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Winding River Plantation, Bolivia, North Carolina

 

Winding River Plantation in Bolivia, NC is a premier gated community offering a blend of coastal elegance, natural beauty, and resort-style living along the Cape Fear coast. Located just minutes from Oak Island beaches and a short drive to Southport, this sought-after neighborhood is known for its scenic setting along the Lockwood Folly River and its access to top-tier amenities. Residents enjoy a championship golf course, private oceanfront beach club, river house marina, clubhouse, pool, fitness center, and walking trails—creating a lifestyle that balances relaxation with recreation.

 

Homes for sale in Winding River Plantation, Bolivia NC include custom-built homes, golf course properties, and waterfront residences, appealing to buyers seeking both primary homes and second-home investments. With its gated security, strong sense of community, and proximity to coastal destinations, Winding River Plantation continues to attract those looking for refined coastal North Carolina living. Whether you're searching for a luxury home, golf community, or coastal retreat, Winding River offers exceptional value within the greater Brunswick County real estate market.

Winding River Properties

$1,600,000
5 Beds 5 Baths
A beautifully appointed coastal lifestyle awaits at 497 Deep Water Drive. Situated within the secure gates of Winding River Plantation along the Lockwood Folly River, this spacious residence offers over 5,000 square feet of elegant living space - an ideal setting for the next chapter of your journey. From the moment you pass through the grand custom iron doors into the soaring foyer with its curving, hand-carved Brazilian staircase, the commitment to quality craftsmanship is clear. Polished marble flooring spans the main level, guiding you toward an airy, sun-filled living pavilion framed by cathedral ceilings and two gas fireplaces. This 5-bedroom, 4-bath custom residence was designed for fluid indoor-outdoor transitions and structural peace of mind. Featuring a roof replaced in 2023, the property includes a sprawling screened porch and expansive decking positioned to capture panoramic river views and evening sunsets. The kitchen serves as a natural gathering point, anchored by an expansive center island with a gas cooktop, fine European-style custom cabinetry, dual ovens, and a generous walk-in pantry. Designed with an emphasis on lifestyle flexibility, this floor plan offers the rare advantage of two complete primary suites. The first-floor suite opens to a private covered porch, while the second-floor suite features a private balcony overlooking the water. Both feature marble-clad ensuite baths with dual vanities, custom-tiled showers, and deep soaking tubs set against tranquil water backdrops. The upper level introduces Brazilian hardwood flooring, an executive study, an additional family room, and a 592-square-foot flexible bonus suite ready for custom adaptation. Positioned directly on the riverfront, the property delivers sweeping views and direct access to deep water, offering the rare potential to construct your own private custom dock. Beyond the residence, ownership grants seamless access to the exceptional lifestyle amenities of Winding River Plantation. This includes the private River House and Marina with day slips and a kayak launch, alongside ten transient Intracoastal boat slips equipped with water and electricity. Most notably, residents enjoy exclusive access to the premier oceanfront Beach Clubhouse on nearby Holden Beach. Serving as one of the community's most coveted advantages, this private venue features a large oceanfront pool, a fully equipped kitchen, private parking, and refined meeting spaces for social gatherings. The neighborhood further provides a 9,000-square-foot community center with a state-of-the-art fitness facility, a second outdoor pool with an open-air bar, lighted tennis and pickleball courts, miles of walking trails, and secure storage for recreational vehicles. Conveniently located within the gates is the Fred Couples-designed Carolina National Golf Club, an award-winning, 27-hole Audubon-Certified Sanctuary offering championship play and a 320-yard driving range right at your doorstep. Positioned between the historic charm of Southport and the global connectivity of Wilmington, this is coastal refinement fully realized.

