4 Beds ⋅ 5 Baths ⋅ 3,001 SqFt. ⋅ HILTONHEAD-513724 MLS

This bеautifully dеѕignеd 3,001‐ѕquarе‐foot residencе by Αrtisan Custom Homes, offers effortless one-level living with a spacious, light-filled open floor plan ideal for both everyday comfort and entertaining. The home features three generously sized bedrooms, each with access to its own bath, plus a convenient powder room for guests. The heart of the home flows seamlessly from the living area to the kitchen and dining space, creating an inviting atmosphere for gatherings large or small. Step outside to the screened porch, with outdoor fireplace, perfect for year-round indoor-outdoor living, while enjoying amazing golf views. A two-car garage provides ample storage, complemented by a separate golf cart garage for added convenience. Adding flexibility and value, the property includes a private guest suite with a full bath over the garage, ideal for guests, extended family, or a home office/gym. Thoughtfully planned and beautifully proportioned, this home blends functionality, comfort, and Lowcountry lifestyle in a single-level design that truly lives large. Nestled in the scenic Lowcountry of South Carolina, Callawassie Island is a private, gated community surrounded by tidal marshes, winding waterways, and breathtaking natural beauty. This distinctive island community offers a relaxed coastal lifestyle with an impressive array of amenities, including an 27 hole Tom Fazio-designed golf course, tennis and pickleball courts, 2 swimming pools, fitness facilities, and multiple clubhouses. Residents enjoy access to deepwater docks and inviting gathering spaces that encourage an active, social lifestyle. With its abundant wildlife, moss-draped live oaks, and picturesque marsh views, Callawassie Island offers a unique blend of natural beauty, recreational opportunities, and Lowcountry charm-all just a short drive from Beaufort, Bluffton, and Hilton Head Island.

5 N Oak Forest Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-513595 MLS

Welcomе to Parаdіsе! Τhіs ѕіngle level 3br/3ba sanctuаry іs nestled high on a bluff along the River/Marsh on beautiful Callawassie Island. This home has been freshly re-imagined and offers you breathtaking Cove views with beautiful sunsets. The gourmet kitchen is a chef's kiss and opens to entertaining areas, Great Room and Carolina Room. Multiple rooms offer spectacular views to the Water and it is an exceptionally light and bright floorplan. It is perfectly positioned on a generous size, beautifully landscaped lot offering indoor/outdoor living and access to a rear pavered patio. Callawassie Island Club has some of the best amenities, including pickleball/tennis, optional golf, dining, multiple pool and spa services on site. This location is central to all things Lowcountry including the towns of Bluffton, Beaufort, Savannah and Hilton Head Island. Come LiveLowcountryLife...

66 Winding Oak Drive, Okatie

Listing courtesy of RE/MAX Island Realty.

$1,339,000

4 Beds ⋅ 5 Baths ⋅ 3,075 SqFt. ⋅ HILTONHEAD-513401 MLS

Newer сonstructіοn with ехсeрtіonal quality and elеgant dеsign. This beautifully appointed four-bedroom, four-and-a-half-bath home is a standout on Callawassie Island, a private Lowcountry community known for its natural beauty and exceptional 27-hole Tom Fazio golf course. The home's timeless setting and landscaping make an immediate impression, while the interior offers a comfortable, thoughtfully designed layout for both everyday living and entertaining. The home features four bedrooms, each with its own private en-suite bath. Upstairs, a private guest bedroom with en-suite bath provides a comfortable retreat for visiting family and friends. A separate, generously sized bonus room offers valuable additional living space and can easily serve as a media room, home office, gym, game room, or whatever best suits the next owner's needs. A screened porch extends the living space outdoors and offers an inviting place to relax and enjoy the Lowcountry setting. Refined finishes and upgrades throughout the home include engineered hardwood flooring, designer tile, custom beams, a ventless fireplace, plantation shutters, and solid-core 8-foot doors. The well-appointed kitchen features top-of-the-line Thermador appliances, a gas stovetop, soft-close cabinetry and drawers, and a custom-built walk-in pantry with generous storage and a beverage refrigerator. Additional features include spray foam insulation, a walk-in attic, and a large three-car garage with epoxy flooring. A Kinetico whole-house water filtration system provides filtered water throughout the home, complemented by a dedicated reverse osmosis drinking water system in the kitchen. The upgraded HVAC system features a UV lamp and electronic air filtration for enhanced indoor air quality. Ideally positioned between Beaufort, Bluffton, and Hilton Head, Callawassie Island offers privacy and natural beauty with convenient access to the best of the Lowcountry. At the heart of the island is its exceptional 27-hole Tom Fazio golf course, complemented by the clubhouse and scenic River House. Residents also enjoy community docks, two resort-style swimming pools, a fully equipped fitness center, kayaking, tennis, pickleball, bocce ball, and a community dog park. With its newer construction, thoughtful upgrades, beautiful setting, and access to one of the Lowcountry's exceptional golf and recreational communities, this home offers an outstanding opportunity to enjoy the Callawassie Island lifestyle.

