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$639,000
3 Beds ⋅ 3 Baths ⋅ 2,124 SqFt. ⋅ HILTONHEAD-502292 MLS
Enjoy the Callawassie Island Lifestyle, within the popular Club Cottage Section, as a Primary Home or 2nd Home with rental/investment potential. Ideally located within a short walk to Tennis, Tennis Pro-Shop & Pickleball Courts, Fitness Facility, Pool, Main Clubhouse, Golf Pro Shop and Golf Practice Facility. This well-conditioned home, with an open floor plan, exudes comfort and functionality. Tranquil pond and private Golf views of the Dogwood #1 hole. All piping replaced 2025. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf with total privacy and security. Furnishings are negotiable.

50 Callawassie Club Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,505,000
4 Beds ⋅ 5 Baths ⋅ 3,427 SqFt. ⋅ HILTONHEAD-503205 MLS
Move-in Ready! Introducing the first Dogwood plan to debut in Berkeley Hall. Located at 86 Clifton Drive (Lot 139), this newly constructed home offers 3,420 square feet with 4 bedrooms and 4.5 baths, set on a wooded homesite-a rare find within the community. Show-stopping curb appeal, thoughtful design, and exceptional privacy on one side of the property set this home apart. Anticipated completion January 2026. Enjoy all that Berkeley Hall has to offer, including two championship golf courses, world-class amenities, and an unmatched Lowcountry lifestyle. A unique opportunity to own a brand-new home with privacy, presence, and prestige.

86 Clifton Drive, Okatie

Listing courtesy of Sea Glass SC, LLC.

$729,000
4 Beds ⋅ 4 Baths ⋅ 2,522 SqFt. ⋅ HILTONHEAD-503008 MLS
This home is situated at the end of the cul de sac in the club cottage section where you can have short or long term rental. This private lot has golf views. Enjoy one floor living that has 2 bedrooms plus den with extra bedrooms upstairs for your visitors. Enjoy the outdoors with the front porch as well as a screen porch. Exterior painted (2024), Roof (2015), Remodeled primary bath with heated floor and heated towel bar (2021), double sided fireplace in great room and primary bedroom, New electrical panel with surge protector (2024), tankless hot water heater, compressor (2024), newer appliances with induction cooktop, double ovens. New garage door. Callawassie Island is a Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. 6 tennis courts, pickleball courts, Bocce courts, dog park, 27 hole Golf course & 24/7 gated security.

42 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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

24 Tabby Point Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,100,000
2 Beds ⋅ 3 Baths ⋅ 1,585 SqFt. ⋅ HILTONHEAD-503117 MLS
Surrounded by majestic Live Oaks and overlooking the 12th fairway of Old Tabby Links, this property offers a beautifully finished guest cottage and an elegant retreat. Take advantage of the cottages in place or expand and build your dream home on this expansive 1.96 acre lot. Both structures in place feature brick exteriors, custom mahogany doors, concrete tile roofs, and premium oak flooring. Recent enhancements include a fenced dog run and a screened porch. The two bedroom guest cottage offers baths finished in cream marfil and travertine, charming bedroom alcoves, a well equipped living area with under counter refrigerator and freezer, a brick accent wall, and a full size washer and dryer. The Retreat provides a refined escape with the flexibility to be an additional sleeping area with a full bathroom featuring exquisite paneling and trim, a wet bar, and views of the golf course. With a flat screen TV above the fireplace, it is an ideal place to relax and unwind.

30 Bee Tree Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$899,000
3 Beds ⋅ 3 Baths ⋅ 2,925 SqFt. ⋅ HILTONHEAD-502830 MLS
Enjoy amazing sunsets from almost every room of this marsh front home. One level home with primary bedroom on one side and 2 bedrooms on the opposite side with a jack and jill bathroom. Double sided fireplace in family room and screen porch. This home offers living room, dining room, eatin kitchen, family room and Office/library for your enjoyment. 2 car garage and golf cart garage. This private gated Island Community offers Clubhouse, River Club , fitness center, 2 pools, kayak dock. Six Har-Tru Tennis courts, bocce courts, pickleball courts, dog park, 27 holes of Tom Fazio designed Golf courses and 24/7 gated security.

25 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$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.

$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.

$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.

$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.

$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.

$1,450,000
5 Beds ⋅ 4 Baths ⋅ 4,712 SqFt. ⋅ HILTONHEAD-452567 MLS
Experience Lowcountry living at its finest in this beautifully updated waterfront home on Callawassie Island. With 4+ bedrooms and a 3+ car garage, there’s room for everyone and everything. Fresh new stucco adds timeless appeal, while panoramic views of the Colleton River and its marshes set a stunning scene. Enjoy the ever-changing tides and wildlife - including dolphins playing just beyond your backyard. This is more than a home - it’s a front-row seat to nature’s splendor in one of Bluffton’s most treasured communities.

15 Tabby Point Lane, 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.

$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.

$2,750,000
4 Beds ⋅ 6 Baths ⋅ 4,895 SqFt. ⋅ HILTONHEAD-443882 MLS
Nestled in the privacy of Spring Island, this home offers luxurious living with beautiful views of Lower Goose Pond. This property features a meticulously crafted main house with 3 bedrooms, 3.5 baths, and exquisite pine wood flooring. Above the detached garage, guests will find comfortable quarters including a full bathroom and half bathroom, ensuring privacy and convenience. Step out to the screened porch to discover serene living spaces. Residents of Spring Island enjoy exclusive access to world-class amenities such as golf, equestrian facilities, tennis courts, boating, arts, and scenic trails. All info is deemed correct, buyer to verify.

181 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$49,000
HILTONHEAD-442198 MLS
Build your dream home on this .36 acre corner homesite in the coveted Club Cottage Section of Callawassie Island. Overlooking the newly renovated Dogwood #4 with an abundance of privacy from the beautifully maintained landscaping and woods beyond. Near to all of Callawassie's amenities! Experience the unparalleled island lifestyle of Callawassie. 24/7 Secured Gate, 2 Heated/Cooled Pools, Deep Water Docks, Dining, Fitness Facility, Tennis, Pickleball, & 27 holes designed by Tom Fazio (Optional). Club Cottages are a perfect Primary/2nd Home or Investment property for short/long term rentals.

23 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$49,000
HILTONHEAD-413216 MLS
Among the last remaining marsh front homesites available in Callawassie Island! Enjoy the Callawassie Island and build your dream home with water views. This wooded .77 acre homesite has views overlooking the marshes of the Chechessee Creek and a scenic lagoon. Natural and private setting on a short cul-de-sac street.

5 Woodstork Watch, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

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