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$1,379,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512149 MLS
Tucked beneath a canopy of trees on desirable Osprey Circle, mid-island in Magnolia #7, this home feels like a private retreat, completely redesigned and rebuilt from the studs by a premier contractor, with no expense spared and no detail overlooked. Eastern exposure fills the home with soft morning light, while shaded afternoons and a long, private view of the golf course create a quiet, elevated sense of place.Essentially reborn as a new home, the residence was reconstructed with all-new stucco and exterior painting, all-new electrical, and all-new plumbing throughout. The interior showcases gorgeous segmented arches throughout, offering beautiful architectural character alongside 8' solid-core doors and hardwood flooring laid with laser precision. A redesigned hallway flows through graceful new archways into the kitchen and dining room, where custom wainscoting lends a refined, tailored finish. The kitchen is anchored by Taj Mahal quartzite countertops, while the spa-inspired bathrooms are finished in quartz, with redesigned tile showers and a master suite featuring a freestanding pedestal tub and brass fixtures.The Carolina room has been thoughtfully redesigned to frame the wooded, golf-course backdrop, with new screening and a glass door that blurs the line between indoors and out. Additional refinements include a butler's pantry with dry-bar and wine cooler, hurricane-impact windows, a tankless water heater, blown-foam attic insulation, and a fully restuccoed, stone-accented exterior complemented by newly curated landscaping.For the buyer who values craftsmanship and quality above all, this is a rare offering: a true turnkey residence where every element has been considered. Move in with complete peace of mind and begin your Callawassie Island Lifestyle.

90 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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.

$1,159,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511306 MLS
Offering generous living spaces, thoughtful design, and exceptional flexibility, 58 Clifton Drive is perfectly suited for both everyday comfort and entertaining. The open-concept kitchen is anchored by an oversized island and flows seamlessly into the light-filled family room, where doors open to an expansive Southern-style porch, the perfect setting for relaxing or gathering with family and friends. The main-level primary suite provides a private retreat with a spa-inspired bathroom and generous walk-in closet. Upstairs are three additional bedrooms, two full bathrooms, a convenient pocket office, and a large flex space that can serve as a media room, playroom, or second living area. The finished room over the garage offers exceptional privacy for guests, complete with a full bathroom and kitchenette. Located within one of Bluffton's premier private communities, residents of Berkeley Hall enjoy two Tom Fazio-designed golf courses, exceptional practice facilities, clubhouse dining, a spa and fitness center, racquet sports, and River Park along the Okatie River.

58 Clifton Drive, Okatie

Listing courtesy of Charter One Realty.

$399,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510794 MLS
Beautiful lagoon view from the backyard screen room, on the desirable North Side of Sun City Hilton Head! Welcome to 2336 Freshwater Lane, a meticulously maintained 2-bedroom, 2-bath home on a quiet cul-de-sac street in this amenity rich 55+ community. You not only get to enjoy the Carolina room with a view of the water, you have the screen room and a patio for grilling with a natural gas hook up. This home is offered by its original owners, built just 10 years ago. This charming residence features durable Hardiplank siding and is an ideal location just minutes from the Lakehouse amenities, including pickleball courts, tennis courts, indoor and outdoor pool, fitness center, Argent Lake Golf Course and Argent Lake Restaurant. Not to mention a golf cart ride to the brand new amenity center with the expansive resort style pool. The spacious kitchen and living areas provide comfortable everyday living, while the split-bedroom floor plan offers privacy for both owners and guests. As an added bonus, the seller may include the golf cart with an acceptable offer! Don't miss this opportunity to enjoy the Sun City lifestyle in a beautifully maintained home with water views, convenient amenities, and exceptional value.

2336 Freshwater Lane, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$699,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511096 MLS
Prime North Side location with incredible golf course views! New Price of $699,000 presents an opportunity for buyers to secure a turn-key home in Sun City North! This 3-bedroom, 3-bath Castle Rock model with loft is immaculate. It features an oversized air-conditioned screened room overlooking the 3rd hole as well as a patio for enjoying the outdoors. Freshly painted and move in ready - this home checks all the boxes; close to driving range, clubhouse, pool, and dining. Large eat-in kitchen with center island flows into a bright dining area and spacious family room - perfect for entertaining friends and family - Lots to love!

