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8 Chechessee Circle, Okatie
$914,000
4 Beds ⋅ 3 Baths ⋅ 2,801 SqFt. ⋅ HILTONHEAD-509015 MLS
Nestlеd on a prіvаte сіrсle wіthіn the prestigiouѕ Callаwassie Island community, 8 Chechessee Circle is a beautifully renovated Lowcountry retreat where timeless elegance meets breathtaking natural beauty. Surrounded by majestic live oaks draped in Spanish moss, this thoughtfully updated home offers sweeping marsh and tidal creek views, creating a peaceful sanctuary for nature lovers and those seeking refined coastal living. Designed with both comfort and sophistication in mind, expansive windows fill the home with natural light while showcasing the stunning scenery from nearly every room. The spacious great room features cathedral ceilings, custom bookshelves with storage, and an updated fireplace, creating a warm and inviting gathering space. The great room flows seamlessly into the updated kitchen and four-season Carolina room, making the home ideal for both entertaining and quiet relaxation. Recent improvements include upfitted kitchen cabinets, new kitchen appliances, countertops, and a farmhouse sink, along with wide-plank engineered English oak floors and a new HVAC system (2026), bringing modern style and comfort throughout the home. The primary suite offers a serene escape with tranquil marsh views, a beautifully renovated bath, and generous his-and-her walk-in closets. Flexible living spaces provide options for a home office, formal dining room, or additional guest accommodations, allowing the home to adapt easily to a variety of lifestyles. Outdoor living is equally inviting, with a shaded deck that provides the perfect setting for morning coffee while taking in the peaceful marsh views and abundant Lowcountry wildlife. Located within the private, gated golf community of Callawassie Island, residents enjoy access to world-class amenities including 27 holes of Tom Fazio-designed golf, tennis, pickleball, fitness facilities, community docks, dining, pools, and miles of scenic marshfront beauty. Ideally positioned between Beaufort, Bluffton, Hilton Head, and Savannah, 8 Chechessee Circle offers the perfect balance of privacy, luxury, natural beauty, and convenience.

8 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

227 Springtime Court, Okatie
$410,000
2 Beds ⋅ 2 Baths ⋅ 1,355 SqFt. ⋅ HILTONHEAD-508302 MLS
Welcome to 227 Springtime Court in the sought-after Sun City Hilton Head. Built in 2020, this like new 2-bedroom, 2-bath home offers the ideal blend of comfort, convenience, and lifestyle. Recently updated with brand-new luxury vinyl plank flooring and freshly painted interiors, the home feels bright, refreshed, and completely move-in ready. The open floor plan is designed for easy, everyday living with inviting spaces and abundant natural light throughout. Whether you're enjoying a quiet morning out in your screened in porch or entertaining guests, the layout delivers both comfort and functionality. Perfectly positioned within the community, this home is just a short distance to two amenity centers. Sun City Hilton Head is one of the top 55+ communities in South Carolina, residents enjoy resort-style amenities including three championship golf courses, indoor and outdoor pools, state-of-the-art fitness centers, tennis, pickleball, bocce, walking trails, and over 100 clubs and social groups. The Sun City North Lakehouse offers additional pools, fitness facilities, and community gathering spaces and a vibrant social scene. Just minutes from Bluffton, Hilton Head Island, shopping, dining, and beautiful beaches.

227 Springtime Court, Okatie

Listing courtesy of Charter One Realty. Selling Office: RE/MAX Island Realty.

83 Osprey Circle, Okatie
$879,000
3 Beds ⋅ 4 Baths ⋅ 2,722 SqFt. ⋅ HILTONHEAD-508619 MLS
Beautifully renovated Lowcountry home located in a private gated community of Callawassie Island, offering the perfect blend of timeless Southern charm and modern updates. This 3-bedroom, 3 1/2 bath residence has been thoughtfully updated over the last 4 years with attention to both style and functionality. Inside, you'll find spacious living areas, updated finishes, and a flowing floor plan designed for comfortable everyday living and entertaining alike. Each bedroom offers its own en suite bath, while the additional half bath adds convenience for guests. Enjoy the character and warmth of classic Lowcountry architecture paired with the peace of mind that comes from recent renovations. Plantation shutters, 6 burner gas stove with double ovens. Nestled within a gated community, this home provides privacy, security, and a relaxed coastal lifestyle close to everything the Lowcountry has to offer. Callawassie Island is a private gated Island Community that offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated

