Tompkinsville Real Estate

Tompkinsville Real Estate

Welcome to Tompkinsville, Kentucky – a charming small town that embodies the warmth of Southern hospitality and the beauty of rural living. Nestled in the heart of Monroe County, Tompkinsville offers a peaceful retreat from the hustle and bustle of city life while still providing a rich tapestry of community spirit and local culture.

Known for its picturesque landscapes and friendly residents, Tompkinsville is a haven for outdoor enthusiasts. The surrounding countryside is dotted with rolling hills, lush farmland, and serene waterways, making it an ideal spot for hiking, fishing, and exploring nature. The nearby Barren River Lake State Resort Park offers opportunities for boating, camping, and picnicking, perfect for family outings or quiet weekends away.

In addition to its natural beauty, Tompkinsville boasts a vibrant community with a strong sense of pride. The town hosts various events and festivals throughout the year, bringing residents together to celebrate their rich heritage. From the annual Tompkinsville Christmas Parade to the lively Farmers Market, there’s always something happening that fosters a sense of belonging.

For families and individuals looking to settle down, Tompkinsville presents an array of charming homes, from quaint cottages to spacious family residences. The town’s affordable real estate market makes it an attractive option for first-time homebuyers and retirees alike.

With its delightful blend of rural charm, community spirit, and stunning natural surroundings, Tompkinsville, Kentucky, is more than just a place to live; it’s a place to call home. Come discover the magic of this hidden gem in the heart of Kentucky!

Newest Listings in Tompkinsville

Don't miss out on this opportunity to purchase over 1.26 acres of land this close to Main Street, Tompkinsville. This property consists of 2 vacant lots (0.601 and 0.654 acres) located on the southeast side of Tompkinsville in a growing area of Monroe County. These lots are located just outside the city limits with all utilities available & would make great commercial lots or building lots for homes. If you have been looking for a place to put your business then look no further. For more information or to make an offer contact the listing agent.

785 Celina Rd, Tompkinsville

4 Beds ⋅ 3 Baths ⋅ 1303814 MLS

This is a gorgeous home that offers 4 bedrooms, 3 bathrooms, hardwood flooring, a partially finished basement, a beautiful backyard, and much more. This is a move in ready home! Don't miss out on this great opportunity!

3390 Vernon Rd, Tompkinsville

3 Beds ⋅ 3 Baths ⋅ 1303815 MLS

Looking for a move-in ready home that does not need any work? Look no further! This home is practically like new. It offers an abundance of cabinet space, huge pantry, an open concept floor plan, a finished basement, a very large walk in closet, and much more! This home has 3 bedrooms and 3 bathroom. Don't miss out on this once in a lifetime opportunity!

3380 Ebenezer Rd, Tompkinsville

2 Beds ⋅ 1 Baths ⋅ 1303184 MLS

If you are looking for a move in ready starter home, look no further! This home is conveniently located in the city limits of Tompkinsville. It has recently been updated. Don't miss out on this great opportunity!

303 S Main St, Tompkinsville

3 Beds ⋅ 2 Baths ⋅ 1303109 MLS

You'll definitely want to see this home! A beautiful 3 bedroom, 2 bath modern brick home having just over 2,000 s.f. of living area. Hardwood floors, solid wood raised panel doors, Anderson windows, oak kitchen cabinets w / built in stainless steel appliances, natural gas CH&A, fireplace, large rear covered deck, and a double attached garage. Situated on 2 level lots with a blacktop driveway. A super quality house, ready to move in!

411 Martin Subdivision, Tompkinsville

3 Beds ⋅ 1 Baths ⋅ 1302944 MLS

Great location, close to everything! 1,865 sf of living area in this bedford stone home all on one floor. 3 bedrooms, 1 bath, huge living room, den, new stainless steel built in appliances, laundry area with new washer & dryer, new CH&A, all new plumbing and electric, dimensional shingle roof, vinyl windows. Large level lot with all city utilities. Nothing to do but move in!!

107 E Hollywood St, Tompkinsville

3 Beds ⋅ 2 Baths ⋅ 1302903 MLS

Hard to find home with acreage. This vinyl sided home features 3 bedrooms, 2 baths, full basement partially finished and it sits on 14.9 acres +/-

251 Gass Rd, Tompkinsville

3 Beds ⋅ 2 Baths ⋅ 1302711 MLS

PRICE REDUCED TO $415,900!!!!!!! This is a must see property if you have been looking for several acres and a brick home in a peaceful secluded setting. Enjoy country living at it’s best in this well-maintained brick home that features a living room, dining room, eat-in kitchen, large den, 3 bedrooms, 2 full baths, a laundry room, and a 2 car attached garage for ultimate convenience. There is also a full unfinished walkout basement that presents endless possibilities for additional storage or transforming the area into more living space. This home has a fireplace w/gas logs, CH&A, county water, septic system, mature shade trees, and nice landscaping. There are 2 additional storage building with the property. This property provides you with a chance to own a slice of country paradise where you can relax, unwind, & enjoy the scenic views from your rear patio where you can watch the abundance of wildlife including deer, turkey, rabbits, and many other kinds of animals. This home is sitting on 10.768 acres that gives you plenty of space for gardens, pets, or other outdoor activities. It is worth noting while this property provides seclusion and privacy, you still are only 15 minutes from the city of Tompkinsville. Call up today to schedule your private showing.

