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$1,025,000
4 Beds 4 Baths 3,990 SqFt. HILTONHEAD-505127 MLS
Classic Lowcountry charm meets privacy and sweeping golf views in this beautifully maintained home set on over one acre on Callawassie Island. Positioned more than 300 feet from the road along a tree-lined, landscaped drive, the home offers exceptional curb appeal and a peaceful setting overlooking the recently renovated Dogwood golf course. The thoughtfully designed floor plan features 4 bedrooms and 3.5 baths, including a spacious first-floor primary suite and a dedicated office. Upstairs guest bedrooms and a versatile bonus room provide comfortable space for family or visitors. Hardwood floors, custom built-ins, detailed millwork, and numerous walk-in closets enhance the home's character and functionality. Floor-to-ceiling windows along the rear of the home fill the living spaces with natural light and showcase the beautiful golf course views, while the screened porch offers the perfect place to relax and enjoy the professionally landscaped yard. A wonderful opportunity to enjoy classic Lowcountry living in the sought-after community of Callawassie Island.

50 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$3,800,000
5 Beds 7 Baths 6,208 SqFt. HILTONHEAD-505471 MLS
Designed to blend contemporary architecture with classic Lowcountry elements, this remarkable compound was envisioned by architect Chris Schmitt as a collection of five distinct structures including the main residence, guest house, workshop, studio, and a three bay garage. The guest house was completed in 1998, with the remaining buildings added over time, culminating in the completion of the main residence in 2004.The AIA award winning main residence is extraordinary not only for its innovative design but also for the exceptional quality of materials and craftsmanship throughout. Perfectly proportioned details, balance, and scale create a home of striking visual appeal, enhanced by exposed beams, vaulted ceilings, and antique heart pine flooring milled in Savannah in the 19th century. A custom wall mural by artist Jordi Pedrola further distinguishes the interior. At the heart of the home, the great room features soaring ceilings, exposed trusses, and tall windows that flood the space with natural light. The gourmet kitchen flows seamlessly into the dining room and sunroom, all of which overlook Rice Gate Pond and open easily to the home's extensive outdoor living spaces including a screened porch and approximately 1,000 square feet of outdoor living area designed for relaxing and entertaining. The spacious ground floor primary suite offers a private retreat with direct access to an outdoor spa and shower. The luxurious primary bath features a steam shower. Two beautifully appointed bedrooms are located on the second floor. The guest house echoes the distinctive inverted roofline of the main home's sunroom, with a dramatic living room featuring floor to ceiling glass and peaceful views of the surrounding forest. Complete with a small kitchen, dining area, and two bedrooms with baths, it offers visitors both comfort and privacy. Raised walkways connect the buildings and enhance the sense of a thoughtfully designed compound. Additional structures include a versatile entertainment building with a chef kitchen and a large garage door that opens for indoor outdoor gatherings, as well as a separate studio with its own bathroom ideal for creative work or a private office. The property also includes a wine cellar, custom lighting system throughout, and a spacious three car garage. The landscape plan was created by highly regarded landscape architect Thomas Angell, who artfully blends formal landscaping with the natural beauty of Spring Island.

9 Rice Gate Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

$2,895,000
4 Beds 5 Baths 4,033 SqFt. HILTONHEAD-505464 MLS
Welcome to this beautifully crafted home overlooking the fifth hole of Tabby Links golf course. Completed in 2024 and thoughtfully enhanced since, the property blends refined finishes with exceptional indoor and outdoor living. The home features a main level owner's suite, reclaimed pine flooring throughout, and custom solid mahogany doors that add warmth and character. Two fireplaces create inviting spaces to gather and relax, with a gas fireplace inside and a wood burning fireplace outdoors. The chef's kitchen is equipped with high end appliances and custom finishes designed for both everyday living and entertaining. Outdoor living is a centerpiece of the property, highlighted by an expansive screened porch with a fireplace, heaters and screens, providing a comfortable year round space to enjoy the surrounding golf course views. The two car garage with a golf cart bay features a comfortable guest space with a bedroom, living area, bathroom, and kitchenette above. A newly added detached building houses a premium golf simulator featuring the TrackMan Golf Suite, offering a private training and entertainment space for golf enthusiasts. The exterior features include raised garden beds and wireless irrigation. Designed by renowned Lowcountry architecture firm Court Atkins, the home reflects thoughtful design and timeless coastal style.

