Caldwell County KY Homes for Sale

• 

  

  

  /40

  $150,000

  • 2 Beds
  • 1 Bath
  • 1,734 Sq Ft

  636 Madisonville St, Princeton, KY 42445

  CHARMING, 2 bedroom, 1 bath home within walking distance to downtown Princeton! The home features updated, vinyl windows, vinyl siding and beautiful hardwood flooring. There is a utility room, equipped kitchen with breakfast area and a bonus room upstairs that would serve as a cozy 3rd bedroom, playroom or office area. Outside offers a shaded lot, outbuilding, small detached garage and an

  636 Madisonville St, Princeton, KY 42445
• 

  

  

  /42

  $294,000

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  85 Quail Dr, Princeton, KY 42445

  Move-in ready, 3 bedroom, 2 bath home located just outside the Princeton city limits! The home features a 2 car, attached garage, kitchen equipped with stainless appliances, breakfast bar, gas log fireplace and a primary suite with a double vanity and walk-in closet. Outside you can enjoy the rural views from the covered deck or spend time in the level, open yard with the family! Located near

  85 Quail Dr, Princeton, KY 42445
• 

  

  

  /49

  $322,000

  • Land
  • 73.5 Acres
  • $4,381 per Acre

  406 Lakewood Rd, Princeton, KY 42445

  73.5± acres of prime wooded hunting land located in northern Caldwell County! This property features an established roadway for easy access, multiple ponds, and two cleared fields perfect for food plots or future building sites. Abundant wildlife, including deer and turkey, makes this an excellent recreational getaway or hunting retreat. A great opportunity to own a piece of the Kentucky

  Darren Ramey Farless Realty

  406 Lakewood Rd, Princeton, KY 42445
• 

  

  

  /31

  $126,000

  • Land
  • 29.5 Acres
  • $4,271 per Acre

  406 Lakewood Rd Unit Tract 2, Princeton, KY 42445

  Great opportunity to own 29.5 acres (Tract 2) of prime wooded hunting land in northern Caldwell County! This property features an established roadway for easy access, a large pond, and two cleared fields ideal for food plots or future building sites. Loaded with wildlife, including deer and turkey, this tract offers excellent recreational and hunting potential. An additional 44 adjoining acres

  Darren Ramey Farless Realty

  406 Lakewood Rd Unit Tract 2, Princeton, KY 42445
• 

  

  

  /22

  $70,000

  • Land
  • 14 Acres
  • $5,000 per Acre

  406 Lakewood Rd Unit Tract 3, Princeton, KY 42445

  Great opportunity to own 14 acres of prime wooded hunting land in northern Caldwell County! This secluded tract features an established roadway for easy access, a large pond, and abundant wildlife, including deer and turkey. Ideal for hunting, recreation, or a private getaway. An additional 59.5 acres are available for purchase if you're looking for even more space and possibilities. ***This

  Darren Ramey Farless Realty

  406 Lakewood Rd Unit Tract 3, Princeton, KY 42445
• 

  

  /25

  $312,000

  • Land
  • 124.75 Acres
  • $2,501 per Acre

  9999 Cannon Rd, Princeton, KY 42445

  SECLUDED hunting farm! This tract has been left alone for years, providing a sanctuary for wildlife. The thick timber coverage provides excellent habitat while neighboring cropland offers an additional food source. Currently there is no deeded access, priced accordingly.

  John Farless Farless Realty

  9999 Cannon Rd, Princeton, KY 42445
• 

  

  /20

  $126,000

  • Land
  • 30 Acres
  • $4,200 per Acre

  406 Lakewood Rd Unit Tract 1, Princeton, KY 42445

  Great opportunity to own a 30-acre wooded hunting tract (Tract 1) in northern Caldwell County! This property features an established roadway for easy access, a pond, and excellent wildlife habitat with abundant deer and turkey activity. Ideal for hunting, recreation, or a private getaway. An additional 43.5 acres is also available for those looking for even more land and opportunity. ***This

  Darren Ramey Farless Realty

  406 Lakewood Rd Unit Tract 1, Princeton, KY 42445
• 

  

