Caldwell County, KY Homes

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  /35

  Est $283,713 Not Listed For Sale

  524 Scottsburg Rd, Princeton, KY 42445

  • 2 Beds
  • 1 Bath
  • 1,218 Sq Ft

  524 Scottsburg Rd, Princeton, KY 42445

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 229 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Darren Ramey Farless Realty
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  /37

  $195,000

  • Land
  • 35.7 Acres
  • $5,462 per Acre

  000 Martins Dr, Princeton, KY 42445

  Just 3 miles south of Princeton, and not far off Hwy 139 sits this 35.7 acre blank slate that is ready for the next chapter. Whether you're looking for an unrestricted build site not far from town or a farm that provides quality hunting opportunities this could be the one. A property that provides the opportunity for privacy and convenience all in one is hard to come by and even includes a new

  Reese Johnson Keller Williams Experience Realty Paducah Branch

  000 Martins Dr, Princeton, KY 42445
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  /33

  $162,500 Sold Feb 11, 2026

  613 Madisonville St, Princeton, KY 42445

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

  Last Sold Summary

  • 10% Below List Price
  • $114/SF
  • 59 Days On Market

  Current Estimated Value $158,438

  Last Listing Agent Ryals Farless Farless Realty

  613 Madisonville St, Princeton, KY 42445
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  /2

  Not Listed For Sale

  354 Gumlick Rd, Princeton, KY 42445

  • 3 Beds
  • 1 Bath
  • 1,037 Sq Ft

  354 Gumlick Rd, Princeton, KY 42445

  Last Sold Summary

  • $169/SF
  • 246 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Darren Ramey Farless Realty
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  /19

  $1,024,110

  • Land
  • 227.58 Acres
  • $4,500 per Acre

  20533 Princeton Olney Rd, Princeton, KY 42445

  This slice of heaven is absolute paradise with a deep moving wide creek with beavers and muskrat and a water source for your deer and turkey. Multiple secluded fields, two being bottom lands mature timber. Secluded with an awesome trail system and very well known big buck area.

  Darrell Lewis Diyflatfee.com

  20533 Princeton Olney Rd, Princeton, KY 42445
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  /25

  $149,000 Sold Jun 27, 2025

  601 Hopkinsville St, Princeton, KY 42445

  • 4 Beds
  • 1.5 Baths
  • 1,749 Sq Ft

  Last Sold Summary

  • 12% Below List Price
  • $85/SF
  • 54 Days On Market

  Current Estimated Value $152,987

  Last Listing Agent Brandon Warfield Benchmark Realty

  601 Hopkinsville St, Princeton, KY 42445
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  /26

  Est $69,266 Not Listed For Sale

  49 Beshears Ln, Princeton, KY 42445

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • Built 1950

  49 Beshears Ln, Princeton, KY 42445

  Last Sold Summary

  • 22% Above List Price
  • $73/SF
  • 27 Days On Market

  Last Sold Price $57,000

  Last Listing Agent Molly Conger Keller Williams Experience Realty Eddyville Branch
• 

  

  /26

  $139,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  309 N Eagle St, Princeton, KY 42445

  Welcome to this 3 bedroom 1 bathroom home offering both character and comfort. Inside, you’ll find tall ceilings that create an open and airy feel throughout along with a cozy gas log fireplace in the living room perfect for relaxing evenings at home. The spacious eat-in kitchen pairs wonderfully with the formal dining room making it easy to host family and friends. The beautiful oversized window

  Brandon Warfield Benchmark Realty

  309 N Eagle St, Princeton, KY 42445
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  /14

  $90,000 Sold Jul 25, 2025

  406 Maple St, Princeton, KY 42445

  Last Sold Summary

  • 10% Below List Price
  • 43 Days On Market

  Current Estimated Value $100,000

  Last Listing Agent Ryals Farless Farless Realty

  406 Maple St, Princeton, KY 42445
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  /28

  Est $206,805 Not Listed For Sale

  1560 Dawson Rd, Princeton, KY 42445

  • 3 Beds
  • 1 Bath
  • 1,329 Sq Ft
  • Built 1963

  1560 Dawson Rd, Princeton, KY 42445

  Last Sold Summary

  • 7% Above List Price
  • $145/SF
  • 2 Days On Market

  Last Sold Price $193,000

  Last Listing Agent Lorri Hillyard Better Homes & Gardens Fern Leaf Group
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  /9