87 Osprey Circle, Okatie

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,699,000

4 Beds ⋅ 4 Baths ⋅ 3,280 SqFt. ⋅ HILTONHEAD-512942 MLS

DEEP WΑTER LΙVΙNG ΟΝ CΑLᏞΑWASSIE ISᏞAΝD - Fully remodeled 4 BR / 3.5 BA Lowcountry retreat with private deep water dock, NEW boat lift, and NEW floating dock on a tidal creek leading to the Colleton and Chechessee Rivers. 41 Sugar Mill Drive delivers a combination rarely found in Bluffton/Okatie, SC: spectacular marsh and sunset views across the water out back, and beautiful championship golf views out front - all framed by centuries-old moss-draped Live Oaks on a lush, professionally landscaped homesite. Completely renovated inside and out, this turnkey home features a NEW roof, NEW designer kitchen, and NEW bathrooms throughout. The chef's kitchen showcases custom cabinetry to the ceiling, exotic granite counters, a Wolf gas range with double ovens, built-in refrigeration, and wine storage - all open to a fireside family room with built-ins and shiplap detail. Soaring cathedral ceilings and dramatic walls of glass fill the great room with natural light and postcard marsh views. Wide-plank hardwood floors, a formal dining room framing the golf views, and a serene primary suite opening to the screened porch - with a spa bath featuring a jetted tub, frameless glass shower, and dual vanities - round out sought-after single-level living with a split bedroom plan. Outside, an entertaining deck, paver patio, and stone fire pit overlooking the marsh set the stage for evenings under the oaks. Step out your back door, stroll your private boardwalk beneath the oaks, and drop the boat in minutes - fish, crab, or cruise to the Colleton River, Beaufort, or Hilton Head Island by water. Evenings end with fiery sunsets over the marsh from your dock with seating area. Callawassie Island is a gated, member-owned community offering 27 holes of Tom Fazio golf, tennis and pickleball, pools, fitness center, riverfront community docks, walking trails, and a vibrant club lifestyle - minutes from Beaufort, Bluffton, and Hilton Head, and an easy drive to Charleston, SC and Savannah, GA. Whether you're seeking a primary residence, second home, or legacy waterfront property, this is Lowcountry living at its finest: deep water, golf views, ancient oaks, and a total renovation already done for you. Move in, tie up the boat, and start living the island life. Schedule your private showing of 41 Sugar Mill Drive today.

41 Sugar Mill Drive, Okatie

Listing courtesy of Charter One Realty.

$824,999

3 Beds ⋅ 4 Baths ⋅ 2,933 SqFt. ⋅ HILTONHEAD-512227 MLS

Welcome to this beautifully maintained 3-bedroom, 4-bath home with 2,933 square feet in the prestigious gated community of Callawassie Island. Lovingly cared for by its original owner, this inviting home offers timeless quality, generous living spaces, and a beautiful golf-course setting. Inside 12-foot ceilings and high-quality Pella windows and doors create a bright, open atmosphere. The updated kitchen provides a stylish and functional gathering space, while the first-floor primary suite offers privacy and convenience. The second floor features a comfortable guest suite, creating an ideal retreat for family and friends. A large dedicated sewing room provides exceptional space for quilting, crafting, hobbies, or creative pursuits. The home has been thoughtfully maintained, including a roof and new dormers in 2016. The oversized garage provides abundant storage and parking space, including room for a golf cart-perfect for enjoying the Callawassie Island lifestyle. Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated

28 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$899,000

3 Beds ⋅ 3 Baths ⋅ 2,115 SqFt. ⋅ HILTONHEAD-512221 MLS

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

226 Callawassie Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: RE/MAX Island Realty.

$1,395,000

3 Beds ⋅ 3 Baths ⋅ 3,549 SqFt. ⋅ 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.

$349,000

3 Beds ⋅ 2 Baths ⋅ 1,636 SqFt. ⋅ HILTONHEAD-509585 MLS

Nestlеd within the рrіvatе gаtеd cοmmunіty of Callawassіe Ιsland, 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. The home features lots of storage to include his and hers closets in the master with custom shelves and drawers as well as a newer HVAC unit. 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.

