Caldwell County KY Homes for Sale

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  /20

  $179,000

  • 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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  /13

  $80,000

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

  4138 Dripping Springs Rd, Princeton, KY 42445

  28 X 44 double wide on 1.87 acres. Covered front porch and all appliances stay with home. There is a 2 car detached garage with paved drive. Property is being sold “As-Is” without any guarantee or warranty by seller. Visit www.hudhomestore.gov for additional information. All bids to be submitted electronically at www.hudhomestore.gov. Insurability status is IE (Insured Escrow). Note utilities are

  Melvin Hicklin Hicklin Real Estate

  4138 Dripping Springs Rd, Princeton, KY 42445
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  /43

  $160,000

  • 3 Beds
  • 2 Baths
  • 1,789 Sq Ft

  123 N Highland Ave, Princeton, KY 42445

  Charming 3-bedroom, 2-bath 1.5-story home offering space, comfort, and great functionality! This home features a large upstairs bedroom complete with its own private bathroom—perfect for a primary suite or guest retreat. Enjoy year-round relaxation in the all-season room, or step outside to the deck for entertaining and outdoor living. Situated on a unique lot that touches both N Highland and

  Darren Ramey Farless Realty

  123 N Highland Ave, Princeton, KY 42445
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  /37

  $475,000

  • 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 Realty Eddyville Branch

  161 Bethany Church Rd, Princeton, KY 42445
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  /41

  $239,000

  • 4 Beds
  • 2.5 Baths
  • 2,492 Sq Ft

  205 W Crider St, Fredonia, KY 42411

  Check out this 4 bed 3 bath brick ranch home located in Fredonia, KY. The main level features a light filled formal dining room, inviting eat-in kitchen and private ensuite bathroom in the primary bedroom. The finished basement expands your options with a spacious living area that could easily function as a 5th bedroom complete with its own private entrance and a convenient kitchenette. A very

  Brandon Warfield Benchmark Realty

  205 W Crider St, Fredonia, KY 42411
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  /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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  /2

  $164,900

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

  411 E Market St, Princeton, KY 42445

  Great opportunity in Princeton! 411 E Market St has seen major updates including new vinyl windows, new electrical, new plumbing, a new water heater, and new subflooring and drywall. The home is structurally sound and just needs some TLC to finish it to your taste. The sale also includes an additional lot at 406 E Locust St, Princeton, KY 42445, offering extra value and potential. The lot is land

  Darrell Lewis DIYFlatFee.Com

  411 E Market St, Princeton, KY 42445
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  /5

  $99,000

  • 2 Beds
  • 1 Bath
  • 996 Sq Ft

  324 Beverly Ln, Princeton, KY 42445

  Investor Special! This 2 bed / 1 bath property is conveniently located in the center of Princeton and would make an excellent starter home, or a solid income property to add to your portfolio. This property does need some cosmetic updating and would be a great fixer-upper at a great price for someone wanting to put their own personal touch on it. Call today for your personal tour!

  Tyler Chamings NextHome Realty Experts

  324 Beverly Ln, Princeton, KY 42445
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  /24

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  102 Meadow Lark Dr, Princeton, KY 42445

  Right past the city limits of Princeton you will find this beautiful 3 bedroom, 2 bath home nestled on a spacious 1.63 acre lot. You are greeted with beautiful hardwood and natural light creating an inviting and warm atmosphere. The open concept kitchen/living area is ideal for watching Saturday football or hosting Sunday Dinners. Spend your evenings on your back porch and enjoy the scenic

  Lauren Hawkins Benchmark Realty

  102 Meadow Lark Dr, Princeton, KY 42445
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  /2

  $67,400

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

  2053 Princeton Olney Rd, Princeton, KY 42445

  This land will have road frontage, City Water and electric a field area to build whatever and it’s unrestricted. Only 10 minutes to town.

  Darrell Lewis Diyflatfee.com

  2053 Princeton Olney Rd, Princeton, KY 42445
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  /36

  $117,000

  • 4 Beds
  • 4 Baths
  • 1,854 Sq Ft

  209 Cadiz St, Princeton, KY 42445

  Step back in time with this 1.5 story home featuring 4 bedrooms and 4 bathrooms. Inside, you’ll find spacious rooms, tall ceilings, a formal dining room and plenty of old world character throughout. The classic details create a warm and inviting atmosphere you’ll love coming home to. The additional bedroom in the back offers an en-suite bathroom for privacy as well as a Murphy bed to maximize on

  Brandon Warfield Benchmark Realty

  209 Cadiz St, Princeton, KY 42445
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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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  /39

