11 Charming Small Towns in Kentucky You’ll Want to Call Home

If you’re thinking about moving to Kentucky, bustling cities like Louisville or Lexington might come to mind. However, this state has much more to offer. From quaint downtowns to festivals that bring the community together, Kentucky’s small towns are perfect for anyone looking to experience what life is like in its quieter corners. In this Redfin article, we’ll discuss 11 charming small towns in Kentucky, each with their own unique character and plenty of reasons to call home.

1. Grayson, KY

Median Sale Price: $155,000
Homes for sale in Grayson | Apartments for rent in Grayson

The small town of Grayson is located in the heart of Carter County. One of the town’s standout features is Grayson Lake, a 1,500-acre reservoir perfect for fishing, boating, and hiking. But Grayson isn’t just about the outdoors—its historic downtown is home to local shops like Bagby’s, where you can find handcrafted goods and antiques that speak to the town’s rich heritage. The town also hosts the annual Funtoberfest, a community event held every October for a weekend of live music, food, and crafts.

2. Stanford, KY

Median Sale Price: $198,000
Homes for sale in Stanford | Apartments for rent in Stanford

Founded in 1775, Stanford is one of Kentucky’s oldest towns and it still holds onto that historic charm today. The town is known for its well-preserved downtown area, where you can stroll through streets lined with 19th-century buildings that now house quaint boutiques and local eateries. If you come to visit, don’t miss the iconic Stanford L&N Depot. The building was restored as a nod to the town’s railroad history and now serves as a museum and community hub.

3. Elkton, KY

Median Sale Price: $209,000
Homes for sale in Elkton | Apartments for rent in Elkton

Elkton may be small, but it’s full of Southern hospitality and charm. This Todd County gem is home to a beautifully restored historic courthouse, a centerpiece of the town that dates back to 1835. The surrounding downtown area is filled with local businesses, including the must-visit L & R Soda Bar, where you can grab a classic milkshake while taking in the town’s history. Elkton also offers access to scenic countryside, making it a popular spot for those who enjoy weekend drives through rolling hills and farmlands.

4. Midway, KY

Median Sale Price: $317,000
Homes for sale in Midway | Apartments for rent in Midway

Midway is located in the Bluegrass Region, known for its thriving equestrian culture. The town’s main street is lined with 19th-century buildings and features a combination of local shops, art galleries, and farm-to-table restaurants. Every fall, the Midway Fall Festival draws crowds with its array of arts and crafts, live music, and local cuisine.

5. Jackson, KY

Median Sale Price: $368,000
Homes for sale in Jackson | Apartments for rent in Jackson

Tucked away in the Appalachian foothills, Jackson is the great place for those who love the outdoors. The town is a gateway to the Natural Bridge State Resort Park, where you can explore miles of hiking trails, including the famous Sky Bridge Trail. Jackson also hosts annual Breathitt County Honey Festival, celebrating the region’s beekeeping tradition with honey tastings, live music, and a parade. For those seeking a mix of history, culture, and outdoor fun, Jackson is the place to be.

6. Ledbetter, KY

Median Sale Price: $122,000
Homes for sale in Ledbetter | Apartments for rent in Ledbetter

Near the banks of the Tennessee River, you’ll find the small town of Ledbetter. The town is perfect for fishing enthusiasts, with easy access to the river’s plentiful bass and catfish. Weekends in Ledbetter often involve kayaking or boating, with locals enjoying the scenic views of the surrounding nature. The area’s lush forests also offer excellent trails for hiking and wildlife spotting, making it a quiet retreat for nature lovers. Whether you’re casting a line or exploring the woods, Ledbetter provides a peaceful escape from the hustle and bustle.

7. Sturgis, KY

Median Sale Price: $118,000
Homes for sale in Sturgis | Apartments for rent in Sturgis

If you’ve heard of Sturgis, then you know their love for motorsports. Known for the annual Sturgis Kentucky Bike Rally, it attracts motorcycle enthusiasts from all over the country. During the rally, the town comes alive with live music, bike shows, and rides through the rolling hills of Western Kentucky. But Sturgis isn’t just for bikers; it’s also surrounded by fertile farmland, making it an ideal spot for those interested in agricultural life.

8. Verona, KY

Median Sale Price: $367,000
Homes for sale in Verona | Apartments for rent in Verona

Verona and the surrounding area is dotted with family-owned farms where you can pick your own fresh fruits and vegetables during the growing season. Additionally, Verona has a strong equestrian culture, with several horse farms and riding trails that cater to both amateur and experienced riders. Whether you’re spending a day at a local farm or enjoying a horseback ride through the countryside, Verona provides a taste of rural Kentucky living.

9. Plano, KY

Median Sale Price: $335,000
Homes for sale in Plano

Plano, while small, has a close-knit community. The town is surrounded by rolling fields and farmland, offering beautiful views that change with the seasons. Residents enjoy a slower pace of life, with plenty of opportunities to connect with nature, whether it’s through gardening, birdwatching, or simply taking a quiet walk through the countryside. Plano’s rural charm and peaceful atmosphere make it an ideal place for those looking to escape the hustle and bustle of city life.

10. Augusta, KY

Median Sale Price: $177,000
Homes for sale in Augusta | Apartments for rent in Augusta

Augusta is located along the Ohio River and is known for its river views and historic ferry service. The ferry, which has been in operation since 1798, offers a unique way to cross the river and take in the natural beauty of the area. Augusta is also home to several vineyards, where you can enjoy a glass of wine while overlooking the rolling hills of Kentucky.

11. Stearns, KY

Median Sale Price: $173,000
Homes for sale in Stearns | Apartments for rent in Stearns

With its location in the Daniel Boone National Forest, Stearns is a gateway for outdoor adventures. The town is known for the Big South Fork Scenic Railway, which takes visitors on a journey through the breathtaking Appalachian Mountains and into the Blue Heron Mining Community, a historic coal mining site. Hiking, fishing, and horseback riding are popular activities in the area, offering plenty of ways to explore the natural beauty of the region.

Methodology: The median home sale price is from the Redfin Data Center.

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