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852 Destiny Drive, Okatie
$394,500
2 Beds ⋅ 2 Baths ⋅ 1,403 SqFt. ⋅ HILTONHEAD-504892 MLS
Modern, refined, and move in ready in Sun City Hilton Head, this beautifully upgraded 2022 Compass model delivers style, comfort, and privacy in one exceptional package. Offering 2 bedrooms plus a private office flex room and 2 full baths across 1,403 square feet, this thoughtfully designed home lives far beyond its footprint. Luxury Vinyl Plank flooring flows seamlessly throughout with no carpet, creating a clean, contemporary aesthetic. The open concept living area is anchored by a custom electric fireplace with wood surround, adding warmth and architectural interest. The kitchen makes a statement with granite countertops, tile backsplash, stainless steel appliances with gas range, white cabinetry paired with a contrasting gray island, soft close drawers, pull outs, updated lighting, and a window overlooking a peaceful wooded backdrop. The primary suite offers a spacious walk-in closet and a beautifully appointed bath with dual quartz vanities and a frameless floor to ceiling tiled shower complete with bench, transom window, and dual shower heads. Outdoor living includes a covered screened porch and extended patio designed for relaxing or entertaining. Residents of Sun City Hilton Head enjoy championship golf, resort style pools, fitness centers, pickleball and tennis courts, scenic walking trails, and a vibrant calendar of clubs and community events.

852 Destiny Drive, Okatie

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

190 Pickett Mill Boulevard, Okatie
$495,000
5 Beds ⋅ 3 Baths ⋅ 2,628 SqFt. ⋅ HILTONHEAD-504818 MLS
Welcome to this move-in-ready 5-bedroom, 3-bath home in the heart of Bluffton's thriving New Riverside corridor, just minutes from New Riverside Village and Barn Park. Enjoy easy access to trails, playgrounds, shopping, dining, and everyday conveniences. The open-concept design features an eat-in kitchen with granite countertops, stainless steel appliances, and ample cabinetry, flowing into bright living and dining spaces with wood flooring. A flexible formal dining room or office adds versatility. The spacious primary suite offers a private retreat, while the 5th bedroom or bonus room is perfect for guests, work, or play. Relax on the screened porch overlooking long lagoon views or entertain on the patio. Located in Mill Creek at Cypress Ridge with pools, pickleball, tennis, fitness center, playground and so much more. WELCOME HOME!

190 Pickett Mill Boulevard, Okatie

Listing courtesy of The Agency Hilton Head. Selling Office: Keller Williams Realty.

155 Dawnbrook Court, Okatie
$810,000
3 Beds ⋅ 3 Baths ⋅ 2,450 SqFt. ⋅ HILTONHEAD-504806 MLS
Nearly new Stardom model with beaucoup upgrades in fabulous location. The upgrades start with the widened driveway, cozy front porch, hardy-plank siding, brick trim and landscape lighting as you approach the home. A generous foyer, Luxury Vinyl Planks in living areas draws you in. A spacious den/office is just inside the front door. The gourmet kitchen boasts counter level seating with pendant lighting, quartz countertops, convection mw/oven combo, SS appliances, pantry with wood shelving and bar area with wine refrigerator. Family room is open to the kitchen and dining area for great entertaining space. A remote gas fireplace with glass doors and blowers adds evening ambiance or warmth on those chilly mornings. Built-in cabinets on either side of the fireplace for displaying mementos. Tray ceiling, crown molding and ceiling fan in family room. Primary suite with tray ceiling, quartz countertops, dual vanities, super shower and walk-in closet. 2 guest bedrooms and on opposite side of the house allows for extra privacy. Step through the expanding slider from the family room into the enlarged, screened and vinyl-paneled porch with a mini split for year-round use. From there you can step out onto the pavered patio. The lagoon to nature preserve view can be enjoyed from the primary suite, guest bedroom, patio, porch, family room and kitchen. The laundry room has multiple cabinets and counter space. The 3-car oversized garage is equipped with a generous storage system in addition to floored attic storage space accessed by pull down stairs. Special additional features include: insulated garage door, whole house water filtration system, landscape watering system for bushes and planters, CPI security system, whole house dehumidification system, water line for a garage refrigerator, gas line in back for a grill and/or fire pit, 2 coats of quality paint on all interior doors, trim, walls and ceilings.