  $109,000

  • 2 Beds
  • 2 Baths
  • 1,678 Sq Ft

  605 N Jefferson St, Princeton, KY 42445

  Looking for a nostalgic home in a small town? So Much Character!! Early 1900 built, this home has high ceilings and vintage moldings, with updated windows, and original wood floors! Fireplaces capped off in 2011 when new roof was installed. Bathrooms- Tub and Shower were replaced July 2025. NEW HVAC installed 12/18/2024. The foundation was examined by structural engineer, the recommendations were

  Eunice Stone Lakeland Realty

  605 N Jefferson St, Princeton, KY 42445
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  /2

  $75,000

  • Land
  • 4.56 Acres
  • $16,447 per Acre

  0 Cr-1103, Princeton, KY 42445

  4.56 ACRES located on corner lot in Princeton, ready to build! Land is partially wooded. Utilities available! Build your forever home today! Feel free to do a drive by or walk around and check it out. MORE PICTURES COMING SOON!!!!

  Dana Zordel ADVANTAGE REALTORS

  0 Cr-1103, Princeton, KY 42445
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  /40

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft

  1249 Fairview Church Rd, Princeton, KY 42445

  Escape to the peace and privacy of the countryside with this beautifully updated 2 bedroom 2 bathroom home situated on approximately 54 acres in Caldwell County. Tucked away at the end of a dead end road, this property offers the seclusion and serenity you’ve been searching for. Inside, this home boasts beautiful hardwood floors, recessed lighting, thoughtfully updated bathrooms, built in

  Brandon Warfield Benchmark Realty

  1249 Fairview Church Rd, Princeton, KY 42445
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  /6

  $80,000

  • Land
  • 6 Acres
  • $13,333 per Acre

  Whitley Way Joseph Ridge Lot 354 and D, Eddyville, KY 42445

  Discover the perfect setting for your dream home! This sprawling 6-acre +/- interior tract consists of Lot 354 and D in the desirable Joseph Ridge subdivision. D is a parcel that gives you lake access. This beautiful, wooded property offers a serene lake area atmosphere, providing the ideal canvas to build your dream home today. Convenience is built-in with power and water available at the road.

  Angie Cornish Keller Williams Experience Realty Eddyville Branch

  Whitley Way Joseph Ridge Lot 354 and D, Eddyville, KY 42445
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  /2

  $70,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  2400 Bethany Church Rd, Princeton, KY 42445

  Opportunity awaits! This 0.38 acre rural property offers a country setting with utilities available at the road. The existing double-wide manufactured home is being sold as-is and could be renovated, repurposed, or removed to make way for a new build. Whether you're an investor, builder, or looking for an affordable homesite, this property offers flexibility and potential in a quiet location just

  Charlse Shaw LEGACY REAL ESTATE CO.

  2400 Bethany Church Rd, Princeton, KY 42445
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  /12

  $229,000

  • 3 Beds
  • 2 Baths
  • 1,059 Sq Ft

  955 Marion Rd, Princeton, KY 42445

  Trigg County Insurance Woodall Agency Inc.

  955 Marion Rd, Princeton, KY 42445
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  /10

  $42,900

  • 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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  /54

  $799,000

  • Land
  • 206 Acres
  • $3,879 per Acre

  0 Lakewood Rd Unit LotWP001, Princeton, KY 42445

  This 205.996 acre timbered hunting tract in Caldwell County, Kentucky offers a rare opportunity to own a well-managed property with a proven history of producing mature whitetails. Managed as a bow-only farm since 2018, the tract reflects a thoughtful approach to harvest strategy and habitat preservation, contributing to its strong big buck track record. The layout is ideally suited for both deer

  Mark Williams Whitetail Properties Real Estate

  0 Lakewood Rd Unit LotWP001, Princeton, KY 42445
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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
• 

  

  /10

  $32,900

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft

  216 Baldwin Ave, Princeton, KY 42445

  Christy Wethington Epique Realty - Georgetown

  216 Baldwin Ave, Princeton, KY 42445
• 

  

  /50

  $799,000

  000 Lakewood Rd Unit (Caldwell Co. KY 205, Princeton, KY 42445

  This 205.996± acre timbered hunting tract in Caldwell County, Kentucky offers a rare opportunity to own a well-managed property with a proven history of producing mature whitetails. Managed as a bow-only farm since 2018, the tract reflects a thoughtful approach to harvest strategy and habitat preservation, contributing to its strong big buck track record. The layout is ideally suited for both

  Mark Williams Whitetail Properties Real Estate LLC

  000 Lakewood Rd Unit (Caldwell Co. KY 205, Princeton, KY 42445
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  /41