497 Deep Water Dr Se, Bolivia

$1,350,000
3 Beds 4 Baths
Welcome to this exquisite riverfront property, located in a golf course community with a beach house, tennis, pools, boat launch, marina and more! Nestled on a cul-de-sac, this spacious home offers over 4,000 htd sq ft of meticulously designed living space. Enjoy sweeping river and marsh views from every room. Step inside to an open great room with soaring ceilings, fireplace and wet bar, perfect for relaxation and entertaining. An enclosed sunroom features floor-to-ceiling windows, allowing you to fully appreciate water views while enjoying the comfort of an indoor setting. The chef's kitchen is a true masterpiece, boasting custom cabinetry, large breakfast bar and informal dining space. It is equipped with top-of-the-line appliances including a gas stovetop with a convenient pot filler, double oven and an etched glass pantry door for added charm. A formal dining room provides an elegant space for special occasions. The owner's suite is a sanctuary in itself, featuring a huge walk-in closet and spa-inspired bath that is the epitome of relaxation. Unwind in the whirlpool tub or indulge in the large tiled walk-in shower with multiple jets & handhelds. Upstairs, an additional living area awaits, complete with a kitchenette, 2 additional bedrooms & a versatile bonus room, offering space for guests and family. This home is packed with modern amenities, including remote-controlled hurricane shutters, Halo whole house water purifier, tankless water heater and dehumidifier in the crawl space. The entire second floor was updated with luxurious LVT flooring in 2021. For car enthusiasts, a spacious 3-car garage provides ample storage & parking. Outside, enjoy the perfect balance of luxury & nature with a private boat dock and lift, ideal for riverfront living. For information about our preferred lender and the incentives you may qualify for, please ask your agent to review the agent comments for additional details.

466 Herring Gull Ct Se, Bolivia

$1,089,000
4 Beds 4 Baths
Experience coastal living at its finest in this immaculate, never-rented home in Seaside at Winding River on Holden Beach, offering breathtaking Ocean and Intracoastal Waterway views. Designed with an inverted floor plan to maximize natural light and panoramic scenery, this beautifully maintained property features 4 spacious bedrooms, 4 full baths, and exceptional indoor/outdoor living spaces. The open-concept main living area showcases vaulted ceilings, abundant windows, custom built-ins, and a sleek linear electric fireplace. The chef-inspired kitchen is equipped with updated appliances, solid surface countertops, a large center island, generous cabinetry, and ample prep space--perfect for entertaining family and guests. The primary suite offers a private deck, walk-in closet, and stunning water views, while guest bedrooms provide spacious closets, private bath access, and deck connectivity for added comfort and privacy. A whole-home speaker system enhances the living experience throughout the home. Additional features include an ELEVATOR servicing all levels, first-floor laundry room, covered porches and deck, screened porch, outdoor shower, dual ground-level storage rooms, irrigation system with drip lines, and beautifully landscaped grounds. The large side and backyard areas provide ideal space for outdoor games, gatherings, and relaxation. Located just steps from the community Oceanfront Beach Club, pool, beach access, and boat dock day slips, owners also enjoy full access to the exceptional amenities of Winding River Plantation, including golf, tennis, pickleball, marina, River House, fitness center, walking trails, and more. Furnished with exceptions. New Roof in 2025.

121 Ferry Rd, Holden Beach

$959,000
3 Beds 4 Baths
Welcome to 1821 Baywater Court, a spacious and thoughtfully designed custom home tucked away on a private cul-de-sac lot in the highly desirable Winding River Plantation golf and marina community. As you approach the homes long winding driveway you will be welcomed by the wraparound porch that creates a stunning first impression, while inside you'll find hardwood floors, soaring ceilings, beautiful archways, extensive crown molding, abundant natural light, and custom built-ins surrounding the gas fireplace. The kitchen is designed for both everyday living and entertaining, featuring a gas range with hood vent, ample cabinetry, and a spacious breakfast nook accented by paneled ceilings and walls of windows overlooking the backyard. The first-floor primary suite serves as a private retreat complete with trey ceilings, dual vanities, a tiled walk-in shower, soaking tub, and spacious walk-in closet. The main living area features a dedicated office, wet bar, and multiple flexible living and entertaining spaces throughout the home. Upstairs, you'll find two additional bedrooms, two full bathrooms, bonus spaces, a kitchenette, and a large central family room, along with access to second-floor balconies. This charming home offers over 4,300 square feet living space along with a detached apartment/mother-in-law suite ideal for multigenerational living, guests, or flexible bonus space, this property blends privacy, functionality, and lifestyle in one unique setting. The private carriage home above the garage features its own living room, kitchenette, bedroom, full bathroom, and private balcony -- creating endless possibilities. Lovingly maintained, the home features a new roof, termite bond, hurricane shutters, and irrigation system, providing added peace of mind for the next owner. With all the mature landscaping, the property offers a serene backdrop with exceptional indoor and outdoor living spaces. Designed for both relaxation and entertaining, the backyard offers multiple decks, a gas grilling area, fire pit, mature landscaping, and a peaceful wooded backdrop that creates your own private outdoor oasis. With exceptional flexibility, generous living space, and access to the sought-after lifestyle and amenities of Winding River Plantation, this is a rare opportunity to own a truly special property in coastal Bolivia. Residents enjoy exceptional amenities, including walking trails, golf, a community pool with convenient parking, tennis courts, pickleball, bocce courts, a fitness center and outdoor pavilion plus an oceanfront beach club at Holden Beach -- and you do not have to be a member to enjoy golf within the community.

