Caldwell County KY Homes for Sale

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  /30

  $655,500

  $29K PRICE DROP

  0 Donahue Rd, 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

  

  Ryals Farless

  Farless Realty

  (270) 491-3978

  0 Donahue Rd, Princeton, KY 42445
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  /50

  $330,000

  Under Contract

  • 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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  /45

  $360,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,834 Sq Ft

  330 Alexander Rd, Dawson Springs, KY 42408

  Nestled in the woods of the hills overlooking Lake Beshear is this cozy 3 bedroom, 2 bath home. Tons of privacy, yet just up the hill from all the fun Lake Beshear has to offer. The main floor provides a large primary bedroom, walk-in closet, renovated bathroom, equipped kitchen and living room. Upstairs offers 2 more bedrooms, full bath and a large finished bonus room perfect for storage or

  

  Ryals Farless

  Farless Realty

  (270) 817-6435

  330 Alexander Rd, Dawson Springs, KY 42408
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  /30

  $210,000

  • 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

  (270) 513-3304

  16475 Dawson Rd, Dawson Springs, KY 42408
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  /48

  $285,000

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

  9896 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 frontage

  

  Ryals Farless

  Farless Realty

  (270) 514-4469

  9896 Kentucky 293, Princeton, KY 42445
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  /21

  $109,900

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,648 Sq Ft

  110 W Pierson St, Fredonia, KY 42411

  Located in the quiet rural setting of Fredonia, 1110 West Pearson Street offers a solid opportunity in a tightly held local market with limited turnover. This 3-bedroom, 1.5-bath ranch sits on a spacious lot and features a functional layout typical for the area, along with a 2-car carport. Demand in this pocket is driven by affordability and limited inventory, making value-add properties like

  

  George Green

  Green Team Real Estate Services

  (270) 626-8891

  110 W Pierson St, Fredonia, KY 42411
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  /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

  (270) 918-5305

  0 Cannon Rd, Princeton, KY 42445
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  /43

  $185,000

  • 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
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  /16

  $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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  /9

  $1,965,000

  • Land
  • 178.5 Acres
  • $11,008 per 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 - Hopkinsville, KY

  651 Pleasant Valley Rd, 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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  /13

  $354,900

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

  450 Towery Cemetery Rd, Princeton, KY 42445

  if you’ve been looking for that perfect hunting track with a beautiful place to build your dream cabin or forever home this is it Great Deer in Turkey Hunting established food plot areas nice open fields with wet weather Creek two small ponds extensive trail system with two shooting houses new Survey gorgeous building site with peaceful views. This Farm is set up and ready to hunt from day one

  Scott Meredith Keller Williams First Choice

  450 Towery Cemetery Rd, Princeton, KY 42445
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  /24

  $160,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,165 Sq Ft

  307 W Wyatt St, Fredonia, KY 42411

  If you’ve been looking for a place outside the noise but still close to town, take a look at this ranch-style home in Fredonia. You’re just a short drive from Marion, Princeton, Eddyville, and Lake Barkley, but you still get the quiet. The home offers around 1,200 square feet with a simple, functional layout that’s easy to maintain. There’s an attached two-car garage for everyday use, plus a

  Christopher Thurston Trifecta Real Estate Services

  307 W Wyatt St, Fredonia, KY 42411
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  /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
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  /11

  $150,000

  $35K PRICE DROP

  • Land
  • 4.83 Acres
  • $31,056 per Acre

  000 N Jefferson St, Princeton, KY 42445

  7.65 +/- surveyed acres loaded with commercial and/or residential potential! Just off of I-69 & 383 feet of North Jefferson st road frontage for great commercial potential & 293 feet of Skyline Dr road frontage for your residential potential. If it would better suit your needs, this property can be divided and purchased in sections if desired with approval from planning and zoning. This property

  Amy Brock Keller Williams Experience Realty Paducah Branch

  000 N Jefferson St, Princeton, KY 42445
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  /32

  $126,000

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

  406 Lakewood Rd-Tract 1 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.

  Darren Ramey Farless Realty

  406 Lakewood Rd-Tract 1 Unit Tract 1, Princeton, KY 42445
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  /31

  $179,900

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,668 Sq Ft

  114 Willow St, Fredonia, KY 42411

  Charming 3 BR, 1 BA home in the heart of Fredonia in a quaint subdivision! This home offers a living room, great room with outside access, eat-in kitchen with appliances to stay, glassed- in room and down the hall are the bedrooms and bathroom area. The outside has a nice sized fenced yard - great for children or pets and a spacious detached garage with a concrete floor. This property also has 2

  Melissa Wynn Elite Realty

  114 Willow St, Fredonia, KY 42411
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  /14

  $159,000

  $6K PRICE DROP

  • 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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  /4

  $75,000

  • Land
  • 4.63 Acres
  • $16,199 per Acre

  0 Lewistown Church Rd, 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!!!!There was a house on it several years ago.

