Monroe County, KY Homes

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  /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

  (270) 679-0524

  2108 Duncan Rd, Fountain Run, KY 42133
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  /34

  $149,900 Sold Jun 26, 2025

  38 Louise Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Below List Price
  • $106/SF
  • 155 Days On Market

  Current Estimated Value $166,483

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  38 Louise Rd, Tompkinsville, KY 42167
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  /46

  Est $262,083 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,604 Sq Ft

  297 Petett Rd, Tompkinsville, KY 42167

  297 Petett Rd, Tompkinsville, KY 42167
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  /8

  $40,000 Pending

  • Land
  • 0.72 Acre
  • $55,556 per Acre

  10 the Bend at the Cumberland, Tompkinsville, KY 42167

  Relax and enjoy living on the Cumberland River at The Bend at The Cumberland in Monroe County Kentucky. This property is level and has frontage of the Cumberland River. Access to the Community Boat Ramp and a covered pavilion for cook outs and BBQ's. Call today for your showing.

  

  Sherri Butler

  McIver Realty Group

  (270) 208-9616

  10 the Bend at the Cumberland, Tompkinsville, KY 42167
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  /7

  $45,000 Sold Sep 29, 2025

  256 Hillview Estates Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1996

  Last Sold Summary

  • 22% Below List Price
  • $54/SF

  Current Estimated Value $60,626

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

  256 Hillview Estates Rd, Tompkinsville, KY 42167
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  /32

  Not Listed For Sale

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

  209 Beech Tree Ln, Cyclone, WV 24827

  209 Beech Tree Ln, Cyclone, WV 24827
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  /60

  $450,000

  • Land
  • 158.57 Acres
  • $2,838 per Acre

  0 S Old Trace Rd Unit LotWP001 23456495, Tompkinsville, KY 42167

  Tucked back off the road and wrapped in quiet seclusion, this beautiful, large-acreage tract is a true slice of heaven. With electric, water, and septic already in place for your camper, its ready for weekend getaways or extended stays. A fenced-in area provides a safe space for kids or pets to play, making it perfect for families looking to unplug and reconnect with the outdoors. The camping

  Dave Skinner Whitetail Properties Real Estate

  0 S Old Trace Rd Unit LotWP001 23456495, Tompkinsville, KY 42167
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  /10

  $367,500 Sold Dec 05, 2025

  7102 Akersville Rd, Fountain Run, KY 42133

  • 3 Beds
  • 1 Bath
  • 1,680 Sq Ft
  • Built 1960

  Last Sold Summary

  • $219/SF
  • 0 Days On Market

  Last Listing Agent Ben Bray BHGRE, Ben Bray & Associates

  7102 Akersville Rd, Fountain Run, KY 42133
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  /3

  Not Listed For Sale

  0 Turkey Neck Bend Rd Unit 225856, Tompkinsville, KY 42167

  0 Turkey Neck Bend Rd Unit 225856, Tompkinsville, KY 42167
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  /16

  $224,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  2651 Radio Station Rd, Tompkinsville, KY 42167

  This is a beautiful new construction home that has two bedrooms and two bathrooms. This home has a nice open concept floor plan with LVT and tile flooring, granite countertops, a nice back deck and much more! Don't miss out on this home that offers beautiful scenery and is only minutes from Tompkinsville.

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

  2651 Radio Station Rd, Tompkinsville, KY 42167
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  /9

  $58,900 Sold Jun 26, 2025

  905 Pearl St, Tompkinsville, KY 42167

  • 2 Beds
  • 1 Bath
  • 845 Sq Ft
  • Built 1960

  Last Sold Summary

  • 9% Below List Price
  • $70/SF
  • 154 Days On Market

  Current Estimated Value $71,201

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  905 Pearl St, Tompkinsville, KY 42167
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  /10

  Not Listed For Sale

  14 AC Carl Page Rd, Tompkinsville, KY 42167

  14 AC Carl Page Rd, Tompkinsville, KY 42167
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  /26

  $259,000

  • 3 Beds
  • 2 Baths

  749 Beautiful Home Rd, Tompkinsville, KY 42167

  Nestled on a 0.68+/- acre lot, this charming 3-bedroom brick residence is the perfect blend of comfort and convenience. The home boasts modern updates, including new flooring throughout, giving it a fresh and inviting appeal. With 2 bathrooms, including a convenient half bath in the full basement, morning routines and entertaining guests will be a breeze. The unique laundry chute adds an element