319 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$1,890,000
4 Beds 4 Baths 3,300 SqFt. HILTONHEAD-504585 MLS
Enjoy exceptional waterfront living on Callawassie Island with rare western exposure and unforgettable sunset views over the tidal marshes of Chechessee Creek, complemented by peaceful water and golf views from the front of the home. Privately positioned, this pristine custom-built residence offers a true Lowcountry lifestyle with a private short dock, floating dock, and new boat lift providing direct water access for boating, kayaking, and sunset cruises. Designed for both everyday comfort and effortless entertaining, the open floor plan is centered around a chef's kitchen featuring Wolf and Sub-Zero appliances, a 10-foot island, beverage bar, wine cooler, and ice maker. Wide plank hardwood floors flow throughout the main living areas, while two first-floor guest suites offer beautifully remodeled en suite baths for privacy and convenience. Thoughtful improvements enhance both form and function, including a newer roof, new deck and shutters, a custom-built fireplace with new insert, replaced interior doors, all new water piping, spray foam insulation in the crawl space, new crawl space screening, updated lighting, refreshed landscaping, and a full exterior repaint in 2025.Expansive outdoor living spaces capture sweeping marsh views and glowing sunsets, creating a serene and private backdrop that changes with the tides and seasons. Residents enjoy the unmatched lifestyle of Callawassie Island-an engaging community, remarkable natural beauty, top-tier golf and amenities, endless outdoor activities, and the peace of mind that comes with gated security and true Lowcountry privacy.

41 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$2,600,000
4 Beds 5 Baths 5,293 SqFt. HILTONHEAD-505112 MLS
A pair of majestic live oak trees flank the entrance to 8 Bird Patch Trail where a winding gravel drive leads to a sun filled courtyard in the center of the family compound. The east facing home is situated on the eighth hole of the Old Tabby Links golf course and includes the main residence, a separate two-bedroom guest house and a large two-car garage with a spacious single-bedroom suite above. Using post and beam construction with heavy timbers and distinctive fastening hardware, the architect created a dramatic great room with soaring ceilings in the one-story home. The main residence also includes a small sitting room overlooking the pool. Functional spaces encompass the kitchen and dining area, laundry and pantry, a small office, powder room, a paneled study, and a book lined hallway that leads to a spacious primary suite. Both the bedroom and bath are generously proportioned and his and her walk-in closets provide ample room for storage. A nearby, freestanding guest house with two bedrooms and baths and a living room provide comfortable accommodation for family and friends. Adjacent to the main house, the garage includes a well-designed one-bedroom suite on the second floor complete with a sitting area and a kitchenette. With its metal roof, wood siding and raised porches, this classic Lowcountry home is perfectly placed on 2. 74-acres, offering exceptional serenity and privacy.

8 Bird Patch Trail, Okatie

Listing courtesy of Spring Island Realty LLC. Selling Office: Spring Island Realty LLC.

$1,399,000
4 Beds 4 Baths 3,680 SqFt. HILTONHEAD-505052 MLS
Lowcountry waterfront living on Callawassie Island in Okatie, SC. Built by award-winning builder Steve Tilton, 47 Sugar Mill is tucked away at the end of a quiet cul-de-sac and surrounded by ancient live oaks draped in Spanish moss for a truly private, coastal setting, and boasts a brand new roof in June 2026. This 4BR + office home is designed for relaxed island living with oversized front, back, and screened porches-perfect for morning coffee, afternoon breezes, and evening gatherings. Inside, soaring cathedral ceilings, a welcoming fireplace, and abundant natural light create an inviting main living space that seamlessly connects to the outdoors. The rare showstopper is the backyard on a tidal creek with a floating dock and boatlift-opening the door to a lifestyle of kayaking, paddleboarding, boating, fishing, and crabbing right from home. A 2.5-car garage includes a dedicated golf cart bay for easy island exploring. If you've been searching for a Callawassie Island waterfront home with a dock and lift, 47 Sugar Mill is a standout opportunity.

47 Sugar Mill Drive, Okatie

Listing courtesy of Charter One Realty.

