N/A Homes with Monroe County High School

Welcome to Tompkinsville, a charming city nestled in the heart of Monroe County, Kentucky. Known for its warm community spirit and picturesque landscapes, Tompkinsville offers a delightful blend of small-town charm and modern living. This vibrant area is not just a place to call home; it's a community where families thrive, and memories are made.

One of the standout features of this region is its proximity to Monroe County High School, making it an ideal location for families with school-aged children. Parents can rest easy knowing that their kids are just a short distance away from quality education and extracurricular activities. The school is known for its dedicated staff and a variety of programs that cater to the diverse interests of students.

The homes in Tompkinsville reflect the area's rich history and welcoming atmosphere. From quaint single-family residences to more spacious family homes, there’s something to suit every lifestyle and budget. Many properties boast beautiful yards, perfect for outdoor gatherings and play, while others offer modern amenities that cater to today’s discerning buyers.

In addition to the educational opportunities, residents enjoy a tight-knit community with local shops, parks, and recreational activities that keep everyone engaged. Whether you’re taking a leisurely stroll through town or enjoying a weekend at one of the nearby lakes, Tompkinsville is a place where life feels just right.

Explore the charm of Tompkinsville and discover your dream home in this wonderful 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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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.