Monroe County KY Homes for Sale

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  /51

  $299,900

  • 3 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

  2108 Duncan Rd, Fountain Run, KY 42133

  Country living, spectacular views, lots of space and a garage after most men's hearts are just a few of the amenities of this stunning property located in Monroe County. Enjoy the outdoor fire pit, swing or just hang out in the backyard. Inside offers more space for indoor gatherings and just a quiet evening at home. The large garage is suited for anything you could think of, from mechanical,

  

  Joe Wade

  Crye-Leike Executive Realty

  (270) 679-0524

  2108 Duncan Rd, Fountain Run, KY 42133
• 

  

  

  /22

  $35,000

  • Land
  • 1.31 Acres
  • $26,718 per Acre

  47 the Bend of 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) 778-1550

  47 the Bend of the Cumberland, Tompkinsville, KY 42167
• 

  

  

  /21

  $45,000

  • Land
  • 0.55 Acre
  • $81,818 per Acre

  Lot 28 the Bend at 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) 612-3788

  Lot 28 the Bend at the Cumberland, Tompkinsville, KY 42167
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  /60

  $450,000

  • Land
  • 158.57 Acres
  • $2,838 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, its 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 camping

  Dave Skinner Whitetail Properties Real Estate

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

  $223,900

  • Land
  • 17 Acres
  • $13,171 per Acre

  1100 Rd, Tompkinsville, KY 42167

  17 acres of prime raw land with extensive road frontage, offering easy access and endless potential. Currently farmed for corn and soybeans, the property is productive and well-maintained. Just 25 minutes from Dale Hollow Lake, it's perfect for a dream home, hobby farm, recreation, or future development.This 17-acre tract features mostly tillable, open ground with gently rolling terrain and is

  Silas Sparrow Hayden Outdoors Real Estate

  1100 Rd, Tompkinsville, KY 42167
• 

  

  /16

  $212,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  2651 Radio Station Rd, Tompkinsville, KY 42167

  This is a beautiful new construction home that has two bedrooms and two bathrooms. This home has a nice open concept floor plan with LVT and tile flooring, granite countertops, a nice back deck and much more! Don't miss out on this home that offers beautiful scenery and is only minutes from Tompkinsville.

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

  2651 Radio Station Rd, Tompkinsville, KY 42167
• 

  

  /35

  $260,000

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  43 Vernon Rd, Hestand, KY 42151

  Charming Turnkey Mini-Farm on 4.64 Acres Near Tompkinsville—Bring your horses or cattle and move right in! Move-in ready 2-bedroom, 1-bath brick home just minutes from Tompkinsville and a short drive to Dale Hollow Lake. This recently remodeled home features hardwood and laminate flooring throughout and a full basement for extra storage or expansion. Situated on 4.64 acres, this property is ideal

  Samantha Clemons RE/MAX Highland Realty

  43 Vernon Rd, Hestand, KY 42151
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  /26

  $259,000

  • 3 Beds
  • 2 Baths

  749 Beautiful Home Rd, Tompkinsville, KY 42167

  Nestled on a 0.68+/- acre lot, this charming 3-bedroom brick residence is the perfect blend of comfort and convenience. The home boasts modern updates, including new flooring throughout, giving it a fresh and inviting appeal. With 2 bathrooms, including a convenient half bath in the full basement, morning routines and entertaining guests will be a breeze. The unique laundry chute adds an element

  Ryan Brown United Country - Lakes and Land Realty

  749 Beautiful Home Rd, Tompkinsville, KY 42167
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  /67

  $345,000

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

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

  Under Contract; Accepting backup offers. Located on the Cumberland River, this cedar-shingled home with unattached garage & finished loft space offers beautiful panoramic views of the south central Kentucky landscape. You can watch the river as you enjoy your morning coffee on the screened-in back porch, star gaze at night from anywhere on the 2+/- acre lot, or relax on the covered wrap-around

  Liza Tucker Acre & Main Realty LLC

  405 the River's Edge Rd, Tompkinsville, KY 42167
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  /30

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  1458 Old Glasgow Rd, Tompkinsville, KY 42167

  This is a beautiful "A-Frame" home that comes with approximately 8.60 acres. This home has a beautiful large deck, a basement, 3 bedrooms, two bathrooms, and much more! Thbe barn on the property has electric and water. Thnis is the perfect "mini-farm" that has a gorgeous home as well! Don't miss out on this opportunity!

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

  1458 Old Glasgow Rd, Tompkinsville, KY 42167
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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. The

  Sharon Proffitt Proffitt Real Estate Agency

  395 Clark Estates, Tompkinsville, KY 42167
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  /59

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  427 Jack Hunt Rd, Tompkinsville, KY 42167

  Better than new 3 Bed/ 2 Bath home with wonderful country setting. extremely well-cared for home complete with 2-car carport, storage area, & tornado shelter. Home features luxury window coverings, spacious front and rear porches, & fruit trees planted in back yard. This is a wonderful home and you can be the lucky next owner.

