Recently Sold Monroe County KY Homes

/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
Selling your home? Sell it faster and for more with a Homes.com Boost.
Buy Now
/29
$150,000 Sold Oct 02, 2024
- 1,380 Sq Ft
- $109/SF
- 27 Days On Market
- 4 Beds
- 1 Bath
- Built 1978
165 Crowe Ave, Gamaliel, KY 42140

If you are looking for a quiet, relaxed, hometown feel, this is the home for you! This all brick home is located in the prime corner lot and unique in this loop subdivision. The "fan-shaped" land provides the best of both worlds for land location with privacy. You can sit on the front porch to drink a glass of lemonade & chat with the neighbors. You can sit in one of 3 areas with privacy-back

Misty Crawford Crye-Leike REALTORS

165 Crowe Ave, Gamaliel, KY 42140
/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
/18
$117,000 Sold Sep 11, 2024
- 1,380 Sq Ft
- $85/SF
- 6 Days On Market
- 2 Beds
- 1 Bath
- Built 1968
267 S Union Hill School Rd, Summer Shade, KY 42166

If you are looking for a house out in the country that is in a peaceful area, this is your opportunity! This home has two bedrooms, one bathroom, but could have a third bedroom it it had a closet. This home has brick exterior, a full basement, a large eat in kitchen, and much more! This also would make a great flipper home!

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

267 S Union Hill School Rd, Summer Shade, KY 42166
/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
/2
$175,000 Sold Jun 05, 2025
- Land
- 50 Acres
- $3,500 per Acre
- 79 Days On Market
1745 Vernon Rd, Hestand, KY 42151

Looking to build in a private, secluded area then this is for you! Check out this mostly open 50-acre property with woods around it. Perfect for hunting, farming or building your dream home in privacy.

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

1745 Vernon Rd, Hestand, KY 42151
/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
/2
$30,000 Sold Apr 28, 2025
- Land
- 2.00 Acres
- $15,000 per Acre
- 8 Days On Market
2 Ac S Union Hill School Rd, Summer Shade, KY 42166

If you are looking for a beautiful area to build a home, this is a great location! This lot is unrestricted with electric and water available. A lot this size does not come available very often out in the country. Don't miss out on this opportunity. MLS 46564 - 1.03 AC & MLS 46565 0.97 AC were sold together as one tract

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

2 Ac S Union Hill School Rd, Summer Shade, KY 42166
/2
$14,000 Sold Jan 22, 2025
- Land
- 3.50 Acres
- $4,000 per Acre
252 Thomas St, Fountain Run, KY 42167

Just on the market are 2 lots located on Thomas St.., Fountain Run, KY. One lot consists of 0.75 acre and the 2nd lot consists of 2.75 acres according to the PVA records. These lots are mostly in timberland.

Sharon Proffitt Proffitt Real Estate Agency

252 Thomas St, Fountain Run, KY 42167
/2
$20,000 Sold Dec 13, 2024
- Land
- 1.00 Acre
- $20,000 per Acre
- 2 Days On Market
1 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

1 AC Harlans Crossroads, Tompkinsville, KY 42167
/2
$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
/2
$19,500 Sold Oct 28, 2024
- Land
- 1.33 Acres
- $14,662 per Acre
- 20 Days On Market
186 Castle Heights Dr, Tompkinsville, KY 42167

Recently surveyed 1.33 acre lot. All city utilities available. Good neighborhood convenient to everything.

Steve Wilson Wilson Real Estate & Auction

186 Castle Heights Dr, Tompkinsville, KY 42167
/2
$120,000 Sold Aug 15, 2024
- 989 Sq Ft
- $121/SF
- 31 Days On Market
- 2 Beds
- 1 Bath
- Built 1968
342 Old Glasgow Rd, Tompkinsville, KY 42167

This is a perfect home for someone looking for a fresh start in a country setting but also close to town. This home has so much to offer including lots of storage space. Call me today for a showing! 270-361-9706

Morgan Bull Keller Williams First Choice Realty

342 Old Glasgow Rd, Tompkinsville, KY 42167
/2
$58,500 Sold Aug 09, 2024
- Land
- 9 Acres
- $6,500 per Acre
- 117 Days On Market
2425 New Design Rd, Fountain Run, KY 42133

Hard to find tract of land with loads of road frontage. Lays well and has water from a pond. County water and electric on site

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

2425 New Design Rd, Fountain Run, KY 42133
/2
$10,500 Sold Aug 09, 2024
- Land
- 0.30 Acre
- $35,000 per Acre
- 220 Days On Market
11 M Johnson Rd, Tompkinsville, KY 42167

Subject could be separated into 2 lots. There is septic and electric on site. The corner lot offers many opportunities.

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

11 M Johnson Rd, Tompkinsville, KY 42167
/2
$385,000 Sold Jul 29, 2024
- 1,680 Sq Ft
- $229/SF
- 101 Days On Market
- 4 Beds
- 2 Baths
- Built 2004
689 B Proffitt Rd, Gamaliel, KY 42140

Beautiful newly renovated 4 bedroom log cabin nestled in paradise that has a generous 1680 +/- Sq. feet. This property features over 15 acres and comes with breathtaking views that you would only dream of! This property is great for that investment property or the forever home that you have been looking for! This home boasts a beautiful log cabin feel with spacious rooms and 3/4 wrap around porch

Jesse Muse Mills Real Estate & Auction Co., LLC - Glasgow

689 B Proffitt Rd, Gamaliel, KY 42140
/12
$83,000 Sold Aug 09, 2024
- 1,300 Sq Ft
- $64/SF
- 217 Days On Market
- 3 Beds
- 1 Bath
- Built 1971
223 Patterson St, Gamaliel, KY 42140

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

223 Patterson St, Gamaliel, KY 42140
/2
$195,000 Sold Apr 28, 2025
- Land
- 50 Acres
- $3,900 per Acre
- 0 Days On Market
4436 Stringtown Flippin Rd, Mount Hermon, KY 42157

Ben Bray BHGRE, Ben Bray & Associates

4436 Stringtown Flippin Rd, Mount Hermon, KY 42157
/2
$1,443,026 Sold Mar 31, 2025
- Land
- 300 Acres
- $4,810 per Acre
2060 Old Glasgow Rd, Tompkinsville, KY 42167

Dakota Elmore Elmore Realty & Auction

2060 Old Glasgow Rd, Tompkinsville, KY 42167
/2
$152,000 Sold Dec 06, 2024
- 1,500 Sq Ft
- $101/SF
- 0 Days On Market
- 3 Beds
- 1 Bath
395 Harlans Crossroads, Tompkinsville, KY 42167

Wilma Embry Crye-Leike Executive Realty

395 Harlans Crossroads, Tompkinsville, KY 42167

Showing Results 41 - 65, Page 2 of 2

Kentucky Monroe County

How to Buy a Home How to Sell a Home How to Rent a Home

Monroe County Types of Homes for Sale

Monroe County Land for Sale

More About Living in Monroe County

Homes in Nearby Neighborhoods

Macon County Homes for Sale

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked.
Notices must be sent in writing by email to DMCAnotice@MLSGrid.com.
The DMCA requires that your notice of alleged copyright infringement include the following information:
(1) description of the copyrighted work that is the subject of claimed infringement;
(2) description of the alleged infringing content and information sufficient to permit us to locate the content;
(3) contact information for you, including your address, telephone number and email address;
(4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law;
(5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and
(6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.