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$2,100,000
6 Beds ⋅ 6 Baths ⋅ 3,557 SqFt. ⋅ HILTONHEAD-502349 MLS
A once-in-a-generation opportunity to own one of the Lowcountry's most remarkable waterfront estates. 42 Robert Ingram on Fox Island spans approximately 12 private acres with over 1,600 feet of scenic shoreline and a private deep-water dock providing direct access to the waterways. The property features two homes, including one beautifully renovated residence and a second home ready for restoration, along with a barn/workshop full of character and potential. A private lake, pig pen, chicken and duck pens, and expansive open spaces create the perfect blend of waterfront living and country charm. Whether you're seeking a family compound, private retreat, or a place to create memories for generations to come, the next chapter of Fox Island is waiting to be written.

42 Robert Ingram Court, Okatie

Listing courtesy of Moul, REALTORS®.

$2,550,000
4 Beds ⋅ 4 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-510850 MLS
A Legacy Lowcountry Property Hidden in Plain Sight. Some properties are measured in square footage. Others are measured in feeling. Rabbit Island belongs to the latter. This is one of Bluffton's rarest waterfront offerings! There are places in the Lowcountry that feel almost untouched by time and Rabbit Island is one of them. A legacy estate tucked near the end of Pinckney Colony Road beyond the daffodil fields and beneath the canopied oak drive- 90 Calhoun Plantation offers an extraordinarily rare 2.24-acre island-like retreat surrounded by sweeping marsh, oyster banks, conservation land, and nearly 360-degree views of the Colleton River. Accessible by a short private causeway, this secluded waterfront sanctuary captures the quiet, natural beauty that has defined Bluffton's riverfront landscape for generations. Completely renovated in 2020, the 4 bed, 4-bath residence blends relaxed Lowcountry comfort with everyday livability. An airy "Oyster House" like open floor plan, gourmet kitchen, brick fireplaces, and expansive porches create a warm and inviting setting for family, guests, and riverfront entertaining. Outside, the property becomes something even more special for the boater, angler, naturalist, or preservation-minded buyer, Rabbit Island offers a lifestyle that cannot be duplicated- a true sportsman's & nature lover's retreat with a private dock, float, pier, & 10,000-lb lift, offering exceptional boating access to the Broad River, Port Royal Sound, Hilton Head, Savannah, & the Atlantic. The offering includes two parcels, creating added flexibility and potential for an additional structure. A workshop with plumbing & electricity, equipment shed, covered parking, two-stall barn, & fenced paddocks further enhance the property's utility & character. Set within one of Bluffton's most distinctive agricultural riverfront corridors, Rabbit Island is not simply a home or parcel. It is a legacy property- private, historic, naturally beautiful, & nearly impossible to recreate.

90 Calhoun Plantation Road, Okatie

Listing courtesy of Coldwell Banker Access Realty.

$4,375,000
6 Beds ⋅ 7 Baths ⋅ 7,636 SqFt. ⋅ HILTONHEAD-507884 MLS
Nestled on over three acres of beautifully wooded waterfront land overlooking scenic marshes out to the Colleton River, this magnificent Victorian-style estate features, more than 8,000 square feet of timeless elegance and careful craftsmanship. From the moment you arrive, the thoughtfully landscaped graceful central courtyard welcomes you. Surrounded by mature trees, and the tranquil sounds of nature, this property offers rare privacy and the best of refined Southern living - a special opportunity to own a grand waterfront estate where history, craftsmanship, and natural beauty meet.The primary residence with its unobstructed and protected view boasts stately architecture, intricate millwork, hand hewn oak flooring and the warmth of exquisite paneling throughout. The spacious formal and casual living areas blend historic charm with modern comfort. The chef's kitchen has a practical and purposeful attached secondary prep room. Specialty lighting and fixtures and imported tiles throughout. Large windows and inviting verandas frame sweeping views of the river and surrounding marshes, creating a sense of serenity in every room. The expansive second-floor covered deck provides the perfect vantage point for relaxing with morning coffee. The two upstairs bedrooms feature individual bathrooms and dressing spaces. A shared tidal dock with private float offers direct access for boating, kayaking, fishing, crabbing or simply enjoying the natural beauty of the Low Country waterfront. The second dwelling on the estate features three-bedrooms, three ensuite baths, a complete full kitchen, and a lovely veranda, providing family and guests with a private retreat that mirrors the charm and quality of the main residence. The second floor bedroom is complete with two sets of built in bunk beds and a large living area. Additionally, the property has a studio building which features a two-car garage with a spacious flex space offering endless possibilities with its convenient full bath and kitchenette.

25 Goose Pond Circle, Okatie

Listing courtesy of Spring Island Realty LLC.

$750,000
1 Beds ⋅ 1 Baths ⋅ 592 SqFt. ⋅ HILTONHEAD-507834 MLS
Charming marshfront cottage with a private dock! This freshly painted 1-bedroom, 1-bath home is set on a spacious 0.7-acre lot, offering stunning marsh views and direct water access. Enjoy true Lowcountry living with your own private dock-perfect for boating, kayaking, crabbing, or taking in breathtaking sunsets. The property offers endless possibilities, whether you're looking for a peaceful weekend retreat, investment opportunity, or an ideal homesite to build your dream waterfront residence. With no POA fees and a highly desirable location, this is a rare opportunity to own a flexible and charming piece of waterfront property.

141 Cherry Point S Road, Okatie

Listing courtesy of Charter One Realty.

$1,399,000
3 Beds ⋅ 3 Baths ⋅ 2,167 SqFt. ⋅ HILTONHEAD-507554 MLS
There is a finite number of river waterfront properties left. This property is for the person who understands the value in obtaining 260 feet of riverfront now. The community is a rural neighborhood hidden from the bustling activity of hwy. 170. This is not just a home for sale, it is a way of life. Nearly 1 acre on the tidal waters of the Okatie river with a privacy fenced-in yard, TWO lots, private dock, boat lift, guest house & 3 outbuildings. Go crabbing or shrimping or fishing off your own private dock. Go boating to the Okatie, Colleton River or Broad River. The main house is on one lot along w/the Guest house & the dock. The second lot #16, 137 Cherry Point Rd., has been kept separate w/the county so you could sell it or build another dwelling or leave it as is. The main house has a charming cottage feel with Lowcountry designed front veranda and rear screened porch. The downstairs has real heart of pine floors throughout. Open floorplan for easy gatherings with friends and family gathered around your gas fireplace in your large living room. Both the living room and the master bedroom open out onto the screened porch. You will find yourself spending many days and many evenings here sipping coffee or cocktails and enjoying breezes you have only dreamed of. The master bedroom is downstairs w/2 guest rooms upstairs. The adjacent Guest house is your 4th bedroom efficiency w/living area, kitchenette & full bath as well as a rear patio. Don't let this one slip away. Owner SCRE.

139 Cherry Point Road, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$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.

$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.

$2,245,000
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.

$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.

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