Tompkinsville, KY Homes

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  /20

  $225,000

  Sold Mar 16, 2026

  206 Whiteside St, Tompkinsville, KY 42167

  • 4 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $114/SF
  • 35 Days On Market

  Current Estimated Value $205,374

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

  206 Whiteside St, Tompkinsville, KY 42167
• 

  

  

  /12

  Est $180,155

  Not Listed For Sale

  2180 Strodetown Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 2,450 Sq Ft
  • Built 1993

  2180 Strodetown Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 95% Above List Price
  • $38/SF
  • 14 Days On Market

  • Last Sold Price $92,500
  • May 18, 2020

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  

  /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
• 

  

  

  /33

  $270,000

  Sold Mar 31, 2026

  465 Petett Rd, Tompkinsville, KY 42167

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $111/SF
  • 10 Days On Market

  Current Estimated Value $312,458

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  465 Petett Rd, Tompkinsville, KY 42167
• 

  

  

  /17

  Est $353,048

  Not Listed For Sale

  488 Brown Cemetery Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 2 Baths
  • 2,250 Sq Ft
  • Built 1978

  488 Brown Cemetery Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 128% Above List Price
  • $69/SF
  • 325 Days On Market

  • Last Sold Price $155,000
  • Aug 12, 2016

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /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
• 

  

  /38

  $230,000

  Sold Apr 14, 2026

  395 Clark Estates, Tompkinsville, KY 42167

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 1995

  Last Sold Summary

  • 29% Below List Price
  • $109/SF
  • 0 Days On Market

  Current Estimated Value $245,243

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  395 Clark Estates, Tompkinsville, KY 42167
• 

  

  /18

  Est $294,755

  Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 3 Baths
  • 2,933 Sq Ft
  • Built 1966

  Unlisted Address

  Last Sold Summary

  • 75% Above List Price
  • $57/SF
  • 160 Days On Market

  • Last Sold Price $168,000
  • Nov 04, 2019

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency
• 

  

  /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
• 

  

  /38

  $240,000

  Sold Oct 22, 2025

  9263 Center Point Rd, Tompkinsville, KY 42167

  • 1 Bed
  • 1 Bath
  • 1,044 Sq Ft

  Last Sold Summary

  • 13% Below List Price
  • $230/SF
  • 63 Days On Market

  Current Estimated Value $221,781

  Last Listing Agent Sherri Butler McIver Realty Group

  9263 Center Point Rd, Tompkinsville, KY 42167
• 

  

  /18

  Est $205,428

  Not Listed For Sale

  2332 Old Glasgow Rd, Tompkinsville, KY 42167

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  2332 Old Glasgow Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 174% Above List Price
  • $39/SF
  • 106 Days On Market

  • Last Sold Price $75,000
  • Nov 09, 2017

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction
• 

  

  /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
• 

  $40,000

  Sold Feb 27, 2026

  10 the Bend at the Cumberland, Tompkinsville, KY 42167

  • Land
  • 31,363 Sq Ft
  • $55,556 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Sherri Butler McIver Realty Group

  10 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /22

  Est $193,230

  Not Listed For Sale

  849 Rivers Edge Loop, Tompkinsville, KY 42167

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2007

  849 Rivers Edge Loop, Tompkinsville, KY 42167

  Last Sold Summary

  • 41% Above List Price
  • $98/SF
  • 703 Days On Market

  • Last Sold Price $136,950
  • Apr 12, 2017

  Last Listing Agent Paul Thomas Mossy Oak Properties Hart Realty
• 

  

  /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
• 

  

  /32

  $410,000

  Sold Apr 21, 2026

  69 AC Radio Station Rd, Tompkinsville, KY 42167

  • Land
  • 69 Acres
  • $5,942 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 314 Days On Market

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

  69 AC Radio Station Rd, Tompkinsville, KY 42167
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  /28

  Not Listed For Sale

  143 ACS Kettle Creek Monroe Rd, Tompkinsville, KY 42167

  143 ACS Kettle Creek Monroe Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 0 Days On Market

  • Last Sold Price $239,000
  • Apr 27, 2021

  Last Listing Agent Barbara McWhorter The Realty Firm - Byrdstown
• 

  

  /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
• 

  /2

  $162,000

  Sold Dec 30, 2025

  2241 Old Glasgow Rd, Tompkinsville, KY 42167

  • Land
  • 17 Acres
  • $9,529 per Acre

  Last Sold Summary

  • 28% Below List Price
  • 115 Days On Market

  Current Estimated Value $236,201

  Last Listing Agent Dakota Elmore Elmore Realty & Auction

  2241 Old Glasgow Rd, Tompkinsville, KY 42167
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  /9

  Not Listed For Sale

  Ac Beech Grove Boles Rd, Tompkinsville, KY 42167

  Ac Beech Grove Boles Rd, Tompkinsville, KY 42167

  Last Sold Summary

  • 34 Days On Market

  • Last Sold Price $150,000
  • Nov 03, 2017

  Last Listing Agent Beverly Nunn Real Estate Solutions
• 

  

