Caldwell, KY Homes

• 

  

  

  /30

  $150,000 Sold Jun 27, 2025

  • 888 Sq Ft
  • $169/SF
  • 13 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1968

  623 Crider Dulaney Rd, Princeton, KY 42445

  This cozy home offers 3 bedrooms, 1 bathroom, and loads of potential on a peaceful 0.83-acre lot. Enjoy the convenience of an attached garage—perfect for storage or easily convertible to extra living space. Plus, a spacious 28x28 detached 2-car garage/workshop gives you room for hobbies, projects, or extra vehicles. Located just 7 minutes from Walmart and 9 minutes from Eddyville, you’ll love the

  Darren Ramey Farless Realty

  623 Crider Dulaney Rd, Princeton, KY 42445
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• 

  

  

  /25

  Est $187,743 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,843 Sq Ft

  311 N Jefferson St, Princeton, KY 42445

  311 N Jefferson St, Princeton, KY 42445
• 

  

  

  /50

  $300,000

  • 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 Realty Paducah Branch

  1187 Ray Rd, Princeton, KY 42445
• 

  

  

  /25

  $149,000 Sold Jun 27, 2025

  • 1,749 Sq Ft
  • $85/SF
  • 54 Days On Market

  • 4 Beds
  • 1.5 Baths

  601 Hopkinsville St, Princeton, KY 42445

  Charming 4 bed 1.5 bath home centrally located in the heart of Princeton. The main floor features 2 bedrooms and a bathroom, while the upper level includes two additional bedrooms and a half bath perfect for flexible living. The inviting living room boasts tall ceilings and a gas fireplace creating a warm and welcoming atmosphere. Outside, this home offers a detached 2 car garage and paved drive

  Brandon Warfield Benchmark Realty

  601 Hopkinsville St, Princeton, KY 42445
• 

  

  

  /33

  Est $209,714 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,888 Sq Ft

  718 W Main St, Princeton, KY 42445

  718 W Main St, Princeton, KY 42445
• 

  

  /27

  $162,000

  • 4 Beds
  • 2 Baths
  • 1,930 Sq Ft

  205 S Mcnary St, Princeton, KY 42445

  Come check out this charming 2 story home located in the city limits of Princeton Ky., a short drive to I-69. This home features open concept kitchen and dining room. Extensive island with seating. New kitchen with appliances. The high ceilings, original hardwood floors and trim work are what makes this home feel like home. Main floor showcases a bedroom, bathroom and living room along with

  Angie Cornish Keller Williams Experience Realty Eddyville Branch

  205 S Mcnary St, Princeton, KY 42445
• 

  

  /36

  $290,000 Sold Jun 25, 2025

  • 1,950 Sq Ft
  • $149/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2007

  201 Meadow Lark Dr, Princeton, KY 42445

  This well-maintained 3-bedroom, 2-bathroom home, built in 2007, is nestled in a quiet country neighborhood with no direct neighbors beside you—offering privacy and tranquility just minutes from town. Located on a dead-end street, this home is ideal for anyone seeking space, serenity, and a touch of rural charm. Inside, you'll find hardwood floors throughout the kitchen, dining, and living areas,

  Darren Ramey Farless Realty

  201 Meadow Lark Dr, Princeton, KY 42445
• 

  

  /12

  Est $140,841 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 783 Sq Ft

  813 Maple St, Princeton, KY 42445

  813 Maple St, Princeton, KY 42445
• 

  

  /14

  $259,000

  • 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
• 

  

  /11

  $200,000 Sold Jun 24, 2025

  • 1,645 Sq Ft
  • $122/SF

  • 3 Beds
  • 2 Baths

  101 Winchester Ave, Princeton, KY 42445

  3 bed, 2 Bath brick home. New Roof 2024. Total home remodel done in 2024. New LVP flooring, new furnace, new windows, new 6" gutters, new tiled-in shower, updated kitchen cabinets/countertops/appliances. She-shed garage for lawnmower/tools. Fenced-in with a deck area in the back. Perfect location in town.

