4,071

Monroe County, KY Homes

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  • /21

    $45,000

    • Land
    • 0.69 Acre
    • $65,217 per Acre

    Lot 19 the Bend at the Cumberland, Tompkinsville, KY 42167

    The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

    Agent Photo

    Sherri Butler

    McIver Realty Group

    (270) 512-9658

    Lot 19 the Bend at the Cumberland, Tompkinsville, KY 42167
  • /7

    $140,000 Sold Mar 16, 2026

    54 W Judio Rd, Tompkinsville, KY 42167

    • Land
    • 39.27 Acres
    • $3,565 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 4 Days On Market

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

    54 W Judio Rd, Tompkinsville, KY 42167
    • /6

      Est $419,000 Not Listed For Sale

      14502 Center Point Rd, Tompkinsville, KY 42167

      • 3 Beds
      • 1,424 Sq Ft
      14502 Center Point Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 42% Below List Price
      • $509/SF
      • 9 Days On Market

      Last Sold Price $725,000

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

  • /12

    $45,000

    • Land
    • 0.7 Acre
    • $64,286 per Acre

    Lot 16 the Bend at the Cumberland, Tompkinsville, KY 42167

    The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

    Agent Photo

    Sherri Butler

    McIver Realty Group

    (270) 713-2610

    Lot 16 the Bend at the Cumberland, Tompkinsville, KY 42167
  • /25

    $137,000 Sold Aug 20, 2025

    139 North St, Tompkinsville, KY 42167

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1960

    Last Sold Summary

    • 2% Below List Price
    • $143/SF
    • 9 Days On Market

    Current Estimated Value $146,239

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

    139 North St, Tompkinsville, KY 42167
    • /3

      Est $216,604 Not Listed For Sale

      8516 Celina Rd, Tompkinsville, KY 42167

      • 3 Beds
      • 1 Bath
      • 1,232 Sq Ft
      8516 Celina Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 49% Above List Price
      • $118/SF
      • 46 Days On Market

      Last Sold Price $145,000

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

  • /23

    $35,000

    • Land
    • 1.81 Acres
    • $19,337 per Acre

    38 the Bend of the Cumberland, Tompkinsville, KY 42167

    The Bend offers a unique opportunity to acquire property on one of the great American rivers in a premier and unspoiled location, at an unbeatable price point. Here, the Cumberland is clean and fast-flowing as it makes its way down the Highland Rim toward the Nashville basin. As the property owner, you acquire rights directly to the water's edge; the US Corps of Engineers does not own any land

    Agent Photo

    Sherri Butler

    McIver Realty Group

    (270) 812-4228

    38 the Bend of the Cumberland, Tompkinsville, KY 42167
  • /30

    $276,000 Sold Feb 27, 2026

    525 County Farm Rd, Tompkinsville, KY 42167

    • 3 Beds
    • 2.5 Baths
    • 1,911 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • $144/SF
    • 106 Days On Market

    Current Estimated Value $278,788

    Last Listing Agent Rosie Craggs Real Estate Unlimited

    525 County Farm Rd, Tompkinsville, KY 42167
    • /26

      Est $344,032 Not Listed For Sale

      204 Forrest Hills Dr, Tompkinsville, KY 42167

      • 4 Beds
      • 3.5 Baths
      • 2,904 Sq Ft
      • Built 1995
      204 Forrest Hills Dr, Tompkinsville, KY 42167

      Last Sold Summary

      • 43% Above List Price
      • $83/SF
      • 174 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  • /13

    $223,900

    • Land
    • 17 Acres
    • $13,171 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
  • /13

    $169,900 Sold Dec 01, 2025

    4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167

    • 3 Beds
    • 2 Baths
    • 1,741 Sq Ft
    • Built 1990

    Last Sold Summary

    • $98/SF
    • 14 Days On Market

    Current Estimated Value $163,112

    Last Listing Agent Cassi Harris Coldwell Banker Legacy Group

    4560 Mud Lick Flippin Rd, Tompkinsville, KY 42167
    • /18

      Est $131,436 Not Listed For Sale

      230 Mill Creek Rd, Tompkinsville, KY 42167

      • 3 Beds
      • 1 Bath
      • 1,115 Sq Ft
      • Built 1993
      230 Mill Creek Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 168% Above List Price
      • $44/SF
      • 58 Days On Market

      Last Sold Price $49,000

      Last Listing Agent Tootsie Wilson RE/MAX

  • /16

    $212,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    2651 Radio Station Rd, Tompkinsville, KY 42167

    This is a beautiful new construction home that has two bedrooms and two bathrooms. This home has a nice open concept floor plan with LVT and tile flooring, granite countertops, a nice back deck and much more! Don't miss out on this home that offers beautiful scenery and is only minutes from Tompkinsville.