24 Heron Walk, Okatie

Listing courtesy of ERA Southeast Coastal.

$399,000

3 Beds ⋅ 2 Baths ⋅ 1,636 SqFt. ⋅ 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.

$914,000

4 Beds ⋅ 3 Baths ⋅ 2,801 SqFt. ⋅ HILTONHEAD-509015 MLS

Nestlеd on a prіvаte сіrсle wіthіn the prestigiouѕ Callаwassie 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, expansive windows fill the home with natural light while showcasing the stunning scenery from nearly every room. The spacious great room features cathedral ceilings, custom bookshelves with storage, and an updated fireplace, creating a warm and inviting gathering space. The great room flows seamlessly into the updated kitchen and four-season Carolina room, making the home ideal for both entertaining and quiet relaxation. Recent improvements include upfitted kitchen cabinets, new kitchen appliances, countertops, and a farmhouse sink, along with wide-plank engineered English oak floors and a new HVAC system (2026), bringing modern style and comfort throughout the home. The primary suite offers a serene escape with tranquil marsh views, a beautifully renovated bath, and generous his-and-her walk-in closets. Flexible living spaces provide options for a home office, formal dining room, or additional guest accommodations, allowing the home to adapt easily to a variety of lifestyles. Outdoor living is equally inviting, with a shaded deck that provides the perfect setting for morning coffee while taking in the peaceful marsh views 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, pickleball, fitness facilities, community docks, dining, pools, and miles of scenic marshfront beauty. Ideally positioned between Beaufort, Bluffton, Hilton Head, and Savannah, 8 Chechessee Circle offers the perfect balance of privacy, luxury, natural beauty, and convenience.

8 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$879,000

3 Beds ⋅ 4 Baths ⋅ 2,722 SqFt. ⋅ HILTONHEAD-508619 MLS

Beautifully renovated Lowcountry home located in a private gated community of Callawassie Island, offering the perfect blend of timeless Southern charm and modern updates. This 3-bedroom, 3 1/2 bath residence has been thoughtfully updated over the last 4 years with attention to both style and functionality. Inside, you'll find spacious living areas, updated finishes, and a flowing floor plan designed for comfortable everyday living and entertaining alike. Each bedroom offers its own en suite bath, while the additional half bath adds convenience for guests. Enjoy the character and warmth of classic Lowcountry architecture paired with the peace of mind that comes from recent renovations. Plantation shutters, 6 burner gas stove with double ovens. Nestled within a gated community, this home provides privacy, security, and a relaxed coastal lifestyle close to everything the Lowcountry has to offer. Callawassie Island is a private gated Island Community that offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated

83 Osprey Circle, Okatie

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

$1,350,000

4 Beds ⋅ 4 Baths ⋅ 2,791 SqFt. ⋅ HILTONHEAD-502916 MLS

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

4 Chechessee Circle, Okatie

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

$700,000

3 Beds ⋅ 3 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-503938 MLS

Enjoy the stunning views of Magnolia 5 fairway and ponds. Huge vaulted screened porch with fireplace. Primary bedroom on first floor with den adjacent.. Large great room with cathedral ceilings with fireplace. Upstairs is a sitting room with two bedrooms that have a jack and jill bath as well as a finished room over garage. Newer roof & HVAC. 2 tankless propane hot water heaters. New plumbing and many new windows. Private gated Island community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock, 6 tennis courts, Pickleball courts, 27 hole golf course, dog park, bocce courts & 24/7 gated security

