Waynesville Real Estate Search

Waynesville Historical Properties for Sale

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Newest Waynesville Historical Properties for Sale

$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

$375,000
4 Beds 2 Baths 4401479 MLS ACTIVE Status
Step back in time and discover the charm of this one-of-a-kind mountain retreat, nestled on 9.75 deeded acres of unrestricted land just 10 minutes from downtown Waynesville. Bordering the Waynesville water reservoir lands and featuring a bold, year-round creek, this peaceful property offers a rare combination of privacy, natural beauty, and convenience—with the added benefit of city water. Originally built in 1948, this inviting mountain home is filled with vintage character and has been thoughtfully expanded over the years. The original two-bedroom, one-bath home was complemented by a two-bedroom, one-bath addition in 1985, creating flexible living spaces while preserving its nostalgic appeal. Warm wood details, abundant natural light, and a beautiful stone fireplace create a cozy atmosphere that reflects the home's mountain heritage. Recent updates, including a new roof in 2016 and new electrical service in 2026, provide peace of mind while leaving plenty of opportunity to restore, renovate, or simply embrace its classic charm. Outside, the possibilities are endless. Raised garden beds are ready for your next growing season, while two barns offer incredible versatility. One features a weatherproofed upper level perfect for a workshop, studio, storage, or hobbies, with a lower-level carport beneath. The second barn is ready for new life or could provide a treasure trove of reclaimed barnwood for future rustic projects. Spend your days listening to the soothing sounds of the bold creek, exploring nearly 10 acres of mountain land, or relaxing on the porch swing as you take in the peaceful views. Whether you're searching for a full-time residence, mountain getaway, or a property with room to create your own vision, this vintage mountain homestead offers a rare opportunity to own a piece of Western North Carolina's history just minutes from the shops, restaurants, and charm of downtown Waynesville.

50 Rocky Branch Road, Waynesville

Listing courtesy of Town and Mountain Realty. jessica@townandmountain.com

$419,000
2 Baths 4400055 MLS ACTIVE Status
Opportunity awaits with this expansive 3,600+ sq ft mixed-use property in a prime Main Street location! Offering incredible flexibility for residential, commercial, or live/work use, the property features 5 bedrooms plus additional flex spaces that may offer even more usable living space. A permanent heat source would need to be installed in the home for certain spaces to qualify as finished/heated living area and be counted accordingly. Positioned on a highly visible section of Main Street, the property also offers a large parking lot and generously sized yard, providing plenty of room for customers, guests, outdoor living, or future improvements. Many of the major exterior improvements have already been completed, allowing the next owner to focus on transforming the interior to fit their vision. Updates include new windows, siding, Trex decking, a metal roof, gutters, basement sump pump installation, and foundation improvements completed approximately one year ago. Whether you're envisioning a business, income-producing property, spacious residence, or a unique combination of residential and commercial uses, this property offers tremendous potential and room to make it your own. Bring your vision and take advantage of the space, visibility, parking, and versatility this Main Street property has to offer! Reach out for a complete list of approved business uses and discover the possibilities.

1434 S Main Street, Waynesville

Listing courtesy of Manife Realty LLC. venus@maniferealty.com

$448,500
3 Beds 2 Baths 4394289 MLS ACTIVE Status
Huge price reduction! Don't miss this incredible opportunity to secure your dream home at an even better value. Motivated sellers are eager to move quickly, making this the perfect time to make your move. Discover 1924 charm meets modern comfort at 169 East Street. This fully remodeled 3-bedroom cottage in downtown Waynesville is situated just steps from the vibrant energy of historic Main Street. If you’ve been searching for true in-town convenience without the constraints of an HOA, this move-in-ready home delivers. Inside, the home seamlessly blends historic character with completely updated efficiency, boasting a brand-new 2026 HVAC system, all-new electrical, all-new plumbing, and all-new insulation. The custom kitchen serves as the heart of the home, featuring new high-end cabinetry, modern hardware, new appliances, and quartz countertops. Retreat to the primary ensuite, which features a custom tile shower and upgraded bidet, or relax in the main bathroom with its one-of-a-kind 1922 antique clawfoot tub—a detail that perfectly honors the home’s history. Outside, the 0.23-acre lot offers a rare peaceful setting with a cleared yard, mature trees, and creek frontage. Between the durable metal roof, LP Smart siding, and city utilities (water, sewer, and trash), this property offers a worry-free, turnkey lifestyle. Whether you are looking for a full-time residence or a mountain retreat with income-producing rental potential, this cottage is ready for its next chapter. Properties with this combination of location and charm rarely stay on the market—schedule your tour today!

