Monroe County, KY Homes

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  /21

  $45,000

  • Land
  • 0.69 Acre
  • $65,217 per Acre

  Lot 19 the Bend at the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  (270) 512-9658

  Lot 19 the Bend at the Cumberland, Tompkinsville, KY 42167
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  /7

  $140,000 Sold Mar 16, 2026

  54 W Judio Rd, Tompkinsville, KY 42167

  • Land
  • 39.27 Acres
  • $3,565 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 4 Days On Market

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

  54 W Judio Rd, Tompkinsville, KY 42167
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  /6

  Est $419,000 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

  • 42% Below List Price
  • $509/SF
  • 9 Days On Market

  Last Sold Price $725,000

  Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel
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  /12

  $45,000

  • Land
  • 0.7 Acre
  • $64,286 per Acre

  Lot 16 the Bend at the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  (270) 713-2610

  Lot 16 the Bend at the Cumberland, Tompkinsville, KY 42167
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  /25

  $137,000 Sold Aug 20, 2025

  139 North St, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $143/SF
  • 9 Days On Market

  Current Estimated Value $146,239

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

  139 North St, Tompkinsville, KY 42167
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  /3

  Est $216,604 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

  • 49% Above List Price
  • $118/SF
  • 46 Days On Market

  Last Sold Price $145,000

  Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel
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  /23

  $35,000

  • Land
  • 1.81 Acres
  • $19,337 per Acre

  38 the Bend of the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  (270) 812-4228

  38 the Bend of the Cumberland, Tompkinsville, KY 42167
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  /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 $278,788

  Last Listing Agent Rosie Craggs Real Estate Unlimited

  525 County Farm Rd, Tompkinsville, KY 42167
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  /26

  Est $344,032 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

  • 43% Above List Price
  • $83/SF
  • 174 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
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  /13

  $223,900

  • Land
  • 17 Acres
  • $13,171 per Acre

  1100 Rd, Tompkinsville, KY 42167

  17 acres of prime raw land with extensive road frontage, offering easy access and endless potential. Currently farmed for corn and soybeans, the property is productive and well-maintained. Just 25 minutes from Dale Hollow Lake, it's perfect for a dream home, hobby farm, recreation, or future development.This 17-acre tract features mostly tillable, open ground with gently rolling terrain and is

  Silas Sparrow Hayden Outdoors Real Estate

  1100 Rd, Tompkinsville, KY 42167
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  /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 $163,112

  Last Listing Agent Cassi Harris Coldwell Banker Legacy Group

  4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167
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  /18

  Est $131,436 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

  • 168% Above List Price
  • $44/SF
  • 58 Days On Market

  Last Sold Price $49,000

  Last Listing Agent Tootsie Wilson RE/MAX
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  /16

  $212,000 Pending

  • 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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  /2

  $195,000 Sold Apr 28, 2025

  4436 Stringtown Flippin Rd, Mount Hermon, KY 42157

  Last Sold Summary

  • 2% Below List Price
  • 0 Days On Market

  Current Estimated Value $199,272

  Last Listing Agent Ben Bray BHGRE, Ben Bray & Associates

  4436 Stringtown Flippin Rd, Mount Hermon, KY 42157
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  /12

  Est $250,378 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

  • 271% Above List Price
  • $27/SF
  • 19 Days On Market

  Last Sold Price $67,500

  Last Listing Agent Barry Turner CENTURY 21 Advantage Realty
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  /35

  $260,000

  • 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
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  /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 $239,026

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

  206 Whiteside St, Tompkinsville, KY 42167
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  /52

  Est $347,523 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

  • 62% Above List Price
  • $75/SF
  • 116 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel
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  /24

  $225,000

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

  438 Rowland Ln, Tompkinsville, KY 42167

  This is a very spacious home. This home contains 7 bedrooms and 5 bathrooms. It offers approximately 4.41 acres. This property is located in a great location. It is only minutes from the city limits. This home includes a bonus room, outdoor deck, and plenty of space. Don't miss out on this opportunity!