  Jim Cummings Century 21 Premier Realty Part

  427 Jack Hunt Rd, 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
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  /7

  $188,000

  • Land
  • 23.5 Acres
  • $8,000 per Acre

  1997 Vernon Rd, Hestand, KY 42151

  Super nice acreage located a short distance out of Tompkinsville. This property has 23.50 acres of mostly open ground with some woodland on it. It has a good older combination barn, approx. 43x64 with a 16x64 shed on it. Partially fenced, also has a nice large pond located on it. Good road frontage and several good potential building sites on it. This property is only a short distance from

  Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  1997 Vernon Rd, Hestand, KY 42151
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  /10

  $114,900

  • Land
  • 8.5 Acres
  • $13,518 per Acre

  1100A Harlan Crossroads Red Hill Rd, Tompkinsville, KY 42167

  Beautiful 8.5-acre property 25 minutes from Dale Hollow Lake! Generous road frontage and easy access. Gently rolling terrain offers multiple ideal building sites for your dream home or barndominium. Perfect for a hobby farm, gardens, or recreational use. Enjoy privacy and wide open spaces. This 8.5-acre tract features gently rolling, open ground with productive soil currently being leased for row

  Silas Sparrow Hayden Outdoors Real Estate

  1100A Harlan Crossroads Red Hill Rd, Tompkinsville, KY 42167
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  /21

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  140 Akersville Rd, Fountain Run, KY 42133

  Nice 3 bedroom, 1 bath brick home with single attached and single built in garage. Some new flooring & counter tops, fireplace in the dining area, laundry room on the main floor, and a large corner lot.

  Steve Wilson Wilson Real Estate & Auction

  140 Akersville Rd, Fountain Run, KY 42133
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  /13

  $534,000

  • Land
  • 89 Acres
  • $6,000 per Acre

  748 John Strode Rd, Gamaliel, KY 42140

  Hey you- this property is just under 89 acres of opportunity! A beautiful mix of woods and open fields, complete with creek access and hunting cabins already on site. Whether you’re looking for a peaceful place to build your dream home or the ultimate recreational retreat, this property offers it all — deer galore, room to roam, and endless possibilities! Forever is calling your name!

  Gabe Graves Keller Williams First Choice R

  748 John Strode Rd, Gamaliel, KY 42140
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  /30

  $165,000

  • 2 Beds
  • 1 Bath
  • 1,219 Sq Ft

  50 Dowell Dr, Tompkinsville, KY 42167

  Super nice remodeled 2 bedroom, 1 bath, full basement brick home in the city limits of Tompkinsville. This house has new flooring thru out, fresh paint in all the rooms, and the kitchen cabinets and countertops have been redone. The basement has had the floor refinished and new LED lights installed. This house sits on a nice lot with mature trees and has a rear patio, front porch, and a side

  Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  50 Dowell Dr, Tompkinsville, KY 42167
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  /9

  $246,500

  • Land
  • 17 Acres
  • $14,500 per Acre

  1 County House Rd, Tompkinsville, KY 42167

  Seventeen 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

  MaKenzie Griffis Grateful Acres Realty

  1 County House Rd, Tompkinsville, KY 42167
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  /23

  $150,000

  • 5 Beds
  • 2.5 Baths
  • 2,547 Sq Ft

  200 E Main St, Gamaliel, KY 42140

  BIG PRICE REDUCTION ON HOUSE in the city limits of Gamaliel, Ky. This is a nice brick home that has a foyer, living room, dining room, kitchen, sitting room, 2 bedrooms, 11⁄2 baths, and a laundry room on the main level. On the 2nd level there are 3 bedrooms and 1 full bath. This home has a full unfinished basement that has a shower as well as an inside and outside entrance. This home has a

  Sharon Proffitt Proffitt Real Estate Agency

  200 E Main St, Gamaliel, KY 42140
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  /53

  $579,900

  • 5 Beds
  • 3 Baths
  • 2,840 Sq Ft

  353 Carl Benson Rd, Tompkinsville, KY 42167

  Are you looking for that forever home that checks all the boxes without the hassle of building? LOOK NO FURTHER! This beautiful spacious home boasting over 2840+/- Sq Ft in the main home with a 2 car garage that has been converted into a gorgeous 1560+/- Sq Ft living space that sits directly in front of the large beautiful inground pool that is ready to be made into your personal Oasis! This hard

  Jesse Muse Big South Realty and Auction Co., LLC - Glasgow

  353 Carl Benson Rd, Tompkinsville, KY 42167
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  /6

  $95,000

  • Land
  • 5.53 Acres
  • $17,179 per Acre

  5.5 AC F Bartley Rd, Tompkinsville, KY 42167

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  5.5 AC F Bartley Rd, Tompkinsville, KY 42167
• 

  

  /14

  $195,000

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  85 Willow Branch Rd, Tompkinsville, KY 42167

  Remarkable 4-bedroom, 2-bath manufactured home on a peaceful 1⁄2-acre lot! This beautifully maintained 1,568 sq. ft. home feels better than new, featuring a screened-in back porch perfect for relaxing, a 2-car carport, and a wired storage shed for all your tools and toys. Recent upgrades include a new roof (2025), new gutters (2024), durable LVT flooring, and consistent, thoughtful maintenance

