4,091

Monroe County, KY Homes

Section Image
  • /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

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