Monroe, KY Homes

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  /12

  $50,000

  • Land
  • 6 Acres
  • $7,692 per Acre

  Lot 40 Bend@ the Cumberland, Tompkinsville, KY 42167

  The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

  

  Sherri Butler

  McIver Realty Group

  (270) 713-9907

  Lot 40 Bend@ the Cumberland, Tompkinsville, KY 42167
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  /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
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  /46

  Est $315,815 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,604 Sq Ft

  297 Petett Rd, Tompkinsville, KY 42167

  297 Petett Rd, Tompkinsville, KY 42167
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  /38

  $275,000 Pending

  • 1 Bed
  • 1 Bath
  • 1,044 Sq Ft

  9263 Center Point Rd, Tompkinsville, KY 42167

  1 & 1/2 story home with 51.01 acres by survey located in a country setting in Monroe County, Kentucky in the Center Point Community offers plenty of privacy, breath taking views of pastures, abundant wildlife, & the serenity of peaceful Country Living. The permitter of the property is fenced for cattle with several cross fences adding value to the farm and currently is operating as a cattle

  

  Sherri Butler

  McIver Realty Group

  (270) 900-5966

  9263 Center Point Rd, Tompkinsville, KY 42167
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  /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
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  /3

  Not Listed For Sale

  0 Turkey Neck Bend Rd Unit 225856, Tompkinsville, KY 42167

  0 Turkey Neck Bend Rd Unit 225856, Tompkinsville, KY 42167
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  /6

  $45,000

  • Land
  • 2.06 Acres
  • $21,845 per Acre

  Lot 31 the Bend@the Cumberland, Tompkinsville, KY 42167

  Corner River Lot offers plenty of peace and tranquility for those wanting to have the life in the country. Property is level and has electric and water. Community Boat ramp available.Mild restrictions

  

  Sherri Butler

  McIver Realty Group

  (270) 341-3754

  Lot 31 the Bend@the Cumberland, Tompkinsville, KY 42167
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  /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
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  /10

  Not Listed For Sale

  14 AC Carl Page Rd, Tompkinsville, KY 42167

  14 AC Carl Page Rd, Tompkinsville, KY 42167
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  /56

  $475,000

  • Land
  • 159 Acres
  • $2,996 per Acre

  0 S Old Trace Rd Unit LotWP001 23456495, Tompkinsville, KY 42167

  Tucked back off the road and wrapped in quiet seclusion, this beautiful, large-acreage tract is a true slice of heaven. With electric, water, and septic already in place for your camper, it’s ready for weekend getaways or extended stays. A fenced-in area provides a safe space for kids or pets to play, making it perfect for families looking to unplug and reconnect with the outdoors. The

  Dave Skinner

  0 S Old Trace Rd Unit LotWP001 23456495, Tompkinsville, KY 42167
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  /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
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  /13

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft

  75 Goad St, Fountain Run, KY 42133

  75 Goad St, Fountain Run, KY 42133
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  /18

  $275,000

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft

  155 Spring Valley, Tompkinsville, KY 42167

  This is a gorgeous 3 bedroom, 2 bathoom home in the city limits of Tompkinsville that sits in a peaceful neighborhood. This home has had many recent updates. It contains hardwood floors, a partial basement, oak cabinets, a large kitchen area, and much more! Don't miss out on this opportunity.

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

  155 Spring Valley, Tompkinsville, KY 42167
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  /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
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  /17

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  237 Hillview Estates Rd, Tompkinsville, KY 42167

  237 Hillview Estates Rd, Tompkinsville, KY 42167
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  /22

  $259,000

  • 3 Beds
  • 1 Bath
  • 1,275 Sq Ft

  177 Warren Dr, Tompkinsville, KY 42167

  If you are looking for a house that is completely move-in ready, look no further! This home has had a complete remodel. It has new plumbing, new fixtures, new dry wall and shiplap, new floors, a new deck, and much more! This property contains approximately 2 ares along with an outdoor building that has new floors. Please don't miss out on this great opportunity.