155 Dawnbrook Court, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Coldwell Banker Realty.

116 Slater Street, Okatie
$260,000
2 Beds ⋅ 3 Baths ⋅ 1,224 SqFt. ⋅ HILTONHEAD-504682 MLS
Welcome Home! This beautifully maintained 2 bed, 2.5 bath townhome in the desirable Cypress Ridge community, offers the perfect blend of comfort, style, and convenience. Fresh interior paint, newer appliances, and a brand new roof provide peace of mind. The main level features durable LVP flooring, a spacious living area, and a functional kitchen ideal for entertaining or everyday living. Upstairs, the primary suite boasts a private balcony retreat, while the 2nd bedroom includes its own ensuite bath for added privacy. Relax year-round on the screened-in porch. Community amenities are unmatched, featuring a resort-style pool with lazy river and splash pads, a second pool, 3-story fitness center, tennis, basketball, and indoor pickleball courts, playground, leisure trails and dog park.

116 Slater Street, Okatie

Listing courtesy of Moul, REALTORS®. Selling Office: ERA Southeast Coastal.

4 Chechessee Circle, Okatie
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 2,791 SqFt. ⋅ HILTONHEAD-502916 MLS
Discover the pinnacle of Lowcountry living in this brand-new, 4-bed, 3.5-bath marsh front home by Sumerall Custom Construction. Sited on a quiet street and framed by 10 majestic live oaks, this 2,800-sq-ft heated home (4,139 total under roof) is a masterpiece of design and efficiency.The interior impresses with soaring ceilings, 8-foot solid core doors, custom crown molding, and engineered wood floors. The open living area, anchored by a gas fireplace, flows seamlessly to a screened porch overlooking the tranquil marsh.The gourmet kitchen is an entertainer's dream, featuring stunning quartzite countertops, Thermadore panel-ready appliances, and an island ice maker. A separate scullery with a beverage fridge and drawer microwave adds ultimate convenience.Retreat to the main-floor primary suite, offering a spa-like bath and an extraordinary 146-sq-ft custom walk-in closet with pocket door access to the large laundry room. Every bedroom includes a custom walk-in closet. A massive finished room over the oversized 2-car garage serves as a private fourth bedroom or guest suite, complete with a full bath.Built for resilience, the home is fortified with impact windows, full encapsulated spray foam, and a high-efficiency Trane 17 Seer HVAC system.This property is your invitation to the exclusive Callawassie Island lifestyle. As SC's first "Community Wildlife Habitat," residents enjoy world-class amenities, including 27-hole Tom Fazio championship golf course, two clubhouses and six har-tru tennis courts, pools, a fitness center, and pickleball courts, water docks for boating, fishing, and kayaking.All this is just minutes from Beaufort, Bluffton, and Hilton Head. Experience meticulous craftsmanship in a serene setting. Currently under construction with an expected finish in January 2026, offering the opportunity to enjoy a brand new Lowcountry home in the new year. OSCREA

4 Chechessee Circle, Okatie

Listing courtesy of Engel & Volkers. Selling Office: Coastal Real Estate Solutions II.

226 Eaglecrest Drive, Okatie
$590,000
3 Beds ⋅ 2 Baths ⋅ 2,411 SqFt. ⋅ HILTONHEAD-503595 MLS
**Price Improved - Now Offered at $624,500 plus $10,000 buyer incentive offered towards closing cost assistance!** Welcome to 226 Eaglecrest Drive, a spacious and beautifully maintained Napa Valley model in the desirable Wildlife Bay neighborhood of Sun City Hilton Head. Ideally located near the Argent Lakes Amenities Center, this home makes it easy to enjoy everything Sun City living has to offer - fitness, swimming, golf, pickleball, clubs, activities, social events, and everyday golf-cart convenience. Designed for comfortable retirement living, this 3-bedroom, 2-bath home offers 2,411 square feet and a bright, open-concept layout perfect for entertaining family and friends. The kitchen flows easily into the main living area and breakfast space, while the formal dining room provides a welcoming setting for gatherings. A separate den adds even more flexibility for relaxing, reading, hobbies, or quiet conversation. The current owners created an office space within the third bedroom, making it ideal for working from home, crafting, music, or a favorite hobby. It can be easily converted back to a true third bedroom with convenient access to the second full bath, giving the next owner flexibility to use the home in a way that best fits their lifestyle. The spacious primary suite features a walk-in closet and private bath with standing shower, while the guest bedroom offers comfortable space for visitors. Enjoy peaceful Lowcountry evenings on the screened porch overlooking the wooded backyard. Additional highlights include a 2-car garage with a dedicated golf cart bay, plus a walk-up floored attic for generous storage. With its improved price, desirable location, flexible floor plan, and easy access to the active Sun City Hilton Head lifestyle, this home is ready for someone's next beautiful chapter in retirement living.

