Waynesboro Homes under $500,000

Waynesboro Homes under $500,000

Welcome to Waynesboro, Virginia—a charming city nestled in the picturesque Shenandoah Valley, where the beauty of nature meets the warmth of a close-knit community. Known for its stunning landscapes, rich history, and vibrant arts scene, Waynesboro is a place where residents enjoy both the serenity of outdoor adventures and the conveniences of modern living.

As you explore the real estate opportunities in Waynesboro, you'll discover a delightful range of homes available for under $500,000. This makes it an ideal destination for first-time buyers, families, and anyone looking to invest in a property that offers both value and charm. From cozy single-family homes to inviting townhouses, the market here caters to diverse tastes and lifestyles.

Imagine waking up to the breathtaking views of the Blue Ridge Mountains or taking leisurely strolls through the city’s beautiful parks. Waynesboro boasts a wealth of outdoor activities, including hiking, biking, and fishing, all just a stone's throw away from your doorstep. Additionally, the city is home to a thriving downtown area filled with local boutiques, restaurants, and cultural attractions, ensuring that there's always something new to explore.

With a strong sense of community and a welcoming atmosphere, Waynesboro is more than just a place to live—it's a place to thrive. If you’re looking for an affordable home in a city that offers both charm and opportunity, Waynesboro is the perfect choice. Come and experience the magic of this hidden gem in Virginia!

Newest Waynesboro Homes under $500,000

738 Highland Ave, Waynesboro
$279,900
4 Beds ⋅ 2 Baths ⋅ 682891 MLS
Charming, move-in-ready cottage with beautiful mountain views, modern updates, and a convenient Waynesboro City location! This inviting home offers a surprisingly spacious open floor plan with a welcoming foyer entry, original period moldings, and low-maintenance laminate flooring throughout. The remodeled kitchen, updated bathrooms, and new gas furnace provide modern comfort, while the first-floor laundry room, abundant closet space, and basement add everyday convenience. Enjoy morning coffee on the covered rocking-chair front porch or unwind on the covered rear deck overlooking the generous backyard and mountain views. Alley access provides additional flexibility. Tucked away in a quiet neighborhood, linked to downtown Waynesboro by the South River Greenway walking and bike trail, with quick access to Route 250, and I-64, for an easy commute to Charlottesville or Staunton. A delightful combination of classic character, thoughtful updates, and comfortable indoor and outdoor living spaces!

738 Highland Ave, Waynesboro
1820 N Talbott Pl, Waynesboro
$309,000
3 Beds ⋅ 3 Baths ⋅ 682869 MLS
Come visit this Established home in one of Waynesboro's older established neighborhoods. This 3bdrm/2.5bath has been well taken care of over the years and offers living space for an in-law or adult child in the partially finished walkout basement. Hardwood floors throughout, whole house fan and freshly painted interior. Exterior offers a 12'x14' wood deck and a 2year old 50year warranted GAF roof. Backyard garage for all of your storage needs with a partially fenced in yard for your pet. Text listing agent today to schedule your viewing.

1820 N Talbott Pl, Waynesboro
605 N Delphine Ave, Waynesboro
$219,000
2 Beds ⋅ 1 Baths ⋅ 682847 MLS
Enjoy classic charm with the benefit of substantial recent updates! Within the past year, this two-bedroom, one-bath home has received a new roof, replacement windows, new HVAC system, new hot water heater, and complete exterior paint. Inside, you'll find original hardwood floors, abundant natural light, and a convenient single-level layout. The spacious living room leads to a separate dining area, while the kitchen features warm wood cabinetry, ample storage, and a refrigerator and electric range. Both bedrooms offer hardwood flooring and closet space. A dedicated laundry/mudroom includes a washer and dryer, additional storage, and convenient exterior access. Outside a spacious rear deck overs the yard, with mature trees providing welcome shade. Combining classic character, practical living spaces, and significant recent improvements, this home is ready to offer a low maintenance transition to ownership!

