Monroe County, KY Homes

• 

  

  

  /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 $276,911

  Last Listing Agent Rosie Craggs Real Estate Unlimited

  525 County Farm Rd, Tompkinsville, KY 42167
• 

  

  

  /16

  Est $346,587

  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

  • 8 Days On Market

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

  

  

  /6

  $52,500

  $13K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  4834 Center Point Rd, Tompkinsville, KY 42167

  Big Price Drop - Looking for a getaway then look no further. This mini home is located approx. 4 miles from McMillans Ferry on the mighty Cumberland river. This home sets on 1.45 acres of country. This home is heated by solar, has county water available and the location speaks for itself.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  4834 Center Point 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

  Current Estimated Value $154,367

  Last Listing Agent Cassi Harris Coldwell Banker Legacy Group

  4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167
• 

  

  

  /12

  Est $146,429

  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

  • 90 Days On Market

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /7

  $188,000

  • Land
  • 23.5 Acres
  • $8,000 per Acre

  1997 Vernon Rd, Hestand, KY 42151

  Super nice acreage located a short distance out of Tompkinsville. This property has 23.50 acres of mostly open ground with some woodland on it. It has a good older combination barn, approx. 43x64 with a 16x64 shed on it. Partially fenced, also has a nice large pond located on it. Good road frontage and several good potential building sites on it. This property is only a short distance from

  Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  1997 Vernon Rd, Hestand, KY 42151
• 

  

  /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 $215,640

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

  206 Whiteside St, Tompkinsville, KY 42167
• 

  

  /6

  Est $384,000

  Not Listed For Sale

  14502 Center Point Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 1,424 Sq Ft

  14502 Center Point Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 9 Days On Market

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

  

  /24

  $299,000

  $26K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,284 Sq Ft

  2039 Beautiful Home Rd, Tompkinsville, KY 42167

  This is a BEAUTIFUL 3 bedroom, 3 bathroom home. This home offers LVT and hardwood flooring, a partially finished basement, upper and lover driveways, a living room with a vaultede ceiling, and much more! This house is move in ready. It has so much to offer and is ready for a new owner!

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

  2039 Beautiful Home Rd, Tompkinsville, KY 42167
• 

  

  /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 $282,964

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  465 Petett Rd, Tompkinsville, KY 42167
• 

  

  /3

  Est $195,316

  Not Listed For Sale

  8516 Celina Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  8516 Celina Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 46 Days On Market

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

  

  /26

  $123,500

  • 5 Beds
  • 1.5 Baths
  • 2,014 Sq Ft

  501 Emberton St, Tompkinsville, KY 42167

  Lots of room in this one for an affordable price! Living room, 2 bedrooms, kitchen with oak cabinets, dining room, and full bath on the main floor. 3 bedrooms and half bath upstairs. CH&A, lots of covered front and rear porch area. Level corner lot with mature shade and all city utilities.

  Steve Wilson Wilson Real Estate & Auction

  501 Emberton St, Tompkinsville, KY 42167
• 

  

  /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 $162,099

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  182 Gamaliel Rd, Gamaliel, KY 42140
• 

  

  /26

  Est $328,803

  Not Listed For Sale

  204 Forrest Hills Dr, Tompkinsville, KY 42167

  • 4 Beds
  • 3.5 Baths
  • 2,904 Sq Ft
  • Built 1995

  204 Forrest Hills Dr, Tompkinsville, KY 42167

  Last Sold Summary

  • 174 Days On Market

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  /2

  $27,500

  • Land
  • 39,204 Sq Ft
  • $30,556 per Acre

  Lots 1 Head Rd, Tompkinsville, KY 42167

  Nice building lot in the county. Electric and water. Light restrictions

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  Lots 1 Head Rd, Tompkinsville, KY 42167
• 

  

  /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 $308,219

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  395 Clark Estates, Tompkinsville, KY 42167
• 

  

  /18

  Est $116,269

  Not Listed For Sale

  230 Mill Creek Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,115 Sq Ft
  • Built 1993

  230 Mill Creek Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Tootsie Wilson RE/MAX Highland Realty
• 

  /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
• 

  

  /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 $229,636

  Last Listing Agent Sherri Butler McIver Realty Group

  9263 Center Point Rd, Tompkinsville, KY 42167
• 

  

