Monroe County, KY Homes

• 

  

  

  /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 $600,929

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  7425 Turkey Neck Bend Rd, Tompkinsville, KY 42167
• 

  

  

  /12

  Est $136,449

  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
• 

  

  

  /19

  $275,000

  2060 Old Glasgow Rd Unit Tract 2, Tompkinsville, KY 42167

  Experience country living at its finest with this exceptional custom-built home situated on 8.5+/- scenic acres in south central Kentucky. Offering approximately 2800 sq ft. of living space in this 1.5 story home that includes 4 spacious bedrooms, 2 bathrooms and 2 half baths. This beautiful residence was constructed with attention to detail in mind and is designed for both comfortable family

  Lee Amonett Amonett's Eagle Auction & Realty, LLC

  2060 Old Glasgow Rd Unit Tract 2, Tompkinsville, KY 42167
• 

  

  

  /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 $285,183

  Last Listing Agent Rosie Craggs Real Estate Unlimited

  525 County Farm Rd, Tompkinsville, KY 42167
• 

  

  

  /17

  Est $208,694

  Not Listed For Sale

  112 Holland St, Gamaliel, KY 42140

  • 5 Beds
  • 3.5 Baths
  • 2,300 Sq Ft
  • Built 1953

  112 Holland St, Gamaliel, KY 42140

  Last Sold Summary

  • 252 Days On Market
• 

  

  /79

  $650,000

  2060 Glasgow Rd, Tompkinsville, KY 42167

  Experience country living at its finest with this exceptional custom-built home situated on 8.5+/- scenic acres in south central Kentucky. Offering approximately 2800 sq ft. of living space in this 1.5 story home that includes 4 spacious bedrooms, 2 bathrooms and 2 half baths. This beautiful residence was constructed with attention to detail in mind and is designed for both comfortable family

  Lee Amonett Amonett's Eagle Auction & Realty, LLC

  2060 Glasgow 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 $160,698

  Last Listing Agent Cassi Harris Coldwell Banker Legacy Group

  4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167
• 

  

  /6

  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
• 

  

  /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
• 

  

  /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 $213,305

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

  206 Whiteside St, Tompkinsville, KY 42167
• 

  

  /3

  Est $219,154

  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
• 

  

  /20

  $149,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  2626 Old Mulkey Rd, Tompkinsville, KY 42167

  Great home ready for a new owner. This single wide mobile home sits on 0.28 acr lot just a few minutes from town. It has 2 bedrooms, 2 baths, with an open area for the living room & dining area, kitchen. It also has a laundry room/pantry, CHA, and a front deck. The property has mature shade trees, a detached 2 car garage and a storm shelter.

  Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  2626 Old Mulkey 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 $274,437

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  465 Petett Rd, Tompkinsville, KY 42167
• 

  

  /26

  Est $361,688

  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
• 

  

  /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
• 

  

  /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 $158,865

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  182 Gamaliel Rd, Gamaliel, KY 42140
• 

  

  /18

  Est $130,255

  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
• 

  

  /24

  $325,000

  • 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
• 

  

  /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 $299,243

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  395 Clark Estates, Tompkinsville, KY 42167
• 

  

  /12

  Est $263,439

  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
• 

  

  /10

  $99,500

  $15K PRICE DROP

  • Land
  • 8.5 Acres
  • $11,706 per Acre

  1100A Harlan Crossroads Red Hill Rd, Tompkinsville, KY 42167

  Beautiful 8.5-acre property 25 minutes from Dale Hollow Lake! Generous road frontage and easy access. Gently rolling terrain offers multiple ideal building sites for your dream home or barndominium. Perfect for a hobby farm, gardens, or recreational use. Enjoy privacy and wide open spaces. This 8.5-acre tract features gently rolling, open ground with productive soil currently being leased for row

  Silas Sparrow Hayden Outdoors Real Estate

  1100A Harlan Crossroads Red Hill 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 $224,960

  Last Listing Agent Sherri Butler McIver Realty Group

  9263 Center Point Rd, Tompkinsville, KY 42167
• 

  

  /21

  Est $215,029

  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
• 

  /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
• 

  

  /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
• 

  

  /52

  Est $317,812

  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
• 

  /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
• 

  

  /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
• 

  

  /6

  Est $129,579

  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
• 

  

  /35

  $260,000

  Pending

  • 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
• 

  /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 $231,000

  Last Listing Agent Dakota Elmore Elmore Realty & Auction

  2241 Old Glasgow Rd, Tompkinsville, KY 42167
• 

  

  /17

  Est $154,245

  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
• 

  /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
• 

  

  /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 $181,496

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  3197 Center Point Rd, Tompkinsville, KY 42167
• 

  

  /18

  Est $149,824

  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
• 

  

  /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
• 

  

  /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 $162,700

  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
• 

  /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

Showing Results 121 - 160, Page 4 of 18