Caldwell, KY Homes

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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) 838-3133

  762 Pleasant Valley Rd, Princeton, KY 42445
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  /34

  $389,900 Under Contract

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

  915 Turnbury Dr, Princeton, KY 42445

  Stunning 4BR, 3 1/2 BA home located in the desirable Greens Point Subdivision in Princeton located close to the country club and golf course. This home offers a spacious floorplan including a formal living room, formal dining room, kitchen with appliances to stay, family room with gas fireplace, cozy sunporch, 2 (TWO!!) en-suites, utility room with separate 1/2 bath and an attached 2 car garage

  Melissa Wynn Elite Realty

  915 Turnbury Dr, Princeton, KY 42445
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  /35

  Est $214,855 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,885 Sq Ft

  1913 SE Highway 903, Princeton, KY 42445

  1913 SE Highway 903, 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

  

  Ryals Farless

  Farless Realty

  (270) 232-2486

  1054 Dulaney Loop Rd, Princeton, KY 42445
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  /34

  $160,000 Sold Jul 31, 2025

  • 1,480 Sq Ft
  • $108/SF
  • 2 Days On Market

  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

  Ryals Farless Farless Realty

  705 W Locust St, Princeton, KY 42445
• 

  

  /22

  Est $89,602 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
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  /35

  $330,000 Under Contract

  • 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!

  

  Ryals Farless

  Farless Realty

  (270) 606-7176

  13434 Marion Rd, Princeton, KY 42445
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  /37

  $239,000 Sold Jul 25, 2025

  • 1,452 Sq Ft
  • $165/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  713 Sugar Creek Church Rd, Princeton, KY 42445

  If you are looking for a cabin in the country here it is. This log home features 3 bedroom, 2 full bath, an eat in kitchen, utility room and a additional sun room sitting on 12.51 fenced acres with a 2 stall barn, a pond and multiple outbuildings for storage conveniently located approximately 6.5 miles from Princeton.

  Sherry Thomas Keller Williams Experience Realty Eddyville Branch

  713 Sugar Creek 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
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  /50

  $330,000

  • 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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  /16

  $90,000 Sold Jul 25, 2025

  • 840 Sq Ft
  • $107/SF
  • 57 Days On Market

  • 2 Beds
  • 1 Bath

  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!

  Ryals Farless Farless Realty

  400 Maple St, Princeton, KY 42445
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  /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
• 

  

  /15

  $180,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  300 H L Ladd Rd, Princeton, KY 42445

  Beautiful farm setting on the South side of Caldwell County! This 30 acre tract offers approximately 6 acres of cleared ground that would make an ideal spot for livestock or a picturesque building site! The open ground is bordered on 2 sides by a good stand of timber, providing both excellent hunting and the potential to harvest some f the timber or even create more pasture ground. Just a short

  

  Ryals Farless

  Farless Realty

  (270) 545-5995

  300 H L Ladd Rd, Princeton, KY 42445
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  /47

  $214,000 Sold Jul 25, 2025

  • 2,662 Sq Ft
  • $80/SF
  • 62 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  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

  Ryals Farless Farless Realty

  303 Maple St, Princeton, KY 42445
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  /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
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  /32

  $185,000

  • 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

  

  Kartik Patel

  Keller Williams Experience Realty Paducah Branch

  (270) 479-6351

  353 Creswell Rd, Princeton, KY 42445
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  /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
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  /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
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  /6

  $48,500

  • Land
  • 0.88 Acre
  • $55,114 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!

  

  Ryals Farless

  Farless Realty

  (270) 449-1741

  204 S Deerfield Dr, 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
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  /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
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  /40

  $189,900

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  803 Hopkinsville St, Princeton, KY 42445

  Sitting in the heart of Princeton, this 3 bedroom, 1.5 bath home is completely move-in ready. This one-level home sits at 1,188 square feet, includes a covered carport with storage room, spacious back yard, concrete patio, and a small storage shed. Just 2 miles off I-69, this well-maintained and conveniently located brick ranch is ready for you!