605 N Delphine Ave, Waynesboro
660 N Augusta Ave, Waynesboro
$260,000
3 Beds ⋅ 1 Baths ⋅ 682795 MLS
Welcome to 660 N Augusta Avenue! Perfect for outdoor living, this charming Waynesboro home features both a welcoming front deck and an expansive back deck overlooking a fully fenced, private backyard. Enjoy sunny afternoons in the raised-bed garden or crisp evenings gathered around the fire pit. Step inside to find a light-filled living room anchored by a stylish accent wall, flowing into an updated eat-in kitchen complete with updated cabinetry, a gas stove, and sliding glass doors leading out back. Down the hallway, there are three bedrooms, a full updated bathroom, and laundry room. Conveniently located just minutes from downtown Waynesboro shopping, dining, Ridgeview Park, and the South River Greenway. Easy access to I-64 makes commuting to Charlottesville, Staunton, or the Blue Ridge Parkway!

660 N Augusta Ave, Waynesboro
603 Dooms Crossing Rd, Waynesboro
$249,900
3 Beds ⋅ 2 Baths ⋅ 682817 MLS
All-brick home on a spacious 0.53-acre lot in Waynesboro, priced below assessed value for a fast sale! This 3-bedroom, 1.5-bath home features hardwood floors throughout the main house, a living room with a fireplace, and a table space kitchen with tile flooring. The sunroom off the kitchen has hookups for a laundry. An enclosed porch provides additional living space, while the low-maintenance Trex deck overlooks the fenced backyard, offering plenty of room for outdoor activities, gardening, and entertaining. The full, partially finished basement provides flexible space for a family room, hobbies, or storage, with the convenience of an outside entrance and additional laundry hookups. Additional features include a roof and heat pump approximately 6 years old and ample off-street parking. A wonderful opportunity to enjoy the benefits of brick construction, a generous lot, and room to make this home your own!

603 Dooms Crossing Rd, Waynesboro
817 Grayson Ave, Waynesboro
$300,000
682746 MLS
Great investment opportunity with excellent flexibility for an investor or owner-occupant looking to generate rental income while building equity! This 2-unit duplex offers the perfect combination of spacious living, classic character, and a convenient location. Each unit features its own separate entrance, private porch, laundry, beautiful hardwood floors, and impressive 10-foot ceilings that create a bright and open feel. Located directly across the street from North Park and the Greenway Trail, outdoor recreation and walking opportunities are right at your doorstep. The second-floor unit is a 2-bedroom, 1-bath unit currently rented for $1,250 per month through February 2027. The first-floor unit is also a 2-bedroom, 1-bath unit and was owner-occupied until September 2026; it is currently vacant and ready for a new tenant or owner-occupant. Both units are individually metered for electricity and gas, with those utilities paid by the tenants. The owner pays water and sewer. Expand your investment portfolio, house-hack, or take advantage of the income potential of a second unit. This duplex offers a great opportunity for your next investment!

817 Grayson Ave, Waynesboro
87 Sunset Dr, Waynesboro
$469,900
5 Beds ⋅ 3 Baths ⋅ 682617 MLS
There's something special about a home lovingly maintained through the years, and 87 Sunset Drive is just that kind of place! Nestled in an established Waynesboro neighborhood, this traditional two-story home offers 5 upstairs bedrooms, including one currently used as an office, with main-level spaces designed for comfortable living and entertaining. Enjoy a welcoming family room with wood-burning fireplace, two kitchen pantries, an oversized walk-in shower in the primary bath, convenient upstairs laundry, and a spacious seasonal storage closet. Built-ins throughout add character and functionality. Relax on the covered back porch featuring composite decking and a distinctive arched ceiling. The rear-access garage provides room for larger vehicles, storage, and workspace. Additional conveniences include a 12' x 16' shed, leaf guards, exterior motion lighting, and a generous driveway. With shopping, dining, medical facilities, and I-64 nearby, this well-cared-for home offers timeless charm, practical features, and a wonderful opportunity to make it your own! Select photos have been virtually enhanced to help visualize the home's potential with updated wall finishes. Original wallpaper remains in place.

