If you are thinking Moving to KentuckyWhen you think of Kentucky, you might think of bustling cities like Louisville and Lexington. But the state has so much more to offer. From quaint downtowns to festivals that bring the community together, Kentucky’s small towns are perfect for those looking to experience life in a quieter place. In this Redfin article, we’ll explore 11 charming small towns in Kentucky, each with their own unique character and plenty of reasons to live there.
1. Grayson, Kentucky
Average sales price: $155,000
Homes for Sale in Grayson | Apartments for Rent in Grayson
The small town of Grayson sits in the heart of Carter County. One of the town’s highlights is Lake Grayson, a 1,500-acre reservoir perfect for fishing, boating and hiking. But Grayson is more than just outdoors. In its historic downtown, you’ll find locally owned shops like Bugbee’s, where you’ll find handmade goods and antiques that tell the story of the town’s rich history. Every year, the town celebrates its FantoberfestThis community event takes place every October and features a weekend of live music, food and crafts.
2. Stamford, Kentucky
Average sales price: $198,000
Homes for sale in Stamford | Apartments for Rent in Stamford
Founded in 1775, Stamford is one of the oldest towns in Kentucky and still retains its historic charm today. The town is known for its well-preserved downtown area, where you can stroll streets lined with 19th-century buildings that now house quaint boutiques and locally-owned eateries. If you’re planning a visit, be sure to check out the iconic Stamford L&N Depot. The building has been restored to commemorate the town’s railroad history and now serves as a museum and community hub.
3. Elkton, Kentucky
Average sales price: $209,000
Homes for sale in Elkton | Apartments for Rent in Elkton
Elkton may be small, but it’s brimming with Southern hospitality and charm. This Todd County gem is home to the town’s centerpiece, a beautifully restored historic courthouse built in 1835. The surrounding downtown is filled with locally owned shops, and a must-visit is L & R Soda Bar, where you can enjoy a classic milkshake while also learning about the town’s history. Elkton also offers easy access to scenic countryside, making it a popular spot for those who enjoy weekend drives through the rolling hills and farmlands.
4. Midway, Kentucky
Average sales price: $317,000
Homes for Sale in Midway | Apartments for Rent in Midway
Midway is located in Bluegrass country, known for its thriving equestrian culture. The town’s Main Street is lined with 19th-century buildings and is home to local shops, art galleries and farm-to-table restaurants. Every fall, the Midway Fall Festival draws crowds to the area, featuring a variety of arts and crafts, live music and local cuisine.
5. Jackson, Kentucky
Average sales price: $368,000
Homes for Sale in Jackson | Apartments for Rent in Jackson
Tucked away in the foothills of the Appalachian Mountains, Jackson is a great place for outdoor enthusiasts. Natural Bridges State Resort ParkExplore miles of hiking trails, including the famous Skye Bridge Trail. Jackson also hosts the annual Breathitt County Honey Festival, celebrating the region’s beekeeping traditions with honey tastings, live music and a parade. If you’re looking for a mix of history, culture and outdoor fun, Jackson is the place for you.
6. Leadbetter, Kentucky
Average sales price: $122,000
Homes for Sale in Leadbetter | Apartments for Rent in Leadbetter
Located near the banks of the Tennessee River is the small town of Leadbetter. This town is perfect for fishing enthusiasts, as the river is stocked with bass and catfish. Many people spend their weekends kayaking and boating in Leadbetter, and locals enjoy the beautiful scenery of the natural surroundings. The lush forests in the area also offer great trails for hiking and wildlife watching, making it a tranquil retreat for nature lovers. Whether you’re fishing or exploring the woods, Leadbetter is the perfect place to escape the hustle and bustle and enjoy some quiet time.
7. Sturgis, Kentucky
Average sales price: $118,000
Homes for sale in Sturgis | Apartments for Rent in Sturgis
If you’ve heard of Sturgis, you know about their love for motorsports. Sturgis Kentucky Motorcycle Rallyattracting motorcyclists from around the country. During the rally, the town comes alive with live music, bike shows, and motorbikes racing through the rolling hills of Western Kentucky. But Sturgis isn’t just for bikers; it’s surrounded by fertile farmland, making it an ideal destination for anyone interested in the agricultural life.
8. Verona, Kentucky
Average sales price: $367,000
Verona homes for sale | Apartments for rent in Verona
Verona and the surrounding area are dotted with family farms where you can pick your own fresh fruits and vegetables during the growing season. Verona also has a strong equestrian culture, with numerous horse ranches and riding trails for amateur and experienced riders alike. Whether you spend the day on a local farm or enjoy a horseback ride through the countryside, Verona offers a taste of country Kentucky living.
9. Plano, Kentucky
Average sales price: $335,000
Homes for Sale in Plano
Plano is small but has a close-knit community. The town is surrounded by rolling fields and farmland, offering beautiful scenery that changes with the seasons. Residents enjoy a slower pace of life and plenty of opportunities to get in touch with nature, whether that’s gardening, birdwatching, or simply taking quiet walks through the countryside. Plano’s rural charm and serene atmosphere make it an ideal place for anyone looking to escape the hustle and bustle of city life.
10. Augusta, Kentucky
Average sales price: $177,000
Homes for sale in Augusta | Apartments for Rent in Augusta
Located on the Ohio River, Augusta is known for its river views and historic ferry service, which has been in operation since 1798 and is a unique way to cross the river and enjoy the natural beauty of the area. Augusta is also home to several vineyards where you can sip wine while overlooking the rolling hills of Kentucky.
11. Stearns, Kentucky
Average sales price: $173,000
Homes for sale in Stearns | Apartments for Rent in Stearns
Located in Daniel Boone National Forest, Stearns is a hub for outdoor adventure. The town is known for the Big South Fork Scenic Railroad, which takes visitors through the breathtaking Appalachian Mountains to the historic coal mining community of Blue Heron. Hiking, fishing and horseback riding are popular activities in the area, and there are plenty of ways to explore the natural beauty of the region.
Methodology: The median home sales price is Redfin Data Centers.