  $40,000

  • Land
  • 1.7 Acres
  • $23,529 per Acre

  240 Jeff Watson Rd, Princeton, KY 42445

  Discover the perfect spot to build your dream home with this beautiful lot located within the city limits of Princeton. Tucked away off the road, this property is surrounded by trees creating a private setting with a country feel. A creek runs along the front of the property adding to its natural appeal. With electric, water and sewer already available this lot is ready for your vision. Enjoy the

  Brandon Warfield Benchmark Realty

  240 Jeff Watson Rd, Princeton, KY 42445
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  /50

  $152,500 Sold Aug 06, 2025

  225 W Crider St, Fredonia, KY 42411

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  Last Sold Summary

  • 3% Below List Price
  • $95/SF
  • 21 Days On Market

  Current Estimated Value $132,007

  Last Listing Agent Crystal McCoy Keller Williams Experience Realty Paducah Branch

  225 W Crider St, Fredonia, KY 42411
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  /35

  Est $370,143 Not Listed For Sale

  249 Nichols Rd, Princeton, KY 42445

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • Built 2000

  249 Nichols Rd, Princeton, KY 42445

  Last Sold Summary

  • 11% Above List Price
  • $205/SF
  • 3 Days On Market

  Last Sold Price $333,500

  Last Listing Agent Brandon Warfield Benchmark Realty
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  /20

  $174,000

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

  110 Airport Rd, Princeton, KY 42445

  Welcome to this 3 bed 2 bath brick ranch home nestled on a dead-end street within the city limits of Princeton. Inside, this well maintained home offers an eat in kitchen, spacious utility room and a bright living area highlighted by a large window that fills the space with natural light. In addition to the living room, this home includes a versatile bonus room with its own full bathroom perfect

  Brandon Warfield Benchmark Realty

  110 Airport Rd, Princeton, KY 42445
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  /41

  $248,000 Sold Jul 01, 2025

  3694 Kentucky 903, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,987 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • $125/SF
  • 3 Days On Market

  Last Listing Agent Darren Ramey Farless Realty

  3694 Kentucky 903, Princeton, KY 42445
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  /23

  Est $252,852 Not Listed For Sale

  306 Hazel Rd, Princeton, KY 42445

  • 4 Beds
  • 2 Baths
  • 2,792 Sq Ft
  • Built 1973

  306 Hazel Rd, Princeton, KY 42445

  Last Sold Summary

  • 23% Above List Price
  • $73/SF
  • 2 Days On Market

  Last Sold Price $205,000

  Last Listing Agent Kelly Mitchell KY Homes Realty
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  /9

  $125,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  278 Farmersville Rd, Princeton, KY 42445

  Trigg County Insurance Woodall Agency Inc.

  278 Farmersville Rd, Princeton, KY 42445
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  /47

  $220,000 Sold Jul 10, 2025

  650 Lewistown Church Rd, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1995

  Last Sold Summary

  • 8% Below List Price
  • $191/SF
  • 33 Days On Market

  Last Listing Agent Wendell Tincher Coldwell Banker Service 1st Realty

  650 Lewistown Church Rd, Princeton, KY 42445
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  /24

  Est $348,446 Not Listed For Sale

  309 Troon Dr, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft
  • Built 1991

  309 Troon Dr, Princeton, KY 42445

  Last Sold Summary

  • 7% Above List Price
  • $175/SF
  • 17 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Brandon Warfield Benchmark Realty
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  /2

  $7,900

  • Land
  • 0.11 Acre
  • $71,818 per Acre

  105 Cox St, Princeton, KY 42445

  0.11 +/- acre lot available in Princeton, KY.

