Monroe County, KY Homes

• 

  

  

  /17

  $45,000

  • Land
  • 28,749 Sq Ft
  • $68,182 per Acre

  Lot 22 the Bend at the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  Lot 22 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  

  /61

  $165,000

  Sold Jul 22, 2026

  7122 Turkey Neck Bend Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $123/SF
  • 43 Days On Market

  Current Estimated Value $197,000

  Last Listing Agent Liza Tucker Acre & Main Realty LLC

  7122 Turkey Neck Bend Rd, Tompkinsville, KY 42167
• 

  

  

  /7

  Not Listed For Sale

  3229 Ebenezer Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 780 Sq Ft

  3229 Ebenezer Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 229 Days On Market

  Last Listing Agent Jerry Huggins Coldwell Banker Legacy Group
• 

  

  

  /22

  $37,500

  • Land
  • 1.6 Acres
  • $23,438 per Acre

  48 the Bend of the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  48 the Bend of the Cumberland, Tompkinsville, KY 42167
• 

  

  

  /22

  $147,900

  Sold Mar 16, 2026

  204 Jim Bryant Ave, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Below List Price
  • $124/SF
  • 71 Days On Market

  Current Estimated Value $149,304

  Last Listing Agent Dorothy Kathleen Owens Coldwell Banker Legacy Group

  204 Jim Bryant Ave, Tompkinsville, KY 42167
• 

  

  /15

  Est $310,429

  Not Listed For Sale

  167 Phoenix Dr, Fountain Run, KY 42133

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 2013

  167 Phoenix Dr, Fountain Run, KY 42133

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent Brad Petty EXP Realty, LLC
• 

  

  /22

  $40,000

  • Land
  • 2.62 Acres
  • $15,267 per Acre

  50 the Bend of the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  50 the Bend of the Cumberland, Tompkinsville, KY 42167
• 

  

  /22

  $210,500

  Sold Jul 09, 2026

  2588 Radio Station Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 2,280 Sq Ft
  • Built 2021

  Last Sold Summary

  • 12% Below List Price
  • $92/SF
  • 109 Days On Market

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

  2588 Radio Station Rd, Tompkinsville, KY 42167
• 

  

  /3

  Not Listed For Sale

  3753 Homer Bartley Rd, Tompkinsville, KY 42167

  3753 Homer Bartley Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Marty Lile Crye-Leike Executive Realty
• 

  

  /21

  $45,000

  • Land
  • 27,878 Sq Ft
  • $70,312 per Acre

  Lot 23 the Bend at the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  Lot 23 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  /2

  $153,000

  Sold Oct 09, 2025

  9526 Turkey Neck Bend Rd, Tompkinsville, KY 42167

  • Land
  • 51.62 Acres
  • $2,964 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 0 Days On Market

  Current Estimated Value $158,019

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  9526 Turkey Neck Bend Rd, Tompkinsville, KY 42167
• 

  

  /26

  Est $186,656

  Not Listed For Sale

  100 Hamilton Heights, Summer Shade, KY 42166

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1930

  100 Hamilton Heights, Summer Shade, KY 42166

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Non Member Licensee OUTSIDE MLS SALES OFFICE
• 

  

  /19

  $45,000

  • Land
  • 30,056 Sq Ft
  • $65,217 per Acre

  Lot 18 the Bend at the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  Lot 18 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /7

  $255,000

  Sold May 01, 2026

  Ac Mount Poland Church Rd, Tompkinsville, KY 42167

  • Land
  • 40.5 Acres
  • $6,296 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 4 Days On Market

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

  Ac Mount Poland Church Rd, Tompkinsville, KY 42167
• 

  

  /4

  Not Listed For Sale

  1 Thompson Ln Unit TRACT, Hestand, KY 42151

  1 Thompson Ln Unit TRACT, Hestand, KY 42151

  Last Sold Summary

  • 272 Days On Market

  Last Listing Agent Michael Colgan RE/MAX Associates of Louisville
• 

  

  /23

  $45,000

  • Land
  • 3.58 Acres
  • $12,570 per Acre

  37 the Bend of the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  37 the Bend of the Cumberland, Tompkinsville, KY 42167
• 

  

  /73

  $176,000

  Sold May 05, 2026

  201 Jack Hunt Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2021

  Last Sold Summary

  • 11% Below List Price
  • $141/SF
  • 38 Days On Market

  Last Listing Agent Morgan 'Sloan' Bull Legacy Property Group

  201 Jack Hunt Rd, Tompkinsville, KY 42167
• 

  

  /12

  Est $147,676

  Not Listed For Sale

  121 Spring Valley Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • Built 1975

  121 Spring Valley Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 622 Days On Market

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

  

  /22

  $35,000

  • Land
  • 1.85 Acres
  • $18,919 per Acre

  41 the Bend of the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  41 the Bend of the Cumberland, Tompkinsville, KY 42167
• 

  

  /30

  $245,000

  Sold Apr 17, 2026

  1458 Old Glasgow Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft
  • Built 1985

  Last Sold Summary

  • 22% Below List Price
  • $157/SF
  • 64 Days On Market

  Current Estimated Value $112,157

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

  1458 Old Glasgow Rd, Tompkinsville, KY 42167
• 

  