83 Osprey Circle, Okatie

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

2 Bonny Doon, Okatie
$349,000
HILTONHEAD-508183 MLS
You've fallen in love with Oldfield. Now build the home you've been waiting for. This exceptional 0.62-acre homesite represents one of the few remaining opportunities to build in one of the Lowcountry's most sought-after private communities. Beautifully positioned with views of the 9th fairway, the property is framed by mature hardwoods and offers exceptional privacy, a generous building envelope, and ample space for a custom home, pool, and thoughtfully designed outdoor living. Ideally located near the heart of the community, you'll enjoy convenient access to Oldfield's exceptional amenities, including the Greg Norman Signature Golf Course, the River Club overlooking the Okatie River, Outfitters center, equestrian center, tennis and pickleball, fitness center, resort-style pool, and miles of scenic walking and biking trails. As one of the few remaining homesites, this is your chance to create a home uniquely tailored to your lifestyle while embracing the timeless architecture, natural beauty, and exceptional quality of life that define Oldfield.

2 Bonny Doon, Okatie

Listing courtesy of Charter One Realty.

1902 Northlake Boulevard, Okatie
$700,000
3 Beds ⋅ 3 Baths ⋅ 2,831 SqFt. ⋅ HILTONHEAD-506205 MLS
Better than new and loaded with upgrades, this 2020-built, beautifully upgraded Castle Rock model in Sun City Hilton Head offers the perfect blend of style, function, and Lowcountry living. Featuring 3 bedrooms, 3 full baths, a dedicated office, and a versatile loft, the home is designed to live effortlessly-whether hosting guests, working from home, or creating your ideal retreat. The open-concept layout is anchored by a well-appointed kitchen with premium appliance package and gas range. Seamlessly flowing into the main living area with a gas fireplace and custom wet bar-ideal for entertaining. Whole house surround sound, thoughtfully designed custom closets, and a garage walk-up attic provide abundant storage throughout. A bright four-season room extends the living space year-round, while the paver patio offers a private outdoor setting to unwind. Sun City Hilton Head is one of the top 55+ communities in South Carolina, residents enjoy resort-style amenities including three championship golf courses, indoor and outdoor pools, state-of-the-art fitness centers, tennis, pickleball, bocce, walking trails, and over 100 clubs and social groups. The Sun City North Lakehouse offers additional pools, fitness facilities, and community gathering spaces and a vibrant social scene. Just minutes from Bluffton, Hilton Head Island, shopping, dining, and beautiful beaches.

1902 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

206 Spring Island Drive, Okatie
$1,199,000
HILTONHEAD-505575 MLS
An exceptional 3.52-acre homesite on Spring Island offering breathtaking waterfront views of the river and spectacular sunrise vistas that fill the landscape with light each morning. Positioned to capture the beauty and serenity of the Lowcountry, this property overlooks peaceful waters where changing tides, marsh grasses, and abundant wildlife create a truly remarkable natural setting. Enjoy fishing in the neighboring pond, exploring miles of scenic nature trails, and experiencing world-class wildlife viewing right from your backyard. The cleared homesite is framed by magnificent live oaks, providing the perfect canvas to build a custom home surrounded by stunning scenery and privacy. Experience Spring Island's premier amenities, including fine dining, championship golf, an equestrian center, clay shooting range, fitness complex, art facility, tennis, pickleball, croquet, pool, and more. One of the final opportunities to build in this extraordinary community.

206 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

90 Carolina Oaks Avenue, Okatie
$533,000
2 Beds ⋅ 2 Baths ⋅ 2,080 SqFt. ⋅ HILTONHEAD-504954 MLS
Skip the wait-this move-in ready Killarney model in Four Seasons at Carolina Oaks delivers upgrades, style, and the Lowcountry lifestyle without the construction timeline. Surrounded by lush landscaping, this thoughtfully designed home features a flexible office, spacious open-concept living, and an ultra-staggered gourmet kitchen with stainless appliances, abundant cabinetry, and ideal flow for entertaining. A formal dining room and plantation shutters add timeless charm. The private owner's suite offers a spa-like bath and generous walk-in closet. Enjoy year-round outdoor living on the screened patio plus a 2-car garage with extra storage. Located in a premier 55+ community with resort-style amenities, pickleball, tennis, fitness center, and social events-move right in and start living.

