Winding River Plantation Homes with Two Levels

Welcome to Winding River Plantation, an enchanting subdivision nestled in the heart of Bolivia, North Carolina, within the scenic Brunswick County. This picturesque community offers a harmonious blend of nature and luxury, making it a perfect retreat for families and individuals alike. With its winding roads lined with mature trees and beautiful landscaping, Winding River Plantation exudes charm and tranquility.

One of the standout features of this community is the stunning selection of two-level homes available for prospective buyers. These spacious residences are designed to provide both comfort and style, offering ample living space for gatherings, entertaining, and relaxation. The two-level layout allows for distinct living areas, with cozy family rooms, elegant dining spaces, and well-appointed kitchens that invite culinary creativity.

Residents of Winding River Plantation enjoy access to a wealth of amenities, including a clubhouse, fitness center, and outdoor pools, all set against the backdrop of breathtaking natural beauty. For those who love the great outdoors, the community is located near the scenic Shallotte River and the pristine beaches of Brunswick County, providing endless opportunities for kayaking, fishing, and soaking up the sun.

With its ideal location and thoughtfully designed homes, Winding River Plantation is more than just a neighborhood; it’s a lifestyle. Whether you’re looking to settle down or invest in a vacation home, this charming community has something for everyone. Come discover the magic of Winding River Plantation—your dream home awaits!

Newest Winding River Plantation Homes with Two Levels

$440,000

3 Beds ⋅ 3 Baths ⋅ 100601709 MLS

Winding River Plantation is a lifestyle destination. Residents enjoy access to all the amenities that Winding River has to offer: Gated access, 27-hole championship Carolina National golf course, resort style community with clubhouse, pool, fitness center, tennis, pickleball, bocce ball courts, Beach Club & pool on Holden Beach, River House & Marina, miles of paths, community garden and butterfly park. This immaculate, 3BR/2BA home on a corner lot is absolutely adorable. You will love the open floor plan. As you enter the foyer, the dining room has double windows which look out to the beautifully landscaped front yard. The Great room with vaulted ceiling and fireplace, is conveniently located next to the kitchen and newly updated 3 season porch with EZE Breeze sunroom shades in a very private back yard setting. Updates include July '24 new fortified roof, crawl space encapsulation, new interior paint for entire house (walls, ceilings, trim), new carpet on stairs & upstairs, new security camera above garage, Nest doorbell. 2025 updates include new updated light fixtures (foyer, kitchen, dining areas), remote control ceiling fans (3 bedrooms, living room, 3-season porch), new backyard fence, new toilets in half bath and primary bath, new LVP downstairs. July '26 new front porch railings, new back steps and railings. The primary suite on the main floor is complete with large walk-in closet, ensuite with double sink vanity, tub and walk-in shower. Upstairs is a sanctuary with 2 additional bedrooms, bonus room, full bath and storage. The lot backs up to a berm which allows for privacy and backyard is fenced-in which is perfect for small children or pets. Enjoy being just a short distance to Historic Southport's shops and restaurants, North Carolina Beaches, Wilmington, NC and North Myrtle Beach. Whether you're seeking peace and privacy or a vibrant community atmosphere, this exceptional home in Winding River Plantation offers the best of both worlds. Schedule your private tour today and experience low country living at its finest with this rare opportunity to own a beautifully designed home in a gated community. Come discover the exceptional lifestyle that awaits at Winding River Plantation--and see why your future neighbors are excited to welcome you. Boaters benefit from two marinas, one on the Intracoastal Waterway and another at the ''River House'' Clubhouse on the Lockwood Folly River--providing the unique opportunity to travel to the Beach Club by boat. Vibrant days and welcoming evenings make Winding River a place where neighbors connect and thrive in a coastal Lifestyle paradise. Virtual staging used in some photos.

380 Blossom Tree Ln Se, Bolivia

Listing courtesy of Listing Agent: Team Rosie and Denise () from Listing Office: St James Properties LLC.

