5,629

Caldwell, KY Homes

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  • /16

    $99,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    400 Maple St, Princeton, KY 42445

    This 2 bedroom, 1 bath home offers hardwood flooring, equipped kitchen, laundry room and an attached carport. Located near daycare and within walking distance to downtown!

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 838-2223

    400 Maple St, Princeton, KY 42445
  • /19

    $178,000 Sold Jul 18, 2025

    • 1,213 Sq Ft
    • $147/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths

    110 Dawson Rd, Princeton, KY 42445

    Welcome to your dream home! This beautiful new construction offers 3 bedrooms and 2 modern bathrooms including an ensuite featuring a relaxing soaker tub, separate shower and double vanity. You will enjoy the eat-in kitchen, complete with stainless steel appliances and a cozy breakfast area. Luxury vinyl flooring flows throughout the home combining elegance with easy maintenance. This home is

    Brandon Warfield Benchmark Realty

    110 Dawson Rd, Princeton, KY 42445
    • /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
  • /47

    $220,000 Under Contract

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

    303 Maple St, Princeton, KY 42445

    This beautiful home was built in 1910 and has been EXCEPTIONALLY well maintained. There are currently 4 bedrooms, with the potential for 6, and 2 baths. Large kitchen, formal dining, large living room, HUGE bedroom upstairs and finished space in the basement provide plenty of space to enjoy time with family and friends. Every nook has been strategically used for storage and beautifully finished

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 716-9700

    303 Maple St, Princeton, KY 42445
  • /22

    $147,000 Sold Jul 14, 2025

    • 1,350 Sq Ft
    • $109/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath

    206 Dawson Rd, Princeton, KY 42445

    Welcome to this quaint 3 bed 1 bath home located in the heart of Princeton! This property combines classic charm with modern updates perfect for comfortable living. Centrally located you’ll enjoy being close to all of Princeton’s shopping, dining, and amenities and just a short drive to the City County Park and Pool. Inside, the cozy living room features a gas log fireplace and hardwood floors

    Brandon Warfield Benchmark Realty

    206 Dawson Rd, Princeton, KY 42445
    • /26

      Est $266,999 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
  • /14

    $100,000 Under Contract

    406 Maple St, Princeton, KY 42445

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 533-7643

    406 Maple St, Princeton, KY 42445
  • /31

    $232,000 Sold Jul 11, 2025

    • 2,400 Sq Ft
    • $97/SF
    • 75 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2022

    1993 Dawson Rd, Princeton, KY 42445

    Looking for a modern home with plenty of space inside and out? This beautiful 4 bedroom 2 bathroom 2022 manufactured home sits on a spacious corner lot on the outskirts of Princeton. This home offers the perfect blend of comfort and convenience. Step inside to find the beautiful kitchen equipped with stainless steel appliances and soft close cabinets, spacious rooms, fireplace, and an

    Brandon Warfield Benchmark Realty

    1993 Dawson Rd, Princeton, KY 42445
    • /22

      Est $86,223 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,456 Sq Ft

      130 E Young St, Princeton, KY 42445

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

    $330,000

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    13434 Marion Rd, Princeton, KY 42445

    This 3 year old home has SO much to offer! The peace and tranquility of country life can be enjoyed from one of the 3 outside sitting areas, including a screened porch off one of the "suites'! The 2 downstairs bedrooms each have an ensuite bathroom with jetted tub and shower. The home provides durable LVT flooring, recessed lighting, ceiling fans and mini-splits for tailored temps for each area!

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 606-7176

    13434 Marion Rd, Princeton, KY 42445
  • /47

    $220,000 Sold Jul 10, 2025

    • 1,150 Sq Ft
    • $191/SF
    • 33 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    650 Lewistown Church Rd, Princeton, KY 42445

    Charming , well maintained three bedroom, two bath, home located on 15 acres. Front porch for setting and enjoying the quite neighborhood. Two tracks (one is house and three acres with a pond and fenced in garden area. Level to gently sloping. The second track is 12 wooded acres that is full of wildlife). short drive to downtown Princeton, Wal Mart and other businesses, or 15 minutes to