90 Carolina Oaks Avenue, Okatie

Listing courtesy of The Agency Hilton Head. Selling Office: LPT Realty, LLC.

1197 Northlake Boulevard, Okatie
$550,000
2 Beds ⋅ 2 Baths ⋅ 1,755 SqFt. ⋅ HILTONHEAD-505036 MLS
Exceptional privacy meets refined design in this immaculate 2019 Castle Rock, ideally located on the highly desirable North Side of Sun City Hilton Head. Private wooded views and tasteful designer upgrades elevate this beautifully maintained 2-bedroom, 2-bath home with versatile flex/office space. A striking stained glass front door welcomes you from the charming covered front porch, setting the tone for the inviting interiors. Hardwood flooring flows throughout the main living areas, complemented by crown molding, recessed lighting, and thoughtful architectural details. The gourmet kitchen impresses with KitchenAid stainless appliances, double ovens, a gas range, granite countertops, tile backsplash, custom pantry shelving, and an upgraded entertainment package featuring a built-in beverage refrigerator, sink and wine storage. A light-filled sunroom opens to a concrete patio framed by peaceful wooded privacy-ideal for relaxing or entertaining. The spacious primary suite offers a tray ceiling and an elegant frameless floor-to-ceiling tiled shower with bench and transom window. An extended finished garage with utility sink and custom storage adds exceptional functionality and organization. Enjoy championship golf, resort-style pools, fitness centers, tennis, pickleball, scenic walking trails, and the vibrant lifestyle that makes Sun City Hilton Head so sought-after.

1197 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty. Selling Office: William Raveis - Carolina LLC.

64 Osprey Circle, Okatie
$700,000
3 Beds ⋅ 4 Baths ⋅ 2,580 SqFt. ⋅ HILTONHEAD-504968 MLS
Experience the romance of Lowcountry living on Callawassie Island. Tucked beneath towering pines on a quiet, private homesite, this 2,580 sq ft home offers 3BR/3BA plus a dedicated office and captivating lagoon-to-golf views. A classic brick stairway leads to an expansive, columned front porch-rocking-chair ready and cooled by ceiling fans-setting the tone for slow mornings, sweet tea afternoons, and sunset conversations. Inside, enjoy light-filled living spaces and a gourmet kitchen built for gathering, featuring custom cabinetry, stainless appliances, a professional-style gas range with statement hood, and an oversized granite island with sink and abundant storage. The spacious primary suite is a true retreat with tranquil views and a spa-inspired bath with dual vanity, soaking tub, and separate shower. Two additional bedrooms and baths provide comfort and flexibility for guests. Out back, the screened porch and patio deliver the quintessential Lowcountry backdrop-breezes through the trees, birdsong overhead, and front-row vistas across the lagoon to the fairway beyond. Callawassie Island's gated community elevates the lifestyle with an exceptional club experience, including golf, tennis, fitness, pool, dining, and miles of protected marsh and waterways.

64 Osprey Circle, Okatie

Listing courtesy of Charter One Realty.

1 Ivanhoe Circle, Okatie
$1,750,000
5 Beds ⋅ 6 Baths ⋅ 4,140 SqFt. ⋅ HILTONHEAD-504279 MLS
This beautiful Lowcountry home offers timeless charm and exceptional flexibility, ideal for families or empty nesters. Featuring approximately 4,140 sq ft, the thoughtfully designed floor plan includes 5 bedrooms, 4 full baths, and 2 half baths, providing generous space for everyday living, while comfortably accommodating extended family or guests. Elegant interiors feature custom moldings, built-in bookcases, 200-year-old heart pine floors, and a three-level elevator. The chef's kitchen has been tastefully remodeled with custom cabinetry, marble countertops, Thermador appliances and gas cooktop with pot filler, and designer fixtures-ideal for entertaining. A well-appointed multi-purpose room also functions as an office, artist studio or a fun guest space with built-in bunk beds and reading nooks. Ample storage spaces throughout the home as well as a workshop space in this elevated home plan. Enjoy peaceful Lowcountry living from the screened back porch overlooking a private backyard with a fire circle or relax on the welcoming front porch. Located in Oldfield Country Club on the Okatie River, offering a 18-hole Greg Norman Signature golf course, tennis and pickleball courts, equestrian center, deep-water access, and a vibrant community-this home captures refined Lowcountry living at its best.