91 Winding Oak Drive, Okatie

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

$599,000

3 Beds ⋅ 3 Baths ⋅ 2,124 SqFt. ⋅ HILTONHEAD-502292 MLS

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

50 Callawassie Club Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$690,000

3 Beds ⋅ 3 Baths ⋅ 2,230 SqFt. ⋅ HILTONHEAD-503102 MLS

Discover this spacious 3-bedroom, 3-bath, 2,230 sq. ft., Club Cottage on Callawassie Island, offering single-story living with an open floor plan, a 2-car garage, and serene views along the first fairway of the Dogwood Course. Being sold fully furnished-including all kitchenware and appliances-except for artwork. Perfect as a primary home, getaway, or short-term rental. The heart of the community is the Tom Fazio-designed 27-hole golf course, complemented by tennis courts, pickleball, fitness facilities, two swimming pools, and a clubhouse for dining and social gatherings. The River Club also offers fantastic river views, a swimming pool, and additional dining options. Residents enjoy deep-water access from the community docks, making Callawassie Island an ideal destination for boating, kayaking, and fishing. Callawassie Island, South Carolina, is a private, gated island community located between Bluffton and Beaufort, and just about 30 minutes from Hilton Head Island and Savannah. It offers the perfect balance of quiet, natural living with convenient access to culture, dining, and shopping. The island is known for its natural beauty, with more than 880 acres of maritime forest, salt marshes, tidal creeks, and deep-water access to the Colleton and Okatie Rivers. Designated as a Certified Community Wildlife Habitat, Callawassie Island emphasizes conservation and harmonious coexistence with nature.

45 Callawassie Club Drive, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Greco Group Brokered by eXp Realty.

$1,622,500

5 Beds ⋅ 5 Baths ⋅ 3,812 SqFt. ⋅ HILTONHEAD-503120 MLS

Discover Lowcountry living at its finest on highly sought-after Tabby Point. Perfectly positioned on one of Callawassie Island's larger marshfront lots, this home captures sweeping views stretching from the tranquil marsh straight to the river. Set back from the street for added privacy, it also features a very large backyard, offering space rarely found in marshfront living. Whether you're savoring a quiet morning coffee or hosting at sunset, the vistas here are truly unmatched.The heart of the home is a chef's kitchen, offering extensive counterspace, abundant storage, and cabinetry that extends to the ceiling-ideal for cooking, entertaining, and everyday use. A large porch off the main living area invites you to relax outdoors while taking in the coastal scenery. Inside, a stunning custom oyster shell fireplace with a reclaimed mantle and matching shelves serves as a true focal point, adding warmth and Lowcountry character. The home also features a unique in-wall aquarium that can be enjoyed from two rooms, creating a beautiful and calming visual connection throughout the living space.The main level includes a spacious guest suite featuring a jacuzzi tub and walk-in closet, providing privacy and comfort for visitors. Upstairs, the primary suite becomes a private retreat with its own screened-in balcony overlooking the marsh-a peaceful place to unwind and enjoy the breezes. A convenient kitchenette is also located on the second floor, offering added comfort and functionality for the primary suite and upper-level living.This home offers exceptional flexibility with laundry rooms on both levels; the downstairs laundry space can also serve as a wine room or back kitchen depending on your needs. Ample storage runs throughout the property.Outside, enjoy a firepit area and a floating dock perfect for launching kayaks or paddleboards, allowing effortless access to the surrounding waterways right from your backyard. A 2-car garage plus an oversized golf cart garage ensures plenty of room for vehicles, recreational gear, and workshop space.With its rare lot size, elevated views, and thoughtful layout, this home delivers an exceptional island lifestyle paired with the comforts of country club living. Callawassie Island amenities include 2 pools, 2 deep-water docks, 2 community kayak/crabbing docks, pickleball, tennis, bocce, 27 holes of championship golf, multiple dining options, and a fully equipped fitness center.Owner is a SCREA.

1 Tabby Point Lane, Okatie

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

$1,050,000

3 Beds ⋅ 3 Baths ⋅ 2,406 SqFt. ⋅ HILTONHEAD-502817 MLS

Welcome to luxurious Lowcountry living in this stunning brand-new construction home by Artisan Custom Homes located on the serene and sought-after Callawassie Island. Thoughtfully designed to blend modern comfort with timeless coastal charm, this residence offers an exceptional lifestyle surrounded by natural beauty, world-class amenities, and the relaxed elegance of island living. Set on the quiet, picturesque Osprey Circle, the home welcomes you with sweeping views of mature live oaks, palmettos, and the island's protected natural landscape. Step inside to an open and airy floor plan featuring high ceilings, abundant natural light, and refined architectural details throughout. Expansive living and dining spaces flow effortlessly into a chef-inspired kitchen-ideal for both everyday enjoyment and effortless entertaining. The primary suite provides a peaceful retreat with spa-style comforts and tranquil views, while additional guest rooms offer privacy and flexibility for family or visitors. Outdoor living shines with a spacious screened porch with fireplace, perfect for morning coffee, evening breezes, or simply enjoying the island's abundant wildlife. Callawassie Island is renowned for its unmatched lifestyle-27 holes of Tom Fazio golf, top-tier tennis and pickleball facilities, two resort-style pools, deep-water docks, a state-of-the-art fitness center, and vibrant community events. With 24-hour security and breathtaking riverfront scenery, it's a place where nature, community, and luxury come together. This exceptional new home at 67 Osprey Circle offers the rare opportunity to experience the best of coastal South Carolina in a brand-new, move-in-ready residence.