    Wendell Tincher Coldwell Banker Service 1st Realty

    650 Lewistown Church Rd, Princeton, KY 42445
    • /15

      Est $201,428 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,136 Sq Ft

      107 Hillview Dr, Princeton, KY 42445

      107 Hillview Dr, Princeton, KY 42445
  • /32

    $195,000

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft

    353 Creswell Rd, Princeton, KY 42445

    Rustic Retreat on 8.75 Acres – A Homesteader’s Dream! Escape the hustle and embrace self-sufficient living in this charming 2–3 bedroom, 1-bath rustic cabin tucked away on 8.75 private acres. Perfect for anyone wanting to be away from the city life, this property offers peace, privacy, and plenty of possibilities. Recent updates include flooring, bathroom, windows, hot water heater, and a 2024

    Agent Photo

    Kartik Patel

    Keller Williams Experience Realty Paducah Branch

    (270) 479-6351

    353 Creswell Rd, Princeton, KY 42445
  • /38

    $349,900 Sold Jul 09, 2025

    • 1,800 Sq Ft
    • $194/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2020

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

    If you're dreaming of a quiet life in the country with room to breathe, work the land, and enjoy complete privacy, this property is calling your name. Nestled at the very end of Cecil Sigler Road in Caldwell County, this 2020-built home sits on 10 beautiful acres. The peaceful dead-end road location makes it the ideal homestead for anyone looking to escape the hustle and bustle, and embrace

    Justin Mason Whitetail Properties Real Estate LLC

    674 Cecil Sigler Rd Unit (Caldwell Co. KY 10), Fredonia, KY 42411
    • /29

      Est $274,019 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,593 Sq Ft

      111 Cedar Creek Rd, Princeton, KY 42445

      111 Cedar Creek Rd, Princeton, KY 42445
  • /5

    $150,000

    • Land
    • 53 Acres
    • $2,809 per Acre

    0 Mount Hebron Church Rd, Dawson Springs, KY 42408

    This beautiful piece of wooded ground offers a great hunting tract or several locations that would be suitable for clearing your very own secluded building site! The mature trees and rolling topography provide excellent habitat for wildlife and make this a great option for outdoor enthusiasts. The property is adjacent to Jones Keeney WMA, making this 50+ acre tract hunt much larger. Lake Beshear

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 738-7649

    0 Mount Hebron Church Rd, Dawson Springs, KY 42408
  • /50

    $300,000 Sold Jul 07, 2025

    • 4,171 Sq Ft
    • $72/SF
    • 3 Beds
    • 4 Baths

    643 Lakeshore Dr, Dawson Springs, KY 42408

    One-of-a-Kind Lakefront Gem on Lake Beshear! This truly unique home offers a million-dollar panoramic view from what you could consider the best spot on the water. With 3-4 bedrooms, 4 bathrooms, and over 4,000 sq. ft. of living space, this property is overflowing with potential—ideal as a full-time residence, vacation home, or investment opportunity. Enjoy uninterrupted lake views from nearly

    Kartik Patel Keller Williams Experience Realty Paducah Branch

    643 Lakeshore Dr, Dawson Springs, KY 42408
    • /35

      Est $226,119 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,092 Sq Ft

      504 S Jefferson St, Princeton, KY 42445

      504 S Jefferson St, Princeton, KY 42445
  • /28

    $155,000

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

    116 W Pierson St, Fredonia, KY 42411

    Looking for a move-in ready home in Fredonia? Look no further! This 3 bedroom, 2 bath home offers new flooring, new cabinets, new light fixtures, new plumbing fixtures, pipes, new roof & updated electrical service. There is a partial basement with washer/dryer hookup and plenty of room for additional storage. Outside provides an attached carport, detached storage building and a large yard for

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 440-4542

    116 W Pierson St, Fredonia, KY 42411
  • /35

    $575,000 Sold Jul 03, 2025

    • 337 Days On Market

    000 Dawson Rd Unit (Caldwell Co. KY 234, Princeton, KY 42445

    Located in an area renowned for its big bucks, this property offers a secluded and serene hunting experience. The land features rolling topography throughout, providing a variety of landscapes and hunting opportunities. With minimal road frontage, it ensures privacy while offering build site potential. Utilities are conveniently available along the road frontage. A full boundary survey is on

    Justin Mason Whitetail Properties Real Estate LLC

    000 Dawson Rd Unit (Caldwell Co. KY 234, Princeton, KY 42445
    • /33

      Est $313,119 Not Listed For Sale

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

      110 Manor Dr, Princeton, KY 42445

      110 Manor Dr, Princeton, KY 42445
  • /6

    $52,000

    • Land
    • 0.88 Acre
    • $59,091 per Acre

    204 S Deerfield Dr, Princeton, KY 42445

    These spacious lots in Deerfield Subdivision offer plenty of room for your new home! The 2 lots overlook a beautiful crop farm and creek and are located just a short ride from Princeton Golf Club! Near Lake Barkley, I-69 & I-24 access!