1 Ivanhoe Circle, Okatie

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

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.

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.

274 Gleneagle Court, Okatie
$335,000
2 Beds ⋅ 2 Baths ⋅ 1,263 SqFt. ⋅ HILTONHEAD-504513 MLS
Lowest priced single-family home in Sun City Hilton Head's desirable North Side!!! Priced to sell! Comfort, convenience, and a low-maintenance lifestyle define this Noir Coast model, featuring a bright, open layout with smooth ceilings, crown molding in the main living, kitchen, and dining areas, and an extended rear patio-perfect for relaxing, outdoor dining, or entertaining. The home also offers a desirable Hardiplank exterior with no stucco, a feature many buyers specifically seek for durability and peace of mind. The kitchen is thoughtfully designed with granite countertops, tile backsplash, engineered hardwood flooring, stainless steel appliances, and ample storage, making it ideal for both everyday living and hosting guests. The primary suite offers a comfortable private retreat with a spacious walk-in closet and en-suite bath featuring a large vanity and walk-in shower. A separate guest bedroom and full bath provide privacy and flexibility for visitors. With the added seller credit, buyers have flexibility toward closing costs, rate buy-downs, or personal touches-enhancing the overall value even further. Exterior landscaping is included in the HOA, allowing for true low-maintenance living. Enjoy all that Sun City Hilton Head has to offer, including golf, tennis, pickleball, multiple fitness centers, indoor and outdoor pools, walking and biking trails, and a vibrant calendar of clubs, activities, and social events. Sun City North offers a highly desirable, centralized location with its own golf course, driving range, fitness center, indoor and outdoor pools, pickleball and tennis courts, dog park, clubhouse, and restaurant-conveniently located near the original Town Square and the new Sun City West amenity complex. An exceptional opportunity to own on Sun City's North Side-priced under $350K with added buyer incentives.

274 Gleneagle Court, Okatie

Listing courtesy of Charter One Realty. Selling Office: The Agency Hilton Head.

686 Northlake Boulevard, Okatie
$665,000
3 Beds ⋅ 3 Baths ⋅ 2,755 SqFt. ⋅ HILTONHEAD-504415 MLS
This beautifully upgraded Castle Rock model in Sun City Hilton Head offers exceptional value with over $92,000 in thoughtful owner improvements and an impressive list of features designed for livability, functionality, and effortless entertaining. The gourmet kitchen is well-appointed with a large island, Whirlpool appliances, a 5-burner gas range, an upgraded entertainment package with a wet bar, a dual-zone wine and beverage refrigerator, pull-out drawers, undercabinet lighting and a spacious pantry-perfect for hosting family and friends. An extended and enclosed lanai spans the back of the home, adding approximately 354 square feet of additional living space, complete with vinyl windows, a storm door, ceramic tile flooring, and its own mini-split system for year-round enjoyment. The outdoor expanded patio includes a gas line for grilling, creating a seamless indoor-outdoor lifestyle ideal for gatherings and everyday living. Interior enhancements include new engineered hardwood flooring throughout the main level, a custom-designed drop zone with built-in storage, extensive closet space including a custom primary closet, and a beautifully remodeled second-floor bathroom. Additional upgrades include professionally designed landscaping, a full gutter system, French drainage for the side and backyard, sealed and stained driveway, front porch, walkways, and back deck, plus a widened driveway and extended garage with epoxy flooring, deep utility sink, walk-up storage, and built-in shelving. Further highlights include a stained-glass front door, added upper cabinetry in the laundry room, eight ceiling fans, and 2" wood blinds throughout. Meticulously maintained and strategically enhanced, this home offers a rare opportunity to enjoy a truly turnkey property with exceptional upgrades in one of Sun City Hilton Head's most desirable communities. Residents enjoy the resort-style lifestyle of this world-class setting with over 100 social clubs, on-site dining, 36 holes of championship golf, tennis, swimming, fitness centers, and a full calendar of activities. Please see full list of upgrades and owner investments in the feature sheet in MLS docs.

