Monroe County, KY Homes

• 

  

  

  /17

  Est $206,317

  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

  • 76% Above List Price
  • $51/SF
  • 252 Days On Market

  • Last Sold Price $117,000
  • Apr 25, 2018

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

  

  

  /40

  $490,000

  • 6 Beds
  • 2.5 Baths
  • 3,914 Sq Ft

  735 Clementsville Rd, Gamaliel, KY 42140

  Stunning 6-Bedroom Home with Pool & Massive Detached Garage Welcome to this spacious and beautifully appointed 6-bedroom, 2.5-bath home offering an impressive 3,914 square feet of living space. Perfectly designed for both comfortable living and entertaining, this property combines functionality with standout outdoor features. Inside, you’ll find generous living areas, ample natural light, and

  Randy Walden Acre & Main Realty LLC

  735 Clementsville Rd, Gamaliel, KY 42140
• 

  

  

  /30

  $245,000

  Sold Apr 17, 2026

  1458 Old Glasgow Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft
  • Built 1985

  Last Sold Summary

  • 22% Below List Price
  • $157/SF
  • 64 Days On Market

  Current Estimated Value $135,519

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

  1458 Old Glasgow Rd, Tompkinsville, KY 42167
• 

  

  

  /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
  • Jul 30, 2018

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

  

  

  /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
• 

  

  /11

  $65,000

  Sold Sep 15, 2025

  276 Old Edmonton Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 1 Bath
  • 1,212 Sq Ft
  • Built 1978

  Last Sold Summary

  • 24% Below List Price
  • $54/SF
  • 38 Days On Market

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

  276 Old Edmonton Rd, Tompkinsville, KY 42167
• 

  

  /3

  Est $228,504

  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

  • 58% Above List Price
  • $118/SF
  • 46 Days On Market

  • Last Sold Price $145,000
  • Apr 25, 2017

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

  

  /46

  $399,000

  • 4 Beds
  • 3 Baths
  • 2,905 Sq Ft

  100 N Main St, Tompkinsville, KY 42167

  Approx 2900 sq. ft on living space and a full basement. That's what this historic home brings you in the city of Tompkinsville KY. This home offers 4 bedrooms, 3 bathrooms, 3 fireplaces, beautiful hardwood, unique roof coverings. This home has multiple possibilities. Other amenities are a fully furnished 2 bedroom, 1.5 bath carriage house.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  100 N Main St, Tompkinsville, KY 42167
• 

  

  /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
• 

  

  /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
  • Apr 30, 2020

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /52

  $459,000

  $16K PRICE DROP

  • 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. Featuring 4 spacious bedrooms and 4 baths and 2 half baths, this residence is designed for both relaxation and entertainment. The spacious kitchen and dining area

  Ryan Brown United Country - Lakes and Land Realty

  481 Old Edmonton Rd, Tompkinsville, KY 42167
• 

  

  /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 $133,761

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

  139 North St, Tompkinsville, KY 42167
• 

  

  /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
  • Jun 10, 2020

  Last Listing Agent Tootsie Wilson RE/MAX
• 

  

  /64

  $250,000

  • 2 Beds
  • 2 Baths
  • 2,710 Sq Ft

  774 Bill Butler Rd, Tompkinsville, KY 42167

  Beautiful Country Home on 4.25 Acres – Minutes from Downtown Tompkinsville! Enjoy peaceful country living with endless possibilities at this beautiful brick home located just minutes from downtown Tompkinsville! Situated on approximately 4.25 acres, this charming property offers space, privacy, and the perfect setup for a mini farm or multi-family living. Home Features: • 2 bedrooms on the main

  Tamara Walden Acre & Main Realty LLC

  774 Bill Butler Rd, Tompkinsville, KY 42167
• 

  

  /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 $504,772

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  7425 Turkey Neck Bend Rd, Tompkinsville, KY 42167
• 

  

  /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
  • May 05, 2015

  Last Listing Agent Barry Turner CENTURY 21 Advantage Realty
• 

  

  /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
• 

  

  /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 $276,879

  Last Listing Agent Rosie Craggs Real Estate Unlimited

  525 County Farm Rd, Tompkinsville, KY 42167
• 

  

