Callawassie Island, Okatie, SC · Curated MLS Search

Custom Homes in Callawassie Island, Okatie, SC

An editorially curated view of every active custom homes listing in Callawassie Island, Okatie, SC. Updated in real time from the local MLS, presented without the noise.

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Callawassie Island Market — Custom Homes Comparison

Live MLS data — Callawassie Island vs. Custom Homes

Callawassie Island

Custom Homes

inventory

Active Listings

Sold (Past 6 Mo.)

Under Contract

pricing

Avg. List Price

$1,056,282

$1,186,471 ↑ 12%

Cost / Sq. Ft.

$372

$394

typical home

Living Area

2,965 ft²

3,112 ft²

Avg. Beds

3.6

3.8

Avg. Baths

3.8

4.0

Custom Homes in Callawassie Island: Market Data

Data as of October 20, 2026 (MLS snapshot; listings below update live)

Andy Thompson's review of MLS data as of October 20, 2026 shows 17 active listings for Callawassie Island custom homes. That is about 44% of the 39 active listings in Callawassie Island across every property type. In addition, 2 listings were under contract, and 9 sold over the past six months, roughly 2 a month. That works out to about 11.3 months of supply, a level generally read as a buyer's market. The median list price was $1,339,000, about $400 per square foot, for a median of 3,149 square feet. That price was $414,000 above the $925,000 median for all active listings in Callawassie Island, across every property type. If you're buying, there have been plenty of listings to compare. If you're selling, you're up against a deep supply of listings, so pricing and condition matter.

Custom Homes in Callawassie Island, Okatie, SC, October 20, 2026
Measure	Value
Active listings	17
All active listings in Callawassie Island, every property type	39
Under contract	2
Sold, past six months	9
Months of supply	11.3
Median list price	$1,339,000
Median list price, all Callawassie Island listings	$925,000
Median price per square foot	$400
Median square feet	3,149

Custom Homes in other communities

Hardeeville: 66 active, median $524,950
Sun City: 52 active, median $574,000
Okatie: 45 active, median $1,100,000
Latitude Margaritaville: 39 active, median $519,900
Palmetto Bluff: 26 active, median $2,380,000

Market questions

How many Callawassie Island custom homes are on the market?

There were 17 Callawassie Island custom homes for sale as of October 20, 2026, based on Andy Thompson's review of MLS data.

What is the median price of Callawassie Island custom homes?

The median list price of Callawassie Island custom homes was $1,339,000 as of October 20, 2026.

What is the typical price per square foot for Callawassie Island custom homes?

The median price per square foot for Callawassie Island custom homes was $400, for a median of 3,149 square feet.

How do Callawassie Island custom homes compare with other communities?

As of October 20, 2026, there were 17 Callawassie Island custom homes for sale. In the same search, Hardeeville had 66 custom homes for sale at a median list price of $524,950, Sun City had 52 custom homes for sale at a median list price of $574,000 and Okatie had 45 custom homes for sale at a median list price of $1,100,000.

Are Callawassie Island custom homes priced above or below the Callawassie Island median?

The median list price of Callawassie Island custom homes, $1,339,000, was $414,000 above the $925,000 median for all active listings in Callawassie Island, across every property type.

Does the market for Callawassie Island custom homes favor buyers or sellers?

With 17 active listings and roughly 2 sales a month, supply of Callawassie Island custom homes stood at about 11.3 months, which is generally considered a buyer's market.

How many Callawassie Island custom homes sold in the past six months?

9 Callawassie Island custom homes sold in the six months before October 20, 2026, roughly 2 a month.

Listing data courtesy of the local Multiple Listing Service.

