5,641

Caldwell, KY Homes

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  • /22

    $147,000 Sold Jul 14, 2025

    • 1,350 Sq Ft
    • $109/SF
    • 4 Days On Market
    • 3 Beds
    • 1 Bath

    206 Dawson Rd, Princeton, KY 42445

    Welcome to this quaint 3 bed 1 bath home located in the heart of Princeton! This property combines classic charm with modern updates perfect for comfortable living. Centrally located you’ll enjoy being close to all of Princeton’s shopping, dining, and amenities and just a short drive to the City County Park and Pool. Inside, the cozy living room features a gas log fireplace and hardwood floors

    Brandon Warfield Benchmark Realty

    206 Dawson Rd, Princeton, KY 42445
    • /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

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,925 Sq Ft

    920 W Main St, Princeton, KY 42445

    Step back in time with this charming 1912 home offering 3 bedrooms and 2 bathrooms. Filled with character, it features a large foyer, formal living and dining rooms, and a cozy den with a gas fireplace just off the kitchen. Two bedrooms are located downstairs with a third upstairs. Sitting on a spacious lot in town, this property also includes two detached garages—plenty of space inside and out!

    Darren Ramey Farless Realty

    920 W Main St, Princeton, KY 42445
  • /31

    $232,000 Sold Jul 11, 2025

    • 2,400 Sq Ft
    • $97/SF
    • 75 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2022

    1993 Dawson Rd, Princeton, KY 42445

    Looking for a modern home with plenty of space inside and out? This beautiful 4 bedroom 2 bathroom 2022 manufactured home sits on a spacious corner lot on the outskirts of Princeton. This home offers the perfect blend of comfort and convenience. Step inside to find the beautiful kitchen equipped with stainless steel appliances and soft close cabinets, spacious rooms, fireplace, and an

    Brandon Warfield Benchmark Realty

    1993 Dawson Rd, 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
  • /48

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,786 Sq Ft

    912 W Main St, Princeton, KY 42445

    Beautifully updated 3 bedroom, 2 bathroom brick home with an unfinished basement that could easily be finished for added living space. Recent updates include all new luxury vinyl plank flooring, fresh paint, new kitchen appliances, sink, cabinet hardware, bathroom vanities, and toilets. HVAC and roof are just 6 years old, and the water heater is 4 years old. Move-in ready and situated on a large

    Darren Ramey Farless Realty

    912 W Main St, Princeton, KY 42445
  • /47

    $220,000 Sold Jul 10, 2025

    • 1,150 Sq Ft
    • $191/SF
    • 33 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    650 Lewistown Church Rd, Princeton, KY 42445

    Charming , well maintained three bedroom, two bath, home located on 15 acres. Front porch for setting and enjoying the quite neighborhood. Two tracks (one is house and three acres with a pond and fenced in garden area. Level to gently sloping. The second track is 12 wooded acres that is full of wildlife). short drive to downtown Princeton, Wal Mart and other businesses, or 15 minutes to

    Wendell Tincher Coldwell Banker Service 1st Realty

    650 Lewistown Church Rd, Princeton, KY 42445
    • /18

      Est $225,591 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,016 Sq Ft

      824 W Main St, Princeton, KY 42445

      824 W Main St, Princeton, KY 42445
  • /17

    $189,000

    • 4 Beds
    • 3 Baths
    • 2,879 Sq Ft

    501 W Main St, Princeton, KY 42445

    Spacious home with recent updates. This property features a durable metal roof, a welcoming front porch, and newer carpeting. The home is warmed by radiator heat and includes a new front door. An unfinished basement and attic provide ample storage or potential for a workshop. The garage offers a great opportunity for customization. Call today for appointments. Please click on the Virtual Tour for

    Derek Eisenberg Continental Real Estate Group, Inc.

