Monroe County KY Homes for Sale

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  /4

  $98,900

  • Land
  • 1.26 Acres
  • $78,492 per Acre

  785 Celina Rd, Tompkinsville, KY 42167

  Don't miss out on this opportunity to purchase over 1.26 acres of land this close to Main Street, Tompkinsville. This property consists of 2 vacant lots (0.601 and 0.654 acres) located on the southeast side of Tompkinsville in a growing area of Monroe County. These lots are located just outside the city limits with all utilities available & would make great commercial lots or building lots for

  Sharon Proffitt Proffitt Real Estate Agency

  785 Celina Rd, Tompkinsville, KY 42167
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  /30

  $320,000

  • 4 Beds
  • 3 Baths
  • 2,484 Sq Ft

  3390 Vernon Rd, Hestand, KY 42151

  This is a gorgeous home that offers 4 bedrooms, 3 bathrooms, hardwood flooring, a partially finished basement, a beautiful backyard, and much more. This is a move in ready home! Don't miss out on this great opportunity!

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

  3390 Vernon Rd, Hestand, KY 42151
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  /34

  $475,000

  • 3 Beds
  • 3 Baths
  • 3,600 Sq Ft

  3380 Ebenezer Rd, Tompkinsville, KY 42167

  Looking for a move-in ready home that does not need any work? Look no further! This home is practically like new. It offers an abundance of cabinet space, huge pantry, an open concept floor plan, a finished basement, a very large walk in closet, and much more! This home has 3 bedrooms and 3 bathroom. Don't miss out on this once in a lifetime opportunity!

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

  3380 Ebenezer Rd, Tompkinsville, KY 42167
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  /15

  $195,000

  • 3 Beds
  • 1.5 Baths
  • 1,516 Sq Ft

  110 Castle Heights Rd, Tompkinsville, KY 42167

  This is a perfvect home sitting in the city limits of Tompkinsville. This home offers CHA, a formal dining room, a 2 car garage, and much more. It is hard to find such a nice home in the city limits. Don't miss out on this opportunity.

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

  110 Castle Heights Rd, Tompkinsville, KY 42167
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  /5

  $70,000

  • Land
  • 6.18 Acres
  • $11,327 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
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  /12

  $120,000

  • 2 Beds
  • 1 Bath
  • 1,271 Sq Ft

  303 S Main St, Tompkinsville, KY 42167

  If you are looking for a move in ready starter home, look no further! This home is conveniently located in the city limits of Tompkinsville. It has recently been updated. Don't miss out on this great opportunity!

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

  303 S Main St, Tompkinsville, KY 42167
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  /62

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft

  12338 Fountain Run Rd, Fountain Run, KY 42133

  Tucked away on 10 picturesque acres, this one-of-a-kind property offers the perfect blend of peaceful country living, recreation, and income-producing potential. Previously operated as a successful Airbnb, the property is thoughtfully designed to accommodate guests, weekend retreats, or multi-use living. A year-round spring feeds a beautiful creek that winds through the property, adding to the

  Britney Pryor BHG Realty

  12338 Fountain Run Rd, Fountain Run, KY 42133
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  /26

  $270,000

  • 3 Beds
  • 1 Bath
  • 1,867 Sq Ft

  107 E Hollywood St, Tompkinsville, KY 42167

  Great location, close to everything! 1,865 sf of living area in this bedford stone home all on one floor. 3 bedrooms, 1 bath, huge living room, den, new stainless steel built in appliances, laundry area with new washer & dryer, new CH&A, all new plumbing and electric, dimensional shingle roof, vinyl windows. Large level lot with all city utilities. Nothing to do but move in!!