  Will Childers WTC Realty LLC

  105 Cox St, Princeton, KY 42445
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  /19

  $210,000 Sold May 05, 2025

  312 Centennial Dr, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Below List Price
  • $156/SF
  • 2 Days On Market

  Current Estimated Value $228,929

  Last Listing Agent Brandon Warfield Benchmark Realty

  312 Centennial Dr, Princeton, KY 42445
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  /35

  Est $516,296 Not Listed For Sale

  320 Muirfield Dr, Princeton, KY 42445

  • 4 Beds
  • 3.5 Baths
  • 3,845 Sq Ft
  • Built 1993

  320 Muirfield Dr, Princeton, KY 42445

  Last Sold Summary

  • 10% Above List Price
  • $122/SF
  • 38 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Molly Conger Keller Williams Experience Realty Eddyville Branch
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  /26

  $370,000

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  174 Crider Dulaney Rd, Princeton, KY 42445

  Tucked away on 3 acres with peaceful pond views, this Princeton, KY property offers the space, layout, and setting buyers are searching for. With 4 bedrooms, 2 baths, and over 2,200 square feet, it strikes the right balance between comfort and functionality. The home flows effortlessly from one space to the next, creating a layout that feels both open and intentional. The living area transitions

  Lauren Hawkins Benchmark Realty

  174 Crider Dulaney Rd, Princeton, KY 42445
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  /28

  $142,000 Sold Dec 19, 2025

  116 W Pierson St, Fredonia, KY 42411

  • 3 Beds
  • 2 Baths
  • 1,239 Sq Ft

  Last Sold Summary

  • 14% Below List Price
  • $115/SF
  • 156 Days On Market

  Current Estimated Value $137,116

  Last Listing Agent Ryals Farless Farless Realty

  116 W Pierson St, Fredonia, KY 42411
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  /34

  Est $245,067 Not Listed For Sale

  602 Bell St, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1996

  602 Bell St, Princeton, KY 42445

  Last Sold Summary

  • $163/SF
  • 12 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Lauren Hawkins Benchmark Realty
• 

  

  /13

  $149,999 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  9025 Ky-902 E, Fredonia, KY 42411

  If you’re looking for a property to start homesteading or even just somewhere to relax on a covered porch—this is the one! With a little over a spacious acre you’ve got plenty of room to start harvesting your own garden or tending to your chickens. Recently built chicken coop conveys! Move in ready home with a newer roof covering. (2023) Hot tub will be removed off property unless negotiated in

  Harley Parr Benchmark Realty

  9025 Ky-902 E, Fredonia, KY 42411
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  /36

  $160,000 Sold Jun 16, 2025

  5644 Goodsprings Rd, Fredonia, KY 42411

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2007

  Last Sold Summary

  • 14% Below List Price
  • $95/SF
  • 40 Days On Market

  Last Listing Agent Ryals Farless Farless Realty

  5644 Goodsprings Rd, Fredonia, KY 42411
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  /12

  Est $158,949 Not Listed For Sale

  105 Aaron Dr, Fredonia, KY 42411

  • 2 Beds
  • 2 Baths
  • 1,491 Sq Ft

  105 Aaron Dr, Fredonia, KY 42411

  Last Sold Summary

  • 14% Above List Price
  • $94/SF
  • 27 Days On Market

  Last Sold Price $139,500

  Last Listing Agent Cynthia Akins RE/MAX
• 

  

  /10

  $39,900

  • 3 Beds
  • 1 Bath
  • 1,788 Sq Ft

  218 Baldwin Ave, Princeton, KY 42445

  Located at 218 Baldwin Avenue in Princeton, Kentucky, this spacious 3-bedroom, 1-bath home offers 1,788 square feet of potential and sits on a generous 0.309-acre lot. This fixer-upper is the perfect opportunity for investors or savvy buyers looking to add value through renovation.Whether you're looking for your next flip, rental addition, or long-term investment project, this property is ready

  Christy Wethington Epique Realty - Georgetown

  218 Baldwin Ave, Princeton, KY 42445
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  /38

  $349,900 Sold Jul 09, 2025

  674 Cecil Sigler Rd Unit (Caldwell Co. KY 10), Fredonia, KY 42411

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 2020

  Last Sold Summary

  • $194/SF
  • 3 Days On Market

  Last Listing Agent Justin Mason Whitetail Properties Real Estate LLC

  674 Cecil Sigler Rd Unit (Caldwell Co. KY 10), Fredonia, KY 42411
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  /24

  Est $136,740 Not Listed For Sale

  104 Pennyrile Valley Dr, Princeton, KY 42445

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1980

  104 Pennyrile Valley Dr, Princeton, KY 42445

  Last Sold Summary

  • 10% Above List Price
  • $117/SF
  • 17 Days On Market

  Last Sold Price $124,000

  Last Listing Agent Ryals Farless Farless Realty
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  /58

