Monroe County, KY Homes

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  $10,000 Sold May 19, 2025

  Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167

  • Land
  • 0.89 Acre
  • $11,236 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 662 Days On Market

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

  Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167
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  /12

  Est $181,472 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,450 Sq Ft

  2180 Strodetown Rd, Tompkinsville, KY 42167

  2180 Strodetown Rd, Tompkinsville, KY 42167
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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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  /2

  $1,443,026 Sold Mar 31, 2025

  2060 Old Glasgow Rd, Tompkinsville, KY 42167

  • Land
  • 300 Acres
  • $4,810 per Acre

  Last Sold Summary

  • 144,203% Above List Price

  Last Listing Agent Dakota Elmore Elmore Realty & Auction

  2060 Old Glasgow Rd, Tompkinsville, KY 42167
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  /17

  Est $429,514 Not Listed For Sale

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

  488 Brown Cemetery Rd, Tompkinsville, KY 42167

  488 Brown Cemetery Rd, Tompkinsville, KY 42167
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  /56

  $559,000 Pending

  • 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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  /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 $222,386

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

  155 Spring Valley, Tompkinsville, KY 42167
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  /18

  Est $279,158 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,933 Sq Ft

  Unlisted Address

  Unlisted Address
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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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  /2

  $177,100 Sold Nov 25, 2025

  50 Coach O Dr, Tompkinsville, KY 42167

  • 2 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1990

  Last Sold Summary

  • $104/SF
  • 10 Days On Market

  Last Listing Agent Joe Costello Mills Real Estate & Auction

  50 Coach O Dr, Tompkinsville, KY 42167
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  /18

  Est $228,945 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  2332 Old Glasgow Rd, Tompkinsville, KY 42167

  2332 Old Glasgow Rd, Tompkinsville, KY 42167
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  /10

  $114,900

  • Land
  • 8.5 Acres
  • $13,518 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
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  /18

  $349,000 Sold Jul 28, 2025

  305 Beech Grove Boles Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $268/SF
  • 65 Days On Market

  Current Estimated Value $135,000

  Last Listing Agent Michael Dubree Patriot Realty - Auction LLC

  305 Beech Grove Boles Rd, Tompkinsville, KY 42167
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  /11

  Est $157,986 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,208 Sq Ft

  172 Clementsville Rd, Gamaliel, KY 42140

  172 Clementsville Rd, Gamaliel, KY 42140
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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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  /25

  $179,000 Sold Jul 21, 2025

  261 Martha Ln, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $112/SF
  • 20 Days On Market

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  261 Martha Ln, Tompkinsville, KY 42167
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  /16

  Est $88,562 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 672 Sq Ft

  98 Mill St, Fountain Run, KY 42133

  98 Mill St, Fountain Run, KY 42133
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  /13

  $534,000

  • Land
  • 89 Acres
  • $6,000 per Acre

  748 John Strode Rd, Gamaliel, KY 42140

  Hey you- this property is just under 89 acres of opportunity! A beautiful mix of woods and open fields, complete with creek access and hunting cabins already on site. Whether you’re looking for a peaceful place to build your dream home or the ultimate recreational retreat, this property offers it all — deer galore, room to roam, and endless possibilities! Forever is calling your name!

  Gabe Graves Keller Williams First Choice R

  748 John Strode Rd, Gamaliel, KY 42140
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  /22

  $207,000 Sold Mar 25, 2025

  3738 V Comer Rd, Tompkinsville, KY 42167

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1900

  Last Sold Summary

  • 23% Below List Price
  • $86/SF
  • 144 Days On Market

  Current Estimated Value $251,000

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

  3738 V Comer Rd, Tompkinsville, KY 42167
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  /9

  Est $121,587 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  398 Mill St, Fountain Run, KY 42133

  398 Mill St, Fountain Run, KY 42133
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  /25

  $165,000

  • 2 Beds
  • 1 Bath
  • 1,219 Sq Ft

  50 Dowell Dr, Tompkinsville, KY 42167

  Super nice remodeled 2 bedroom, 1 bath, full basement brick home in the city limits of Tompkinsville. This house has new flooring thru out, fresh paint in all the rooms, and the kitchen cabinets and countertops have been redone. The basement has had the floor refinished and new LED lights installed. This house sits on a nice lot with mature trees and has a rear patio, front porch, and a side

  Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  50 Dowell Dr, Tompkinsville, KY 42167
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  /38

  $79,000 Sold Nov 21, 2025

  362 Main St, Fountain Run, KY 42133

  • 5 Beds
  • 1 Bath
  • 2,400 Sq Ft

  Last Sold Summary

  • 11% Below List Price
  • $33/SF
  • 4 Days On Market

  Last Listing Agent Sherri Butler McIver Realty Group

  362 Main St, Fountain Run, KY 42133
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  /3

  Not Listed For Sale

  1 Archer Rd, Lafayette, TN 37083

  1 Archer Rd, Lafayette, TN 37083
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  /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
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  /3