  /33

  $237,500

  • Land
  • 39.98 Acres
  • $5,940 per Acre

  0 Edwards Rd, Princeton, KY 42445

  Whether you're looking for a place to get away, hunt, or build your dream house this could be that farm. 39.98 acres sitting on the end of a dead end road just 7 miles from Princeton and 5 miles from I-69. Water and electric are available at the road with some mature timber, a food plot, and shooting house already in place. With roughly 15 acres of open acres that could be planted or grazed, the

  Reese Johnson Keller Williams Experience - Paducah

  0 Edwards Rd, Princeton, KY 42445
• 

  

  /29

  $655,500

  • Land
  • 190 Acres
  • $3,450 per Acre

  1013 Donahue, 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

  John Farless Farless Realty

  1013 Donahue, Princeton, KY 42445
• 

  

  /42

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  9896 N Kentucky 293, Princeton, KY 42445

  This 28.99 acre tract offers a very well maintained, 3 bedroom, 2 bath manufactured home with attached garage. The property provides a nice, shaded yard, two ponds and a large covered porch for enjoying time with the family! The balance of the acreage is currently leased for crop production for 2026, however would make a great place for horses or other livestock in the years to come. With

  John Farless Farless Realty

  9896 N Kentucky 293, Princeton, KY 42445
• 

  

  /55

  $290,000

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

  2000 Dawson Rd, Princeton, KY 42445

  Spacious, 5 bedroom, 3 bath home located at the edge of the Princeton city limits! The main floor offers a primary suite, 2 additional bedrooms, 2nd bath, living area and equipped, eat-in kitchen. Downstairs has 2 more bedrooms, laundry, LARGE flex/living area and a 3rd bathroom! Outside boasts multiple entertaining areas with a two-tiered deck, above ground pool, hot tub area, basketball court

  John Farless Farless Realty

  2000 Dawson Rd, Princeton, KY 42445
• 

  

  /71

  $995,000

  Pending

  • 6 Beds
  • 4 Baths
  • 4,257 Sq Ft

  976 Buggs Branch Rd, Marion, KY 42064

  Built in 2017, this 4,257 sqft brick home sits on over 106 picturesque acres and offers the perfect blend of comfort, functionality, and country living. The home features 6 bedrooms and 4 bathrooms, including two master suites, plus a craft room that could serve as an additional bedroom or office. The open-concept layout showcases wood floors throughout most of the home, 9-ft ceilings on the main

  Darren Ramey Farless Realty

  976 Buggs Branch Rd, Marion, KY 42064
• 

  

  /37

  $440,000

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

  161 Bethany Church Rd, Princeton, KY 42445

  Modern Barndominium Perfection! Experience the ultimate blend of rustic soul and contemporary luxury in this 2025 custom build. Just minutes from Princeton, I-24, and the stunning Lake Area, this 3BR/2.5BA masterpiece features a wide-open floor plan, soaring vaulted ceilings, and a cozy fireplace. The main-level primary suite is a true sanctuary, boasting a massive walk-in closet and a

  Angie Cornish Keller Williams Experience - Eddyville

  161 Bethany Church Rd, Princeton, KY 42445
• 

  /2

  $180,000

  Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  109 Pennyrile Valley Dr, Princeton, KY 42445

  This move-in ready, one-level home offers effortless living with major, big-ticket updates already taken care of, including a brand-new HVAC system and water heater (both installed in 2025). The interior features a crisp, modern feel with fresh paint and brand-new flooring, creating a clean canvas that is completely turnkey. Situated on a generous, spacious lot, the property has a big yard with

  Rebekah Sprabary LPT Realty

  109 Pennyrile Valley Dr, Princeton, KY 42445
• 

  

  /42

  $800,000

  0 Highway 672 Unit RTC3260165, Princeton, KY 42445

  A rare opportunity to own 100± acres of prime Kentucky farmland in the heart of Caldwell County! Whether you're searching for a working farm, recreational property, hunting retreat, or the perfect place to build your dream home, this versatile tract offers endless possibilities. Boasting over 1,500 feet of road frontage, this property provides exceptional accessibility and future potential. The

  Kyla Trainor ClarksvilleHomeowner.com

  0 Highway 672 Unit RTC3260165, Princeton, KY 42445
• 

  

