Homes for Sale near Caldwell County High School

• 

  

  

  /45

  $350,000

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

  330 Alexander Rd, Dawson Springs, KY 42408

  Nestled in the wooded 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 could be a

  

  Ryals Farless

  Farless Realty

  330 Alexander Rd, Dawson Springs, KY 42408
• 

  

  

  /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

  

  Ryals 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

  

  Ryals Farless

  Farless Realty

  9896 N Kentucky 293, Princeton, KY 42445
• 

  

  

  /56

  $275,000

  $15K PRICE DROP

  • 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

  

  Ryals Farless

  Farless Realty

  2000 Dawson Rd, Princeton, KY 42445
• 

  

  

  /10

  $30,000

  • Land
  • 10,454 Sq Ft
  • $125,000 per Acre

  403 E Main St, Princeton, KY 42445

  Commercial lot in downtown Princeton! This prime location offers excellent traffic count, road frontage on 3 sides, all utilities available and TONS of potential. Located across the street from Marble Park, the playground and senior center.

  

  Ryals Farless

  Farless Realty

  403 E Main St, 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.

  

  Ryals Farless

  Farless Realty

  9999 Cannon Rd, Princeton, KY 42445
• 

  

  /6

  $25,000

  • Land
  • 22,916 Sq Ft
  • $47,519 per Acre

  214 Cadiz St, Princeton, KY 42445

  This lot, located within walking distance of downtown, has a TON of potential. Most recently it was used for an auto detailing business and offers a garage with concrete floor(with drain), electricity and water. The lot also offers meter bases from where a manufactured home was previously located. This would provide an affordable start for your new home or business venture!

  

  Ryals Farless

  Farless Realty

  214 Cadiz St, Princeton, KY 42445
• 

  

  /40

  $150,000

  Pending

  • 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

  

  Ryals Farless

  Farless Realty

  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

  

  Ryals Farless

  Farless Realty

  85 Quail Dr, Princeton, KY 42445
• 

  

  /21

  $74,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,648 Sq Ft

  110 W Pierson St, Fredonia, KY 42411

  Located in the quiet rural setting of Fredonia, 110 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 this

  

  George Green

  Green Team Real Estate Service

  110 W Pierson St, Fredonia, KY 42411
• 

  

  /44

  $287,500

  $8K PRICE DROP

  • 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
• 

  

  /69

  $249,900

  Pending

  • 2 Beds
  • 2 Baths
  • 2,681 Sq Ft

  314 J D Bugg Rd, Fredonia, KY 42411

  Escape to the peace and privacy of the countryside with this charming 2-bedroom, 2-bath home nestled on 5.59 acres. This inviting property offers the perfect blend of comfort and rural living, ideal for those seeking space to relax, garden or enjoy nature. This home features an eat-in kitchen, dining room, living room, family room, 2 bedrooms, 2 bathrooms, utility area, screened in porch all on

  Melissa Wynn Elite Realty

  314 J D Bugg Rd, Fredonia, KY 42411
• 

  

  /56

  $429,900

  $10K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,488 Sq Ft

  5750 Princeton Olney Rd, Princeton, KY 42445

  Sportsman's Paradise on 25 Secluded Acres! Escape to your own private retreat with this spacious 5-bedroom, 2-bath home nestled on 25 beautiful acres of peaceful countryside. Whether you're an outdoor enthusiast, hobby farmer, or simply looking for room to roam, this property offers it all. The home features a finished walk-out basement, with the primary bedroom conveniently located on the main

  Amy Brock Keller Williams Experience - Paducah

  5750 Princeton Olney Rd, Princeton, KY 42445
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  /8

  $1,965,000

  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, LLC

  651 Pleasant Valley Rd, Princeton, KY 42445
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  /38

  $759,900

  • Land
  • 233 Acres
  • $3,261 per Acre

  11269 Dawson Rd, Princeton, KY 42445

  Amazing opportunity for creating a hunting paradise or homestead. This great farm had a timber stand improvement completed last year doing great things for the wildlife habitat. It has great access with over 6 miles of perimeter and interior trails making hunt huge in any wind direction. An interior creek provides year around water source and multiple areas for food plots in an area that

  Jamie Rogers Smalltown Hunting Properties & Real Estate

  11269 Dawson Rd, Princeton, KY 42445
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  /54

  $775,000

  $24K PRICE DROP

  • Land
  • 206 Acres
  • $3,762 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
• 

  

  /23

  $69,900

  Pending

  • 2 Beds
  • 1 Bath
  • 964 Sq Ft

  300 Dawson Rd, Princeton, KY 42445

  Move-in Ready And Affordably Priced In Princeton! This 2 Bedroom, 1 Bathroom Home Offers 964 Sq Ft Of Comfortable Living Space And Has Seen Several Key Upgrades, Including A Metal Roof, Updated Hvac System, And Newer Water Heater—giving Buyers Peace Of Mind From Day One. The Property Also Features A Detached Garage, Ideal For Storage, Workshop Space, Or Additional Parking. Sitting On A Manageable

