Recently Sold Tompkinsville, KY Homes

/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/14
$95,000 Sold Dec 03, 2024
- 1,104 Sq Ft
- $86/SF
- 55 Days On Market
- 3 Beds
- 1 Bath
- Built 1978
1004 Terry Dr, Tompkinsville, KY 42167

Newly updated, 3 bedroom, 1 bath brick home. New floor coverings and interior paint. All city utilities. Great neighborhood! Ready to move in!

Steve Wilson Wilson Real Estate & Auction

1004 Terry Dr, Tompkinsville, KY 42167
/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
/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
/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
/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
/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
/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
/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
/38
$350,000 Sold Jul 22, 2024
- 2,097 Sq Ft
- $167/SF
- 403 Days On Market
- 2 Beds
- 2 Baths
- Built 1987
736 Muse Hollow Rd, Tompkinsville, KY 42167

25.45 acres. Beautiful open concept main level with eat in kitchen/dining/living room, 2 bedrooms, 2 baths, office and sunroom. Lower level boasts a bonus room (possible 3rd bedroom-no window), family room and screened in porch. 2 car detached garage with shed and a 2 car carport included. HUNTERS PARADISE- mostly wooded where deer and turkey roam freely. Come and enjoy this private oasis.

Tammy Clark Coldwell Banker Legacy Group

736 Muse Hollow Rd, Tompkinsville, KY 42167
/2
$425,000 Sold Jul 16, 2024
- Land
- 3.10 Acres
- $137,097 per Acre
- 15 Days On Market
1516 Edmonton Rd, Tompkinsville, KY 42167

1-Acre to 3.1 acres Vacant Land Lots Available - PRIME Location - next to Walmart. Lots have utilities available and fronting on highest traffic count street in town for $150,000 per acre. Call office or agent for more information and to show. Agent Owned.

Paul Thomas MOSSY OAK PROPERTIES HART REALTY

1516 Edmonton 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
/2
$10,000 Sold May 19, 2025
- Land
- 0.89 Acre
- $11,236 per Acre
- 662 Days On Market
Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167

If you are looking for a beautiful spot to build a home, this is a beautiful subdivision that is located close to town. Don't miss out on this opportunity.

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

Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167

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