226 Eaglecrest Drive, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Realty One Group - Lowcountry.

248 Spring Island Drive, Okatie
$3,495,000
5 Beds ⋅ 5 Baths ⋅ 5,629 SqFt. ⋅ HILTONHEAD-504128 MLS
Locаted along thе еdge οf Ѕрring Ιѕland, where marsh meetѕ the Cοlleton River, 248 Spring Island Drive offers refined Lowcountry living on 2.68 acres with expansive marsh-to-river views extending toward Port Royal and Parris Island. This 5,629-square-foot residence includes 5 bedrooms and 4.5 baths and is thoughtfully designed to maximize natural light, privacy, and seamless indoor-outdoor living. A defining feature of the home's design is the way river views are intentionally drawn through the center of the residence. The great room showcases reclaimed wood flooring, a soapstone fireplace with custom built-ins, and large windows that frame the surrounding landscape. This space opens directly to a four-season screened porch, perfectly positioned to capture sweeping marsh and river views. The dining room flows into an open den and the kitchen, creating an ideal layout for entertaining. The kitchen features leathered granite countertops, a wood-topped center island with induction cooktop, custom cabinetry with a paneled refrigerator, a wet bar, and a concealed 500-bottle temperature-controlled wine cellar. A secondary back kitchen and laundry area, hidden behind a sliding barn door, lead to a grilling patio for added convenience. An expansive artist's studio with separate HVAC and French doors opening to the gardens and river is located on the main level, offering flexible space for creative work, a home office, or additional living area. This wing also provides access to the two-car garage with golf cart bay. Upstairs guest accommodations include two ensuite bedrooms, one with a private balcony overlooking the water, along with a granite-topped kitchenette serving this level. An additional guest bedroom and a bunk room, accessed via the home's turret staircase, share a full bath-ideal for hosting family and guests. The primary suite is privately positioned to capture sunrise views over the river and features a spacious bedroom, dual walk-in closets with custom built-ins, a soaking tub, a walk-in shower, and a private office overlooking the front gardens. This exceptional property offers convenient access to Spring Island's golf, dining, equestrian facilities, deep-water access, and miles of nature trails, all while maintaining a tranquil and private riverfront setting.

248 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty.

29 Island Creek Drive, Okatie
$1,575,000
4 Beds ⋅ 5 Baths ⋅ 3,570 SqFt. ⋅ HILTONHEAD-504079 MLS
Designed for elevated coastal living and effortless entertaining, this custom residence is a masterclass in craftsmanship, scale, and thoughtful design. At its heart, a spectacular 21' x 41' Great Room seamlessly unites the living, dining, and kitchen spaces beneath a vaulted, beamed ceiling anchored by a gas fireplace. A dramatic 16-foot fully openable Andersen folding glass door dissolves the boundary between indoors and out, opening to a screened porch perfectly level with the main living space to create a true indoor-outdoor great room experience.The professional-caliber kitchen is both stunning and functional, centered around an expansive 9' island and outfitted with a full suite of Thermador appliances, including a refrigerator/freezer, double wall ovens, gas cooktop, drawer microwave, and dishwasher. Quartz countertops, a custom-built hood, designer tile backsplash, and a walk-in pantry elevate the space, while a dedicated wine refrigerator and sliding pass-through window provide seamless service to the outdoor grilling area.The screened porch itself is a showpiece, featuring retractable Phantom screens for unobstructed views, a vaulted ceiling, and a gas fireplace with a 200-year-old reclaimed barn mantel. Just beyond, the outdoor grill area includes a gas connection and stone counters for effortless entertaining.A private study sits behind frosted glass pocket doors, highlighted by a tray ceiling and shiplap red oak accent wall. The primary suite is a serene retreat, offering a tray ceiling, private terrace with sweeping sunrise views over the golf course, dual walk-in closets with custom built-ins, and a spa-inspired bath with soaking tub, dual vanities, and an oversized tiled shower.Two spacious first-floor guest suites, each accommodating king beds and featuring ensuite baths and shiplap accents, are thoughtfully separated for privacy. A well-appointed laundry room, owners' entrance, and oversized three-car garage with EV charging complete the main level. Upstairs, a large bonus room with private bath offers flexible living space, while an exceptional 500-square-foot conditioned storage room provides rare, full-height versatility. Additional features include, spray foam insulation, premium Andersen windows, wide-plank French oak floors, whole-house water filtration, and multi-zone HVAC, this home delivers luxury without compromise-designed for how people truly live.