  Steve Wilson Wilson Real Estate & Auction

  107 E Hollywood St, Tompkinsville, KY 42167
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  /16

  $279,000

  • 3 Beds
  • 2 Baths
  • 2,290 Sq Ft

  251 Gass Rd, Tompkinsville, KY 42167

  Hard to find home with acreage. This vinyl sided home features 3 bedrooms, 2 baths, full basement partially finished and it sits on 14.9 acres +/-

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  251 Gass Rd, Tompkinsville, KY 42167
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  /34

  $315,000

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  411 Martin Subdivision St, Tompkinsville, KY 42167

  You'll definitely want to see this home! A beautiful 3 bedroom, 2 bath modern brick home having just over 2,000 s.f. of living area. Hardwood floors, solid wood raised panel doors, Anderson windows, oak kitchen cabinets w / built in stainless steel appliances, natural gas CH&A, fireplace, large rear covered deck, and a double attached garage. Situated on 2 level lots with a blacktop driveway. A

  Steve Wilson Wilson Real Estate & Auction

  411 Martin Subdivision St, Tompkinsville, KY 42167
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  /12

  $300,000

  • Land
  • 68.5 Acres
  • $4,380 per Acre

  Ac Elbow Bend Rd, Tompkinsville, KY 42167

  If you are looking for a great recreational piece of property look no further. This farm offers great timber that is ready to be harvested. There are so many opportunities with this unique piece of ground. Don't miss out!

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

  Ac Elbow Bend Rd, Tompkinsville, KY 42167
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  /25

  $399,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  419 Toots Geralds Rd, Tompkinsville, KY 42167

  PRICE REDUCED TO $415,900!!!!!!! This is a must see property if you have been looking for several acres and a brick home in a peaceful secluded setting. Enjoy country living at it’s best in this well-maintained brick home that features a living room, dining room, eat-in kitchen, large den, 3 bedrooms, 2 full baths, a laundry room, and a 2 car attached garage for ultimate convenience. There is

  Sharon Proffitt Proffitt Real Estate Agency

  419 Toots Geralds Rd, Tompkinsville, KY 42167
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  /29

  $373,900

  • 3 Beds
  • 2 Baths
  • 2,216 Sq Ft

  698 Leatherwood Rd, Tompkinsville, KY 42167

  This is country living at it’s finest affording you space, privacy, while blending comfort with the tranquility of nature. When driving up the well manicured lawn, you see the impressive home that has an open floor plan with a living room, kitchen, eating area, 3 bedrooms, 2 full baths, a large laundry room, walk-in pantry, and 2 walk-in closets. The home has central heat and air (less than a

  Sharon Proffitt Proffitt Real Estate Agency

  698 Leatherwood Rd, Tompkinsville, KY 42167
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  /14

  $159,900

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  6534 Akersville Rd, Fountain Run, KY 42133

  If you are interested in an out of town country home located between Fountain Run, KY and Lafayette, TN, this is for you! This home offers 3 bedrooms, 2 bathrooms, front and back porch, a basement and quiet peaceful backyard with a CREEK that runs through. This property also offers a few shed and garage buildings for lots of storage. Come check it out!

  Katie Jones Exit Realty Refined

  6534 Akersville Rd, Fountain Run, KY 42133
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  /33

  $305,000

  • 3 Beds
  • 2 Baths
  • 2,672 Sq Ft

  1203 Fountain Run Rd, Gamaliel, KY 42140

  Take a look at this beautifully updated home sitting on 1.00 acre in Gamaliel, Kentucky! Built in 1977 and offering 2,672 sq. ft. of living space, this spacious home features 3 bedrooms and 2 full baths with numerous recent updates throughout. This home has been remodeled and improved with many modern upgrades, making it move-in ready. The former garage has been recently converted into a cozy

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  1203 Fountain Run Rd, Gamaliel, KY 42140
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  /2

  $27,500

  • Land
  • 39,204 Sq Ft
  • $30,556 per Acre

  Lots 1 Head Rd, Tompkinsville, KY 42167

  Nice building lot in the county. Electric and water. Light restrictions

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  Lots 1 Head Rd, Tompkinsville, KY 42167
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  /2

  $27,500

  • Land
  • 42,688 Sq Ft
  • $28,061 per Acre

  Lots 2 Head Rd, Tompkinsville, KY 42167

  Nice building lot featuring 0.98 acres with electric and water. Light restrictions

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  Lots 2 Head Rd, Tompkinsville, KY 42167
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  /24

  $299,000

  $26K PRICE DROP

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

  2039 Beautiful Home Rd, Tompkinsville, KY 42167

  This is a BEAUTIFUL 3 bedroom, 3 bathroom home. This home offers LVT and hardwood flooring, a partially finished basement, upper and lover driveways, a living room with a vaultede ceiling, and much more! This house is move in ready. It has so much to offer and is ready for a new owner!