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View All Callawassie Island, Okatie, SC Custom Homes Listings

$1,997,000

5 Beds ⋅ 4 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-513789 MLS

Two prіmary suіtеs οn 1.42 mаrѕhfront асres, fully renovated οn Callаwassie Island. Set more than 230 feet off the road behind the gates of Callawassie Island, this 4,100-square-foot marshfront home has been renovated top to bottom and is move-in ready. Inside, new flooring, trim and designer finishes run throughout an open plan built for gathering. The great room centers on a gas fireplace and custom wet bar, and opens to a remodeled kitchen with a 15-foot quartzite island. Five bedrooms include two true primary suites: one on the main level for single-floor living, and a second upstairs for family or guests. A 109-square-foot bonus room works as a studio or office. Outdoor living is where this home shines. The new screened porch has its own gas fireplace and linear heater for year-round use. Step down to the gas firepit and wraparound marsh views, or head up to the viewing deck and its spa tub for direct sunsets through spring and summer. The upgrades are the kind that matter long after move-in: fully encapsulated spray-foam insulation, energy-efficient windows, three new HVAC zones, two Rinnai tankless water heaters, solid-core doors with Emtek hardware, and a Tesla charger. Reached by private causeway, Callawassie offers Tom Fazio golf, tennis, pickleball, bocce, a fitness center, two pools, two restaurants and deep-water docks, all an easy drive from Bluffton, Hilton Head and Beaufort. OSCREA

221 Callawassie Drive, Okatie

Listing courtesy of Engel & Volkers.

$1,373,000

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.

$995,000

4 Beds ⋅ 4 Baths ⋅ 3,990 SqFt. ⋅ HILTONHEAD-513558 MLS

Golf courѕe living οn Cаllawаѕѕiе Ιsland! 50 Spring Islаnd Drivе is a 4-bedroom, 3.5-bath Lowcountry home on a lush, tree-lined lot overlooking the fairway of Callawassie Island Club's Tom Fazio-designed golf course, framed by Live oaks and Spanish moss. Classic curb appeal starts with A NEWLY INSTALLED ROOF, the welcoming covered front porch, brick steps and arched windows. Inside, the two-story great room is the heart of the home, with a dramatic wall of windows that floods the space with natural light and frames the golf views. A slate fireplace flanked by custom built-ins, hardwood floors and an open flow to the kitchen and casual dining area make it a natural gathering space. Above, a loft with built-in bookshelves overlooks the great room. The kitchen features crisp white cabinetry, black granite countertops, a slate tile backsplash, stainless steel appliances including a French-door refrigerator, wall oven and built-in microwave, plus a breakfast bar open to the dining area. The formal dining room offers an arched picture window, chandelier, crown molding and wainscoting. The first-floor primary suite is a quiet retreat with a tray ceiling, hardwood floors and garden views. The primary bath includes a soaking tub beneath an arched window, pebble tile accents, a tiled shower and vanity makeup station. Three additional bedrooms offer flexibility for guests, a home office or hobby space. Step outside to the rear deck overlooking the fairway, a manicured lawn and mature landscaping with palmettos and Live oaks. It is an ideal setting for grilling, entertaining or simply watching golfers play through. Callawassie Island is a private, gated community in SC, conveniently located between Bluffton, Hilton Head Island and Beaufort. Known for its maritime forest, tidal marshes and 27 holes of world-renowned Tom Fazio golf, the island offers a relaxed Lowcountry lifestyle with easy access to shopping, dining, beaches, medical care and the Hilton Head and Savannah airports. Whether you are searching for a vacation retreat or a primary residence in the Coastal Lowcountry area, 50 Spring Island Drive delivers space, light, and a beautiful setting. Schedule your private showing today!

50 Spring Island Drive, Okatie

Listing courtesy of Charter One 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.

