Recently Sold Tompkinsville, KY Homes

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  /18

  $349,000 Sold Jul 28, 2025

  • 1,300 Sq Ft
  • $268/SF
  • 65 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1970

  305 Beech Grove Boles Rd, Tompkinsville, KY 42167

  Charming Country Home! Discover peaceful living with this cozy, +/-1300sqft, 2-bedroom, 1.5 bath, single-family home. Nestled in the scenic hills of southern Kentucky, this property is located only minutes away from Tompkinsville and Dale Hollow Lake. It offers the peaceful serenity of a rural lifestyle and comes complete with a basement, carport, barn, and more. The acreage is under fence and

  Michael Dubree Patriot Realty - Auction LLC

  305 Beech Grove Boles Rd, Tompkinsville, KY 42167
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  /10

  $400,000 Sold Jul 23, 2025

  • Land
  • 50 Acres
  • $8,042 per Acre

  • 0 Days On Market

  0 Celina Rd Unit SC46681, Tompkinsville, KY 42167

  You must take a look at this 49.74 acres of land has road frontage on Hwy 163 South (Celina Rd.) and the Hammer Cemetery Rd. just 3 miles from the city limits of Tompkinsville. There are several very nice building lots on this property. This farm has approximately 14 acres in crop and pastureland with the remainder in good marketable timber. The property has county water available. NOTE:

  Sharon Proffitt Proffitt Real Estate Agency

  0 Celina Rd Unit SC46681, Tompkinsville, KY 42167
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  /25

  $179,000 Sold Jul 21, 2025

  • 1,596 Sq Ft
  • $112/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  261 Martha Ln, Tompkinsville, KY 42167

  Take a look at this very nice vinyl siding home that has a living room, dining room, kitchen, family room, 3 bedrooms, 2 full baths, laundry room, and a 2 car attached garage. This home has covered front and back porch, a 24’ x 36’ detached covered patio, a wall gas heater in the garage, and a 12’ x 16’ storage building. To look at this home or for more information, contact the listing agent at

  Sharon Proffitt Proffitt Real Estate Agency

  261 Martha Ln, Tompkinsville, KY 42167
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  /28

  $170,000 Sold Jul 18, 2025

  • 1,899 Sq Ft
  • $90/SF
  • 260 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  2243 Celina Rd, Tompkinsville, KY 42167

  Great location, just out of town! 3 bedroom, 2 bath ranch home with living room, kitchen & dining room, and den. Partial basement with finished den & bedroom, CH&A, replacement windows, attached garage and a huge detached 24' x 30' garage / shop building with second floor for storage. Situated on a 1 acre lot with county water and mature shade.

  Steve Wilson Wilson Real Estate & Auction

  2243 Celina Rd, Tompkinsville, KY 42167
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  /13

  $60,000 Sold Jun 26, 2025

  • 965 Sq Ft
  • $62/SF
  • 0 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1955

  305 N Jackson St, Tompkinsville, KY 42167

  Take a look at this 4 bedroom, 1 bath home that has a living/dining room combination, kitchen, and utility room. This home would make a great rental property or a 1st home for someone.

  Sharon Proffitt Proffitt Real Estate Agency

  305 N Jackson St, Tompkinsville, KY 42167
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  /9

  $58,900 Sold Jun 26, 2025

  • 845 Sq Ft
  • $70/SF
  • 154 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  905 Pearl St, Tompkinsville, KY 42167

  This is a vinyl siding house that has a living room, eat-in kitchen, 2 bedrooms, and 1 full bath. There is a storage building located on the property. The home is heated and cooled with a wall split unit.

  Sharon Proffitt Proffitt Real Estate Agency

  905 Pearl St, Tompkinsville, KY 42167
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  /34

  $149,900 Sold Jun 26, 2025

  • 1,408 Sq Ft
  • $106/SF
  • 155 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  38 Louise Rd, Tompkinsville, KY 42167

  Back on the market is this very nice 3 bedroom brick house that has a living room w/ fireplace, an eat-in kitchen, 3 full bedrooms, 2 full baths, a laundry room, and a 1 car attached garage. This home has a covered front porch, a rear deck, and sits at the end of the street which give you all the privacy you could want. The home has a large 1.1 acre lot and is located near the Monroe County

  Sharon Proffitt Proffitt Real Estate Agency

  38 Louise Rd, Tompkinsville, KY 42167
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  /16

  $135,000 Sold Jun 06, 2025

  • 1,520 Sq Ft
  • $89/SF
  • 79 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1956

  707 Monroe Dr, Tompkinsville, KY 42167

  Nice home in the city of Tompkinsville. This home has plenty of room and is close to all amenities.

