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Caldwell County KY Houses for Sale

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  • /32

    $185,000

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft

    353 Creswell Rd, Princeton, KY 42445

    Rustic Retreat on 8.75 Acres – A Homesteader’s Dream! Escape the hustle and embrace self-sufficient living in this charming 2–3 bedroom, 1-bath rustic cabin tucked away on 8.75 private acres. Perfect for anyone wanting to be away from the city life, this property offers peace, privacy, and plenty of possibilities. Recent updates include flooring, bathroom, windows, hot water heater, and a 2024

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    Kartik Patel

    Keller Williams Experience Realty Paducah Branch

    (270) 479-6351

    353 Creswell Rd, Princeton, KY 42445
  • /28

    $155,000

    • 3 Beds
    • 2 Baths
    • 1,239 Sq Ft

    116 W Pierson St, Fredonia, KY 42411

    Looking for a move-in ready home in Fredonia? Look no further! This 3 bedroom, 2 bath home offers new flooring, new cabinets, new light fixtures, new plumbing fixtures, pipes, new roof & updated electrical service. There is a partial basement with washer/dryer hookup and plenty of room for additional storage. Outside provides an attached carport, detached storage building and a large yard for

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    Ryals Farless

    Farless Realty

    (270) 440-4542

    116 W Pierson St, Fredonia, KY 42411
  • /35

    $650,000

    • 2 Beds
    • 3 Baths
    • 1,773 Sq Ft

    762 Pleasant Valley Rd, Princeton, KY 42445

    This stunning, custom built home has character galore! Everything has been tastefully designed and crafted to provide the feel of a rustic, log home retreat. The logs, inside and out, are actually cast cement! From the soaring ceilings of the living room to the custom made cabinets, masonry work and the beautiful, live edge countertop you will be wowed from the moment you enter! The primary suite

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    Ryals Farless

    Farless Realty

    (270) 838-3133

    762 Pleasant Valley Rd, Princeton, KY 42445
  • /35

    $574,000

    • 4 Beds
    • 3 Baths
    • 2,838 Sq Ft

    1054 Dulaney Loop Rd, Princeton, KY 42445

    Quiet tranquility! This 4br, 3ba home has it! Whether you're taking in the sprawling farmland from the balcony & covered porch or just utilizing one of the quiet nooks inside to get away, you can't help but feel at ease in this home. The foyer welcomes you with double doors opening up to beautiful brick floors. An open floor plan and large kitchen/dining area provides ample space for family time

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    Ryals Farless

    Farless Realty

    (270) 232-2486

    1054 Dulaney Loop Rd, Princeton, KY 42445
  • /21

    $110,000

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    502 S Seminary St, Princeton, KY 42445

    This recently updated 2 bedroom homes is budget friendly and move-in ready! The exterior boasts all new siding, windows, roof and gutters! Inside offers durable and stylish LVT flooring, fresh paint, large kitchen and utility room. Within walking distance to downtown Princeton!

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    Ryals Farless

    Farless Realty

    (270) 716-6984

    502 S Seminary St, Princeton, KY 42445
  • /86

    $975,000

    • 6 Beds
    • 3.5 Baths
    • 4,251 Sq Ft

    141 Leech Hill Cemetery Rd, Fredonia, KY 42411

    This exceptional property offers a spacious 6-bedroom, 3.5-bath home with 4,251 square feet of above-grade living space and an additional 2,834-square-foot unfinished basement. Built in 2014, the home features an attached 2-car garage (900 square feet), a large yard with mature shade trees, and a gravel driveway with ample parking. The property is fully equipped for livestock operations with

    Mark Williams

    141 Leech Hill Cemetery Rd, Fredonia, KY 42411
  • /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
  • /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
  • /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
  • /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
  • /18

    $175,000

    • 2 Beds
    • 1 Bath
    • 1,729 Sq Ft

    10671 Ky-902 E, Fredonia, KY 42411

    This home offers 2 large bedroom, 1 bath, kitchen, dining room and a large family room with fireplace. a 2 car detached garage and a 24x34 shop building and a small smokehouse. This home is on county water but also offers well water to hydrant, sitting on 1 acre in a beautiful country setting. This home needs TLC, but if you can vision updates you should check it out. This home is an estate and

    Sherry Thomas Keller Williams Experience Realty Eddyville Branch

    10671 Ky-902 E, Fredonia, KY 42411
  • /43

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 2,652 Sq Ft

    161 Bethany Church Rd, Princeton, KY 42445

    Discover this stunning barndominium in Princeton, KY — a beautifully crafted new construction offering the perfect blend of modern living and timeless craftsmanship. This spacious home features 3 bedrooms and 2.5 bathrooms across 2,652 square feet of thoughtfully designed living space. Step inside to find custom Amish-built cabinets, a cozy fireplace, and a two-car garage for added convenience.