  Kartik Patel Keller Williams Experience Realty Paducah Branch

  101 Winchester Ave, Princeton, KY 42445
• 

  

  /23

  Est $117,642 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  204 Robin Rd, Princeton, KY 42445

  204 Robin Rd, Princeton, KY 42445
• 

  

  /4

  $239,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  1112 N Jefferson St, Princeton, KY 42445

  This beautiful new construction home features 3 bedrooms, 2 bathrooms, and 1,324 square feet of thoughtfully designed living space. The open floor plan creates a bright and welcoming atmosphere, perfect for everyday living and entertaining. The all-electric setup ensures energy efficiency and ease of maintenance. Sitting on a spacious 0.50-acre lot, there's plenty of room to enjoy the outdoors or

  Scott Sanders BOLINGER REAL ESTATE & AUCTION

  1112 N Jefferson St, Princeton, KY 42445
• 

  

  /5

  $160,000 Sold Jun 19, 2025

  • Land
  • 15 Acres
  • $10,363 per Acre

  • 0 Days On Market

  1445 Bethany Church Rd, Princeton, KY 42445

  Enjoy the quiet country lifestyle. Previous owner had horses on the property. ONE TIME SHOWING

  Lorri Hillyard Better Homes & Gardens Fern Leaf Group

  1445 Bethany Church Rd, Princeton, KY 42445
• 

  

  /22

  Est $163,046 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,421 Sq Ft

  312 Cardinal Ln, Princeton, KY 42445

  312 Cardinal Ln, Princeton, KY 42445
• 

  

  /24

  $139,000

  • 2 Beds
  • 1 Bath
  • 2,040 Sq Ft

  212 Grace St, Princeton, KY 42445

  Welcome to this adorable 2 bed 1 bath home located in the city limits of Princeton. Inside, this home offers various updates including electrical, plumbing, light fixtures, and flooring. You will also notice the renovated kitchen with stainless steel appliances. The cozy gas fireplace in the living room is perfect for those chilly winter nights. The updated bathroom offers a tub, toilet and sink

  Brandon Warfield Benchmark Realty

  212 Grace St, Princeton, KY 42445
• 

  

  /23

  $199,000 Sold Jun 16, 2025

  • 1,260 Sq Ft
  • $158/SF
  • 66 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  709 Maple St, Princeton, KY 42445

  Custom built, New Construction Home in Princeton, Ky. As you step inside, you'll be greeted with open concept living area, with a modern kitchen stocked with brand new appliances. Beautiful Luxury vinyl plank flooring throughout the house. Features 3 bedrooms and 2 full baths, one being a master suite, all tastefully designed. Conveniently located near schools and shopping centers. Don't miss

  Angie Cornish Keller Williams Experience Realty Eddyville Branch

  709 Maple St, Princeton, KY 42445
• 

  

  /7

  Est $115,062 Not Listed For Sale

  220 Harvey Ln, Princeton, KY 42445

  220 Harvey Ln, Princeton, KY 42445
• 

  

  /35

  $93,000

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

  605 N Jefferson St, Princeton, KY 42445

  Looking for a nostalgic home in a small town? Early 1900 built, this home has high ceilings and vintage moldings, with updated windows, wood floors under the carpet. Fireplaces capped off in 2011 when new roof was installed. Driveway owned by this house, right of way easement in deed for neighbor to have access (607 N Jeff.), Bathrooms- Tub and Shower were replaced July 2025. Great Investment

  Eunice Stone Lakeland Realty

  605 N Jefferson St, Princeton, KY 42445
• 

  

  /17

  $167,000 Sold Jun 13, 2025

  • 1,196 Sq Ft
  • $140/SF
  • 71 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  1224 Skyline Dr, Princeton, KY 42445

  Nestled in the charming town of Princeton, Kentucky, this inviting three-bedroom, two-bath brick home beautifully combines comfort and convenience. Ideally located just minutes from I-69 and downtown, it offers easy access to local amenities and the surrounding areas. The property features a spacious fenced-in backyard, perfect for outdoor activities and gatherings, while a one-car garage

