Recently Sold Monroe County KY Homes

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  $140,000 Sold Mar 16, 2026

  54 W Judio Rd, Tompkinsville, KY 42167

  • Land
  • 39.27 Acres
  • $3,565 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 4 Days On Market

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

  54 W Judio Rd, Tompkinsville, KY 42167
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  /2

  $55,000 Sold Dec 15, 2025

  50 Dowell Dr, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft
  • Built 1983

  Last Sold Summary

  • 7% Below List Price
  • $47/SF
  • 1 Day On Market

  Current Estimated Value $142,646

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

  50 Dowell Dr, Tompkinsville, KY 42167
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  /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 $146,239

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

  139 North St, Tompkinsville, KY 42167
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  /54

  $600,000 Sold Apr 21, 2026

  7425 Turkey Neck Bend Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 3.5 Baths
  • 3,499 Sq Ft
  • Built 2012

  Last Sold Summary

  • 4% Below List Price
  • $171/SF
  • 7 Days On Market

  Current Estimated Value $504,772

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  7425 Turkey Neck Bend Rd, Tompkinsville, KY 42167
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  /30

  $276,000 Sold Feb 27, 2026

  525 County Farm Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2.5 Baths
  • 1,911 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Below List Price
  • $144/SF
  • 106 Days On Market

  Current Estimated Value $278,788

  Last Listing Agent Rosie Craggs Real Estate Unlimited

  525 County Farm Rd, Tompkinsville, KY 42167
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  /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

  Current Estimated Value $163,112

  Last Listing Agent Cassi Harris Coldwell Banker Legacy Group

  4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167
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  /20

  $225,000 Sold Mar 16, 2026

  206 Whiteside St, Tompkinsville, KY 42167

  • 4 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $114/SF
  • 35 Days On Market

  Current Estimated Value $239,026

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

  206 Whiteside St, Tompkinsville, KY 42167
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  /33

  $270,000 Sold Mar 31, 2026

  465 Petett Rd, Tompkinsville, KY 42167

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $111/SF
  • 10 Days On Market

  Current Estimated Value $291,310

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  465 Petett Rd, Tompkinsville, KY 42167
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  /16

  $160,000 Sold Apr 14, 2026

  182 Gamaliel Rd, Gamaliel, KY 42140

  • 3 Beds
  • 2.5 Baths
  • 1,464 Sq Ft
  • Built 1972

  Last Sold Summary

  • 11% Below List Price
  • $109/SF
  • 0 Days On Market

  Current Estimated Value $161,923

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  182 Gamaliel Rd, Gamaliel, KY 42140
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  /38

  $230,000 Sold Apr 14, 2026

  395 Clark Estates, Tompkinsville, KY 42167

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 1995

  Last Sold Summary

  • 29% Below List Price
  • $109/SF
  • 0 Days On Market

  Current Estimated Value $238,974

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  395 Clark Estates, Tompkinsville, KY 42167
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  /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 $264,095

  Last Listing Agent Sherri Butler McIver Realty Group

  9263 Center Point Rd, Tompkinsville, KY 42167
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  $40,000 Sold Feb 27, 2026

  10 the Bend at the Cumberland, Tompkinsville, KY 42167

  • Land
  • 31,363 Sq Ft
  • $55,556 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Sherri Butler McIver Realty Group

  10 the Bend at the Cumberland, Tompkinsville, KY 42167
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  /32

  $410,000 Sold Apr 21, 2026

  69 AC Radio Station Rd, Tompkinsville, KY 42167

  • Land
  • 69 Acres
  • $5,942 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 314 Days On Market

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

  69 AC Radio Station Rd, Tompkinsville, KY 42167
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  /2

  $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

  Current Estimated Value $236,201

  Last Listing Agent Dakota Elmore Elmore Realty & Auction

  2241 Old Glasgow Rd, Tompkinsville, KY 42167
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  /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 $192,187

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  3197 Center Point Rd, Tompkinsville, KY 42167
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  /8

  $952,536 Sold May 06, 2026

  10000 Bugtussle Rd, Fountain Run, KY 42133

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Ben Bray BHGRE, Ben Bray & Associates

  10000 Bugtussle Rd, Fountain Run, KY 42133
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  /2

  $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
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  /2

  $10,000 Sold May 19, 2025

  Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167

  • Land
  • 38,768 Sq Ft
  • $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
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  /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 $243,979

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

  155 Spring Valley, Tompkinsville, KY 42167
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  /6

  $75,000 Sold Apr 14, 2026

  600 Lake St, Tompkinsville, KY 42167

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft
  • Built 1955

  Last Sold Summary

  • 17% Below List Price
  • $85/SF
  • 0 Days On Market

  Current Estimated Value $96,110

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  600 Lake St, Tompkinsville, KY 42167
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  /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

  Current Estimated Value $190,613

  Last Listing Agent Joe Costello Mills Real Estate & Auction

  50 Coach O Dr, Tompkinsville, KY 42167
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  /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 $228,000

  Last Listing Agent Michael Dubree Patriot Realty - Auction LLC

  305 Beech Grove Boles Rd, Tompkinsville, KY 42167
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  /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
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  /38

  $79,000 Sold Nov 21, 2025

  362 Main St, Fountain Run, KY 42133

  • 5 Beds
  • 1 Bath
  • 2,400 Sq Ft

  Last Sold Summary

  • 11% Below List Price
  • $33/SF
  • 4 Days On Market

  Current Estimated Value $78,548

  Last Listing Agent Sherri Butler McIver Realty Group

  362 Main St, Fountain Run, KY 42133
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  $120,000 Sold Dec 15, 2025

  239 Pedigo Rd, Tompkinsville, KY 42167

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 2016

  Last Sold Summary

  • 14% Below List Price
  • $65/SF
  • 133 Days On Market

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

  239 Pedigo Rd, Tompkinsville, KY 42167
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  /3

  $14,500 Sold May 27, 2025

  Lot Woodhaven Dr, Tompkinsville, KY 42167

  • Land
  • 34,412 Sq Ft
  • $18,354 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 23 Days On Market

  Last Listing Agent Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  Lot Woodhaven Dr, Tompkinsville, KY 42167
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  /2

  $16,500 Sold Mar 16, 2026

  0 White Oak Ridge Rd, Fountain Run, KY 42133

  • Land
  • 1.17 Acres
  • $14,103 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 26 Days On Market

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

  0 White Oak Ridge Rd, Fountain Run, KY 42133

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