  /34

  $415,000

  • 5 Beds
  • 2 Baths
  • 2,500 Sq Ft

  5750 Princeton Olney Rd, Princeton, KY 42445

  Welcome to Timbuctu Farms, where peaceful country living meets endless opportunity. Nestled on 25 picturesque acres just outside Princeton, this beautiful 2,500 sq. ft. home features 5 bedrooms, 2 bathrooms, and a classic wraparound porch that's perfect for sipping your morning coffee or watching breathtaking Kentucky sunsets. Whether you're dreaming of a working farm, hobby farm, horse property,

  Lauren Hawkins Benchmark Realty

  5750 Princeton Olney Rd, Princeton, KY 42445
• 

  

  /7

  $14,900

  Pending

  • Land
  • 1.35 Acres
  • $11,037 per Acre

  103 Gosche Hollow Rd, Fredonia, KY 42411

  Unrestricted lot 1.35 Acres +- with unlivable house.

  Rhett Hughes WTC Realty LLC

  103 Gosche Hollow Rd, Fredonia, KY 42411
• 

  

  /11

  $295,000

  New Construction

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

  20 Cravens Rd, Princeton, KY 42445

  New Construction. Home features 3 bedroom and 2 full baths. Large living room and kitchen with high ceilings .Large master suite, covered front porch, Deck and attached 2 car garage

  Thomas Hughes Coldwell Banker Service 1st Realty

  20 Cravens Rd, Princeton, KY 42445
• 

  

  /30

  $210,000

  Pending

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

  16475 Dawson Rd, Dawson Springs, KY 42408

  Tucked away in a peaceful country setting yet conveniently located just 10 miles from Princeton and 3 miles from Dawson Springs, this 4-bedroom, 2-bath home on 4.25 acres offers the kind of lifestyle most people only dream about. Start your mornings on the screened-in front porch and end your evenings on the spacious back deck overlooking a fenced backyard and wooded acreage where deer roam

  

  Kartik Patel

  Keller Williams Experience Realty Paducah Branch

  16475 Dawson Rd, Dawson Springs, KY 42408
• 

  

  /25

  $62,000

  • 3 Beds
  • 1 Bath
  • 1,206 Sq Ft

  934 Farmersville Rd, Princeton, KY 42445

  This 3-bedroom, 1-bath home with an attached 2-car garage is being sold AS-IS. It's a fixer-upper with potential. Major bonus: brand new HVACin 2023. Great opportunity to flip, rent, or make it your own with some sweat equity!

  Darren Ramey Farless Realty

  934 Farmersville Rd, Princeton, KY 42445
• 

  

  /35

  $215,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  411 Bell St, Princeton, KY 42445

  Completely remodeled and move-in ready! This stunning brick home offers 3 bedrooms and 2 full bathrooms with updates throughout. Enjoy all-new drywall, flooring, recessed lighting, modern bathrooms, and a beautifully redesigned kitchen. Major improvements include new windows, all-new electrical inside and out, all-new plumbing, new HVAC system, new insulation in the ceilings and walls, new roof,

  Darren Ramey Farless Realty

  411 Bell St, Princeton, KY 42445
• 

  

  /39

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,862 Sq Ft

  205 Holly Ln, Princeton, KY 42445

  Beautiful 3-bedroom, 2 bath brick home perfectly positioned on Hole #11 of the Princeton Golf Club in the highly desirable Country Club Hills Subdivision. Situated on a large lot, this spacious home offers over 2,800 sq ft designed for comfortable living and entertaining, a whole-home generator, plus an attached 2-car garage. Features include engineered hardwood floors throughout most of the

  Darren Ramey Farless Realty

  205 Holly Ln, Princeton, KY 42445
• 

  

  /28

  $160,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,145 Sq Ft

  111 Oak Dr, Princeton, KY 42445

  3-bedroom, 1-bath brick home with major updates since 2017, including the roof, HVAC, water heater, kitchen, and bathroom. Features include a 1-car attached garage, fenced backyard, and large storage shed. Move-in ready and ideal for a first-time buyer or someone looking to downsize.