$1,425,000

4 Beds ⋅ 5 Baths ⋅ 3,223 SqFt. ⋅ HILTONHEAD-512910 MLS

Move‐in readу аnd avаіlаble nοw, thіs beautifully apрoіnted custom Craftsman residence offers exceptional value on a private wooded homesite. Seller to pay the $75,000 Callawassie Island Club initiation with an acceptable offer.Gas lanterns illuminate the elegant breezeway and wraparound drive, creating curb appeal and timeless Southern charm. Designed for comfort and sophistication, this residence, with carefully selected details, captures refined Lowcountry living.Outdoor living takes center stage with the expansive 15x18 screened porch, a true centerpiece of the home. Anchored by a gas fireplace, this inviting space offers year-round indoor-outdoor living and generous room to gather with family and friends while overlooking the peaceful wooded homesite.Just beyond, the 26x20 covered outdoor kitchen is thoughtfully equipped for effortless entertaining, featuring granite countertops, custom cabinetry, a built-in Big Green Egg, and a flattop grill. A whole-property Mosquito Nix system enhances outdoor comfort, while electrical is already in place for a future hot tub.Inside, wide-plank white oak flooring and artisan shiplap detailing create a warm, inviting atmosphere throughout the thoughtfully designed living spaces. Generous gathering areas offer an effortless flow for everyday living and entertaining, while sound insulation around the bathroom and laundry room walls provides added privacy. A dedicated home office in the main residence offers a quiet and comfortable space to work from home.Above the garage, a well-appointed private-entry suite with a full bath provides exceptional flexibility for visiting guests, multigenerational living, or a separate workspace.Designed as a private sanctuary devoted to wellness, the home features a whole-house water filtration system for purified water throughout. A four-person infrared sauna with red light therapy and an All-in cold plunge create an elevated at-home wellness experience, offering the perfect setting to unwind, recharge, and prioritize daily restoration.Combining timeless Southern architecture, exceptional outdoor living, thoughtful custom details, and a dedicated wellness retreat, this move-in-ready residence offers rare opportunity to enjoy privacy, comfort, and refined Lowcountry living from day one. Conveniently located near the River Club, community pool, and deep-water docks, the home offers easy access to select Callawassie Island amenities while maintaining a peaceful sense of seclusion.

204 Callawassie Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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.

$899,000

4 Beds ⋅ 4 Baths ⋅ 3,587 SqFt. ⋅ HILTONHEAD-512387 MLS

This quіntessеntіal Ꮮοwсountrу hοme offers easу onе-story living amid exceptional private surroundings on Callawassie Island. Thoughtfully positioned in one of the most desirable settings, 1 S Oak Forest sits directly across from the picturesque butterfly garden and beside protected green space, creating a beautiful natural backdrop and an uncommon sense of privacy, while remaining just steps from the River Club, community pool, and boat docks. The spacious open floor plan is filled with natural light and flows into the gourmet kitchen and rear Carolina room overlooking a tranquil natural oasis. Meticulously maintained, the home features custom built-ins, plantation shutters, generously sized rooms, and a dedicated office. A charming guest suite above the garage includes a kitchenette and full bath, offering a comfortable space for guests or extended stays. Recent improvements provide added peace of mind, including a brand-new architectural roof with transferable warranty, freshly painted exterior, and two nearly new HVAC units. Callawassie Island is considered by many to be one of the best locations in Beaufort County, offering an exceptional Lowcountry lifestyle with world-class amenities, including Tom Fazio golf, waterfront clubhouses, a fitness facility, community pools, boat docks, and more. A rare combination of privacy, nature, convenience, and thoughtful updates, 1 S Oak Forest is a wonderful place to call home.

1 S Oak Forest 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.

$1,360,000

4 Beds ⋅ 5 Baths ⋅ 3,030 SqFt. ⋅ HILTONHEAD-512044 MLS

Back οn the market thrοugh nο fault οf thе ѕellеrѕ-another oppοrtunitу to make this exceptional home yours! Southern Living, brought to life on Callawassie Island. Built in 2025 from a featured Southern Living floor plan, the River Place Cottage is better than new, with more than $100K in thoughtful owner upgrades. Tucked on a quiet Heron Point cul-de-sac with no through traffic, a wide front porch welcomes you into a light-filled home where warm hardwood floors, exposed beams, and elevated finishes create an immediate sense of relaxed elegance. The open kitchen, dining, and living areas flow effortlessly for everyday living and entertaining, anchored by a custom fireplace surround with gas insert and complemented by designer lighting. Just off the dining area, sliders open to a spacious screened porch, extending the living space and creating the seamless indoor/outdoor connection Lowcountry living is known for. The private main-level primary suite features a spa-like bath with a soaking tub, while a dedicated study offers a quiet place to work or unwind. Out back, a covered porch leads to an expansive custom paver patio and fire pit, with generous green space, enhanced landscaping, and beautiful views of Dogwood #6 beyond-an idyllic setting for morning coffee, evenings around the fire, or entertaining friends. Upstairs, hardwood floors continue through two spacious ensuite bedrooms with abundant storage. A detached 2-car garage with a dedicated golf cart bay and epoxy floors is topped by a 558-square-foot FROG with a full bath and closet-ideal as a private guest suite, gym, or flex space. Fresh interior paint, exterior shutters, and numerous additional improvements mean the work has already been done. And beyond your front door, enjoy the lifestyle that makes Callawassie Island so special-27 holes of golf, boating and river access, racquet sports, pools, fitness, dining, and a welcoming social community, all surrounded by the natural beauty of the Lowcountry. Beautifully finished, thoughtfully upgraded, and completely move-in ready-this is a home designed to be enjoyed from day one.