  $14,500 Sold May 27, 2025

  Lot Woodhaven Dr, Tompkinsville, KY 42167

  • Land
  • 0.79 Acre
  • $18,354 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 23 Days On Market

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

  Lot Woodhaven Dr, Tompkinsville, KY 42167
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  /22

  Est $184,745 Not Listed For Sale

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

  849 Rivers Edge Loop, Tompkinsville, KY 42167

  849 Rivers Edge Loop, Tompkinsville, KY 42167
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  /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

  MaKenzie Griffis Grateful Acres Realty

  1 County House Rd, Tompkinsville, KY 42167
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  /24

  Est $421,898 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,792 Sq Ft

  1270 Poore Hollow Ln, Hestand, KY 42151

  1270 Poore Hollow Ln, Hestand, KY 42151
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  /6

  $105,000

  • 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
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  /7

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,316 Sq Ft

  4037 Flippin Lamb Rd, Glasgow, KY 42141

  4037 Flippin Lamb Rd, Glasgow, KY 42141
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  /23

  $150,000

  • 5 Beds
  • 2.5 Baths
  • 2,547 Sq Ft

  200 E Main St, Gamaliel, KY 42140

  BIG PRICE REDUCTION ON HOUSE in the city limits of Gamaliel, Ky. This is a nice brick home that has a foyer, living room, dining room, kitchen, sitting room, 2 bedrooms, 11⁄2 baths, and a laundry room on the main level. On the 2nd level there are 3 bedrooms and 1 full bath. This home has a full unfinished basement that has a shower as well as an inside and outside entrance. This home has a

  Sharon Proffitt Proffitt Real Estate Agency

  200 E Main St, Gamaliel, KY 42140
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  /9

  Not Listed For Sale

  Ac Beech Grove Boles Rd, Tompkinsville, KY 42167

  Ac Beech Grove Boles Rd, Tompkinsville, KY 42167
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  /53

  $579,900

  • 5 Beds
  • 3 Baths
  • 2,840 Sq Ft

  353 Carl Benson Rd, Tompkinsville, KY 42167

  Are you looking for that forever home that checks all the boxes without the hassle of building? LOOK NO FURTHER! This beautiful spacious home boasting over 2840+/- Sq Ft in the main home with a 2 car garage that has been converted into a gorgeous 1560+/- Sq Ft living space that sits directly in front of the large beautiful inground pool that is ready to be made into your personal Oasis! This hard

  Jesse Muse Big South Realty and Auction Co., LLC - Glasgow

  353 Carl Benson Rd, Tompkinsville, KY 42167
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  /4

  Not Listed For Sale

  0 Cumberland Woods Unit 5480783, Other, KY 42167

  0 Cumberland Woods Unit 5480783, Other, KY 42167
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  /49

  $475,000

  • 4 Beds
  • 6 Baths

  481 Old Edmonton Rd, Tompkinsville, KY 42167

  Step into a world of potential with this beautiful residence, nestled on a generous 4.73 +/- acres of serene countryside. Offering a perfect blend of comfort and space, this home invites you to infuse your personal style and vision on the needed updates. Featuring 4 spacious bedrooms and 4 baths and 2 half baths, this residence is designed for both relaxation and entertainment. The spacious

  Ryan Brown United Country - Lakes and Land Realty

  481 Old Edmonton Rd, Tompkinsville, KY 42167
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  /15

  Est $205,500 Not Listed For Sale

  • 4 Beds
  • 1,800 Sq Ft

  6806 Bugtussle Rd, Gamaliel, KY 42140

  6806 Bugtussle Rd, Gamaliel, KY 42140
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  /2

  $113,960

  • Land
  • 8.14 Acres
  • $14,000 per Acre

  0 Cave Springs Rd, Tompkinsville, KY 42167

  Great location in the city limits of Tompkinsville. 8.15 acres by recent survey overlooking Hagans Lake. Great building site. All city utilities available.

  Steve Wilson Wilson Real Estate & Auction

  0 Cave Springs Rd, Tompkinsville, KY 42167
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  /19

  Est $121,243 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  3312 Mount Hermon Rd, Tompkinsville, KY 42167

  3312 Mount Hermon Rd, Tompkinsville, KY 42167
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  /50

  $429,900

  • 4 Beds
  • 3.5 Baths

  554 Country Club Ln, Tompkinsville, KY 42167

  Welcome to your dream home! This exquisite 4-bedroom, 3.5-bathroom home offers the perfect blend of comfort and elegance, with room for everyone to unwind and relax. Step inside to discover an open floor plan. The main level boasts three bedrooms and 2.5 bathrooms, providing ample privacy and convenience for family and guests. At the heart of the home, the master suite invites you, complete with

  Ryan Brown United Country - Lakes and Land Realty

  554 Country Club Ln, Tompkinsville, KY 42167
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  /30

  Not Listed For Sale

  5857 Vernon Rd, Hestand, KY 42151

  5857 Vernon Rd, Hestand, KY 42151

Showing Results 161 - 200, Page 5 of 18