatile bonus room provide comfortable space for family and visitors. Hardwood floors, custom built-ins, detailed millwork, and numerous walk-in closets enhance the home's character and functionality. Floor-to-ceiling windows along the rear of the home fill the living spaces with natural light and showcase the beautiful golf course views, while the screened porch offers the perfect place to relax and enjoy the professionally landscaped yard. A wonderful opportunity to enjoy classic Lowcountry living in the sought-after community of Callawassie Island.

50 Spring Island Drive, Okatie

Courtesy of Coastal Real Estate Solutions II

$1,199,000

An exceptional 3.52-acre homesite on Spring Island offering breathtaking waterfront views of the river and spectacular sunrise vistas that fill the landscape with light each morning. Positioned to capture the beauty and serenity of the Lowcountry, this property overlooks peaceful waters where changing tides, marsh grasses, and abundant wildlife create a truly remarkable natural setting. Enjoy fishing in the neighboring pond, exploring miles of scenic nature trails, and experiencing world-class wildlife viewing right from your backyard. The cleared homesite is framed by magnificent live oaks, providing the perfect canvas to build a custom home surrounded by stunning scenery and privacy. Experience Spring Island's premier amenities, including fine dining, championship golf, an equestrian center, clay shooting range, fitness complex, art facility, tennis, pickleball, croquet, pool, and more. One of the final opportunities to build in this extraordinary community.

HILTONHEAD-505575 MLS

An exceptional 3.52-acre homesite on Spring Island offering breathtaking waterfront views of the river and spectacular sunrise vistas that fill the landscape with light each morning. Positioned to capture the beauty and serenity of the Lowcountry, this property overlooks peaceful waters where changing tides, marsh grasses, and abundant wildlife create a truly remarkable natural setting. Enjoy fishing in the neighboring pond, exploring miles of scenic nature trails, and experiencing world-class wildlife viewing right from your backyard. The cleared homesite is framed by magnificent live oaks, providing the perfect canvas to build a custom home surrounded by stunning scenery and privacy. Experience Spring Island's premier amenities, including fine dining, championship golf, an equestrian center, clay shooting range, fitness complex, art facility, tennis, pickleball, croquet, pool, and more. One of the final opportunities to build in this extraordinary community.

206 Spring Island Drive, Okatie

Courtesy of Spring Island Realty LLC

$3,800,000

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.

5 Beds ⋅ 7 Baths ⋅ 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

Courtesy of Spring Island Realty LLC

$329,000

Welcome to 49 Heron Walk on Callawassie Island. Perfectly positioned on the fairway of the 1st 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, use as a 2nd home or create income as a sought-after retreat for visiting golfers. This is island living with timeless style. Optional Golf Membership.

3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-505169 MLS

Welcome to 49 Heron Walk on Callawassie Island. Perfectly positioned on the fairway of the 1st 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, use as a 2nd home or create income as a sought-after retreat for visiting golfers. This is island living with timeless style. Optional Golf Membership.

49 Heron Walk, Okatie

Courtesy of Moul, REALTORS®

$1,399,000

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.

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

Courtesy of Charter One Realty

$700,000

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.

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

Courtesy of Charter One Realty

$370,000

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

HILTONHEAD-504884 MLS

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

125 Heyward Point Road, Okatie

Courtesy of SERHANT

$624,500

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

3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503595 MLS

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

226 Eaglecrest Drive, Okatie

Courtesy of EXP Realty LLC

$459,000

Rarely does an opportunity arise to own one of the most significant waterfront parcels in the Lowcountry. This exceptional 1.15-acre homesite on Callawassie Island represents one of the largest available properties in this award-winning 880-acre private community. Situated with wide-open northeastern exposure, the site captures breathtaking sunrises across shimmering tidal creeks and vibrant salt marshes. Surrounded by centuries-old live oaks and Spanish moss, the landscape provides a timeless backdrop for a legacy estate. Callawassie Island offers a premier Lowcountry lifestyle centered on 27 holes of Tom Fazio-designed golf, professional-grade racquet facilities, and dual clubhouses that provide deepwater access and luxury wellness amenities within South Carolina's first certified Community Wildlife Habitat. Strategically situated in the heart of Beaufort County, Callawassie Island is almost equidistant from the historic charm of Beaufort and the bustling center of Bluffton, placing residents within a 35-minute drive of Hilton Head Island, Savannah, Georgia, and the Savannah/Hilton Head International Airport.

HILTONHEAD-503416 MLS

Rarely does an opportunity arise to own one of the most significant waterfront parcels in the Lowcountry. This exceptional 1.15-acre homesite on Callawassie Island represents one of the largest available properties in this award-winning 880-acre private community. Situated with wide-open northeastern exposure, the site captures breathtaking sunrises across shimmering tidal creeks and vibrant salt marshes. Surrounded by centuries-old live oaks and Spanish moss, the landscape provides a timeless backdrop for a legacy estate. Callawassie Island offers a premier Lowcountry lifestyle centered on 27 holes of Tom Fazio-designed golf, professional-grade racquet facilities, and dual clubhouses that provide deepwater access and luxury wellness amenities within South Carolina's first certified Community Wildlife Habitat. Strategically situated in the heart of Beaufort County, Callawassie Island is almost equidistant from the historic charm of Beaufort and the bustling center of Bluffton, placing residents within a 35-minute drive of Hilton Head Island, Savannah, Georgia, and the Savannah/Hilton Head International Airport.

