Caldwell County, KY Homes

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  /50

  $349,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  100 Alexander Rd, Dawson Springs, KY 42408

  Dreaming of a cozy log cabin with a fireplace and stunning views? Want modern amenities with that rustic charm? Come take a look at this gem! Nestled in the woods on a 4 acre tract, this beautiful log home may be just what you've been searching for. The interior offers a well maintained, 3 bedroom, 2 bath home with an open concept living area. The fully equipped kitchen is ideal for entertaining

  

  Ryals Farless

  Farless Realty

  (270) 512-6920

  100 Alexander Rd, Dawson Springs, KY 42408
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  /15

  $675 - $725 per month

  Franklin Place Apartments

  1 - 2 Beds

  200 N Franklin St, Princeton, KY 42445

  200 N Franklin St, Princeton, KY 42445
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  /7

  $70,000 Sold Jul 25, 2025

  402 Maple St, Princeton, KY 42445

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft

  Last Sold Summary

  • $58/SF
  • 0 Days On Market

  Last Listing Agent Ryals Farless Farless Realty

  402 Maple St, Princeton, KY 42445
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  /34

  Est $237,585 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,926 Sq Ft

  108 Hillview Dr, Princeton, KY 42445

  108 Hillview Dr, Princeton, KY 42445
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  /48

  $260,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  765 Flynns Ferry Rd, Fredonia, KY 42411

  This 3 bedroom, 2 bath home offers the peaceful, country paradise you've been seeking! With just under 30 acres there is room for just about anything you can dream of. Manufactured in 1995, the home has been excellently maintained and provides updated bathrooms, new LVT flooring, updated vinyl siding and metal roof. The primary suite has a beautiful, tiled shower and a walk-in closet! Outside

  

  Ryals Farless

  Farless Realty

  (270) 679-5883

  765 Flynns Ferry Rd, Fredonia, KY 42411
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  /7

  $130,000 Sold Feb 03, 2026

  840 Kentucky 128, Princeton, KY 42445

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • $148/SF
  • 8 Days On Market

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

  840 Kentucky 128, Princeton, KY 42445
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  /35

  Not Listed For Sale

  • 2 Beds
  • 1 Bath

  6392 Kentucky 672, Dawson Springs, KY 42408

  6392 Kentucky 672, Dawson Springs, KY 42408
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  /35

  $650,000

  • 2 Beds
  • 3 Baths
  • 1,773 Sq Ft

  762 Pleasant Valley Rd, Princeton, KY 42445

  This stunning, custom built home has character galore! Everything has been tastefully designed and crafted to provide the feel of a rustic, log home retreat. The logs, inside and out, are actually cast cement! From the soaring ceilings of the living room to the custom made cabinets, masonry work and the beautiful, live edge countertop you will be wowed from the moment you enter! The primary suite

  

  Ryals Farless

  Farless Realty

  (270) 518-2544

  762 Pleasant Valley Rd, Princeton, KY 42445
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  /14

  $77,500 Sold Mar 07, 2025

  208 E Green St, Princeton, KY 42445

  • 4 Beds
  • 2 Baths
  • 1,939 Sq Ft

  Last Sold Summary

  • 38% Below List Price
  • $40/SF
  • 224 Days On Market

  Current Estimated Value $91,751

  Last Listing Agent Alice Carr Heritage Homes Real Estate

  208 E Green St, Princeton, KY 42445
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  /6

  Not Listed For Sale

  0 Galloway Rd, Dawson Springs, KY 42408

  0 Galloway Rd, Dawson Springs, KY 42408
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  /30

  $665,000

  0 Donahue Rd, Princeton, KY 42445

  This sprawling farm near the Tradewater River offers an excellent opportunity for any outdoor enthusiast! Throughout this timber tract you will find varying topography, including rock bluffs, rolling timbered ridges and two cleared areas, ideal for food plots or a basecamp. The woods consist of both softwoods and hardwoods to provide a good food source while the cedar thickets offer shelter for

  

  Ryals Farless

  Farless Realty

  (270) 518-2323

  0 Donahue Rd, Princeton, KY 42445
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  /25

  $145,000 Sold Dec 01, 2025

  100 N Chestnut St, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $98/SF
  • 99 Days On Market

  Last Listing Agent Billie Farless Farless Realty

  100 N Chestnut St, Princeton, KY 42445
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  /35

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,055 Sq Ft

  7090 Kentucky 672, Dawson Springs, KY 42408

  7090 Kentucky 672, Dawson Springs, KY 42408
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  /50

  $330,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 3,192 Sq Ft

  427 E Market St, Princeton, KY 42445

  The "Hunsaker House" provides you the opportunity to own a piece of Princeton history with modern amenities! The sprawling home has 5 bedrooms, 3 full baths, formal dining, living room, utility room, kitchen, an unfinished partial basement and a bonus area on the 3rd floor that is finished and would make a great playroom! The main floor boasts 12' ceilings in the living spaces and foyer,