  Brad Young United Country, Heartland Realty & Auction, LLC

  85 Willow Branch Rd, Tompkinsville, KY 42167
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  /49

  $475,000

  • 4 Beds
  • 6 Baths

  481 Old Edmonton Rd, Tompkinsville, KY 42167

  Step into a world of potential with this beautiful residence, nestled on a generous 4.73 +/- acres of serene countryside. Offering a perfect blend of comfort and space, this home invites you to infuse your personal style and vision on the needed updates. Featuring 4 spacious bedrooms and 4 baths and 2 half baths, this residence is designed for both relaxation and entertainment. The spacious

  Ryan Brown United Country - Lakes and Land Realty

  481 Old Edmonton Rd, Tompkinsville, KY 42167
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  /2

  $113,960

  • Land
  • 8.14 Acres
  • $14,000 per Acre

  0 Cave Springs Rd, Tompkinsville, KY 42167

  Great location in the city limits of Tompkinsville. 8.15 acres by recent survey overlooking Hagans Lake. Great building site. All city utilities available.

  Steve Wilson Wilson Real Estate & Auction

  0 Cave Springs Rd, Tompkinsville, KY 42167
• 

  

  /7

  $114,900

  1100B Harlan Crossroads Red Hill Rd, Tompkinsville, KY 42167

  Beautiful 8.5-acre property 25 minutes from Dale Hollow Lake! Generous road frontage and easy access. Gently rolling terrain offers multiple ideal building sites for your dream home or barndominium. Perfect for a hobby farm, gardens, or recreational use. Enjoy privacy and wide open spaces. This 8.5-acre tract features gently rolling, open ground with productive soil currently being leased for row

  Silas Sparrow Hayden Outdoors Real Estate

  1100B Harlan Crossroads Red Hill Rd, Tompkinsville, KY 42167
• 

  

  /50

  $429,900

  • 4 Beds
  • 3.5 Baths

  554 Country Club Ln, Tompkinsville, KY 42167

  Welcome to your dream home! This exquisite 4-bedroom, 3.5-bathroom home offers the perfect blend of comfort and elegance, with room for everyone to unwind and relax. Step inside to discover an open floor plan. The main level boasts three bedrooms and 2.5 bathrooms, providing ample privacy and convenience for family and guests. At the heart of the home, the master suite invites you, complete with

  Ryan Brown United Country - Lakes and Land Realty

  554 Country Club Ln, Tompkinsville, KY 42167
• 

  

  /22

  $239,000

  • 3 Beds
  • 2 Baths
  • 2,280 Sq Ft

  2588 Radio Station Rd, Tompkinsville, KY 42167

  Very nice 2021 Manufactured home with approx. 2280 sq. ft. setting on 3.57 acres with nice detached garage.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  2588 Radio Station Rd, Tompkinsville, KY 42167
• 

  

  /73

  $198,500

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  201 Jack Hunt Rd, Tompkinsville, KY 42167

  Don’t miss this opportunity! This 3 bedroom, 2 bath home offers only 4 years old construction and is move-in ready. Located in Monroe County with convenient access to both Glasgow and Tompkinsville, this property gives you the perfect blend of country living and close-to-town convenience. Priced under $200,000 and ready to sell — whether you’re a first-time buyer, downsizing, or looking for an

  Morgan 'Sloan' Bull Legacy Property Group

  201 Jack Hunt Rd, 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
• 

  

  /98

  $275,000

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

  2975 Bethlehem Church Rd, Mount Hermon, KY 42157

  Country living at its finest! This 4 bedroom, 2 bath basement-style home sits on 6.88 beautiful, fenced acres — perfect for a hobby farm or anyone craving space and privacy. The property features a barn and shop, offering endless possibilities for livestock, equipment, or projects. Inside you’ll find a cozy wood stove, heated floors, unlimited hot water, and appliances that will remain with the

  Morgan 'Sloan' Bull Legacy Property Group

  2975 Bethlehem Church Rd, Mount Hermon, KY 42157
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  /47

  $625,000

  • 3 Beds
  • 3.5 Baths
  • 3,499 Sq Ft

  7425 Turkey Neck Bend Rd, Tompkinsville, KY 42167

  Absolutely beautiful custom built home with all the privacy you could ever ask for and a beautiful view of the Cumberland River! Ready to move in! Two new CH&A units, Anderson windows, oak cabinets, quartz countertops, beautiful hardwood and tile floors, stainless steel appliances, full finished basement and more! Lots of really nice outdoor area for entertaining with covered porches, all new

  Steve Wilson Wilson Real Estate & Auction

  7425 Turkey Neck Bend Rd, Tompkinsville, KY 42167
• 

  /2

  $134,900

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  239 Pedigo Rd, Tompkinsville, KY 42167

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  239 Pedigo 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
• 

  

  /16

  $165,900

  • 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
• 

  

  /3

  $42,500

  • Land
  • 0.75 Acre
  • $56,667 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
• 

  

  /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
• 

  

  /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 - Glasgow

  708 Idru St, Tompkinsville, KY 42167
• 

  

  /32

  $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
• 

  

  /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

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