Monroe County, KY Homes

• 

  

  

  /22

  $193,000

  Sold Dec 19, 2025

  177 Warren Dr, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,275 Sq Ft
  • Built 1978

  Last Sold Summary

  • 25% Below List Price
  • $151/SF
  • 82 Days On Market

  Current Estimated Value $170,154

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

  177 Warren Dr, Tompkinsville, KY 42167
• 

  

  

  /15

  Est $292,368

  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

  • 43% Above List Price
  • $95/SF
  • 101 Days On Market

  • Last Sold Price $205,000
  • Jun 28, 2018

  Last Listing Agent Brad Petty EXP Realty, LLC
• 

  

  

  /22

  $45,000

  • Land
  • 31,798 Sq Ft
  • $61,644 per Acre

  Lot 11 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

  (270) 561-8853

  Lot 11 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  

  /17

  $132,000

  Sold Sep 23, 2025

  515 White St, Tompkinsville, KY 42167

  • 2 Beds
  • 1 Bath
  • 1,212 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $109/SF
  • 47 Days On Market

  Current Estimated Value $140,258

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  515 White St, 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 Sold Price $5,500
  • Sep 25, 2017

  Last Listing Agent Marty Lile Crye-Leike
• 

  

  /22

  $45,000

  • Land
  • 32,670 Sq Ft
  • $60,000 per Acre

  Lot 13 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

  (270) 232-2216

  Lot 13 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  /2

  $75,000

  Sold Oct 09, 2025

  415 W 6th St, Tompkinsville, KY 42167

  • 3 Beds
  • 1.5 Baths
  • 1,112 Sq Ft
  • Built 1953

  Last Sold Summary

  • 17% Below List Price
  • $67/SF
  • 0 Days On Market

  Current Estimated Value $77,315

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  415 W 6th St, Tompkinsville, KY 42167
• 

  

  /26

  Est $176,810

  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

  • 56% Above List Price
  • $114/SF
  • 49 Days On Market

  • Last Sold Price $113,500
  • Oct 12, 2017

  Last Listing Agent Non Member Licensee OUTSIDE MLS SALES OFFICE
• 

  

  /21

  $45,000

  • Land
  • 30,492 Sq Ft
  • $64,286 per Acre

  Lot 17 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

  (270) 201-7810

  Lot 17 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /10

  $400,000

  Sold Jul 23, 2025

  0 Celina Rd Unit SC46681, Tompkinsville, KY 42167

  • Land
  • 49.74 Acres
  • $8,042 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 0 Days On Market

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  0 Celina Rd Unit SC46681, 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 Sold Price $90,000
  • Mar 26, 2014

  Last Listing Agent Michael Colgan RE/MAX
• 

  

  /20

  $45,000

  • Land
  • 31,363 Sq Ft
  • $62,500 per Acre

  Lot 12 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

  (270) 716-7655

  Lot 12 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /13

  $60,000

  Sold Jun 26, 2025

  305 N Jackson St, Tompkinsville, KY 42167

  • 4 Beds
  • 1 Bath
  • 965 Sq Ft
  • Built 1955

  Last Sold Summary

  • 14% Below List Price
  • $62/SF
  • 0 Days On Market

  Current Estimated Value $62,739

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  305 N Jackson St, Tompkinsville, KY 42167
• 

  

  /12

  Est $142,417

  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

  • 80% Above List Price
  • $54/SF
  • 622 Days On Market

  • Last Sold Price $79,000
  • Jan 04, 2019

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

  

  /22

  $35,000

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

  42 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

  (270) 713-2487

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

  

  /10

  $152,000

  Sold Feb 04, 2026

  AC Old Kessler Ridge Rd, Tompkinsville, KY 42167

  • Land
  • 46 Acres
  • $3,304 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 10 Days On Market

  Last Listing Agent Keith Corum RE/MAX Highland Realty

  AC Old Kessler Ridge Rd, Tompkinsville, KY 42167
• 

  

  /18

  Est $199,450

  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

  • 33% Above List Price
  • $58/SF
  • 82 Days On Market

  • Last Sold Price $150,000
  • Jul 14, 2017

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

  

  /22

  $45,000

  • Land
  • 2.47 Acres
  • $18,219 per Acre

  34/35 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

  (270) 515-5927

  34/35 the Bend of the Cumberland, Tompkinsville, KY 42167
• 

  

  /3

  $8,000

  Sold Dec 23, 2025

  Lot Lovers Ln, Tompkinsville, KY 42167

  • Land
  • 38,768 Sq Ft
  • $8,989 per Acre

  Last Sold Summary

  • 60% Below List Price
  • 477 Days On Market

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

  Lot Lovers Ln, Tompkinsville, KY 42167
• 

  

