Chestnut Walk Homes with Wooded Lot Description

Chestnut Walk Homes with Wooded Lot Description

Welcome to Chestnut Walk, a hidden gem nestled in the picturesque town of Waynesville, North Carolina. This charming neighborhood is set against the backdrop of the stunning Blue Ridge Mountains, offering residents a perfect blend of natural beauty and small-town charm. With its serene atmosphere and friendly community, Chestnut Walk is an ideal place for families, retirees, and anyone seeking a peaceful retreat.

One of the standout features of Chestnut Walk is its enchanting homes, each situated on beautifully wooded lots that provide both privacy and a sense of tranquility. Imagine waking up to the sound of chirping birds and the gentle rustle of leaves, all while enjoying the comfort of your own sanctuary. The homes in this neighborhood are thoughtfully designed to harmonize with the surrounding landscape, featuring spacious layouts and modern amenities that cater to today’s lifestyle.

In addition to its stunning homes, Chestnut Walk is conveniently located near a variety of recreational activities. Residents can explore the nearby Great Smoky Mountains National Park, which offers hiking, biking, and breathtaking views. The charming downtown Waynesville is just a short drive away, where you can find delightful shops, delicious dining options, and vibrant community events.

Chestnut Walk is not just a place to live; it’s a lifestyle that embraces nature, community, and comfort. If you’re looking for a serene escape in the heart of North Carolina, this neighborhood is waiting to welcome you home. Come and discover the magic of Chestnut Walk—where your dream home awaits amidst the trees!

Newest Chestnut Walk Homes with Wooded Lot Description

266 Chestnut Walk Drive, Waynesville
$415,000
4 Beds ⋅ 2 Baths ⋅ 4436254 MLS ⋅ ACTIVE Status
Tucked among mature hardwoods in the Chestnut Walk community, this charming mountain chalet offers the perfect blend of peaceful retreat and proven income potential, just minutes from downtown Waynesville. With 4 bedrooms and 2 bathrooms, there’s room here for a full-time residence, a second home, or a turnkey short-term rental. Inside, vaulted ceilings and walls of windows fill the main living space with natural light and bring the wooded views right in. The open living, dining, and kitchen area centers around a brick fireplace with built-in shelving, while the spacious kitchen features granite countertops and stainless steel appliances. The main-level primary suite offers a spacious retreat with a cozy sitting area, and a bunk room and flexible den give you room for guests, a home office, or whatever suits your lifestyle best. The outdoor living spaces are just as inviting, with expansive decks, a fire pit seating area, and a hot tub tucked beneath the trees, creating an ideal setting for morning coffee, evening gatherings, or simply enjoying the quiet of the surroundings. Additional highlights include mini-split heating and cooling and a covered carport with storage. Offered fully furnished, this home has a proven track record as a successful short-term rental, generating approximately $40,000 in gross booking revenue each year from 2023 through 2025. With its private wooded setting, inviting outdoor spaces, and convenient Waynesville location, this property offers a rare combination of comfort, charm, and opportunity.

266 Chestnut Walk Drive, Waynesville

Listing courtesy of Keller Williams Professionals. jordan@bloomrealtyavl.com
146 Chestnut Walk Drive, Waynesville
$1,125,000
7 Beds ⋅ 7 Baths ⋅ 4408864 MLS ⋅ ACTIVE Status
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

Listing courtesy of Coldwell Banker Advantage. channah@cbawest.com
00 Chestnut Walk Unit #6,7,8, Waynesville
$129,000
4398650 MLS ⋅ ACTIVE Status
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

Listing courtesy of Keller Williams Great Smokies. matthewwells@kw.com
00 Chestnut Walk Unit #3,4,5, Waynesville
$99,500
4398630 MLS ⋅ ACTIVE Status
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

Listing courtesy of Keller Williams Great Smokies. matthewwells@kw.com
707 Apple Tree Court Unit #32, Waynesville
$55,000
4294363 MLS ⋅ ACTIVE Status
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

Listing courtesy of Keller Williams Great Smokies. matthewwells@kw.com
TBD (D) Chestnut Walk Drive, Waynesville
$174,000
4252331 MLS ⋅ ACTIVE Status
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

Listing courtesy of National Land Realty. psnyder@nationalland.com
TBD (B) Browning Branch Road, Waynesville
$149,000
4252188 MLS ⋅ ACTIVE Status
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

Listing courtesy of National Land Realty. psnyder@nationalland.com
TBD (A) Chestnut Walk Drive, Waynesville
$299,000
4252214 MLS ⋅ ACTIVE Status
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

Listing courtesy of National Land Realty. psnyder@nationalland.com
Start Your Search

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

Last Updated:

How much is your home worth?

Get instant property value now!