14 Heron Point, Okatie

Listing courtesy of The Agency Hilton Head.

$1,379,000

3 Beds ⋅ 3 Baths ⋅ 2,462 SqFt. ⋅ 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.

$1,467,500

4 Beds ⋅ 4 Baths ⋅ 3,554 SqFt. ⋅ HILTONHEAD-510537 MLS

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. Selling Office: 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.

$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.

$1,899,000

4 Beds ⋅ 5 Baths ⋅ 4,470 SqFt. ⋅ HILTONHEAD-508950 MLS

Brand-nеw custom luхurу Lοwсοuntry rеtrеat nestled near the еnd of thе peninsula on a quiet, private wooded cul-de-sac in desirable Woodstork Watch on Callawassie Island, surrounded by similarly impressive high-end custom homes. This expansive newly constructed residence offers stunning high-tide marsh views and exceptional craftsmanship throughout, including energy-efficient 2x6 construction and spray foam insulation. Designed to embrace the Lowcountry lifestyle, the home features seamless indoor and outdoor living transitions on both the first and second levels, creating inviting spaces for entertaining and relaxation. Soaring cathedral ceilings enhance the open and airy feel of the main living spaces, while sophisticated custom black steel railings add striking architectural detail throughout the home. The gourmet JennAir kitchen is designed for entertaining with a massive center island, six-burner gas range, premium appliances, and an elegant scullery for added prep and storage space. An expansive upstairs loft with private balcony captures peaceful marsh views and offers additional living and gathering space. A full private living area above the garage with its own kitchenette provides ideal space for guests, extended family, or multigenerational living. Enjoy refined finishes, modern luxury, and the perfect blend of privacy and Lowcountry beauty in one of the island's most sought-after settings. Widely regarded as one of the premier locations in Beaufort County, Callawassie Island offers an exceptional Lowcountry lifestyle with convenient access to Beaufort, Bluffton, Hilton Head Island, and the historic cities of Charleston and Savannah.

7 Woodstork Watch, Okatie

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

$1,050,000

3 Beds ⋅ 4 Baths ⋅ 3,512 SqFt. ⋅ HILTONHEAD-508587 MLS

Nestlеd within onе οf the mοѕt ѕcеnіc settings on Callаwaѕsie 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. Selling Office: Charter One Realty.

$2,795,000

5 Beds ⋅ 5 Baths ⋅ 3,906 SqFt. ⋅ HILTONHEAD-508380 MLS

A differеnt rhythm takeѕ hοld at Cаllаwаsѕіe Island, a canοpу 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.

6 Dolphin Landing, Okatie

Listing courtesy of Charter One Realty.

$849,000

3 Beds ⋅ 3 Baths ⋅ 2,303 SqFt. ⋅ 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.

$760,000

3 Beds ⋅ 3 Baths ⋅ 2,591 SqFt. ⋅ HILTONHEAD-507892 MLS

Located on desirable Osprey Circle, this beautifully maintained, single-level 3-bedroom home offers a move-in ready opportunity with thoughtful renovations throughout. Set among native hardwoods, magnolias, and palms, the property captures a true sense of serenity, enhanced by manicured gardens, natural surroundings, and great elevation-creating a setting that feels like a private retreat. The kitchen was fully renovated in 2025 and features new appliances, a custom-designed hood, large wine cooler, and an added coffee bar and pantry area, creating a functional and elevated space for both everyday living and entertaining. Interior updates include new paint, updated lighting fixtures throughout, new toilets, and new flooring in select areas. Additional improvements include a new vanity in the half bath (2024), a newly added second bathroom, an Aquasana water filtration system, and an LG washer/dryer tower.Outdoor living has been significantly enhanced with a new screened porch (2024), approximately 15.5 x 15.5, ideal for relaxing or entertaining. The exterior also features an enhanced front entry with added pavers, patio upgrades, expanded outdoor living space, and a newly designed backyard with all new plantings for increased privacy. A new driveway, refreshed landscaping, and irrigation updates complete the setting.This home offers a rare combination of quality updates, easy one-level living, and a prime location within Callawassie Island-perfect for those seeking both comfort and connection to the natural beauty of the Lowcountry.