$2,200,000
4 Beds 5 Baths 4,023 SqFt. HILTONHEAD-505034 MLS
Spectacular and rare Oldfield offering-this exceptional Lopez Brothers custom-built residence exemplifies the extraordinary craftsmanship and attention to detail for which the builder is known. Homes of this caliber and pedigree rarely come to market.Set on an oversized 0.68-acre homesite overlooking tranquil Upper Dam Lake, this 4,023-square-foot home offers 4 bedrooms, 4 full baths, and a powder room, with a thoughtfully designed floor plan that balances elegance and everyday comfort. The warm and inviting great room features its own fireplace and flows effortlessly into the stunning screened porch-also with a fireplace-creating a seamless indoor-outdoor living experience and capturing peaceful lake views beyond.The generously sized kitchen is ideal for gathering and entertaining, showcasing a large statement island, dedicated dining area, Thermador appliances, and top-of-the-line finishes throughout. An oversized walk-in pantry with custom shelving connects directly to an expansive laundry room that easily functions as a home office or back kitchen-an exceptional and highly functional space rarely found.The primary suite is located on the main level and offers serene views along with dual custom built-in closets. Upstairs, two private guest suites each feature ensuite baths, providing comfort and privacy for family and visitors. A finished suite above the three-car garage serves beautifully as a guest house, office, or studio.The property is large enough to accommodate a pool, includes private planting gardens, and is zoned for a third building, offering remarkable flexibility for future expansion. Ideally located near the sports club and welcomed by Oldfield's iconic white fencing and charming greeter's store, the home is also just moments from the scenic beauty of the Okatie River.With beautiful views from nearly every room, this is an extraordinary Lowcountry residence offering timeless design, privacy, and enduring quality in one of the region's most coveted communities.

18 Gregorie Neck, Okatie

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

$685,000
3 Beds 3 Baths 3,065 SqFt. HILTONHEAD-504685 MLS
Located in Sun City North, Hilton Head - this is an exceptional opportunity to own the highly sought-after Nappa Valley floor plan (perfect multi-generational home or live-in caregiver) within a 2min walk to the amenities complex. The home offers space, flexibility, and unmatched value! With 3,531sqft- this 3-bed, 3-bath residence is thoughtfully designed with an open-concept layout, a spacious great room that flows seamlessly into the kitchen and inviting hearth room, highlighted by maple cabinetry and rich hickory flooring. A formal dining room provides the perfect setting for hosting, while a dedicated home office or den offers versatility for work, reading, or hobbies. One of the standout features of this home is the large enclosed all-season porch, heated and cooled to create year-round living space - ideal for enjoying the Lowcountry lifestyle in comfort. The main-level primary living spaces are complemented by a private second-floor guest suite complete with a large loft-style living room and full bath, making it perfect for extended stays, visiting family, or multi-generational living. Functionality is equally impressive with a 2-car garage plus dedicated golf cart bay and workshop area, as well as convenient walk-in attic storage providing ample space for seasonal and long-term storage needs. Located within a short walking distance to Sun City's renowned amenities, this home combines convenience with lifestyle. Quick move-in is available, and the property is truly move-in ready.Priced at just $205 per square foot - the lowest price per square foot currently available in Sun City North - this is a rare chance to secure one of the community's largest and most versatile floor plans at an exceptional value.Don't miss this opportunity to own space, quality, and lifestyle in one of the Lowcountry's most desirable active adult communities.

116 Eaglecrest Drive, Okatie

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Southern Lifestyle Properties of SC LLC.

$1,750,000
5 Beds 6 Baths 4,140 SqFt. HILTONHEAD-504279 MLS
This beautiful Lowcountry home offers timeless charm and exceptional flexibility, ideal for families or empty nesters. Featuring approximately 4,140 sq ft, the thoughtfully designed floor plan includes 5 bedrooms, 4 full baths, and 2 half baths, providing generous space for everyday living, while comfortably accommodating extended family or guests. Elegant interiors feature custom moldings, built-in bookcases, 200-year-old heart pine floors, and a three-level elevator. The chef's kitchen has been tastefully remodeled with custom cabinetry, marble countertops, Thermador appliances and gas cooktop with pot filler, and designer fixtures-ideal for entertaining. A well-appointed multi-purpose room also functions as an office, artist studio or a fun guest space with built-in bunk beds and reading nooks. Ample storage spaces throughout the home as well as a workshop space in this elevated home plan. Enjoy peaceful Lowcountry living from the screened back porch overlooking a private backyard with a fire circle or relax on the welcoming front porch. Located in Oldfield Country Club on the Okatie River, offering a 18-hole Greg Norman Signature golf course, tennis and pickleball courts, equestrian center, deep-water access, and a vibrant community-this home captures refined Lowcountry living at its best.

