Chestnut Walk Real Estate

Welcome to Chestnut Walk, a charming subdivision nestled in the picturesque town of Waynesville, North Carolina, within the stunning Haywood County. This delightful community offers an idyllic blend of natural beauty and modern convenience, making it the perfect place to call home.

Chestnut Walk is characterized by its serene tree-lined streets and beautifully landscaped homes, providing residents with a peaceful retreat from the hustle and bustle of everyday life. The subdivision is designed with a strong sense of community in mind, encouraging friendly interactions among neighbors and fostering a warm, welcoming atmosphere.

One of the standout features of Chestnut Walk is its proximity to the breathtaking Great Smoky Mountains, offering residents endless opportunities for outdoor adventures. Whether you enjoy hiking, biking, or simply soaking in the stunning mountain views, this area has something for everyone. Additionally, Waynesville boasts a vibrant downtown area filled with charming shops, delectable dining options, and cultural attractions, ensuring that you have everything you need just a short drive away.

Families will appreciate the excellent local schools and community services that make Waynesville a great place to raise children. With a strong sense of community spirit, Chestnut Walk is not just a place to live; it’s a place to thrive.

If you’re looking for a home that combines the tranquility of nature with the conveniences of modern living, Chestnut Walk in Waynesville is the perfect choice. Discover your dream home in this enchanting subdivision today!

Newest Listings in Chestnut Walk

$575,000

6 Beds ⋅ 4 Baths ⋅ 4399449 MLS

Escape to the Blue Ridge Mountains with this incredibly unique residential estate. Tucked away on a spacious, 1.03-acre lot at an elevation of approximately 3,000 feet, 64 Big Spruce Lane is not your average mountain home. It is a smartly engineered 6-bedroom, 4 full bathroom compound, with two kitchens, spanning 3423 square feet across two independent, villa-style living spaces. Whether you are looking for a multi-generational family estate, a co-living mountain homestead, or an incredible vacation property with built-in privacy, this home offers endless possibilities just 12 minutes from Main Street Waynesville! This property is cleverly split into two distinct, private wings: (Villa A and Villa B) joined together under one roof line, allowing for completely independent living configurations:Villa A (The Scenic Retreat): Features a main floor with a striking, vaulted great room that encompasses the kitchen, dining, and living areas. Step out onto the expansive deck to soak in stunning, year-round mountain views. The main level also holds a spacious primary bedroom with its own private balcony and a full bath. The lower level expands your layout with 2 additional bedrooms (one with a walk-out deck) and another full bathroom. Villa B (The Cozy Haven): This beautifully updated wing welcomes you with its own main-floor kitchen, a great room anchored by a rustic wood-burning fireplace, and a stunning four-seasons sunroom, with its own deck to enjoy the fresh mountain air. The main floor features 1 bedroom and 1 full bath, with a kitchen, while the lower level boasts 2 more bedrooms (one with a private deck) and a final full bathroom. Situated in the serene mountain community just off Allens Creek, you are perfectly positioned to enjoy a quiet, tucked-away lifestyle while remaining connected to town. This property is truly one of a kind. Where else can you find 6 bedrooms, 4 full baths, 2 full kitchens, and 3423 sq ft of living area on a 1.03 acre lot for such a bargain price? The rental/AIR BNB possibilities here are off the charts! The large open lot beside this home is also buildable as well! With the Blue Bridge Mountains for your backyard and town just a short drive away, it really doesn’t get any better than this! Schedule your tour today! You’ll be glad you picked this one!

