Waynesville Real Estate Search

Waynesville Historical Properties for Sale

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Newest Waynesville Historical Properties for Sale

609 Auburn  Road, Waynesville
$775,000
4 Beds ⋅ 2 Baths ⋅ 4426843 MLS ⋅ ACTIVE UNDER CONTRACT Status
**Multiple Offers. Highest and Best due by noon on Thursday 10/8/26.** Built in 1895 and beautifully restored, this exceptional Waynesville home is the kind of property that feels almost impossible to recreate today. Set on nearly 2.5 acres just minutes from Main Street, it offers a rare combination of privacy, character, usable outdoor space and in-town convenience. Estate-like columns frame the covered porch and a wraparound terrace, while a large rear deck creates even more space to gather, entertain or simply enjoy the setting. Inside, rich hardwood floors, glass doorknobs, detailed trim and warm wood-paneled living spaces give the home a character all its own. The renovated kitchen opens to a light-filled dining room, while the beautifully updated bathroom pairs a restored clawfoot tub with a spacious walk-in shower, blending historic charm with modern comfort. With 4 bedrooms plus 2 additional bonus rooms, there is flexibility for guest rooms, office space, an art studio, a nursery, or whatever fits your lifestyle. Major improvements completed from 2020–2022 include the roof, HVAC, electrical upgrades, extensive plumbing work, replacement of the main water line from the house to the street and the addition of natural gas. Outside, the grounds are every bit as memorable, with apple trees, a prolific pear tree, a large fig tree, 5 blueberry bushes, a scuppernong vine and a charming historic outbuilding perfect for a workshop or hobby space. A remote-operated solar gate added in 2025 completes this truly special downtown retreat. Rarely does a property offer this much land, history, personality and possibility so close to the heart of Waynesville.

609 Auburn Road, Waynesville

Listing courtesy of Howard Hanna Beverly-Hanks Waynesville. brooke.parrott@howardhannatate.com

50 Epsom  Street, Waynesville
$595,000
3 Beds ⋅ 3 Baths ⋅ 4417401 MLS ⋅ ACTIVE Status
Step into the charm of 1928 with this beautifully maintained Arts and Crafts-style home, thoughtfully updated while preserving the character that makes historic homes so special. Original details including hardwood floors, French doors with glass knobs, and classic architectural touches blend seamlessly with modern conveniences. The main level features an inviting, versatile layout currently furnished with two well-appointed bedrooms, including a primary suite with ensuite bath, a second full bathroom, and a dedicated laundry area. The updated kitchen blends style and functionality with quartz countertops, newer appliances, a natural gas range, a spacious refrigerator, a breakfast bar, and a dedicated coffee station. The generous living area, complete with an electric fireplace, flows seamlessly into the dining room, while glass French doors offer a touch of elegance and the option for separation without sacrificing the home’s connected feel. Just off the living room, a charming study provides additional flexibility and could easily serve as a 3rd bedroom. Upstairs, you'll find four additional bonus spaces and a full bathroom with a beautiful clawfoot tub. These flexible rooms offer endless possibilities: use them as offices, creative spaces, exercise rooms, guest areas, or storage. Easily add mini-splits to expand your heated living space. Outdoor living is equally appealing. Relax on the covered front patio or retreat to the fully enclosed rear courtyard, a private oasis complete with fire pit, hot tub, and plenty of room for entertaining, relaxing, sunning, or enjoying the stars. The detached two-car garage, conveniently accessible from the courtyard, offers ample space for parking, hobbies, a workshop, or additional storage and is equipped with 200-amp electrical service. This location is hard to beat. The home is just steps from the historic Waynesville Inn & Golf Club, featuring an 18-hole championship course and an additional 5-hole short course. Become a full member or have a social membership like the current owners enjoy. Downtown Waynesville's locally owned shops, restaurants, breweries, galleries, and entertainment are just minutes away. For those looking for income potential, look no farther. When not being enjoyed by its owners, the home generates rental income earning them Airbnb Super host status with many returning guests. Spend as much or as little time in your mountain retreat as you want while earning income and utilizing the reputation already established. Whether you're searching for a full-time residence, second home, or income-producing investment, this property offers the combination of historic charm, flexible space, outdoor living, and an exceptional Waynesville location that makes it truly special. Come experience the character and possibilities for yourself, this one is worth seeing. Look at the current Airbnb listing and read the guest reviews! https://www.airbnb.com/rooms/637603339634660505?guests=1&adults=1&s=67&unique_share_id=f63224f1-2c9f-4db2-bfe7-1449fc382faa

