Monroe County, KY Homes

• 

  

  /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
• 

  $45,000

  Sold May 14, 2026

  Lot 31 the Bend at the Cumberland, Tompkinsville, KY 42167

  • Land
  • 2.06 Acres
  • $21,845 per Acre

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Sherri Butler McIver Realty Group

  Lot 31 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  

  /4

  Not Listed For Sale

  0 Cumberland Woods Unit 5480783, Other, KY 42167

  0 Cumberland Woods Unit 5480783, Other, KY 42167

  Last Sold Summary

  • 268 Days On Market

  • Last Sold Price $52,000
  • Feb 17, 2012

  Last Listing Agent Debra Dodd No. 1 Quality Realty
• 

  

  

  /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
• 

  

  

  /11

  $123,000

  Sold May 14, 2026

  103 7th St, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,244 Sq Ft
  • Built 1930

  Last Sold Summary

  • 12% Below List Price
  • $99/SF
  • 58 Days On Market

  Current Estimated Value $196,436

  Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  103 7th St, Tompkinsville, KY 42167
• 

  

  /15

  Est $203,153

  Not Listed For Sale

  6806 Bugtussle Rd, Gamaliel, KY 42140

  • 4 Beds
  • 1,800 Sq Ft
  • Built 1950

  6806 Bugtussle Rd, Gamaliel, KY 42140

  Last Sold Summary

  • 50% Above List Price
  • $75/SF

  • Last Sold Price $135,000
  • Jun 17, 2016

  Last Listing Agent Ben Bray BHGRE, Ben Bray & Associates
• 

  

  /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
• 

  

  /3

  $14,500

  Sold May 27, 2025

  Lot Woodhaven Dr, Tompkinsville, KY 42167

  • Land
  • 34,412 Sq Ft
  • $18,354 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 23 Days On Market

  Last Listing Agent Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  Lot Woodhaven Dr, Tompkinsville, KY 42167
• 

  

  /19

  Est $148,936

  Not Listed For Sale

  3312 Mount Hermon Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft
  • Built 1950

  3312 Mount Hermon Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 327% Above List Price
  • $26/SF
  • 38 Days On Market

  • Last Sold Price $34,900
  • Feb 19, 2020

  Last Listing Agent Chip Stephens South Fork Realty
• 

  

  /22

  $229,000

  $10K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,280 Sq Ft

  2588 Radio Station Rd, Tompkinsville, KY 42167

  Very nice 2021 Manufactured home with approx. 2280 sq. ft. setting on 3.57 acres with nice detached garage.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  2588 Radio Station Rd, Tompkinsville, KY 42167
• 

  /2

  $16,500

  Sold Mar 16, 2026

  0 White Oak Ridge Rd, Fountain Run, KY 42133

  • Land
  • 1.17 Acres
  • $14,103 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 26 Days On Market

  Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  0 White Oak Ridge Rd, Fountain Run, KY 42133
• 

  

  /30

  Not Listed For Sale

  5857 Vernon Rd, Hestand, KY 42151

  5857 Vernon Rd, Hestand, KY 42151

  Last Sold Summary

  • 49 Days On Market

  • Last Sold Price $104,500
  • Aug 10, 2020

  Last Listing Agent Debra Dodd No 1 Quality Realty
• 

  

  /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
• 

  

  /21

  Est $243,179

  Not Listed For Sale

  2197 Persimmon Kessler Ridge, Tompkinsville, KY 42167

  2197 Persimmon Kessler Ridge, Tompkinsville, KY 42167

  Last Sold Summary

  • 126% Above List Price
  • 33 Days On Market

  • Last Sold Price $107,500
  • May 21, 2014

  Last Listing Agent Debra Dodd No 1 Quality Realty
• 

  

  /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
• 

  

  /22

  Est $374,843

  Not Listed For Sale

  2036 Slick Rock Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 3,124 Sq Ft

  2036 Slick Rock Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 41% Above List Price
  • $85/SF
  • 13 Days On Market

  • Last Sold Price $265,000
  • Aug 31, 2020

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency
• 

  

  /51

  $499,000

  $40K PRICE DROP

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

  168 Oak Hill Church Rd, Tompkinsville, KY 42167

  Absolutely beautiful piece of property. This 5 year old home has everything your looking for plus a full finished basement. Large garage w/shower and nice metal building all this sitting on 10 choice acres o beautiful open ground. Just minutes from Glasgow and Tompkinsville.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  168 Oak Hill Church Rd, Tompkinsville, KY 42167
• 

  

  /20

  Est $97,728

  Not Listed For Sale

  8558 Edmonton Rd, Summer Shade, KY 42166

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  8558 Edmonton Rd, Summer Shade, KY 42166

  Last Sold Summary

  • 22% Above List Price
  • $42/SF
  • 39 Days On Market

  • Last Sold Price $80,000
  • Sep 08, 2020

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency
• 

  

  /20

  $399,900

  Pending

  • 5 Beds
  • 3 Baths
  • 1,912 Sq Ft

  136 W Bushong Rd, Tompkinsville, KY 42167

  Beautiful 5 bedroom, 2 bath brick home setting on a beautiful 3.28 acre tract with beautiful views. This home has hardwood flooring (walnut), 2 yr old CHA, partial basement and also covered back patio. Eat in kitchen, formal dining room and mud and laundry. Other amenities are a metal building and long blacktop Dr.