    501 W Main St, Princeton, KY 42445
  • /38

    $349,900 Sold Jul 09, 2025

    • 1,800 Sq Ft
    • $194/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2020

    674 Cecil Sigler Rd Unit (Caldwell Co. KY 10), Fredonia, KY 42411

    If you're dreaming of a quiet life in the country with room to breathe, work the land, and enjoy complete privacy, this property is calling your name. Nestled at the very end of Cecil Sigler Road in Caldwell County, this 2020-built home sits on 10 beautiful acres. The peaceful dead-end road location makes it the ideal homestead for anyone looking to escape the hustle and bustle, and embrace

    Justin Mason Whitetail Properties Real Estate LLC

    674 Cecil Sigler Rd Unit (Caldwell Co. KY 10), Fredonia, KY 42411
    • /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
  • /29

    $215,000

    • 3 Beds
    • 2 Baths
    • 2,001 Sq Ft

    408 Cadiz St, Princeton, KY 42445

    Beautifully remodeled 3 bed, 2 bath, 1.5-story brick home with thoughtful updates throughout! This charming home features mostly wood and LVP flooring, wood walls, fully renovated bathrooms, and a modern kitchen with new cabinets and granite countertops. Recent upgrades include PEX waterlines, mostly new interior doors, and a newly added front sidewalk. An attached carport and detached 2-car

    Darren Ramey Farless Realty

    408 Cadiz St, Princeton, KY 42445
  • /50

    $300,000 Sold Jul 07, 2025

    • 4,171 Sq Ft
    • $72/SF
    • 3 Beds
    • 4 Baths

    643 Lakeshore Dr, Dawson Springs, KY 42408

    One-of-a-Kind Lakefront Gem on Lake Beshear! This truly unique home offers a million-dollar panoramic view from what you could consider the best spot on the water. With 3-4 bedrooms, 4 bathrooms, and over 4,000 sq. ft. of living space, this property is overflowing with potential—ideal as a full-time residence, vacation home, or investment opportunity. Enjoy uninterrupted lake views from nearly

    Kartik Patel Keller Williams Experience Realty Paducah Branch

    643 Lakeshore Dr, Dawson Springs, KY 42408
    • /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
  • /28

    $179,900

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    950 Farmersville Rd, Princeton, KY 42445

    Fall in LOVE...with Farmersville! This inviting 2-bedroom, 1-bath home is tucked away on just under 5 acres, offering wide-open space to grow a garden, raise chickens, or simply enjoy the peace of country living. Wake up to the sounds of nature, spend your days working the land or sipping coffee on the porch, and still be just minutes from schools, restaurants, and all the essentials in town.

    Lauren Hawkins Benchmark Realty

    950 Farmersville Rd, Princeton, KY 42445
  • /35

    $575,000 Sold Jul 03, 2025

    • 337 Days On Market

    000 Dawson Rd Unit (Caldwell Co. KY 234, Princeton, KY 42445

    Located in an area renowned for its big bucks, this property offers a secluded and serene hunting experience. The land features rolling topography throughout, providing a variety of landscapes and hunting opportunities. With minimal road frontage, it ensures privacy while offering build site potential. Utilities are conveniently available along the road frontage. A full boundary survey is on

    Justin Mason Whitetail Properties Real Estate LLC

    000 Dawson Rd Unit (Caldwell Co. KY 234, 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
  • /33

    $220,000

    • 5 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    212 N Plum St, Princeton, KY 42445

    This is more than a house—it’s the space your life has been waiting for. With 5 bedrooms, 2.5 baths, and storage in every direction, there’s room for everyone and everything. A brand new roof and water heater mean you can move in with confidence. Host family dinners, work from home, throw birthday parties, or just enjoy a quiet evening in—the layout adapts to your every need. Natural light fills

    Lauren Hawkins Benchmark Realty

    212 N Plum St, Princeton, KY 42445
  • /41

    $248,000 Sold Jul 01, 2025

    • 1,987 Sq Ft
    • $125/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths

    3694 Kentucky 903, Princeton, KY 42445

    Charming 3 bed, 2 bath brick ranch nestled on over 1 acre in the peaceful countryside! Enjoy two spacious living areas, one with a cozy gas fireplace. A large utility room offers potential for a 4th bedroom. Relax on the welcoming front porch or entertain on the back deck with pergola. Property includes a 2-car attached carport, 24x35 detached garage with loft—great for storage or converting to

    Darren Ramey Farless Realty

    3694 Kentucky 903, Princeton, KY 42445
    • /7

      Est $115,062 Not Listed For Sale

      220 Harvey Ln, Princeton, KY 42445

      220 Harvey Ln, Princeton, KY 42445
  • /29

    $400,000

    • 3 Beds
    • 2 Baths
    • 2,340 Sq Ft

    418 Lewistown Church Rd, Princeton, KY 42445

    Welcome home to 418 Lewistown Church Rd! Your own slice of country living with just over 20 acres of cleared & wooded land. A fully stocked pond for summer fishing, detached garage that makes a great workshop and a barn that has so much potential. You'll find two oversized living spaces inside, large laundry room and walk in closets. All within close proximity to convenient amenities. Now's the