50 Epsom Street, Waynesville

Listing courtesy of Carolina Mountain Sales. brianna@carolinamountainsales.com

52 Clay  Street, Waynesville
$139,000
3 Beds ⋅ 1 Baths ⋅ 4417267 MLS ⋅ ACTIVE Status
This 3-bedroom home in Waynesville offers an approachable opportunity near downtown with 864 square feet of interior space, fenced outdoor space, and an included secondary 0.10-acre lot. Set near the end of Clay Street, the property combines convenient access to shopping and restaurants with extra outdoor space and room to make future improvements. Inside, fresh paint and newer flooring brighten several areas, and the bedrooms have new carpet. The kitchen includes wood cabinetry, ample counter space, and a practical layout, while the covered front porch and rear deck extend the space outdoors. The fenced secondary lot adds flexibility for gardening, recreation, pets, or other permitted uses, and a block storage building provides a practical place for tools, lawn equipment, and seasonal items. This 3-bedroom home in Waynesville does need additional work, but it offers a starting point for a buyer who wants to personalize a property in a convenient Waynesville location. The home is on a slab foundation and has baseboard heaters. Important square footage disclosure: the home contains approximately 864 square feet of interior space, but because the ceiling height is under 7 feet throughout, the square footage does not qualify as heated living area for MLS reporting. The property is therefore reported with 0 heated square feet and 864 additional square feet, despite the presence of baseboard heat. The property is also located within the 100-year floodplain. With the additional fenced lot, storage building, fresh interior updates, end-of-road setting, and proximity to downtown Waynesville, restaurants, shopping, and everyday services, 52 Clay Street offers an appealing combination of location, outdoor space, and improvement potential.

52 Clay Street, Waynesville

Listing courtesy of Better Homes and Gardens Real Estate Heritage. MRE@BHGHeritage.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

1434 S Main  Street, Waynesville
$385,000
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

169 East  Street, Waynesville
$419,900
3 Beds ⋅ 2 Baths ⋅ 4394289 MLS ⋅ ACTIVE Status
Now offered at $419,900 - Exceptional value in downtown Waynesville! 169 East Street is now offered at an even more compelling price, giving buyers an opportunity to own a fully remodeled 3-bedroom cottage just steps from historic Main Street. Sellers are motivated and ready to move forward. Built in 1924, this move-in-ready home blends original character with extensive modern updates. Improvements include a brand-new 2026 HVAC system, all-new electrical, all-new plumbing, all-new insulation, a durable metal roof, and LP Smart siding. The custom kitchen features high-end cabinetry, modern hardware, new appliances, and quartz countertops. The primary ensuite includes a custom tile shower and upgraded bidet, while the main bathroom showcases a one-of-a-kind 1922 antique clawfoot tub that beautifully complements the home's historic character. Outside, the 0.23-acre lot offers a cleared yard, mature trees, and creek frontage, creating a peaceful setting right in town. City water, sewer, and trash add everyday convenience, and there is no HOA. With its downtown Waynesville location, updated systems, historic charm, and flexible potential as a full-time residence or mountain retreat with income-producing rental possibilities, 169 East Street stands out at its new $419,900 price. Schedule a showing and see the value for yourself.

169 East Street, Waynesville

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

259 & 253 Richland  Street, Waynesville
$399,900
3 Beds ⋅ 3 Baths ⋅ 4392144 MLS ⋅ ACTIVE 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

1157 S Main  Street, Waynesville
$335,000
2 Beds ⋅ 2 Baths ⋅ 4385307 MLS ⋅ ACTIVE UNDER CONTRACT Status
Mountain views, nearly half an acre, exceptional storage, and a close-in Waynesville location give 1157 S. Main Street flexibility 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. Whether you’re looking for your first home in the mountains, a Western North Carolina getaway, or a second home with the option to rent it while you’re away, this property offers several ways to make it work for you. The City of Waynesville has confirmed that current zoning allows short-term rental use. A third-party short-term rental market report is also available upon request. 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 terraced setting features established stonework and mountain views, while the large front porch offers an elevated place to enjoy 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, this home puts everyday convenience and mountain-town living close at hand. Now offered at $335,000. Seller welcomes reasonable offers.

1157 S Main Street, Waynesville

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

20 Zemery  Lane, Waynesville
$554,999
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

4912 Pigeon  Road, Waynesville
$539,000
4 Beds ⋅ 5 Baths ⋅ 4206700 MLS ⋅ ACTIVE UNDER CONTRACT 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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