N/A Homes with Monroe County High School

Welcome to Tompkinsville, Kentucky—a charming town nestled in the heart of Monroe County, where small-town charm meets vibrant community spirit. This picturesque area is not only known for its stunning landscapes and friendly neighbors but also for its excellent educational opportunities, particularly at Monroe County High School.

Tompkinsville boasts a variety of homes that cater to diverse lifestyles, from quaint bungalows to spacious family residences, all surrounded by the natural beauty that Kentucky is famous for. You'll find properties that offer both comfort and style, perfect for families, retirees, and everyone in between. The local real estate market is thriving, with homes that provide ample space for growing families and cozy retreats for those looking to downsize.

Living in Tompkinsville means you’re just a stone’s throw away from Monroe County High School, which is known for its commitment to academic excellence and a wide range of extracurricular activities. This proximity not only fosters a sense of community but also makes it convenient for families with school-aged children. With a supportive environment and dedicated educators, Monroe County High School plays a pivotal role in shaping the future of its students.

Whether you're drawn to the area's rich history, outdoor recreational opportunities, or the warmth of its community, Tompkinsville is a place where you can truly feel at home. Explore the real estate options available in this delightful town and discover the perfect property to start your next chapter in beautiful Kentucky!

Newest N/A Homes with Monroe County High School

$246,500

ACTIVE Status ⋅ 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

ACTIVE Status ⋅ 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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