  /15

  $259,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  212 W 4th St, Tompkinsville, KY 42167

  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, blacktop drive and

  Joe Murphy Big South Realty & Auction, LLC - Gamaliel

  212 W 4th St, Tompkinsville, KY 42167
• 

  

  /21

  $160,000

  Sold Aug 08, 2025

  3197 Center Point Rd, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Below List Price
  • $89/SF
  • 180 Days On Market

  Current Estimated Value $180,928

  Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  3197 Center Point Rd, 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
• 

  

  /13

  $14,900

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

  Lot #4 715 Emberton St, Tompkinsville, KY 42167

  Lot #4 offers 0.4259 +/- acres of partially wooded property tucked just inside the city limits, delivering a scenic blend of privacy and accessibility. With building potential and convenient road frontage, this lot is primed for a thoughtful home site.

  Ryan Brown United Country - Lakes and Land Realty

  Lot #4 715 Emberton St, Tompkinsville, KY 42167
• 

  /2

  $10,000

  Sold May 19, 2025

  Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167

  • Land
  • 38,768 Sq Ft
  • $11,236 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 662 Days On Market

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

  Lot 3 Saddlebrook Estates, Tompkinsville, KY 42167
• 

  

  /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
• 

  

  /6

  $65,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  4834 Center Point Rd, Tompkinsville, KY 42167

  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
• 

  $45,000

  Sold May 14, 2026

  Lot 32 the Bend at the Cumberland, Tompkinsville, KY 42167

  • Land
  • 1.29 Acres
  • $34,884 per Acre

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Sherri Butler McIver Realty Group

  Lot 32 the Bend at the Cumberland, Tompkinsville, KY 42167
• 

  

  /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
• 

  

  /7

  $72,500

  • Land
  • 6 Acres
  • $12,083 per Acre

  00 Cave Spring Rd, Tompkinsville, KY 42167

  Take a look at this nice 6 acre tract of land located on the Gerald Rd. just outside the city limits of Tompkinsville. This land has nice road frontage on the Cave Spring Rd. and Geralds Rd., all utilities including county water are available, a 4 bay metal equipment shed is located on the property, and this lot is very suitable to build your dream home on or subdivide and build several houses

  Sharon Proffitt Proffitt Real Estate Agency

  00 Cave Spring Rd, Tompkinsville, KY 42167
• 

  

  /18

  $235,000

  Sold Oct 30, 2025

  155 Spring Valley, Tompkinsville, KY 42167

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft
  • Built 1989

  Last Sold Summary

  • 15% Below List Price
  • $109/SF
  • 42 Days On Market

  Current Estimated Value $212,786

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

  155 Spring Valley, 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
• 

  

  /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
• 

  

  /6

  $75,000

  Sold Apr 14, 2026

  600 Lake St, Tompkinsville, KY 42167

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft
  • Built 1955

  Last Sold Summary

  • 17% Below List Price
  • $85/SF
  • 0 Days On Market

  Current Estimated Value $87,339

  Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  600 Lake 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
• 

  

  /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

  $177,100

  Sold Nov 25, 2025

  50 Coach O Dr, Tompkinsville, KY 42167

  • 2 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1990

  Last Sold Summary

  • $104/SF
  • 10 Days On Market

  Current Estimated Value $161,477

  Last Listing Agent Joe Costello Mills Real Estate & Auction

  50 Coach O Dr, 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
• 

  

  /30

  $159,000

  $6K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 1,219 Sq Ft

  50 Dowell Dr, Tompkinsville, KY 42167

  Super nice remodeled 2 bedroom, 1 bath, full basement brick home in the city limits of Tompkinsville. This house has new flooring thru out, fresh paint in all the rooms, and the kitchen cabinets and countertops have been redone. The basement has had the floor refinished and new LED lights installed. This house sits on a nice lot with mature trees and has a rear patio, front porch, and a side

  Bobby Lane Big South Realty & Auction, LLC - Gamaliel

  50 Dowell Dr, Tompkinsville, KY 42167
• 

  

  /18

  $349,000

  Sold Jul 28, 2025

  305 Beech Grove Boles Rd, Tompkinsville, KY 42167

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $268/SF
  • 65 Days On Market

  Current Estimated Value $228,000

  Last Listing Agent Michael Dubree Patriot Realty - Auction LLC

  305 Beech Grove Boles Rd, Tompkinsville, KY 42167

Showing Results 121 - 160, Page 4 of 18