15 Osprey Circle, Bluffton

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

$900,000

4 Beds ⋅ 4 Baths ⋅ 3,925 SqFt. ⋅ HILTONHEAD-507539 MLS

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

4 Bent Tree Lane, Okatie

Listing courtesy of Charter One Realty.

$1,399,999

4 Beds ⋅ 5 Baths ⋅ 3,441 SqFt. ⋅ HILTONHEAD-506875 MLS

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

54 Osprey Circle, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$700,000

3 Beds ⋅ 4 Baths ⋅ 2,580 SqFt. ⋅ HILTONHEAD-504968 MLS

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

64 Osprey Circle, Okatie

Listing courtesy of Charter One Realty.

$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.

$975,000

4 Beds ⋅ 3 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-504516 MLS

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

4 Heron Point, Okatie

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Coastal Real Estate Solutions II.

$1,575,000

4 Beds ⋅ 5 Baths ⋅ 3,570 SqFt. ⋅ HILTONHEAD-504079 MLS

Designed for elevated coastal living and effortless entertaining, this custom residence is a masterclass in craftsmanship, scale, and thoughtful design. At its heart, a spectacular 21' x 41' Great Room seamlessly unites the living, dining, and kitchen spaces beneath a vaulted, beamed ceiling anchored by a gas fireplace. A dramatic 16-foot fully openable Andersen folding glass door dissolves the boundary between indoors and out, opening to a screened porch perfectly level with the main living space to create a true indoor-outdoor great room experience.The professional-caliber kitchen is both stunning and functional, centered around an expansive 9' island and outfitted with a full suite of Thermador appliances, including a refrigerator/freezer, double wall ovens, gas cooktop, drawer microwave, and dishwasher. Quartz countertops, a custom-built hood, designer tile backsplash, and a walk-in pantry elevate the space, while a dedicated wine refrigerator and sliding pass-through window provide seamless service to the outdoor grilling area.The screened porch itself is a showpiece, featuring retractable Phantom screens for unobstructed views, a vaulted ceiling, and a gas fireplace with a 200-year-old reclaimed barn mantel. Just beyond, the outdoor grill area includes a gas connection and stone counters for effortless entertaining.A private study sits behind frosted glass pocket doors, highlighted by a tray ceiling and shiplap red oak accent wall. The primary suite is a serene retreat, offering a tray ceiling, private terrace with sweeping sunrise views over the golf course, dual walk-in closets with custom built-ins, and a spa-inspired bath with soaking tub, dual vanities, and an oversized tiled shower.Two spacious first-floor guest suites, each accommodating king beds and featuring ensuite baths and shiplap accents, are thoughtfully separated for privacy. A well-appointed laundry room, owners' entrance, and oversized three-car garage with EV charging complete the main level. Upstairs, a large bonus room with private bath offers flexible living space, while an exceptional 500-square-foot conditioned storage room provides rare, full-height versatility. Additional features include, spray foam insulation, premium Andersen windows, wide-plank French oak floors, whole-house water filtration, and multi-zone HVAC, this home delivers luxury without compromise-designed for how people truly live.

29 Island Creek Drive, Okatie

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

$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.

$500,000

3 Beds ⋅ 3 Baths ⋅ 2,398 SqFt. ⋅ HILTONHEAD-502567 MLS

Welcome to Callawassie Island, a private gated island sanctuary community with numerous amenities. With a new roof, this spacious 3 bedroom, 2.5 bath one level is perfectly framed by sweeping views of Spanish moss-draped oaks and the Tom Fazio "Palmetto" course. Sunlight filters through generous windows, illuminating architectural details. With vaulted ceilings and a wall of windows, the inviting great room is anchored by the fireplace. Entertaining is easy with the spacious dining area open to the kitchen. The kitchen showcases custom wooden cabinetry and a walk-in pantry. The tranquil primary suite overlooks the wide views and offers a jetted spa tub, walk-in shower and dual vanities. A large two car garage with a dedicated golf cart bay, this home is priced for you to add your personal touches.

