Monroe County KY Homes for Sale

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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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  /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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  /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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  /10

  $99,500

  $15K PRICE DROP

  • Land
  • 8.5 Acres
  • $11,706 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
• 

  

  /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

  $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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  /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 County,

  MaKenzie Griffis GRATEFUL ACRES REALTY

  1 County House Rd, Tompkinsville, KY 42167
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  /6

  $105,000

  $14K PRICE DROP

  • Land
  • 5.53 Acres
  • $18,987 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
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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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  /20

  $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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  /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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  /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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  /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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  /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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  /52

  $449,000

  $26K PRICE DROP

  • 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. Featuring 4 spacious bedrooms and 4 baths and 2 half baths, this residence is designed for both relaxation and entertainment. The spacious kitchen and dining area

  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
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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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  /7

  $99,500

  $15K PRICE DROP

  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
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  /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
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  /29

  $199,000

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft

  205 Columbia Ave, Tompkinsville, KY 42167

  Welcome home to this move-in ready 3-bedroom, 1-bath brick home conveniently located inside the city limits of Tompkinsville! Offering comfort, convenience, and exceptional value, this well maintained home is ready for its next owner. Some of the property features include low maintenance brick exterior, hard wood floors throughout, attached carport, plus an additional detached carport, brand new

  Samantha Clemons RE/MAX Highland Realty

  205 Columbia Ave, 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

  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 front porch with views of farm fields and

  Liza Tucker Acre & Main Realty LLC

  405 the River's Edge Rd, 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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  /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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  /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
• 

  

  /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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  /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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  /2

  $69,900

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  907 White St, Tompkinsville, KY 42167

  Just on the market is this vinyl siding house and lot located in the city limits of Tompkinsville. This home has a living room, eat-in kitchen, 2 bedrooms, 1 full bath, and utility room. This home has CH&A, a covered front porch, and all city utilities available. Also on the property is a 10’ X 10’ concrete block storage building. For more information contact the listing agent at 270-487-6104.

  Sharon Proffitt Proffitt Real Estate Agency

  907 White St, Tompkinsville, KY 42167
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  /11

  $129,900

  $5K PRICE DROP

  • 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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  /25

  $415,900

  $14K 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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  /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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  /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
• 

  

  /13

  $199,000

  $25K PRICE DROP

  • Land
  • 17 Acres
  • $11,706 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
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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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  /3

  $42,500

  $5K PRICE DROP

  • Land
  • 32,670 Sq Ft
  • $56,667 per Acre

  701 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

  701 N Magnolia St, Tompkinsville, KY 42167
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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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  /59

  $198,500

  $11K PRICE DROP

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

  427 Jack Hunt Rd, Tompkinsville, KY 42167

  HUGE Price Reduction!! 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
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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
• 

  

  /12

  $120,000

  $10K PRICE DROP

  • 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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  /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
• 

  

  /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

Showing Results 41 - 80, Page 2 of 3