1 Ivanhoe Circle, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Coldwell Banker Access Realty.

$989,000
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.

$940,000
4 Beds 5 Baths 3,095 SqFt. HILTONHEAD-504320 MLS
Over 3,000 sq ft of refined living space-including a complete 916-sq-ft second-story addition-sets this marshfront masterpiece apart, offering a level of fit and finish rarely found under $1M on Callawassie Island. This classic Lowcountry home has been fully reimagined with a top-to-bottom, high-end renovation blending timeless architecture with modern elegance. Highlights include a chef's kitchen, premium flooring and millwork, energy-efficient spray-foam insulation, and major structural upgrades, creating a 4-bedroom, 4.5-bath residence designed for comfort and style.Thoughtfully nestled among mature native hardwoods, the home offers serene views of Sugar Mill Creek from the back decks and nearly every room. Callawassie Island delivers a premier Lowcountry lifestyle with 27 holes of Tom Fazio-designed golf, professional racquet facilities, two clubhouses with deepwater access, and luxury wellness amenities-all within South Carolina's first certified Community Wildlife Habitat. Ideally located between Beaufort and Bluffton, residents are within 35 minutes of Hilton Head Island, Savannah, and the Savannah/Hilton Head International Airport. See why 6 Winding Oak Drive truly stands alone in today's market.

6 Winding Oak Drive, Okatie

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

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

289 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

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

248 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty.

$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.

$1,395,000
5 Beds 5 Baths 3,500 SqFt. HILTONHEAD-503555 MLS
Exquisite custom Lowcountry home featuring Brazilian pecan hardwood floors and plantation shutters throughout the main living areas. A chef's kitchen with gas range opens seamlessly to the living room, showcasing tranquil lake views. The main-level primary suite offers a spa-inspired bath, complemented by a private office and guest suites with ensuite baths. A separate in-law or guest suite above the oversized garage provides exceptional flexibility and storage. Enjoy peaceful lake and protected wooded views from the screened porch, outdoor fireplace, grilling area, and backyard. Located in Oldfield, an exclusive 860-acre riverfront community recognized by Audubon International. Seller's VA loan may be assumable with lender approval.

16 Boyds Landing, Okatie

Listing courtesy of Keller Williams Realty. Selling Office: The Agency Hilton Head.

$800,000
3 Beds 4 Baths 3,246 SqFt. HILTONHEAD-503730 MLS
This beautifully maintained Lowcountry-style home, featuring a traditional front porch and classic dormers, offers a thoughtfully designed open floor plan that captures the relaxed yet refined feel of Southern living. Located within a private cul-de-sac and adjoining a serene open-space lot, the home now presents a substantial $200,000 price improvement, creating an outstanding opportunity for a buyer to personalize and elevate the property to their own vision. The gorgeous lawn and professional landscaping overlook two holes of Callawassie Island's recently renovated Tom Fazio-designed Magnolia Course. Inside, a stunning great room features built-in bookcases, an entertainment center, a wood and gas fireplace, and floor-to-ceiling windows that bring the beauty of the outdoors into the home. A formal dining room and a spacious study complete the layout, all in a truly perfect location.

34 Osprey Circle, Okatie

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

$3,450,000
4 Beds 5 Baths 4,500 SqFt. HILTONHEAD-503381 MLS
Currently under construction by award-winning May Residential Builders, this Palmetto Cove model showcases the builder's reputation for uncompromising quality, superior craftsmanship, and enduring durability. Built with top-of-the-line materials and engineered to withstand up to 180 mph hurricane-rated standards, this home delivers both peace of mind and timeless design. May Residential Builders is a recent Lighthouse Award winner, earning Best Exterior and Best Kitchen, along with Second Place for Interior Design - a testament to their elevated attention to detail. Spanning approximately 4,500 square feet, this thoughtfully designed residence offers four bedrooms, five baths, and an open, elegant floor plan ideal for both everyday living and refined entertaining. The home will be sold fully furnished and turnkey, allowing for a seamless move-in experience with completion anticipated by January 2027. Luxury features abound, including a Thermador appliance package, high-end finishes throughout, a private pool, outdoor fireplace, whole-house generator, and water softener system. Enjoy sweeping golf course views from your outdoor living spaces, creating a serene backdrop for Lowcountry living at its finest. The Berkeley Hall transfer fee is included, further enhancing the exceptional value of this offering. This is a rare opportunity to own a brand-new, custom-built, turnkey luxury home - without the stress or delays of building - in one of the most desirable communities in the Southeast. Located within the prestigious, private gates of Berkeley Hall, this exceptional new construction residence represents the pinnacle of Lowcountry luxury living. Renowned for its world-class amenities, championship golf, and unparalleled lifestyle, Berkeley Hall is widely regarded as one of the most exclusive communities in the region - and this home is a flawless complement to its setting.

