Winding River Plantation Homes with Garage Faces Side Parking Features

Welcome to Winding River Plantation, a hidden gem nestled in the heart of Bolivia, North Carolina, within the picturesque Brunswick County. This charming subdivision offers a unique blend of serene living and modern convenience, making it an ideal choice for families, retirees, and everyone in between.

Winding River Plantation is renowned for its stunning natural landscapes and lush surroundings. The community boasts a variety of amenities, including walking trails, a clubhouse, and access to the scenic Lockwood Folly River, perfect for kayaking or fishing enthusiasts. With its tranquil atmosphere and friendly neighbors, you’ll feel right at home from the moment you arrive.

One of the standout features of homes in Winding River Plantation is the thoughtfully designed garage faces side parking. This architectural choice not only enhances the curb appeal of the properties but also ensures that the homes maintain a clean and cohesive look throughout the neighborhood. The side-facing garages create a more inviting atmosphere, allowing for beautiful landscaping and unobstructed views of the charming facades.

Whether you’re looking for a cozy retreat or a spacious family home, Winding River Plantation offers a diverse selection of residences that cater to various lifestyles. With easy access to nearby beaches, shopping, and dining, you’ll enjoy the best of coastal living without sacrificing the peace and tranquility that this community provides.

Come discover the allure of Winding River Plantation, where your dream home awaits amidst the beauty of North Carolina’s coastal landscape!

Newest Winding River Plantation Homes with Garage Faces Side Parking Features

$850,000

3 Beds ⋅ 4 Baths

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

$830,000

4 Beds ⋅ 3 Baths

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

$749,900

3 Beds ⋅ 3 Baths

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

$590,000

4 Beds ⋅ 3 Baths

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

$599,500

4 Beds ⋅ 3 Baths

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

$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

$899,000

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

$935,000

3 Beds ⋅ 4 Baths

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

$610,000

3 Beds ⋅ 3 Baths

307 Jarret Bay Court at Winding River Nestled on a quiet cul-de-sac near the Riverhouse in Winding River, 307 Jarret Bay Court welcomes you home. This move-in ready brick home offers 2,894 sq. ft., 3 bedrooms, and 2.5 bathrooms, all with a private wooded backyard. Step inside the two-story grand foyer and feel instantly at home. The spacious Great Room invites you to relax by the cozy corner fireplace, perfect for unwinding after a long day. Flowing seamlessly, the Great Room connects to the dining area, creating an ideal space for hosting gatherings and special occasions. Just beyond, the kitchen stands out with stainless steel appliances--including a wall oven and microwave--granite counters, and rich walnut cabinetry. Enjoy casual meals or morning coffee in the welcoming breakfast nook, where conversations with the home chef are always encouraged. The kitchen island provides generous storage and workspace, making meal prep a breeze. Retreat to the primary bedroom ensuite, which occupies the entire west wing and features sliding doors opening to a 13 ft. x 15 ft. screened three-season room. Here, you can curl up with a book or simply take in peaceful views of the tranquil backyard. The property spans 0.28 acres of naturally wooded landscaping, offering privacy and a sense of calm every time you return home. Upstairs, guest rooms share a cozy sitting area and a full bathroom, creating a comfortable retreat for friends and family. A side-facing two-car garage adds both charm and curb appeal. Imagine starting and ending your day surrounded by every thoughtfully crafted detail in this inviting residence. Schedule your private tour today to experience this inviting home for yourself and call 307 Jarret Bay, your new home. Location and Community Features Winding River is ideally situated--just 40 minutes south of Wilmington, one hour north of Myrtle Beach airport, and minutes from the historic seaport town of Southport. Residents enjoy a coastal lifestyle, with access to a private oceanfront Beach Club and pool on serene Holden Beach. Boaters have the convenience of two marinas, one on the Intracoastal Waterway and another at the ''River House'' Clubhouse on the Lockwood Folly River, providing the option of traveling to the Beach Club by boat. Community amenities abound, including a Property Owners Clubhouse and Event Center, Poolside Pavilion with B.Y.O.B. bar, picnic, and grilling areas. Outdoor enthusiasts can take advantage of the Carolina National Fred Couples 27-hole Audubon golf course, fitness center, walking trails, tennis, pickleball, bocce ball, and a community garden. Winding River fosters vibrant days and evenings, bringing neighbors together in a thriving coastal environment.