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

  438 Rowland Ln, Tompkinsville, KY 42167
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  /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 $291,310

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  465 Petett Rd, Tompkinsville, KY 42167
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  /6

  Est $116,181 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

  • 158% Above List Price
  • $36/SF
  • 17 Days On Market

  Last Sold Price $45,000

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency
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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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  /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 $264,095

  Last Listing Agent Sherri Butler McIver Realty Group

  9263 Center Point Rd, Tompkinsville, KY 42167
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  /17

  Est $156,332 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

  • 103% Above List Price
  • $58/SF
  • 37 Days On Market

  Last Sold Price $77,000

  Last Listing Agent Bobby Lane Big South Realty & Auction, LLC - Gamaliel
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  /73

  $190,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  201 Jack Hunt Rd, Tompkinsville, KY 42167

  Don’t miss this opportunity! This 3 bedroom, 2 bath home offers only 4 years old construction and is move-in ready. Located in Monroe County with convenient access to both Glasgow and Tompkinsville, this property gives you the perfect blend of country living and close-to-town convenience. Priced under $200,000 and ready to sell — whether you’re a first-time buyer, downsizing, or looking for an

  Morgan 'Sloan' Bull Legacy Property Group

  201 Jack Hunt Rd, Tompkinsville, KY 42167
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  /2

  $30,000 Sold Apr 28, 2025

  2 Ac S Union Hill School Rd, Summer Shade, KY 42166

  • Land
  • 2 Acres
  • $15,000 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 8 Days On Market

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

  2 Ac S Union Hill School Rd, Summer Shade, KY 42166
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  /18

  Est $166,935 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

  • 317% Above List Price
  • $31/SF
  • 57 Days On Market

  Last Sold Price $40,000

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
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  /67

  $345,000

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

  405 the River's Edge Rd, Tompkinsville, KY 42167

  Located on the Cumberland River, this cedar-shingled home with unattached garage & finished loft space offers beautiful panoramic views of the south central Kentucky landscape. You can watch the river as you enjoy your morning coffee on the screened-in back porch, star gaze at night from anywhere on the 2+/- acre lot, or relax on the covered wrap-around front porch with views of farm fields and

  Liza Tucker Acre & Main Realty LLC

  405 the River's Edge Rd, Tompkinsville, KY 42167
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  /2

  $44,900 Sold Apr 09, 2025

  74 Akersville Rd, Fountain Run, KY 42133

  • 2 Beds
  • 1 Bath
  • 1,171 Sq Ft
  • Built 1947

  Last Sold Summary

  • $38/SF
  • 1 Day On Market

  Current Estimated Value $54,419

  Last Listing Agent Stacey Fergerson Coldwell Banker Legacy Group

  74 Akersville Rd, Fountain Run, KY 42133
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  /17

  Est $169,081 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

  • 194% Above List Price
  • $57/SF
  • 59 Days On Market

  Last Sold Price $57,500

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
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  /30

  $280,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  1458 Old Glasgow Rd, Tompkinsville, KY 42167

  This is a beautiful "A-Frame" home that comes with approximately 8.60 acres. This home has a beautiful large deck, a basement, 3 bedrooms, two bathrooms, and much more! Thbe barn on the property has electric and water. Thnis is the perfect "mini-farm" that has a gorgeous home as well! Don't miss out on this opportunity!

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

  1458 Old Glasgow Rd, Tompkinsville, KY 42167
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  /8

  $40,000 Sold Feb 27, 2026

  10 the Bend at the Cumberland, Tompkinsville, KY 42167

  • Land
  • 0.72 Acre
  • $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
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  /18

  Est $256,998 Not Listed For Sale

  482 Bill Butler Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2.5 Baths
  • 1,752 Sq Ft
  • Built 1985

  482 Bill Butler Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 72% Above List Price
  • $85/SF
  • 82 Days On Market

  Last Sold Price $149,500

  Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel
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  /38

  $235,000 Pending

  • 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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  /7

  $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 $236,201

  Last Listing Agent Dakota Elmore Elmore Realty & Auction

  2241 Old Glasgow Rd, Tompkinsville, KY 42167
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  /20

  Est $342,974 Not Listed For Sale

  1363 Chandler Rd, Tompkinsville, KY 42167

  • 4 Beds
  • 2.5 Baths
  • 2,828 Sq Ft
  • Built 2000

  1363 Chandler Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 67% Above List Price
  • $72/SF
  • 8 Days On Market

  Last Sold Price $205,000

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
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  /59

  $220,000

  • 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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  /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 $192,187

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  3197 Center Point Rd, Tompkinsville, KY 42167
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  /23

  Est $177,491 Not Listed For Sale

  225 Miller Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 3 Baths
  • 3,482 Sq Ft
  • Built 2019

  225 Miller Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 36% Below List Price
  • $80/SF
  • 95 Days On Market

  Last Sold Price $278,000

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

Showing Results 121 - 160, Page 4 of 18