  Joe Murphy Mills Real Estate & Auction Co., LLC - Gamaliel

  707 Monroe Dr, Tompkinsville, KY 42167
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  /4

  $100,000 Sold Jun 02, 2025

  • Land
  • 27 Acres
  • $3,704 per Acre

  • 53 Days On Market

  27 Ac Fawbush Rd, Tompkinsville, KY 42167

  This is a beautiful place to build a home or cabin. This is also prime hunting ground! This property is only minutes away from Tompkinsville, but you get the beautiful country scenery with it! This is the perfect property to hae a small farm and a beautiful home. Don't miss out!

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

  27 Ac Fawbush Rd, Tompkinsville, KY 42167
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  /3

  $14,500 Sold May 27, 2025

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

  • 23 Days On Market

  Lot Woodhaven Dr, Tompkinsville, KY 42167

  Beautiful 0.79 acre lot located in the Woodhaven subdivision. Consisting of Lot #13 and half of lot #12. This property has several trees and would be a beautiful place for a home.

  Bobby Lane Mills Real Estate & Auction Co., LLC - Gamaliel

  Lot Woodhaven Dr, Tompkinsville, KY 42167
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  /19

  $87,500 Sold May 09, 2025

  • 1,883 Sq Ft
  • $46/SF
  • 58 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  205 S Main St, Tompkinsville, KY 42167

  This is a beautiful brick home that consists of 3 bedrooms, 1 bathroom, a living room as well as a den, and much more! This home has hardwood floors and is located right in the city limits of Tompkinsville. Don't miss out on this great opportunity!

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

  205 S Main St, Tompkinsville, KY 42167
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  /18

  $269,000 Sold May 06, 2025

  • 1,344 Sq Ft
  • $200/SF
  • 168 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  252 Rhoton Cave Rd, Tompkinsville, KY 42167

  Almost brand new everything in this ready to move in ranch home! Completely updated with new plumbing & wiring, new metal roof, new windows and doors, new CH&A, new fixtures, new floor and wall coverings, new stainless steel appliances, new fixtures, new granite countertops, all new cabinets and more!! Great location with a 1 Acre lot. This one won't last long!!

  Steve Wilson Wilson Real Estate & Auction

  252 Rhoton Cave Rd, Tompkinsville, KY 42167
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  /27

  $135,000 Sold Apr 17, 2025

  • 1,196 Sq Ft
  • $113/SF
  • 144 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1984

  410 College View Dr, Tompkinsville, KY 42167

  This 1196 sq. ft. brick home with three bedrooms and one bath with a carport and blacktop drive is situated on a 17,668 sq. ft. lot (approx. 0.41 acres) is located in a nice neighborhood in the city limits of Tompkinsville, KY. The home is ready to move-in and its features include hardwood floors and a good size backyard. The house also has a full unfinished basement with lots of potential.

  Paul Thomas Mossy Oak Properties Hart Realty

  410 College View Dr, Tompkinsville, KY 42167
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  /3

  $30,000 Sold Apr 16, 2025

  • Land
  • 2.72 Acres
  • $11,029 per Acre

  • 91 Days On Market

  2.72 AC Harlans Crossroads, Tompkinsville, KY 42167

  Folks, if you are looking for a great location to build your dream home, this is your perfect opportunity. This property joins Old Mulkey Rd as well as Harlans Crossroads. It is only minutes away from town! Don't miss out on this opportunity!

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

  2.72 AC Harlans Crossroads, Tompkinsville, KY 42167
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  /3

  $70,000 Sold Apr 04, 2025

  • Land
  • 18 Acres
  • $3,784 per Acre

  • 377 Days On Market

  AC Carl Page Rd, Tompkinsville, KY 42167

  This land is a PRIME piece of property. This Property could be used to build your dream house , you could hunt deer and turkey, you could farm this ground or much more. The wildlife in this area is abundant! Don't miss out on this amazing farm.

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

  AC Carl Page Rd, Tompkinsville, KY 42167
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  /16

  $120,000 Sold Mar 27, 2025

  • 1,296 Sq Ft
  • $93/SF
  • 26 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2010

  737 Columbia Ave, Tompkinsville, KY 42167

  This is a great log cabin in the city limits of Tompkinsville. This would make a great starter home or a great home if you are wanting to downsize. Don't miss out on the opportunity!

