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116 Eaglecrest Drive, Okatie
$685,000
3 Beds ⋅ 3 Baths ⋅ 3,065 SqFt. ⋅ HILTONHEAD-504685 MLS
Located in Sun City North, Hilton Head - this is an exceptional opportunity to own the highly sought-after Nappa Valley floor plan (perfect multi-generational home or live-in caregiver) within a 2min walk to the amenities complex. The home offers space, flexibility, and unmatched value! With 3,531sqft- this 3-bed, 3-bath residence is thoughtfully designed with an open-concept layout, a spacious great room that flows seamlessly into the kitchen and inviting hearth room, highlighted by maple cabinetry and rich hickory flooring. A formal dining room provides the perfect setting for hosting, while a dedicated home office or den offers versatility for work, reading, or hobbies. One of the standout features of this home is the large enclosed all-season porch, heated and cooled to create year-round living space - ideal for enjoying the Lowcountry lifestyle in comfort. The main-level primary living spaces are complemented by a private second-floor guest suite complete with a large loft-style living room and full bath, making it perfect for extended stays, visiting family, or multi-generational living. Functionality is equally impressive with a 2-car garage plus dedicated golf cart bay and workshop area, as well as convenient walk-in attic storage providing ample space for seasonal and long-term storage needs. Located within a short walking distance to Sun City's renowned amenities, this home combines convenience with lifestyle. Quick move-in is available, and the property is truly move-in ready.Priced at just $205 per square foot - the lowest price per square foot currently available in Sun City North - this is a rare chance to secure one of the community's largest and most versatile floor plans at an exceptional value.Don't miss this opportunity to own space, quality, and lifestyle in one of the Lowcountry's most desirable active adult communities.

116 Eaglecrest Drive, Okatie

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Southern Lifestyle Properties of SC LLC.

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.

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.

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.

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.

9 Winding Oak Drive, Okatie
$500,000
3 Beds ⋅ 3 Baths ⋅ 2,398 SqFt. ⋅ HILTONHEAD-502567 MLS
Welcome to Callawassie Island, a private gated island sanctuary community with numerous amenities. With a new roof, this spacious 3 bedroom, 2.5 bath one level is perfectly framed by sweeping views of Spanish moss-draped oaks and the Tom Fazio "Palmetto" course. Sunlight filters through generous windows, illuminating architectural details. With vaulted ceilings and a wall of windows, the inviting great room is anchored by the fireplace. Entertaining is easy with the spacious dining area open to the kitchen. The kitchen showcases custom wooden cabinetry and a walk-in pantry. The tranquil primary suite overlooks the wide views and offers a jetted spa tub, walk-in shower and dual vanities. A large two car garage with a dedicated golf cart bay, this home is priced for you to add your personal touches.

9 Winding Oak Drive, Okatie

Listing courtesy of Keller Williams Realty. Selling Office: William Raveis - Carolina LLC.

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.

364 Great Harvest Road, Okatie
$518,900
4 Beds ⋅ 2 Baths ⋅ 2,039 SqFt. ⋅ HILTONHEAD-501547 MLS
Start 2026 in this move-in-ready, single-level home! Behind its cottage-inspired exterior, this 4BR home offers more than 2,000 sq. ft. of well-designed living space and showcases one of the most sought-after single-level floor plans. Inside, the kitchen has been updated with finishes that rise above builder grade, plus a custom living room feature wall, upgraded lighting, and designer fixtures that add both style and sophistication. A large screened patio overlooks the fully fenced-in backyard, and the property is uniquely wooded at both the front and rear, creating an extra measure of privacy. Beautifully maintained, the home is move-in ready, allowing you to immediately enjoy the comfort and lifestyle it provides. Furnishings negotiable. Located within The Reserve at Cypress Ridge, a gated enclave of the community, this home combines exclusivity with access to all the outstanding amenities. The Reserve services include landscaping, pest control, power washing & more.

