Monroe County KY Homes for Sale

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  /20

  $149,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  2626 Old Mulkey Rd, Tompkinsville, KY 42167

  Great home ready for a new owner. This single wide mobile home sits on 0.28 acr lot just a few minutes from town. It has 2 bedrooms, 2 baths, with an open area for the living room & dining area, kitchen. It also has a laundry room/pantry, CHA, and a front deck. The property has mature shade trees, a detached 2 car garage and a storm shelter.

  Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  2626 Old Mulkey Rd, Tompkinsville, KY 42167
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  /13

  $14,900

  • Land
  • 18,295 Sq Ft
  • $35,476 per Acre

  Lot #3 715 Emberton St, Tompkinsville, KY 42167

  Lot #3 offers 0.4259 +/- acres in the city limits, a partially wooded lot with room to build, plus road frontage for easy access. This prime property blends natural charm with convenient urban proximity-perfect for your next development or dream home.

  Ryan Brown United Country - Lakes and Land Realty

  Lot #3 715 Emberton St, 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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  /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

  $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
• 

  

  /23

  $139,900

  $35K PRICE DROP

  • 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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  /20

  $464,900

  $35K 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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  /40

  $490,000

  • 6 Beds
  • 2.5 Baths
  • 3,914 Sq Ft

  735 Clementsville Rd, Gamaliel, KY 42140

  Stunning 6-Bedroom Home with Pool & Massive Detached Garage Welcome to this spacious and beautifully appointed 6-bedroom, 2.5-bath home offering an impressive 3,914 square feet of living space. Perfectly designed for both comfortable living and entertaining, this property combines functionality with standout outdoor features. Inside, you’ll find generous living areas, ample natural light, and

  Randy Walden Acre & Main Realty LLC

  735 Clementsville Rd, Gamaliel, KY 42140
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  /53

  $459,900

  $120K PRICE DROP

  • 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

  $10K PRICE DROP

  • 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
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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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  /24

  $200,000

  $25K PRICE DROP

  • 7 Beds
  • 5 Baths
  • 3,800 Sq Ft

  438 Rowland Ln, Tompkinsville, KY 42167

  This is a very spacious home. This home contains 7 bedrooms and 5 bathrooms. It offers approximately 4.41 acres. This property is located in a great location. It is only minutes from the city limits. This home includes a bonus room, outdoor deck, and plenty of space. Don't miss out on this opportunity!

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

  438 Rowland Ln, Tompkinsville, KY 42167
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  /15

  $19,500

  • Land
  • 18,295 Sq Ft
  • $46,429 per Acre

  Lot #1 715 Emberton St, Tompkinsville, KY 42167

  Prime building lot Lot #1, spanning 0.4259+/- acres and thoughtfully located within the city limits, offering the perfect canvas for your custom home. Utilities are readily available, simplifying construction and timeline.

  Ryan Brown United Country - Lakes and Land Realty

  Lot #1 715 Emberton 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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  /52

  $459,000

  $16K 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

  $250,000

  • 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
• 

  

  /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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  /61

  $175,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  7122 Turkey Neck Bend Rd, Tompkinsville, KY 42167

  Set on 1.2 +/- acres in southeastern Monroe County, 7122 Turkey Neck Bend Rd. offers the kind of space and location difficult to find—privacy, usable land, and quick access to outdoor recreation. The home features 2 bedrooms, 2 bathrooms, and a spacious living, dining, and kitchen area. Recent interior paint and updated flooring give the home a clean, move-in-ready feel without the need for

  Liza Tucker Acre & Main Realty LLC

  7122 Turkey Neck Bend 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

  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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  /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
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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
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  /20

  $24,900

  • Land
  • 18,295 Sq Ft
  • $59,286 per Acre

  Lo #2 715 Emberton St, Tompkinsville, KY 42167

  Lot #2 offers 0.4259± acres of prime development space in the city limits, perfectly positioned on a corner lot for maximum visibility and ease of access. This property features a fixer-upper home, with a gas meter on-site and an existing sewer tap, making it an ideal canvas for investors or owner-occupants to renovate or rebuild in a central, convenient location.

  Ryan Brown United Country - Lakes and Land Realty

  Lo #2 715 Emberton St, Tompkinsville, KY 42167
• 

  

  /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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  /11

  $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
• 

  

  /20

  $59,900

  • Land
  • 1.7 Acres
  • $35,235 per Acre

  715 Emberton St, Tompkinsville, KY 42167

  Nestled inside the city limits on a prime 1.7± acre corner lot, this partially wooded property blends nature with opportunity-ideal for building your dream home or a smart development project. The lot offers excellent building potential, with easy access to urban amenities while preserving a touch of privacy and scenic surroundings. A fixer-upper home on the property invites your vision and

  Ryan Brown United Country - Lakes and Land Realty

  715 Emberton St, 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
• 

  

  /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
• 

  

  /15

  $139,000

  • 3 Beds
  • 1 Bath
  • 1,216 Sq Ft

  709 W Main St, Gamaliel, KY 42140

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  709 W Main St, Gamaliel, KY 42140
• 

  

  /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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  /59

  $209,500

  • 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
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  /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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  /70

  $45,900

  $4K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /36

  $284,999

  $15K PRICE DROP

  • 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
• 

  

  /33

  $419,000

  $10K PRICE DROP

  • 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
• 

  

  /26

  $284,900

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft

  2029 Freetown Emberton Rd, Gamaliel, KY 42140

  Country Living at it’s finest on 5 Acres! Looking for space, privacy, and charm? This beautiful 4-Bedroom, 2 Bath two-story home checks every box! Property Highlights: Spacious layout with room for the whole family, Cozy stone fireplace for those perfect fall evenings, Full basement with garage door entry, Inviting front & back porches - perfect for relaxing or entertaining, Gorgeous stone porch

  Samantha Clemons RE/MAX Highland Realty

  2029 Freetown Emberton Rd, Gamaliel, KY 42140

Showing Results 41 - 80, Page 2 of 3