32 Winding Oak Drive, Okatie

Courtesy of Coastal Real Estate Solutions II

$2,100,000

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

1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503981 MLS

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

1 Straight Road, Okatie

Courtesy of Spring Island Realty LLC

$689,900

A rare chance to live in one of South Carolina's most prestigious island communities at a fraction of current market values. Set on approximately half an acre overlooking the Magnolia course's 3rd green, this 2,867 square-foot ranch offers a generous primary suite, dedicated office, formal dining, fireplace, wet bar + private bonus suite above the garage. Cathedral and tray ceilings w/ oversized windows bring natural light throughout the living spaces, while the rear deck connects the home directly to its golf setting. For buyers who value room, privacy and the ability to personalize rather than pay a premium for another's renovation, 49 Winding Oak presents a compelling entry point into Callawassie's Lowcountry lifestyle. Seller to offer buyer $37,500 in closing costs w/acceptable offer.

3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-503347 MLS

A rare chance to live in one of South Carolina's most prestigious island communities at a fraction of current market values. Set on approximately half an acre overlooking the Magnolia course's 3rd green, this 2,867 square-foot ranch offers a generous primary suite, dedicated office, formal dining, fireplace, wet bar + private bonus suite above the garage. Cathedral and tray ceilings w/ oversized windows bring natural light throughout the living spaces, while the rear deck connects the home directly to its golf setting. For buyers who value room, privacy and the ability to personalize rather than pay a premium for another's renovation, 49 Winding Oak presents a compelling entry point into Callawassie's Lowcountry lifestyle. Seller to offer buyer $37,500 in closing costs w/acceptable offer.

49 Winding Oak Drive, Okatie

Courtesy of Charter One Realty

$3,479,000

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

4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-503381 MLS

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

44 Lancaster Boulevard, Okatie

Courtesy of Maxey Blackstream Christie's International Real Estate

$599,000

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

3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-502292 MLS

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

50 Callawassie Club Drive, Okatie

Courtesy of Coastal Real Estate Solutions II

$2,145,000

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

4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-503140 MLS

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

24 Tabby Point Lane, Okatie

Courtesy of Coastal Real Estate Solutions II

$6,500,000

Experience the soul of Lowcountry living in this enchanting deep-water estate, where timeless Southern charm meets exceptional craftsmanship. A sweeping wraparound porch captures gentle river breezes and sets the stage for unforgettable sunrises and slow, breezy afternoons. Inside, soaring vaulted ceilings, abundant natural light, and warm, inviting finishes create an atmosphere of effortless elegance. The gourmet kitchen is perfect for gatherings, offering refined style and functionality. A spacious mother-in-law and beautifully appointed detached carriage house provide unmatched flexibility for guests or extended family. The oversized 4+ garage and generous walk out storage-with bathrooms-ensure space for every hobby, project, and coastal toy. A rare 4-stop elevator adds ease to daily living. On the river, a private deep-water dock awaits with an impressive 18,000 lb lift and a covered perch above the water-an idyllic spot to relax, unwind, and savor the beauty of the Lowcountry. Thoughtfully wired for a whole home generator, this estate blends comfort, luxury, and Southern grace in every detail.

5 Beds ⋅ 9 Baths ⋅ HILTONHEAD-502660 MLS

Experience the soul of Lowcountry living in this enchanting deep-water estate, where timeless Southern charm meets exceptional craftsmanship. A sweeping wraparound porch captures gentle river breezes and sets the stage for unforgettable sunrises and slow, breezy afternoons. Inside, soaring vaulted ceilings, abundant natural light, and warm, inviting finishes create an atmosphere of effortless elegance. The gourmet kitchen is perfect for gatherings, offering refined style and functionality. A spacious mother-in-law and beautifully appointed detached carriage house provide unmatched flexibility for guests or extended family. The oversized 4+ garage and generous walk out storage-with bathrooms-ensure space for every hobby, project, and coastal toy. A rare 4-stop elevator adds ease to daily living. On the river, a private deep-water dock awaits with an impressive 18,000 lb lift and a covered perch above the water-an idyllic spot to relax, unwind, and savor the beauty of the Lowcountry. Thoughtfully wired for a whole home generator, this estate blends comfort, luxury, and Southern grace in every detail.

107 Okatie Highway, Okatie

Courtesy of Collins Group Realty

$1,100,000

Surrounded by majestic Live Oaks and overlooking the 12th fairway of Old Tabby Links, this property offers a beautifully finished guest cottage and an elegant retreat. Take advantage of the cottages in place or expand and build your dream home on this expansive 1.96 acre lot. Both structures in place feature brick exteriors, custom mahogany doors, concrete tile roofs, and premium oak flooring. Recent enhancements include a fenced dog run and a screened porch. The two bedroom guest cottage offers baths finished in cream marfil and travertine, charming bedroom alcoves, a well equipped living area with under counter refrigerator and freezer, a brick accent wall, and a full size washer and dryer. The Retreat provides a refined escape with the flexibility to be an additional sleeping area with a full bathroom featuring exquisite paneling and trim, a wet bar, and views of the golf course. With a flat screen TV above the fireplace, it is an ideal place to relax and unwind.

2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503117 MLS

Surrounded by majestic Live Oaks and overlooking the 12th fairway of Old Tabby Links, this property offers a beautifully finished guest cottage and an elegant retreat. Take advantage of the cottages in place or expand and build your dream home on this expansive 1.96 acre lot. Both structures in place feature brick exteriors, custom mahogany doors, concrete tile roofs, and premium oak flooring. Recent enhancements include a fenced dog run and a screened porch. The two bedroom guest cottage offers baths finished in cream marfil and travertine, charming bedroom alcoves, a well equipped living area with under counter refrigerator and freezer, a brick accent wall, and a full size washer and dryer. The Retreat provides a refined escape with the flexibility to be an additional sleeping area with a full bathroom featuring exquisite paneling and trim, a wet bar, and views of the golf course. With a flat screen TV above the fireplace, it is an ideal place to relax and unwind.

30 Bee Tree Drive, Okatie

Courtesy of Spring Island Realty LLC

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