148 Pinnacle Shores 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.

$688,000
6 Beds ⋅ 5 Baths ⋅ HILTONHEAD-510005 MLS
PRICE IMPROVEMENT & $4,000 TOWARDS CLOSING COSTS WITH ACCEPTABLE OFFER! Not your standard Malind Bluff or Continental home-unlike the rest, this Summer 2024 home offers a custom-added powder room creating the rare TWO main-level bathrooms, plus 3 more upstairs, an enclosed sixth bedroom with transom window, double front porches, lagoon views from both the front and rear, a custom 11-foot foyer bench with designer storage, upgraded lighting, smart app-controlled exterior lighting, professionally enhanced landscaping with sabal palms, and a fully fenced backyard creating one of the neighborhood's most distinctive Continental homes. Located within the gated, riverfront community of Malind Bluff, it offers exceptional flexibility for multigenerational living, working from home, or hosting guests. Originally designed with a formal dining room, the layout was thoughtfully modified to create a private sixth bedroom, ideal as a guest suite, office, playroom, or den. The welcoming foyer showcases the custom 11-foot built-in storage bench, while updated coastal-inspired flooring, designer lighting, and a functional mudroom drop zone further elevate the home's style and functionality.The chef's kitchen features quartz countertops, soft-close cabinetry, a gas range, stainless appliances, an oversized center island, a butler's pantry, and a walk-in pantry with extended shelving. Upstairs, a spacious loft provides a secondary living area, while the oversized primary suite offers its own sitting area, dual walk-in closets, and a spacious ensuite bath. Two guest bedrooms share a Jack-and-Jill bath, while another enjoys a private ensuite. Outdoor living is equally inviting with a screened porch overlooking the lagoon, double front porches, a grilling patio, sprinkler system, smart lighting, enhanced landscaping, and a fully fenced backyard. Additional highlights include a tankless water heater, upgraded fixtures throughout, and a spacious garage. Residents enjoy a resort-style pool, open-air pavilion, pickleball courts, playground, creekfront park, and a community day dock on the Okatie River for fishing, crabbing, kayaking, and paddleboarding. Golf cart-friendly streets, sidewalks, and convenient access to Okatie Elementary School complete the lifestyle. Ideally positioned between Bluffton, Beaufort, and Savannah, this exceptional home offers Lowcountry living in one of the area's premier gated riverfront communities.

10 Neiman Drive, Okatie

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

$1,395,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508583 MLS
Exceptional custom-built home showcasing unique golf and lagoon views across the entire Magnolia #5 hole on Callawassie Island's beautifully renovated Tom Fazio course. Thoughtfully designed to embrace its stunning setting, this move-in-ready residence offers the perfect opportunity to begin enjoying Lowcountry island living from day one.The open-concept floor plan is filled with natural light, highlighted by soaring ceilings, expansive windows, and generous crown molding throughout. Refinished and stained heart pine floors add warmth and character, while the Great Room features a fireplace and custom built-ins, creating an inviting space for everyday living and entertaining.The gourmet kitchen is beautifully appointed with all newer (2024) Thermador stainless steel appliances, a six-burner gas cooktop, granite countertops, and distinctive Italian glazed cabinetry. The primary suite serves as a private retreat with elegant marble and porcelain tile finishes and a custom-designed closet.Recent improvements provide exceptional value and peace of mind, including all three HVAC systems replaced in 2024, newer washer and dryer, refinished heart pine flooring, refinished mahogany front door, and three new garage door openers. Upper-level furnishings may convey with limited exclusions, creating a turnkey opportunity for the next owner.Outdoor living is equally impressive, with a spacious deck and screened porch perfectly positioned to capture panoramic golf and lagoon views, cooling marsh breezes, and unforgettable sunsets. Whether enjoying a quiet morning coffee or entertaining friends after a day on the course, these spaces embody the best of Lowcountry living.Beyond the home, Callawassie Island offers an unmatched private island lifestyle with 27 holes of championship golf, deep-water docks, two clubhouses, fitness and wellness facilities, tennis, pickleball, swimming pools, walking trails, and a vibrant social atmosphere-all within a gated island community surrounded by breathtaking natural beauty.This is more than a home; it's an opportunity to embrace one of the Lowcountry's most sought-after island lifestyles.