44 Lancaster Boulevard, Okatie

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

$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.

$6,500,000
5 Beds 9 Baths 8,362 SqFt. HILTONHEAD-502660 MLS
Experience the soul of Lowcountry living in this enchanting deep-water estate, where timeless Southern charm meets exceptional craftsmanship. A sweeping wraparound porch captures gentle river breezes and sets the stage for unforgettable sunrises and slow, breezy afternoons. Inside, soaring vaulted ceilings, abundant natural light, and warm, inviting finishes create an atmosphere of effortless elegance. The gourmet kitchen is perfect for gatherings, offering refined style and functionality. A spacious mother-in-law and beautifully appointed detached carriage house provide unmatched flexibility for guests or extended family. The oversized 4+ garage and generous walk out storage-with bathrooms-ensure space for every hobby, project, and coastal toy. A rare 4-stop elevator adds ease to daily living. On the river, a private deep-water dock awaits with an impressive 18,000 lb lift and a covered perch above the water-an idyllic spot to relax, unwind, and savor the beauty of the Lowcountry. Thoughtfully wired for a whole home generator, this estate blends comfort, luxury, and Southern grace in every detail.

107 Okatie Highway, Okatie

Listing courtesy of Collins Group Realty.

$1,150,000
4 Beds 5 Baths 3,417 SqFt. HILTONHEAD-502992 MLS
Stunning 2024 build offering over 3,000 SQFT of luxurious single-level living and thoughtful upgrades throughout. This home lives large with generous entertaining spaces, high ceilings, and beautiful natural light. The main level features an elegant primary suite with a spa-inspired bath-walk-in shower, soaking tub, and a professionally designed custom closet with direct access to the laundry room for everyday convenience. Two additional main-level guest suites each feature private en-suite baths, and a dedicated office provides the perfect work-from-home setup. Custom primary closet, upgraded lighting fixtures, and refined finishes elevate every space. Upstairs, a spacious fourth bedroom/media suite includes a full bath and walk-in closet, ideal for guests or a flexible bonus retreat. The oversized 2-car garage with an additional golf cart bay offers ample storage. Come enjoy Berkeley Hall and all of its world class amenities.

62 Clifton Drive, Okatie

Listing courtesy of Charter One Realty. Selling Office: Collins Group Realty.

$2,645,000
3 Beds 4 Baths 3,807 SqFt. HILTONHEAD-502551 MLS
This Spring Island home offers a perfect balance of Lowcountry charm and modern comfort. With gorgeous marsh views and an expansive 5.19 acre lot, the thoughtfully designed residence captures the beauty of the landscape from every room. The main house features 2 bedrooms with a flex room and 2.5 baths, including a beautiful eat-in kitchen with gourmet appliances, custom cabinetry, and inviting spaces for gathering. Expansive screened porches extend the living area outdoors, creating the perfect setting to enjoy coastal breezes and the ever-changing tides. A guest suite over the garage provides a private space complete with its own bedroom and bath-ideal for visitors, an office, or a studio. Situated in Spring Island's central area, the property offers convenient access to the island's renowned amenities, nature trails, and community spaces. A beautiful blend of thoughtful design and natural beauty, this home embodies the best of Lowcountry living.

15 Tidal Creek Lane, Okatie

Listing courtesy of Spring Island Realty LLC.

