4,016

Monroe County, KY Homes

Section Image
  • /5

    $246,500

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

    1 County House Rd, Tompkinsville, KY 42167

    17 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,

    Amanda Griffis Grateful Acres Realty

    1 County House Rd, Tompkinsville, KY 42167
  • /25

    $137,000 Sold Aug 20, 2025

    139 North St, Tompkinsville, KY 42167

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1960

    Last Sold Summary

    • 2% Below List Price
    • $143/SF
    • 9 Days On Market

    Current Estimated Value $133,993

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

    139 North St, Tompkinsville, KY 42167
    • /3

      Est $231,951 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,232 Sq Ft

      8516 Celina Rd, Tompkinsville, KY 42167

      8516 Celina Rd, Tompkinsville, KY 42167
  • /13

    $169,900 Sold Dec 01, 2025

    4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167

    • 3 Beds
    • 2 Baths
    • 1,741 Sq Ft
    • Built 1990

    Last Sold Summary

    • $98/SF
    • 14 Days On Market

    Last Listing Agent Cassi Harris Coldwell Banker Legacy Group

    4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167
    • /26

      Est $336,066 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,904 Sq Ft

      204 Forrest Hills Dr, Tompkinsville, KY 42167

      204 Forrest Hills Dr, Tompkinsville, KY 42167
  • /2

    $195,000 Sold Apr 28, 2025

    4436 Stringtown Flippin Rd, Mount Hermon, KY 42157

    Last Sold Summary

    • 2% Below List Price
    • 0 Days On Market

    Current Estimated Value $198,151

    Last Listing Agent Ben Bray BHGRE, Ben Bray & Associates

    4436 Stringtown Flippin Rd, Mount Hermon, KY 42157
    • /18

      Est $114,311 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,115 Sq Ft

      230 Mill Creek Rd, Tompkinsville, KY 42167

      230 Mill Creek Rd, Tompkinsville, KY 42167
  • /16

    $120,000 Sold Mar 27, 2025

    737 Columbia Ave, Tompkinsville, KY 42167

    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft
    • Built 2010

    Last Sold Summary

    • 11% Below List Price
    • $93/SF
    • 26 Days On Market

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

    737 Columbia Ave, Tompkinsville, KY 42167
    • /12

      Est $229,956 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft

      328 Old Glasgow Rd, Tompkinsville, KY 42167

      328 Old Glasgow Rd, Tompkinsville, KY 42167
  • /11

    $135,000 Sold Mar 04, 2025

    607 Lake St, Tompkinsville, KY 42167

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft
    • Built 1986

    Last Sold Summary

    • 21% Below List Price
    • $85/SF
    • 127 Days On Market

    Current Estimated Value $135,409

    Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel

    607 Lake St, Tompkinsville, KY 42167
    • /21

      Est $206,007 Not Listed For Sale

      • 7 Beds
      • 5 Baths
      • 3,800 Sq Ft

      438 Rowland Ln, Tompkinsville, KY 42167

      438 Rowland Ln, Tompkinsville, KY 42167
  • /15

    $140,000 Sold Mar 17, 2025

    5927 Gamaliel Rd, Tompkinsville, KY 42167

    • 3 Beds
    • 1 Bath
    • 1,310 Sq Ft
    • Built 1950

    Last Sold Summary

    • 12% Below List Price
    • $107/SF
    • 118 Days On Market

    Current Estimated Value $170,878

    Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel

    5927 Gamaliel Rd, Tompkinsville, KY 42167
    • /52

      Est $359,559 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,880 Sq Ft

      1862 Sugar Grove Rd, Tompkinsville, KY 42167

      1862 Sugar Grove Rd, Tompkinsville, KY 42167
  • /38

    $240,000 Sold Oct 22, 2025

    9263 Center Point Rd, Tompkinsville, KY 42167

    • 1 Bed
    • 1 Bath
    • 1,044 Sq Ft

    Last Sold Summary

    • 13% Below List Price
    • $230/SF
    • 63 Days On Market

    Current Estimated Value $236,480

    Last Listing Agent Sherri Butler McIver Realty Group

    9263 Center Point Rd, Tompkinsville, KY 42167
    • /6

      Est $102,795 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,264 Sq Ft

      3489 Gamaliel Rd, Tompkinsville, KY 42167

      3489 Gamaliel Rd, Tompkinsville, KY 42167
  • /2

    $30,000 Sold Apr 28, 2025

    2 Ac S Union Hill School Rd, Summer Shade, KY 42166

    • Land
    • 2 Acres
    • $15,000 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 8 Days On Market

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

    2 Ac S Union Hill School Rd, Summer Shade, KY 42166
    • /17

      Est $172,317 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,334 Sq Ft

      5126 Gamaliel Rd, Tompkinsville, KY 42167

      5126 Gamaliel Rd, Tompkinsville, KY 42167
  • /2

    $44,900 Sold Apr 09, 2025

    74 Akersville Rd, Fountain Run, KY 42133

    • 2 Beds
    • 1 Bath
    • 1,171 Sq Ft
    • Built 1947

    Last Sold Summary

    • $38/SF
    • 1 Day On Market

    Current Estimated Value $48,911

    Last Listing Agent Stacey Fergerson Coldwell Banker Legacy Group

    74 Akersville Rd, Fountain Run, KY 42133
    • /18

      Est $139,030 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,300 Sq Ft

      3274 Ebenezer Rd, Tompkinsville, KY 42167

      3274 Ebenezer Rd, Tompkinsville, KY 42167
  • /7

    $162,000 Sold Dec 30, 2025

    2241 Old Glasgow Rd, Tompkinsville, KY 42167

    • Land
    • 17 Acres
    • $9,529 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 115 Days On Market