113 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$385,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509585 MLS
Nestled within the private gated community of Callawassie Island, 24 Heron Walk offers Lowcountry living at its finest. This beautifully maintained 3-bedroom, 2-bath townhome features stunning lagoon views from both the front and back, along with picturesque golf course views. The remodeled 2023 kitchen is a true showpiece, highlighted by a premium Hallman Cookers professional range imported from Italy. Enjoy cozy evenings by the wood-burning fireplace and the peaceful natural surroundings that make this home so special. Residents enjoy exceptional amenities including 3 upgraded golf courses with over $8 million in recent improvements, two clubhouses, two restaurants, two pools, new pickleball courts, croquet and bocce ball, massage and therapy rooms, a library, boat docks, and separate dog parks for large and small dogs. Seller offering $52,000 towards Callawassie Island buy-in.

24 Heron Walk, Okatie

Listing courtesy of ERA Southeast Coastal.

$399,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509257 MLS
Enjoy island living in this beautifully updated 3 bedroom with primary on the first floor 2 bath villa in the gated Callawassie Island community. Recent improvements include a 2020 roof, 2022 HVAC, updated kitchen with new granite countertops & backsplash, induction stove & microwave (2023), plus new windows, flooring and new upstairs bath. Exterior painted in 2024 & decks painted in 2026. Screened porch. Golf cart garage included for easy community access & coastal lifestyle convenience. Callawassie Island is a Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. 6 tennis courts, pickleball courts, Bocce courts, dog park, 27 hole Golf course & 24/7 gated security.

20 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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.

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

6 Dolphin Landing, Okatie

Listing courtesy of Charter One Realty.

$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.

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

5 Oyster Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$899,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-506792 MLS
Completely renovated and thoughtfully improved, this Lowcountry cottage offers a rare opportunity to enjoy privacy, natural beauty, and move in ready living on Callawassie Island. Set on a 1.41 acre wooded homesite, the property welcomes you with three sets of mahogany French doors across the front, filling the home with natural light and creating a seamless connection to the outdoors. Ideally positioned across from the marsh, the home is a short walk to a community dock with access to tidal waterways and sunset views. Interior updates include new flooring and carpeting, energy efficient lighting, and dimmers throughout. The living room and primary suite feature bricked fireplaces, and a custom built bar with a beverage refrigerator is perfectly located between the living room and dining room, enhancing both flow and functionality. The dining room is highlighted by a designer chandelier by Frederick Raymond. The kitchen has been updated with refreshed finishes. The powder room has been opened and improved with quality fixtures. Additional upgrades include new windows, updated hardware, and improved lighting throughout. Exterior improvements include updated railings, new outdoor lighting, paver driveway accents, a landscaped walkway, irrigation system, and all new exterior doors throughout. This property offers a unique combination of charm, privacy, and proximity to the water in one of Callawassie Island's most desirable settings.

25 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

4 Bent Tree Lane, Okatie

Listing courtesy of Charter One Realty.

$1,399,999
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-506875 MLS
Looking for timeless luxury in a quiet, serene neighborhood that offers world-class amenities within a gated and secure island community? Then you must see and make this meticulously designed custom home built by Sunset-Life Properties your new sanctuary! Located on the green of Tom Fazio's Magnolia #4 golf hole, par 4, this home has far more elegant features than can be listed here. No expense was spared to have the finer things in life! GE Monogram appliances including 42" side by side refrigerator, 36" gas range with 6 burners and pot filler in backsplash above, Double Oven in addition to oven in range, 24" Dishwasher, Microwave, and 2 sets of Double Drawer Refrigerators both in the Kitchen and Bonus Bar above on the Second Floor. Both areas also have Scotsman 30 lb Gourmet Ice Makers, and the home is even furnished with Electrolux stacked front loading 4.5 cft Washer and 8 cft Dryer. The cabinets are 3/4" plywood Wood-Mode and Brookhaven luxury brands with walnut interior, dovetail construction, and soft close. An Isokern propane fireplace is in the Family Room and 3CM custom granite countertops are installed throughout the home. PLAY Custom Home Technology is installed in this home with predefined engraved labeled switches making it easy to push the right one. This home even features areas prepped for an outdoor kitchen on a separate Grill Porch and a bar area on the Screened Porch. Spray foam insulation thoughout this home with 3 zones for AC and jamb switches for closet lights. This home is a MUST SEE along with the Callawassie Island Community!!!

54 Osprey Circle, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$1,850,000
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.

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

823 Danner Drive, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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

41 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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.

$1,149,500
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.

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

289 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

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

248 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty.

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

1 Straight Road, Okatie

Listing courtesy of Spring Island Realty LLC.

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

784 Danner Drive, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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

24 Tabby Point Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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