$999,900

4 Beds ⋅ 4 Baths ⋅ 100601679 MLS

Luxury Pond Front Living Meets Golf Course Views at Winding River Plantation. Ideally situated on a premier .32-acre lot at the end of a private cul-de-sac, this gorgeous pond front estate with elegant, sunny interior, offers breathtaking views extending into the Audubon-certified Carolina National Golf Course. Step through the magnificent Mahogany double front doors into an expansive interior defined by soaring 12-foot ceilings in the formal dining and living rooms. The heart of the home features a recently renovated gourmet kitchen that flows seamlessly into a cozy family room, anchored by a gas fireplace under 10-foot ceilings. Retreat to the bright tile sunroom, an ideal spot for morning coffee or afternoon reading. With thoughtfully designed layout, the main level delivers effortless single-story living, showcasing a private primary suite complete with a luxury ensuite bath and an expansive walk-in closet. A flexible second bedroom on the first floor serves perfectly as a home office or guest suite. Upstairs, your visitors will enjoy ultimate privacy with two additional guest bedrooms--each featuring its own dedicated ensuite bath--centered around a relaxed loft area. Unmatched outdoor living embraces the coastal climate with an outdoor setup built for entertaining. Whether you are hosting an evening gathering or relaxing on your own, you can choose between the open-air deck, a classic open porch, a breezy screened porch, or the lovely ground-level patio. The Ultimate Coastal Lifestyle abounds with Winding River Plantation delivering a world-class resort experience. Community highlights include: private Property Owners' Clubhouse, Outdoor Pavilion, Swimming Pool, Fitness Center, Tennis, Pickleball, and Bocce courts. The Riverhouse & Marina feature 10 boat slips, boat & kayak launch on the Lockwood Folly River, along with trailer parking and fish cleaning station. When you're ready for some surf and sun, head over to nearby Holden Beach and spend the day at WRP private ocean front Beach House with private swimming pool, gathering room, kitchenette, beach access, showers, and restrooms. Centrally located, Winding River Plantation is just a short drive to historic Southport, Oak Island, Wilmington, Holden Beach and Myrtle Beach. This home has it all!

1734 Merriwether Ln Se, Bolivia

Listing courtesy of Listing Agent: Kim Skipper Anderson () from Listing Office: Art Skipper Realty Inc..

$850,000

3 Beds ⋅ 4 Baths ⋅ 100596049 MLS

Spectacular golf course views set the stage for this beautifully custom-built home in the highly sought-after community of Winding River. Designed for comfortable living and entertaining, this exceptional property offers quality craftsmanship, inviting living spaces, and picturesque fairway vistas. The roof was installed in 2026. Experience the unmatched Winding River lifestyle with an impressive collection of resort-style amenities, including a private oceanfront beach club with pool and 2 gated parking lots, a River House overlooking the marina with picnic areas, a clubhouse with pavilion, fitness center, tennis and pickleball courts, bocce courts, and miles of scenic walking trails. Whether you're relaxing at the beach, enjoying a day on the water, or staying active close to home, Winding River offers something for everyone. This is more than a home--it's a lifestyle defined by exceptional amenities, natural beauty, and one of the area's premier golf course settings.

1798 Candle Ridge Ln Se, Bolivia

Listing courtesy of Listing Agent: Cameron Brand () from Listing Office: Intracoastal Realty Corporation.

$830,000

4 Beds ⋅ 3 Baths ⋅ 100594942 MLS

Golf course living at its finest! This beautifully appointed 4-bedroom, 3-bath custom brick home offers an impressive 4,066 square feet of thoughtfully designed living space with spectacular golf course views. An inviting stone fireplace anchors the elegant living area, complemented by beautiful hardwood floors, a bright sunroom, granite counter tops, SS appliances, and a charming screened gazebo--perfect for relaxing or entertaining while enjoying the peaceful surroundings. Located in amenity-rich Winding River, residents enjoy an exceptional coastal lifestyle with an oceanfront beach club and pool, two marinas, River House with picnic area, clubhouse with pool and pavilion, tennis, pickleball, bocce, a 27-hole golf course, fitness center, and scenic walking trails. A rare combination of spacious luxury, beautiful views, and resort-style amenities--this exceptional home is truly a must-see!