419 Toot Geralds Rd No, Tompkinsville

3 Beds ⋅ 2 Baths ⋅ 1302534 MLS

This is country living at it’s finest affording you space, privacy, while blending comfort with the tranquility of nature. When driving up the well manicured lawn, you see the impressive home that has an open floor plan with a living room, kitchen, eating area, 3 bedrooms, 2 full baths, a large laundry room, walk-in pantry, and 2 walk-in closets. The home has central heat and air (less than a year old), county water, and is on a septic system. The property also has a 2 car carport, nice rear patio, above ground pool w/deck, a pool house w/outdoor bar along with an inside sitting area, and there is a large outside graveled area that has a lot of possibilities. Located on the property is a storage building perfect for hobbies, projects, additional room for tools, equipment, or recreational items and a hunting blind. All of this is located on 3+ acres of land. This property gives you peaceful, private country living with an abundance of wildlife for hunting as well as other outdoor activities (hiking, ATV, etc.). Don’t miss out on your chance to own this country paradise while only being 15 minutes from Tompkinsville and 25 minutes from Dale Hollow Lake. Call us to schedule your private showing today and imagine the endless possibilities awaiting you in this serene country setting.

698 Leatherwood Rd No, Tompkinsville

3 Beds ⋅ 3 Baths ⋅ 1302022 MLS

This is a BEAUTIFUL 3 bedroom, 3 bathroom home. This home offers LVT and hardwood flooring, a partially finished basement, upper and lover driveways, a living room with a vaultede ceiling, and much more! This house is move in ready. It has so much to offer and is ready for a new owner!

2039 Beautiful Home Rd, Tompkinsville

2 Beds ⋅ 2 Baths ⋅ 1300367 MLS

Beautiful Country Home on 4.25 Acres – Minutes from Downtown Tompkinsville! Enjoy peaceful country living with endless possibilities at this beautiful brick home located just minutes from downtown Tompkinsville! Situated on approximately 4.25 acres, this charming property offers space, privacy, and the perfect setup for a mini farm or multi-family living. Home Features: • 2 bedrooms on the main level • Possibility for 2 additional bedrooms in the upstairs loft area • Spacious full basement featuring: - Second kitchen - Bathroom - Living area - Potential additional bedroom space • 1-car attached carport Property Highlights: • Beautiful 4.25-acre baby farm; approximately 2.5 acres cleared, remainder in woods • 2 barns • Perimeter fencing in place • Additional outbuilding • Separate water, sewer, and electric hookup already in place — perfect for an RV, mobile home, guest house, or future expansion opportunities. This property offers the best of both worlds — quiet country surroundings with the convenience of town only minutes away. Whether you’re searching for a forever home, hobby farm, or investment opportunity, this property is full of potential! Schedule your private showing today and come see all this beautiful property has to offer!

774 Bill Butler Rd, Tompkinsville

2 Beds ⋅ 1 Baths ⋅ 1299692 MLS

Brand New and ready to move in! Great location! CH&A, laminate floors, all city utilities, detached block 30' x 30', double garage.

104 E Hollywood St, Tompkinsville

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James Roberts

Buying or selling a home is one of the biggest financial decisions you’ll ever make, and having the right REALTOR® can make all the difference. I’m James Roberts, a REALTOR® proudly serving buyers, sellers, and investors throughout South Central Kentucky with a commitment to honesty, responsive communication, and results-driven service.Whether you’re searching for homes for sale in Glasgow, Bowling Green, Cave City, Horse Cave, Scottsville, Edmonton, Smiths Grove, Brownsville, Franklin, Russellville, Munfordville or the surrounding communities, I’m here to help you navigate every step of the process with confidence.As a lifelong resident of South Central Kentucky, I understand the local market, neighborhoods, schools, and communities that make this area such a great place to call home. My clients benefit from local knowledge, strong negotiation skills, strategic marketing, and a dedication to protecting their best interests from start to finish.Before beginning my real estate career, I spent more than 16 years serving my community in law enforcement and proudly served in the U.S. Army. Those experiences taught me the importance of integrity, accountability, attention to detail, and putting people first. Those same values guide every real estate transaction I handle today.To me, real estate is about much more than sales volume or awards. It’s about people. Every transaction represents a family beginning a new chapter, a first-time buyer achieving a dream, an investor building a future, or a seller trusting me with one of their most valuable assets. Those relationships mean far more than any number on a leaderboard, and I never lose sight of the responsibility that comes with earning someone’s trust.Whether you’re buying your first home, upgrading to your forever home, relocating to Kentucky, purchasing land, investing in real estate, or preparing to sell for top dollar, I’ll provide the guidance, expertise, and personalized service you deserve.My mission is simple: to put people first, provide exceptional service, and make every real estate experience as smooth and stress-free as possible.If you’re looking for a trusted REALTOR® in South Central Kentucky, I’d be honored to earn your business and help you achieve your real estate goals.Because at the end of the day, it’s never been about the numbers. It’s always been about the people.

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