307 Jarret Bay Ct Se, Bolivia

$630,000

3 Beds ⋅ 3 Baths

345 Broad Leaf at Winding River Step inside 345 Broad Leaf and feel an immediate sense that this is the ONE--A place to call home. The two-story Foyer gracefully welcomes you into the spacious Great Room, where a cozy fireplace sets the tone for relaxing evenings. The classic formal dining room draws the eye with its elegant design, wainscot and chair rail. Notice the repeat motif of foyer, dining room chandelier and wall scones eloquently illuminate the dining experience. A place for everything and everything in its place - the Home Chef's Kitchen is spacious and efficient. Crisp blend of White and Cherry cabinetry sparkles with Stainless Steel appliances, black granite countertops and tiled backsplash. White cupboard is perfect for displaying your favorite collectibles. Picture yourself unwinding in the Carolina Eze- Breeze retreat. Curl up with a book or simply take in views of the tranquil backyard. Property is a third acre of manicured landscaping that provides that peaceful feeling of pride in ownership. The main floor primary bedroom suite is a sanctuary, featuring a tray ceiling and paddle fan that evokes the charm of Casablanca. Surrender the day and pamper yourself in a spa-like whirlpool tub. Two cheerful guest rooms share a bright, well-appointed full bathroom. The finished room over the garage is a versatile hideaway with its own full bathroom, ideal as an additional bedroom, home office, or craft space. Property sits high and dry. Recent updates include 2022 installation of roof and 2017 HVAC system ensuring comfort and peace of mind. A side-facing two-car 24 x 35 ft spacious garage adds to the charm, workspace, and curb appeal. Imagine spending your mornings and evenings enjoying every carefully crafted detail of this inviting home. Schedule your private tour today - tomorrow may be too late. Location and Community Features Winding River offers an exceptional coastal lifestyle, just 40 minutes south of Wilmington, one hour north of Myrtle Beach airports, and minutes from the historic seaport towns of Southport. Oak Island, and Holden Beaches. Winding River Residents enjoy their own Ocean Front Beach Club with Pool, on serene Holden Beach. Boaters benefit from not one but two marinas, first 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. Community amenities include a Property Owners Clubhouse and Event Center, Poolside Pavilion with B.Y.O.B. bar, picnic, and grilling areas. Golf enthusiasts can enjoy the Carolina National Fred Couples 27-hole Audubon golf course. A few extra amenities include fitness center, walking trails, tennis, pickle ball, bocce ball, and a community garden. Vibrant days and welcoming evenings make Winding River a place where neighbors connect and thrive in a coastal Lifestyle paradise.

345 Broad Leaf Ln Se, Bolivia

$875,000

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

$450,000

3 Beds ⋅ 3 Baths

Priced to sell! This is the best value in Winding River Plantation, offered at ~$177 per square foot along with an impressive list of recent upgrades, including a complete crawlspace encapsulation system with a professional-grade dehumidifier, new water heater, exterior window trim improvements, new powder room toilet, roof replaced in 2021, and an HVAC unit replaced in 2024. The seller is also including a home warranty for added peace of mind. A charming front porch and side-load garage create timeless curb appeal. Inside, hardwood floors flow through the main living areas, complemented by soaring two-story ceilings in the living room that fill the home with natural light. The thoughtful floor plan includes a formal dining room, first-floor primary suite, and convenient powder room. Upstairs, you'll find two additional bedrooms, a full bath, and an exceptional recreation/exercise room large enough for multiple purposes above the garage. Out back, enjoy a spacious fenced yard backing to trees for privacy, along with both screened and covered porches perfect for relaxing or entertaining. Winding River Plantation offers outstanding amenities including a clubhouse with meeting rooms, fitness center, outdoor pool, tennis and pickleball courts, and The Riverhouse with day marina, boat launch, grills, and restrooms. Residents also enjoy an oceanfront beach clubhouse on Holden Beach with pool, private parking, and ICW access. Golf enthusiasts may opt into the 27-hole Fred Couples-designed course with scenic views along the Lockwood Folly River.

597 Riverwood Dr Se, Bolivia

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