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

  737 Columbia Ave, Tompkinsville, KY 42167
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  /22

  $207,000 Sold Mar 25, 2025

  • 2,400 Sq Ft
  • $86/SF
  • 144 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  3738 V Comer Rd, Tompkinsville, KY 42167

  Beautiful remodeled 1900 home that is part log. This home has got it all, lots of room, good codition, acreage, and privacy.

  Joe Murphy Mills Real Estate & Auction Co., LLC - Gamaliel

  3738 V Comer Rd, Tompkinsville, KY 42167
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  /15

  $140,000 Sold Mar 17, 2025

  • 1,310 Sq Ft
  • $107/SF
  • 118 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  5927 Gamaliel Rd, Tompkinsville, KY 42167

  Very nice well kept country home sitting on 2.76 acres featuring 3 bedrooms, 1 bath, kitchen, dining room, & laundry. this home has beautiful hardwood floors, nice cabinetry; replacement windows, & metal roof. Other amenities are a 2 car garage, detached carport, and small equp. shed. Major Price Reduction

  Joe Murphy Mills Real Estate & Auction Co., LLC - Gamaliel

  5927 Gamaliel Rd, Tompkinsville, KY 42167
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  /11

  $135,000 Sold Mar 04, 2025

  • 1,586 Sq Ft
  • $85/SF
  • 127 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  607 Lake St, Tompkinsville, KY 42167

  Very nice brick ranch home in a nice location. Features 3 bedrooms, 2 baths, large kitchen and living room and laundry

  Joe Murphy Mills Real Estate & Auction Co., LLC - Gamaliel

  607 Lake St, Tompkinsville, KY 42167
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  /3

  $120,000 Sold Feb 21, 2025

  • Land
  • 40 Acres
  • $2,973 per Acre

  • 4 Days On Market

  4137 Oak Hill Church Rd, Tompkinsville, KY 42167

  All wooded land. Great recreational and hunting property, lots of deer and turkey in this area. Large amount of blacktop road frontage, easy accessible, county water available, spring and creek.

  Steve Wilson Wilson Real Estate & Auction

  4137 Oak Hill Church Rd, Tompkinsville, KY 42167
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  /3

  $82,000 Sold Feb 03, 2025

  • Land
  • 18 Acres
  • $4,466 per Acre

  • 96 Days On Market

  18 AC S Union Hill School Rd, Tompkinsville, KY 42166

  This is a great opportunity to buy a small farm. There is a lot of potential with this land. It is a great place to build a home as well. There are not a lot of opportunities to buy a tract of land this size so don't miss out!

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

  18 AC S Union Hill School Rd, Tompkinsville, KY 42166
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  /19

  $200,000 Sold Feb 03, 2025

  • 1,352 Sq Ft
  • $148/SF
  • 182 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  1228 Bray School Rd, Tompkinsville, KY 42167

  Beautiful new home located in the country, but just minutes from all shopping and amenities. Adorned with cedar on the outside, the inside offers even more. This split bedroom open floor plan has lots of space both inside and out. Large rooms and a separate laundry room are just a couple of the things you will find. The back porch spans the length of the home. Enjoy family time with views of

  Joe Wade Crye-Leike Executive Realty

  1228 Bray School Rd, Tompkinsville, KY 42167
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  /8

  $170,000 Sold Jan 22, 2025

  • Land
  • 66 Acres
  • $2,571 per Acre

  • 156 Days On Market

  AC Carl Page Spur, Tompkinsville, KY 42167

  If you are looking for a great place to hunt or recreational property this is your opportunity. There are some trails already on the property. Also, there is some great timber on the property. There is a variety of species. Also, if you wanted to build a cabin, there is an open area for that. Don't miss out on this great opportunity

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

  AC Carl Page Spur, Tompkinsville, KY 42167
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  /2

  $250,000 Sold Jan 14, 2025

  • 3,228 Sq Ft
  • $77/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1972

  2229 John Eaton Rd, Tompkinsville, KY 42167

  Looking for a mini farm? Look no farther! 5.74 -/- acres. Barn with concrete floor, loft, & electric. Lots of room inside the home with 4 bedrooms, 3.5 baths, Living room, family room, & office

  Deborah Dyer Adams EXIT Realty Thoroughbred

  2229 John Eaton Rd, Tompkinsville, KY 42167
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  /42

  $362,000 Sold Jan 06, 2025

  • 2,688 Sq Ft
  • $135/SF
  • 55 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1978