    Dustin Gilbert eXp REALTY

    418 Lewistown Church Rd, Princeton, KY 42445
  • /24

    $180,000 Sold Jun 30, 2025

    • 1,836 Sq Ft
    • $98/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths

    608 Downs St, Princeton, KY 42445

    Welcome to this 4 bedroom 2 bathroom home located in the heart of Princeton on a spacious corner lot! Inside, you'll find generous living space with 4 spacious bedrooms including a primary suite featuring a massive walk-in closet! The layout of this home combines comfort with functionality. Step outside and enjoy the covered front porch or take your pick from three separate deck areas perfect for

    Brandon Warfield Benchmark Realty

    608 Downs St, 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
  • /11

    $189,000

    • 3 Beds
    • 2 Baths
    • 2,389 Sq Ft

    123 S Highland Ave, Princeton, KY 42445

    This 2300+ square ft brick home offers 3 bedroom 2 bath and an in-law suite equipped with kitchenet. This property has been a rental home for 20 plus years and is currently rented. The home features over half acre lot with 2 separate entrances. This home would make a great investment or wonderfully large home for a family.

    Sherry Thomas Keller Williams Experience Realty Eddyville Branch

    123 S Highland Ave, Princeton, KY 42445
  • /50

    $190,000 Sold Jun 30, 2025

    • 1,260 Sq Ft
    • $151/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2015

    857 W Fork Rd Unit (Caldwell Co. KY 13., Fredonia, KY 42411

    Peaceful rural living on 13.90+/- scenic acres! This 3BR, 2BA, 1,260 sq. ft. home features a welcoming front porch, covered back deck, and a large, manicured yard with landscaping and garden space. Includes a carport, gravel driveway with ample parking, and a hobby/storage building. The land offers a beautiful mix of open ground and timber, rolling topography, and 1,200 ft. of Donaldson Creek

    Tyler Hafford Whitetail Properties Real Estate LLC

    857 W Fork Rd Unit (Caldwell Co. KY 13., Fredonia, KY 42411
    • /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
  • /39

    $189,900

    • 3 Beds
    • 1 Bath
    • 1,211 Sq Ft

    325 Wildwood Point, Princeton, KY 42445

    Unique 2-acre lot on a private community lake in the county. Property has a pole barn garage with plenty of workshop space, extra deep bay, high ceilings, 2 elevators to access storage area, AND a 1200 sq ft apartment. Live in the apartment while you are building your dream home. Then use the apartment as a mother-in-law suite, a teen hangout, or recreational area. New owners have one year from

    Sheila Robinson The Jeter Group

    325 Wildwood Point, Princeton, KY 42445
  • /24

    $115,000 Sold Jun 30, 2025

    • 1,308 Sq Ft
    • $88/SF
    • 44 Days On Market
    • 3 Beds
    • 1 Bath

    237 Center St, Princeton, KY 42445

    Check out this 3 bed 1 bath brick ranch home situated on 3 lots! Inside, this home offers a spacious living room, formal dining room, and plenty of closets for storage. Outside, you will find a spacious and partially fenced back yard, shed, 2 car carport along with two gravel driveways providing ample space for parking. This home sits on a dead end street in the city limits of Princeton, just

    Brandon Warfield Benchmark Realty

    237 Center St, 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
  • /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
  • /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
    • /8

      Est $85,905 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,250 Sq Ft

      509 E Main St, Princeton, KY 42445

      509 E Main 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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /40

    $189,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    803 Hopkinsville St, Princeton, KY 42445

    Sitting in the heart of Princeton, this 3 bedroom, 1.5 bath home is completely move-in ready. This one-level home sits at 1,188 square feet, includes a covered carport with storage room, spacious back yard, concrete patio, and a small storage shed. Just 2 miles off I-69, this well-maintained and conveniently located brick ranch is ready for you!

    Reese Johnson Keller Williams Experience Realty Paducah Branch

    803 Hopkinsville 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

Showing Results 41 - 80, Page 2 of 18

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