Monroe County, KY Homes

• 

  

  

  /18

  Est $238,848

  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

  • 82 Days On Market

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

  

  

  /40

  $490,000

  Pending

  • 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
• 

  

  /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

  Current Estimated Value $177,602

  Last Listing Agent Joe Costello Mills Real Estate & Auction

  50 Coach O Dr, Tompkinsville, KY 42167
• 

  

  

  /20

  Est $342,693

  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

  • 8 Days On Market

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  

  /15

  $185,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,516 Sq Ft

  110 Castle Heights Rd, Tompkinsville, KY 42167

  This is a perfvect home sitting in the city limits of Tompkinsville. This home offers CHA, a formal dining room, a 2 car garage, and much more. It is hard to find such a nice home in the city limits. Don't miss out on this opportunity.

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

  110 Castle Heights Rd, Tompkinsville, KY 42167
• 

  

  /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

  Current Estimated Value $78,168

  Last Listing Agent Sherri Butler McIver Realty Group

  362 Main St, Fountain Run, KY 42133
• 

  

  /23

  Est $163,293

  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

  • 95 Days On Market

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

  

  /5

  $70,000

  • Land
  • 6.18 Acres
  • $11,327 per Acre

  Lot 14 Hideaway Bay Unit Capitol Hill Road, Fountain Run, KY 42133

  Beautiful wooded lot with rolling hills and year-round spring on Barren River Lake. Mature timber and abundant deer and wildlife. Connects to Corps of Engineers property. .7 miles from boat ramp. Dock available with approval. Shared driveway with 5429 Capitol Hill.

  James Brown Keller Williams First Choice R

  Lot 14 Hideaway Bay Unit Capitol Hill Road, Fountain Run, KY 42133
• 

  

  /21

  $45,000

  Sold May 14, 2026

  Lot 31 the Bend at the Cumberland, Tompkinsville, KY 42167

  • Land
  • 2.06 Acres
  • $21,845 per Acre

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Sherri Butler McIver Realty Group

  Lot 31 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /12

  Est $209,854

  Not Listed For Sale

  2180 Strodetown Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 2,450 Sq Ft
  • Built 1993

  2180 Strodetown Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /7

  $23,900

  • Land
  • 1.02 Acres
  • $23,431 per Acre

  0 Spring St, Tompkinsville, KY 42167

  You must take a look at this nice 1.02 acre lot located in the beautiful Clark Estates subdivision. This would be perfect to build your dream home on & you could not ask for better neighbors.

  Sharon Proffitt Proffitt Real Estate Agency

  0 Spring St, Tompkinsville, KY 42167
• 

  

  /11

  $123,000

  Sold May 14, 2026

  103 7th St, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,244 Sq Ft
  • Built 1930

  Last Sold Summary

  • 12% Below List Price
  • $99/SF
  • 58 Days On Market

  Current Estimated Value $133,422

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

  103 7th St, Tompkinsville, KY 42167
• 

  

  /17

  Est $381,803

  Not Listed For Sale

  488 Brown Cemetery Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 2 Baths
  • 2,250 Sq Ft
  • Built 1978

  488 Brown Cemetery Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 325 Days On Market

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /3

  $35,900

  • Land
  • 27,007 Sq Ft
  • $57,903 per Acre

  Lot 1 Fountain Run Rd, Gamaliel, KY 42140

  If your looking for a beautiful country setting to build your dream home, look no further! This lot contains approx. .62+/- acres. Great location nestled between Gamaliel, Tompkinsville or Glasgow as well as Scottsville. Do not miss out on this property!