    Josh Parish Bhg Realty

    161 Bethany Church 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /14

    $100,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    17551 Dawson Rd, Dawson Springs, KY 42408

    A perfect starter home, retirement home or hunting cabin. All of this sitting on approx. four acres in the county with no city taxes. These homes do not come on the market very often and small acreage sites are in high demand. The majority of the acreage is wooded and private and behind the home. The basement has a laundry area and lots of storage room.

    Tim Beck Property Investment Solutions

    17551 Dawson Rd, Dawson Springs, KY 42408
  • /24

    $169,000

    • 3 Beds
    • 2 Baths
    • 930 Sq Ft

    408 N Hawthorne St, Princeton, KY 42445

    This charming 3 bedroom 2 bathroom 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 and a cozy gas log fireplace in the living room. Upstairs, you will appreciate the large private bedroom suite with its own bathroom and oversized closet perfect for a

    Brandon Warfield Benchmark Realty

    408 N Hawthorne St, Princeton, KY 42445
  • /27

    $149,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    309 N Eagle St, Princeton, KY 42445

    Welcome to this 3 bedroom 1 bathroom home offering both character and comfort. Inside, you’ll find tall ceilings that create an open and airy feel throughout along with a cozy gas log fireplace in the living room perfect for relaxing evenings at home. The spacious eat-in kitchen pairs wonderfully with the formal dining room making it easy to host family and friends. The beautiful oversized window

    Brandon Warfield Benchmark Realty

    309 N Eagle St, Princeton, KY 42445
  • /39

    $615,000

    • 4 Beds
    • 3 Baths
    • 2,968 Sq Ft

    111 Pennie Ln, Princeton, KY 42445

    Have you been dreaming of owning your own mini farm? Dreams do come true! This immaculately-maintained 4-bedroom, 3-bathroom home sits on approximately 11.3 beautiful acres and is move-in ready for its new owner. Upstairs you'll find an open floor plan, great for entertaining, along with a primary suite with jetted tub, double vanity, and walk-in closet. There is also an additional bedroom,

    Jaime Abell Arnold Realty Group

    111 Pennie Ln, Princeton, KY 42445
  • /31

    $128,000

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft

    603 Hopkinsville St, Princeton, KY 42445

    Check out this 4 bedroom 2 bathroom home located within the city limits of Princeton! Inside, you’ll find hardwood floors throughout most rooms, a formal dining room along with an oversized pantry for all your storage needs. The kitchen offers ample counter space and cabinetry. You will appreciate the spacious laundry room that could also be utilized as an office or bonus room. In the upstairs

    Brandon Warfield Benchmark Realty

    603 Hopkinsville St, Princeton, KY 42445
  • /24

    $139,000

    • 2 Beds
    • 1 Bath
    • 1,020 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
  • /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
  • /24

    $124,700

    • 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
  • /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
  • /18

    $65,000

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    67 Beshear Ln, Princeton, KY 42445

    Whether you're looking to expand your investment portfolio or searching for the perfect place to call home, checkout this cozy 2 bedroom 1 bath property conveniently located within the city limits of Princeton. Step inside to find a functional layout featuring a bonus room that could easily serve as a home office, craft room or potential third bedroom. Tailor the space to suit your needs!

    Brandon Warfield Benchmark Realty

    67 Beshear Ln, Princeton, KY 42445
  • /47

    $595,900

    • 3 Beds
    • 2 Baths
    • 3,213 Sq Ft

    333 Island Cove Ln, Dawson Springs, KY 42408

    Waterfront Home on Lake Beshear! Private Dock and a Short, Gentle Walk to the Water. The Kitchen/Breakfast Area, Living Room, and Owners Ste all have a spectacular view of the peaceful water. Resistance Pool is 8x16 and has its own indoor room. The Main floor also offers Formal Dining Room, 2 Bedrooms, Large Laundry Room, and a Bathroom. Owners Ste has the entire upstairs and a sitting area.

    Tamara Warner Lakeland Realty

    333 Island Cove Ln, Dawson Springs, KY 42408
  • /5

    $20,900

    • 2 Beds
    • 1 Bath

    308 N Harrison St, Princeton, KY 42445

    Single family residential home and 0.43+- acre lot in need of rehab. Located within the Princeton, Kentucky city limits.

    Rhett Hughes WTC Realty LLC

    308 N Harrison St, Princeton, KY 42445
  • /75

    $835,000

    • 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
  • /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
  • /10

    $39,900

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    950 Cooper St, Princeton, KY 42445

    Three bedroom fixer upper in Princeton KY with a large lot and detached garage.

    Tim Beck Property Investment Solutions

    950 Cooper St, Princeton, KY 42445
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