364 Great Harvest Road, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Keller Williams Realty.

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.

11 Eagle Pointe Circle, Okatie
$515,000
3 Beds ⋅ 2 Baths ⋅ 2,174 SqFt. ⋅ HILTONHEAD-455063 MLS
Popular Delaware Model – Golf & Nature Views! This spacious 2,174 sq ft one-level home features 3 bedrooms, 2 full baths, an expansive living room with built-in bookshelves and an electric fireplace, plus a Carolina Room and screened porch—perfect for indoor/outdoor living. The oversized 2-car garage includes an additional 4 feet for storage or workshop space. Ideally positioned on a quiet horseshoe road with park like views and golf course views in front and a private wooded backdrop, offering a serene setting. Community highlights include a clubhouse, pavilion, pool, tennis, pickleball, bocce, fitness center, and a scenic 7.5-acre lake with a ¾-mile walking path. Golf cart friendly and not age-restricted—all are welcome!

11 Eagle Pointe Circle, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Keller Williams Realty.

34 Chechessee Bluff Circle, Okatie
$465,000
3 Beds ⋅ 2 Baths ⋅ 1,598 SqFt. ⋅ HILTONHEAD-500052 MLS
Discover the perfect blend of privacy, charm, and convenience in this beautifully maintained 3 bed, 2 bath home nestled on a lush, tropical-third of an acre lot. Located in the desirable and quiet community of Chechessee Bluff, this Lowcountry gem offers gorgeous curb appeal with a welcoming covered front porch and fresh exterior paint. Step inside to enjoy easy one-level living with a vaulted-ceiling living room featuring a cozy fireplace and an open, airy feel. The kitchen is a standout with modern white cabinetry, granite countertops, stainless steel appliances, and stylish finishes. The split floor plan ensures privacy, with the spacious owners suite tucked away from the secondary bedrooms.Need flexible space? The Flex room includes a Murphy bed, perfect for guests or a home office. Step out back into your screened lanai ideal spot for morning coffee or evening relaxation, overlooking the serene, fully fenced backyard with a firepit and tropical landscaping. Additional highlights include: Brand NEW 2025 Roof, NO Carpets, Upgraded lighting fixtures, Beautiful wainscoting and detailed craftsmanship throughout, Driveway basketball court for added fun! This move-in ready home offers timeless Southern charm with modern comfort style without the restrictions of an HOA. Come see why this hidden gem is the perfect place to call your Lowcountry home! Steps from Callawassie Island! Easy commute to Beaufort, Old Town Bluffton, and Hilton Head Island beaches!

34 Chechessee Bluff Circle, Okatie

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

121 Southside Parkway, Okatie
$383,000
4 Beds ⋅ 3 Baths ⋅ 1,750 SqFt. ⋅ HILTONHEAD-454898 MLS
CHARMING LAGOON-VIEW, OPEN FLOOR-PLAN HOME! Pristine condition. Remodeled in 2024 with quartz countertops, S/S kitchen appliances, roof, the list goes on & on. Spacious master on main level with updated en suite bath, 3 additional bedrooms upstairs with updated bath & huge walk-in floored attic. Great room with fireplace & plenty of natural light. Private screened porch overlooks large backyard & forest preserve. And from inviting front porch enjoy the lagoon view w/ fountain & gazebo. Oversized 2 car garage—room for workshop, toys, cars, etc. Community pool one-block away. Shopping & restaurants close by. So many reasons to love living here!

121 Southside Parkway, Okatie

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

3 Longwood Court, Okatie
$657,500
3 Beds ⋅ 3 Baths ⋅ 2,961 SqFt. ⋅ HILTONHEAD-453990 MLS
Beautiful one-level living with an open, vaulted floor plan perfect for entertaining and enjoys gorgeous private views! This 2,961SF, 3BD, 3BA home features a spacious flex room ideal for a workshop, game room, or golf simulator. Looking to avoid steps? Don't miss the best value on Callawassie Island at $225/sf! Recent upgrades include interior/exterior paint, HVAC, flooring, kitchen appliances, and more. The outdoor living can't be beat with a vaulted screened porch, paved patio, fire pit, and grilling area. Callawassie's top-tier amenities include 24/7 security, tennis, pickleball, fitness, deep-water docks, dining, and recently renovated 27 holes of Tom Fazio golf. Come check out the Callawassie magic; it's worth the trip!