29 Island Creek Drive, Okatie

Listing courtesy of SERHANT. Selling Office: Coastal Real Estate Solutions II.

32 Valleybrooke Court, Okatie
$605,000
3 Beds ⋅ 2 Baths ⋅ 2,071 SqFt. ⋅ HILTONHEAD-503983 MLS
Welcome to this beautifully appointed Martin Ray floor plan, offering 3 bedrooms, 2 bathrooms, a dedicated office/den, and 2,071 square feet of thoughtfully designed living space. Perfectly positioned on a premium lagoon-view homesite, this home delivers exceptional privacy along with expansive, tranquil water views. From the moment you step inside, the quality and attention to detail are evident. Hard-surface flooring throughout the main living areas (no carpet), tile in the bathrooms, and two-piece crown molding throughout create a clean, refined, and finished feel.The heart of the home is the stunning, chef-inspired kitchen, featuring upgraded gray cabinetry, quartz countertops, a bold black backsplash, built-in oven and microwave, gas cooktop, stainless steel vent hood, and stainless steel appliances-ideal for both everyday living and entertaining.The owner's suite is a true retreat, complete with dual quartz vanities and a luxurious zero-entry walk-in shower that blends elegance, comfort, and accessibility.One of the home's standout features is the large screened porch with a beautiful herringbone paver floor, perfectly overlooking the expansive lagoon. This inviting outdoor space is ideal for morning coffee, evening relaxation, or entertaining while enjoying the peaceful Lowcountry setting.Additional upgrades extend to the garage, which includes finished flooring, an insulated garage door, and permanent walk-up attic stairs, providing excellent storage. Energy efficiency was thoughtfully prioritized with TechShield radiant barrier roof decking (keeping attic temperatures up to 30 degrees cooler), a tankless water heater, and a high-efficiency 15 SEER HVAC system, helping ensure year-round comfort and lower utility costs.Tucked away on a quiet street with cul-de-sacs on both ends, there is no drive-through traffic-offering a peaceful setting while remaining extremely convenient to Town Square, the Lake House Amenity Center, and the exciting new East Argent amenities coming soon. Enjoy the unmatched lifestyle Sun City Hilton Head is known for, with world-class amenities, golf, fitness centers, pools, miles of walking trails, clubs, and activities, all within one of the Lowcountry's most sought-after active adult communities.This is more than a home-it's a lifestyle opportunity, combining premium lagoon views, extensive upgrades, energy efficiency, and an exceptional location.

32 Valleybrooke Court, Okatie

Listing courtesy of SERHANT. Selling Office: Keller Williams Realty.

1 Straight Road, Okatie
$2,100,000
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.

16 Boyds Landing, Okatie
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 3,500 SqFt. ⋅ HILTONHEAD-503555 MLS
Exquisite custom Lowcountry home featuring Brazilian pecan hardwood floors and plantation shutters throughout the main living areas. A chef's kitchen with gas range opens seamlessly to the living room, showcasing tranquil lake views. The main-level primary suite offers a spa-inspired bath, complemented by a private office and guest suites with ensuite baths. A separate in-law or guest suite above the oversized garage provides exceptional flexibility and storage. Enjoy peaceful lake and protected wooded views from the screened porch, outdoor fireplace, grilling area, and backyard. Located in Oldfield, an exclusive 860-acre riverfront community recognized by Audubon International. Seller's VA loan may be assumable with lender approval.

