Monroe County KY Homes for Sale

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  /24

  $250,000

  $75K 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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  /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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  /23

  $147,900

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  6372 County House Rd, Tompkinsville, KY 42167

  Charming 960-square-foot home offering an affordable opportunity to own a property with plenty of potential! This home is located in a peaceful setting with a large wooded area behind the house, providing privacy, a beautiful natural backdrop, and plenty of room for outdoor enjoyment. There is also a nice open area for children to play and for family activities. The current owner has already

  Tamara Walden Acre & Main Realty LLC

  6372 County House 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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  /3

  $29,900

  • Land
  • 1.2 Acres
  • $24,917 per Acre

  Lot 3 Red Hill Beech Grove Rd, Tompkinsville, KY 42167

  If you are looking for an awesome building lot, these lots are unrestricted lots ready for you to build that dream home! Nestled in the country life, these lots are definitely worth the look! Give us a call today to check these lots out!

  Avrie Thrasher Big South Realty and Auction Co., LLC - Glasgow

  Lot 3 Red Hill Beech Grove 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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  /45

  $349,500

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  3462 Center Point Rd, Tompkinsville, KY 42167

  Enjoy peaceful country living in this well-maintained beautiful brick home located just 4 miles from Tompkinsville. This impressive home features an open floor plan with living room/kitchen/dining room, a large family room, 3 bedrooms, 2 full baths, a laundry room, and a full walkout unfinished basement. The home has central heat & air (gas), mature shade trees, beautiful manicured lawn, a

  Sharon Proffitt Proffitt Real Estate Agency

  3462 Center Point 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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  /10

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  509 Head Rd, Tompkinsville, KY 42167

  New Construction in private setting int he country. Check out this 1380 sq. ft new construction with full basement. Home features 3 bedrooms, 2 baths, kitchen, living room. Full basement

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  509 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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  /46

  $439,000

  $61K 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

  $296,500

  $19K PRICE DROP

  • 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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  /15

  $185,000

  $10K PRICE DROP

  • 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.

  James Brown Keller Williams First Choice R

  Lot 14 Hideaway Bay Unit Capitol Hill Road, Fountain Run, KY 42133
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  /2

  $119,000

  • Land
  • 23 Acres
  • $5,174 per Acre

  2983 Persimmon Kesslar Ridge Rd, Tompkinsville, KY 42167

  Great opportunity to own some prime hunting ground or small farm to run some livestock on. There are 2 homes on the property that corners are marked and will be surveyed off prior to closing. Acreage is estimated after surveyed off.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  2983 Persimmon Kesslar Ridge 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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  /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

  $219,900

  $30K 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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  /27

  $239,900

  • 3 Beds
  • 1 Bath
  • 1,476 Sq Ft

  70 Jim Strode Rd, Tompkinsville, KY 42167

  COUNTRY LIVING WITH SPACE TO ROAM! This 3-bedroom, 1-bath home sits on 6.02 +/- acres in Tompkinsville and offers plenty of space both inside and out. The home features approximately 1,476 sq. ft. of living space, along with a full unfinished basement providing an additional 1,476 sq. ft. for storage, a workshop, hobbies, or future finishing. Outside, you'll find a large workshop, barn, and

  Avrie Thrasher Big South Realty and Auction Co., LLC - Glasgow

  70 Jim Strode 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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  /17

  $199,000

  $10K PRICE DROP

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

  427 Jack Hunt Rd, Tompkinsville, KY 42167

  Welcome home to this beautiful, 3 bedroom, 2 bath home on a spacious lot with a gorgeous country view! This property has so many upgrades and features a covered carport and building, a tornado shelter and mature landscaping! This home is ready for a new owner!

  Leslie Stark Keller Williams First Choice R

  427 Jack Hunt Rd, Tompkinsville, KY 42167
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  /15

  $198,500

  • Land
  • 17.22 Acres
  • $11,527 per Acre

  1100 Harlans Crossroads, Tompkinsville, KY 42167

  17.22 ACRES OF BEAUTIFUL COUNTRY LAND — A RARE OPPORTUNITY! If you’ve been dreaming of owning a piece of the country where you can spread out, slow down, and enjoy the beauty of wide-open space, you need to take a look at this property! 17.22 Acres | Rural Country Setting | Corner Lot of a Side Road This beautiful tract offers plenty of room and plenty of possibilities! The property is mostly

  Tamara Walden Acre & Main Realty LLC

  1100 Harlans Crossroads, Tompkinsville, KY 42167
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  /62

  $399,900

  $25K PRICE DROP

  • 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

  $169,000

  New Construction $6K PRICE DROP

  • 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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  /17

  $179,000

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft

  200 W 5th St, Tompkinsville, KY 42167

  Looking for a move in ready home within the city limits? This is a beautiful 3 bedroom, 1.5 bath home located within short distance to restaurants grocery, and much more! This home offers a full basement as well. Don't miss out on this great opportunity!

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

  200 W 5th 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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  /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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  /33

  $399,999

  • 5 Beds
  • 3 Baths
  • 2,730 Sq Ft

  166 Woodhaven Dr, Tompkinsville, KY 42167

  Welcome to this spacious 5 bedroom, 3 bath home located in a highly desirable subdivision!With plenty of room, this home offers and abundance of storage with an impressive 14 closets,making it easy to keep organized. The generous floor plan provides comfortable living spaces,well-sized bedrooms,and plenty of flexibility for entertaining, relaxing, or working from home.

  Konagher Smith Keller Williams First Choice Realty

  166 Woodhaven Dr, 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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  /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

  $375,500

  $54K PRICE DROP

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

  419 Toots Geralds Rd, Tompkinsville, KY 42167

  DRASTICALLY REDUCED TO $375,500!!!!!!! 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

  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
• 

  

  /9

  $129,900

  • 2 Beds
  • 1 Bath
  • 872 Sq Ft

  111 Sugar Grove Rd, Tompkinsville, KY 42167

  Looking for a move in ready starter home or retirement home? This home is in great condition

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  111 Sugar Grove 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
• 

  

  /17

  $149,500

  • 3 Beds
  • 1 Bath
  • 1,442 Sq Ft

  523 E Main St, Gamaliel, KY 42140

  Move-In ready and conveniently located in the city of Gamaliel. This charming ranch home features 3 bedrooms and 1 bath on a nice 0.31 acre lot. This home has been freshly painted and offers new floor coverings, new kitchen cabinets, and new windows in a portion of the home. Inside you will find a spacious eat-in kitchen and a large laundry room, providing plenty of practical living space. This

  Joshua Roper Big South Realty & Auction, LLC - Gamaliel

  523 E Main St, Gamaliel, KY 42140
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  /12

  $110,000

  $10K PRICE DROP

  • 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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  /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

Showing Results 41 - 80, Page 2 of 3