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

  Lot 1 Fountain Run Rd, Gamaliel, KY 42140
• 

  /2

  $16,500

  Sold Mar 16, 2026

  0 White Oak Ridge Rd, Fountain Run, KY 42133

  • Land
  • 1.17 Acres
  • $14,103 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 26 Days On Market

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

  0 White Oak Ridge Rd, Fountain Run, KY 42133
• 

  

  /18

  Est $252,403

  Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 3 Baths
  • 2,933 Sq Ft
  • Built 1966

  Unlisted Address

  Last Sold Summary

  • 160 Days On Market

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency
• 

  

  /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
• 

  

  /18

  Est $175,028

  Not Listed For Sale

  2332 Old Glasgow Rd, Tompkinsville, KY 42167

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

  2332 Old Glasgow Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /52

  $449,000

  $26K 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
• 

  

  /11

  Est $213,912

  Not Listed For Sale

  172 Clementsville Rd, Gamaliel, KY 42140

  • 3 Beds
  • 1 Bath
  • 1,208 Sq Ft
  • Built 1973

  172 Clementsville Rd, Gamaliel, KY 42140

  Last Sold Summary

  • 12 Days On Market

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

  /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
• 

  

  /16

  Est $122,387

  Not Listed For Sale

  98 Mill St, Fountain Run, KY 42133

  • 3 Beds
  • 1 Bath
  • 672 Sq Ft

  98 Mill St, Fountain Run, KY 42133

  Last Sold Summary

  • 142 Days On Market

  Last Listing Agent Greg Raymer NextHome Realty Experts
• 

  

  /64

  $229,900

  $20K PRICE DROP

  • 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
• 

  

  /9

  Est $120,772

  Not Listed For Sale

  398 Mill St, Fountain Run, KY 42133

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 2003

  398 Mill St, Fountain Run, KY 42133

  Last Sold Summary

  • 305 Days On Market

  Last Listing Agent Greg Raymer NextHome Realty Experts
• 

  

  /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
• 

  

  /3

  Not Listed For Sale

  1 Archer Rd, Lafayette, TN 37083

  1 Archer Rd, Lafayette, TN 37083

  Last Sold Summary

  Last Listing Agent Ben Bray BHGRE, Ben Bray & Associates
• 

  

  /29

  $184,900

  $14K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft

  205 Columbia Ave, Tompkinsville, KY 42167

  Welcome home to this move-in ready 3-bedroom, 1-bath brick home conveniently located inside the city limits of Tompkinsville! Offering comfort, convenience, and exceptional value, this well maintained home is ready for its next owner. Some of the property features include low maintenance brick exterior, hard wood floors throughout, attached carport, plus an additional detached carport, brand new

  Samantha Clemons RE/MAX Highland Realty

  205 Columbia Ave, Tompkinsville, KY 42167
• 

  

  /22

  Est $196,524

  Not Listed For Sale

  849 Rivers Edge Loop, Tompkinsville, KY 42167

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2007

  849 Rivers Edge Loop, Tompkinsville, KY 42167

  Last Sold Summary

  • 703 Days On Market

  Last Listing Agent Paul Thomas Mossy Oak Properties Hart Realty
• 

  

  /17

  $209,000

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

  427 Jack Hunt Rd, Tompkinsville, KY 42167

  Welcome home to this beautiful, 3 bedroom, 2 bath home on a spacious lot with a gorgeous country view! This property has so many upgrades and features a covered carport and building, a tornado shelter and mature landscaping! This home is ready for a new owner!

  Leslie Stark Keller Williams First Choice R

  427 Jack Hunt Rd, Tompkinsville, KY 42167
• 

  

  /24

  Est $409,508

  Not Listed For Sale

  1270 Poore Hollow Ln, Hestand, KY 42151

  • 3 Beds
  • 1 Bath
  • 1,792 Sq Ft
  • Built 2007

  1270 Poore Hollow Ln, Hestand, KY 42151

  Last Sold Summary

  • 333 Days On Market

  Last Listing Agent Jerri Beth Williams Mossy Oak Properties Hart Realty
• 

  

  /15

  $198,500

  • Land
  • 17.62 Acres
  • $11,266 per Acre

  1100 Harlans Crossroads, Tompkinsville, KY 42167

  ?? 17.62 ACRES OF BEAUTIFUL COUNTRY LAND — A RARE OPPORTUNITY! ???? If you’ve been dreaming of owning a piece of the country where you can spread out, slow down, and enjoy the beauty of wide-open space, you need to take a look at this property! ?? 17.62 Acres | Rural Country Setting | Corner Lot of a Side Road This beautiful tract offers plenty of room and plenty of possibilities! The property is

