N/A Homes with Monroe County High School

Welcome to the charming town of Tompkinsville, nestled in the heart of Monroe County, Kentucky. Known for its warm community spirit and picturesque landscapes, this delightful city offers a unique blend of small-town charm and modern conveniences. Whether you’re a first-time homebuyer or looking to settle down in a peaceful environment, Tompkinsville has something for everyone.

One of the standout features of this area is its close-knit community that revolves around Monroe County High School. Families take pride in the quality education offered here, making it an ideal location for those with children. The high school is not just a place for academics; it’s a hub for community events, sports, and extracurricular activities that foster lifelong friendships and connections.

The homes in Tompkinsville reflect the warmth of the community, featuring a variety of styles that cater to different tastes and budgets. From charming single-family homes with sprawling yards to modern residences equipped with the latest amenities, you’ll find options that suit your lifestyle perfectly. The serene surroundings provide a peaceful retreat, while still being conveniently located near essential services, shopping, and recreational opportunities.

Imagine living in a place where neighbors become friends, and community spirit thrives. Tompkinsville is more than just a location; it’s a place where memories are made, and dreams are realized. Explore the possibilities of your new home in this delightful city, where comfort meets community, and every day feels like a warm welcome. Come discover why Tompkinsville, KY, is the perfect place to call home!

Newest N/A Homes with Monroe County High School

$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

Start Your Search

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.