$2,250,000
4 Beds 5 Baths 4,717 SqFt. HILTONHEAD-502394 MLS
A Refined 13+ Acre Lowcountry Equestrian Retreat on Spring Island - A long, oak-lined drive leads to this extraordinary 13.2-acre equestrian estate - an intimate compound within the private, gated community of Spring Island. The property features a main house, guest cottage, 2+ car garage with golf cart bay and potting shed, the Orvis retreat, an equestrian viewing gazebo, three-stall barn, and two large, fenced pastures plus one paddock around the stalls. The main residence offers a welcoming front porch with sweeping views of pastures and the barn. French doors open to a vaulted great room filled with natural light and fine craftsmanship. The chef's kitchen with dual islands and premium appliances flows into a keeping room anchored by a Savannah brick fireplace. A screened porch opens to gardens for year-round Lowcountry living. The primary suite includes a sitting area, spa-style bath, and private porch. Guest suite, laundry, and bright studio or "woman cave" complete the main living areas. A breezeway connects the main house to the garage and potting shed, ideal for gardeners and nature enthusiasts. The guest cottage offers front and back porches, a sitting area with kitchenette, and two ensuite bedrooms, providing privacy and comfort for family or friends. Across a wooden bridge, the Orvis Room "man cave" features a wraparound porch with outdoor fireplace overlooking a tranquil water feature. Inside, a great room, office, or bourbon room, and full bath create an ideal gathering place. The gazebo overlooks pastures, perfect for entertaining or watching dressage. The three-stall barn includes a tack room, bath, utility area, and space for future living quarters. Two large, fenced pastures and one paddock provide ample room for horses. Life on Spring Island is unlike anywhere else, offering 3,000 acres of preserved natural beauty and premier amenities: Arnold Palmer-designed golf, equestrian center, tennis and pickleball, fitness complex with heated and chilled saltwater pools, scenic trails for walking or riding, a 7.5-acre community garden, and an inspiring art barn. (Note - 5 photos with furniture in them have been virtually staged to show the home's potential)

21 Straight Road, Okatie

Listing courtesy of Charter One Realty. Selling Office: Spring Island Realty LLC.

$2,775,000
4 Beds 5 Baths 4,698 SqFt. HILTONHEAD-502328 MLS
Experience Southern elegance in this beautifully crafted Lowcountry home, ideally situated in the heart of Spring Island. Set on 3.14 acres of pristine marsh front, this extraordinary property offers 4,698 heated square feet of thoughtfully designed living space, blending comfort, privacy, and unmatched natural beauty. Designed by Johnson & Associates, the property features 4 bedrooms and 4.5 bathrooms, with a classic Lowcountry architectural style that includes wide porches, a vaulted ceiling in the living room, pine floors and two working fireplaces that create a warm and inviting atmosphere. The home features large windows that frame panoramic views of the surrounding waterways, flooding the interior with natural light and offering stunning vistas from nearly every room. The landscaping is a showpiece of its own, with mature native plantings and a tranquil water feature welcoming you at the front entry. The beautifully manicured grounds provide a peaceful, park-like setting that enhances the home's sense of serenity and connection to nature. A detached guest cottage offers a private sanctuary for visitors, complete with its own outdoor patio and serene marsh views. The property also includes a spacious two-car garage featuring two bonus rooms, a fully equipped workshop, and an additional guest suite with a full bath above-ideal for a home office, art studio, or in-law suite. This is a rare opportunity to own a true Lowcountry masterpiece-perfectly positioned to enjoy the world-class amenities and natural splendor that make Spring Island one of the South Carolina coast's most coveted communities.

16 Live Oak Forest, Okatie

Listing courtesy of Spring Island Realty LLC. Selling Office: Spring Island Realty LLC.

$4,250,000
6 Beds 6 Baths 5,223 SqFt. HILTONHEAD-501636 MLS
Exquisite sunsets over Callawassie Creek and the Colleton River provide a breathtaking backdrop for this rare Nantucket-style family compound on coveted Spring Island. Sited on 3.5+ acres, this 5,223 sq. ft., 5BR/5.5BA waterfront estate includes a private tidal dock with direct access to Callawassie Creek, the Colleton River, and the Atlantic Ocean. By boat, enjoy easy day trips to Hilton Head, Savannah, or Beaufort, or simply relax at home while fishing, crabbing, shrimping, or watching dolphins and Roseate Spoonbills from your backyard sanctuary. The 3,249 sq. ft. main residence (2BR/2.5BA) was designed for year-round living, showcasing an open floor plan, chef's kitchen, and porches that span the length of the home. The east wing features an apsidal screened porch with Savannah brick fireplace, ideal for Lowcountry outdoor living. The entire second floor is dedicated to a private owner's retreat, complete with sitting room and fireplace, screened porch, spa-like bath with freestanding tub and oversized shower, a large custom walk-in closet, and abundant finished storage. A 995 sq. ft. guest house (2BR/2BA) offers its own living room with fireplace, kitchenette with full-size appliances, washer/dryer, children's loft with built-in bunks, and screened porch overlooking the river. The detached two-car garage with golf cart bay includes a 482 sq. ft. carriage house, perfect for additional guest quarters, studio, or office along with a professional-grade darkroom. A freestanding 764 sq. ft. workshop provides a creative haven, currently outfitted as a professional woodworking studio with exceptional equipment (available separately), but equally suited as an artist's studio. Life on Spring Island is unlike anywhere else, with 3,000 acres of preserved natural beauty and premier amenities: an Arnold Palmer-designed golf course, equestrian center, tennis and pickleball, state-of-the-art fitness complex with heated and chilled saltwater pools, miles of scenic trails, a 7.5-acre farm, and an inspiring art barn. Blending timeless design, craftsmanship, and an extraordinary setting, this rare compound offers the ultimate in Lowcountry luxury, an unparalleled opportunity for multi-generational living on Spring Island.