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

  2039 Beautiful Home Rd, Tompkinsville, KY 42167
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  /3

  $35,900

  • Land
  • 27,007 Sq Ft
  • $57,903 per Acre

  Lot 1 Fountain Run Rd, Gamaliel, KY 42140

  If your looking for a beautiful country setting to build your dream home, look no further! This lot contains approx. .62+/- acres. Great location nestled between Gamaliel, Tompkinsville or Glasgow as well as Scottsville. Do not miss out on this property!

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

  Lot 1 Fountain Run Rd, Gamaliel, KY 42140
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  /15

  $129,900

  $9K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,216 Sq Ft

  709 W Main St, Gamaliel, KY 42140

  Maker Offer

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  709 W Main St, Gamaliel, KY 42140
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  /64

  $229,900

  $20K PRICE DROP

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

  774 Bill Butler Rd, Tompkinsville, KY 42167

  Beautiful Country Home on 4.25 Acres – Minutes from Downtown Tompkinsville! Enjoy peaceful country living with endless possibilities at this beautiful brick home located just minutes from downtown Tompkinsville! Situated on approximately 4.25 acres, this charming property offers space, privacy, and the perfect setup for a mini farm or multi-family living. Home Features: • 2 bedrooms on the main

  Tamara Walden Acre & Main Realty LLC

  774 Bill Butler Rd, Tompkinsville, KY 42167
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  /53

  $675,000

  • 1 Bed
  • 1 Bath
  • 1,155 Sq Ft

  11597 Center Point Rd, Tompkinsville, KY 42167

  Escape to the beauty and privacy of the countryside with this incredible 231-acre farm and recreational property in Tompkinsville. Featuring a charming barn dominium-style shop house with 1 bedroom and 1 bathroom, this unique property offers the perfect blend of comfort, farming potential, and outdoor adventure. The attached carport provides space for approximately four vehicles, while the

  Sarah Buchanan RE/MAX EXECUTIVE GROUP, INC.

  11597 Center Point Rd, Tompkinsville, KY 42167
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  /98

  $249,000

  • 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 farmor 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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  /7

  $210,000

  $10K PRICE INCREASE

  • Land
  • 19.4 Acres
  • $10,825 per Acre

  19 Ac Rockbridge School Rd, Tompkinsville, KY 42167

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

  19 Ac Rockbridge School Rd, Tompkinsville, KY 42167
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  /12

  $175,000

  New Construction

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  104 E Hollywood St, Tompkinsville, KY 42167

  Brand New and ready to move in! Great location! CH&A, laminate floors, all city utilities, detached block 30' x 30', double garage.

  Steve Wilson Wilson Real Estate & Auction

  104 E Hollywood St, Tompkinsville, KY 42167
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  /25

  $444,900

  $55K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 3,200 Sq Ft

  2967 Bethlehem Church Rd, Mount Hermon, KY 42157

  Rare opportunity to own an organically certified Kentucky farm with a spacious country home. This 22.89-acre property features a 3,200 sq ft, 6-bedroom, 2-bath residence featuring an additional kitchen in basement. The farm is blessed with rolling pastureland offering creek frontage and woodlands. The property is well equipped with a barn and an equipment shop, making it ideal for agricultural

  Brad Young United Country, Heartland Realty & Auction, LLC

  2967 Bethlehem Church Rd, Mount Hermon, KY 42157
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  /7

  $23,900

  • Land
  • 1.02 Acres
  • $23,431 per Acre

  0 Spring St, Tompkinsville, KY 42167

  You must take a look at this nice 1.02 acre lot located in the beautiful Clark Estates subdivision. This would be perfect to build your dream home on & you could not ask for better neighbors.