686 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

60 Carnation Road, Okatie
$620,000
2 Beds ⋅ 2 Baths ⋅ 1,858 SqFt. ⋅ HILTONHEAD-503978 MLS
Welcome to the lifestyle you've been waiting for in the highly sought-after Sun City Hilton Head active adult community. This like-new Palmary Model offers effortless Southern living and is truly move-in ready with thoughtful upgrades throughout-perfect for those ready to enjoy life, not a to-do list.From the extended driveway and charming paver front porch, you'll feel right at home the moment you arrive. Inside, the open-concept design creates a welcoming flow between the gourmet kitchen, dining area, and living room-ideal for everyday comfort and easy entertaining. Large windows frame peaceful golf course views, drawing your eye straight to the four-season lanai and outdoor kitchen, where mornings start with coffee and evenings end with views of the 17th hole of Argent Lakes.The home features two bedrooms, two bathrooms, plus a flexible den/office-perfect for hobbies, guests, or a quiet reading space. The spacious primary suite is a true retreat, complete with a spa-like ensuite, oversized walk-in shower, and an impressively large upgraded closet. Elegant tray ceilings in the living room and primary bedroom add a refined touch throughout.Entertaining is a breeze with a built-in bar with refrigerator and ice maker, and outdoor living shines with a backyard designed for relaxing and gathering alike. Best of all, you're just minutes from the Northside Amenity Center, offering indoor and outdoor pools, fitness and gym facilities, tennis, pickleball, and cozy outdoor fire pits.Sun City Hilton Head is more than a neighborhood-it's a lifestyle. With 150+ social clubs and groups, there's always something to do and new friends to meet. And coming soon: a multi-million-dollar, resort-style amenity center featuring one of South Carolina's largest pools.If you're considering new construction, look no further-this home offers the upgrades, location, and lifestyle without the wait. Move right in and start living the retirement you've earned.

60 Carnation Road, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Keller Williams Realty.

117 Valleybrooke Court, Okatie
$535,000
2 Beds ⋅ 2 Baths ⋅ 1,755 SqFt. ⋅ HILTONHEAD-503473 MLS
Pristine Castle Rock floorplan that has been gently lived in is ready for new owners. Lovely single-level 2BR home is easy to live in - perfect for full-time living or a great lock-and-leave home. Situated on a double cul-de-sac, you will love the peacefulness and privacy. If you work from home, the front office works well. The large open kitchen features a gas cooktop, KitchenAid appliances, an oversized bar area with a wine cooler and sink. Wood floors, 3M film, gas fireplace, tankless water heater, and custom built-ins in the pantry and bedroom closets. A whole-house air purification system was added as well. Need more storage? The walk-up attic is the perfect area to store holiday items, suitcases, and seldom-used items. The primary bedroom has a tray ceiling and a gorgeous bathroom with a walk-in shower and double vanity. The screened lanai has epoxy flooring and sun shades, plus a serene landscaped view. Sun City is a haven for 55 and better lifestyles. Over 100 social and sporting clubs. Golf, tennis, pickleball, crafts, theater, dining, and lots of planned social activities. Sellers would consider selling fully furnished under a separate bill of sale.

117 Valleybrooke Court, Okatie

Listing courtesy of Charter One Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

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.

50 Callawassie Club Drive, Okatie
$599,000
3 Beds ⋅ 3 Baths ⋅ 2,124 SqFt. ⋅ HILTONHEAD-502292 MLS
Enjoу the Callawаѕsіе Ιslаnd Ꮮifestyle, within thе pοpular 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.