  Ryan Brown United Country - Lakes and Land Realty

  749 Beautiful Home Rd, Tompkinsville, KY 42167
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  /2

  $60,000 Sold Jun 26, 2025

  809 White St, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 939 Sq Ft
  • Built 1959

  Last Sold Summary

  • 12% Below List Price
  • $64/SF
  • 0 Days On Market

  Current Estimated Value $86,107

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  809 White St, Tompkinsville, KY 42167
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  /13

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft

  75 Goad St, Fountain Run, KY 42133

  75 Goad St, Fountain Run, KY 42133
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  /30

  $279,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,911 Sq Ft

  525 County Farm Rd, Tompkinsville, KY 42167

  The perfect combination of rural rustic charm and modern amenities awaits you in this picturesque log cabin in the woods, sitting on 3.6 private acres, just outside of Tompkinsville, Ky. Perfect for an Airbnb or a getaway home for remote workers with high speed fiber optic (1Gig) internet service. This could also be a good ''starter farm'' for someone looking to pursue more of a homestead

  Rosie Craggs Real Estate Unlimited

  525 County Farm Rd, Tompkinsville, KY 42167
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  /2

  $15,000 Sold Jan 09, 2026

  1 Ac Deep Ford Rd, Fountain Run, KY 42133

  • Land
  • 1.35 Acres
  • $11,111 per Acre

  Last Sold Summary

  • 1 Day On Market

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

  1 Ac Deep Ford Rd, Fountain Run, KY 42133
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  /17

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  237 Hillview Estates Rd, Tompkinsville, KY 42167

  237 Hillview Estates Rd, Tompkinsville, KY 42167
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  /20

  $239,900

  • 4 Beds
  • 2 Baths
  • 1,967 Sq Ft

  206 Whiteside St, Tompkinsville, KY 42167

  Nice home with plenty of room located in the city of Tompkinsville. this home features 4 bedrooms, 2 baths, eat-in kitchen, formal living room, den w/fireplace, nice large sunroom, laundry and full basement. Other amenities is a 2 car attached garage, all appliances, nice back patio, covered front porch, blacktop drive. This has newer floor coverings, CHA and a nice shingled roof.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  206 Whiteside St, Tompkinsville, KY 42167
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  /20

  $125,000 Sold Dec 08, 2025

  0 W Judio Rd, Tompkinsville, KY 42167

  • Land
  • 24 Acres
  • $5,208 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 0 Days On Market

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  0 W Judio Rd, Tompkinsville, KY 42167
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  /24

  Est $99,171 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,952 Sq Ft

  67 McDonald Rd, Fountain Run, KY 42133

  67 McDonald Rd, Fountain Run, KY 42133
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  /38

  $235,000

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  395 Clark Estates, Tompkinsville, KY 42167

  HUGE PRICE REDUCED TO $235,000 This is country living at its finest with this beautifully maintained log home sitting on 4.28 acres. Enjoy the peace and quite the country has to offer within 1/2 mile from the city limits. This home has a living room w/fireplace, kitchen, dining room, utility area, 1 bedroom, and 1 full bath on Level 1 and an additional 3 bedrooms and 1 full bath on Level 2. The

  Sharon Proffitt Proffitt Real Estate Agency

  395 Clark Estates, Tompkinsville, KY 42167
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  /11

  $80,000 Sold Sep 29, 2025

  1498 Soards Rd, Tompkinsville, KY 42167

  • Land
  • 27.44 Acres
  • $2,915 per Acre

  Last Sold Summary

  • 41% Below List Price
  • 138 Days On Market

  Last Listing Agent Deborah Morgan Berkshire Hathaway HomeServices

  1498 Soards Rd, Tompkinsville, KY 42167
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  /57

  Est $760,381 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  260 Poore Hollow Ln, Hestand, KY 42151

  260 Poore Hollow Ln, Hestand, KY 42151
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  /59

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  427 Jack Hunt Rd, Tompkinsville, KY 42167

  Better than new 3 Bed/ 2 Bath home with wonderful country setting. extremely well-cared for home complete with 2-car carport, storage area, & tornado shelter. Home features luxury window coverings, spacious front and rear porches, & fruit trees planted in back yard. This is a wonderful home and you can be the lucky next owner.