  Sharon Proffitt Proffitt Real Estate Agency

  0 Spring St, Tompkinsville, KY 42167
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  /46

  $399,000

  • 4 Beds
  • 3 Baths
  • 2,905 Sq Ft

  100 N Main St, Tompkinsville, KY 42167

  Approx 2900 sq. ft on living space and a full basement. That's what this historic home brings you in the city of Tompkinsville KY. This home offers 4 bedrooms, 3 bathrooms, 3 fireplaces, beautiful hardwood, unique roof coverings. This home has multiple possibilities. Other amenities are a fully furnished 2 bedroom, 1.5 bath carriage house.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  100 N Main St, Tompkinsville, KY 42167
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  /15

  $249,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  212 W 4th St, Tompkinsville, KY 42167

  Big Price Reduction - If your looking for a nice home close to all amenities with plenty of room and move in ready, then check out this Beddord stone/vinyl siding home featuring tile floors and beautiful hardwood throughout. This home has 3 bedrooms, 2.5 baths, fireplace, living room, nice eat in kitchen. Other Amenities are a 1 car BI garage, 1 car carport, nice replacement windows, metal roof,

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  212 W 4th St, Tompkinsville, KY 42167
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  /6

  $77,900

  $2K PRICE DROP

  • 2 Beds
  • 1,050 Sq Ft

  504 W 6th St, Tompkinsville, KY 42167

  Take a look at this 2 bedroom vinyl siding house on a 0.96 acre lot. This home is located in the city limits and the owner started a major renovation on the interior of the property. There was a living room, kitchen, 2 bedrooms, 1 bathroom, and the home has a covered front & back porch. Much of the interior has been removed during the renovation. This property has all city utilities available.

  Sharon Proffitt Proffitt Real Estate Agency

  504 W 6th St, Tompkinsville, KY 42167
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  /2

  $15,000

  • Land
  • 19,166 Sq Ft
  • $34,091 per Acre

  AC Rockbridge School Rd, Tompkinsville, KY 42167

  If your looking for a beautiful area to build a home, this is a great location! This lot is unrestricted with electric and water available. There is also a septic tank already on the lot. Acreage in this area does not come available often! Don't miss out on this opportunity.

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

  AC Rockbridge School Rd, Tompkinsville, KY 42167
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  /6

  $52,500

  $13K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  4834 Center Point Rd, Tompkinsville, KY 42167

  Big Price Drop - Looking for a getaway then look no further. This mini home is located approx. 4 miles from McMillans Ferry on the mighty Cumberland river. This home sets on 1.45 acres of country. This home is heated by solar, has county water available and the location speaks for itself.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  4834 Center Point Rd, Tompkinsville, KY 42167
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  /19

  $134,900

  • Land
  • 3.39 Acres
  • $39,794 per Acre

  5441 Celina Rd, Hestand, KY 42151

  Prime development opportunity on 3.39 +/- acres with exceptional road frontage on three roads and a high traffic count, ensuring maximum visibility for any commercial venture. All utilities are readily available, simplifying permitting and construction, while the flexible zoning and expansive frontage open doors to retail, multifamily, or office use. This high-visibility site offers easy

  Ryan Brown United Country - Lakes and Land Realty

  5441 Celina Rd, Hestand, KY 42151
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  /23

  $45,000

  • Land
  • 3.58 Acres
  • $12,570 per Acre

  37 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

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

  

  /22

  $35,000

  • Land
  • 1.85 Acres
  • $18,919 per Acre

  41 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

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

  

  /22

  $35,000

  • Land
  • 1.84 Acres
  • $19,022 per Acre

  45 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

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

  

  /22

  $35,000

  • Land
  • 1.84 Acres
  • $19,022 per Acre

  39 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

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

  

  /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

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

  

  /22

  $40,000

  • Land
  • 2.02 Acres
  • $19,802 per Acre

  33 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

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

  

  /22

  $40,000

  • Land
  • 1.83 Acres
  • $21,858 per Acre

  46 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

  46 the Bend of the Cumberland, Tompkinsville, KY 42167

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