67 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$799,000

3 Beds ⋅ 3 Baths ⋅ 2,925 SqFt. ⋅ HILTONHEAD-502830 MLS

Enjoy amazing sunsets from almost every room of this marsh front home. One level home with primary bedroom on one side and 2 bedrooms on the opposite side with a jack and jill bathroom. Double sided fireplace in family room and screen porch. This home offers living room, dining room, eatin kitchen, family room and Office/library for your enjoyment. 2 car garage and golf cart garage. This private gated Island Community offers Clubhouse, River Club , fitness center, 2 pools, kayak dock. Six Har-Tru Tennis courts, bocce courts, pickleball courts, dog park, 27 holes of Tom Fazio designed Golf courses and 24/7 gated security.

25 Sugar Mill Drive, Okatie

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

$750,000

3 Beds ⋅ 3 Baths ⋅ 2,104 SqFt. ⋅ HILTONHEAD-502751 MLS

Ideally located midway between Beaufort and Bluffton, this furnished, move-in ready Callawassie Island home was originally renovated in 2020 and thoughtfully improved again in 2025. Filled with natural light, it offers peaceful views of the Palmetto #4 green on the newly renovated Tom Fazio-designed course.The kitchen features VIKING stainless steel appliances, while a spacious screened porch creates an easy, inviting flow for everyday living and entertaining. A 2023 roof and Wi-Fi-enabled water heater add efficiency and peace of mind.Recent interior updates include solid wood closet shelving, new LED lighting, fresh interior paint, a whole-home audio system, four mounted TVs, and six Ring cameras. The foundation was reinforced with new footer supports in 2024 and passed follow-up inspection with no issues, with all prior inspection items addressed.Exterior improvements include freshly painted decks, stairs, and railings. Callawassie Island residents enjoy golf, deep-water docks, dining, fitness, pools, tennis, pickleball, bocce, and more.

3 Winding Oak Drive, Okatie

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

$450,000

3 Beds ⋅ 2 Baths ⋅ 1,861 SqFt. ⋅ HILTONHEAD-502715 MLS

26 Heron Walk stands out as one of the largest villas in the Village section, offering 1,861 sq ft of thoughtfully designed living space. This inviting home features a large Carolina Room and a detached full garage with golf-cart bay. Designed for comfort and flexibility, it offers open living areas and exceptional privacy with serene lagoon and golf-course views. Upstairs, the beautifully updated second-story bath has been used as a primary suite during current ownership, enhancing the home's versatility and livability. New Roof-2026. Located within the private, gated community of Callawassie Island, residents enjoy access to newly renovated Tom Fazio-designed golf courses, deep-water access, club dining, fitness facilities, pools, tennis, pickleball, bocce, and more. Life on Callawassie Island offers an unmatched blend of natural beauty, community connection, and the timeless charm of Lowcountry living.