3 Longwood Court, Okatie

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

124 Muirfield Drive, Okatie
$415,000
3 Beds ⋅ 2 Baths ⋅ 1,871 SqFt. ⋅ HILTONHEAD-452886 MLS
One of only 2 homes currently on the market in Eagle's Pointe and this one has a Fabulous Lake View & Fenced Yard! This 3-bedroom home with an office and a sunroom offers a split floor plan for single-level living. The fenced backyard with views of a 7.5-acre lake with walking path. Recent updates include a new HVAC system installed 2025; ask about new roof for 2025. Paint and flooring would make this home dazzle - don't miss this opportunity! Eagles Pointe residents enjoy access to a Junior Olympic-sized pool, fitness center, clubhouse, tennis and pickleball courts, basketball court, and a public Davis Love III-designed golf course.

124 Muirfield Drive, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Calhoun Street Promenade Real Estate, Inc.

39 Bridgeton Drive, Okatie
$435,000
3 Beds ⋅ 2 Baths ⋅ 1,736 SqFt. ⋅ HILTONHEAD-451515 MLS
Home Inspection Completed!Enjoy the ease of one-level living in the desirable Cypress Ridge Community, nestled on a quiet, low-traffic street. This spacious open floor plan is perfect for entertaining, featuring a chefs kitchen with elegant cabinetry, granite countertops, a stylish tiled backsplash, & a gas stove. Step outside to experience true Lowcountry living on the covered porch, overlooking a serene wooded view, fully fenced yard. Neutral paint, crown molding, ceiling fans, & the convenience of an included washer & dryer. Take advantage of resort-style amenities & enjoy easy access to The New Riverside Barn Park, May River Crossing, & New Riverside Village.

39 Bridgeton Drive, Okatie

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

66 Camp Saint Mary Road, Okatie
$800,000
4 Beds ⋅ 3 Baths ⋅ 2,207 SqFt. ⋅ HILTONHEAD-449419 MLS
Rare opportunity to own 3 acres in Beaufort County without POA restrictions. This unique property is 3 parcels- lot one with the home and garage plus 2 additional .67 acre lots in the back - think of the options! This historic single-level home built in 1920 as generals' quarters on Parris Island and then barged to its current location then in 2012 taken down to the studs and updated. Oversized, climate-controlled garage with bay door and room for up to 6 cars plus a covered area. Plus a swimming pool, hot tub, chicken pen and treehouse. Enjoy the neighboring horses, walk to Camp St Mary Pier, and Lemon Island boat launch just 4 miles away.

66 Camp Saint Mary Road, Okatie

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Charter One Realty.

20 Chechessee Circle, Okatie
$1,165,000
4 Beds ⋅ 3 Baths ⋅ 2,752 SqFt. ⋅ HILTONHEAD-447282 MLS
Enjoy the ultimate SC Lowcountry Lifestyle, with Deep Water and Tidal Marsh views, with a private dock and large boat lift. This one level home has 3 bedrooms with a study/4th bedroom and has water views from all rear rooms. Located on a very private cul de sac and this .70 acre property is set on a point lot. New roof, new plumbing piping, new spray foam in crawl space. Furnishing negotiable. A perfect primary home or 2nd home. Discover South Carolina's 1st SC Certified Wildlife Habitat Community-Callawassie Island! Strategically located in one of the best locations in Beaufort County! 27 newly renovated Tom Fazio designed golf( optional).

20 Chechessee Circle, Okatie

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

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