  /18

  Est $211,363

  Not Listed For Sale

  188 Spring Valley Rd, Tompkinsville, KY 42167

  • 4 Beds
  • 3 Baths
  • 2,593 Sq Ft
  • Built 1972

  188 Spring Valley Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 82 Days On Market

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

  

  /19

  $45,000

  • Land
  • 29,620 Sq Ft
  • $66,176 per Acre

  Lot 21 the Bend at the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  Lot 21 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /11

  $65,000

  Sold Sep 15, 2025

  276 Old Edmonton Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 1 Bath
  • 1,212 Sq Ft
  • Built 1978

  Last Sold Summary

  • 24% Below List Price
  • $54/SF
  • 38 Days On Market

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

  276 Old Edmonton Rd, Tompkinsville, KY 42167
• 

  

  /24

  Est $265,689

  Not Listed For Sale

  88 Beechwood Dr, Tompkinsville, KY 42167

  • 3 Beds
  • 2.5 Baths
  • 2,670 Sq Ft
  • Built 1960

  88 Beechwood Dr, Tompkinsville, KY 42167

  Last Sold Summary

  • 498 Days On Market

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

  

  /22

  $35,000

  • Land
  • 1.84 Acres
  • $19,022 per Acre

  45 the Bend of the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  45 the Bend of the Cumberland, Tompkinsville, KY 42167
• 

  

  /7

  $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
• 

  

  /16

  Est $245,247

  Not Listed For Sale

  329 Woodhaven Dr, Tompkinsville, KY 42167

  • 4 Beds
  • 5 Baths
  • 2,630 Sq Ft
  • Built 1980

  329 Woodhaven Dr, Tompkinsville, KY 42167

  Last Sold Summary

  • 14 Days On Market

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

  

  /22

  $35,000

  • Land
  • 1.84 Acres
  • $19,022 per Acre

  39 the Bend of the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  39 the Bend of the Cumberland, 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 $141,171

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

  139 North St, Tompkinsville, KY 42167
• 

  

  /11

  Est $84,725

  Not Listed For Sale

  308 W 5th St, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,256 Sq Ft

  308 W 5th St, Tompkinsville, KY 42167

  Last Sold Summary

  • 83 Days On Market

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

  

  /20

  $45,000

  • Land
  • 30,056 Sq Ft
  • $65,217 per Acre

  Lot 14 the Bend at the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  Lot 14 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /51

  $420,000

  Sold Jul 09, 2026

  168 Oak Hill Church Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 2020

  Last Sold Summary

  • 22% Below List Price
  • $131/SF
  • 139 Days On Market

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

  168 Oak Hill Church Rd, Tompkinsville, KY 42167
• 

  

  /37

  Est $180,944

  Not Listed For Sale

  505 W 4th St, Tompkinsville, KY 42167

  • 4 Beds
  • 1.5 Baths
  • 2,105 Sq Ft
  • Built 1948

  505 W 4th St, Tompkinsville, KY 42167

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Tammy Pulley Elmore Realty & Auction
• 

  

  /51

  $299,900

  • 3 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

  2108 Duncan Rd, Fountain Run, KY 42133

  Country living, spectacular views, lots of space and a garage after most men's hearts are just a few of the amenities of this stunning property located in Monroe County. Enjoy the outdoor fire pit, swing or just hang out in the backyard. Inside offers more space for indoor gatherings and just a quiet evening at home. The large garage is suited for anything you could think of, from mechanical,

  

  Joe Wade

  Crye-Leike Executive Realty

  2108 Duncan Rd, Fountain Run, KY 42133
• 

  

  /20

  $360,000

  Sold Jun 12, 2026

  136 W Bushong Rd, Tompkinsville, KY 42167

  • 5 Beds
  • 3 Baths
  • 1,912 Sq Ft
  • Built 1975

  Last Sold Summary

  • 10% Below List Price
  • $188/SF
  • 39 Days On Market

  Current Estimated Value $299,070

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

  136 W Bushong Rd, Tompkinsville, KY 42167
• 

  

  /11

  Est $104,046

  Not Listed For Sale

  502 W 5th St, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,062 Sq Ft

  502 W 5th St, Tompkinsville, KY 42167

  Last Sold Summary

  • 81 Days On Market

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

  

  /22

  $35,000

  • Land
  • 1.31 Acres
  • $26,718 per Acre

  47 the Bend of the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  47 the Bend of the Cumberland, Tompkinsville, KY 42167
• 

  

  /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 $601,666

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  7425 Turkey Neck Bend Rd, Tompkinsville, KY 42167
• 

  

  /37

  Est $205,208

  Not Listed For Sale

  612 W 6th St, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1976

  612 W 6th St, Tompkinsville, KY 42167

  Last Sold Summary

  • 330 Days On Market

  Last Listing Agent Beverly Nunn Real Estate Solutions
• 

  

  /34

  $460,000

  $15K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,600 Sq Ft

  3380 Ebenezer Rd, Tompkinsville, KY 42167

  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!

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

  3380 Ebenezer Rd, Tompkinsville, KY 42167

Showing Results 81 - 120, Page 3 of 18