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

    2651 Radio Station Rd, Tompkinsville, KY 42167
  • /2

    $195,000 Sold Apr 28, 2025

    4436 Stringtown Flippin Rd, Mount Hermon, KY 42157

    Last Sold Summary

    • 2% Below List Price
    • 0 Days On Market

    Current Estimated Value $199,272

    Last Listing Agent Ben Bray BHGRE, Ben Bray & Associates

    4436 Stringtown Flippin Rd, Mount Hermon, KY 42157
    • /12

      Est $250,378 Not Listed For Sale

      328 Old Glasgow Rd, Tompkinsville, KY 42167

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft
      328 Old Glasgow Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 271% Above List Price
      • $27/SF
      • 19 Days On Market

      Last Sold Price $67,500

      Last Listing Agent Barry Turner CENTURY 21 Advantage Realty

  • /35

    $260,000

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft

    43 Vernon Rd, Hestand, KY 42151

    Charming Turnkey Mini-Farm on 4.64 Acres Near Tompkinsville—Bring your horses or cattle and move right in! Move-in ready 2-bedroom, 1-bath brick home just minutes from Tompkinsville and a short drive to Dale Hollow Lake. This recently remodeled home features hardwood and laminate flooring throughout and a full basement for extra storage or expansion. Situated on 4.64 acres, this property is ideal

    Samantha Clemons RE/MAX Highland Realty

    43 Vernon Rd, Hestand, KY 42151
  • /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 $239,026

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

    206 Whiteside St, Tompkinsville, KY 42167
    • /52

      Est $347,523 Not Listed For Sale

      1862 Sugar Grove Rd, Tompkinsville, KY 42167

      • 5 Beds
      • 3 Baths
      • 2,880 Sq Ft
      • Built 1990
      1862 Sugar Grove Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 62% Above List Price
      • $75/SF
      • 116 Days On Market

      Last Sold Price $215,000

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

  • /24

    $225,000

    • 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
  • /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 $291,310

    Last Listing Agent Steve Wilson Wilson Real Estate & Auction

    465 Petett Rd, Tompkinsville, KY 42167
    • /6

      Est $116,181 Not Listed For Sale

      3489 Gamaliel Rd, Tompkinsville, KY 42167

      • 2 Beds
      • 1 Bath
      • 1,264 Sq Ft
      • Built 1970
      3489 Gamaliel Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 158% Above List Price
      • $36/SF
      • 17 Days On Market

      Last Sold Price $45,000

      Last Listing Agent Sharon Proffitt Proffitt Real Estate Agency

  • /26

    $259,000

    • 3 Beds
    • 2 Baths

    749 Beautiful Home Rd, Tompkinsville, KY 42167

    Nestled on a 0.68+/- acre lot, this charming 3-bedroom brick residence is the perfect blend of comfort and convenience. The home boasts modern updates, including new flooring throughout, giving it a fresh and inviting appeal. With 2 bathrooms, including a convenient half bath in the full basement, morning routines and entertaining guests will be a breeze. The unique laundry chute adds an element

    Ryan Brown United Country - Lakes and Land Realty

    749 Beautiful Home Rd, 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 $264,095

    Last Listing Agent Sherri Butler McIver Realty Group

    9263 Center Point Rd, Tompkinsville, KY 42167
    • /17

      Est $156,332 Not Listed For Sale

      5126 Gamaliel Rd, Tompkinsville, KY 42167

      • 3 Beds
      • 1 Bath
      • 1,334 Sq Ft
      5126 Gamaliel Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 103% Above List Price
      • $58/SF
      • 37 Days On Market

      Last Sold Price $77,000

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

  • /73

    $190,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    201 Jack Hunt Rd, Tompkinsville, KY 42167

    Don’t miss this opportunity! This 3 bedroom, 2 bath home offers only 4 years old construction and is move-in ready. Located in Monroe County with convenient access to both Glasgow and Tompkinsville, this property gives you the perfect blend of country living and close-to-town convenience. Priced under $200,000 and ready to sell — whether you’re a first-time buyer, downsizing, or looking for an