  Darren Ramey Farless Realty

  111 Oak Dr, Princeton, KY 42445
• 

  

  /28

  $218,000

  • 3 Beds
  • 1 Bath
  • 1,279 Sq Ft

  1560 Dawson Rd, Princeton, KY 42445

  WOW! Check out this well maintained 3 bed 1 bath brick ranch home situated on a spacious corner lot. This charming home features an open kitchen and dining area, custom built cabinetry, beautiful hardwood floors throughout, generously sized rooms and ample closet space for storage. Outside, this property offers a covered front porch, circular driveway and an attached 1 car carport for added

  Brandon Warfield Benchmark Realty

  1560 Dawson Rd, Princeton, KY 42445
• 

  

  /18

  $129,000

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft

  203 Prince Ct, Princeton, KY 42445

  Welcome to this 3 bed 1 bath home situated on a cul-de-sac within the city limits of Princeton. Inside, you'll find a functional layout ready for your personal touch. You will appreciate the covered front porch making for a great place to enjoy your morning coffee. The recently built back deck offers a more private sitting area great for grilling. Whether you're searching for your first home,

  Brandon Warfield Benchmark Realty

  203 Prince Ct, Princeton, KY 42445
• 

  

  /32

  $90,000

  Pending

  • 3 Beds
  • 1 Bath
  • 925 Sq Ft

  402 E Locust St, Princeton, KY 42445

  Charming 3-Bed, 1-Bath Starter Home Nestled near local shops, schools and dining . This freshly painted, with interior updates ,also new Refrigerator and stove 3-bedroom, 1-bath home offers 925 sq ft of comfortable, move-in-ready living. Thoughtful updates have been completed to give the home a clean, modern feel while preserving its affordability and potential. Bright living room, functional

  Stacy Dougherty Veterans Realty Services

  402 E Locust St, Princeton, KY 42445
• 

  

  /31

  $199,900

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

  108 E Green St, Princeton, KY 42445

  Originally built in the early 1910's, this gorgeous 3 bed, 3 bath home offers a one of a kind opportunity to live in a nearly new construction with the charm of a historic home. While the beautifully refinished hardwood floors, foundation, and exterior framing are estimated to be original, everything else has been updated from the studs, including the roof, HVAC, plumbing, electrical, water

  Kyla Trainor ClarksvilleHomeowner.com

  108 E Green St, Princeton, KY 42445
• 

  

  /44

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  3350 Highway 293 N, Princeton, KY 42445

  This recently updated 3 bedroom, 2 bath home is move-in ready! The open-concept floor plan boasts a new kitchen, providing a functional and welcoming place to entertain family and friends. remodeled bathrooms, new flooring and fresh paint take away all the work and make your new home ready for immediate enjoyment! Outside you'll find an attached garage, covered porch, spacious rear patio and

  

  Ryals Farless

  Farless Realty

  3350 Highway 293 N, Princeton, KY 42445
• 

  

  /17

  $145,000

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft

  607 N Jefferson St, Princeton, KY 42445

  A great opportunity in the heart of Princeton! This 3 bedroom, 2 bathroom home features a large living area with fireplace, eat in kitchen with storage and a double deck on the back. Great potential to come in and make it your own. Don't miss out, schedule your showing today!

  Dustin Gilbert eXp Realty, LLC

  607 N Jefferson St, Princeton, KY 42445
• 

  

  /24

  $128,000

  • 4 Beds
  • 2 Baths
  • 1,583 Sq Ft

  601 W Locust St, Princeton, KY 42445

  Step into the charm and character of this historic 1.5 story home situated on a corner lot within the city limits of Princeton. Inside, you'll find spacious rooms, tall ceilings and a formal dining room perfect for hosting gatherings or holiday meals. The kitchen features stainless steel appliances, and tall cabinetry providing plenty of storage. Some of the home's original hardwood flooring

  Brandon Warfield Benchmark Realty

  601 W Locust St, Princeton, KY 42445
• 

  /2

  $99,900

  $30K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 4,029 Sq Ft

  411 E Market St, Princeton, KY 42445

  Built in 1824 and full of character, this unique Princeton property offers endless possibilities for investors, entrepreneurs, or buyers seeking a spacious multi-generational home. Featuring 6 bedrooms and 3 bathrooms, with 2 bedrooms and 1 bath upstairs and 4 bedrooms and 2 baths on the main level, the flexible floor plan provides room for a variety of living arrangements and future uses. Seller

  Anessa Burgard My Ky Homes Realty

  411 E Market St, Princeton, KY 42445
• 

  