364 Broad Leaf Ln Se, Bolivia

Listing courtesy of Listing Agent: Cameron Brand () from Listing Office: Intracoastal Realty Corporation.

$717,500

4 Beds ⋅ 5 Baths ⋅ 100594542 MLS

Welcome to 503 Riverwood Road, a spacious 4-bedroom, 5-bathroom home offering 3,841 square feet in the desirable Winding River Plantation community. From the moment you enter, the home's high ceilings create an open and inviting atmosphere throughout the main living areas. The generous living room provides an ideal setting for both everyday relaxation and entertaining guests. The kitchen features updated appliances, abundant cabinetry, and plenty of workspace for preparing meals and gathering with family. A nearby dining area offers a comfortable place for both casual dinners and special occasions. One of the home's most distinctive features is its two primary bedroom suites, each with its own private primary bathroom. This unique layout provides excellent flexibility for multigenerational living, extended guests, or homeowners seeking additional privacy. The additional bedrooms are also well-sized and offer ample space for family, visitors, or a home office. Above the attached garage, the spacious finished room provides even more versatility as a media room, recreation space, fitness area, or private retreat. The sunroom is highlighted by vaulted ceilings and an abundance of natural light, creating a peaceful place to enjoy the surrounding landscape. Outside, the backyard features a thoughtfully installed stone walkway designed to improve drainage and help prevent flooding during periods of heavy rain. The covered and wraparound porch areas provide additional opportunities to relax and enjoy the home's peaceful setting. Residents of Winding River Plantation enjoy an impressive amenity package that includes a clubhouse, community pool, fitness center, golf course, marina, pickleball and tennis courts, walking trails, and more. The community also offers the exceptional benefit of an oceanfront beach club on Holden Beach with private parking, a pool, restrooms, showers, indoor gathering space, and direct beach access. With its flexible floor plan, unique dual-primary-suite design, generous living spaces, and outstanding community amenities, this home offers an exceptional opportunity to enjoy the best of coastal North Carolina living.

503 Riverwood Dr Se, Bolivia

Listing courtesy of Listing Agent: Zachary Barnes () from Listing Office: Century 21 Collective.

$520,000

3 Beds ⋅ 3 Baths ⋅ 100594426 MLS

Welcome to 1504 Turnberry Lane.--an Everett Builders custom move-in ready brick home offering 2,281 sq ft of thoughtfully designed living space. With 4 bedrooms, 3 full baths, with a Flex/Finished room over the garage, this home blends timeless elegance with modern flexibility. New roof installed August 2025. Get that good old summertime country feeling from your backyard screened in porch. Sippin' a sweet tea within the shade of your screened-in porch. Flip-flops off and sunglasses on it's another sunny day in ''WINDINGRIVERVILLE''. Hummin' a tune and watchin' the sun sparkle a glistening dance across your backyard pond. You have Gone to Carolina - Gone to Carolina. Inside, the primary suite is a private retreat featuring a spa-like whirlpool tub, double vanity, and framed glass shower. The kitchen boasts granite countertops, GE stainless steel appliances, solid wood cabinetry, and pantry. Oak hardwood floors add warmth and character throughout the main living areas. The first floor includes two additional flexible rooms--ideal for a home office or guest spaces. Upstairs finished rooms offer the flexibility of being a fourth bedroom with full bathroom ensuite or craft studio and cozy media lounge. The two-car garage features an epoxy floor. Stop dreaming. Make 1504 Turnberry your new home and embrace the Carolina Coastal Lifestyle Winding River amenities have to offer. LOCATION - LOCATION - LOCATION: Award Winning Winding River is 40 minutes South of Wilmington, one-hour north of Myrtle Beach Airports, and minutes from the Historic Seaport town of Southport. If you like the Coastal Lifestyle, you will love that Winding River has its own Ocean Front Beach Club w/ Pool, on quiet Holden Beach. Boaters have 2 Marinas, one on the Intracoastal Waterway and the second at our ''River House'' Clubhouse on the Lockwood Folly River. Want more - see more - schedule your property tour. More... Agent Remarks: Gated community - Code required. New Roof installed August 2025. Kitchen rolling Island + Garage freezer + garage workbench do not convey, Home has a New Electric fireplace 2026

1504 Turnberry Ln Se, Bolivia

Listing courtesy of Listing Agent: Tom N Saffioti () from Listing Office: Coldwell Banker Sea Coast Advantage.

