N/A Homes with Monroe County High School

Welcome to the charming community of Tompkinsville, Kentucky, nestled in the heart of Monroe County. This picturesque town is not only known for its friendly atmosphere and lush landscapes but also for its strong sense of community and commitment to education. Families looking for a place to call home will find that Tompkinsville offers a perfect blend of small-town charm and modern conveniences.

One of the standout features of this area is its proximity to Monroe County High School, making it an ideal location for families with school-aged children. The high school is known for its dedicated staff and a variety of extracurricular activities that foster both academic and personal growth. Living close to the school means easy access for students, allowing them to participate in after-school programs, sports, and community events without the hassle of long commutes.

The homes in Tompkinsville boast a range of styles and sizes, catering to different tastes and budgets. From cozy bungalows to spacious family homes, there’s something for everyone in this inviting community. Many properties feature beautiful yards, perfect for outdoor activities and family gatherings.

Additionally, Tompkinsville is surrounded by stunning natural beauty, with parks and recreational areas just a stone's throw away. Whether you enjoy hiking, fishing, or simply taking in the breathtaking views, this area has it all.

If you're looking for a place where community spirit thrives and educational opportunities abound, Tompkinsville is the perfect destination to find your dream home. Come and experience the warmth and charm of this delightful town today!

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

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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.