  /27

  $185,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,454 Sq Ft

  216 W Crider St, Fredonia, KY 42411

  You will LOVE this adorable 3 bedroom, 1 bath ranch style home located in the heart of Fredonia!! This MOVE-IN READY home offers living room, dining room with built in bookshelves, kitchen with appliances to stay, split floorplan for the 3 bedrooms, 1 bath, utility room, carport, patio, outbuilding, level lot with an inground fire pit and city utilities. Many updates have been done making this an

  Melissa Wynn Elite Realty

  216 W Crider St, Fredonia, KY 42411
• 

  

  /43

  $185,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  11724 Farmersville Rd, Princeton, KY 42445

  Escape to the peace and privacy of country living with this well-maintained, all electric, 3 bedroom, 2 bath manufactured home on a permanent foundation. Tucked away from the road and situated on 3.71 secluded, partially wooded acres, this property offers the perfect blend of comfort, space, and rural charm. Recent updates include new flooring, fresh paint throughout, and remodeled bathrooms,

  Molly Conger Keller Williams Experience Realty Eddyville Branch

  11724 Farmersville Rd, Princeton, KY 42445
• 

  

  /70

  $2,380,000

  • 5 Beds
  • 3 Baths
  • 4,328 Sq Ft

  12597 S Jefferson St, Princeton, KY 42445

  5 Bedroom Home on 24.49 Acres Comes with awesome opportunity to own your own Wedding Venue, Horse Farm , Home Has a Bridal suite and Grooms own space. 2 Cottages that are also available for Air B & B when needed.

  Terry Stahl Crye-Leike REALTORS

  12597 S Jefferson St, Princeton, KY 42445
• 

  /2

  $99,000

  Pending

  • Land

  Lot #8 Muirfield Dr, Princeton, KY 42445

  Lot on #16 fairway adjoining the Princeton Golf Club

  Trigg County Insurance Woodall Agency Inc.

  Lot #8 Muirfield Dr, Princeton, KY 42445
• 

  

  /20

  $70,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 804 Sq Ft

  409 Willow Ln, Princeton, KY 42445

  Affordable 1 bed, 1 bath starter home with several major updates completed since 2022, including new carpet, roof, HVAC, water heater, and refrigerator. The property also features two shed-style garages offering plenty of storage space. Selling AS-IS and will likely require conventional financing or a cash buyer.

  Darren Ramey Farless Realty

  409 Willow Ln, Princeton, KY 42445
• 

  

  /39

  $329,000

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  305 Lakeshore Dr, Dawson Springs, KY 42408

  Wake up to lake views every morning at this beautifully renovated 3BR/2BA waterfront retreat on sought-after Lake Beshear. Completely updated with new flooring, countertops, and light fixtures throughout, this one is move-in ready and polished from top to bottom. Step outside to a brand new deck with stunning water views, unwind on the screened porch, or head straight down to your private dock.

  Mason Burgett KY Homes Realty

  305 Lakeshore Dr, Dawson Springs, KY 42408
• 

  

  /13

  $354,900

  Pending

  • Land
  • 94 Acres
  • $3,776 per Acre

  94 Acres Towery Cemetery Rd, Princeton, KY 42445

  Beautiful property with great deer and turkey hunting on a dead end road minutes from town. Nice fields for food plots some mature timber very nice property. Perfect for a cabin.

  Scott Meredith Keller Williams First Choice R

  94 Acres Towery Cemetery Rd, Princeton, KY 42445
• 

  

  /26

  $132,900

  $4K PRICE DROP Under Contract

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  209 Grace St, Princeton, KY 42445

  Check out this recently updated 3 bed 1 bath home conveniently located near all of the amenities of Princeton. Step inside to an inviting open kitchen/living area perfect for everyday living and entertaining. The kitchen offers an ample amount of cabinetry for storage and functionality. Some of the recent updates include new luxury vinyl plank flooring and fresh paint throughout parts of the

  Brandon Warfield Benchmark Realty

  209 Grace St, Princeton, KY 42445
• 

  

  /9

  $312,000

  0 Cannon Rd, Princeton, KY 42445

  SECLUDED hunting farm! This tract has been left alone for years, providing a sanctuary for wildlife. The thick timber coverage provides excellent habitat while neighboring cropland offers an additional food source. Currently there is no deeded access, priced accordingly.

  

  Ryals Farless

  Farless Realty

  0 Cannon Rd, Princeton, KY 42445

Showing Results 1 - 40, Page 1 of 2