  $499,900

  • 4 Beds
  • 3.5 Baths
  • 3,031 Sq Ft

  455 Pidcock Rd, Princeton, KY 42445

  Step into this beautifully updated 2023 barn dominium offering over 3,000 sq ft of living space with fresh trim, moldings, and paint throughout. The open living area features a new fireplace and flows into a spacious kitchen with butcher block countertops, a large island, pantry, and ample cabinetry. Main-level laundry includes a newer washer and dryer. The private primary suite on the main level

  April Perdue Tradewater Realty

  455 Pidcock Rd, Princeton, KY 42445
• 

  

  /36

  $290,000 Sold Jun 25, 2025

  201 Meadow Lark Dr, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $149/SF
  • 2 Days On Market

  Current Estimated Value $295,338

  Last Listing Agent Darren Ramey Farless Realty

  201 Meadow Lark Dr, Princeton, KY 42445
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  /31

  Est $186,786 Not Listed For Sale

  116 Apache Dr, Princeton, KY 42445

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft

  116 Apache Dr, Princeton, KY 42445

  Last Sold Summary

  • 11% Above List Price
  • $128/SF
  • 4 Days On Market

  Last Sold Price $168,500

  Last Listing Agent Billie Farless Farless Realty
• 

  

  /75

  $850,000 Pending

  • 5 Beds
  • 6 Baths
  • 5,488 Sq Ft

  2976 Highway 293 N, Princeton, KY 42445

  Welcome to this exceptional, custom-built all-brick dream home, nestled on 4.4 acres of serene land. With 5 spacious bedrooms, 4 full baths, & 2 half baths, it abounds with character, comfort, and style in every room. Step inside and discover an open-concept kitchen that has been completely transformed with stunning granite countertops, a large island with an induction cooktop, and a built-in

  Michala Smith TOWN AND COUNTRY REALTY

  2976 Highway 293 N, Princeton, KY 42445
• 

  

  /30

  $210,000 Sold Feb 13, 2026

  000 Donahue Rd Unit (Caldwell Co. KY 61., Princeton, KY 42445

  Last Sold Summary

  • 8% Below List Price
  • 2 Days On Market

  Last Listing Agent Mark Williams Whitetail Properties Real Estate LLC

  000 Donahue Rd Unit (Caldwell Co. KY 61., Princeton, KY 42445
• 

  

  /19

  Est $175,387 Not Listed For Sale

  200 W Sandra Dr, Princeton, KY 42445

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  200 W Sandra Dr, Princeton, KY 42445

  Last Sold Summary

  • 26% Above List Price
  • $116/SF
  • 29 Days On Market

  Last Sold Price $139,000

  Last Listing Agent Ryals Farless Farless Realty
• 

  

  /31

  $129,000

  • 3 Beds
  • 1 Bath
  • 1,736 Sq Ft

  901 W Main St, Princeton, KY 42445

  Charming 3 bed, 1 bath brick home on a corner lot with great potential! This home features hardwood floors in select areas, an upgraded electrical panel, new gutters, and a metal roof. HVAC is less than 7 years old. Includes a full-size basement and a detached workshop for extra space and storage. Upstairs has a second bathroom that is currently inoperable. Solid home with character, ready for

  Darren Ramey Farless Realty

  901 W Main St, Princeton, KY 42445
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  /12

  $70,000 Sold Mar 31, 2026

  238 Skyline Dr, Princeton, KY 42445

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft
  • Built 2013

  Last Sold Summary

  • 42% Below List Price
  • $57/SF
  • 61 Days On Market

  Current Estimated Value $101,219

  Last Listing Agent Daniel Wade eXp Realty, LLC

  238 Skyline Dr, Princeton, KY 42445
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  /2

  Est $79,722 Not Listed For Sale

  162 Manus Rd, Princeton, KY 42445

  • Built 2006

  162 Manus Rd, Princeton, KY 42445

  Last Sold Summary

  • 59% Above List Price
  • 17 Days On Market

  Last Sold Price $50,000

  Last Listing Agent Sherry Thomas Keller Williams Experience Realty Eddyville Branch

Showing Results 121 - 160, Page 4 of 18