9 Winding Oak Drive, Okatie

Listing courtesy of Keller Williams Realty. Selling Office: William Raveis - Carolina LLC.

$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.

$934,500

3 Beds ⋅ 3 Baths ⋅ 3,063 SqFt. ⋅ HILTONHEAD-501756 MLS

This Private/Marsh Front Home, custom built 2002 by Steve Tilton, of Coastal Signature Homes, offers the opportunity to experience the quintessential Lowcountry Island living. Solidly built, with a very functional and a current popular design, awaits your own personal upgrades. Priced to appeal to the buyer who recognizes this location has investment potential. Callawassie Island, located in the middle of Beaufort County, between Historic Beaufort and Bluffton, offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf (Optional) and total privacy with 24/7 security.

15 Heron Point, 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.

$1,210,000

3 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-500380 MLS

Completed in 2024, this custom Allison Ramsey-designed home sits on a 1.14-acre marshfront lot, created by consolidating part of a neighboring parcel to enhance privacy, space, and views. Designed to embrace its surroundings, the elevated home offers sweeping marsh views and a blend of Lowcountry charm and casual luxury. Built by CMS with top-tier finishes, it features approx. 2,500 sq ft, French oak floors, Andersen windows and doors, 10-foot ceilings, and a new elevator. A rare opportunity for buyers seeking a brand-new home without the time and hassle of building. The kitchen features Thermador and Bosch appliances, custom cabinetry, and a large island. Outdoor living includes a wraparound porch, tabby fireplace, gas lanterns, irrigation, and a tankless water heater.

108 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: William Raveis - Carolina LLC.

$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.

$100,000

HILTONHEAD-452704 MLS

Incredible opportunity to build a custom home on one of the last remaining homesites with great long views of Magnolia Course #2. This homesite is framed with mature Live Oak Trees and an ideal building site. Southern exposure to capture natural light throughout the entire year. 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.

29 Winding Oak Drive, Okatie

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

$900,000

4 Beds ⋅ 5 Baths ⋅ 3,543 SqFt. ⋅ HILTONHEAD-450920 MLS

Welcome to Southern elegance at its finest! Nestled on a private and serene 0.80-acre lot, this stately custom Lowcountry home is the perfect blend of charm, comfort, and sophistication. The main residence offers 3 bedrooms and 3.5 bathrooms, while a beautifully appointed guest cottage provides an additional 1 bedroom and 1 bathroom ideal for visitors or multi-generational living. Designed with entertaining in mind, the open and airy layout features a chefs kitchen, formal dining room, and a spacious family room with a dual-sided gas fireplace that flows seamlessly into the great room. The first-floor primary suite is a true retreat, complete with a luxurious en-suite bath and a generous walk-in closet. Step outside to a covered porch perfect for morning coffee or evening gatherings, all surrounded by lush landscaping and upscale custom finishes throughout. Experience the best of island living and take advantage of the premier amenities this sought-after community has to offer. Schedule your private tour today this is Lowcountry living at its finest! *Seller will pay half of HOA initiation with accepted offer*

21 Osprey Circle, Okatie

Listing courtesy of Redfin Corporation. 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.

$1,147,500

4 Beds ⋅ 4 Baths ⋅ 3,294 SqFt. ⋅ HILTONHEAD-449997 MLS

Enjoy the grandeur w LikeNew Marshfront Property from the Privacy of your Expansive 600sqft Screen-Porch & almost every room! This Lowcountry Designed Custom Home offers comfort, Great Craftsmanship w Flowing Layout, and only steps from Tom Fazio Golf, Main-Clubhouse & World Class Amenities. In addition, this Turnkey Home is Move-in ready & Accommodating to the most discerning buyer, whether it be an empty nester, to multi-generational family! Boasting 3 Bdrm's & an office on 1st Floor & expansive space above garage includes 4th Bdrm/Bth, w Kitchenette & Multi-purpose Bonusroom & 2 NEW HVAC UNITS in Jan 25'. Beaufort County's Best Location!!