169 East Street, Waynesville

Listing courtesy of Better Homes and Gardens Real Estate Heritage. ginny@ginnyrealestate.com

$399,900
3 Beds 3 Baths 4392144 MLS ACTIVE UNDER CONTRACT Status
Opportunity awaits in the heart of downtown Waynesville. This thoughtfully renovated property blends timeless charm with modern versatility, featuring a beautifully updated 2BR/1.5BA bungalow plus a detached 1BR/1BA apartment full of potential. Inside the main home, fresh finishes and stylish updates create an inviting, move-in-ready retreat. Luxury vinyl plank flooring flows throughout, while the redesigned kitchen shines with quartz countertops, soft-close cabinetry, and stainless appliances. Updated baths feature designer tile and a clean, modern aesthetic that complements the home’s original character. The detached apartment offers incredible flexibility—ideal for guests, multigenerational living, long- or short-term rental income, or a private work-from-home studio. Outside, enjoy a rare level backyard perfect for gardening, pets, entertaining, or simply relaxing after a stroll through town. Leave the car behind and embrace the downtown lifestyle with Main Street’s local shops, breweries, restaurants, and cafes just moments away. Whether you’re searching for a full-time residence with added income potential or an investment opportunity in one of Western North Carolina’s most beloved mountain towns, this property delivers convenience, character, and endless possibilities.

259 & 253 Richland Street, Waynesville

Listing courtesy of Howard Hanna Beverly-Hanks Waynesville. michelle.mcelroy@howardhannatate.com

$335,000
2 Beds 2 Baths 4385307 MLS ACTIVE Status
Mountain views, nearly half an acre, exceptional storage, and a close-in Waynesville location give 1157 S. Main Street a combination that’s hard to duplicate. Built in 1936, this character-filled home offers 1,333 heated square feet on the main level with 2 bedrooms and 2 full baths, plus a finished attic providing additional storage outside the heated living area. Near the driveway, a substantial two-level storage building offers approximately 558 square feet on the lower level and 444 square feet upstairs, providing plenty of room for tools, outdoor gear, hobbies, or workshop space. The property’s terraced setting features established stonework and mountain views, while the large front porch provides an elevated place to take in the surroundings and is ready for repair or reimagining. The home sits above the driveway with exterior stair access through a gated entry. Just minutes from Hazelwood, downtown Waynesville, shopping, and grocery stores, the location puts everyday conveniences and two of Waynesville’s popular districts close at hand. The City of Waynesville has confirmed that current zoning allows short-term rental use, adding flexibility for those considering a primary residence, second home, or vacation rental. Now offered at $335,000. Bring an offer. Seller is ready to work with the right buyer.

1157 S Main Street, Waynesville

Listing courtesy of Frisbee Real Estate LLC. ed@frisbeerealestate.com

$97,990
2 Beds 1 Baths 4364816 MLS ACTIVE UNDER CONTRACT Status
Is there a single family home in Waynesville with redevelopment potential and utilities already in place? 719 Camp Branch Road sits on 0.316 acres and has been taken down to the studs, offering a clean slate for investors or builders. City water is connected, septic is in place, and sewer access is available through the Town of Waynesville for a tap fee. Home is being sold as is and financing other than cash will be difficult. Close to the updated Waynesville Country Club. Single family home in Waynesville NC offering a rare value add opportunity just minutes from downtown. Originally built in 1936, this property is ready for a full renovation or rebuild. The home is not livable in its current condition, with studs exposed, providing a true blank slate for your vision. The existing structure has been stripped down, allowing you to design and finish to your exact specifications. Situated on a 0.316 acre lot with no HOA, the property offers flexibility for a variety of potential uses. City water is already connected, and the current septic system is in place, with the option to connect to sewer through the Town of Waynesville for a tap fee. There may be potential for an additional dwelling unit, ADU, with Town of Waynesville approval. Ideal for investors, builders, or buyers looking to create a custom mountain home or income producing property. Convenient location near downtown Waynesville, local dining, shopping, and access to major routes. Bring your vision and unlock the full potential of this property.

