Recently Sold Monroe County KY Homes

/25
$137,000 Sold Aug 20, 2025
- 960 Sq Ft
- $143/SF
- 9 Days On Market
- 3 Beds
- 1 Bath
- Built 1960
139 North St, Tompkinsville, KY 42167

This is a beautiful 3 bedroom, 1 bath brick home that is in great condition. This home lays on a level lot that has a newer shed in the backyard. This home would be ideal for an elderly person or a starter home! Don't miss out on this opportunity!

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

139 North St, Tompkinsville, KY 42167
/22
$115,000 Sold Aug 15, 2025
- 1,140 Sq Ft
- $101/SF
- 5 Days On Market
- 3 Beds
- 1 Bath
609 Columbia Ave, Tompkinsville, KY 42167

Welcome to this newly remodeled 3-bedroom, 2-bath house offering comfort, space, and just the right amount of character. Featuring an open layout perfect for everyday life and casual entertaining, this home blends functionality with charm. The primary bedroom includes ample closet space and a private bathroom, while two additional bedrooms offer flexibility for family, guests, or a home

Sherri Butler McIver Realty Group

609 Columbia Ave, Tompkinsville, KY 42167
/41
$287,000 Sold Aug 08, 2025
- 2,475 Sq Ft
- $116/SF
- 67 Days On Market
- 3 Beds
- 2 Baths
- Built 2008
123 Orchard Ln, Tompkinsville, KY 42167

This is a beautiful 3 bedroom, 3 bath home that has so much to offer! It has LVT floors, along with tile and carpet. It contains a newly finished basement. Right outside the home there is an above ground pool with a new liner and a new deck. This is also an in law suite on the property that is practically another house. It has a living room and kitchen combo, bathroom, bedroom, and closet.

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

123 Orchard Ln, Tompkinsville, KY 42167
/21
$160,000 Sold Aug 08, 2025
- 1,800 Sq Ft
- $89/SF
- 180 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
3197 Center Point Rd, Tompkinsville, KY 42167

Close to town with a country feel. Hardwood floors, partially finished basement with bath, vinyl windows. Room for horses or calves with 4 acres and a barn!

Steve Wilson Wilson Real Estate & Auction

3197 Center Point Rd, Tompkinsville, KY 42167
/37
$132,500 Sold Aug 04, 2025
- 2,105 Sq Ft
- $63/SF
- 17 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1948
505 W 4th St, Tompkinsville, KY 42167

Welcome to this charming brick home nestled within the city limits, where classic character meets everyday comfort. This spacious residence offers four bedrooms—two on the main level and two upstairs—providing flexibility for families, guests, or a home office setup. With one and a half baths and a full unfinished basement, there's plenty of room to grow and customize the space to your liking.

Tammy Pulley Elmore Realty & Auction

505 W 4th St, Tompkinsville, KY 42167
/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
/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
/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
/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
/51
$248,000 Sold Jul 01, 2025
- 1,943 Sq Ft
- $128/SF
- 62 Days On Market
- 3 Beds
- 1 Bath
- Built 1900
14308 Tompkinsville Rd, Glasgow, KY 42141

Discover the charm and potential of this 26 +/- acre farm located in the peaceful Temple Hill area, just 12 miles from the Glasgow Square. This property features a classic farmhouse and a solid 30x40' barn with an additional 10x40' lean-to, offering plenty of space for storage, equipment, or livestock. Outdoors, you’ll find two serene ponds—one complete with a dock that's perfect for fishing—as

Tammy Pulley Elmore Realty & Auction

14308 Tompkinsville Rd, Glasgow, KY 42141
/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
/11
$250,000 Sold Jun 26, 2025
- Land
- 49 Acres
- $5,105 per Acre
- 0 Days On Market
0 Pipeline Rd, Summer Shade, KY 42166

Just listed are 5 beautiful tracts of land ranging from 1.41 Acres to 23.57 acres. Each tract is priced individually or you can buy the entire acreage. These tracts are ideal for building on or just having a small farm operation. There is county water available and all other utilities available. Tracts of land this size are getting harder and harder to find. Contact listing agent for more

Sharon Proffitt Proffitt Real Estate Agency

0 Pipeline Rd, Summer Shade, KY 42166
/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
/45
$350,000 Sold May 13, 2025
- 1,783 Sq Ft
- $196/SF
- 27 Days On Market
- 3 Beds
- 2 Baths
- Built 1940
650 John Scott Rd, Fountain Run, KY 42133

Look no further if you seek spacious country living on a farm setting. Discover your dream property in the Akersville community of Monroe County, just 15 convenient minutes from Lafayette, TN. This lovely property offers the perfect blend of comfort and country charm. The beautiful three-bedroom (PLUS bonus room), two-bath home sits on approximately 20 pristine acres with cross fencing on

Kimberly Desvernine Benchmark Realty LLC

650 John Scott Rd, Fountain Run, KY 42133
/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
/3
$175,000 Sold Apr 25, 2025
- Land
- 208 Acres
- $841 per Acre
- 80 Days On Market
1744 Vernon Rd, Hestand, KY 42151

Looking to build in a private, secluded area then this is for you! Check out this 208-acre property with about 70% wooded land with a mix of open field included. Perfect for hunting, farming or building your dream home in privacy.

Katie Jones Better Homes & Garden Real Estate--Ben Bray & Associates

1744 Vernon Rd, Hestand, KY 42151
/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
/2
$44,900 Sold Apr 09, 2025
- 1,171 Sq Ft
- $38/SF
- 1 Day On Market
- 2 Beds
- 1 Bath
- Built 1947
74 Akersville Rd, Fountain Run, KY 42133

Call agent for details The purchaser has the right to make any and all inspections, but the seller will not make/pay for any repairs. Purchaser shall be responsible to pay for preparation of Deed/Title, closing fees, clean out expense, inspection fees, any other expense associated with closing the property. Seller shall not be responsible for any closing expenses. If the seller passes away then

Stacey Fergerson Coldwell Banker Legacy Group

74 Akersville Rd, Fountain Run, KY 42133
/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
/23
$172,000 Sold Jan 08, 2025
- 1,445 Sq Ft
- $119/SF
- 138 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1966
13510 Fountain Run Rd, Fountain Run, KY 42133

Welcome to the quaint little town of Fountain Run, KY. This beauty sits in the heart of southern KY. Just minutes to Tennessee and a five minute drive to Barren River Lake. You're just a walk away from the local legend, Flappers Market. You can walk to restaurants, stores, the city park and much more. This home offers hardwood flooring, LVP, large bedrooms, a huge family area with natural

Michael Wilson Mills Real Estate & Auction

13510 Fountain Run Rd, Fountain Run, KY 42133
/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 R

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

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Recently Sold Monroe County KY Homes

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