64 Big Spruce Lane, Waynesville

$1,125,000

7 Beds ⋅ 7 Baths ⋅ 4408864 MLS

Welcome to the Red Leaf River Inn. A rare opportunity to own a premier mountain sanctuary in the heart of the breathtaking Smoky Mountains. Whether you have always dreamed of owning a successful B&B or maybe have visions of Homesteading Compound in the Mountains...now is your chance! This truly unique property offers the flexibility to serve as a private mountain residence, multi-generational retreat, or turnkey hospitality estate. Nestled on nearly 5 acres of beautifully lush landscaped grounds with stocked pond; this exceptional property combines timeless charm, thoughtful renovations, and endless potential just minutes from downtown Waynesville. Lovingly revitalized by the current owner, the main residence features a welcoming reception area, chef’s kitchen, and a light-filled dining room surrounded by windows overlooking the tranquil pond & sitting areas below. The main home offers five guest suites, each with its own private en-suite bathroom, providing the perfect layout for a boutique inn, vacation rental, retreat space, or a spacious private residence. A separate owner’s quarters includes two bedrooms, one bathroom, and a comfortable living area, creating privacy and flexibility for a homeowner, caretaker, or additional living space. Outdoor living is truly exceptional with a large wraparound decks featuring a wet bar and sitting area—ideal for entertaining, gatherings, or enjoying the peaceful surroundings. The renovated carriage house provides even more versatility with a charming one-bedroom, one-bath retreat, private garden area, and workshop space below. This additional structure offers potential for guest accommodations, long-term rental income, studio space, or a private retreat. But let's dive deeper into this almost 5 acre retreat...Immerse yourself in the natural splendor of the property’s meticulously curated acres. The lush, verdant grounds are a masterpiece of mountain landscaping, offering a tranquil escape from the outside world. Meandering pathways guide you through mature shade trees and vibrant seasonal flora, culminating at the estate's picturesque centerpiece: a pristine, a stocked private pond. Whether casting a line on a quiet mountain morning, hosting an elegant garden reception by the water's edge, or simply enjoying the peaceful reflection of the Smoky Mountains, this expansive outdoor sanctuary elevates the estate from a beautiful residence to a secluded private resort. The sprawling acreage not only ensures absolute privacy but also provides endless possibilities for future outdoor amenities and recreation. Seclusion does not come at the cost of convenience. Situated just 2 miles from US-23, and just 8 minutes from downtown Waynesville, this estate provides effortless access to the region's best attractions and34 Miles to the vibrant culture, arts scene, and regional airport of Asheville. Minutes away from local golf, shopping, and the charming downtown of Waynesville. Conveniently located with easy access to dining, shopping, outdoor recreation; this property offers the perfect blend of privacy and accessibility. Whether you envision a one-of-a-kind residence, a family compound, a vacation destination, or an established bed and breakfast/event property, the Red Leaf River Inn provides a rare opportunity to create the lifestyle and investment you desire. Showings are available by appointment only. Please do not disturb guests or enter the property without prior approval.

146 Chestnut Walk Drive, Waynesville

$139,000

4398650 MLS ⋅ Lots 6,7,8 Phase 1 Chestnut Walk BLDG.

Discover one of the premier homesites in Chestnut Walk. This exceptional offering combines three adjoining lots (Lots 6, 7 & 8) into a spacious 1.11-acre homesite, creating an ideal setting for a custom mountain retreat with added privacy, flexibility, and room to breathe. Located in Phase 1, the property offers the rare convenience of city water and city sewer, paved private roads, mature hardwoods, and seasonal mountain views—all just minutes from the restaurants, shopping, healthcare, and charm of downtown Waynesville. The generous configuration allows for multiple building possibilities while preserving a peaceful, wooded setting. With architectural standards that protect property values and a 1,500-square-foot minimum build requirement, this homesite is perfectly suited for a primary residence, vacation home, or long-term investment. Opportunities to purchase over an acre with public utilities already available in such a desirable mountain community are increasingly difficult to find.