  $365,000

  • 3 Beds
  • 2 Baths
  • 3,132 Sq Ft

  17033 Dawson Rd, Dawson Springs, KY 42408

  Wendy Meyers Welcome Home Sales & Rentals

  17033 Dawson Rd, Dawson Springs, KY 42408
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  /38

  $235,000

  • 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
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  /18

  $124,500

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  4269 Longbreak Rd, Dawson Springs, KY 42408

  Country living on just over 4 acres! This 2 bed 1 bath home offers a country setting and is just a short drive to Princeton, Dawson Springs and Madisonville. You will appreciate the outbuilding equipped with electricity providing additional space for storage or projects. For added peace of mind, the metal roof covering was replaced approximately 5 months ago. The spacious yard provides ample

  Brandon Warfield Benchmark Realty

  4269 Longbreak Rd, Dawson Springs, KY 42408
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  /75

  $850,000

  • 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
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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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  /14

  $165,000

  • 4 Beds
  • 1.5 Baths
  • 1,554 Sq Ft

  107 W Locust St, Princeton, KY 42445

  Trigg County Insurance Woodall Agency Inc.

  107 W Locust St, Princeton, KY 42445
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  /48

  $250,000

  • 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, is on a permanent foundation and provides updated bathrooms, new LVT flooring, updated vinyl siding and metal roof. The primary suite has a beautiful, tiled shower and

  

  Ryals Farless

  Farless Realty

  (270) 679-5883

  765 Flynns Ferry Rd, Fredonia, KY 42411
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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
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  /50

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  340 Jones Keeney Rd, Dawson Springs, KY 42408

  First time on the market... three bedroom two bath home with built in safe room/tornado shelter on 7 acres of land located within Caldwell County and minutes from Jones Keeney WMA. This home (less than three years old) offers an open floorplan and an amazing kitchen. There is a mobile home on the property that can be fixed up to rent out for an additional income. Also a large single car detached

  Tim Beck Property Investment Solutions

  340 Jones Keeney Rd, Dawson Springs, KY 42408
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  /14

  $39,999

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  115 W Graham St, Fredonia, KY 42411

  Residential home offering a functional floor plan and opportunity for customization. Interior includes a living area, eat-in kitchen with ample cabinet space, multiple bedrooms, and a full bathroom. The property sits on a spacious lot with room for outdoor use, pets, gardening, or future improvements. A detached storage building provides additional utility and storage space. Property may suit

  Mason Burgett KY Homes Realty

  115 W Graham St, Fredonia, KY 42411
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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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  /52

  $2,699,900

  • 5 Beds
  • 3 Baths
  • 4,329 Sq Ft

  12597 S Jefferson St, Princeton, KY 42445

  Own a piece of Kentucky countryside just a short drive from Nashville a turn-key horse farm, wedding venue and profitable Airbnb generating a year-round income. Your dream of a successful farm and hospitality business starts here. Welcome to Chateau Princeton, a stunning historical 1935 landmark farm offering 25 fenced and cross-fenced acres. A separate farm entrance with its own water meter

  Terry Stahl Crye-Leike REALTORS

  12597 S Jefferson St, Princeton, KY 42445
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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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  /27

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  106 Dogwood Ln, Princeton, KY 42445

  Location, Location, Location. This Home is located in the Country Club Subdivision, with a very short golf-cart ride to a great golf course, pool, tennis, pickleball, and much more. Home features 3 bedrooms, 2 full baths, split-level home with a gas fireplace in the living room, wonderful kitchen with stainless steel appliances, Master bedroom with Master bath, Unfinish basement area for storage

  Jesse Case RE/MAX Real Estate Services

  106 Dogwood Ln, Princeton, KY 42445
• 

  

  /25

  $274,900

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  11774 Hopkinsville Rd, Princeton, KY 42445

  Remodeled brick home on 4 acres of land. Upgraded kitchen, with island and black stainless steel appliances. Breakfast nook. Large living room. Brand new bathroom with soaking tub and separate walk-in shower. Second bathroom with walk-in shower. Nice sized primary, large enough for a king bed and two additional bedrooms. There is also an unfinished basement with cellar. Outside, enjoy family time

  Lisa Boren Payne Real Estate

  11774 Hopkinsville Rd, Princeton, KY 42445
• 

  

  /10

  $134,600

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  707 N Jefferson St, Princeton, KY 42445

  Trigg County Insurance Woodall Agency Inc.

  707 N Jefferson St, Princeton, KY 42445
• 

  

  /11

  $299,000

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

  20 Cravens Rd, Princeton, KY 42445

  New construction Home featuring 3 bedrooms and two full Baths. Large living room with high ceilings. Large master with large bath. Covered front porch and large deck. Attached 2 car garage

  Thomas Hughes Coldwell Banker Service 1st Realty

  20 Cravens Rd, Princeton, KY 42445

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