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  136 W Bushong Rd, Tompkinsville, KY 42167
• 

  

  /11

  Not Listed For Sale

  0 Kentucky 87, Fountain Run, KY 42133

  0 Kentucky 87, Fountain Run, KY 42133

  Last Sold Summary

  • 235 Days On Market

  • Last Sold Price $259,475
  • Jun 08, 2020

  Last Listing Agent Barry Dyer Dyer & Associates Auction/Realty Inc.
• 

  

  /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
• 

  

  /14

  Est $224,149

  Not Listed For Sale

  390 F Bartley Rd, Tompkinsville, KY 42167

  • 4 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Built 2006

  390 F Bartley Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 38% Above List Price
  • $103/SF
  • 6 Days On Market

  • Last Sold Price $163,000
  • Jun 18, 2020

  Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel
• 

  

  /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
• 

  

  /30

  Est $148,972

  Not Listed For Sale

  5857 Vernon Rd, Hestand, KY 42151

  • 2 Beds

  5857 Vernon Rd, Hestand, KY 42151

  Last Sold Summary

  • 43% Above List Price
  • 53 Days On Market

  • Last Sold Price $104,500
  • Aug 10, 2020

  Last Listing Agent Debra Dodd No 1 Quality Realty
• 

  

  /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
• 

  

  /9

  Est $149,092

  Not Listed For Sale

  1195 Berea Church Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 1 Bath
  • 1,225 Sq Ft
  • Built 1967

  1195 Berea Church Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 148% Above List Price
  • $49/SF
  • 8 Days On Market

  • Last Sold Price $60,000
  • Mar 30, 2020

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /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
• 

  

  /7

  Est $216,000

  Not Listed For Sale

  377 Bacon Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1978

  377 Bacon Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 260% Above List Price
  • $40/SF
  • 8 Days On Market

  • Last Sold Price $60,000
  • Jan 08, 2015

  Last Listing Agent Christopher Stevens RealHome Services and Solutions
• 

  

  /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
• 

  

  /19

  Not Listed For Sale

  2565 Les Williams Rd, Mount Hermon, KY 42157

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2004

  2565 Les Williams Rd, Mount Hermon, KY 42157

  Last Sold Summary

  • $38/SF
  • 95 Days On Market

  • Last Sold Price $60,000
  • Feb 17, 2017

  Last Listing Agent Jody Moore Threshold Real Estate Services
• 

  

  /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
• 

  

  /34

  Not Listed For Sale

  374 Lyons Chapel Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 2011

  374 Lyons Chapel Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • $51/SF
  • 67 Days On Market

  • Last Sold Price $58,600
  • May 21, 2020

  Last Listing Agent Jody Moore KY Shines Realtors
• 

  

  /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
• 

  

  /23

  Est $318,140

  Not Listed For Sale

  1623 V Comer Rd, Gamaliel, KY 42140

  • 4 Beds
  • 2 Baths
  • 3,660 Sq Ft
  • Built 1973

  1623 V Comer Rd, Gamaliel, KY 42140

  Last Sold Summary

  • 45% Above List Price
  • $60/SF
  • 14 Days On Market

  • Last Sold Price $220,000
  • May 06, 2020

  Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel
• 

  

  /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
• 

  

  /5

  Not Listed For Sale

  6500 Celina Rd, Tompkinsville, KY 42167

  6500 Celina Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 40 Days On Market

  • Last Sold Price $140,000
  • Jun 24, 2020

  Last Listing Agent Horty Rosser Coldwell Banker Legacy Group
• 

  

  /12

  $135,000

  $8K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  708 Idru St, Tompkinsville, KY 42167

  If you are looking for a great home in the city limits of Tompkinsville, look no further! This is a brick home in a convenient location. This home would be great for someone starting out. Don't miss out on this opportunity!

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

  708 Idru St, Tompkinsville, KY 42167
• 

  

  /10

  Est $154,042

  Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft
  • Built 1997

  Unlisted Address

  Last Sold Summary

  • 81% Above List Price
  • $66/SF
  • 3 Days On Market

  • Last Sold Price $85,000
  • Feb 20, 2020

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency
• 

  

  /3

  $79,000

  • 3 Beds
  • 1 Bath
  • 1,420 Sq Ft

  108 W 5th St, Tompkinsville, KY 42167

  Nice 3 bedroom, 1 bath house in the city limits of Tompkinsville. Close to several businesses, and sitting on a nice level lot with mature shade trees. 1 bedroom on the main floor, and 2 bedrooms upstairs. Would make a good rental property or starter home.

  Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  108 W 5th St, Tompkinsville, KY 42167
• 

  

  /19

  Est $231,607

  Not Listed For Sale

  73 Avondale Rd, Gamaliel, KY 42140

  • 4 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 1996

  73 Avondale Rd, Gamaliel, KY 42140

  Last Sold Summary

  • 60% Above List Price
  • $93/SF
  • 45 Days On Market

  • Last Sold Price $145,000
  • Apr 22, 2020

  Last Listing Agent Joe Murphy Big South Realty & Auction, LLC - Gamaliel

Showing Results 201 - 240, Page 6 of 18