26 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$865,000

3 Beds ⋅ 3 Baths ⋅ 2,435 SqFt. ⋅ HILTONHEAD-502431 MLS

Newer construction, refined Lowcountry design, and future expansion potential come together at 61 Winding Oak Drive, a 2024 custom-built home on prestigious Callawassie Island. Positioned on an elevated homesite along the newly renovated Magnolia Golf Course, this bright one-level residence offers privacy, quality, and an unusually versatile layout for buyers who want ease of living today with room to grow tomorrow.A tabby driveway with brick apron sets the tone, while the front porch captures a glimpse of the river just across the street. Inside, natural light highlights French oak floors, cottage-style trim, custom window treatments, and a crisp, timeless palette. The open-concept living area features vaulted ceilings, a gas fireplace, and seamless flow into the kitchen and dining spaces.The kitchen was designed to both impress and perform, with abundant cabinetry, and a butler's pantry that adds charm, storage, and everyday function. The main level includes 3 bedrooms, 2.5 baths, a dedicated home office, and a heated/cooled storage room that could serve as a second office, hobby room, fitness space, or additional flex area.One of the most compelling features is the expansive walk-up attic space. Already offering substantial storage, lighting, this area presents a valuable opportunity for future finished living space, a bonus room, guest suite, studio, media room, or potential 4th bedroom configuration, subject to permitting. In a market where many buyers want newer construction but hesitate over limited bedroom count, this home offers a rare path to added functionality without sacrificing the convenience of one-level living.The primary suite is a true retreat with two closets featuring custom solid wood built-ins and a well-appointed bath. Outdoor living is equally inviting with a screened porch, large patio with pergola, and a spacious backyard ideal for relaxing, entertaining, or enjoying the peaceful golf-course setting.Additional highlights include an oversized 2 car garage with golf cart bay and a tankless Rinnai water heater. Beyond the home, Callawassie Island offers an exceptional private island lifestyle with golf, tennis, pickleball, fitness, deepwater access, dining, and a vibrant social scene surrounded by the natural beauty of the Lowcountry.

61 Winding Oak Drive, Okatie

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$1,195,000

3 Beds ⋅ 4 Baths ⋅ 2,943 SqFt. ⋅ HILTONHEAD-502086 MLS

No need to wait to build your dream home. Move right into this better than new custom low country style marsh front home. Primary bedroom on first floor. Upstairs has media room and Two bedrooms with private baths as well as an outside veranda. Large screened porch. Unfinished area over two car garage and golf cart garage for future space. Outdoor grill and hot tub. Thermador appliances. Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated

4 Mayon Point, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$699,000

4 Beds ⋅ 4 Baths ⋅ 2,864 SqFt. ⋅ HILTONHEAD-500795 MLS

Opportunity awaits, offering superior value in one of the most well thought out homes available now, offering impeccable functionality, multiple upgrades, long views & pride in ownership throughout! Just a few of the upgrades: hardwood floor coverings, custom built plantation shutters with window tint for your privacy, open floor plan & 3 bedrooms. The bonus room with kitchenette & full bath further offer flexibility and/or ample room for guests. 15 Longwood also offers great peace of mind with newer architectural roof & HVAC Unit bluetooth enabled with Dehumidifier. In addition, 15LD is conveniently located on a quiet cul-de-sac only steps from the new Amenity Center, MainClubhouse, Fitness Center, Pickleball/Tennis Courts & Golf Practice Facility & situated on Magnolia #One Fairway! Callawassie Island is considered by many as the best location in Beaufort County.

15 Longwood Drive, Okatie

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

$1,075,000

4 Beds ⋅ 5 Baths ⋅ 3,460 SqFt. ⋅ HILTONHEAD-500696 MLS

Situated with a panoramic view of the golf course, this Lowcountry style custom home is surrounded by majestic oaks & blooming magnolias. Home has a large primary suite and two bedrooms on the first floor. A finished suite over the garage offers privacy and comfort for guests. A charming screened porch provides an escape to relax or for entertaining. Home is detailed with Andersen windows, reclaimed pine floors, and custom cabinetry. Freshly painted throughout. Renovated kitchen with adjacent breakfast area and family room. New paver patio and built in grill. Two tankless hot water heaters. HVAC 2017 main house. 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.

56 Spring Island Drive, Okatie

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

$1,266,000

3 Beds ⋅ 4 Baths ⋅ 4,031 SqFt. ⋅ HILTONHEAD-500350 MLS

Situated on a beautiful lot with a peaceful golf/pond view, this classic Lowcountry style custom home built by Steve Tilton (Coastal Signature Homes) features soaring 12 ft. ceilings throughout the entire first floor, elaborate molding trim package, granite kitchen counters, kitchen island with prep sink, oversized walk in pantry, Pella windows, Baldwin hardware, and incredible storage throughout. Enjoy outdoor living at its finest, with covered porches at the front and rear of the home, a gorgeous screened porch w/gas fireplace, and a new paver patio. A large 2 car garage with golf cart bay and unfinished space above for future use completes this attractive residence. Impeccably maintained, recent upgrades include new roof, new HVAC units, freshly painted exterior and mahogany exterior doors. Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, Bocce courts, Dog park, 27 hole Golf course & 24/7 gated‌‌‌‌‌‌‌‌‌‌‌‌ security.