  Jim Cummings Century 21 Premier Realty Part

  427 Jack Hunt Rd, Tompkinsville, KY 42167
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  /45

  $350,000 Sold May 13, 2025

  650 John Scott Rd, Fountain Run, KY 42133

  • 3 Beds
  • 2 Baths
  • 1,783 Sq Ft
  • Built 1940

  Last Sold Summary

  • $196/SF
  • 27 Days On Market

  Last Listing Agent Kimberly Desvernine Benchmark Realty LLC

  650 John Scott Rd, Fountain Run, KY 42133
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  /30

  Est $214,636 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  60 Woodhaven Dr, Tompkinsville, KY 42167

  60 Woodhaven Dr, Tompkinsville, KY 42167
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  /36

  $299,999

  • 3 Beds
  • 1 Bath

  1739 Vernon Rd, Hestand, KY 42151

  This maintained brick residence sits on a 1.42+/- acre lot, blending comfort with the tranquility of nature. Step inside to discover a generous layout that boasts a living area, seamlessly flowing into a warm, combined kitchen and dining space - perfect for intimate gatherings or festive dinners. The family room invites you to unwind by the wood-burning fireplace, currently enhanced with a gas

  TJ Stearns United Country - Lakes and Land Realty

  1739 Vernon Rd, Hestand, KY 42151
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  /2

  $32,000 Sold Jun 06, 2025

  AC N Main St, Tompkinsville, KY 42167

  • Land
  • 0.15 Acre
  • $213,333 per Acre

  Last Sold Summary

  • 36% Below List Price
  • 150 Days On Market

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

  AC N Main St, Tompkinsville, KY 42167
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  /25

  Est $290,820 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  211 Mccormick Rd, Gamaliel, KY 42140

  211 Mccormick Rd, Gamaliel, KY 42140
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  /56

  $559,000

  • 2 Beds
  • 1 Bath
  • 1,560 Sq Ft

  1009 Downing Rd, Fountain Run, KY 42133

  Absolute beautiful farm featuring approx. 50 acres. This farm features a very well kept ranch home, large detached garage, metal barn, and yes folks a ferris wheel. This is a beautiful unique property, Also a rental home on the property currently earning income

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  1009 Downing Rd, Fountain Run, KY 42133
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  /17

  $258,000 Sold Sep 10, 2025

  208 Patterson St, Gamaliel, KY 42140

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1969

  Last Sold Summary

  • 4% Below List Price
  • $172/SF
  • 16 Days On Market

  Current Estimated Value $244,867

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

  208 Patterson St, Gamaliel, KY 42140
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  /28

  Not Listed For Sale

  143 ACS Kettle Creek Monroe Rd, Tompkinsville, KY 42167

  143 ACS Kettle Creek Monroe Rd, Tompkinsville, KY 42167
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  /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
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  /22

  $115,000 Sold Aug 15, 2025

  609 Columbia Ave, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $101/SF
  • 5 Days On Market

  Current Estimated Value $123,171

  Last Listing Agent Sherri Butler McIver Realty Group

  609 Columbia Ave, Tompkinsville, KY 42167
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  /45

  Est $492,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,250 Sq Ft

  4614 Turkey Neck Bend Rd, Tompkinsville, KY 42167

  4614 Turkey Neck Bend Rd, Tompkinsville, KY 42167
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  /17

  $139,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  413 1/2 W 5th St, Tompkinsville, KY 42167

  This charming brick home offers 2 bedrooms, 2 baths, large sunroom, detached 2 car garage, storage building and located at dead end street allowing lots of privacy.

  Liz West Legacy Property Group

  413 1/2 W 5th St, Tompkinsville, KY 42167
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  /37

  $132,500 Sold Aug 04, 2025

  505 W 4th St, Tompkinsville, KY 42167

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

  Last Sold Summary

  • 4% Below List Price
  • $63/SF
  • 17 Days On Market

  Current Estimated Value $139,074

  Last Listing Agent Tammy Pulley Elmore Realty & Auction

  505 W 4th St, Tompkinsville, KY 42167
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  /14

  Est $187,263 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  289 Clark St, Tompkinsville, KY 42167

  289 Clark St, Tompkinsville, KY 42167
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  /21

  $150,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  140 Akersville Rd, Fountain Run, KY 42133

  Nice 3 bedroom, 1 bath brick home with single attached and single built in garage. Some new flooring & counter tops, fireplace in the dining area, laundry room on the main floor, and a large corner lot.

  Steve Wilson Wilson Real Estate & Auction

  140 Akersville Rd, Fountain Run, KY 42133

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