Monroe County, KY Homes

/3
Not Listed For Sale
3753 Homer Bartley Rd, Tompkinsville, KY 42167

3753 Homer Bartley Rd, Tompkinsville, KY 42167

/38
$235,000
- 4 Beds
- 2 Baths
- 2,112 Sq Ft
395 Clark Estates, Tompkinsville, KY 42167

HUGE PRICE REDUCED TO $235,000 This is country living at its finest with this beautifully maintained log home sitting on 4.28 acres. Enjoy the peace and quite the country has to offer within 1/2 mile from the city limits. This home has a living room w/fireplace, kitchen, dining room, utility area, 1 bedroom, and 1 full bath on Level 1 and an additional 3 bedrooms and 1 full bath on Level 2. The

Sharon Proffitt Proffitt Real Estate Agency

395 Clark Estates, Tompkinsville, KY 42167
/2
$75,000 Sold Oct 09, 2025

415 W 6th St, Tompkinsville, KY 42167
- 3 Beds
- 1.5 Baths
- 1,112 Sq Ft
- Built 1953
Last Sold Summary
- 17% Below List Price
- $67/SF
- 0 Days On Market
Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

415 W 6th St, Tompkinsville, KY 42167

/26
Est $163,387 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
100 Hamilton Heights, Summer Shade, KY 42166

100 Hamilton Heights, Summer Shade, KY 42166

/3
$47,500
- Land
- 0.75 Acre
- $63,333 per Acre
0000 N Magnolia St, Tompkinsville, KY 42167

Take a look at this great level lot that is located in the heart of Tompkinsville. This lot is located at the corner of North Magnolia and White Street and has hookups for sewer, water, electricity, gas and all other city utilities. There has been a house and a trailer located on the property in the past. If you have been looking for a place to build a home on or a great commercial lot, look no

Sharon Proffitt Proffitt Real Estate Agency

0000 N Magnolia St, Tompkinsville, KY 42167
/10
$400,000 Sold Jul 23, 2025

0 Celina Rd Unit SC46681, Tompkinsville, KY 42167
- Land
- 49.74 Acres
- $8,042 per Acre
Last Sold Summary
- 2% Below List Price
- 0 Days On Market
Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

0 Celina Rd Unit SC46681, Tompkinsville, KY 42167

/4
Not Listed For Sale
1 Thompson Ln Unit TRACT, Hestand, KY 42151

1 Thompson Ln Unit TRACT, Hestand, KY 42151

/12
$130,000
- 2 Beds
- 1 Bath
- 912 Sq Ft
403 N Jackson St, Tompkinsville, KY 42167

Charming 2-bedroom, 1-bath log cabin home in the heart of Tompkinsville! Enjoy the cozy cabin feel with the convenience of being in town. Home features modern mini-split heating and cooling, rustic wood finishes, and a great layout perfect for a starter home, downsizing, or short-term rental potential. Motivated sellers—offered at just $130,000!

Morgan 'Sloan' Bull Legacy Property Group

403 N Jackson St, Tompkinsville, KY 42167
/3
$120,000 Sold Feb 21, 2025

4137 Oak Hill Church Rd, Tompkinsville, KY 42167
- Land
- 40.37 Acres
- $2,973 per Acre
Last Sold Summary
- 4 Days On Market
Last Listing Agent Steve Wilson Wilson Real Estate & Auction

4137 Oak Hill Church Rd, Tompkinsville, KY 42167

/12
Est $148,469 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,468 Sq Ft
121 Spring Valley Rd, Tompkinsville, KY 42167

121 Spring Valley Rd, Tompkinsville, KY 42167

/12
$135,000
- 3 Beds
- 1.5 Baths
- 1,470 Sq Ft
708 Idru St, Tompkinsville, KY 42167

If you are looking for a great home in the city limits of Tompkinsville, look no further! This is a brick home in a convenient location. This home would be great for someone starting out. Don't miss out on this opportunity!

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

708 Idru St, Tompkinsville, KY 42167
/19
$87,500 Sold May 09, 2025

205 S Main St, Tompkinsville, KY 42167
- 3 Beds
- 1 Bath
- 1,883 Sq Ft
- Built 1959
Last Sold Summary
- 35% Below List Price
- $46/SF
- 58 Days On Market
Current Estimated Value $128,047

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

205 S Main St, Tompkinsville, KY 42167

/18
Est $241,526 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,593 Sq Ft
188 Spring Valley Rd, Tompkinsville, KY 42167

188 Spring Valley Rd, Tompkinsville, KY 42167

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$425,000
- Land
- 69 Acres
- $6,159 per Acre
69 AC Radio Station Rd, Tompkinsville, KY 42167

This is a BEAUTIFUL farm that is so diverse. You could build your dream home here, farm this gently rolling ground, or you could also hunt here! This farm has two very nice barns with one of them having electric and water. This farm is located in a highly sought after area. Don't misss out on this opportunity!

