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$474,900
5 Beds 3 Baths 2,582 SqFt. HILTONHEAD-502492 MLS
Need room to grow without sacrificing amenities? This spacious 5-bedroom, 3-bath home in Mill Creek at Cypress Ridge offers the flexible floor plan today's buyers are searching for. With generous living spaces, multiple bedrooms, and room for family, guests, a home office, or hobbies, this home provides exceptional value in one of the area's most sought-after communities. 2 Major upgrades have already been completed, new roof and fully paid-off solar panels, helping keep utility costs low and providing long-term peace of mind.Step outside and enjoy the resort-style lifestyle Mill Creek is known for, featuring: 7,500-square-foot clubhouse Three-story fitness center Zero-entry pool and lazy river Tennis and basketball courts Playground and dog park Scenic walking trails and sidewalks. Conveniently located between Bluffton, Beaufort, Savannah, and Hilton Head Island, this home offers easy access to shopping, dining, schools, beaches, and employment centers.Come see why so many buyers choose Mill Creek at Cypress Ridge for its amenities, location, and sense of community.

195 Pickett Mill Boulevard, Okatie

Listing courtesy of Realty One Group - Lowcountry.

$495,000
3 Beds 2 Baths 1,861 SqFt. HILTONHEAD-502715 MLS
26 Heron Walk stands out as one of the largest villas in the Village section, offering 1,861 sq ft of thoughtfully designed living space. This inviting home features a large Carolina Room and a detached full garage with golf-cart bay. Designed for comfort and flexibility, it offers open living areas and exceptional privacy with serene lagoon and golf-course views. Upstairs, the beautifully updated second-story bath has been used as a primary suite during current ownership, enhancing the home's versatility and livability. New Roof-2026. Located within the private, gated community of Callawassie Island, residents enjoy access to newly renovated Tom Fazio-designed golf courses, deep-water access, club dining, fitness facilities, pools, tennis, pickleball, bocce, and more. Life on Callawassie Island offers an unmatched blend of natural beauty, community connection, and the timeless charm of Lowcountry living.

26 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$995,000
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.

$375,000
2 Beds 2 Baths 1,505 SqFt. HILTONHEAD-502693 MLS
Welcome home to this charming 2-bedroom, 2-bathroom Steel Creek model nestled on a peaceful lagoon in the heart of Sun City Hilton Head North. BRAND NEW LVP floors installed 5/2026! The kitchen shines with stainless steel appliances, granite countertops, ample cabinet storage, and a raised dishwasher for added ease. Entertain and unwind with ease in the freshly painted main living areas that feature luxury vinyl plank flooring in both the living room and Carolina room. Open the back door and breathe in the Lowcountry air from the beautifully appointed three-seasons room, complete with pavers, solar shades, and a ceiling fan-overlooking the serene lagoon. This home includes an AprilAire filtration system which is a whole-house air filtration solution designed to clean the air throughout the entire home. The location couldn't be more convenient: near the Tidewatch gate, minutes from the Argent Lakes amenity center, and a golf-cart ride away from the Riverbend pool overlooking the Okatie River. Low-country living meets resort-style ease-this home is ready for you.

399 Heathwood Drive, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$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.

$50,000
HILTONHEAD-502298 MLS
This large high and dry .505 acre homesite offers incredible views of multiple holes on the newly renovated Magnolia Course, and is situated on one of the highest elevated properties on Callawassie Island. 51 Winding Oak benefits from a direct view of the 3 Magnolia Green, as well as long views down the 4th fairway. Sale of this lot is contingent on the purchaser contracting for the construction of a home with Artisan Custom Homes and a one time $75,000 club initiation, which can be paid for at closing or added to the price of the home. During home construction the Purchaser will benefit and enjoy the full use of Callawassie Island's World Class Amenities, to include 27 Holes of Newly Renovated Tom Fazio Golf, Two Waterfront Clubhouses & Pools, Racquet sports, Four Community Docks & more with club dues waived throughout construction until home completion and a Certificate of Occupancy is established. Several plans to choose from within the Builder's Expansive Portfolio.

51 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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).

$1,395,000
4 Beds 4 Baths 2,860 SqFt. HILTONHEAD-501726 MLS
Newly completed 4 Bedroom/3.5 Bath, Callawassie Island Club Cottage, located on the Dogwood 4th hole. 1st Floor 4th Bedroom could be a Study as an option. 2nd floor with a large Media Room, Bedroom/Full Bath and covered porch/veranda to enjoy the elevated golf views. Additional unfinished FROG space is ideal for expansion or Private Suite. The Club Cottage Section offers a unique opportunity, within Callawassie Island, for a Primary Home or Investment Rental Property (overnight stay to long term rental flexibility). Discover the natural beauty of South Carolina's 1st Certified Wildlife Habitat Community- Callawassie Island. All 27 Holes of Tom Fazio Designed golf were completely renovated.( Golf is optional).

