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Tompkinsville, KY Homes for Sale under $300,000

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  • /2

    $15,000

    • Land
    • 19,166 Sq Ft
    • $34,091 per Acre

    AC Rockbridge School Rd, Tompkinsville, KY 42167

    If your looking for a beautiful area to build a home, this is a great location! This lot is unrestricted with electric and water available. There is also a septic tank already on the lot. Acreage in this area does not come available often! Don't miss out on this opportunity.

    Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

    AC Rockbridge School Rd, Tompkinsville, KY 42167
  • /9

    $246,500

    • Land
    • 17 Acres
    • $14,500 per Acre

    1 County House Rd, Tompkinsville, KY 42167

    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,

    MaKenzie Griffis GRATEFUL ACRES REALTY

    1 County House Rd, Tompkinsville, KY 42167
  • /6

    $105,000

    $14K PRICE DROP
    • Land
    • 5.53 Acres
    • $18,987 per Acre

    5.5 AC F Bartley Rd, Tompkinsville, KY 42167

    Joe Murphy Big South Realty & Auction, LLC - Gamaliel

    5.5 AC F Bartley Rd, Tompkinsville, KY 42167
  • /2

    $27,500

    • Land
    • 42,688 Sq Ft
    • $28,061 per Acre

    Lots 2 Head Rd, Tompkinsville, KY 42167

    Nice building lot featuring 0.98 acres with electric and water. Light restrictions

    Joe Murphy Big South Realty & Auction, LLC - Gamaliel

    Lots 2 Head Rd, Tompkinsville, KY 42167
  • /15

    $185,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,516 Sq Ft

    110 Castle Heights Rd, Tompkinsville, KY 42167

    This is a perfvect home sitting in the city limits of Tompkinsville. This home offers CHA, a formal dining room, a 2 car garage, and much more. It is hard to find such a nice home in the city limits. Don't miss out on this opportunity.

    Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

    110 Castle Heights Rd, Tompkinsville, KY 42167
  • /7

    $23,900

    • Land
    • 1.02 Acres
    • $23,431 per Acre

    0 Spring St, Tompkinsville, KY 42167

    You must take a look at this nice 1.02 acre lot located in the beautiful Clark Estates subdivision. This would be perfect to build your dream home on & you could not ask for better neighbors.

    Sharon Proffitt Proffitt Real Estate Agency

    0 Spring St, Tompkinsville, KY 42167
  • /2

    $113,960

    • Land
    • 8.14 Acres
    • $14,000 per Acre

    0 Cave Springs Rd, Tompkinsville, KY 42167

    Great location in the city limits of Tompkinsville. 8.15 acres by recent survey overlooking Hagans Lake. Great building site. All city utilities available.

    Steve Wilson Wilson Real Estate & Auction

    0 Cave Springs Rd, Tompkinsville, KY 42167
  • /64

    $229,900

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,710 Sq Ft

    774 Bill Butler Rd, Tompkinsville, KY 42167

    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

    Tamara Walden Acre & Main Realty LLC

    774 Bill Butler Rd, Tompkinsville, KY 42167
  • /17

    $209,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    427 Jack Hunt Rd, Tompkinsville, KY 42167

    Welcome home to this beautiful, 3 bedroom, 2 bath home on a spacious lot with a gorgeous country view! This property has so many upgrades and features a covered carport and building, a tornado shelter and mature landscaping! This home is ready for a new owner!

    Leslie Stark Keller Williams First Choice R

    427 Jack Hunt Rd, Tompkinsville, KY 42167
  • /12

    $175,000

    New Construction
    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft

    104 E Hollywood St, Tompkinsville, KY 42167

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

    Steve Wilson Wilson Real Estate & Auction

    104 E Hollywood St, Tompkinsville, KY 42167
  • /17

    $179,000

    • 3 Beds
    • 1.5 Baths
    • 1,334 Sq Ft

    200 W 5th St, Tompkinsville, KY 42167

    Looking for a move in ready home within the city limits? This is a beautiful 3 bedroom, 1.5 bath home located within short distance to restaurants grocery, and much more! This home offers a full basement as well. Don't miss out on this great opportunity!

    Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

    200 W 5th St, Tompkinsville, KY 42167
  • /2

    $146,076

    $7K PRICE INCREASE
    • Land
    • 34.78 Acres
    • $4,200 per Acre

    00 Rhoton Cave Rd Unit Henson Road, Tompkinsville, KY 42167

    This property consists of 34.78 surveyed acres located just a few minutes drive from Tompkinsville. This tract is mostly cut over woodland and has lots of blacktop road frontage. Also located on the property is a creek/branch on the back side boundary and county water is available. If you are looking for a building location and/or a small farm, this property would be the ideal property for you.