719 Camp Branch Road, Waynesville

Listing courtesy of Better Homes and Gardens Real Estate Heritage. rps@bhgheritage.com

$559,999
6 Beds 3 Baths 4359069 MLS ACTIVE Status
20 Zemery Ln is a classic colonial brick home built in 1948 that features a fantastic main home with an ideal guest home, only a short walk from downtown Waynesville. The two homes combined boast over 2,600 square feet of living area with 6 beds and 3 baths. 20 Zemery has a great open feel throughout the home, highlighted by 8-foot ceilings and large rooms with ample natural light. The main floor opens into a warm family room that invites you into the large living room, updated kitchen, and dedicated dining room. There is also a dedicated full guest bathroom on the main floor with a fully finished porch just off the kitchen. The classic wooden staircase leads up to the second floor, which offers four generous bedrooms and another full bathroom. 30 Zemery has been used as a long-term rental since August 2024 and is available for short-term or long-term rental. With two beds, one full bath, a kitchen, and a large living room featuring mountain views, this guest home could be the perfect mother-in-law suite or rental property. There is plenty of storage underneath 20 Zemery, including a dedicated 1-car garage and a large storage area. In front of the guest home, a roughly 30-foot by 30-foot gravel driveway offers great overflow parking and space for your guests. When you step into the back yard, you’ll find raised garden beds starting to sprout garlic, herbs, and carrots. Mature trees and garden beds are scattered throughout this well-laid-out double lot, offering great shade, privacy, and beautiful spring blooms. Recent important updates include a full main home rewire, new heat pumps installed in 2024, and new roofs for both homes installed in 2022. These recent updates help make this home truly move-in-ready, allowing you to move in now while you customize this beauty exactly as you'd like. 20 and 30 Zemery are within walking distance of downtown Waynesville, a 5-10 minute drive to most Waynesville attractions, and a 35-minute drive to downtown Asheville.

20 Zemery Lane, Waynesville

Listing courtesy of Howard Hanna Beverly-Hanks Waynesville. Travis.Bouck@allentate.com

$539,000
4 Beds 5 Baths 4206700 MLS ACTIVE Status
This stunning 1908 estate is a true gem, offering the perfect blend of historic charm and modern amenities. Set against the breathtaking beauty of the Blue Ridge landscape on unrestricted property, this expansive, character-filled home presents a rare opportunity to create your own sanctuary, private retreat, or income-producing property. Recently repositioned as a high-income opportunity, it delivers far more than just space — it offers real possibility.Boasting over 3,700 square feet of meticulously restored living area, the home features four bedrooms (including two luxurious primary suites), 4.5 baths, multiple bonus rooms for versatile use, and a dedicated art studio. Generous living areas, private baths, and thoughtful details throughout make it ideally suited for a Bed & Breakfast or Airbnb retreat, multi-generational living, a private residence, artist’s creative or wellness sanctuary, home schooling space, or a business opportunity for hosting, entertaining, and even antiques. A brand-new 30-year architectural shingled roof adds lasting peace of mind, while the 700-square-foot garage/outbuilding provides excellent additional storage or workshop space.Historic charm meets modern comfort in this beautifully remodeled home that has preserved its original craftsmanship and integrity while incorporating today’s desired amenities. Nestled in a tranquil, pastoral setting with mountain views, you’ll enjoy the peace and seclusion of the countryside while remaining conveniently located — just 10 minutes to Waynesville and 25 minutes to Asheville. Whether you envision a personal family estate, a profitable short-term rental business, or a creative haven, this exceptional property offers the flexibility, character, and location to bring your vision to life.

4912 Pigeon Road, Waynesville

Listing courtesy of Howard Hanna Beverly-Hanks Waynesville. brian.noland@allentate.com

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“ 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”

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