  

  Ryals Farless

  Farless Realty

  (270) 713-7208

  427 E Market St, Princeton, KY 42445
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  /33

  $160,000 Sold Feb 03, 2026

  201 W Sandra Dr, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,314 Sq Ft

  Last Sold Summary

  • 9% Below List Price
  • $122/SF
  • 73 Days On Market

  Last Listing Agent Ryals Farless Farless Realty

  201 W Sandra Dr, Princeton, KY 42445
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  /26

  Est $258,415 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft

  4460 Sandlick Rd, Dawson Springs, KY 42408

  4460 Sandlick Rd, Dawson Springs, KY 42408
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  /22

  $270,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  364 Farmersville Rd, Princeton, KY 42445

  This 3 bedroom, 2 bath home is just outside the city limits and is move-in ready! It offers an updated interior with newer flooring, fresh paint, updated bath, and HVAC & generator that are just a couple years old! Outside you'll find a relaxing covered patio to enjoy your afternoons overlooking the large 1.74 acre yard! There is an attached, 2 car garage AND a detached, 2 car garage! Just a

  

  Ryals Farless

  Farless Realty

  (270) 545-5181

  364 Farmersville Rd, Princeton, KY 42445
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  /33

  $275,000 Sold Nov 05, 2025

  6802 Cadiz Rd, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Below List Price
  • $172/SF

  Current Estimated Value $252,082

  Last Listing Agent KaDonna Woodall Lakeland Realty

  6802 Cadiz Rd, Princeton, KY 42445
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  /32

  Est $193,365 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,106 Sq Ft

  508 N Franklin St, Princeton, KY 42445

  508 N Franklin St, Princeton, KY 42445
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  /33

  $180,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  613 Madisonville St, Princeton, KY 42445

  This 3 bedroom, 2 bath home is recently updated and move-in ready! The exterior provides a new roof, vinyl windows, gravel drive and a new concrete back porch. The interior of the home offers an unfinished basement, new flooring throughout, fresh paint, new kitchen cabinets and countertops, updated fixtures, new water heater, new hvac unit and an enclosed front porch. The only thing left to do is

  

  Ryals Farless

  Farless Realty

  (270) 751-6633

  613 Madisonville St, Princeton, KY 42445
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  /5

  $135,096 Sold Nov 21, 2025

  0 Mount Hebron Church Rd, Dawson Springs, KY 42408

  • Land
  • 53.4 Acres
  • $2,530 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 24 Days On Market

  Last Listing Agent Ryals Farless Farless Realty

  0 Mount Hebron Church Rd, Dawson Springs, KY 42408
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  /23

  Est $142,650 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft

  211 Grace St, Princeton, KY 42445

  211 Grace St, Princeton, KY 42445
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  /45

  $370,000

  • 3 Beds
  • 2 Baths
  • 2,834 Sq Ft

  330 Alexander Rd, Dawson Springs, KY 42408

  Nestled in the woods of the hills overlooking Lake Beshear is this cozy 3 bedroom, 2 bath home. Tons of privacy, yet just up the hill from all the fun Lake Beshear has to offer. The main floor provides a large primary bedroom, walk-in closet, renovated bathroom, equipped kitchen and living room. Upstairs offers 2 more bedrooms, full bath and a large finished bonus room perfect for storage or

  

  Ryals Farless

  Farless Realty

  (270) 817-6435

  330 Alexander Rd, Dawson Springs, KY 42408
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  /47

  $214,000 Sold Jul 25, 2025

  303 Maple St, Princeton, KY 42445

  • 4 Beds
  • 2 Baths
  • 2,662 Sq Ft
  • Built 1910

  Last Sold Summary

  • 3% Below List Price
  • $80/SF
  • 62 Days On Market

  Current Estimated Value $214,234

  Last Listing Agent Ryals Farless Farless Realty

  303 Maple St, Princeton, KY 42445
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  /21

  Est $226,985 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,816 Sq Ft

  213 Cedar Creek Rd, Princeton, KY 42445

  213 Cedar Creek Rd, Princeton, KY 42445
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  /24

  $117,500

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  509 S Seminary St, Princeton, KY 42445

  This cute & cozy 3 bdrm, 1 bath home with attached carport would make a great starter home, investment property or if you are in the downsizing phase of life. It is situated on a spacious, double lot with plenty of yard on the side to add a garage or plant a garden & still enjoy the lg back yard. Shed in back yard has electricity for a shop or extra storage. Step inside to the spacious living rm

