Monroe County, KY Homes

/5
$246,500
- Land
- 17 Acres
- $14,500 per Acre
1 County House Rd, Tompkinsville, KY 42167

17 acres of Kentucky countryside, wide and open, with a mix of level pasture and gentle rolling hills that make it feel like something straight out of a country song. Zoned agricultural, this land is a clean slate-perfect for a dream home, mini-farm, or a quiet hideaway where you can hear your thoughts and watch the stars actually sparkle. Tompkinsville sits at the heart of Monroe County,

Amanda Griffis Grateful Acres Realty

1 County House Rd, Tompkinsville, KY 42167
/25
$137,000 Sold Aug 20, 2025

139 North St, Tompkinsville, KY 42167
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1960
Last Sold Summary
- 2% Below List Price
- $143/SF
- 9 Days On Market
Current Estimated Value $133,993

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

139 North St, Tompkinsville, KY 42167

/3
Est $231,951 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,232 Sq Ft
8516 Celina Rd, Tompkinsville, KY 42167

8516 Celina Rd, Tompkinsville, KY 42167

/13
$169,900 Sold Dec 01, 2025

4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167
- 3 Beds
- 2 Baths
- 1,741 Sq Ft
- Built 1990
Last Sold Summary
- $98/SF
- 14 Days On Market
Last Listing Agent Cassi Harris Coldwell Banker Legacy Group

4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167

/26
Est $336,066 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,904 Sq Ft
204 Forrest Hills Dr, Tompkinsville, KY 42167

204 Forrest Hills Dr, Tompkinsville, KY 42167

/2
$195,000 Sold Apr 28, 2025

4436 Stringtown Flippin Rd, Mount Hermon, KY 42157
Last Sold Summary
- 2% Below List Price
- 0 Days On Market
Current Estimated Value $198,151

Last Listing Agent Ben Bray BHGRE, Ben Bray & Associates

4436 Stringtown Flippin Rd, Mount Hermon, KY 42157

/18
Est $114,311 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,115 Sq Ft
230 Mill Creek Rd, Tompkinsville, KY 42167

230 Mill Creek Rd, Tompkinsville, KY 42167

/16
$120,000 Sold Mar 27, 2025

737 Columbia Ave, Tompkinsville, KY 42167
- 2 Beds
- 1 Bath
- 1,296 Sq Ft
- Built 2010
Last Sold Summary
- 11% Below List Price
- $93/SF
- 26 Days On Market
Last Listing Agent Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

737 Columbia Ave, Tompkinsville, KY 42167

/12
Est $229,956 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,500 Sq Ft
328 Old Glasgow Rd, Tompkinsville, KY 42167

328 Old Glasgow Rd, Tompkinsville, KY 42167

/11
$135,000 Sold Mar 04, 2025

607 Lake St, Tompkinsville, KY 42167
- 3 Beds
- 2 Baths
- 1,586 Sq Ft
- Built 1986
Last Sold Summary
- 21% Below List Price
- $85/SF
- 127 Days On Market
Current Estimated Value $135,409

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

607 Lake St, Tompkinsville, KY 42167

/21
Est $206,007 Not Listed For Sale
- 7 Beds
- 5 Baths
- 3,800 Sq Ft
438 Rowland Ln, Tompkinsville, KY 42167

438 Rowland Ln, Tompkinsville, KY 42167

/15
$140,000 Sold Mar 17, 2025

5927 Gamaliel Rd, Tompkinsville, KY 42167
- 3 Beds
- 1 Bath
- 1,310 Sq Ft
- Built 1950
Last Sold Summary
- 12% Below List Price
- $107/SF
- 118 Days On Market
Current Estimated Value $170,878

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

5927 Gamaliel Rd, Tompkinsville, KY 42167

/52
Est $359,559 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,880 Sq Ft
1862 Sugar Grove Rd, Tompkinsville, KY 42167

1862 Sugar Grove Rd, Tompkinsville, KY 42167

/38
$240,000 Sold Oct 22, 2025

9263 Center Point Rd, Tompkinsville, KY 42167
- 1 Bed
- 1 Bath
- 1,044 Sq Ft
Last Sold Summary
- 13% Below List Price
- $230/SF
- 63 Days On Market
Current Estimated Value $236,480

Last Listing Agent Sherri Butler McIver Realty Group

9263 Center Point Rd, Tompkinsville, KY 42167

/6
Est $102,795 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,264 Sq Ft
3489 Gamaliel Rd, Tompkinsville, KY 42167

3489 Gamaliel Rd, Tompkinsville, KY 42167

/2
$30,000 Sold Apr 28, 2025

2 Ac S Union Hill School Rd, Summer Shade, KY 42166
- Land
- 2 Acres
- $15,000 per Acre
Last Sold Summary
- 33% Below List Price
- 8 Days On Market
Last Listing Agent Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

2 Ac S Union Hill School Rd, Summer Shade, KY 42166

/17
Est $172,317 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,334 Sq Ft
5126 Gamaliel Rd, Tompkinsville, KY 42167

5126 Gamaliel Rd, Tompkinsville, KY 42167

/2
$44,900 Sold Apr 09, 2025

74 Akersville Rd, Fountain Run, KY 42133
- 2 Beds
- 1 Bath
- 1,171 Sq Ft
- Built 1947
Last Sold Summary
- $38/SF
- 1 Day On Market
Current Estimated Value $48,911

Last Listing Agent Stacey Fergerson Coldwell Banker Legacy Group

74 Akersville Rd, Fountain Run, KY 42133

/18
Est $139,030 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,300 Sq Ft
3274 Ebenezer Rd, Tompkinsville, KY 42167