  Mason Burgett KY Homes Realty

  300 Dawson Rd, Princeton, KY 42445
• 

  /2

  $180,000

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  109 Pennyrile Valley Dr, Princeton, KY 42445

  *Professional Photos Coming Soon*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,

  Rebekah Sprabary LPT Realty

  109 Pennyrile Valley Dr, Princeton, KY 42445
• 

  

  /30

  $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, LLC

  108 E Green St, 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, LLC - Murray

  203 Prince Ct, 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
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  /46

  $220,000

  New Construction $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  204 N Plum St, Princeton, KY 42445

  New Construction in the Heart of Princeton! Beautifully finished home offering over 1,200 sq ft of modern comfort. Features include luxury vinyl plank flooring throughout, custom kitchen and bathrooms, and a spacious open layout with 3 bedrooms and 2 baths. Enjoy relaxing evenings on the full-length front porch. Covered carport adds convenience and protection year-round. Designed for

  Angie Cornish Keller Williams Experience - Eddyville

  204 N Plum St, Princeton, KY 42445
• 

  

  /49

  $775,000

  $24K PRICE DROP

  000 Lakewood Rd, 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 (KY Branch)

  000 Lakewood Rd, Princeton, KY 42445
• 

  

  /49

  $277,400

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,770 Sq Ft

  1187 Ray Rd, Princeton, KY 42445

  Discover your peaceful retreat with this charming 3-bedroom, 1.5-bathroom home nestled on 10.41 acres! Featuring a 30x40 shop, with concrete floors, providing ample storage and a 40x60 barn with 5 horse stalls and a tack room, this property is ideal for a mini farm! Additionally, a fenced-in pasture is already set up for animals, making it easy to start your farming adventure. The home exudes

  Crystal McCoy Keller Williams Experience - Paducah

  1187 Ray Rd, Princeton, KY 42445
• 

  

  /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
• 

  

  /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
• 

  

  /25

  $43,000

  $19K PRICE DROP

  • 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 that is currently NOT in livable condition. Ceiling heights are between 6' 3" and 6' 8" throughout the house. Back bedroom floor is falling in. Brand new HVAC in 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
• 

  

  /20

  $55,000

  $15K PRICE DROP Pending

  • 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
• 

  

  /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
• 

  

  /24

  $139,900

  • 4 Beds
  • 1 Bath
  • 1,566 Sq Ft

  715 E Market St, Princeton, KY 42445

  CHARACTER, CHARM & SPACE! Built in 1948, this 4-bedroom home offers approximately 1,566 finished square feet plus an additional 900 square feet of basement space, all situated on a .38-acre lot. Step inside and you'll immediately notice the character that makes this home special—from the beautiful original hardwood floors and woodwork to the classic staircase, crystal chandelier and distinctive

  Kelly Mitchell KY Homes Realty

  715 E Market St, 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
• 

  

  /25

  $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 DIY Flat Fee.com

  20533 Princeton Olney Rd, Princeton, KY 42445
• 

  

  /16

  $525,000

  $35K PRICE DROP

  • Land
  • 103 Acres
  • $5,097 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
• 

  

  /33

  $237,500

  Pending

  • 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
• 

  

  /9

  $110,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  278 Farmersville Rd, Princeton, KY 42445

  Trigg County Insurance Woodall Agency Inc.

  278 Farmersville Rd, Princeton, KY 42445
• 

  

  /49

  $229,900

  • 3 Beds
  • 2 Baths
  • 2,152 Sq Ft

  701 W Main St, Princeton, KY 42445

  This completely updated and beautifully restored Victorian 3 bedroom, 2 bathroom home in Princeton, KY is full of character and timeless charm, with modern touches throughout. From the moment you arrive, the oversized front porch welcomes you into a home where original charm has been thoughtfully preserved, including hardwood floors, detailed trim and molding, stained glass accents, and an ornate

  Logan Stone Dauby Real Estate

  701 W Main St, Princeton, KY 42445
• 

  

  /36

  $200,000

  $25K 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
• 

  

  /42

  $249,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  401 Centennial Dr, Princeton, KY 42445

  Welcome to beautiful 401 Centennial Drive: a spacious brick ranch offering comfort, convenience, ideal location on a quiet “no outlet” street. This well-designed home features 3BR(walk-in closets) 2BA, and large kitchen for entertaining family & friends. Boasts of 2,064 square feet of living space, a 2 car garage w/ storage above and a 12'x12' deck overlooking a lovely outdoor setting w/ plenty

  Teresa Oliver Kentucky Homes Realty

  401 Centennial Dr, Princeton, KY 42445
• 

  

  /6

  $30,000

  • Land
  • 5 Acres
  • $6,000 per Acre

  0000 Alexander Rd, Dawson Springs, KY 42408

  Acreage is according to the PVA!

  Jacob Fletcher Bhg Realty

  0000 Alexander Rd, Dawson Springs, KY 42408

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