    Sharon Proffitt Proffitt Real Estate Agency

    00 Rhoton Cave Rd Unit Henson Road, Tompkinsville, KY 42167
  • /11

    $129,900

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    239 Pedigo Rd, Tompkinsville, KY 42167

    Joe Murphy Big South Realty & Auction, LLC - Gamaliel

    239 Pedigo Rd, Tompkinsville, KY 42167
  • /37

    $100,000

    • Land
    • 1 Acre
    • $100,000 per Acre

    0 County House Rd, Tompkinsville, KY 42167

    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

    MaKenzie Griffis GRATEFUL ACRES REALTY

    0 County House Rd, Tompkinsville, KY 42167
  • /12

    $120,000

    • 2 Beds
    • 1 Bath
    • 1,271 Sq Ft

    303 S Main St, Tompkinsville, KY 42167

    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!

    Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

    303 S Main St, Tompkinsville, KY 42167
  • /26

    $270,000

    • 3 Beds
    • 1 Bath
    • 1,867 Sq Ft

    107 E Hollywood St, Tompkinsville, KY 42167

    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!!

    Steve Wilson Wilson Real Estate & Auction

    107 E Hollywood St, Tompkinsville, KY 42167
  • /12

    $120,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    403 N Jackson St, Tompkinsville, KY 42167

    Charming 2-bedroom, 1-bath log cabin home in the heart of Tompkinsville! Enjoy the cozy cabin feel with the convenience of being in town. Home features modern mini-split heating and cooling, rustic wood finishes, and a great layout perfect for a starter home, downsizing, or short-term rental potential. Motivated sellers—offered at just $130,000!

    Morgan 'Sloan' Bull Legacy Property Group

    403 N Jackson St, Tompkinsville, KY 42167
  • /4

    $98,900

    • Land
    • 1.26 Acres
    • $78,492 per Acre

    785 Celina Rd, Tompkinsville, KY 42167

    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

    Sharon Proffitt Proffitt Real Estate Agency

    785 Celina Rd, Tompkinsville, KY 42167
  • /16

    $279,000

    • 3 Beds
    • 2 Baths
    • 2,290 Sq Ft

    251 Gass Rd, Tompkinsville, KY 42167

    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 +/-

    Joe Murphy Big South Realty & Auction, LLC - Gamaliel

    251 Gass Rd, Tompkinsville, KY 42167
  • /12

    $300,000

    • Land
    • 68.5 Acres
    • $4,380 per Acre

    Ac Elbow Bend Rd, Tompkinsville, KY 42167

    If you are looking for a great recreational piece of property look no further. This farm offers great timber that is ready to be harvested. There are so many opportunities with this unique piece of ground. Don't miss out!

    Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

    Ac Elbow Bend Rd, Tompkinsville, KY 42167
  • /6

    $77,900

    $2K PRICE DROP
    • 2 Beds
    • 1,050 Sq Ft

    504 W 6th St, Tompkinsville, KY 42167

    Take a look at this 2 bedroom vinyl siding house on a 0.96 acre lot. This home is located in the city limits and the owner started a major renovation on the interior of the property. There was a living room, kitchen, 2 bedrooms, 1 bathroom, and the home has a covered front & back porch. Much of the interior has been removed during the renovation. This property has all city utilities available.

    Sharon Proffitt Proffitt Real Estate Agency

    504 W 6th St, Tompkinsville, KY 42167
  • /7

    $210,000

    $10K PRICE INCREASE
    • Land
    • 19.4 Acres
    • $10,825 per Acre

    19 Ac Rockbridge School Rd, Tompkinsville, KY 42167

    Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

    19 Ac Rockbridge School Rd, Tompkinsville, KY 42167
  • /15

    $249,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    212 W 4th St, Tompkinsville, KY 42167

    Big Price Reduction - If your looking for a nice home close to all amenities with plenty of room and move in ready, then check out this Beddord stone/vinyl siding home featuring tile floors and beautiful hardwood throughout. This home has 3 bedrooms, 2.5 baths, fireplace, living room, nice eat in kitchen. Other Amenities are a 1 car BI garage, 1 car carport, nice replacement windows, metal roof,

    Joe Murphy Big South Realty & Auction, LLC - Gamaliel

    212 W 4th St, Tompkinsville, KY 42167
  • /2

    $113,960

    • Land
    • 8.14 Acres
    • $14,000 per Acre

    000 Cave Springs Rd, Tompkinsville, KY 42167

    This property contains 8.14 acres that is selling in 2 tracts or as a whole. This tract of land is very suitable to build your dream home on and overlooks Hagan’s Lake. There is county water and all other utilities are available. This is a once in a lifetime opportunity to purchase 8.14 acres of land this close to the city limits of Tompkinsville.

    Sharon Proffitt Proffitt Real Estate Agency

    000 Cave Springs Rd, Tompkinsville, KY 42167

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