16 Boyds Landing, Okatie

Listing courtesy of Keller Williams Realty. Selling Office: The Agency Hilton Head.

39 Callisto Road, Okatie
$359,900
2 Beds ⋅ 2 Baths ⋅ 1,438 SqFt. ⋅ HILTONHEAD-503405 MLS
New 30 year Architectural Shingle Roof with Transferable Warranty for New Owner. (May 2026) A home you'll want to see in person! This fabulous Primrose is (1,438 sq.ft + @15x16 porch). With a freshly painted interior and all Smooth Ceilings (No popcorn), this home flows into an extended screened gathering area. The home's setting is both private and quiet. From living areas to dining and outdoor space there is an open but connected feel. Family and friends will enjoying song birds with coffee on this wonderful lanai. The home has 2 bedrooms, 2 bathrooms, and a dedicated office/flex room that can easily function as an optional 3rd bedroom when needed. It is both functional and inviting. New LPV in main living area and office/flex space. Newer carpet in master bedroom. Plantation shutters in great room and Crown molding throughout the home. The large kitchen at the heart of the home, features ample storage cabinets with a separate pantry. Gas range. Plus enough counter space for multiple chefs. The Bay Window in the Primary Suite create a retreat that overlooks the private backyard. The En-suite bath features dual vanities and a separate shower. Plus a walk-in closet. The split floor plan offers privacy for your guests with a large bedroom and bath. The laundry room with washer & dryer is in a convenient central location. Two car Garage has a folding garage screen for ventilation and privacy plus pull-down stairs w/ some floored storage. There is also a convenient utility sink. Roof 2026, HVAC 2021. Interior painted 2022, Exterior soft wash 2026. Enjoy all that Sun City has to offer, including multiple pools, fitness centers, golf, pickleball and tennis, wood working shop, walking trails, clubs, dining, and a full calendar of social activities.

39 Callisto Road, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Engel & Volkers.

1 Tabby Point Lane, Okatie
$1,622,500
5 Beds ⋅ 5 Baths ⋅ 3,812 SqFt. ⋅ HILTONHEAD-503120 MLS
Discover Lowcountry living at its finest on highly sought-after Tabby Point. Perfectly positioned on one of Callawassie Island's larger marshfront lots, this home captures sweeping views stretching from the tranquil marsh straight to the river. Set back from the street for added privacy, it also features a very large backyard, offering space rarely found in marshfront living. Whether you're savoring a quiet morning coffee or hosting at sunset, the vistas here are truly unmatched.The heart of the home is a chef's kitchen, offering extensive counterspace, abundant storage, and cabinetry that extends to the ceiling-ideal for cooking, entertaining, and everyday use. A large porch off the main living area invites you to relax outdoors while taking in the coastal scenery. Inside, a stunning custom oyster shell fireplace with a reclaimed mantle and matching shelves serves as a true focal point, adding warmth and Lowcountry character. The home also features a unique in-wall aquarium that can be enjoyed from two rooms, creating a beautiful and calming visual connection throughout the living space.The main level includes a spacious guest suite featuring a jacuzzi tub and walk-in closet, providing privacy and comfort for visitors. Upstairs, the primary suite becomes a private retreat with its own screened-in balcony overlooking the marsh-a peaceful place to unwind and enjoy the breezes. A convenient kitchenette is also located on the second floor, offering added comfort and functionality for the primary suite and upper-level living.This home offers exceptional flexibility with laundry rooms on both levels; the downstairs laundry space can also serve as a wine room or back kitchen depending on your needs. Ample storage runs throughout the property.Outside, enjoy a firepit area and a floating dock perfect for launching kayaks or paddleboards, allowing effortless access to the surrounding waterways right from your backyard. A 2-car garage plus an oversized golf cart garage ensures plenty of room for vehicles, recreational gear, and workshop space.With its rare lot size, elevated views, and thoughtful layout, this home delivers an exceptional island lifestyle paired with the comforts of country club living. Callawassie Island amenities include 2 pools, 2 deep-water docks, 2 community kayak/crabbing docks, pickleball, tennis, bocce, 27 holes of championship golf, multiple dining options, and a fully equipped fitness center.Owner is a SCREA.