  /52

  Est $339,335

  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

  • 58% Above List Price
  • $75/SF
  • 116 Days On Market

  • Last Sold Price $215,000
  • Jun 25, 2020

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

  

  /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
• 

  

  /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

  Est $112,466

  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

  • 150% Above List Price
  • $36/SF
  • 17 Days On Market

  • Last Sold Price $45,000
  • Apr 15, 2020

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency
• 

  

  /59

  $209,500

  • 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
• 

  

  /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 $205,374

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

  206 Whiteside St, Tompkinsville, KY 42167
• 

  

  /17

  Est $145,216

  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

  • 89% Above List Price
  • $58/SF
  • 37 Days On Market

  • Last Sold Price $77,000
  • Jun 13, 2019

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

  

  /98

  $249,000

  • 4 Beds
  • 2 Baths
  • 1,366 Sq Ft

  2975 Bethlehem Church Rd, Mount Hermon, KY 42157

  Country living at its finest! This 4 bedroom, 2 bath basement-style home sits on 6.88 beautiful, fenced acres — perfect for a hobby farmor anyone craving space and privacy. The property features a barn and shop, offering endless possibilities for livestock, equipment, or projects. Inside you’ll find a cozy wood stove, heated floors, unlimited hot water, and appliances that will remain with the

  Morgan 'Sloan' Bull Legacy Property Group

  2975 Bethlehem Church Rd, Mount Hermon, KY 42157
• 

  

  /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 $312,458

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  465 Petett Rd, Tompkinsville, KY 42167
• 

  

  /18

  Est $145,441

  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

  • 264% Above List Price
  • $31/SF
  • 57 Days On Market

  • Last Sold Price $40,000
  • Dec 28, 2016

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /15

  $259,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  212 W 4th St, Tompkinsville, KY 42167

  If your looking for a nice home close to all amenities with plenty of room and move in ready, then check out this Beddord stone/vinyl siding home featuring tile floors and beautiful hardwood throughout. This home has 3 bedrooms, 2.5 baths, fireplace, living room, nice eat in kitchen. Other Amenities are a 1 car BI garage, 1 car carport, nice replacement windows, metal roof, blacktop drive and

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  212 W 4th St, Tompkinsville, KY 42167
• 

  

  /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 $163,756

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  182 Gamaliel Rd, Gamaliel, KY 42140
• 

  

  /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

  • 183% Above List Price
  • $57/SF
  • 59 Days On Market

  • Last Sold Price $57,500
  • Apr 26, 2019

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /13

  $14,900

  • Land
  • 18,295 Sq Ft
  • $35,476 per Acre

  Lot #4 715 Emberton St, Tompkinsville, KY 42167

  Lot #4 offers 0.4259 +/- acres of partially wooded property tucked just inside the city limits, delivering a scenic blend of privacy and accessibility. With building potential and convenient road frontage, this lot is primed for a thoughtful home site.

  Ryan Brown United Country - Lakes and Land Realty

  Lot #4 715 Emberton St, 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 $245,243

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  395 Clark Estates, Tompkinsville, KY 42167
• 

  

  /18

  Est $246,790

  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

  • 65% Above List Price
  • $85/SF
  • 82 Days On Market

  • Last Sold Price $149,500
  • Mar 16, 2018

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

  

  /6

  $65,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  4834 Center Point Rd, Tompkinsville, KY 42167

  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
• 

  

  /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 $221,781

  Last Listing Agent Sherri Butler McIver Realty Group

  9263 Center Point Rd, Tompkinsville, KY 42167
• 

  

  /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
  • Mar 30, 2020

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /7

  $72,500

  • Land
  • 6 Acres
  • $12,083 per Acre

  00 Cave Spring Rd, Tompkinsville, KY 42167

  Take a look at this nice 6 acre tract of land located on the Gerald Rd. just outside the city limits of Tompkinsville. This land has nice road frontage on the Cave Spring Rd. and Geralds Rd., all utilities including county water are available, a 4 bay metal equipment shed is located on the property, and this lot is very suitable to build your dream home on or subdivide and build several houses

  Sharon Proffitt Proffitt Real Estate Agency

  00 Cave Spring Rd, Tompkinsville, KY 42167
• 

  $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
• 

  

  /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
  • Nov 06, 2018

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

Showing Results 121 - 160, Page 4 of 18