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 a hidden gem, where southern hospitality meets a vibrant local culture. Known for its friendly atmosphere and beautiful landscapes, Tompkinsville is the perfect place for families, retirees, and everyone in between to call home.

One of the standout features of this area is its close proximity to Monroe County High School, making it an ideal choice for families with school-aged children. The school boasts a strong academic reputation and offers a variety of extracurricular activities, ensuring that students receive a well-rounded education. Parents can feel confident knowing their children are part of a supportive learning environment that fosters growth and achievement.

The homes in Tompkinsville reflect the town's character, featuring a mix of charming historic properties and modern designs. Whether you’re seeking a cozy cottage or a spacious family home, you’ll find an array of options that cater to diverse tastes and budgets. The real estate market here offers great value, making it an attractive option for first-time homebuyers and seasoned investors alike.

In addition to its fantastic educational opportunities, Tompkinsville is surrounded by stunning natural beauty. Residents enjoy access to parks, recreational activities, and a close-knit community that hosts various events throughout the year. From local festivals to farmers' markets, there’s always something happening in this vibrant town.

If you’re looking for a place to plant your roots in Kentucky, Tompkinsville is waiting to welcome you home. Discover the charm and warmth of this delightful community 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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