Tompkinsville Real Estate

Welcome to Tompkinsville, Kentucky – a hidden gem nestled in the heart of Monroe County. This charming city, with a population of just over 2,500 residents, offers a delightful blend of small-town warmth and natural beauty, making it an ideal place to call home.

Founded in the early 1800s, Tompkinsville is rich in history and boasts a vibrant community spirit. The city's picturesque downtown area is lined with local shops, cozy cafes, and friendly faces, where neighbors gather to share stories and create lasting memories. The annual events, such as the Tompkinsville Christmas Parade and the Monroe County Fair, bring residents together, showcasing the area's strong sense of community.

Nature enthusiasts will appreciate the stunning landscapes that surround Tompkinsville. The area is dotted with lush parks and scenic trails, perfect for hiking, picnicking, and enjoying the great outdoors. Nearby, the beautiful Barren River Lake State Resort Park offers fishing, boating, and camping opportunities, making it a favorite destination for families and adventure seekers alike.

Education is a cornerstone of Tompkinsville, with well-regarded schools that prioritize student success and community involvement. The city is also home to several historical sites, including the Monroe County Courthouse and the Tompkinsville Historic District, which reflect the rich cultural heritage of the area.

Whether you’re seeking a peaceful retreat or a place to grow your family, Tompkinsville, KY, offers a welcoming environment filled with charm, character, and a sense of belonging. Come explore the possibilities and discover why so many have chosen to call Tompkinsville home!

Newest Listings in Tompkinsville

$246,500

2995396 MLS ⋅ ACTIVE Status ⋅ 17 Acres ⋅ 42167 Zip Code

Seventeen acres of Kentucky countryside, wide and open, with a mix of level pasture and gentle rolling hills that make it feel like something straight out of a country song. Zoned agricultural, this land is a clean slate—perfect for a dream home, mini-farm, or a quiet hideaway where you can hear your thoughts and watch the stars actually sparkle. Tompkinsville sits at the heart of Monroe County, where folks still wave when they pass you on the road and the barbecue has a kick you won’t forget. Spend your weekends fishing or kayaking at Dale Hollow Lake, just a short drive away, or exploring the Old Mulkey Meetinghouse State Historic Site—a time capsule of Kentucky’s pioneer roots. When you’re ready for a little more buzz, head to nearby Glasgow or Burkesville for local festivals, antique shopping, and small-town diners that serve up the kind of pie that ruins all others for you. Life here moves at the right pace: steady, neighborly, and peaceful. Whether you’re building a homestead, expanding your agricultural operation, or simply staking your claim on a piece of God’s country, this land gives you the space—and the freedom—to do it.

1 County House Rd, Tompkinsville

$100,000

2995298 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 42167 Zip Code

Step back in time with this beautifully preserved home from the 1800s, nestled on one acre in scenic Monroe County. This piece of Kentucky history stands proud on County House Road, offering the charm and craftsmanship of the past with the peace and quiet of rural living. From its solid bones and timeless architecture to its wraparound sense of calm, this home radiates warmth and authenticity—truly a rare find in such great condition. Surrounded by open countryside, you’ll find yourself just minutes from Tompkinsville, a small town with a big heart. Explore the historic Old Mulkey Meetinghouse, enjoy local barbecue that’s been perfected over generations, or take a drive to Dale Hollow Lake for boating, fishing, and those postcard-worthy Kentucky sunsets. The area is rich with hiking trails, farmers’ markets, antique shops, and family-owned eateries that make every outing feel like an escape into simpler times. For a bit more activity, Glasgow and Burkesville are both a short drive away, offering small-town festivals, shopping, and that unmistakable Southern hospitality. Whether you’re looking for a home with history, a peaceful weekend retreat, or a project that deserves your care, this property offers endless potential and a story worth continuing. It’s more than a house—it’s a piece of Kentucky’s past waiting to welcome your future.

County House Rd, Tompkinsville

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.