1 Tabby Point Lane, Okatie

Listing courtesy of SERHANT. Selling Office: Coastal Real Estate Solutions II.

30 Bee Tree Drive, Okatie
$1,100,000
2 Beds ⋅ 3 Baths ⋅ 1,552 SqFt. ⋅ HILTONHEAD-503117 MLS
Surrounded bу majeѕtіc Ꮮіvе Oаkѕ and overlooking the 12th fаirwаy 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.

67 Osprey Circle, Okatie
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 2,406 SqFt. ⋅ HILTONHEAD-502817 MLS
Welcome to luxurious Lowcountry living in this stunning brand-new construction home by Artisan Custom Homes located on the serene and sought-after Callawassie Island. Thoughtfully designed to blend modern comfort with timeless coastal charm, this residence offers an exceptional lifestyle surrounded by natural beauty, world-class amenities, and the relaxed elegance of island living. Set on the quiet, picturesque Osprey Circle, the home welcomes you with sweeping views of mature live oaks, palmettos, and the island's protected natural landscape. Step inside to an open and airy floor plan featuring high ceilings, abundant natural light, and refined architectural details throughout. Expansive living and dining spaces flow effortlessly into a chef-inspired kitchen-ideal for both everyday enjoyment and effortless entertaining. The primary suite provides a peaceful retreat with spa-style comforts and tranquil views, while additional guest rooms offer privacy and flexibility for family or visitors. Outdoor living shines with a spacious screened porch with fireplace, perfect for morning coffee, evening breezes, or simply enjoying the island's abundant wildlife. Callawassie Island is renowned for its unmatched lifestyle-27 holes of Tom Fazio golf, top-tier tennis and pickleball facilities, two resort-style pools, deep-water docks, a state-of-the-art fitness center, and vibrant community events. With 24-hour security and breathtaking riverfront scenery, it's a place where nature, community, and luxury come together. This exceptional new home at 67 Osprey Circle offers the rare opportunity to experience the best of coastal South Carolina in a brand-new, move-in-ready residence.

67 Osprey Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Peirce Group Brokered by EXP Realty LLC.

3 Winding Oak Drive, Okatie
$750,000
3 Beds ⋅ 3 Baths ⋅ 2,104 SqFt. ⋅ HILTONHEAD-502751 MLS
Ideally located midway between Beaufort and Bluffton, this furnished, move-in ready Callawassie Island home was originally renovated in 2020 and thoughtfully improved again in 2025. Filled with natural light, it offers peaceful views of the Palmetto #4 green on the newly renovated Tom Fazio-designed course.The kitchen features VIKING stainless steel appliances, while a spacious screened porch creates an easy, inviting flow for everyday living and entertaining. A 2023 roof and Wi-Fi-enabled water heater add efficiency and peace of mind.Recent interior updates include solid wood closet shelving, new LED lighting, fresh interior paint, a whole-home audio system, four mounted TVs, and six Ring cameras. The foundation was reinforced with new footer supports in 2024 and passed follow-up inspection with no issues, with all prior inspection items addressed.Exterior improvements include freshly painted decks, stairs, and railings. Callawassie Island residents enjoy golf, deep-water docks, dining, fitness, pools, tennis, pickleball, bocce, and more.

3 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

61 Winding Oak Drive, Okatie
$865,000
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. Selling Office: Peirce Group Brokered by EXP Realty LLC.