  Lauren Hawkins Benchmark Realty

  1224 Skyline Dr, Princeton, KY 42445
• 

  

  /25

  Est $124,474 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,503 Sq Ft

  407 E Shepardson St, Princeton, KY 42445

  407 E Shepardson St, Princeton, KY 42445
• 

  

  /21

  $160,000

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  101 Mohawk Dr, Princeton, KY 42445

  Charming 3 bedroom, 2 bathroom brick ranch located in a great neighborhood just minutes from I-69 and downtown Princeton. This home features a spacious kitchen and dining area, perfect for gatherings, along with a newer hot water heater and a large attached garage. The fenced-in backyard offers a safe space for kids or pets to play. A solid home in a convenient location—don't miss this one!

  Darren Ramey Farless Realty

  101 Mohawk Dr, Princeton, KY 42445
• 

  

  /31

  $282,000 Sold Jun 12, 2025

  • 1,748 Sq Ft
  • $161/SF
  • 43 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  5450 Dalton Rd, Princeton, KY 42445

  This home offers a peaceful escape surrounded by trees and scenic nature. It is situated in a private country setting and provides the blend of seclusion and comfort. The home has an open-concept living, dining and kitchen area, making it perfect for family gatherings and entertaining guests. The large windows in the front of the house provides a bright and airy view of outside and the cozy

  Linda Ramsey Tradewater Realty

  5450 Dalton Rd, Princeton, KY 42445
• 

  

  /30

  Est $184,617 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,314 Sq Ft

  717 E Market St, Princeton, KY 42445

  717 E Market St, Princeton, KY 42445
• 

  

  /24

  $130,000

  • 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
• 

  

  /32

  $260,000 Sold Jun 06, 2025

  • 1,430 Sq Ft
  • $182/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  364 Farmersville Rd, Princeton, KY 42445

  This wonderful 3 bedroom, 2 bath might be just the home you've been searching for! It offers an updated interior with new flooring, updated bath, and HVAC & generator that are just a couple years old! Outside you'll find a relaxing covered patio to enjoy your afternoons overlooking the large 1.74 acre yard! There is an attached, 2 car garage AND a detached, 2 car garage! Just a little over a mile

  Ryals Farless Farless Realty

  364 Farmersville Rd, Princeton, KY 42445
• 

  

  /24

  Est $202,589 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,560 Sq Ft

  521 Hopkinsville St, Princeton, KY 42445

  521 Hopkinsville St, Princeton, KY 42445
• 

  

  /38

  $240,000

  • Land
  • 40 Acres
  • $6,003 per Acre

  000 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 Realty Paducah Branch

  000 Edwards Rd, Princeton, KY 42445
• 

  

  /32

  $190,000 Sold Jun 05, 2025

  • 1,502 Sq Ft
  • $126/SF
  • 281 Days On Market

  • 4 Beds
  • 2 Baths

  203 Cantrell Dr, Princeton, KY 42445

  Check out this 3-4 bedroom, 2 bath home just south of downtown and less than a mile from Princeton Golf Club! The recently updated home includes 3 bedrooms with a large additional room that would make a great primary suite, playroom or family room. All new LVT flooring throughout, vinyl windows, butcher block countertops, new vanities, large deck and an outbuilding to store your lawnmower and

  Ryals Farless Farless Realty

  203 Cantrell Dr, Princeton, KY 42445
• 

  

  /31

  Est $113,185 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,608 Sq Ft

  310 Wood St, Princeton, KY 42445

  310 Wood St, Princeton, KY 42445
• 

  

  /24

  $159,000

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  100 N Chestnut St, Princeton, KY 42445

  Affordable Craftsman style home features a large equipped kitchen with island and eat-in area, formal dining room or office area, living room, large downstairs bedroom and bath. Upstairs offers 2BR, 1BA, carpeted with room a/c's. Other features are new vinyl tilt windows, all appliances included, covered porch, fully fenced yard, garden space, young trees and patio. Also offers storage building

  Billie Farless Farless Realty

  100 N Chestnut St, Princeton, KY 42445
• 

  