  Dana Zordel Advantage REALTORS

  0 Lewistown Church Rd, Princeton, KY 42445
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  /32

  $90,000

  • 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
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  /11

  $295,000

  $4K PRICE DROP

  • 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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  /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
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  /19

  $79,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 824 Sq Ft

  530 N Donnivan St, Princeton, KY 42445

  Welcome to this cozy 2 bedroom 1 bath home located in the heart of Princeton! Whether you're looking for a primary residence or an addition to your investment portfolio check this one out! Inside, you’ll find two bedrooms a full bath and a flexible third room that could easily serve as a 3rd bedroom, office or bonus space to fit your lifestyle needs. This home offers a comfortable layout perfect

  Brandon Warfield Benchmark Realty

  530 N Donnivan St, Princeton, KY 42445
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  /25

  $264,900

  $20K PRICE DROP

  • 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
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  /48

  $322,000

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

  406 Lakewood Rd Unit Tract 1, 2, & 3, 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, make this an excellent recreational getaway or hunting retreat. A great opportunity to own a piece of the Kentucky outdoors!

  Darren Ramey Farless Realty

  406 Lakewood Rd Unit Tract 1, 2, & 3, Princeton, KY 42445
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  /4

  $38,000

  • Land
  • 2.82 Acres
  • $13,475 per Acre

  00 Skyline Dr, Princeton, KY 42445

  Make your dream of building a home a reality! This spacious 2.82 acre lot (2 lots are being sold) is ready for you. Conveniently located close to the Interstate and Princeton amenities, plus you'll have plenty of romping room, gardening space & room for a shop on this acreage. This property is only 20 minutes to Eddy Creek Marina on Lake Barkley if you are a water/boater enthusiast. Great

  Amy Brock Keller Williams Experience Realty Paducah Branch

  00 Skyline Dr, Princeton, KY 42445
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  /18

  $116,000

  $19K PRICE DROP Under Contract

  • 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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  /37

  $440,000

  $35K PRICE DROP

  • 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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  /7

  $14,900

  • 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
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  /42

  $126,000

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

  406 Lakewood Rd-Tract 2 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-Tract 2 Unit Tract 2, Princeton, KY 42445
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  /35

  $225,000

  • 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
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  /44

  $300,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  10211 Marion Rd, Princeton, KY 42445

  Country living just minutes from Caldwell County Schools! This 3 bedroom, 2 bath brick home sits on over 1 acre and offers space, flexibility, and recent updates. The home features an updated kitchen with newer cabinets, vinyl plank flooring, and a comfortable living room with a gas fireplace. A versatile bonus room—currently used as a golf simulator—could easily serve as an additional living

  Darren Ramey Farless Realty

  10211 Marion Rd, Princeton, KY 42445
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  /14

  $249,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  608 N Jefferson St, Princeton, KY 42445

  Trigg County Insurance Woodall Agency Inc.

  608 N Jefferson St, Princeton, KY 42445
• 

  

  /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
• 

  

  /18

  $145,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  2127 Highway 293 N, Princeton, KY 42445

  COUNTRY LIVING! This cozy 2 bed 1 bath home located in Caldwell County offers the perfect blend of comfort and space. Inside, you’ll find hardwood flooring in a portion of the home, a functional utility room and ample closet space to meet your storage needs. Step outside and enjoy the peaceful setting from the covered front porch providing a perfect place to have your morning coffee. For added

  Brandon Warfield Benchmark Realty

  2127 Highway 293 N, Princeton, KY 42445
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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
• 

  /2

  $7,900

  $1K PRICE DROP

  • Land
  • 4,791 Sq Ft
  • $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
• 

  

  /50

  $995,000

  • 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
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  /24

  $149,900

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,044 Sq Ft

  408 N Hawthorne St, Princeton, KY 42445

  This renovated 3 bed 2 bath home is full of updates and ready for its new owners! Inside, you’ll find two bedrooms and a full bath on the main level along with a spacious living area featuring beautiful recessed lighting. Upstairs, you will appreciate the large private bedroom suite with its own bathroom and oversized closet perfect for a peaceful retreat. Some of the recent updates include a

  Brandon Warfield Benchmark Realty

  408 N Hawthorne St, Princeton, KY 42445
• 

  

  /30

  $70,000

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

  406 Lakewood Rd-Tract 3 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.

  Darren Ramey Farless Realty

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

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