6 Pole Creek Lane, Okatie

Listing courtesy of Charter One Realty (063F).

$732,000
3 Beds 3 Baths 3,115 SqFt. HILTONHEAD-501953 MLS
Nestled at the end of a quiet cul-de-sac in Sun City North, this 3 bedroom, 3 bath Martin Ray with loft offers serene water views in a tranquil setting. The gourmet kitchen is custom-designed for both function and elegance, with a five-burner gas range, granite countertops, under-cabinet lighting, spacious pantry, and oversized island. Inside, you'll find warm wood flooring, a gas fireplace, a Carolina room, a den with French doors, laundry room w/extra cabinets, countertop & sink, and a primary suite that includes a tray ceiling and custom walk in closet. The second floor includes a versatile loft, storage closet & a guest suite/bathroom making it ideal for overnight visitors. The extended garage includes a dedicated golf cart bay and walk-up attic storage. The outdoors impresses with a covered front porch, a four-seasons room with tile flooring, and an extended paver patio overlooking the lagoon perfect for entertaining or quiet relaxation.

906 Knollwood Court, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Howard Hanna Allen Tate Lowcountry.

$1,475,000
5 Beds 6 Baths 4,193 SqFt. HILTONHEAD-501620 MLS
Welcome to Callawassie Island, a private gated wildlife sanctuary community. Drive across the causeway and enjoy the tidal marsh with Spartina grass, exquisite waterfowl, and occasionally playful dolphins. Enter the island with Spanish moss draped trees and world class golf views. Arrive at 3 Woodstork Watch, an estate-style home situated on one of the most beautiful and private homesites in the Lowcountry. This one-of-a-kind location with two lots combined for a 1+ acre site (POA Fees Assessed on only one lot) has 372' of road frontage and 347' on the pond with added privacy from adjacent open space area. Step outside to the beautiful porch featuring views of the pond and saltmarsh and from many vantage points throughout the property ideal for morning coffee and evening sunsets. Enjoy entertaining in your gracious great room with fireplace, large wet bar, chef's delight kitchen with 2 ovens, large island, and new appliances. Choose dining inside surrounded by tall windows or on the large porch where you'll eat outside, both with awesome views. Relax in your primary suite on the main floor with tall windows for observing wildlife. Upstairs the large balcony captures a stunning 270-degree panoramic view of the pond, marsh, fountain, winding path and treetops of magnolias, pines, oaks, and palm trees. Your family and guests will appreciate the view from the gathering/entertainment room and en-suite bedrooms with bay windows. One of the greatest advantages of this estate is its flexibility for multigenerational living, offering the ability for family and guests to enjoy privacy without sacrificing togetherness. The carriage house with separate living space over the garage creates an ideal setup for extended family, long-term guests, live-in caretakers, or a private retreat for children and grandchildren, a sought-after feature in luxury Lowcountry living. Downstairs walk through a breezeway covered stairs or on a fern and flower basket lined ramp to your carriage house. Plenty of space on your double lot to expand the main structure or add additional guest house. 372 feet of street frontage. Callawassie Island lifestyle includes for your pleasure 27 holes of golf, 2 pools, 2 clubhouses, tennis, pickle ball, fitness center, docks on the river, butterfly garden, dog park and vibrant community. Above all, what makes this home truly special is its estate setting - the rare, one-of-a-kind property on the island and unmatched privacy and views that come with it.

3 Woodstork Watch, Okatie

Listing courtesy of William Raveis - Carolina LLC.

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