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$2,600,000
1 Beds 2 Baths 1,070 SqFt. HILTONHEAD-503981 MLS
1 Straight Road is a meticulously designed 10 acre equestrian estate showcasing exceptional quality throughout. The property features four irrigated Bahia grass paddocks, each equipped with automatic waterers connected to city water. One paddock, conveniently located near the barn, includes a 60 foot round pen. At the heart of the property is an award winning four stall center isle barn with spacious living quarters above. The barn offers two full size 12x14 stalls on each side, all with direct access to outside turnout. The ground level includes equipment and carriage storage, a conditioned office, full bath, tack room, feed room, and a covered wash stall, providing both functionality and comfort. Upstairs, the 1,120 square foot apartment features a living room, dining area, bedroom, bathroom, and a generous screened porch, creating a private and inviting residence overlooking the grounds. Near the entrance to the property is a separate storage barn with two bays and covered horse trailer parking. Attached is a conditioned greenhouse, and nearby sits a well organized garden with fifteen raised beds, all enclosed by an eight foot fence for protection. A tour of 1 Straight Road makes it clear that no detail was overlooked. This is a thoughtfully planned equestrian complex where quality craftsmanship and careful design come together seamlessly.

1 Straight Road, Okatie

Listing courtesy of Spring Island Realty LLC.

$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.

$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.

$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).

$1,475,000
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.

$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.

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