Monroe County KY Homes for Sale

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  /3

  $39,900

  • Land
  • 18,295 Sq Ft
  • $95,000 per Acre

  205 W Fourth St, Tompkinsville, KY 42167

  Looking for a place to build in Tompkinsville? Take a look at this approximately .42+\-acre lot on West Fourth Street! With approximately 15,246 square feet, this property offers room to build while being conveniently located in town, just a short distance from Dovie's Restaurant. City water, sewer, and electric are available along the road, and sidewalks run along the property. Whether you're

  Tonya Cherry Mills Real Estate & Auction

  205 W Fourth St, Tompkinsville, KY 42167
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  /26

  $279,000

  • 2 Beds
  • 1.5 Baths
  • 2,620 Sq Ft

  2108 Duncan Rd, Fountain Run, KY 42133

  This home is in excellent condition and offers plen ty of room, setting in a beautiful country setting, has a nice detached garage with addition. Located minutes from Barren River Lake

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  2108 Duncan Rd, Fountain Run, KY 42133
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  /7

  $457,500

  • Land
  • 61.7 Acres
  • $7,415 per Acre

  61 Ac Dragstrip Rd, Tompkinsville, KY 42167

  If you are looking for a beautiful area to build a home, this is a great location! This is also a great cattle farm, it is already cross-fenced and has waterers. The farm is located only minutes away from the city limits, but offer beautiful country living and gorgeous building sites. Farms like this do not come available often. Don't miss out on this once in a lifetime farm!

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

  61 Ac Dragstrip 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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  /10

  $2,200,000

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  7640 Center Point Rd, Tompkinsville, KY 42167

  Anthony Poynter Mills Real Estate & Auction Co., LLC - Glasgow

  7640 Center Point Rd, Tompkinsville, KY 42167
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  /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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  /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

  $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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  /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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  /3

  $19,900

  $10K PRICE DROP

  • Land
  • 1.2 Acres
  • $16,583 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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  /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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  /2

  $19,900

  $5K PRICE DROP

  • Land
  • 43,124 Sq Ft
  • $20,101 per Acre

  Lot 2 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 2 Red Hill Beech Grove 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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  /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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  /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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  /48

  $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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  /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

  $460,000

  $15K PRICE DROP

  • 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

  $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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  /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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  /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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  /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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  /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

  $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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  /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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  /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

  $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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  /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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  /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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  /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

  $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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  /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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  /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

  $379,000

  $20K PRICE DROP

  • 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

  $239,000

  $30K 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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