  /19

  $205,000 Sold May 12, 2025

  • 1,196 Sq Ft
  • $171/SF
  • 80 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  455 Farmersville Rd, Princeton, KY 42445

  Discover the perfect blend of country living and convenience in this delightful 2-bedroom, 1-bath farmhouse nestled on 5 picturesque acres in Princeton, KY. Just minutes from local schools and town amenities, this property offers a serene escape without sacrificing accessibility. Enjoy tranquil mornings by your private pond or saddle up and make use of the 5-stall horse barn complete with a tack

  Lauren Hawkins Benchmark Realty

  455 Farmersville Rd, Princeton, KY 42445
• 

  /2

  Est $109,978 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,130 Sq Ft

  417 E Market St, Princeton, KY 42445

  417 E Market St, Princeton, KY 42445
• 

  

  /23

  $125,000

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft

  805 Mechanic St, Princeton, KY 42445

  This 3-bedroom, 1-bath home (with potential for a 4th bedroom) features recent updates including a refreshed kitchen and bathroom, new interior paint, new roof in 2024, new hot water heater, and new upstairs heating and air. The fenced backyard includes a detached garage and extra storage space—great value with room to grow!

  Darren Ramey Farless Realty

  805 Mechanic St, Princeton, KY 42445
• 

  

  /20

  $265,000 Sold May 09, 2025

  • 3,166 Sq Ft
  • $84/SF
  • 291 Days On Market

  • 3 Beds
  • 3 Baths

  10092 U S 62, Princeton, KY 42445

  Very nice 3 bedroom 1 bath / 2 half baths home with large attached garage/work area, all setting on 3 acres. This property is zoned commercial & could be used as residence with attached business. Residence is very nice in prime location on Hwy. 62 just a short drive to Princeton City Limits

  Jesse Case RE/MAX Real Estate Services

  10092 U S 62, Princeton, KY 42445
• 

  

  /35

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  51 W Bald Knob Rd, Princeton, KY 42445

  51 W Bald Knob Rd, Princeton, KY 42445
• 

  

  /30

  $145,000

  • 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
• 

  

  /14

  $85,000 Sold May 07, 2025

  • 864 Sq Ft
  • $98/SF
  • 36 Days On Market

  • 2 Beds
  • 1 Bath

  200 Allen St, Princeton, KY 42445

  Check out this 2 bed 1 bath home situated on a sizeable lot in Princeton. Inside, this home offers an open living room area and vinyl flooring throughout. Outside, this home offers a covered front porch, attached 1 car carport, and two buildings outback offering adequate space for storage as well as an additional detached carport. This house is located at the end of a dead end street! Whether

  Brandon Warfield Benchmark Realty

  200 Allen St, Princeton, KY 42445
• 

  

  /30

  Est $199,077 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft

  379 Lewistown Church Rd, Princeton, KY 42445

  379 Lewistown Church Rd, Princeton, KY 42445
• 

  

  /15

  $40,000

  • 2 Beds
  • 1 Bath
  • 1,042 Sq Ft

  524 S Seminary St, Princeton, KY 42445

  2 bed, 1 bath home with attached 1-car garage. The property has flood damage from April rains, but is not located in a designated flood zone. Selling AS-IS. Great opportunity for investment or renovation.

  Darren Ramey Farless Realty

  524 S Seminary St, Princeton, KY 42445
• 

  

  /15

  $130,000 Sold May 07, 2025

  • 960 Sq Ft
  • $135/SF
  • 66 Days On Market

  • 3 Beds
  • 1 Bath

  376 Sandlick Rd, Princeton, KY 42445

  Check out this 3 bed 1 bath home located near all the amenities of Princeton. This home was remodeled in 2021 with some of the updates including new floors, plumbing, drywall, insulation, electrical, HVAC, and appliances. Inside, you will appreciate the beautiful recessed lighting and picture window in the living room. Outside, this home comes with an attached 1 car carport as well as a spacious

  Brandon Warfield Benchmark Realty

  376 Sandlick Rd, Princeton, KY 42445

Showing Results 41 - 80, Page 2 of 18