  448 Brown Cemetery Rd, Tompkinsville, KY 42167

  Farm on the outskirts of Tompkinsville is truly impressive. It has a master and guest bedroom with two full bathrooms on the main floor. The kitchen is updated with stainless steel appliances. The living room features a cozy gas fireplace, finished basement includes extra living space, a kitchen, a full bathroom and bonus room for an additional bedroom. Outside spans 16 acres and includes a 1500

  Kim Watson Keller Williams First Choice Realty

  448 Brown Cemetery Rd, Tompkinsville, KY 42167
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  /4

  $65,000 Sold Dec 27, 2024

  • Land
  • 6 Acres
  • $10,450 per Acre

  • 36 Days On Market

  6.22 AC Dragstrip Rd, Tompkinsville, KY 42167

  If your looking for a BEAUTIFUL place to build your dream home, this is your oppotunity! This property is located approximately 10 minutes from Tompkinsville. It lays pretty level and is a great location! Don't miss out on this opportunity!

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

  6.22 AC Dragstrip Rd, Tompkinsville, KY 42167
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  /10

  $80,000 Sold Dec 13, 2024

  • Land
  • 18 Acres
  • $4,357 per Acre

  • 31 Days On Market

  20.5AC S Union Hill School Rd, Tompkinsville, KY 42166

  This is an amazing farm that offers a pond, a shed, and a barn. There are not many parcels of land this size that you can find with a shed, a barn, and a pond. Please don't miss out on this opportunity!

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

  20.5AC S Union Hill School Rd, Tompkinsville, KY 42166
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  /22

  $131,000 Sold Dec 11, 2024

  • 1,311 Sq Ft
  • $100/SF
  • 35 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  608 Monroe Dr, Tompkinsville, KY 42167

  If you are looking for a very nice house in the city limits of Tompkinsville, this is a great opportunity. This home has been updated and is move in ready. t has a good sized lot that goes with it as well. This would be a great starter home or a great home if you are wanting to downsize. Don't miss out on this great opportunity!

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

  608 Monroe Dr, Tompkinsville, KY 42167
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  /17

  $55,000 Sold Dec 03, 2024

  • 1,395 Sq Ft
  • $39/SF
  • 56 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  210 W 3rd St, Tompkinsville, KY 42167

  Great investment or rental property with a little TLC! Convenient to everything! 1 1/2 story rock and vinyl siding home. Natural Gas heat, window a/c, partial basement, metal roof, on a city lot with all utilities. Also improved with a 12' x 12' storage building.

  Steve Wilson Wilson Real Estate & Auction

  210 W 3rd St, Tompkinsville, KY 42167
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  /10

  $115,000 Sold Nov 12, 2024

  • Land
  • 22 Acres
  • $5,324 per Acre

  • 4 Days On Market

  21 Ac J Chapman Rd, Tompkinsville, KY 42167

  If you are looking for the perfect cattle farm, this is your opportunity! This farm is already fenced around the perimeter and has a nice pond. this farm would also be a great place to build a home. There are multiple sites on the farm that would be great for a house. another great use of this farm would be hunting. Don't miss out on this opportunity.

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

  21 Ac J Chapman Rd, Tompkinsville, KY 42167
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  /23

  $213,000 Sold Nov 07, 2024

  • 2,730 Sq Ft
  • $78/SF
  • 33 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1970

  166 Woodhaven Dr, Tompkinsville, KY 42167

  Beautiful home located in a great neighborhood. Plenty of bedrooms and a total of 3 full baths. This home has a partial fnished basement with a great game/family room. An attached two car garage as well as a detached garage, a back deck, a back patio, and an area for a workshop. Don't miss out on this rare opportunity.

  Dalton Emmert Mills Real Estate & Auction Co., LLC - Gamaliel

  166 Woodhaven Dr, Tompkinsville, KY 42167
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  /18

  $180,000 Sold Oct 17, 2024

  • 1,224 Sq Ft
  • $147/SF
  • 9 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1972

  5090 Edmonton Rd, Tompkinsville, KY 42167

  If you are looking for a nic ehome tha tis in the country, but not far from town, this is your opportunity! This home has CHA, 3 bedrooms, 1 bath, with a full basement, and much more! Don't miss out on the beautiful brick home!