1821 Baywater Ct Se, Bolivia

$925,000
4 Beds 4 Baths
Experience exceptional waterfront living in this custom-designed home, perfectly positioned on one of Winding River Plantation's most coveted homesites with panoramic pond and golf course views. Designed to maximize its breathtaking setting, sunlight pours through soaring 20+ foot ceilings and a spectacular wall of windows, creating a bright, inviting atmosphere throughout the home. The great room, dining room, sunroom, primary suite, and an upstairs guest bedroom all enjoy peaceful water views, offering a tranquil backdrop for everyday living. Meticulously maintained and extensively updated, this residence offers timeless architecture with modern peace of mind. Recent improvements include a NEW Roof (2026), NEW Luxury Vinyl Plank Flooring throughout the main level (2026), NEW Bosch Double Ovens (2026), NEW Dehumidifier (2026), NEW HVAC System (2023), and NEW Water Heater (2023). Rich architectural details include extensive custom millwork, built-in cabinetry, and two fireplaces, including a stunning double-sided fireplace shared between the formal dining room and breakfast area. The spacious great room is centered around a beautiful fireplace with custom built-ins, while the gourmet kitchen is a chef's dream featuring abundant cabinetry, generous prep space, and the rare convenience of two dishwashers. Just beyond, the spectacular sunroom is wrapped in windows, providing uninterrupted views of the pond, golf course, and professionally landscaped grounds. Step outside to enjoy peaceful mornings with coffee, afternoons watching golfers in the distance, or evenings entertaining while surrounded by the beauty of coastal North Carolina. Beyond its exceptional design, this property offers outstanding investment potential. Winding River Plantation permits both short-term and long-term rentals, making this home an excellent opportunity for investors seeking vacation rental income, golf retreat buyers, snowbirds looking for seasonal ownership, or those wanting a second home that can generate revenue when not in use. Residents enjoy an unparalleled lifestyle with championship golf, a clubhouse, fitness center, resort-style pool, tennis and pickleball courts, walking and biking trails, marina, river house, boat launch, day slips, and one of the community's most coveted amenities--a private oceanfront beach club on Holden Beach with exclusive beach access. Whether you're searching for a luxurious primary residence, an elegant coastal retreat, or an income-producing investment property, this extraordinary waterfront home offers the perfect combination of breathtaking views, exceptional updates, resort-style amenities, and remarkable investment flexibility in one of coastal North Carolina's premier-gated communities.

486 Wild Pine Ct Se, Bolivia

$880,000
3 Beds 4 Baths
Welcome to a place where imagination soars and traditional spaces are redefined. This 3-bedroom 3.5-bathroom home is about to blow your mind. Step into 1423 Whisperwood and feel at home, at peace, and one with nature. Creativity excites the mind and soothes the body. Architect Michael Connor designed these alternative spaces. You will know the moment you enter that this is not an ordinary house for the ordinary home shopper. Extraordinary comes to mind....Be one with nature within the two-story Great room with soaring walls of windows. Carousel circular dining room sets the stage for inspirational conversation, laughter, and friendships to all who come to the table. Home Chef's Kitchen-in-the-round echoes the simple curvature of line with poured free-form textured surfaces countertops. Stainless steel appliances with six burner gas range and oven. Second story dormer provides for a Peek-a-boo kitchen ceiling that can serve as a dumb waiter (no offense). Second fireplace warms the main floor primary bedroom that features an S-shaped glass-block wall of natural light for sunny morning and moonlit evenings. Four season Carolina Room through the bedroom's double doors leads to private backyard deck. Upstairs East wing hosts two guest rooms, both have doorways to outdoor second story balcony. Second level West wing features Flex space media room and an additional Bonus room/Art-Studio over garage with full bath. In between east and west wing you will find the wrap-around Loft overlooking the Great room that is perfect for drafting, quiet reading, and or second office for play writing. Come see this artistic and creative domicile that will enchant your curiosity with hidden offices, private spaces and secret gardens. Remember sometimes a whisper attracts more intrigue - if you are looking for tranquility in a nature preserve, you find the ''Arch of the Hawk'' at 1423 Whisperwood.