3274 Ebenezer Rd, Tompkinsville, KY 42167

/7
$162,000 Sold Dec 30, 2025

2241 Old Glasgow Rd, Tompkinsville, KY 42167
- Land
- 17 Acres
- $9,529 per Acre
Last Sold Summary
- 28% Below List Price
- 115 Days On Market
Last Listing Agent Dakota Elmore Elmore Realty & Auction

2241 Old Glasgow Rd, Tompkinsville, KY 42167

/17
Est $146,308 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,008 Sq Ft
3416 Ebenezer Rd, Tompkinsville, KY 42167

3416 Ebenezer Rd, Tompkinsville, KY 42167

/21
$160,000 Sold Aug 08, 2025

3197 Center Point Rd, Tompkinsville, KY 42167
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- Built 1968
Last Sold Summary
- 6% Below List Price
- $89/SF
- 180 Days On Market
Current Estimated Value $155,226

Last Listing Agent Steve Wilson Wilson Real Estate & Auction

3197 Center Point Rd, Tompkinsville, KY 42167

/18
Est $304,928 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,752 Sq Ft
482 Bill Butler Rd, Tompkinsville, KY 42167

482 Bill Butler Rd, Tompkinsville, KY 42167

/11
$250,000 Sold Jun 26, 2025

0 Pipeline Rd, Summer Shade, KY 42166
- Land
- 48.97 Acres
- $5,105 per Acre
Last Sold Summary
- 99% Below List Price
- 0 Days On Market
Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

0 Pipeline Rd, Summer Shade, KY 42166

/20
Est $325,562 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,828 Sq Ft
1363 Chandler Rd, Tompkinsville, KY 42167

1363 Chandler Rd, Tompkinsville, KY 42167

/3
$30,000 Sold Apr 16, 2025

2.72 AC Harlans Crossroads, Tompkinsville, KY 42167
- Land
- 2.72 Acres
- $11,029 per Acre
Last Sold Summary
- 25% Below List Price
- 91 Days On Market
Last Listing Agent Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

2.72 AC Harlans Crossroads, Tompkinsville, KY 42167

/23
Est $205,653 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,482 Sq Ft
225 Miller Rd, Tompkinsville, KY 42167

225 Miller Rd, Tompkinsville, KY 42167

/2
$10,000 Sold May 19, 2025

Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167
- Land
- 0.89 Acre
- $11,236 per Acre
Last Sold Summary
- 13% Below List Price
- 662 Days On Market
Last Listing Agent Sara Leftwich Mills Real Estate & Auction Co., LLC - Glasgow

Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167

/12
Est $226,957 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,450 Sq Ft
2180 Strodetown Rd, Tompkinsville, KY 42167

2180 Strodetown Rd, Tompkinsville, KY 42167

/2
$1,443,026 Sold Mar 31, 2025

2060 Old Glasgow Rd, Tompkinsville, KY 42167
- Land
- 300 Acres
- $4,810 per Acre
Last Sold Summary
- 144,203% Above List Price
Last Listing Agent Dakota Elmore Elmore Realty & Auction

2060 Old Glasgow Rd, Tompkinsville, KY 42167

/17
Est $429,514 Not Listed For Sale
- 2 Beds
- 2 Baths
- 2,250 Sq Ft
488 Brown Cemetery Rd, Tompkinsville, KY 42167

488 Brown Cemetery Rd, Tompkinsville, KY 42167

/18
$235,000 Sold Oct 30, 2025

155 Spring Valley, Tompkinsville, KY 42167
- 3 Beds
- 2 Baths
- 2,148 Sq Ft
- Built 1989
Last Sold Summary
- 15% Below List Price
- $109/SF
- 42 Days On Market
Current Estimated Value $222,386

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

155 Spring Valley, Tompkinsville, KY 42167

/18
Est $272,026 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,933 Sq Ft
Unlisted Address

Unlisted Address

/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
Last Listing Agent Joe Costello Mills Real Estate & Auction

50 Coach O Dr, Tompkinsville, KY 42167

/18
Est $220,521 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,920 Sq Ft
2332 Old Glasgow Rd, Tompkinsville, KY 42167

2332 Old Glasgow Rd, Tompkinsville, KY 42167

/18
$349,000 Sold Jul 28, 2025

305 Beech Grove Boles Rd, Tompkinsville, KY 42167
- 2 Beds
- 1.5 Baths
- 1,300 Sq Ft
- Built 1970
Last Sold Summary
- 3% Below List Price
- $268/SF
- 65 Days On Market
Current Estimated Value $206,000

Last Listing Agent Michael Dubree Patriot Realty - Auction LLC

305 Beech Grove Boles Rd, Tompkinsville, KY 42167

/11
Est $150,499 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,208 Sq Ft
172 Clementsville Rd, Gamaliel, KY 42140

172 Clementsville Rd, Gamaliel, KY 42140

/25
$179,000 Sold Jul 21, 2025

261 Martha Ln, Tompkinsville, KY 42167
- 3 Beds
- 2 Baths
- 1,596 Sq Ft
- Built 1988
Last Sold Summary
- 6% Below List Price
- $112/SF
- 20 Days On Market
Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

261 Martha Ln, Tompkinsville, KY 42167

/16
Est $104,000 Not Listed For Sale
- 3 Beds
- 1 Bath
- 672 Sq Ft
98 Mill St, Fountain Run, KY 42133

98 Mill St, Fountain Run, KY 42133

/22
$207,000 Sold Mar 25, 2025

3738 V Comer Rd, Tompkinsville, KY 42167
- 4 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 1900
Last Sold Summary
- 23% Below List Price
- $86/SF
- 144 Days On Market
Current Estimated Value $251,000

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

3738 V Comer Rd, Tompkinsville, KY 42167

Showing Results 121 - 160, Page 4 of 18

Kentucky Monroe County

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