  Amy Brock Keller Williams Experience Realty Paducah Branch

  509 S Seminary St, Princeton, KY 42445
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  /100

  $1,110,019 Sold Feb 06, 2026

  2760 Wallace Fork Rd, Princeton, KY 42445

  • 6 Beds
  • 3.5 Baths
  • 3,860 Sq Ft
  • Built 2019

  Last Sold Summary

  • $288/SF
  • 34 Days On Market

  Last Listing Agent Scott Sanders Bolinger Real Estate & Auction, LLC

  2760 Wallace Fork Rd, Princeton, KY 42445
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  /35

  Est $279,145 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,332 Sq Ft

  111 Manor Dr, Princeton, KY 42445

  111 Manor Dr, Princeton, KY 42445
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  /9

  $1,965,000

  • Land
  • 0 Acre

  651 Pleasant Valley Rd, Princeton, KY 42445

  Discover 178.5 total acres offering approximately 1,900 feet of frontage along Pleasant Valley Road and roughly 2,700 feet along the Western Kentucky Parkway. This versatile tract includes 152.27 tillable acres, a 4" water line along Pleasant Valley Road, and is located less than half a mile from Highway 62, providing excellent access and convenience. The property offers strong, proven crop

  Ben Bolinger BOLINGER REAL ESTATE & AUCTION

  651 Pleasant Valley Rd, Princeton, KY 42445
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  /36

  $190,500 Sold Jan 16, 2026

  1808 S US Hwy 641, Fredonia, KY 42411

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

  Last Sold Summary

  • 17% Below List Price
  • $127/SF
  • 31 Days On Market

  Last Listing Agent Kimberly Ann Clapp The Jeter Group

  1808 S US Hwy 641, Fredonia, KY 42411
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  /33

  Est $325,166 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,099 Sq Ft

  110 Manor Dr, Princeton, KY 42445

  110 Manor Dr, Princeton, KY 42445
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  /86

  $749,000

  • 6 Beds
  • 3.5 Baths

  141 Leech Hill Cemetery Rd, Fredonia, KY 42411

  This 10.62+/- acre property in Caldwell County, KY, features a beautiful home, multiple outbuildings, and a fully operational livestock setup. Built in 2014, the 4,251 S.F. home offers 6 bedrooms, 3.5 baths, and a spacious layout with an additional 2,834 S.F. unfinished basement. A 900 S.F. attached 2-car garage provides convenience, while the landscaped yard, shade trees, and garden area add to

  Mark Williams Whitetail Properties Real Estate

  141 Leech Hill Cemetery Rd, Fredonia, KY 42411
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  /13

  $127,000 Sold Aug 18, 2025

  118 W Pierson St, Fredonia, KY 42411

  • 2 Beds
  • 1 Bath
  • 1,198 Sq Ft

  Last Sold Summary

  • $106/SF
  • 4 Days On Market

  Current Estimated Value $121,103

  Last Listing Agent Lauren Hawkins Benchmark Realty

  118 W Pierson St, Fredonia, KY 42411
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  /13

  Est $130,753 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,728 Sq Ft

  215 S Jefferson St, Princeton, KY 42445

  215 S Jefferson St, Princeton, KY 42445
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  /21

  $560,000

  • Land
  • 103 Acres
  • $5,437 per Acre

  837 Walnut Hill Rd, Princeton, KY 42445

  Includes hunting cabin. 24x48 outbuilding w/12ft open sides. Water and electricity in both buildings. 103 acres (surveyed). Approx. 35 acres tillable, the remainder is hardwoods. Deer stands in place. Frontage on a county road.

  Trigg County Insurance Woodall Agency Inc.

  837 Walnut Hill Rd, Princeton, KY 42445
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  /40

  $152,000 Sold Aug 20, 2025

  5745 Kentucky 672, Dawson Springs, KY 42408

  • 3 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Built 2007

  Last Sold Summary

  • 16% Below List Price
  • $148/SF
  • 6 Days On Market

  Last Listing Agent THE HARRIS GROUP KELLER WILLIAMS ELITE

  5745 Kentucky 672, Dawson Springs, KY 42408
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  /28

  Est $191,591 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft

  418 S Jefferson St, Princeton, KY 42445

  418 S Jefferson St, Princeton, KY 42445
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  /86

  $975,000

  • 6 Beds
  • 3.5 Baths
  • 4,251 Sq Ft

  141 Leech Hill Cemetery Rd, 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

  141 Leech Hill Cemetery Rd, Fredonia, KY 42411
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  /34

  $365,000 Sold Aug 01, 2025

  915 Turnbury Dr, Princeton, KY 42445

  • 4 Beds
  • 3.5 Baths
  • 2,735 Sq Ft
  • Built 1995

  Last Sold Summary

  • 19% Below List Price
  • $133/SF
  • 259 Days On Market

  Current Estimated Value $370,381

  Last Listing Agent Melissa Wynn Elite Realty

  915 Turnbury Dr, Princeton, KY 42445
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  /19

  Est $78,044 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 914 Sq Ft

  108 Ratliff St, Princeton, KY 42445

  108 Ratliff St, Princeton, KY 42445

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