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

69 AC Radio Station Rd, Tompkinsville, KY 42167
/13
$60,000 Sold Jun 26, 2025

305 N Jackson St, Tompkinsville, KY 42167
- 4 Beds
- 1 Bath
- 965 Sq Ft
- Built 1955
Last Sold Summary
- 14% Below List Price
- $62/SF
- 0 Days On Market
Current Estimated Value $66,197

Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

305 N Jackson St, Tompkinsville, KY 42167

/24
Est $250,537 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,670 Sq Ft
88 Beechwood Dr, Tompkinsville, KY 42167

88 Beechwood Dr, Tompkinsville, KY 42167

/7
$225,500
- Land
- 17 Acres
- $13,265 per Acre
2241 Old Glasgow Rd, Tompkinsville, KY 42167

Dakota Elmore Elmore Realty & Auction

2241 Old Glasgow Rd, Tompkinsville, KY 42167
/3
$8,000 Sold Dec 23, 2025

Lot Lovers Ln, Tompkinsville, KY 42167
- Land
- 0.89 Acre
- $8,989 per Acre
Last Sold Summary
- 60% Below List Price
- 477 Days On Market
Last Listing Agent Bobby Lane Mills Real Estate & Auction Co., LLC - Gamaliel

Lot Lovers Ln, Tompkinsville, KY 42167

/16
Est $242,058 Not Listed For Sale
- 4 Beds
- 5 Baths
- 2,630 Sq Ft
329 Woodhaven Dr, Tompkinsville, KY 42167

329 Woodhaven Dr, Tompkinsville, KY 42167

/70
$45,900
- Land
- 5.46 Acres
- $8,407 per Acre
0 Lovers Ln, Tompkinsville, KY 42167

Welcome to a rare opportunity in the heart of Tompkinsville! This 5.46-acre property boasts seven spacious lots, complete with a serene creek running through. Nestled within the city limits, this parcel offers the convenience of city amenities with the tranquility of nature. With water and sewer connections readily available, the potential for development is endless. Owner would be willing to

Keith Cooper CENTURY 21 Advantage Realty

0 Lovers Ln, Tompkinsville, KY 42167
/4
$100,000 Sold Jun 02, 2025

27 Ac Fawbush Rd, Tompkinsville, KY 42167
- Land
- 27 Acres
- $3,704 per Acre
Last Sold Summary
- 23% Below List Price
- 53 Days On Market
Last Listing Agent Sara Leftwich Mills Real Estate & Auction Co., LLC - Gamaliel

27 Ac Fawbush Rd, Tompkinsville, KY 42167

/11
Est $84,753 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,256 Sq Ft
308 W 5th St, Tompkinsville, KY 42167

308 W 5th St, Tompkinsville, KY 42167

/36
$299,999
- 3 Beds
- 1 Bath
1739 Vernon Rd, Hestand, KY 42151

This maintained brick residence sits on a 1.42+/- acre lot, blending comfort with the tranquility of nature. Step inside to discover a generous layout that boasts a living area, seamlessly flowing into a warm, combined kitchen and dining space - perfect for intimate gatherings or festive dinners. The family room invites you to unwind by the wood-burning fireplace, currently enhanced with a gas

TJ Stearns United Country - Lakes and Land Realty

1739 Vernon Rd, Hestand, KY 42151
/17
$210,000 Sold Nov 07, 2025

66 Ebenezer Rd, Tompkinsville, KY 42167
- 4 Beds
- 2 Baths
- 2,296 Sq Ft
- Built 1982
Last Sold Summary
- 9% Below List Price
- $91/SF
- 18 Days On Market
Last Listing Agent Joe Murphy Mills Real Estate & Auction Co., LLC - Gamaliel

66 Ebenezer Rd, Tompkinsville, KY 42167

/11
Est $108,768 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,062 Sq Ft
502 W 5th St, Tompkinsville, KY 42167

502 W 5th St, Tompkinsville, KY 42167

/41
$329,000
- 4 Beds
- 3 Baths
3390 Vernon Rd, Hestand, KY 42151

Welcome to your very own slice of paradise, a 4-bedroom, 3-bathroom home nestled on a 2+/- acre lot! This remarkable property seamlessly blends modern elegance with cozy charm, creating the perfect oasis for family living and entertaining. Step inside to be greeted by gleaming hardwood and tile flooring that flows throughout, setting the tone for the contemporary design. The heart of this home

