Waynesville Homes under $500,000

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Newest Waynesville Homes under $500,000

$175,000

2 Beds ⋅ 1 Baths ⋅ 970063 MLS ⋅ Jamie Gabbard

So much potential awaits in this charming 2-bedroom cottage, built in 1820 and filled with character! A stone wall surrounds the steps leading to the welcoming covered front porch. Step through the front door with transom into the spacious living room featuring high ceilings, painted wood floors and a beautiful fireplace. Two bedrooms flank the living room, while the family room at the rear of the home connects to the kitchen. The full bath also offers a second entrance to one of the bedrooms for added convenience. Outside, the backyard features mature trees, a barn and access to High Street, providing the potential to add a driveway and create additional off-street parking. With its historic character, flexible layout and endless possibilities, this cozy cottage is ready for someone to bring their vision and make it their own. Roof has age; cash or conventional financing only.

223 S Third Street, Waynesville

Courtesy of Jamie Gabbard and Glasshouse Realty Group

$365,000

4 Beds ⋅ 2 Baths ⋅ 970008 MLS ⋅ Derek Mobley

Looking for space without sacrificing updates? This beautifully renovated and move-in ready 4-bedroom, 2-full-bath home offers nearly 2,100 sq. ft. of living space on a spacious half-acre lot in Waynesville. With covered front and back porches, a fully fenced backyard, 2-car garage, separate workshop, and extensive updates throughout, this home offers the space and functionality that can be hard to find. Inside, you'll find new flooring, fresh interior paint, updated lighting, and plenty of room to spread out. The updated kitchen features brand-new granite countertops, stainless steel appliances, plenty of cabinetry, and generous workspace. Both full bathrooms have been completely updated with new vanities, toilets, finishes, and lighting. An expansive mudroom provides excellent additional storage with room for a secondary refrigerator, while the spacious laundry room offers even more shelving and storage. Major improvements include a new roof, water heater, propane tank, serviced HVAC, fresh exterior paint, updated plumbing and electrical, new gutters and downspouts, new appliances, and more. Outside, enjoy both the covered front porch and covered back porch overlooking the fully fenced backyard, offering plenty of space to relax, entertain, or enjoy the outdoors. The property also includes a 2-car garage with 220V electric PLUS a separate workshop, providing additional space for hobbies, projects, equipment, or storage. With 4 bedrooms, nearly 2,100 sq. ft., a half-acre lot, extensive updates, covered front and back porches, a 2-car garage, and separate workshop, this home offers an impressive combination of space, updates, and functionality. Move in and enjoy!

3255 Old State Route 122, Waynesville

Courtesy of Derek Mobley and Keller Williams Community Part

$479,800

5 Beds ⋅ 3 Baths ⋅ 969879 MLS ⋅ Jamie Gabbard

Welcome to the Finley House, a truly special historic home built in 1883 and situated on .7 acre. Homes like this are seldom available. From the standing-seam metal roof and scalloped siding to the beautifully established landscaping, this home has a storybook presence. A concrete driveway provides guest parking and leads to multiple garages, while a stone walkway welcomes you to the front porch. Inside, hardwood floors lead to the dining room and spacious living room with walls of windows. The kitchen is the heart of the home with painted wood floors, custom cabinetry, pantry, granite countertops, honed-granite island, breakfast area and access to the rear patio. The mudroom offers driveway access, a full bath with laundry and entry to the main-level primary bedroom. With a large closet and second access to the rear deck, this flexible space could also serve as a family room or home office. The staircase holds a piece of Waynesville history with a banister from the historic Hammel House Inn and hand-stenciled steps. Upstairs are four additional bedrooms and a full bath with claw-foot tub and vintage sink. A 13x28 heated and insulated garage is currently used as a workshop and offers possibilities for a studio or guest space. A 24x27 two-car garage connects to an additional 27x16 workshop, providing exceptional storage, hobby or home-business space. The backyard is a private retreat with stone walls and walking paths, mature trees, koi pond, covered patio, flowering arch, stone dining area, mini pool and beautifully planned landscaping. The home was extensively renovated in 1999, including electrical and plumbing updates and most windows. See detailed home history and 3D tour. The Finley House is more than a home. It is a piece of Waynesville history, thoughtfully cared for through generations and ready for its next chapter. What an honor it will be to become the next caretaker of this remarkable property.

371 High Street, Waynesville

Courtesy of Jamie Gabbard and Glasshouse Realty Group

$239,900

2 Beds ⋅ 1 Baths ⋅ 968483 MLS ⋅ Miranda Peterson

Opportunity meets versatility with this unique property situated on 1 acre and featuring TWO separate single family homes. Whether you're looking for a multi-generational living arrangement, an investment opportunity, or the option to live in one home while renting the other, this property offers plenty of possibilities. The front home features 1,078 sq. ft. with 2 bedrooms and 1 full bath, along with a welcoming covered front porch. The roof is approximately one year old, and the home offers central air and propane heat. Located toward the back of the property is a second home offering 1,056 sq. ft. with 3 bedrooms, per seller, and 1 full bath. This home also features a covered front porch, central air, and fuel-oil heat. Adding even more value and functionality is a detached 2-car garage and a few outdoor storage buildings.. The property also features two separate water meters, providing added convenience for the two residences. With two homes, an acre of space, and multiple ways to make the property work for your needs, this is a unique opportunity with flexibility for today and possibilities for the future.