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

  177 Warren Dr, Tompkinsville, KY 42167
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  /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
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  /24

  Est $90,093 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,952 Sq Ft

  67 McDonald Rd, Fountain Run, KY 42133

  67 McDonald Rd, Fountain Run, KY 42133
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  /17

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,662 Sq Ft

  939 Bradley Springs School Rd, Hestand, KY 42151

  Just listed is this nice brick and vinyl siding house that has a metal roof, living room, eat-in kitchen, 3 bedrooms, 1 full bath, laundry room, and a full unfinished basement. The home has carpet, laminate wood, and vinyl flooring and CH&A. Also located on the property is a metal tool shed, metal storage building, and an additional wood framed storage building. All of this is sitting on a

  Sharon Proffitt Proffitt Real Estate Agency

  939 Bradley Springs School Rd, Hestand, KY 42151
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  /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
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  /57

  Est $751,957 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  260 Poore Hollow Ln, Hestand, KY 42151

  260 Poore Hollow Ln, Hestand, KY 42151
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  /72

  $274,859

  • 4 Beds
  • 2 Baths
  • 1,366 Sq Ft

  2975 Bethlehem Church Rd, Mount Hermon, KY 42157

  Craving your own slice of country paradise? Welcome to 2975 Bethlehem Church Rd in Mount Hermon, KY — a bold 6.8-acre escape where rural charm meets serious utility. This isn’t just a property — it’s a lifestyle upgrade. The 1,366 sq ft home offers modern comfort with rustic flair, featuring heated concrete floors that keep things toasty and a brand-new water heater to keep the hot water

  MaKenzie Griffis Grateful Acres Realty

  2975 Bethlehem Church Rd, Mount Hermon, KY 42157
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  /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
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  /30

  Est $307,153 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  60 Woodhaven Dr, Tompkinsville, KY 42167

  60 Woodhaven Dr, Tompkinsville, KY 42167
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  /45

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,710 Sq Ft

  774 Bill Butler Rd, Tompkinsville, KY 42167

  This exceptional property offers the benefits of rural living while being conveniently located within half a mile of the middle school, high school, and a fitness center. Situated on 4.25 acres of picturesque land, the home includes a partially fenced area equipped with utilities and septic for a double-wide manufactured home. Additional features include a metal barn for storage and an on-site

  Paula Pennell Elite Realty

  774 Bill Butler Rd, Tompkinsville, KY 42167
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  /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
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  /25

  Est $320,092 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  211 Mccormick Rd, Gamaliel, KY 42140

  211 Mccormick Rd, Gamaliel, KY 42140
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  /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.

  Sharon Proffitt Proffitt Real Estate Agency

  395 Clark Estates, Tompkinsville, KY 42167
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  /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
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  /28

  Not Listed For Sale

  143 ACS Kettle Creek Monroe Rd, Tompkinsville, KY 42167

  143 ACS Kettle Creek Monroe Rd, Tompkinsville, KY 42167
• 

  

  /20

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,612 Sq Ft

  1739 Vernon Rd, Hestand, KY 42151

  This is a very nice brick home that has a large living/family room w/fireplace, dining/kitchen combo, 3 bedrooms, 1 full bath, utility room, and attached 2 car garage. This home has a walkout basement, 3 beautiful huge covered porches with white railings all the way around, is heated with baseboard heat, window air, and well water source (county water available). Located on the property is a

  Sharon Proffitt Proffitt Real Estate Agency

  1739 Vernon Rd, Hestand, KY 42151
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  /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
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  /45

  Est $674,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,250 Sq Ft

  4614 Turkey Neck Bend Rd, Tompkinsville, KY 42167

  4614 Turkey Neck Bend Rd, Tompkinsville, KY 42167
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  /33

  $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 Mills Real Estate & Auction Co., LLC - Gamaliel

  753 S Main St, Tompkinsville, KY 42167
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  /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
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  /20

  Est $125,391 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  8558 Edmonton Rd, Summer Shade, KY 42166

  8558 Edmonton Rd, Summer Shade, KY 42166
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  /64

  $382,000

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  405 the River's Edge Rd, Tompkinsville, KY 42167

  If you're an outdoor enthusiast, a craftsman who appreciates well-built homes, or simply someone looking for a private retreat, 405 Rivers Edge could be your dream property. This cedar-shingled home with 2-car garage & finished loft space is located on the Cumberland River and offers beautiful panoramic views of the south central Kentucky landscape. You can watch the river as you enjoy your

  Tammy Stotts Southern Nest Realty, LLC

  405 the River's Edge Rd, Tompkinsville, KY 42167
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  /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
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  /14

  Est $256,255 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  289 Clark St, Tompkinsville, KY 42167

  289 Clark St, Tompkinsville, KY 42167
• 

  

  /30

  $290,000

  • 3 Beds
  • 2.5 Baths
  • 1,911 Sq Ft

  525 County Farm Rd, Tompkinsville, KY 42167

  Derek Eisenberg Continental Real Estate Group, Inc.

  525 County Farm Rd, Tompkinsville, KY 42167

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