45 Callawassie Club Drive, Okatie
$690,000
3 Beds ⋅ 3 Baths ⋅ 2,230 SqFt. ⋅ HILTONHEAD-503102 MLS
Discover this spacious 3-bedroom, 3-bath, 2,230 sq. ft., Club Cottage on Callawassie Island, offering single-story living with an open floor plan, a 2-car garage, and serene views along the first fairway of the Dogwood Course. Being sold fully furnished-including all kitchenware and appliances-except for artwork. Perfect as a primary home, getaway, or short-term rental. The heart of the community is the Tom Fazio-designed 27-hole golf course, complemented by tennis courts, pickleball, fitness facilities, two swimming pools, and a clubhouse for dining and social gatherings. The River Club also offers fantastic river views, a swimming pool, and additional dining options. Residents enjoy deep-water access from the community docks, making Callawassie Island an ideal destination for boating, kayaking, and fishing. Callawassie Island, South Carolina, is a private, gated island community located between Bluffton and Beaufort, and just about 30 minutes from Hilton Head Island and Savannah. It offers the perfect balance of quiet, natural living with convenient access to culture, dining, and shopping. The island is known for its natural beauty, with more than 880 acres of maritime forest, salt marshes, tidal creeks, and deep-water access to the Colleton and Okatie Rivers. Designated as a Certified Community Wildlife Habitat, Callawassie Island emphasizes conservation and harmonious coexistence with nature.

45 Callawassie Club Drive, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Greco Group Brokered by eXp Realty.

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.

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.

195 Pickett Mill Boulevard, Okatie
$450,000
5 Beds ⋅ 3 Baths ⋅ 2,582 SqFt. ⋅ HILTONHEAD-502492 MLS
Need room to grow without sacrificing amenities?This spacious 5-bedroom, 3-bath home in Mill Creek at Cypress Ridge offers the flexible floor plan today's buyers are searching for. With generous living areas and multiple bedrooms, there is plenty of room for family, guests, a home office, playroom, or hobby space.Two major upgrades have already been completed: a new roof and fully paid-off solar panels, offering long-term peace of mind while helping to keep monthly utility costs low. New carpet is also being installed on August 25, giving the home a fresh and updated feel.Enjoy the resort-style lifestyle Mill Creek is known for, featuring:A 7,500-square-foot clubhouseThree-story fitness center, Zero-entry pool and lazy river. Tennis and basketball courts, Playground and dog park. Scenic walking trails and sidewalks. Also fishing pond with dock. Mill Creek at Cypress Ridge is conveniently located between Bluffton, Beaufort, Savannah, and Hilton Head Island, this home provides easy access to shopping, dining, schools, beaches, medical facilities, and major employment centers.Come see why so many buyers choose Mill Creek at Cypress Ridge for its exceptional amenities, convenient location, and welcoming sense of community!

195 Pickett Mill Boulevard, Okatie

Listing courtesy of Realty One Group - Lowcountry. Selling Office: Engel & Volkers.

434 Maplemere Lane, Okatie
$765,000
3 Beds ⋅ 3 Baths ⋅ 2,437 SqFt. ⋅ HILTONHEAD-502461 MLS
Located in the heart of Sun City Hilton Head, this stunning Dunwoody Way model sits directly on the Argent Lakes Golf Course, offering sweeping fairway views and the relaxed elegance of Lowcountry living. This highly sought-after floor plan features 3 bedrooms, 3 full baths, and a versatile flex/office space-perfect for guests or a quiet retreat. From the moment you enter, you're greeted by an open-concept design that flows effortlessly from the front foyer through the spacious living room and out the oversized patio door to the screened lanai. Large windows frame peaceful golf course vistas, creating a perfect backdrop for entertaining or simply unwinding. Outside you will find a sprawling patio-an ideal setting to enjoy your morning coffee or savor those serene southern evenings after a day exploring all that Sun City has to offer. The gourmet kitchen is a chef's dream with upgraded stainless steel appliances, a cozy dining nook, and elegant finishes throughout. Fine details such as manufactured hardwood flooring, deep crown moldings, wainscoting in the entry, and French doors with transoms add charm and sophistication. Your primary suite is a private haven with a luxurious en suite bath, super shower, a custom walk-in closet, and tranquil backyard views that greet you each morning. For added convenience, the garage features an epoxy floor, golf cart/extra-attached bay, and a full stairway walk-up attic providing ample storage space. Living in Sun City Hilton Head means embracing a vibrant, active lifestyle-with over 150 clubs and social groups, three golf courses, pickleball and tennis courts, fitness centers, and indoor and outdoor resort-style pools. Plus, enjoy easy access to the brand-new, multi-million-dollar amenity center coming soon! Discover why southern hospitality and resort-style living come together perfectly in this exceptional Sun City home.

434 Maplemere Lane, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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.

26 Heron Walk, Okatie
$450,000
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.

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.

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