21 Straight Road, Okatie
$2,250,000
4 Beds ⋅ 5 Baths ⋅ 4,717 SqFt. ⋅ HILTONHEAD-502394 MLS
A Refined 13+ Acre Lowcountry Equestrian Retreat on Spring Island - A long, oak-lined drive leads to this extraordinary 13.2-acre equestrian estate - an intimate compound within the private, gated community of Spring Island. The property features a main house, guest cottage, 2+ car garage with golf cart bay and potting shed, the Orvis retreat, an equestrian viewing gazebo, three-stall barn, and two large, fenced pastures plus one paddock around the stalls. The main residence offers a welcoming front porch with sweeping views of pastures and the barn. French doors open to a vaulted great room filled with natural light and fine craftsmanship. The chef's kitchen with dual islands and premium appliances flows into a keeping room anchored by a Savannah brick fireplace. A screened porch opens to gardens for year-round Lowcountry living. The primary suite includes a sitting area, spa-style bath, and private porch. Guest suite, laundry, and bright studio or "woman cave" complete the main living areas. A breezeway connects the main house to the garage and potting shed, ideal for gardeners and nature enthusiasts. The guest cottage offers front and back porches, a sitting area with kitchenette, and two ensuite bedrooms, providing privacy and comfort for family or friends. Across a wooden bridge, the Orvis Room "man cave" features a wraparound porch with outdoor fireplace overlooking a tranquil water feature. Inside, a great room, office, or bourbon room, and full bath create an ideal gathering place. The gazebo overlooks pastures, perfect for entertaining or watching dressage. The three-stall barn includes a tack room, bath, utility area, and space for future living quarters. Two large, fenced pastures and one paddock provide ample room for horses. Life on Spring Island is unlike anywhere else, offering 3,000 acres of preserved natural beauty and premier amenities: Arnold Palmer-designed golf, equestrian center, tennis and pickleball, fitness complex with heated and chilled saltwater pools, scenic trails for walking or riding, a 7.5-acre community garden, and an inspiring art barn. (Note - 5 photos with furniture in them have been virtually staged to show the home's potential)

21 Straight Road, Okatie

Listing courtesy of Charter One Realty. Selling Office: Spring Island Realty LLC.

259 Wooden Wheel Lane, Okatie
$389,500
3 Beds ⋅ 3 Baths ⋅ 1,806 SqFt. ⋅ HILTONHEAD-501694 MLS
Discover this upscale, end-unit townhome in one of the regions most sought-after DR Horton communities featuring 1,500 homes, exceptional amenities, and an outstanding school system. Ideal for Empty-Nesters, professionals establishing their first home, buyers entering the market, or anyone seeking a fresh start in a vibrant community, this home blends thoughtful design, premium finishes, and versatile living space. Step inside to an open-plan living area bathed in natural light from expansive windows. The main floor owners suite impresses with vaulted ceilings, a five-foot walk-in shower, and twin sinks, offering a private retreat. A well-appointed guest bedroom or dedicated office on the main floor adds flexibility to suit your lifestyle.The spacious kitchen is designed for both everyday living and entertaining, featuring a peninsula with bar seating, a separate center island, granite countertops, gas range, and stainless steel appliances. High-end touches like crown molding, deep baseboards, hardwood floors, tiled baths and laundry, plus oak stair treads reflect quality and attention to detail.Upstairs, enjoy a private third bedroom and full bath, ideal for family or guests. Extend your living outdoors on a large screened porch and an additional open patio, perfect for morning coffee or evening relaxation.This home offers move-in ready comfort combined with the community's vibrant lifestyle amenities that include parks, trails, and social spaces situated in a location that supports your future growth and peace of mind. If this sounds like the perfect next step for you, please let me know how you'd like to proceed. Would you prefer an in-person tour or a virtual walkthrough? Either way, lets get you one step closer to calling this place home. (No discrimination intended; all qualified buyers welcome.) POA covers Landscaping: grass cutting, edging, currently trimming bushes but not trimming trees. Annual Exterior Powerwashing, siding only, not driveway sidewalks or patios. Access to Community Amenities. Management Fees. Each Owner is responsible for their own exterior and roof individually.

259 Wooden Wheel Lane, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Collins Group Realty.

6 Pole Creek Lane, Okatie
$3,850,000
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. Selling Office: Spring Island Realty LLC.

162 Fawnwood Court, Okatie
$520,000
3 Beds ⋅ 3 Baths ⋅ 1,912 SqFt. ⋅ HILTONHEAD-501980 MLS
Fawnwood Court in Sun City Hilton Head, a premier location, this beautifully enhanced home offers exceptional upgrades, quality, space, and comfort. Close proximity to the brand new amenities center just over the bridge and around the corner from the northside amenities. Highlights include hardwood flooring throughout, 3 bedrooms, 3 full bath PLUS a separate den/flex space, extended screened porch, triple sliding glass doors, upgraded cabinetry, Level 3 countertops, KitchenAid appliances, custom trim, and a frameless primary shower. Expanded garage and driveway space, added lighting, electrical upgrades, solar shades, and new gutters provide everyday efficiency and convenience. Move-in ready and thoughtfully designed, this home delivers outstanding value.