  Reese Johnson Keller Williams Experience Realty Paducah Branch

  803 Hopkinsville St, Princeton, KY 42445
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  /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
• 

  

  /13

  Est $111,158 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
• 

  

  /43

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,652 Sq Ft

  161 Bethany Church Rd, Princeton, KY 42445

  Discover this stunning barndominium in Princeton, KY — a beautifully crafted new construction offering the perfect blend of modern living and timeless craftsmanship. This spacious home features 3 bedrooms and 2.5 bathrooms across 2,652 square feet of thoughtfully designed living space. Step inside to find custom Amish-built cabinets, a cozy fireplace, and a two-car garage for added convenience.

  Josh Parish Bhg Realty

  161 Bethany Church Rd, Princeton, KY 42445
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  /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
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  /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
• 

  

  /28

  $187,500

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  950 Farmersville Rd, Princeton, KY 42445

  Fall in LOVE...with Farmersville! This inviting 2-bedroom, 1-bath home is tucked away on just under 5 acres, offering wide-open space to grow a garden, raise chickens, or simply enjoy the peace of country living. Wake up to the sounds of nature, spend your days working the land or sipping coffee on the porch, and still be just minutes from schools, restaurants, and all the essentials in town.

  Lauren Hawkins Benchmark Realty

  950 Farmersville Rd, Princeton, KY 42445
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  /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
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  /10

  Est $83,513 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,082 Sq Ft

  212 Ratliff St, Princeton, KY 42445

  212 Ratliff St, Princeton, KY 42445
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  /33

  $220,000

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

  212 N Plum St, Princeton, KY 42445

  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 layout adapts to your every need. Natural light fills

  Lauren Hawkins Benchmark Realty

  212 N Plum St, Princeton, KY 42445
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  /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
• 

  

  /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
• 

  

  /29

  $429,900

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft

  418 Lewistown Church Rd, Princeton, KY 42445

  Welcome home to 418 Lewistown Church Rd! Your own slice of country living with just over 20 acres of cleared & wooded land. A fully stocked pond for summer fishing, detached garage that makes a great workshop and a barn that has so much potential. You'll find two oversized living spaces inside, large laundry room and walk in closets. All within close proximity to convenient amenities. Now's the

  Dustin Gilbert eXp REALTY

  418 Lewistown Church 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
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  /21

  Est $127,483 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,106 Sq Ft

  104 Rose St, Princeton, KY 42445

  104 Rose St, Princeton, KY 42445
• 

  

  /11

  $189,000

  • 3 Beds
  • 2 Baths
  • 2,389 Sq Ft

  123 S Highland Ave, Princeton, KY 42445

  This 2300+ square ft brick home offers 3 bedroom 2 bath and an in-law suite equipped with kitchenet. This property has been a rental home for 20 plus years and is currently rented. The home features over half acre lot with 2 separate entrances. This home would make a great investment or wonderfully large home for a family.

  Sherry Thomas Keller Williams Experience Realty Eddyville Branch

  123 S Highland Ave, Princeton, KY 42445
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  /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
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  /35

  Est $224,536 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
• 

  

  /39

  $189,900

  • 3 Beds
  • 1 Bath
  • 1,211 Sq Ft

  325 Wildwood Point, Princeton, KY 42445

  Unique 2-acre lot on a private community lake in the county. Property has a pole barn garage with plenty of workshop space, extra deep bay, high ceilings, 2 elevators to access storage area, AND a 1200 sq ft apartment. Live in the apartment while you are building your dream home. Then use the apartment as a mother-in-law suite, a teen hangout, or recreational area. New owners have one year from

  Sheila Robinson The Jeter Group

  325 Wildwood Point, Princeton, KY 42445

Showing Results 1 - 40, Page 1 of 18