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$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.

$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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