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 449-1741

    204 S Deerfield Dr, Princeton, KY 42445
  • /41

    $248,000 Sold Jul 01, 2025

    • 1,987 Sq Ft
    • $125/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths

    3694 Kentucky 903, Princeton, KY 42445

    Charming 3 bed, 2 bath brick ranch nestled on over 1 acre in the peaceful countryside! Enjoy two spacious living areas, one with a cozy gas fireplace. A large utility room offers potential for a 4th bedroom. Relax on the welcoming front porch or entertain on the back deck with pergola. Property includes a 2-car attached carport, 24x35 detached garage with loft—great for storage or converting to

    Darren Ramey Farless Realty

    3694 Kentucky 903, Princeton, KY 42445
    • /13

      Est $135,689 Not Listed For Sale

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

      408 Cadiz St, Princeton, KY 42445

      408 Cadiz St, Princeton, KY 42445
  • /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

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 838-3133

    762 Pleasant Valley Rd, Princeton, KY 42445
  • /24

    $180,000 Sold Jun 30, 2025

    • 1,836 Sq Ft
    • $98/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths

    608 Downs St, Princeton, KY 42445

    Welcome to this 4 bedroom 2 bathroom home located in the heart of Princeton on a spacious corner lot! Inside, you'll find generous living space with 4 spacious bedrooms including a primary suite featuring a massive walk-in closet! The layout of this home combines comfort with functionality. Step outside and enjoy the covered front porch or take your pick from three separate deck areas perfect for

    Brandon Warfield Benchmark Realty

    608 Downs St, Princeton, KY 42445
    • /13

      Est $109,034 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
  • /35

    $574,000

    • 4 Beds
    • 3 Baths
    • 2,838 Sq Ft

    1054 Dulaney Loop Rd, Princeton, KY 42445

    Quiet tranquility! This 4br, 3ba home has it! Whether you're taking in the sprawling farmland from the balcony & covered porch or just utilizing one of the quiet nooks inside to get away, you can't help but feel at ease in this home. The foyer welcomes you with double doors opening up to beautiful brick floors. An open floor plan and large kitchen/dining area provides ample space for family time

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 232-2486

    1054 Dulaney Loop Rd, Princeton, KY 42445
  • /50

    $190,000 Sold Jun 30, 2025

    • 1,260 Sq Ft
    • $151/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2015

    857 W Fork Rd Unit (Caldwell Co. KY 13., Fredonia, KY 42411

    Peaceful rural living on 13.90+/- scenic acres! This 3BR, 2BA, 1,260 sq. ft. home features a welcoming front porch, covered back deck, and a large, manicured yard with landscaping and garden space. Includes a carport, gravel driveway with ample parking, and a hobby/storage building. The land offers a beautiful mix of open ground and timber, rolling topography, and 1,200 ft. of Donaldson Creek

    Tyler Hafford Whitetail Properties Real Estate LLC

    857 W Fork Rd Unit (Caldwell Co. KY 13., Fredonia, KY 42411
    • /6

      Est $202,660 Not Listed For Sale

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

      213 S Jefferson St, Princeton, KY 42445

      213 S Jefferson St, Princeton, KY 42445
  • /34

    $160,000 Under Contract

    705 W Locust St, Princeton, KY 42445

    Excellent investment opportunity in downtown Princeton! This charming duplex is provides MANY updated features yet is still loaded with character. The main floor offers 1 bed, 1 bath, living room, dining, equipped kitchen and a sitting room/guest bedroom. There is also a basement with laundry and storage areas, accessible from the main floor or an exterior entrance. Upstairs provides another