  Tamara Walden Acre & Main Realty LLC

  1100 Harlans Crossroads, Tompkinsville, KY 42167
• 

  

  /28

  Not Listed For Sale

  143 ACS Kettle Creek Monroe Rd, Tompkinsville, KY 42167

  143 ACS Kettle Creek Monroe Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Barbara McWhorter The Realty Firm - Byrdstown
• 

  

  /62

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft

  12338 Fountain Run Rd, Fountain Run, KY 42133

  Tucked away on 10 picturesque acres, this one-of-a-kind property offers the perfect blend of peaceful country living, recreation, and income-producing potential. Previously operated as a successful Airbnb, the property is thoughtfully designed to accommodate guests, weekend retreats, or multi-use living. A year-round spring feeds a beautiful creek that winds through the property, adding to the

  Britney Pryor BHG Realty

  12338 Fountain Run Rd, Fountain Run, KY 42133
• 

  

  /7

  Not Listed For Sale

  4037 Flippin Lamb Rd, Glasgow, KY 42141

  • 3 Beds
  • 1 Bath
  • 1,316 Sq Ft

  4037 Flippin Lamb Rd, Glasgow, KY 42141

  Last Sold Summary

  • 275 Days On Market

  Last Listing Agent Non Member Licensee OUTSIDE MLS SALES OFFICE
• 

  

  /12

  $175,000

  New Construction

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  104 E Hollywood St, Tompkinsville, KY 42167

  Brand New and ready to move in! Great location! CH&A, laminate floors, all city utilities, detached block 30' x 30', double garage.

  Steve Wilson Wilson Real Estate & Auction

  104 E Hollywood St, Tompkinsville, KY 42167
• 

  

  /9

  Not Listed For Sale

  Ac Beech Grove Boles Rd, Tompkinsville, KY 42167

  Ac Beech Grove Boles Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Beverly Nunn Real Estate Solutions
• 

  

  /17

  $179,000

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft

  200 W 5th St, Tompkinsville, KY 42167

  Looking for a move in ready home within the city limits? This is a beautiful 3 bedroom, 1.5 bath home located within short distance to restaurants grocery, and much more! This home offers a full basement as well. Don't miss out on this great opportunity!

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

  200 W 5th St, Tompkinsville, KY 42167
• 

  

  /4

  Not Listed For Sale

  0 Cumberland Woods Unit 5480783, Other, KY 42167

  0 Cumberland Woods Unit 5480783, Other, KY 42167

  Last Sold Summary

  • 268 Days On Market

  Last Listing Agent Debra Dodd No. 1 Quality Realty
• 

  

  /53

  $675,000

  • 1 Bed
  • 1 Bath
  • 1,155 Sq Ft

  11597 Center Point Rd, Tompkinsville, KY 42167

  Escape to the beauty and privacy of the countryside with this incredible 231-acre farm and recreational property in Tompkinsville. Featuring a charming barn dominium-style shop house with 1 bedroom and 1 bathroom, this unique property offers the perfect blend of comfort, farming potential, and outdoor adventure. The attached carport provides space for approximately four vehicles, while the

  Sarah Buchanan RE/MAX EXECUTIVE GROUP, INC.

  11597 Center Point Rd, Tompkinsville, KY 42167
• 

  

  /15

  Est $208,168

  Not Listed For Sale

  6806 Bugtussle Rd, Gamaliel, KY 42140

  • 4 Beds
  • 1,800 Sq Ft
  • Built 1950

  6806 Bugtussle Rd, Gamaliel, KY 42140

  Last Sold Summary

  Last Listing Agent Ben Bray BHGRE, Ben Bray & Associates

Showing Results 161 - 200, Page 5 of 18