    Morgan 'Sloan' Bull Legacy Property Group

    201 Jack Hunt Rd, Tompkinsville, KY 42167
  • /2

    $30,000 Sold Apr 28, 2025

    2 Ac S Union Hill School Rd, Summer Shade, KY 42166

    • Land
    • 2 Acres
    • $15,000 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 8 Days On Market

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

    2 Ac S Union Hill School Rd, Summer Shade, KY 42166
    • /18

      Est $166,935 Not Listed For Sale

      3274 Ebenezer Rd, Tompkinsville, KY 42167

      • 3 Beds
      • 1.5 Baths
      • 1,300 Sq Ft
      • Built 1978
      3274 Ebenezer Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 317% Above List Price
      • $31/SF
      • 57 Days On Market

      Last Sold Price $40,000

      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
  • /2

    $44,900 Sold Apr 09, 2025

    74 Akersville Rd, Fountain Run, KY 42133

    • 2 Beds
    • 1 Bath
    • 1,171 Sq Ft
    • Built 1947

    Last Sold Summary

    • $38/SF
    • 1 Day On Market

    Current Estimated Value $54,419

    Last Listing Agent Stacey Fergerson Coldwell Banker Legacy Group

    74 Akersville Rd, Fountain Run, KY 42133
    • /17

      Est $169,081 Not Listed For Sale

      3416 Ebenezer Rd, Tompkinsville, KY 42167

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1970
      3416 Ebenezer Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 194% Above List Price
      • $57/SF
      • 59 Days On Market

      Last Sold Price $57,500

      Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  • /30

    $280,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,558 Sq Ft

    1458 Old Glasgow Rd, Tompkinsville, KY 42167

    This is a beautiful "A-Frame" home that comes with approximately 8.60 acres. This home has a beautiful large deck, a basement, 3 bedrooms, two bathrooms, and much more! Thbe barn on the property has electric and water. Thnis is the perfect "mini-farm" that has a gorgeous home as well! Don't miss out on this opportunity!

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

    1458 Old Glasgow Rd, Tompkinsville, KY 42167
  • /8

    $40,000 Sold Feb 27, 2026

    10 the Bend at the Cumberland, Tompkinsville, KY 42167

    • Land
    • 0.72 Acre
    • $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
    • /18

      Est $256,998 Not Listed For Sale

      482 Bill Butler Rd, Tompkinsville, KY 42167

      • 3 Beds
      • 2.5 Baths
      • 1,752 Sq Ft
      • Built 1985
      482 Bill Butler Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 72% Above List Price
      • $85/SF
      • 82 Days On Market

      Last Sold Price $149,500

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

  • /38

    $235,000 Pending

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

    395 Clark Estates, Tompkinsville, KY 42167

    HUGE PRICE REDUCED TO $235,000 This is country living at its finest with this beautifully maintained log home sitting on 4.28 acres. Enjoy the peace and quite the country has to offer within 1/2 mile from the city limits. This home has a living room w/fireplace, kitchen, dining room, utility area, 1 bedroom, and 1 full bath on Level 1 and an additional 3 bedrooms and 1 full bath on Level 2. The

    Sharon Proffitt Proffitt Real Estate Agency

    395 Clark Estates, Tompkinsville, KY 42167
  • /7

    $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
    • /20

      Est $342,974 Not Listed For Sale

      1363 Chandler Rd, Tompkinsville, KY 42167

      • 4 Beds
      • 2.5 Baths
      • 2,828 Sq Ft
      • Built 2000
      1363 Chandler Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 67% Above List Price
      • $72/SF
      • 8 Days On Market

      Last Sold Price $205,000

      Last Listing Agent Steve Wilson Wilson Real Estate & Auction

  • /59

    $220,000

    • 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
  • /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 $192,187

    Last Listing Agent Steve Wilson Wilson Real Estate & Auction

    3197 Center Point Rd, Tompkinsville, KY 42167
    • /23

      Est $177,491 Not Listed For Sale

      225 Miller Rd, Tompkinsville, KY 42167

      • 3 Beds
      • 3 Baths
      • 3,482 Sq Ft
      • Built 2019
      225 Miller Rd, Tompkinsville, KY 42167

      Last Sold Summary

      • 36% Below List Price
      • $80/SF
      • 95 Days On Market

      Last Sold Price $278,000

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

  • /36

    $299,999

    • 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

Showing Results 121 - 160, Page 4 of 18

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