Caldwell County KY Homes for Sale

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  /6

  $48,500

  • Land
  • 0.88 Acre
  • $55,114 per Acre

  204 S Deerfield Dr, Princeton, KY 42445

  These spacious lots in Deerfield Subdivision offer plenty of room for your new home! The 2 lots overlook a beautiful crop farm and creek and are located just a short ride from Princeton Golf Club! Near Lake Barkley, I-69 & I-24 access!

  

  Ryals Farless

  Farless Realty

  (270) 449-1741

  204 S Deerfield Dr, Princeton, KY 42445
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  /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

  

  Ryals Farless

  Farless Realty

  (270) 232-2486

  1054 Dulaney Loop Rd, Princeton, KY 42445
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  /45

  $370,000

  • 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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  /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!

  

  Ryals Farless

  Farless Realty

  (270) 716-6984

  502 S Seminary St, Princeton, KY 42445
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  /30

  $684,000

  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) 518-2323

  0 Donahue Rd, Princeton, KY 42445
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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

  

  Kartik Patel

  Keller Williams Experience Realty Paducah Branch

  (270) 479-6351

  353 Creswell Rd, Princeton, KY 42445
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  /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

  

  Ryals Farless

  Farless Realty

  (270) 440-4542

  116 W Pierson St, Fredonia, KY 42411
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  /69

  $749,000

  • 6 Beds
  • 3.5 Baths

  141 Leech Hill Cemetery Rd, Fredonia, KY 42411

  This 10.62+/- acre property in Caldwell County, KY, features a beautiful home, multiple outbuildings, and a fully operational livestock setup. Built in 2014, the 4,251 S.F. home offers 6 bedrooms, 3.5 baths, and a spacious layout with an additional 2,834 S.F. unfinished basement. A 900 S.F. attached 2-car garage provides convenience, while the landscaped yard, shade trees, and garden area add to

  Mark Williams

  141 Leech Hill Cemetery Rd, Fredonia, KY 42411
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  /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
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  /30

  $249,900

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft

  16475 Dawson Rd, Dawson Springs, KY 42408

  Are you looking for a spacious four-bedroom home with over four acres of land? This is your opportunity to own a beautifully updated property for under $250,000. This home features matching LVT flooring throughout and includes a fenced backyard, a deck, and even a chicken coop. It's conveniently located less than 10 miles from Princeton and just 3 miles from Dawson Springs.

  Kimberly Ann Clapp The Jeter Group

  16475 Dawson Rd, Dawson Springs, KY 42408
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /25

  $110,000

  • 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 with potential. Major bonus: 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
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  /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
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  /50

  $749,000

  • 6 Beds
  • 3.5 Baths

  141 Leech Hill Cemetery Rd Unit (Caldwell Co. KY 10., Fredonia, KY 42411

  This 10.62+/- acre property in Caldwell County features a beautiful home, multiple outbuildings, and a fully operational livestock setup. Built in 2014, the 4,251 S.F. home offers 6 bedrooms, 3.5 baths, and a spacious layout with an additional 2,834 S.F. unfinished basement. A 900 S.F. attached 2-car garage provides convenience, while the landscaped yard, shade trees, and garden area add to the

  Mark Williams Whitetail Properties Real Estate LLC

  141 Leech Hill Cemetery Rd Unit (Caldwell Co. KY 10., Fredonia, KY 42411
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  /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
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  /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
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  /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
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  /17

  $174,000

  • 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. **PLEASE call to set up showings which are by appointment only**

  Derek Eisenberg Continental Real Estate Group, Inc.

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

  $240,000

  • Land
  • 39.98 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
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  /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
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  /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
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  /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
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  /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
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  /50

  $975,000

  • 6 Beds
  • 3.5 Baths

  141 Leech Hill Cemetery Rd Unit (Caldwell Co. KY 64., 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 Whitetail Properties Real Estate LLC

  141 Leech Hill Cemetery Rd Unit (Caldwell Co. KY 64., Fredonia, KY 42411
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  /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
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  /4

  $60,000

  • Land
  • 0.47 Acre
  • $127,660 per Acre

  303 Dogwood Ln, Princeton, KY 42445

  Looking for a place to build your dream home? Discover this beautiful corner lot in the Country Club Hills Subdivision in Princeton, KY. Just a quick golf cart ride to the Country Club Hills Golf Course, this lot offers easy access to recreation and is conveniently located near all the amenities of Princeton. Enjoy shopping, dining, and schools just minutes away and a short drive to beautiful

  Brandon Warfield Benchmark Realty

  303 Dogwood Ln, Princeton, KY 42445
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  /8

  $63,500

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  415 Sycamore Ln, Princeton, KY 42445

  Located in Mobile Home Community on leased Lot. This home offers a cozy and modern living experience with three bedrooms, two bathrooms, and a spacious living area. The kitchen is equipped with modern appliances and ample storage space, making it perfect for cooking and entertaining guests. The primary suite is a spacious retreat with a private bathroom and walk-in closet. The home also features

  Neely Gray VMF Homes

  415 Sycamore Ln, Princeton, KY 42445
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  /47

  $549,900

  • 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
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  /10

  $37,000

  • Land
  • 3.83 Acres
  • $9,661 per Acre

  Lot 9 Marion Rd, Fredonia, KY 42445

  Nestled in a quiet, peaceful setting, this 3.69-acre residential lot in Fredonia, KY is the perfect place to build your dream home. With the land already cleared, it offers a ready-to-develop space surrounded by nature. A nearby creek adds to the property's charm, creating a serene atmosphere. Whether you're looking for a private getaway or a future homestead, this beautiful lot provides endless

  Amanda Griffis Grateful Acres Realty

  Lot 9 Marion Rd, Fredonia, KY 42445
• 

  

  /15

  $37,000

  • Land
  • 3.67 Acres
  • $10,082 per Acre

  Lot 8 Marion Rd, Fredonia, KY 42445

  This 3.69-acre residential lot in Fredonia, KY offers the ideal setting for your dream home. The cleared land provides a ready-to-build site, while the nearby creek enhances the natural beauty of the property. Located in a quiet and peaceful area, this lot is perfect for those seeking a private retreat or a spacious homestead. Embrace the tranquility of country living while still having plenty of

  Amanda Griffis Grateful Acres Realty

  Lot 8 Marion Rd, Fredonia, KY 42445
• 

  

  /11

  $40,000

  • Land
  • 3.83 Acres
  • $10,444 per Acre

  9 Marion Rd, Fredonia, KY 42411

  Nestled in a quiet, peaceful setting, this 3.69-acre residential lot in Fredonia, KY is the perfect place to build your dream home. With the land already cleared, it offers a ready-to-develop space surrounded by nature. A nearby creek adds to the property's charm, creating a serene atmosphere. Whether you're looking for a private getaway or a future homestead, this beautiful lot provides endless

  Amanda Griffis Grateful Acres Realty

  9 Marion Rd, Fredonia, KY 42411

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