162 Fawnwood Court, Okatie

Listing courtesy of Keller Williams Realty. Selling Office: Charter One Realty.

38 John Cochran Circle, Okatie
$4,410,000
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. Selling Office: Spring Island Realty LLC.

8 Boyds Landing, Okatie
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 2,611 SqFt. ⋅ HILTONHEAD-501395 MLS
Built in 2018, this stunning home is perfectly situated on a spacious .61-acre homesite with serene views of Grebe Lake and a peaceful wooded preserve. Thoughtfully designed to capture natural light and showcase its beautiful surroundings, the homes rear-facing living spaces create a seamless connection to the outdoors. Inside, you'll find custom millwork, solid wood doors, and rich hardwood floors throughout the main level, staircase, and upper landing overlooking the dramatic two-story foyer. A large screened porch invites you to relax and unwind, while the partially fenced backyard and professional landscaping provide both beauty and privacy. Additional highlights include a covered breezeway leading to the oversized 2-car plus golf cart garage, convenient walk-in attic storage, and a whole-house generator for year-round peace of mind. Located in the sought-after community of Oldfield, this property blends quality craftsmanship, comfort, and elegance offering an exceptional Lowcountry lifestyle in one remarkable setting.

8 Boyds Landing, Okatie

Listing courtesy of Keller Williams Realty. Selling Office: The Agency Hilton Head.

303 Spring Island Drive, Okatie
$2,800,000
4 Beds ⋅ 5 Baths ⋅ 3,435 SqFt. ⋅ HILTONHEAD-500613 MLS
Where contemporary elegance meets timeless Lowcountry beauty. This 4-bedroom, 4 1/2-bath, 3,435-sq-ft Spring Island masterpiece is a seamless fusion of modern design and the soulful charm of the Lowcountry, perfectly positioned among centuries-old Live Oaks. Built in 2021, this home was honored with the coveted Lighthouse Award in all four categories - Best Kitchen, Best Bathroom, Best Exterior, and Best Overall - a true testament to its exceptional craftsmanship and design. Inside, light pours into open, inviting spaces. The chef's kitchen with premium appliances and an entertainer's layout flows into a great room anchored by a striking tabby fireplace. Walls of windows invite the outdoors in, while an expansive, heated screened porch, complete with outdoor grill, kitchen pass-through, and TV, creates the ultimate gathering space for any season. The first-floor primary suite is a serene retreat, featuring a spa-inspired bath with the rare luxury of both indoor and outdoor showers. Upstairs, each guest suite enjoys its own private bath, offering comfort and privacy. An elevator connects every level, ensuring effortless living. The grounds are a work of art - front and rear water gardens shimmer in the sunlight, while a tranquil backyard water feature sets the stage for evenings around the fire pit under a canopy of stars. Conveniently located to both the River House and Golf House, you'll enjoy Spring Island's unmatched amenities with over 3,000 acres of preserved beauty, an Arnold Palmer golf course, equestrian facilities, tennis and pickleball, deep-water docks, and miles of scenic trails. More than a home, this is an experience - crafted for those who value beauty, nature, and the art of living well.

303 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty. Selling Office: The Homesfinder Realty Group.

2 Laurel Spring Road, Okatie
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 3,550 SqFt. ⋅ HILTONHEAD-501434 MLS
Conveniently located near Berkeley Hall's River Park, this 4BR, 3.5BA residence has had only two owners and enjoys a private lagoon view from its oversized screened back porch. The open floor plan is designed for effortless entertaining, flowing seamlessly from the kitchen to the dining area, great room, and beyond. Two guest suites with private baths provide comfort for visitors, while an oversized flex/bonus room above the garage serves perfectly as a fourth bedroom, media room, or retreat. A private office and outdoor kitchen further enhance everyday living. Beyond the home, Berkeley Hall offers resort-style amenities, including two world-class Tom Fazio golf courses, a state-of-the-art fitness center, tennis and pickleball courts, and access to paddleboards, kayaks, and even a pontoon boat for exploring the community's pristine waterways.

2 Laurel Spring Road, Okatie

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

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