18 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Compass Carolinas, LLC.

$657,500

3 Beds ⋅ 3 Baths ⋅ 2,961 SqFt. ⋅ HILTONHEAD-453990 MLS

Beautiful one-level living with an open, vaulted floor plan perfect for entertaining and enjoys gorgeous private views! This 2,961SF, 3BD, 3BA home features a spacious flex room ideal for a workshop, game room, or golf simulator. Looking to avoid steps? Don't miss the best value on Callawassie Island at $225/sf! Recent upgrades include interior/exterior paint, HVAC, flooring, kitchen appliances, and more. The outdoor living can't be beat with a vaulted screened porch, paved patio, fire pit, and grilling area. Callawassie's top-tier amenities include 24/7 security, tennis, pickleball, fitness, deep-water docks, dining, and recently renovated 27 holes of Tom Fazio golf. Come check out the Callawassie magic; it's worth the trip!

3 Longwood Court, Okatie

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

$1,930,000

3 Beds ⋅ 4 Baths ⋅ 3,789 SqFt. ⋅ HILTONHEAD-453415 MLS

No need to wait to build your dream home. Move right into this fabulous 3 year old Steve Tilton - Coastal Signature Homes home. This low country style home is on the marsh with amazing views. This home has it all. Custom Shiplap in foyer and great room. Coffer ceilings in great room and primary bedroom. Office with custom built ins. 12 foot ceilings on first floor. Large screen porch with fireplace & outdoor custom grill. large back kitchen. Huge attic space. Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated security.

62 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$905,000

4 Beds ⋅ 4 Baths ⋅ 2,850 SqFt. ⋅ HILTONHEAD-451610 MLS

Single level living with Coquina stucco siding has amazing unobstructed view of Lagoon, golf as well as the marsh at a distance, beautiful live oaks. 3 bedrooms, all with private baths (renovated in 2014). 2 car garage, golf cart garage with finished room upstairs with full bath. Large Carolina room that has hurricane windows. Trex deck. New roof & newer HVAC. Paver patio & built in fire pit. Circular paver driveway. Spray foam insulation in attic. Private gated Island Community - Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated security.

9 Longwood Court, Okatie

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

$1,295,000

4 Beds ⋅ 5 Baths ⋅ 3,030 SqFt. ⋅ HILTONHEAD-450400 MLS

Move In Ready NEW CONSTRUCTION home by Artisan Custom Homes! Situated on a private cul-de-sac w/ views of Dogwood #6. River Place Cottage is filled with upgrades! White oak floors, beams, shiplap & more. Discover the wildlife Callawassie is known for on your screened porch w/ beautiful brick fireplace. Primary Bedroom, Study & Open Concept Kitchen/Living/Dining on the main. Plus 2 bedrooms w/ private on-suites on the 2nd & a studio w/ on-suite over the detached 2.5 car garage. Experience the unparalleled island lifestyle w/ 24/7 Security, 2 Heated/Cooled Pools, 4 Docks, 2 Clubhouses, Fitness, Tennis, Pickleball & 27 Tom Fazio golf holes.

14 Heron Point, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: The Agency Hilton Head.

$610,000

3 Beds ⋅ 3 Baths ⋅ 2,145 SqFt. ⋅ HILTONHEAD-447794 MLS

Experience the best of island living in this stunning single-level 3 bedroom, 3 bathroom home on Callawassie Island, a private, gated community. This home is the perfect retreat, offering access to a 27-hole golf course, two pools, an upscale clubhouse, and dining at both the clubhouse and River Club. Surrounded by the natural beauty of this waterfront community, residents can enjoy an active lifestyle with pickleball,tennis courts,and a variety of other amenities. Embrace the serene blend of nature and luxury that makes Callawassie Island living truly special—this home is designed for comfort,making it an ideal haven for you and your family!

8 N Oak Forest Drive, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: The Alliance Group Realty.

$666,000

3 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-446088 MLS

Nestled on a tranquil street lined with mature trees, 65 Winding Oak offers a split floor plan with 3 beds, 3 baths, and a versatile flex room over the garage, perfect as a 4th bedroom, office, or media room. The bright kitchen opens to a spacious living area with built-ins and vaulted ceilings. Enjoy serene views of the Magnolia golf course and abundant wildlife from the screened-in porch. Meticulously maintained as a secondary residence, this home is ready for your personal touch. Island amenities include 3 renovated nine-hole golf courses, pickleball and tennis courts, 2 pools, 4 docks, a fitness center, and a vibrant, friendly community.