6 Chechessee Circle, Okatie

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

$1,500,000

4 Beds ⋅ 5 Baths ⋅ 3,600 SqFt. ⋅ HILTONHEAD-448729 MLS

Marsh-view living and dining welcome you home! The heart of this lovely home is the Thermador kitchen with custom cabinetry, walk-in pantry, oyster shell quartz island, and farm/prep sinks—perfect for any chef or entertainer. The primary suite offers marsh vistas, dual baths, walk-in closets, and a flex room perfect for private office or 5th bedroom. A split floor plan adds privacy with two 1st-floor guest bedrooms connected by a Jack-and-Jill bath. Endless options for the oversized ensuite bonus room! This is a must see home!

14 Dolphin Lane, Okatie

Listing courtesy of Charter One Realty. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$1,125,000

3 Beds ⋅ 4 Baths ⋅ 2,966 SqFt. ⋅ HILTONHEAD-447990 MLS

Welcoming Lowcountry Masterpiece where Meticulous Craftsmanship & Pride in Ownership are evident throughout! 18 Island Creek is a custom Steve Tilton built home, thoughtfully situated on Dogwood #7 w unparalleled sweeping vistas across the Salt marshes of Chechessee Creek. This inviting cottage style home benefits from a larger/modified floor-plan, charming oversized space above the garage, great outdoor living spaces including screened porch leading to an inviting courtyard, gardens & true serenity. Offering ample natural light, newer HVAC, Roof & more. Callawassie Island is Considered by many as the best location in Beaufort County!

18 Island Creek Drive, Okatie

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

$2,200,000

4 Beds ⋅ 5 Baths ⋅ 4,502 SqFt. ⋅ HILTONHEAD-447713 MLS

Capturing the essence of Lowcountry living, this extraordinary waterfront home boasts 2 pier heads, dock, float, 13,000 lb. boat lift, and desirable westerly views. Taken down to the studs in 2012, craftsmanship abounds. You'll find finishes like red oak hardwood and Savannah gray brick floors, custom millwork and cabinetry, and paneled walls and wainscoting. Keeping room, chef's kitchen, sunroom, living room, primary bedroom suite and upstairs den with porch all afford breathtaking vistas over the water and tidal marshes. All set on a lushly landscaped 1.4-acre home site, this is Callawassie Island's finest offering.

48 Sugar Mill Drive, Okatie

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Charter One Realty.

$1,690,000

3 Beds ⋅ 4 Baths ⋅ 3,312 SqFt. ⋅ HILTONHEAD-446833 MLS

Located on prestigious Tabby Point Lane, within Callawassie Island, with miles of elevated marsh to the river views! This well maintained home has custom details throughout. Designed for maximum natural light with large windows throughout. 3 Bdrm/4 BA with a den/private office that could serve as a 4th DDRM. Enjoy your large spacious rooms w/great flow & livability.14 ft. coffered ceilings in the Family Room. Hardwood floors throughout most of the 1st floor. Landscaping is spectacular and mature. Expanded stone rear patio perfect for outdoor entertaining. Newly painted, new carpeting in Primary Bdrm, New HW Tankless heater,two 2022 HVAC units

12 Tabby Point Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coldwell Banker Access Realty.

$299,000

HILTONHEAD-446600 MLS

Magnificent views, from this wooded.65 homesite, overlooking the tidal marshes to the Chechessee River. Natural and private setting on a short cul-de-sac street. Build your dream home with Artisan Custom Homes on this beautiful homesite. Sale of this lot is contingent on the buyer contracting for the construction of a home with Artisan Custom Homes. Purchaser may use the club and amenities while the home is under construction.