    Agent Photo

    Ryals Farless

    Farless Realty

    (270) 510-3746

    705 W Locust St, Princeton, KY 42445
  • /24

    $115,000 Sold Jun 30, 2025

    • 1,308 Sq Ft
    • $88/SF
    • 44 Days On Market
    • 3 Beds
    • 1 Bath

    237 Center St, Princeton, KY 42445

    Check out this 3 bed 1 bath brick ranch home situated on 3 lots! Inside, this home offers a spacious living room, formal dining room, and plenty of closets for storage. Outside, you will find a spacious and partially fenced back yard, shed, 2 car carport along with two gravel driveways providing ample space for parking. This home sits on a dead end street in the city limits of Princeton, just

    Brandon Warfield Benchmark Realty

    237 Center St, Princeton, KY 42445
    • /28

      Est $184,077 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
  • /97

    $779,900

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

    674 Cecil Sigler Rd, Fredonia, KY 42411

    If you're dreaming of a quiet life in the country with room to breathe, work the land, and enjoy complete privacy, this property is calling your name. Nestled at the very end of Cecil Sigler Road in Caldwell County, this 2020-built home sits on 125 beautiful acres with no neighbors in sight. The peaceful, dead-end road location makes it the ideal homestead for anyone looking to escape the hustle

    Justin Mason

    674 Cecil Sigler Rd, Fredonia, KY 42411
  • /30

    $150,000 Sold Jun 27, 2025

    • 888 Sq Ft
    • $169/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1968

    623 Crider Dulaney Rd, Princeton, KY 42445

    This cozy home offers 3 bedrooms, 1 bathroom, and loads of potential on a peaceful 0.83-acre lot. Enjoy the convenience of an attached garage—perfect for storage or easily convertible to extra living space. Plus, a spacious 28x28 detached 2-car garage/workshop gives you room for hobbies, projects, or extra vehicles. Located just 7 minutes from Walmart and 9 minutes from Eddyville, you’ll love the

    Darren Ramey Farless Realty

    623 Crider Dulaney Rd, Princeton, KY 42445
    • /10

      Est $77,905 Not Listed For Sale

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

      212 Ratliff St, Princeton, KY 42445

      212 Ratliff St, Princeton, KY 42445
  • /41

    $449,900

    • Land
    • 112 Acres
    • $4,001 per Acre

    0 Cecil Sigler Rd Unit LotWP001 23604162, Fredonia, KY 42411

    This property offers a prime combination of income-producing tillable acreage and exceptional wildlife habitat, making it ideal for both investors and outdoor enthusiasts. With 60+/- tillable acres, there’s strong potential for annual farm income, and the miles of field edge create natural funnels and transitions that are perfect for hunting. The property features 2.25 miles of frontage

    Justin Mason

    0 Cecil Sigler Rd Unit LotWP001 23604162, Fredonia, KY 42411
  • /25

    $149,000 Sold Jun 27, 2025

    • 1,749 Sq Ft
    • $85/SF
    • 54 Days On Market
    • 4 Beds
    • 1.5 Baths

    601 Hopkinsville St, Princeton, KY 42445

    Charming 4 bed 1.5 bath home centrally located in the heart of Princeton. The main floor features 2 bedrooms and a bathroom, while the upper level includes two additional bedrooms and a half bath perfect for flexible living. The inviting living room boasts tall ceilings and a gas fireplace creating a warm and welcoming atmosphere. Outside, this home offers a detached 2 car garage and paved drive

    Brandon Warfield Benchmark Realty

    601 Hopkinsville St, Princeton, KY 42445
    • /22

      Est $138,601 Not Listed For Sale

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

      704 Mechanic St, Princeton, KY 42445

      704 Mechanic St, Princeton, KY 42445
  • /37

    $260,000

    • Land
    • 14 Acres
    • $18,414 per Acre

    Leech Hill Cemetery Rd Unit LotWP001, Fredonia, KY 42411

    This well-equipped livestock property features a top-notch horse barn, built in 2023, with 9,360 square feet of space. The barn includes a 2,160-square-foot section with a concrete floor, 8 stalls, a tack room, a washroom and a 7,200-square-foot riding arena. With electric and county water already in place, this facility is fully functional for equestrian or livestock operations. The property

    Mark Williams

    Leech Hill Cemetery Rd Unit LotWP001, Fredonia, KY 42411

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