$749,900

3 Beds ⋅ 3 Baths ⋅ 100593458 MLS

Imagine waking up overlooking the second hole of the Fred Couples-designed 27-hole golf course in the Winding River community. Nestled on approximately 0.44 acres of beautifully landscaped grounds, this thoughtfully designed home offers over 2,900 square feet of comfortable living with privacy and nature. The flexible floor plan features a main-level guest bedroom with a built-in office and Murphy bed, providing the perfect space for guests or working from home. Upstairs, the expansive primary suite serves as a private retreat, featuring a cozy fireplace, a spa-like ensuite with a large shower and soaking tub, and a walk-out balcony overlooking the golf course and tranquil surroundings. The open-concept living area is filled with natural light from expansive windows that showcase breathtaking views of the golf course, pond, and abundant wildlife. The kitchen is a baker's dream with custom cherry cabinets, stainless steel appliances, granite countertops, and a breakfast bar for cooking and casual gatherings. A welcoming fireplace, custom built-in cabinetry, and an inviting Carolina Room create the perfect setting for entertaining family and friends. Additional features include an oversized two-car garage and abundance of storage. Residents of Winding River enjoy an unmatched lifestyle with exceptional amenities, including a private Beach Club and oceanfront pool on Holden Beach with parking, two marinas with day slips, a kayak and canoe launch, and a spectacular riverside clubhouse on the Lockwood Folly River, where unforgettable sunsets become part of everyday life.

1751 Mute Swan Ln Se, Bolivia

Listing courtesy of Listing Agent: Tracy Swanson () from Listing Office: Swanson Realty-Brunswick County.

$590,000

4 Beds ⋅ 3 Baths ⋅ 100590089 MLS

Absolutely stunning custom-built home offered by its original owner, in popular Winding River Plantation! Lovingly maintained, this 2,722 sq. ft., 4-bedroom, 2.5-bath residence showcases gleaming hardwood floors, soaring ceilings, and walls of windows that fill the home with natural light. From the moment you arrive, the full-width covered front porch welcomes you inside. The inviting foyer is flanked by a spacious formal dining room and a private office large enough to accommodate two desks, file cabinets, and bookcases--perfect for working from home. The heart of the home is the beautifully appointed kitchen, featuring expansive granite countertops, abundant cabinetry, and generous workspace for the home chef. The adjoining breakfast area easily accommodates a dining table and even a corner cabinet, making it both functional and inviting. The open floor plan is highlighted by the impressive two-story living room with a soaring ceiling, cozy propane fireplace, and dramatic wall of windows. A door leads to the expansive rear screened porch, creating the perfect setting for entertaining or simply enjoying the peaceful surroundings. From here, step down to your patio and gas-connected grill for those family cookouts. The spacious primary suite is conveniently located on the main level and offers room for all your furnishings. The ensuite bath features a relaxing soaking tub, separate shower, and two large walk-in closets. A beautiful hardwood staircase leads to the second level, where you'll find an open loft, three generously sized guest bedrooms, a full bath, and a finished flex room--ideal as a media room, playroom, or hobby space. Situated on a beautifully landscaped lot of nearly half an acre, this exceptional home offers space, comfort, and timeless quality. Located in the highly sought-after Winding River Plantation, residents enjoy an unmatched lifestyle with a gated 27-hole championship golf course, clubhouse, community pool, fitness center, tennis, pickleball and bocce courts, miles of scenic walking trails, a community garden, and a butterfly park. Launch your boat, or keep yours at the River House and marina. Ready for the beach? You and your guests can enjoy the private Beach Club and pool oceanfront on Holden Beach. Conveniently located near the charming shops and waterfront restaurants of Historic Southport, as well as the beautiful beaches of Oak Island and Holden Beach, this home is also just 30 minutes from Wilmington, approximately 40 minutes from Calabash, and about an hour from Myrtle Beach, South Carolina. This is more than a beautiful home--it's an exceptional coastal lifestyle waiting for you.