    Last Listing Agent Dakota Elmore Elmore Realty & Auction

    2241 Old Glasgow Rd, Tompkinsville, KY 42167
    • /17

      Est $146,308 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      3416 Ebenezer Rd, Tompkinsville, KY 42167

      3416 Ebenezer Rd, Tompkinsville, KY 42167
  • /21

    $160,000 Sold Aug 08, 2025

    3197 Center Point Rd, Tompkinsville, KY 42167

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1968

    Last Sold Summary

    • 6% Below List Price
    • $89/SF
    • 180 Days On Market

    Current Estimated Value $155,226

    Last Listing Agent Steve Wilson Wilson Real Estate & Auction

    3197 Center Point Rd, Tompkinsville, KY 42167
    • /18

      Est $304,928 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,752 Sq Ft

      482 Bill Butler Rd, Tompkinsville, KY 42167

      482 Bill Butler Rd, Tompkinsville, KY 42167
  • /11

    $250,000 Sold Jun 26, 2025

    0 Pipeline Rd, Summer Shade, KY 42166

    • Land
    • 48.97 Acres
    • $5,105 per Acre

    Last Sold Summary

    • 99% Below List Price
    • 0 Days On Market

    Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

    0 Pipeline Rd, Summer Shade, KY 42166
    • /20

      Est $325,562 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,828 Sq Ft

      1363 Chandler Rd, Tompkinsville, KY 42167

      1363 Chandler Rd, Tompkinsville, KY 42167
  • /3

    $30,000 Sold Apr 16, 2025

    2.72 AC Harlans Crossroads, Tompkinsville, KY 42167

    • Land
    • 2.72 Acres
    • $11,029 per Acre

    Last Sold Summary

    • 25% Below List Price
    • 91 Days On Market

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

    2.72 AC Harlans Crossroads, Tompkinsville, KY 42167
    • /23

      Est $205,653 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,482 Sq Ft

      225 Miller Rd, Tompkinsville, KY 42167

      225 Miller Rd, Tompkinsville, KY 42167
  • /2

    $10,000 Sold May 19, 2025

    Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167

    • Land
    • 0.89 Acre
    • $11,236 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 662 Days On Market

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

    Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167
    • /12

      Est $226,957 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,450 Sq Ft

      2180 Strodetown Rd, Tompkinsville, KY 42167

      2180 Strodetown Rd, Tompkinsville, KY 42167
  • /2

    $1,443,026 Sold Mar 31, 2025

    2060 Old Glasgow Rd, Tompkinsville, KY 42167

    • Land
    • 300 Acres
    • $4,810 per Acre

    Last Sold Summary

    • 144,203% Above List Price

    Last Listing Agent Dakota Elmore Elmore Realty & Auction

    2060 Old Glasgow Rd, Tompkinsville, KY 42167
    • /17

      Est $429,514 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,250 Sq Ft

      488 Brown Cemetery Rd, Tompkinsville, KY 42167

      488 Brown Cemetery Rd, Tompkinsville, KY 42167
  • /18

    $235,000 Sold Oct 30, 2025

    155 Spring Valley, Tompkinsville, KY 42167

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft
    • Built 1989

    Last Sold Summary

    • 15% Below List Price
    • $109/SF
    • 42 Days On Market

    Current Estimated Value $222,386

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

    155 Spring Valley, Tompkinsville, KY 42167
    • /18

      Est $272,026 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,933 Sq Ft

      Unlisted Address

      Unlisted Address
  • /2

    $177,100 Sold Nov 25, 2025

    50 Coach O Dr, Tompkinsville, KY 42167

    • 2 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1990

    Last Sold Summary

    • $104/SF
    • 10 Days On Market

    Last Listing Agent Joe Costello Mills Real Estate & Auction

    50 Coach O Dr, Tompkinsville, KY 42167
    • /18

      Est $220,521 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,920 Sq Ft

      2332 Old Glasgow Rd, Tompkinsville, KY 42167

      2332 Old Glasgow Rd, Tompkinsville, KY 42167
  • /18

    $349,000 Sold Jul 28, 2025

    305 Beech Grove Boles Rd, Tompkinsville, KY 42167

    • 2 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Built 1970

    Last Sold Summary

    • 3% Below List Price
    • $268/SF
    • 65 Days On Market

    Current Estimated Value $206,000

    Last Listing Agent Michael Dubree Patriot Realty - Auction LLC

    305 Beech Grove Boles Rd, Tompkinsville, KY 42167
    • /11

      Est $150,499 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,208 Sq Ft

      172 Clementsville Rd, Gamaliel, KY 42140

      172 Clementsville Rd, Gamaliel, KY 42140
  • /25

    $179,000 Sold Jul 21, 2025

    261 Martha Ln, Tompkinsville, KY 42167

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $112/SF
    • 20 Days On Market

    Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

    261 Martha Ln, Tompkinsville, KY 42167
    • /16

      Est $104,000 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 672 Sq Ft

      98 Mill St, Fountain Run, KY 42133

      98 Mill St, Fountain Run, KY 42133
  • /22

    $207,000 Sold Mar 25, 2025

    3738 V Comer Rd, Tompkinsville, KY 42167

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 1900

    Last Sold Summary

    • 23% Below List Price
    • $86/SF
    • 144 Days On Market

    Current Estimated Value $251,000

    Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel

    3738 V Comer Rd, Tompkinsville, KY 42167

Showing Results 121 - 160, Page 4 of 18

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