3050 Old State Route 122, Waynesville

Courtesy of Miranda Peterson and Howard Hanna Real Estate Serv

$284,000

3 Beds ⋅ 1 Baths ⋅ 967520 MLS ⋅ Angella Layne

There’s something special about living where life feels connected. Welcome home to 668 Dayton Rd, a charming 3-bedroom ranch just across from the highly rated Wayne Local Schools and moments from the heart of downtown Waynesville. Inside, original hardwood floors add warmth and character, while the open floor plan and abundant natural light create an easy, welcoming feel. A bonus sunroom offers the perfect spot for morning coffee or a quiet place to unwind. The full basement provides room to grow, create, workout or simply enjoy extra storage. Outside, the large lot gives you space to play, garden, gather, or relax. A bonus loft in the garage provides additional storage. Enjoy nearby shops and restaurants, and experience the convenience and small-town charm that make Waynesville such a special place to call home.

668 Dayton Road, Waynesville

Courtesy of Angella Layne and NavX Realty, LLC

$300,000

3 Beds ⋅ 2 Baths ⋅ 966672 MLS ⋅ Tayton Pepper

Welcome to 9595 Pence Jones Rd, where country living meets everyday convenience. Set on approximately 2.05 acres, this 3-bedroom home offers the privacy, space, and peaceful setting that make country living so desirable. The expansive property provides plenty of room for outdoor gatherings, recreation, gardening, pets, or simply relaxing and enjoying the surrounding nature. With room to spread out and enjoy the outdoors, this property offers a lifestyle that's difficult to replicate. Enjoy the quiet and freedom of country living while remaining conveniently located near Waynesville and surrounding communities!

9595 Pence Jones Road, Waynesville

Courtesy of Tayton Pepper and Bella Realty Group

$474,900

4 Beds ⋅ 3 Baths ⋅ 966230 MLS ⋅ Samantha Howard

4 bedrooms, 3 full baths, walk-out basement, and a spacious outdoor setting, this Waynesville property offers plenty of possibilities! Being sold AS-IS, the home features a newer roof, HVAC, and chip-and-seal driveway. All appliances stay, including washer and dryer. The expansive grounds offer mature trees, open lawn, and an existing pool for added outdoor potential. Pool condition is unknown and has not been verified; pool conveys AS-IS. Bring your vision, updates, and finishing touches to unlock the potential of this generously sized home in a convenient location along N US 42.

7561 N Us 42, Waynesville

Courtesy of Samantha Howard and Howard Hanna Real Estate Serv

$318,000

4 Beds ⋅ 2 Baths ⋅ 958321 MLS ⋅ Jamie Gabbard

Lovingly restored and full of soul, this historic home beautifully blends timeless character with modern comfort. From the moment you step inside, the warmth and charm are undeniable. The inviting living room features an exposed brick electric fireplace, while the adjoining first floor bedroom is a flexible space for a home office, music room or creative retreat. Original hardwood floors carry into the dining room, truly the heart of the home, offering a warm gathering space that opens seamlessly into the cozy sitting room complete with wood ceiling details and built-in shelving. The kitchen is rich with historic charm, showcasing exposed original beams, an arched doorway, farmhouse sink, and vintage appliance that can remain with the home. Thoughtful updates continue at the rear of the home with a renovated laundry room, half bath, and additional storage space. The original wooden staircase leads to three charming second-floor bedrooms, each filled with character, natural light, and inviting warmth. Enjoy peaceful mornings on the screened-in porch overlooking the beautifully landscaped backyard featuring mature trees, deck, winding walkway, and detached garage with electric. Rare private alley access allows convenient entry to both the garage and backyard, an uncommon in-town feature. Easy-maintenance exterior includes vinyl siding, replacement windows, and metal roof, while the clean, bright cellar provides excellent storage and mechanical space. 2026 new roof on garage, new water heater. Ideally located just moments from downtown Waynesville, local parks, and schools, this home offers the perfect blend of historic beauty, comfort, and everyday functionality.

375 North Street, Waynesville

Courtesy of Jamie Gabbard and Glasshouse Realty Group

$480,000

4 Beds ⋅ 3 Baths ⋅ 958914 MLS ⋅ Cassie A Gutt

Nestled in the iconic Victoria Place community, this beautifully maintained one-owner home offers timeless charm, generous living space, and a warm, welcoming atmosphere throughout. Custom built in 1995 and thoughtfully cared for, this 3,100 sq. ft. single-family residence sits on a picturesque half-acre lot just moments from the library and quaint downtown shops and dining. From the moment you arrive, you'll be captivated by the welcoming walkway, beautiful professional landscaping and Victorian style wrap around porch. Inside this one of a kind home, you’ll find 3 spacious bedrooms, 3 full bathrooms, and an optional main-level 4th bedroom or additional living space, offering flexibility for guests, remote work, or multigenerational living. The updated kitchen flows seamlessly into the dining and great room combination, creating the perfect gathering space filled with natural light and cozy character. Step outside to a shaded Victorian-inspired garden retreat, an ideal setting for morning coffee, entertaining, or quiet evenings surrounded by mature landscaping and peaceful ambiance. Additional highlights include a full finished basement providing abundant extra living space, storage, or recreation opportunities, along with a large 3-car garage with unfinished loft for added convenience. This rare offering combines comfort, charm, and location in one exceptional property. New roof in 2016, 1 new HVAC in 2022

363 Victoria Place, Waynesville

Courtesy of Cassie A Gutt and Glasshouse Realty Group

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than The Greely Group are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®