00 Chestnut Walk Unit #6,7,8, Waynesville

$119,000

4398630 MLS ⋅ Lot 3, 4 and 5 Phase 1 Chestnut Walk BLDG.

Build with confidence on one of the most desirable homesites in Chestnut Walk! This unique offering combines three adjoining lots (Lots 3, 4 & 5) into a spacious 0.88-acre homesite, providing added privacy, flexibility, and room to create the mountain home you've been dreaming of. Located in Phase 1, this property offers the convenience of city water and city sewer, paved private roads, and an excellent building site surrounded by mature hardwoods with seasonal mountain views. Just minutes from downtown Waynesville, you'll enjoy easy access to shopping, dining, golf, healthcare, and the Blue Ridge Parkway while still enjoying the peaceful setting of a well-established mountain community. With a 1,500 sq. ft. minimum build requirement and architectural standards that protect long-term value, this property is ideal for a full-time residence, second home, or investment in Western North Carolina. Opportunities to purchase three contiguous lots with utilities already available are increasingly rare.

00 Chestnut Walk Unit #3,4,5, Waynesville

$55,000

4294363 MLS ⋅ Lot 32 Phase 1 Chestnut Walk BLDG.

Build your dream home just minutes from downtown Waynesville on this level 0.44-acre buildable lot with city water and sewer available in Phase 1 of Chestnut Walk Subdivision! Enjoy the convenience of paved roads and easy access while being only a short drive to shopping, dining, and all the charm Waynesville has to offer. This homesite should make construction simple and cost-effective, offering an ideal opportunity for a primary residence, second home, or investment property. Rarely do lots with this combination of location, utilities, and accessibility come on the market with the availability of city water and city sewer.

707 Apple Tree Court Unit #32, Waynesville

$174,000

4252331 MLS

Ideal for investors, developers, or buyers seeking an estate tract with long-range views, this 12-lot package with city water/sewer access (per prior county discussions) in Waynesville’s Chestnut Walk offers two premium ridge-top parcels (near-flat, layered long range potential), two gentle valley lots (usable terrain below road), and eight wooded steep sloped lots (privacy and woodland appreciation). Minutes from downtown Waynesville with paved access, these lots provide immediate build opportunities for spec homes, rentals, or a custom estate—combine parcels for a main residence and use others for guest houses. With the Blue Ridge Parkway, Great Smoky Mountains, and Asheville nearby, demand grows for well-located mountain properties. Flexible exit strategies include development, land banking, or creating a private estate with a main house on the ridge and guest cottages in the valley. Buyer to verify utilities, zoning, HOA, and requirements.

TBD (D) Chestnut Walk Drive, Waynesville

$149,000

4252188 MLS

Discover your private mountain creek-front sanctuary with this 7.5-acre property featuring lush woodlands, a peaceful valley, and a large creek with cascading waterfalls that flows through it. Just minutes from downtown Waynesville, this secluded 3 parcel option combines privacy with convenience, offering ideal building sites in the valley above the water. The property includes two lots in Chestnut Walk Phase II and a larger tract, each appear to be under Chestnut Walk Restrictions. Enjoy easy access to the Blue Ridge Parkway and Pisgah National Forest while immersed in nature's tranquility. The creek's soothing waterfalls create a year-round oasis, perfect for morning coffee or evening strolls. Design your dream cabin, modern retreat, or homestead. A shared gravel road through the property services the Apple Tree community. Rare creek-front opportunity in Haywood County's desirable market. Buyer to verify zoning, utilities, and HOA details.

TBD (B) Browning Branch Road, Waynesville

$299,000

4252214 MLS

This exceptional offering presents the best lots in Chestnut Walk including four pristine flat meadow lots and two scenic creek-front parcels. Investors and developers will appreciate the build-ready meadow parcels with level cleared terrain perfect for spec homes or rental properties, while the tranquil creek-side lots offer a wooded setting on Browning Branch Rd (existing structures of no contributory value). All parcels feature convenient paved road access and city water/sewer availability (buyer to verify). Located just minutes from downtown Waynesville's amenities yet surrounded by natural beauty, this package provides unmatched flexibility - combine lots for a private large property or develop separately. With the Blue Ridge Parkway, Great Smoky Mountains and Asheville nearby, these prime lots represent a rare opportunity in Western NC's thriving mountain market. Buyer to verify all zoning, utilities and HOA requirements.

TBD (A) Chestnut Walk Drive, Waynesville

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .