5,665

Caldwell County, KY Homes

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  • /30

    $235,000

    • 4 Beds
    • 2 Baths
    • 1,860 Sq Ft

    16475 Dawson Rd, Dawson Springs, KY 42408

    Are you looking for a spacious four-bedroom home with over four acres of land? This is your opportunity to own a beautifully updated property for under $250,000. This home features matching LVT flooring throughout and includes a fenced backyard, a deck, and even a chicken coop. It's conveniently located less than 10 miles from Princeton and just 3 miles from Dawson Springs.

    Kimberly Ann Clapp The Jeter Group

    16475 Dawson Rd, Dawson Springs, KY 42408
  • /23

    $199,000 Sold Jun 16, 2025

    709 Maple St, Princeton, KY 42445

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 2024

    Last Sold Summary

    • 12% Below List Price
    • $158/SF
    • 66 Days On Market

    Current Estimated Value $198,699

    Last Listing Agent Angie Cornish Keller Williams Experience Realty Eddyville Branch

    709 Maple St, Princeton, KY 42445
    • /10

      Est $95,808 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,082 Sq Ft

      212 Ratliff St, Princeton, KY 42445

      212 Ratliff St, Princeton, KY 42445
  • /11

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    20 Cravens Rd, Princeton, KY 42445

    New construction Home featuring 3 bedrooms and two full Baths. Large living room with high ceilings. Large master with large bath. Covered front porch and large deck. Attached 2 car garage

    Thomas Hughes Coldwell Banker Service 1st Realty

    20 Cravens Rd, Princeton, KY 42445
  • /30

    $150,000 Sold Jun 27, 2025

    623 Crider Dulaney Rd, Princeton, KY 42445

    • 3 Beds
    • 1 Bath
    • 888 Sq Ft
    • Built 1968

    Last Sold Summary

    • 6% Below List Price
    • $169/SF
    • 13 Days On Market

    Current Estimated Value $154,167

    Last Listing Agent Darren Ramey Farless Realty

    623 Crider Dulaney Rd, Princeton, KY 42445
    • /22

      Est $143,811 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,383 Sq Ft

      704 Mechanic St, Princeton, KY 42445

      704 Mechanic St, Princeton, KY 42445
  • /25

    $274,900

    • 3 Beds
    • 2 Baths
    • 1,496 Sq Ft

    11774 Hopkinsville Rd, Princeton, KY 42445

    Remodeled brick home on 4 acres of land. Upgraded kitchen, with island and black stainless steel appliances. Breakfast nook. Large living room. Brand new bathroom with soaking tub and separate walk-in shower. Second bathroom with walk-in shower. Nice sized primary, large enough for a king bed and two additional bedrooms. There is also an unfinished basement with cellar. Outside, enjoy family time

    Lisa Boren Payne Real Estate

    11774 Hopkinsville Rd, Princeton, KY 42445
  • /3

    $6,500 Sold Apr 08, 2025

    112 E Young St, Princeton, KY 42445

    • Land
    • 0.31 Acre
    • $20,968 per Acre

    Last Sold Summary

    Current Estimated Value $104,750

    Last Listing Agent *Not in *Regional MLS *Not in Regional MLS

    112 E Young St, Princeton, KY 42445
    • /35

      Est $221,750 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,632 Sq Ft

      703 W Locust St, Princeton, KY 42445

      703 W Locust St, Princeton, KY 42445
  • /33

    $218,000

    • 5 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    212 N Plum St, Princeton, KY 42445

    SELLER IS OFFERING $5,000 TOWARDS CLOSING COSTS! This is more than a house it’s the space your life has been waiting for. With 5 bedrooms, 2.5 baths, and storage in every direction, there’s room for everyone and everything. A brand new roof and water heater mean you can move in with confidence. Host family dinners, work from home, throw birthday parties, or just enjoy a quiet evening in the

    Lauren Hawkins Benchmark Realty

    212 N Plum St, Princeton, KY 42445
  • /31

    $75,000 Sold Apr 08, 2025

    490 W Fork Rd Unit (Caldwell Co. KY 12., Fredonia, KY 42411

    Last Sold Summary

    • 6% Below List Price
    • 22 Days On Market

    Last Listing Agent Tyler Hafford Whitetail Properties Real Estate LLC

    490 W Fork Rd Unit (Caldwell Co. KY 12., Fredonia, KY 42411
    • /32

      Est $155,818 Not Listed For Sale

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

      207 N Franklin St, Princeton, KY 42445

      207 N Franklin St, Princeton, KY 42445
  • /33

    $259,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    1700 Kentucky 70, Fredonia, KY 42411

    Discover the perfect blend of modern comfort and country living in this beautiful 4 bed 2 bath brick ranch located in Fredonia, KY. Ideally situated for convenience, this home is centrally located between Caldwell, Lyon and Crittenden Counties providing easy access to all three surrounding areas. Step inside to find a thoughtfully modernized interior featuring a bright and open kitchen and dining

    Brandon Warfield Benchmark Realty

    1700 Kentucky 70, Fredonia, KY 42411
  • /34

    $480,000 Sold Aug 13, 2025

    1949 Kentucky 70 Unit (Caldwell Co. KY 28), Fredonia, KY 42411

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $312/SF
    • 124 Days On Market

    Last Listing Agent Tyler Hafford Whitetail Properties Real Estate LLC

    1949 Kentucky 70 Unit (Caldwell Co. KY 28), Fredonia, KY 42411
    • /25

      Est $185,345 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,843 Sq Ft

      311 N Jefferson St, Princeton, KY 42445

      311 N Jefferson St, Princeton, KY 42445
  • /14

    $249,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    608 N Jefferson St, Princeton, KY 42445

    Trigg County Insurance Woodall Agency Inc.

    608 N Jefferson St, Princeton, KY 42445
  • /20

    $170,000 Sold Feb 10, 2025

    4955 Kentucky 70, Fredonia, KY 42411

    • 2 Beds
    • 1.5 Baths
    • 1,510 Sq Ft

    Last Sold Summary

    • $113/SF
    • 18 Days On Market

    Last Listing Agent Brandon Warfield Benchmark Realty

    4955 Kentucky 70, Fredonia, KY 42411
    • /33

      Est $204,977 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,888 Sq Ft

      718 W Main St, Princeton, KY 42445

      718 W Main St, Princeton, KY 42445
  • /50

    $279,900

    • 3 Beds
    • 1.5 Baths
    • 1,770 Sq Ft

    1187 Ray Rd, Princeton, KY 42445

    Discover your peaceful retreat with this charming 3-bedroom, 1.5-bathroom home nestled on 10.41 acres! Featuring a 30x40 shop, with concrete floors, providing ample storage and a 40x60 barn with 5 horse stalls and a tack room, this property is ideal for a mini farm! Additionally, a fenced-in pasture is already set up for animals, making it easy to start your farming adventure. The home exudes

    Crystal McCoy Keller Williams Experience Realty Paducah Branch

    1187 Ray Rd, Princeton, KY 42445
  • /18

    $114,500 Sold Apr 09, 2025

    102 Ratliff St, Princeton, KY 42445

    • 2 Beds
    • 1 Bath
    • 1,110 Sq Ft

    Last Sold Summary

    • 2% Above List Price
    • $103/SF

    Current Estimated Value $117,558

    Last Listing Agent Daniel Wade eXp Realty, LLC

    102 Ratliff St, Princeton, KY 42445
    • /18

      Est $216,542 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,016 Sq Ft

      824 W Main St, Princeton, KY 42445

      824 W Main St, Princeton, KY 42445
  • /27

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    106 Dogwood Ln, Princeton, KY 42445

    Location, Location, Location. This Home is located in the Country Club Subdivision, with a very short golf-cart ride to a great golf course, pool, tennis, pickleball, and much more. Home features 3 bedrooms, 2 full baths, split-level home with a gas fireplace in the living room, wonderful kitchen with stainless steel appliances, Master bedroom with Master bath, Unfinish basement area for storage

    Jesse Case RE/MAX Real Estate Services

    106 Dogwood Ln, Princeton, KY 42445
  • /14

    $100,000 Sold Feb 04, 2026

    17551 Dawson Rd, Dawson Springs, KY 42408

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    Last Sold Summary

    • $119/SF
    • 148 Days On Market

    Last Listing Agent Tim Beck Property Investment Solutions

    17551 Dawson Rd, Dawson Springs, KY 42408
    • /22

      Est $173,117 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,421 Sq Ft

      312 Cardinal Ln, Princeton, KY 42445

      312 Cardinal Ln, Princeton, KY 42445
  • /50

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,925 Sq Ft

    920 W Main St, Princeton, KY 42445

    Step back in time with this charming 1912 home offering 3 bedrooms and 2 bathrooms. Filled with character, it features a large foyer, formal living and dining rooms, and a cozy den with a gas fireplace just off the kitchen. Two bedrooms are located downstairs with a third upstairs. Sitting on a spacious lot in town, this property also includes two detached garages—plenty of space inside and out!

    Darren Ramey Farless Realty

    920 W Main St, Princeton, KY 42445
  • /6

    $40,000 Sold Nov 14, 2025

    204 S Deerfield Dr, Princeton, KY 42445

    • Land
    • 0.88 Acre
    • $45,455 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 177 Days On Market

    Last Listing Agent Ryals Farless Farless Realty

    204 S Deerfield Dr, Princeton, KY 42445
    • /25

      Est $134,113 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,503 Sq Ft

      407 E Shepardson St, Princeton, KY 42445

      407 E Shepardson St, Princeton, KY 42445
  • /20

    $109,900

    • 2 Beds
    • 2 Baths
    • 966 Sq Ft

    6000 Ky-293, Sturgis, KY 42459

    Welcome home to this beautifully remodeled bi-level retreat just outside of Sturgis, where comfort and space come together effortlessly. With two bedrooms and two full baths, this home offers a flexible layout featuring two separate family rooms—perfect for movie nights, game days, or creating a home office or guest space. Step outside to enjoy a large backyard with plenty of room to relax,

    Cindy Mckenzie Coldwell Banker Complete Realty

    6000 Ky-293, Sturgis, KY 42459
  • /26

    $240,000 Sold Mar 10, 2025

    675 Pidcock Rd, Princeton, KY 42445

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft
    • Built 2022

    Last Sold Summary

    • $163/SF
    • 2 Days On Market

    Current Estimated Value $256,940

    Last Listing Agent Tracy Mayhew Benchmark Realty Paducah

    675 Pidcock Rd, Princeton, KY 42445
    • /16

      Est $130,977 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,204 Sq Ft

      408 N Eagle St, Princeton, KY 42445

      408 N Eagle St, Princeton, KY 42445
  • /50

    $975,000

    • 6 Beds
    • 3.5 Baths

    141 Leech Hill Cemetery Rd Unit (Caldwell Co. KY 64., Fredonia, KY 42411

    This exceptional property offers a spacious 6-bedroom, 3.5-bath home with 4,251 square feet of above-grade living space and an additional 2,834-square-foot unfinished basement. Built in 2014, the home features an attached 2-car garage (900 square feet), a large yard with mature shade trees, and a gravel driveway with ample parking. The property is fully equipped for livestock operations with

    Mark Williams Whitetail Properties Real Estate LLC

    141 Leech Hill Cemetery Rd Unit (Caldwell Co. KY 64., Fredonia, KY 42411
  • /30

    $260,000 Sold Sep 09, 2025

    000 Leech Hill Cemetery Rd Unit (Caldwell Co. KY 14., Fredonia, KY 42411

    Last Sold Summary

    • 71 Days On Market

    Last Listing Agent Mark Williams Whitetail Properties Real Estate LLC

    000 Leech Hill Cemetery Rd Unit (Caldwell Co. KY 14., Fredonia, KY 42411
    • /30

      Est $192,691 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,314 Sq Ft

      717 E Market St, Princeton, KY 42445

      717 E Market St, Princeton, KY 42445
  • /12

    $185,000

    • Land
    • 7.65 Acres
    • $24,183 per Acre

    000 N Jefferson St, Princeton, KY 42445

    7.65 +/- surveyed acres loaded with commercial and/or residential potential! Just off of I-69 & 383 feet of North Jefferson st road frontage for great commercial potential & 293 feet of Skyline Dr road frontage for your residential potential. If it would better suit your needs, this property can be divided and purchased in sections if desired with approval from planning and zoning. This property

    Austin Thomas Keller Williams Experience Realty Paducah Branch

    000 N Jefferson St, Princeton, KY 42445
  • /19

    $190,000 Sold May 30, 2025

    22055 Marion Rd, Fredonia, KY 42411

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

    Last Sold Summary

    • 12% Below List Price
    • $121/SF
    • 77 Days On Market

    Last Listing Agent Allie Thebeau EXIT REALTY KEY GROUP PADUCAH

    22055 Marion Rd, Fredonia, KY 42411
    • /8

      Est $118,956 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,250 Sq Ft

      509 E Main St, Princeton, KY 42445

      509 E Main St, Princeton, KY 42445
  • /14

    $165,000

    • 4 Beds
    • 1.5 Baths
    • 1,554 Sq Ft

    107 W Locust St, Princeton, KY 42445

    Trigg County Insurance Woodall Agency Inc.

    107 W Locust St, Princeton, KY 42445
  • /19

    $116,600 Sold Apr 15, 2025

    303 White St, Princeton, KY 42445

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    Last Sold Summary

    • 6% Above List Price
    • $118/SF
    • 6 Days On Market

    Current Estimated Value $113,407

    Last Listing Agent Luke Griss The Jeter Group

    303 White St, Princeton, KY 42445
    • /31

      Est $117,303 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,608 Sq Ft

      310 Wood St, Princeton, KY 42445

      310 Wood St, Princeton, KY 42445
  • /9

    Call for Price Pending

    0 Princeton Olney Rd Unit Farm 3, Princeton, KY 42445

    Absolute Land Auction – Saturday, December 20th, 2025 at 10AM. Auction held at the Caldwell County UK Extension Office. Selling 657 Acres in 4 farms. This listing is for Farm 3 offering 81.79± total acres in 2 tracts and combinations along Princeton-Olney Road. Tract sizes are 9.61± and 72.18± acres, including 20.2± tillable acres with additional wooded acreage ideal for hunting or recreational

    Michael Harris Harris Real Estate & Auction

    0 Princeton Olney Rd Unit Farm 3, Princeton, KY 42445

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