  /24

  Est $238,473

  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

  • 54% Above List Price
  • $58/SF
  • 498 Days On Market

  • Last Sold Price $155,000
  • Sep 06, 2018

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

  

  /21

  $45,000

  • Land
  • 25,264 Sq Ft
  • $77,586 per Acre

  Lot 27 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

  (270) 512-9120

  Lot 27 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /4

  $100,000

  Sold Jun 02, 2025

  27 Ac Fawbush Rd, Tompkinsville, KY 42167

  • Land
  • 27 Acres
  • $3,704 per Acre

  Last Sold Summary

  • 23% Below List Price
  • 53 Days On Market

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

  27 Ac Fawbush Rd, Tompkinsville, KY 42167
• 

  

  /16

  Est $269,094

  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

  • 103% Above List Price
  • $50/SF
  • 14 Days On Market

  • Last Sold Price $132,500
  • Dec 30, 2016

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

  

  /19

  $45,000

  • Land
  • 32,234 Sq Ft
  • $60,811 per Acre

  Lot 9 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

  (270) 494-3688

  Lot 9 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /17

  $210,000

  Sold Nov 07, 2025

  66 Ebenezer Rd, Tompkinsville, KY 42167

  • 4 Beds
  • 2 Baths
  • 2,296 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $91/SF
  • 18 Days On Market

  Current Estimated Value $239,475

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

  66 Ebenezer Rd, Tompkinsville, KY 42167
• 

  

  /11

  Est $94,274

  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

  • 89% Above List Price
  • $40/SF
  • 83 Days On Market

  • Last Sold Price $50,000
  • Jul 24, 2018

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

  

  /22

  $50,000

  • Land
  • 6.5 Acres
  • $7,692 per Acre

  40 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

  (270) 200-5573

  40 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 $142,488

  Last Listing Agent Dorothy Kathleen Owens Coldwell Banker Legacy Group

  204 Jim Bryant Ave, Tompkinsville, KY 42167
• 

  

  /11

  Est $116,869

  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

  • 112% Above List Price
  • $52/SF
  • 81 Days On Market

  • Last Sold Price $55,000
  • Apr 10, 2017

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

  

  /19

  $45,000

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

  Lot 20 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

  (270) 713-2566

  Lot 20 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /8

  $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 $162,074

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  9526 Turkey Neck Bend Rd, Tompkinsville, KY 42167
• 

  

  /37

  Est $228,633

  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

  • 141% Above List Price
  • $44/SF
  • 330 Days On Market

  • Last Sold Price $95,000
  • Mar 13, 2017

  Last Listing Agent Beverly Nunn Real Estate Solutions
• 

  

  /21

  $45,000

  • Land
  • 31,798 Sq Ft
  • $61,644 per Acre

  Lot 2 the Bend at the Cumberland, Tompkinsville, KY 42728

  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

  (270) 512-9908

  Lot 2 the Bend at the Cumberland, Tompkinsville, KY 42728
• 

  

  /41

  $287,000

  Sold Aug 08, 2025

  123 Orchard Ln, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 2,475 Sq Ft
  • Built 2008

  Last Sold Summary

  • 12% Below List Price
  • $116/SF
  • 67 Days On Market

  Current Estimated Value $313,626

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

  123 Orchard Ln, Tompkinsville, KY 42167
• 

  

  /16

  Est $245,734

  Not Listed For Sale

  610 W 6th St, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 2,036 Sq Ft

  610 W 6th St, Tompkinsville, KY 42167

  Last Sold Summary

  • 186% Above List Price
  • $42/SF
  • 8 Days On Market

  • Last Sold Price $85,900
  • May 08, 2020

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

  

  /21

  $45,000

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

  Lot 19 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

  (270) 512-9658

  Lot 19 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
• 

  

  /12

  Est $129,571

  Not Listed For Sale

  211 Jim Bryant Ave, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,221 Sq Ft

  211 Jim Bryant Ave, Tompkinsville, KY 42167

  Last Sold Summary

  • 85% Above List Price
  • $57/SF
  • 90 Days On Market

  • Last Sold Price $70,000
  • Sep 12, 2016

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /35

  $260,000

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  43 Vernon Rd, Hestand, KY 42151

  Charming Turnkey Mini-Farm on 4.64 Acres Near Tompkinsville—Bring your horses or cattle and move right in! Move-in ready 2-bedroom, 1-bath brick home just minutes from Tompkinsville and a short drive to Dale Hollow Lake. This recently remodeled home features hardwood and laminate flooring throughout and a full basement for extra storage or expansion. Situated on 4.64 acres, this property is ideal

  Samantha Clemons RE/MAX Highland Realty

  43 Vernon Rd, Hestand, KY 42151
• 

  

  /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

Showing Results 81 - 120, Page 3 of 18