87 Sunset Dr, Waynesboro
248 Elkin Cir, Waynesboro
$249,900
3 Beds ⋅ 1 Baths ⋅ 682604 MLS
Just Listed- Immaculate cute brick ranch minutes from I64 easy commute anywhere. Affordable one level homes are hard to find so call today to see. Lots recent additions include new window world windows, new roof, new water pipes entire house, deck. Large oversized fenced rear yard for pets, children & family fun. Almost 2000 finished sq. ft. with lower level finished including family rm, laundry, and storage. For Sale Sign will be up Saturday evening. Pictures soon

248 Elkin Cir, Waynesboro
601 Brandon Cir, Waynesboro
$359,900
3 Beds ⋅ 3 Baths ⋅ 682585 MLS
Well maintained TOWNHOME END UNIT offers an Open Floor Plan with Kitchen, dining & Living Rooms, a spacious MAIN FLOOR PRIMARY BEDROOM and BATH that includes a Laundry room. UP stairs includes two more good size bedrooms, a second bathroom and walk-in unfinished storage room. Located near I-64, you are within WALKING DISTANCE of shopping, coffee shops, grocery stores, health care and numerous RESTAURANTS. Enjoy a cup of coffee on the back deck while admiring the Stunning MOUNTAIN VIEWS. See attached LIST of IMPROVEMENTS the current seller has made in the past 4 years including NEW SS APPLIANCES, GRANITE COUNTERS, NEW HARDWOOD FLOORING UPSTAIRS AND A NEW SECURITY SYSTEM.

601 Brandon Cir, Waynesboro
38 Hayrick Rd, Waynesboro
$289,000
3 Beds ⋅ 2 Baths ⋅ 682538 MLS
Welcome home to Augusta Farms, one of Stuarts Draft's most sought-after neighborhoods! A covered front porch and mature trees greet you, adding shade and charm, only a few steps from the driveway. Inside, a high ceiling & hardwoods gives the living area an open, airy feel, flowing into an updated eat-in kitchen perfect for everyday meals and small gatherings. The split-wing layout offers wonderful privacy: two smaller rooms share a hall bathroom on one side of the home, while the private primary suite sits on the other, complete with a walk-in closet and a large attached bathroom. Enjoy the convenience of a dedicated laundry room, then step out to the deck overlooking the backyard, ideal for morning coffee or weekend cookouts. The nice storage shed with a tub organizer system keeps seasonal items, and supplies or tools neatly in place. The location is hard to beat: right around the corner from Stuarts Draft schools and only minutes from dinner options, grocery stores, and local farmers markets. Schedule your showing today!

38 Hayrick Rd, Waynesboro
565 Summercrest Ave, Waynesboro
$430,790
3 Beds ⋅ 3 Baths ⋅ 682512 MLS
QUICK MOVE-IN! The Penwell offers a modern, open-concept design with 9-foot ceilings and stylish granite countertops, creating a bright and inviting space perfect for everyday living and entertaining. The main level features a spacious great room, a well-appointed kitchen with a walk-in pantry, and a versatile flex room that can easily serve as a home office, playroom, formal dining room, or hobby space. The seamless layout provides exceptional flow between the living, dining, and kitchen areas. Upstairs, the private primary suite offers a peaceful retreat with an oversized walk-in closet and a luxurious bath featuring dual vanities and a private water closet. Two additional spacious bedrooms, a full bathroom, and a large laundry room complete the second floor. This home is on a desirable homesite with no home behind it, backing to a natural tree line that provides added privacy. Located just minutes from shopping, grocery stores, and other everyday essentials. Residents also enjoy a picturesque walking trail perfect for strolling, jogging, and connecting with the outdoors.

565 Summercrest Ave, Waynesboro
553 Summercrest Ave, Waynesboro
$399,990
3 Beds ⋅ 3 Baths ⋅ 682511 MLS
QUICK MOVE-IN! The Penwell is a beautifully designed home offering a modern and spacious open-concept living space. The main level features a large great room, a kitchen with a walk-in pantry, and a versatile flex room that can adapt to your family's needs. Perfect for entertaining, the open floor plan ensures seamless flow between the living, dining, and kitchen areas. Upstairs, the primary suite provides a peaceful retreat, featuring an oversized walk-in closet and a luxurious full bath with separate vanities and a private water closet. The second floor also includes a large laundry room, a full bathroom, and 2 additional spacious bedrooms, ideal for family members or guests. Incentives with use of preferred lender. Photos and renderings are from builder's library, actual finishes and features may vary.

553 Summercrest Ave, Waynesboro
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