Ryan Brown United Country - Lakes and Land Realty

3390 Vernon Rd, Hestand, KY 42151
/8
$153,000 Sold Oct 09, 2025

9526 Turkey Neck Bend Rd, Tompkinsville, KY 42167
- Land
- 51.62 Acres
- $2,964 per Acre
Last Sold Summary
- 8% Below List Price
- 0 Days On Market
Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

9526 Turkey Neck Bend Rd, Tompkinsville, KY 42167

/37
Est $240,835 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,160 Sq Ft
612 W 6th St, Tompkinsville, KY 42167

612 W 6th St, Tompkinsville, KY 42167

/5
$75,000
- Land
- 6.18 Acres
- $12,136 per Acre
Lot 14 Hideaway Bay Unit Capitol Hill Road, Fountain Run, KY 42133

Beautiful wooded lot with rolling hills and year-round spring on Barren River Lake. Mature timber and abundant deer and wildlife. Connects to Corps of Engineers property. .7 miles from boat ramp. Dock available with approval. Shared driveway with 5429 Capitol Hill.

James Brown Keller Williams First Choice R

Lot 14 Hideaway Bay Unit Capitol Hill Road, Fountain Run, KY 42133
/41
$287,000 Sold Aug 08, 2025

123 Orchard Ln, Tompkinsville, KY 42167
- 3 Beds
- 2 Baths
- 2,475 Sq Ft
- Built 2008
Last Sold Summary
- 12% Below List Price
- $116/SF
- 67 Days On Market
Current Estimated Value $288,898

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

123 Orchard Ln, Tompkinsville, KY 42167

/16
Est $232,787 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,036 Sq Ft
610 W 6th St, Tompkinsville, KY 42167

610 W 6th St, Tompkinsville, KY 42167

/3
$83,700
- Land
- 10.4 Acres
- $8,048 per Acre
Ac Vernon Rd, Hestand, KY 42151

Beautiful acreage located a short distance out of Tompkinsville, KY. This property has 10.40 acres of mostly open ground with some woodland on it, with fencing. Good road frontage and several potential building sites on it. This property is only a short distance from Dale Hollow Lake (approx. 20 miles) and just a short distance from the Cumberland River. Recreational activities available

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

Ac Vernon Rd, Hestand, KY 42151
/11
$65,000 Sold Sep 15, 2025

276 Old Edmonton Rd, Tompkinsville, KY 42167
- 2 Beds
- 1 Bath
- 1,212 Sq Ft
- Built 1978
Last Sold Summary
- 24% Below List Price
- $54/SF
- 38 Days On Market
Last Listing Agent Sara Leftwich Mills Real Estate & Auction Co., LLC - Gamaliel

276 Old Edmonton Rd, Tompkinsville, KY 42167

/12
Est $118,224 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,221 Sq Ft
211 Jim Bryant Ave, Tompkinsville, KY 42167

211 Jim Bryant Ave, Tompkinsville, KY 42167

/19
$260,000
- 2 Beds
- 1 Bath
- 872 Sq Ft
43 Vernon Rd, Hestand, KY 42151

lust a few miles from Tompkinsville, you can have country living with the convenience of being only a few minutes from town. This nice 2 bedroom, 1 bath brick home is ready to move into. Remodeled not long ago, it has hardwood and laminate flooning thru out, CHA, & a full basement. Sitting on 4.64 acres that is ready for your horses or other livestock. With the largest portion of this acreage

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

43 Vernon Rd, Hestand, KY 42151
/2
$55,000 Sold Dec 15, 2025

50 Dowell Dr, Tompkinsville, KY 42167
- 3 Beds
- 1 Bath
- 1,170 Sq Ft
- Built 1983
Last Sold Summary
- 7% Below List Price
- $47/SF
- 1 Day On Market
Last Listing Agent Joe Murphy Mills Real Estate & Auction Co., LLC - Gamaliel

50 Dowell Dr, Tompkinsville, KY 42167

/17
Est $189,399 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,300 Sq Ft
112 Holland St, Gamaliel, KY 42140

112 Holland St, Gamaliel, KY 42140

/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 $139,111

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

139 North St, Tompkinsville, KY 42167

/6
Est $289,000 Not Listed For Sale
- 3 Beds
- 1,424 Sq Ft
14502 Center Point Rd, Tompkinsville, KY 42167

14502 Center Point Rd, Tompkinsville, KY 42167

Showing Results 81 - 120, Page 3 of 18

Kentucky Monroe County

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