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

  5090 Edmonton Rd, Tompkinsville, KY 42167
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  /15

  $295,000 Sold Oct 14, 2024

  • 4,074 Sq Ft
  • $72/SF
  • 37 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  27 Rowland Ln, Tompkinsville, KY 42167

  Beautiful 1.5 story home with 3 bedrooms, 2.5 baths, kitchen, living room, laundry and 2 car attached garage and concrete drive. This home also features a full finished basement with bed, bath, and kitchenette. All this setting on a beautiful 3.68 acre lot just out of the city of Tompkinsville and close to all amenities

  Joe Murphy Mills Real Estate & Auction Co., LLC - Gamaliel

  27 Rowland Ln, Tompkinsville, KY 42167
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  /81

  $600,000 Sold Oct 01, 2024

  • 2,824 Sq Ft
  • $212/SF
  • 8 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2004

  353 Carl Benson Rd, Tompkinsville, KY 42167

  Prepare to be amazed by 353 Carl Benson Rd, Tompkinsville, KY—a one-of-a-kind property that offers the best of both luxury living and country charm! This extraordinary 3-bedroom, 3-bathroom home boasts a massive 2,824 square feet of meticulously maintained living space, but that's just the beginning. Every detail of this home has been designed for comfort, style, and versatility. The stunning

  Keith Corum RE/MAX Highland Realty

  353 Carl Benson Rd, Tompkinsville, KY 42167
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  /23

  $120,000 Sold Sep 24, 2024

  • 1,520 Sq Ft
  • $79/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  203 S Main St, Tompkinsville, KY 42167

  If you are looking for a nice home in town, this would be a great opportunity! This home has 3 bedrooms, 2 bathrooms, formal dining room, an office, a partial pasment, and a detached two car garage. This is a Great opportunity. Don't miss out on this one!

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

  203 S Main St, Tompkinsville, KY 42167
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  /14

  $19,000 Sold Aug 27, 2024

  • Land
  • 0.97 Acre
  • $19,588 per Acre

  • 34 Days On Market

  0.97AC Capp Harlan Rd, Tompkinsville, KY 42167

  Nice large lot in the city limits. Could be used for a home or commerical/building. Level to sloping, with a few trees on it. All utilities available.

  Bobby Lane Mills Real Estate & Auction Co., LLC - Gamaliel

  0.97AC Capp Harlan Rd, Tompkinsville, KY 42167
• 

  

  /10

  $101,001 Sold Aug 13, 2024

  • 1,196 Sq Ft
  • $84/SF
  • 15 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1973

  212 Jim Bryant Ave, Tompkinsville, KY 42167

  Great Opportunity in this 3 bedroom 1 bath home with unfinished basement situated on .31 acres

  Tony Whitney Coldwell Banker Legacy Group

  212 Jim Bryant Ave, Tompkinsville, KY 42167
• 

  

  /30

  $160,000 Sold Aug 05, 2024

  • 1,203 Sq Ft
  • $133/SF
  • 80 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1999

  827 Stringtown Flippin Rd, Tompkinsville, KY 42167

  Oh wow, the country views with this one are stunning. You will find move-in comfort right away in this charming brick Ranch style home that is in immaculate condition sitting on .67 acres. Located in the quiet area of Flippin in Monroe County Ky; and has the perfect amenities for any family starting a home. Over 1200 sf of space, a full unfinished basement that has a potential 4th bedroom,

  Deborah Morgan Berkshire Hathaway HomeServices

  827 Stringtown Flippin Rd, Tompkinsville, KY 42167
• 

  /2

  $60,000 Sold Jun 26, 2025

  • 939 Sq Ft
  • $64/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  809 White St, Tompkinsville, KY 42167

  Just listed is this vinyl siding house that has a living room, eat-in kitchen, 3 bedrooms, 1 full bath, and utility room. This home has 2 gas wall heaters, window air, covered front porch, metal roof, and a fenced in back yard. This home is sitting on a 0.129 acre lot. Great rental property or 1st home. To look at this home call 270-487-6104.

  Sharon Proffitt Proffitt Real Estate Agency

  809 White St, Tompkinsville, KY 42167
• 

  /2

  $32,000 Sold Jun 06, 2025

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

  • 150 Days On Market

  AC N Main St, Tompkinsville, KY 42167

  2 lots located in the city of Tompkinsville, KY. These lots can be bought together or separate.

  Joe Murphy Mills Real Estate & Auction Co., LLC - Gamaliel

  AC N Main St, Tompkinsville, KY 42167

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