12 Woodstork Landing, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,079,975

3 Beds ⋅ 3 Baths ⋅ 2,435 SqFt. ⋅ HILTONHEAD-446412 MLS

Fantastic New Artisan Custom Home Move-in Ready near year's end thoughtfully situated on the New Magnolia Course w/Great Elevation! The Bayberry is one of Artisan Custom Homes’ most efficient floor plans. Featuring 2,435sqft of One Level Living, three bedrooms, two baths, vaulted kitchen and great room, dining room, office, generous pantry and laundry room. In addition there is an attached two and a half car garage w/ bonus room. The Large screen porch compliments the rear of home and offers the ultimate location to enjoy Lowcountry Outdoor Living at its Finest! Callawassie Island is Considered by many as the best location in Beaufort County!

61 Winding Oak Drive, Okatie

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

$1,050,000

3 Beds ⋅ 3 Baths ⋅ 2,728 SqFt. ⋅ HILTONHEAD-445224 MLS

This quintessential Lowcountry Architectural Style Home, with tranquil elevated Marsh Views across to Spring Island, was built by prestigious custom builder- Steve Tilton, of Coastal Signature Homes. Located on a private .65 acre natural setting this home combines comfort with an openness design. At 2,728 SF, this 3BD/3BA is the ideal plan for those who want to downsize without sacrificing space to entertain friends or host family. Features include 10 ft. ceilings w/ wide cove ceiling moldings, strategically added window transoms for additional natural light, heart pine flooring & metal roof. 3 Porches, 2 Car Garage w/ Dedicated Golf Cart Bay

6 Woodstork Landing, Okatie

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

$705,000

3 Beds ⋅ 3 Baths ⋅ 2,501 SqFt. ⋅ HILTONHEAD-441693 MLS

Enjoy this one story custom home with a comfortable open floor plan. This incredibly well maintained home, built in 2006, and owned with pride, by the current original owner was designed for casual entertaining with spacious rooms that flow cohesively together. This 3BD, 2 1/2 BA, home has a primary bedroom located on the opposite side of the home for privacy and comfort. This property provides a wonderful sense of arrival, with your driveway, well over 300 feet from the road, that flows through this private .99 acre wooded low maintenance lot. The screen porch and stone patio offers wooded filtered golf views of the Dogwood Course Hole # 2.

12 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Hilton Head Area Properties, LLC.

$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.

$350,000

HILTONHEAD-439790 MLS

Truly among the last opportunities within Callawassie Island to build a new custom home on 0.9474 acre with long views to the Chechessee River and Tidal Marsh. Set among hardwoods with great lot dimensions, 361 right side, 312 ft left side, 137 ft rear width on the marsh side and 121 ft. front width. Prominent Local Custom Builder has Callawassie Island ARC Approved Plans, perhaps saving up to 6 months with time savings for design and approvals, that are negotiable. Inquire for details.

27 Spring Island Drive, Okatie

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

$1,200,000

3 Beds ⋅ 5 Baths ⋅ 3,405 SqFt. ⋅ HILTONHEAD-438517 MLS

Enjoy the essence of the Lowcountry's beauty with stunning private tidal salt marsh views. This quintessential Lowcountry Designed custom built home, occupied by original owner, affords comfort, quality and functionality. Recent upgrades to kitchen, flooring and bathrooms provide a move in ready condition. 1st floor has 3 BDRM's, one currently serves as an office, perfect for the new working remote professional. The Primary BDRM Suite, designed for privacy, is located on the opposite side of home. Spacious Bonus Room w/full bath. Screened porch, brick patio, 2021 New Roof, 2020 Main HVAC unit, Gas Tankless Heater, Spray Foam in crawl space.

14 Chechessee Circle, Okatie

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

$850,000

3 Beds ⋅ 5 Baths ⋅ 4,555 SqFt. ⋅ HILTONHEAD-437791 MLS

Enjoy this stunning Lowcountry style home on this very private wooded 1.2 acre setting with spectacular golf and water views. Strategically located, maximizing privacy and views, on the Tom Fazio Designed Dogwood Course #3 Par 5 Hole. Complete with a sun room, screened porch + large elevated deck. Built in 2004, this custom home displays quality and attention to detail throughout and can accommodate family and visitors with privacy + comfort. Large custom kitchen, great for entertaining, is located in the heart of the home and offers spacious counters, double ovens, 6 gas burner range. Options for multiple home offices or an additional bedrm.

32 Spring Island Drive, Okatie

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

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