65 Winding Oak Drive, Okatie

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

$635,000

3 Beds ⋅ 3 Baths ⋅ 2,130 SqFt. ⋅ HILTONHEAD-443147 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 wooded views from the newly rebuilt rear deck. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf and total privacy and security.

1 River Marsh Lane, Okatie

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

$1,250,000

3 Beds ⋅ 4 Baths ⋅ 3,616 SqFt. ⋅ HILTONHEAD-441715 MLS

This custom tabby shell exterior home with dock, lift and float boasts a river view. Amazing sunrises. Over 3600 square feet with large living room with travertine floors, hardwood floors, screened porch, large eat in kitchen. Beautiful views of the marsh from most every room. Completes this one owner offering. Roof -2017, new A/C in 2023, hot water heater -2022. This private gated Island Community offers Clubhouse, River Club built in 2019, fitness center (2017), 2 pools, kayak dock. Six Har-Tru Tennis courts, pickleball courts, 27 holes of Tom Fazio designed Golf courses and 24/7 gated security.

15 River Bend Drive, Okatie

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

$780,000

3 Beds ⋅ 2 Baths ⋅ 2,399 SqFt. ⋅ HILTONHEAD-440845 MLS

This is the home on Callawassie Island that you have been waiting for! An entertainer's paradise, featuring an open floorplan, screened porch & large back deck overlooking the 7th Fairway of the Magnolia Course. Here you will experience a 2022 total renovation from the walls to the plumbing, kitchen & bathrooms, and everything in-between. 94 Osprey Circle is timeless and stylish with high end fixtures, counters and floors throughout. Experience the unparalleled island lifestyle of Callawassie. 24/7 Secured Gate, 2 Heated/Cooled Pools, Deep Water Docks, Dining, Fitness Facility, Tennis, Pickleball, & 27 holes designed by Tom Fazio (Optional).

94 Osprey Circle, Okatie

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

$470,000

3 Beds ⋅ 2 Baths ⋅ 1,636 SqFt. ⋅ HILTONHEAD-436069 MLS

Enjoy the Callawassie Island Lifestyle "immediately" in this fully furnished, rental ready, Heron Walk Villa with the flexibility for a Primary Home, 2nd Home or Investment Property. This well maintained 3 BD/2 BA Townhome is conveniently located near the core amenities- Main Clubhouse, Fitness Facility, Tennis Courts, Pickleball Courts, Swimming Pool, Golf Practice Facility and 27 golf holes designed by Tom Fazio. Located on Dogwood #1. The unique rental potential revenue opportunity provides the ability to rent short or long term when not using it personally. Private wooded views of golf/pond/bridge. Full detached car garage w/driveway pad.

53 Heron Walk, Okatie

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

$675,000

3 Beds ⋅ 3 Baths ⋅ 2,108 SqFt. ⋅ HILTONHEAD-437882 MLS

This beautifully maintained 3 bedroom Lowcountry home is just minutes to the clubhouse and amenities. Kitchen was updated in 2013 with bathrooms updated in 2018. New roof was installed approx 2018. Large front porch as well as covered back porch. This home is part of the Club Cottages which allow short term rental possibilities. Callawassie Island offers many amenities - 2 community pools, tennis, pickleball, kayak launch, fitness center, clubhouse, River Club, Deep water docks, gated community as well as 27 holes of Tom Fazio golf course.

13 River Marsh Lane, Okatie

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

$825,000

3 Beds ⋅ 4 Baths ⋅ 3,385 SqFt. ⋅ HILTONHEAD-436103 MLS

Located within the Oyster Cay area, of Callawassie Island; conveniently located close to the River Club Dining Facility, Community Pool and the Community Boat Docks. This quintessential Low Country style home offers a family retreat for enjoyment full time or as a 2nd home. Situated on a very private cul-de-sac on .77 acre, elevated for privacy and additional space, offers long sunset views of title marsh and nature. Interior newly painted! Callawassie Island is the 1st Certified Wildlife Habitat Community in SC. 24/7 Secured Gate, Dining, Fitness Facility, Tennis, Pickleball, 27 holes designed by Tom Fazio (Optional). Conveys w/furnishings.

1 Cracked Crab Court, Okatie

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

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