  /12

  Est $248,587

  Not Listed For Sale

  328 Old Glasgow Rd, Tompkinsville, KY 42167

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

  328 Old Glasgow Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Barry Turner CENTURY 21 Advantage Realty
• 

  /2

  $79,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,420 Sq Ft

  2235 Elbow Bend Rd, Tompkinsville, KY 42167

  Joe Murphy Mills Real Estate & Auction Co

  2235 Elbow Bend Rd, Tompkinsville, KY 42167
• 

  

  /8

  $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
• 

  

  /21

  Est $205,309

  Not Listed For Sale

  438 Rowland Ln, Tompkinsville, KY 42167

  • 7 Beds
  • 5 Baths
  • 3,800 Sq Ft
  • Built 1990

  438 Rowland Ln, Tompkinsville, KY 42167

  Last Sold Summary

  • 188 Days On Market

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

  

  /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
• 

  

  /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
• 

  

  /52

  Est $333,540

  Not Listed For Sale

  1862 Sugar Grove Rd, Tompkinsville, KY 42167

  • 5 Beds
  • 3 Baths
  • 2,880 Sq Ft
  • Built 1990

  1862 Sugar Grove Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 116 Days On Market

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

  

  /42

  $349,500

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  3462 Center Point Rd, Tompkinsville, KY 42167

  Enjoy peaceful country living in this well-maintained beautiful brick home located just 4 miles from Tompkinsville. This impressive home features an open floor plan with living room/kitchen/dining room, a large family room, 3 bedrooms, 2 full baths, a laundry room, and a full walkout unfinished basement. The home has central heat & air (gas), mature shade trees, beautiful manicured lawn, a

  Sharon Proffitt Proffitt Real Estate Agency

  3462 Center Point Rd, Tompkinsville, KY 42167
• 

  /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 $181,667

  Last Listing Agent Dakota Elmore Elmore Realty & Auction

  2241 Old Glasgow Rd, Tompkinsville, KY 42167
• 

  

  /6

  Est $138,974

  Not Listed For Sale

  3489 Gamaliel Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 1 Bath
  • 1,264 Sq Ft
  • Built 1970

  3489 Gamaliel Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency
• 

  

  /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
• 

  

  /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
• 

  

  /17

  Est $157,719

  Not Listed For Sale

  5126 Gamaliel Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  5126 Gamaliel Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 37 Days On Market

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

  /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
• 

  

  /21

  $45,000

  Sold May 14, 2026

  Lot 32 the Bend at the Cumberland, Tompkinsville, KY 42167

  • Land
  • 1.29 Acres
  • $34,884 per Acre

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Sherri Butler McIver Realty Group

  Lot 32 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /18

  Est $146,743

  Not Listed For Sale

  3274 Ebenezer Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Built 1978

  3274 Ebenezer Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /25

  $439,000

  $61K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 3,200 Sq Ft

  2967 Bethlehem Church Rd, Mount Hermon, KY 42157

  Rare opportunity to own an organically certified Kentucky farm with a spacious country home. This 22.89-acre property features a 3,200 sq ft, 6-bedroom, 2-bath residence featuring an additional kitchen in basement. The farm is blessed with rolling pastureland offering creek frontage and woodlands. The property is well equipped with a barn and an equipment shop, making it ideal for agricultural

  Brad Young United Country, Heartland Realty & Auction, LLC

  2967 Bethlehem Church Rd, Mount Hermon, KY 42157
• 

  

  /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 $232,310

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

  155 Spring Valley, Tompkinsville, KY 42167
• 

  

  /17

  Est $158,574

  Not Listed For Sale

  3416 Ebenezer Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1970

  3416 Ebenezer Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 59 Days On Market

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /34

  $315,000

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  411 Martin Subdivision St, Tompkinsville, KY 42167

  You'll definitely want to see this home! A beautiful 3 bedroom, 2 bath modern brick home having just over 2,000 s.f. of living area. Hardwood floors, solid wood raised panel doors, Anderson windows, oak kitchen cabinets w / built in stainless steel appliances, natural gas CH&A, fireplace, large rear covered deck, and a double attached garage. Situated on 2 level lots with a blacktop driveway. A

  Steve Wilson Wilson Real Estate & Auction

  411 Martin Subdivision St, Tompkinsville, KY 42167
• 

  

  /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 $88,864

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  600 Lake St, Tompkinsville, KY 42167

Showing Results 121 - 160, Page 4 of 18