1423 Whisperwood Ct Se, Bolivia

$839,000
4 Beds 4 Baths
Welcome to the lifestyle you've been dreaming of in the highly sought-after Winding River Plantation! Perfectly positioned on a beautifully landscaped .41-acre lot overlooking the 6th hole of Carolina National Golf Club's Egret Course, this freshly painted 3,812-square-foot home offers an exceptional blend of luxury, comfort, and thoughtful design. The desirable split-bedroom floor plan features 4 bedrooms, 3.5 baths, and a spacious primary suite on the main level complete with a tray ceiling, oversized walk-in closet, dual vanities, a walk-in tiled shower, and a deep soaking tub. Two additional guest bedrooms are also conveniently located on the main floor, offering privacy for family and visitors alike. Designed for both everyday living and entertaining, the expansive living room with a gas log fireplace flows seamlessly into the chef's kitchen featuring a large quartz island with bar seating, gas cooktop, built-in microwave and oven, stainless steel appliances, and a sunny breakfast area overlooking the fenced backyard and golf course. A spacious dining room is ready for holiday gatherings, while the butler's pantry with a built-in wine rack adds both charm and functionality. Tucked away for privacy, the home office provides the perfect work-from-home space, while the laundry room and drop zone with built-in cubbies keep daily life organized. Upstairs offers incredible flexibility with a large bonus room, additional flex space, fourth bedroom with a generous walk-in closet, full bath, and abundant walk-in attic storage. One of the home's standout features is the stunning glass-enclosed sunroom, completed in 2025, creating a year-round space to relax while enjoying peaceful golf course views. Life in Winding River Plantation extends well beyond your front door. Residents enjoy an impressive collection of amenities including a clubhouse with resort-style pool, fitness center, meeting and gathering spaces, tennis, pickleball, basketball, and bocce courts. Boating enthusiasts will appreciate The River House Marina with its boat and kayak launch, gathering room, and access to the Lockwood Folly River. Even better, owners enjoy exclusive access to the oceanfront beach clubhouse on Holden Beach, featuring private parking, a swimming pool, and day slips for boaters. Located approximately 12 miles from Holden Beach and about 15 miles from the historic waterfront of Southport, you'll also enjoy convenient access to shopping, dining, golf, and everything coastal Brunswick County has to offer. This is more than a home--it's a lifestyle you'll love coming home to every day.

398 Cypress Ridge Dr Se, Bolivia

$799,000
5 Beds 5 Baths
Winding River Plantation Extended family potential. 4700 sq ft of living space! Fresh paint and wide open space is ready for you to move in and make this remarkable home your own. Quality and careful forethought in the construction of this exceptional custom-built home will provide you with security. 2x6 studs mean stability and deep window sills. Accessibility and wide doorways to ADA standards. The whole house propane generator, encapsulated conditioned crawl space, and the included home warranty will contribute peace of mind. Now, imagine being in your own place that invites you and your family to celebrate life in space that exudes hospitality and joyful activity but also provides for privacy and tranquility. Like to cook? Your well appointed kitchen, butler's pass-thru and large pantry are calling to you. Crafty? Wait till you see the huge craft room on the second floor and the amazing storage spaces. Want to entertain? the spacious porch awaits. The rec room on the second floor offers great potential. Want a workshop? Check out the oversize garage and all the cabinetry. There is even room for your golf cart. How about a home office? This one has an adjoining bathroom. Have you ever seen a big clean attic like this one? You will always be able to store your stuff. Will your guests need their own space? Or do you sometimes need to get away from your loved ones? The potential of the very large spaces of the second floor with two stairways, may be exactly what you need. Carolina National Golf Club and all the wonderful amenities of Winding River Plantation are here for you. Ocean beach-front with pool and parking, or the delightful river house with boat slips and kayak launch add to the activities of the club.

482 Riverwood Dr Se, Bolivia

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