Monroe County, KY Homes

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  Not Listed For Sale

  3753 Homer Bartley Rd, Tompkinsville, KY 42167

  3753 Homer Bartley Rd, Tompkinsville, KY 42167
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  /37

  $100,000

  • Land
  • 1 Acre
  • $100,000 per Acre

  0 County House Rd, Tompkinsville, KY 42167

  Step back in time with this beautifully preserved home from the 1800s, nestled on one acre in scenic Monroe County. This piece of Kentucky history stands proud on County House Road, offering the charm and craftsmanship of the past with the peace and quiet of rural living. From its solid bones and timeless architecture to its wraparound sense of calm, this home radiates warmth and

  MaKenzie Griffis Grateful Acres Realty

  0 County House Rd, Tompkinsville, KY 42167
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  $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

  Current Estimated Value $81,598

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  415 W 6th St, Tompkinsville, KY 42167
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  /26

  Est $162,309 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
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  /16

  $169,900

  • 3 Beds
  • 2.5 Baths
  • 1,464 Sq Ft

  182 Gamaliel Rd, Gamaliel, KY 42140

  You must take a look at this very nice house that has been completely remodeled throughout with all new flooring, new paint, new kitchen appliances, bathrooms have been updated, and it is move-in ready. This home has a living room, kitchen/dining room, 3 bedrooms, and 2.5 baths, laundry room, and a 1 car carport. This home has new windows, plumbing and drain lines, has central heat & air and is

  Sharon Proffitt Proffitt Real Estate Agency

  182 Gamaliel Rd, Gamaliel, KY 42140
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  /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
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  /4

  Not Listed For Sale

  1 Thompson Ln Unit TRACT, Hestand, KY 42151

  1 Thompson Ln Unit TRACT, Hestand, KY 42151
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  $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
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  $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
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  /12

  Est $151,027 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
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  $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
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  /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 $125,405

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

  205 S Main St, Tompkinsville, KY 42167
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  /18

  Est $239,934 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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  $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 - Glasgow

  708 Idru St, Tompkinsville, KY 42167
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  $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 $66,840

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  305 N Jackson St, Tompkinsville, KY 42167
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  Est $224,708 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
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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 - Glasgow

  69 AC Radio Station Rd, Tompkinsville, KY 42167
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  $152,000 Sold Feb 04, 2026

  AC Old Kessler Ridge Rd, Tompkinsville, KY 42167

  • Land
  • 46 Acres
  • $3,304 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 10 Days On Market

  Last Listing Agent Keith Corum RE/MAX Highland Realty

  AC Old Kessler Ridge Rd, Tompkinsville, KY 42167
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  /16

  Est $251,889 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,630 Sq Ft

  329 Woodhaven Dr, Tompkinsville, KY 42167

  329 Woodhaven Dr, Tompkinsville, KY 42167
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  $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
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  $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 Big South Realty & Auction, LLC - Gamaliel

  Lot Lovers Ln, Tompkinsville, KY 42167
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  /11

  Est $115,631 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
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  $429,000

  • 4 Beds
  • 4 Baths
  • 3,104 Sq Ft

  753 S Main St, Tompkinsville, KY 42167

  Beautiful brick home in the city limits of Tompkinsville. This beautiful impressive house features 4 bedrooms, an office (that could function as a fifth bedroom), den, kitchen, breakfast area, dining room, family room, living room, 2 full baths, and 2 half baths. This home sits on 10.73 acres, by recent survey, that gives you plenty of romm for gardens, pets, or other outdoor activities. This

  Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  753 S Main St, Tompkinsville, KY 42167
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  $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 - Glasgow

  27 Ac Fawbush Rd, Tompkinsville, KY 42167
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  /11

  Est $113,478 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
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  $179,900

  • 2 Beds
  • 1 Bath
  • 1,312 Sq Ft

  9 Poplar Hill Subdivision, Tompkinsville, KY 42167

  Conveniently located and COMPLETELY renovated! All new insulation, plumbing & wiring, new flooring, new walls, new appliances, new cabinets, all new fixtures, new everything! Ready to move in!

  Steve Wilson Wilson Real Estate & Auction

  9 Poplar Hill Subdivision, Tompkinsville, KY 42167
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  $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 Big South Realty & Auction, LLC - Gamaliel

  66 Ebenezer Rd, Tompkinsville, KY 42167
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  Est $194,151 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
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  /2

  $89,900

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft

  600 Lake St, Tompkinsville, KY 42167

  Selling is this 2 bedroom brick house that has a living room w/fireplace, eat-in kitchen, and one full bath. This home has a full walk out basement with a washer and dryer hookup. The home has a 1.5 year old metal roof and has new central heat & air. This home is sitting on a 0.27 acre lot.

  Sharon Proffitt Proffitt Real Estate Agency

  600 Lake St, Tompkinsville, KY 42167
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  $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

  Current Estimated Value $174,576

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  9526 Turkey Neck Bend Rd, Tompkinsville, KY 42167
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  Est $235,327 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
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  $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 Big South Realty & Auction, LLC - Gamaliel

  Ac Vernon Rd, Hestand, KY 42151
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  $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 $287,320

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

  123 Orchard Ln, Tompkinsville, KY 42167
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  Est $148,056 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
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  $139,000

  • 3 Beds
  • 1 Bath
  • 1,244 Sq Ft

  103 7th St, Tompkinsville, KY 42167

  Nice well kept home in the city of Tompkinsville. This home has a large lot, storage building and a nice buildng set up for a small business. Has mini split for heat and air.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  103 7th St, Tompkinsville, KY 42167
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  /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 - Glasgow

  276 Old Edmonton Rd, Tompkinsville, KY 42167
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  Est $177,053 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
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  $17,900

  • Land
  • 1.17 Acres
  • $15,299 per Acre

  0 White Oak Ridge Rd, Fountain Run, KY 42133

  Nice building lot in the county with concrete block building. No restrictions

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  0 White Oak Ridge Rd, Fountain Run, KY 42133
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  $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 Big South Realty & Auction, LLC - Gamaliel

  50 Dowell Dr, Tompkinsville, KY 42167
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  Est $550,000 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