1620 Golfers Ridge Dr Se, Bolivia

Listing courtesy of Listing Agent: Mary B Conover () from Listing Office: Coldwell Banker Sea Coast Advantage.

$599,500

4 Beds ⋅ 3 Baths ⋅ 100589514 MLS

Welcome to this stunning, newly renovated custom home nestled in the heart of the amenity-rich Winding River community. Every detail of this residence reflects a commitment to quality, comfort, and modern elegance. In addition to the recent price reduction, this house offers a unique spa like feel. A 2 person sauna was added to the updated Master Bath and a 5 person hot tub was added to the outdoor deck with a retractable privacy screen. The community amenities are unparalleled and include an ocean front beach club in Holden Beach with a pool and two gated parking lots, River House with picnic area and marina, Seaside marina with day slips, pool with pavilion, clubhouse, fitness ctr., tennis/pickleball, bocce and walking trails. The Carolina National Golf Course winds throughout the neighborhood.

1530 Turnberry Ln Se, Bolivia

Listing courtesy of Listing Agent: Cameron Brand () from Listing Office: Intracoastal Realty Corporation.

$829,000

4 Beds ⋅ 4 Baths ⋅ 100587417 MLS

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

Listing courtesy of Listing Agent: Denise Young () from Listing Office: PROACTIVE Real Estate.

$1,600,000

5 Beds ⋅ 5 Baths ⋅ 100575880 MLS

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

Listing courtesy of Listing Agent: McNeely Group () from Listing Office: Landmark Sotheby's International Realty.

$935,000

3 Beds ⋅ 4 Baths ⋅ 100565520 MLS

Welcome to timeless craftsmanship, exceptional flexibility, and resort-style living come together in one of Winding River Plantation's most private settings. Tucked away on a quiet cul-de-sac and approached by a long winding driveway, this custom-built residence offers over 4,300 square feet of thoughtfully designed living space surrounded by mature landscaping and a peaceful wooded backdrop as well as an additional crofter home over the garage. A welcoming wraparound porch sets the tone as you enter the home, where soaring ceilings, rich hardwood floors, elegant archways, extensive crown molding, abundant natural light, and custom built-ins create a warm yet sophisticated atmosphere. The spacious living room centers around a gas fireplace, while multiple gathering spaces, a private office, and a wet bar provide exceptional flexibility for everyday living and entertaining. Designed for both function and style, the chef's kitchen features a gas cooktop with vent hood, generous cabinetry, expansive prep space, and a sun-filled breakfast nook framed by walls of windows overlooking the backyard. The first-floor primary suite offers the convenience of main-level living and serves as a private retreat with tray ceilings, dual vanities, a soaking tub, walk-in tiled shower, and an oversized walk-in closet. Upstairs, guests and family enjoy two additional bedrooms, two full baths, a spacious family room, bonus rooms, a kitchenette, and private balcony access, creating an ideal second living level. One of the home's most distinctive features is the detached carriage house above the garage, complete with its own living room, kitchenette, bedroom, full bath, and private balcony--perfect for multigenerational living, extended guests, a private home office, or flexible lifestyle needs. Outdoor living is equally impressive, with multiple entertaining decks, a dedicated grilling area, fire pit, mature landscaping, and tranquil wooded views creating a private backyard retreat designed for relaxing or gathering with friends and family. Lovingly maintained with a new roof, irrigation system, hurricane shutters, and termite bond, this home offers peace of mind along with exceptional versatility. Residents of Winding River Plantation enjoy an unmatched coastal lifestyle featuring championship golf, walking trails, fitness center, resort-style pool, tennis, pickleball, bocce courts, marina access, and a private oceanfront beach club at Holden Beach. Whether you're seeking space for multiple generations, room to entertain, or simply a home that offers flexibility without compromise, 1821 Baywater Court is a rare opportunity to experience luxury coastal living at its finest.

1821 Baywater Ct Se, Bolivia

Listing courtesy of Listing Agent: Jennifer L Davidson () from Listing Office: Berkshire Hathaway HomeServices Carolina Premier Properties.

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