27 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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.

$4,495,000
5 Beds 6 Baths 5,366 SqFt. HILTONHEAD-501816 MLS
This exceptional Spring Island residence offers the rare opportunity to have a dock on deep water. The dock features a float and boat lift, providing convenient access for boating enthusiasts to explore the surrounding waterways with ease. This 5-bedroom, 5-and-a-half-bathroom home provides an idyllic retreat for both relaxation and recreation. Upon entering, guests are greeted by an atmosphere of refined elegance and breathtaking vistas, with sweeping views of Chechessee Creek gracing nearly every room. The heart of the home is the fabulous kitchen, a chef's delight equipped with state-of-the-art appliances, custom cabinetry, and ample space for culinary endeavors. Entertaining is effortless with both formal and casual dining areas, providing the perfect setting for intimate gatherings or lively soirées. For moments of tranquility, retreat to the screened porch, complete with a cozy fireplace, where gentle breezes and the soothing sounds of nature create an ambiance of pure bliss. Located above the garage, the fifth bedroom and bathroom offer a secluded sanctuary for visiting guests, ensuring privacy and comfort. Throughout the home, meticulous attention to detail is evident, with every aspect maintained to the highest standard of excellence. Conveniently situated close to the island's amenities, residents have access to a plethora of recreational pursuits, courtesy of the Spring Island Club. From the Arnold Palmer golf course and equestrian facilities to sporting clays, a fitness center, and tennis courts, there's something for every enthusiast. Additional offerings include croquet and pickleball, an Art Center, and a variety of boating and fishing opportunities, providing endless avenues for leisure and enjoyment. With its unparalleled amenities, breathtaking views, and meticulous attention to detail, this Spring Island residence epitomizes coastal luxury, offering a rare blend of sophistication and tranquility for the discerning homeowner. PLEASE NOTE: Two of the photos are digitally staged (one of the living room and one of the dining area). These are to give ideas only and does not represent the furniture or paint currently in the home.

38 John Cochran Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

$1,495,000
4 Beds 5 Baths 3,761 SqFt. HILTONHEAD-500993 MLS
Brand-new construction completed December 2025 in the heart of Berkeley Hall. This Magnolia A Elevation at 80 Clifton Drive offers 3,761 square feet of thoughtfully designed living space with 4 bedrooms, 4 full baths, and a powder room. The two-story layout features an open, light-filled floor plan ideal for both everyday living and entertaining, with beautifully appointed finishes throughout and generous bedroom suites for family and guests. Located within Berkeley Hall, a prestigious gated golf community in Bluffton, residents enjoy two championship golf courses, a world-class fitness center and spa, racquet sports, tennis, resort-style pool, dining, and a deep-water dock. Just minutes from Old Town Bluffton, Hilton Head Island, and Savannah. Move-in ready. Exceptional value. An outstanding opportunity to own new construction in Berkeley Hall.

80 Clifton Drive, Okatie

Listing courtesy of Sea Glass SC, LLC.

$1,249,000
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.

$430,000
3 Beds 2 Baths 1,604 SqFt. HILTONHEAD-454716 MLS
Seller offering a closing credit of $75,000 with acceptable contract. All options open for either a primary home, 2nd home or investment property. This private setting Heron Walk Villa, set within beautiful mature landscaping, has views of Golf( rear) and Lagoon(front)! Golf Cart Garage and long driveway. Roof- 2023, recent bathroom renovations to both Primary Bath and Guest Bath. All plumbing water piping recently replaced. Screen porch and a separate Carolina Room/Sun Room( approx. 115 sq. ft.-unheated).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.

45 Heron Walk, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$25,000
HILTONHEAD-454628 MLS
Imagine crossing the causeway each day and coming home to your own Lowcountry island retreat. Set on approximately .66 wooded acres and just one lot back from the river, 3 Shellfish Lane offers a rare opportunity to build in the serene, gated community of Callawassie Island. Mature trees, natural beauty, and the peaceful rhythm of island life create a setting that feels tucked away from the world-while still offering an exceptional lifestyle. Recognized as an Audubon Certified community, Callawassie Island offers a rare blend of refined amenities and laid-back Lowcountry charm. This is an opportunity for the buyer ready to build a meaningful home in one of the area's most distinctive private island settings. A beautiful home rendering is available to inspire what could be built on this special homesite by H2 Builders of Bluffton, one of the Lowcountry's premier luxury custom builders. The rendering is conceptual only, and the home is not included in the sale, but it offers a glimpse of the possibilities for creating a custom island retreat. Life on Callawassie Island is centered around luxury, nature, and connection. Residents enjoy 27 holes of Tom Fazio golf, tennis, pickleball, fitness facilities, pools, dining, boating, kayaking, fishing, and an active social calendar-all surrounded by tidal waters, moss-draped oaks, and abundant wildlife. Learn more about the Callawassie Island lifestyle , then contact Beth Ann Dickie to explore the possibilities at 3 Shellfish Lane.

3 Shellfish Lane, Okatie

Listing courtesy of EXP Realty LLC.

$799,000
4 Beds 4 Baths 2,841 SqFt. HILTONHEAD-453887 MLS
This Berkeley Hall home has been thoughtfully refreshed and is truly move-in ready, with furnishings removed, fresh interior paint, and a professional deep cleaning creating a light, bright, and welcoming atmosphere. Blending timeless Lowcountry architecture with an open, flowing floor plan, the home is designed for effortless everyday living and entertaining.A sun-filled foyer opens to the spacious great room, where custom built-ins and a gas fireplace create a warm focal point. The adjoining kitchen features granite countertops, stainless steel appliances, abundant workspace, and seamless access to the main living areas.Outdoor living is equally inviting with an expansive screened lanai offering a covered dining area, outdoor kitchen, and relaxing spa-perfect for entertaining or unwinding in privacy.The primary suite is a peaceful retreat with dual walk-in closets, a soaking tub, and direct access to the patio. A private office with a full bath and closet provides exceptional flexibility and can easily serve as a fourth bedroom. Two additional guest bedrooms share a well-appointed ensuite bath.Additional features include a spacious laundry room and a two-car garage with a dedicated golf cart bay.Ideal as either a full-time residence or a lock-and-leave getaway, this home offers a carefree lifestyle with landscaping and select exterior maintenance included in the POA fees. Enjoy all that Berkeley Hall has to offer from one of the community's most desirable neighborhoods.Some photographs have been virtually staged.

86 Hopsewee Drive, Okatie

Listing courtesy of Charter One Realty.

$3,395,000
4 Beds 5 Baths 4,505 SqFt. HILTONHEAD-447902 MLS
Situated on 3.19 acres of Lowcountry charm, this Charleston style home includes 4 bedrooms, 3 full baths and 2 half baths with 4,515 sq. ft. of an open floor plan. The home offers privacy and breath-taking views of the marsh and river with high ceilings, exquisite millwork and a renovated gourmet kitchen. The master suite, with an en-suite bathroom, feeds into a well-placed laundry room. A stunning spiral staircase leads to an office and three additional bedrooms and two full baths. The home includes a finished bonus room above the garage with extra storage. A screened porch overlooks a water feature and a native plant butterfly garden. A three-car garage and a separate shed provide enough space for gardening or simply storage. The property is also equipped with a whole home generator. HOA Amenities: Guard Gated, Palmer designed golf course, Tennis/Pickleball/ Croquet, Sports Complex, Two pools, Two Restaurants, Community boat docks, Equestrian facility, Sporting Clay Range, 30 miles of Hiking Trails and a fully staffed Nature Center.

224 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$595,500
4 Beds 3 Baths 2,720 SqFt. HILTONHEAD-446580 MLS
Accessible Lowcountry Living on beautiful Callawassie Island! Located on quiet, desirable Osprey Circle, this well-established home is surrounded by towering pines, palms and classic island charm. This quality constructed home, built by the Tilton Group, offers over 2,700 finished square feet, the flexible layout includes wide-plank flooring, attic foam insulation, crawlspace encapsulation, and remodeled kitchen (2019). The living room with fireplace flows to the dining area, breakfast nook, and screened porch with tranquil lagoon views. Designed for easy, single-level living, the primary suite is privately situated opposite two guest bedrooms. A spacious bonus room with en-suite bath over the garage provides ideal flexspace for guests, office or den. Thoughtfully laid out and ready for personal touches, this home offers space, privacy, and opportunity in one of Callawassie's most sought-after locations. Enjoy renowned Island amenities including golf, tennis, pickleball, fitness center, docks, clubhouse dining, 24-hour gated security, and a vibrant social community, all conveniently located between Hilton Head, Bluffton and Beaufort.

63 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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