Caldwell County KY Homes for Sale

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  /48

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  765 Flynns Ferry Rd, Fredonia, KY 42411

  This 3 bedroom, 2 bath home offers the peaceful, country paradise you've been seeking! With just under 30 acres there is room for just about anything you can dream of. Manufactured in 1995, the home has been excellently maintained and provides updated bathrooms, new LVT flooring, updated vinyl siding and metal roof. The primary suite has a beautiful, tiled shower and a walk-in closet! Outside

  

  Ryals Farless

  Farless Realty

  (270) 679-5883

  765 Flynns Ferry Rd, Fredonia, KY 42411
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  /30

  $665,000

  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) 491-3978

  0 Donahue Rd, Princeton, KY 42445
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  /45

  $360,000

  • 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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  /49

  $415,000

  • 3 Beds
  • 2 Baths
  • 2,002 Sq Ft

  1104 Holly Ln, Princeton, KY 42445

  This spacious, updated home is situated on a corner lot overlooking Princeton Golf Club! The exterior offers 2 concrete driveways, 2 car attached garage, beautiful brick as well as updated roof, windows and HVAC units. Inside you'll find even more to love with tons of storage, upgrades to the flooring, primary bath with a luxurious, tiled shower and walk-in closet. The large formal living room,

  

  Ryals Farless

  Farless Realty

  (270) 540-9275

  1104 Holly Ln, Princeton, KY 42445
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  /9

  $1,965,000

  • Land
  • 0 Acre

  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

  651 Pleasant Valley Rd, Princeton, KY 42445
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  /86

  $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 Whitetail Properties Real Estate

  141 Leech Hill Cemetery Rd, Fredonia, KY 42411
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  /21

  $560,000

  • Land
  • 103 Acres
  • $5,437 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
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  /54

  $799,000

  • Land
  • 206 Acres
  • $3,879 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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  /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 Whitetail Properties Real Estate

  141 Leech Hill Cemetery Rd, Fredonia, KY 42411
• 

  

  /21

  $218,000

  • 4 Beds
  • 2 Baths
  • 1,650 Sq Ft

  111 Airport Rd, Princeton, KY 42445

  Come on into this warm and inviting move-in ready 4-bedroom, 2-bath home that has been lovingly maintained. Notate the updated kitchen and newer luxury vinyl plank (LVP) flooring that add both style and durability. Sip your morning coffee on the covered front porch or unwind on the covered back deck overlooking the fully fenced backyard, perfect for quiet evenings or weekend get-togethers. The

  Lauren Hawkins Benchmark Realty

  111 Airport Rd, Princeton, KY 42445
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  /30

  $235,000

  • 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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  /11

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  20 Cravens Rd, Princeton, KY 42445

  New construction Home featuring 3 bedrooms and two full Baths. Large living room with high ceilings. Large master with large bath. Covered front porch and large deck. Attached 2 car garage

  Thomas Hughes Coldwell Banker Service 1st Realty

  20 Cravens Rd, Princeton, KY 42445
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  /25

  $274,900

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft

  11774 Hopkinsville Rd, Princeton, KY 42445

  Remodeled brick home on 4 acres of land. Upgraded kitchen, with island and black stainless steel appliances. Breakfast nook. Large living room. Brand new bathroom with soaking tub and separate walk-in shower. Second bathroom with walk-in shower. Nice sized primary, large enough for a king bed and two additional bedrooms. There is also an unfinished basement with cellar. Outside, enjoy family time

  Lisa Boren Payne Real Estate

  11774 Hopkinsville Rd, Princeton, KY 42445
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  /12

  $229,000

  • 3 Beds
  • 2 Baths
  • 1,059 Sq Ft

  955 Marion Rd, Princeton, KY 42445

  Trigg County Insurance Woodall Agency Inc.

  955 Marion Rd, Princeton, KY 42445
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  /33

  $218,000

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

  212 N Plum St, Princeton, KY 42445

  SELLER IS OFFERING $5,000 TOWARDS CLOSING COSTS! 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

  Lauren Hawkins Benchmark Realty

  212 N Plum St, Princeton, KY 42445
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  /14

  $249,000

  • 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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  /58

  $514,900

  • 4 Beds
  • 3.5 Baths
  • 3,031 Sq Ft

  455 Pidcock Rd, Princeton, KY 42445

  Step into this beautifully updated 2023 barn dominium offering over 3,000 sq ft of living space with fresh trim, moldings, and paint throughout. The open living area features a new fireplace and flows into a spacious kitchen with butcher block countertops, a large island, pantry, and ample cabinetry. Main-level laundry includes a newer washer and dryer. The private primary suite on the main level

  April Perdue Tradewater Realty

  455 Pidcock Rd, Princeton, KY 42445
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  /39

  $245,000

  • 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

  108 E Green St, Princeton, KY 42445
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  /50

  $279,900

  • 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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  /27

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  106 Dogwood Ln, Princeton, KY 42445

  Location, Location, Location. This Home is located in the Country Club Subdivision, with a very short golf-cart ride to a great golf course, pool, tennis, pickleball, and much more. Home features 3 bedrooms, 2 full baths, split-level home with a gas fireplace in the living room, wonderful kitchen with stainless steel appliances, Master bedroom with Master bath, Unfinish basement area for storage

  Jesse Case RE/MAX Real Estate Services

  106 Dogwood Ln, Princeton, KY 42445
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  /39

  $395,000

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft

  1249 Fairview Church Rd, Princeton, KY 42445

  Escape to the peace and privacy of the countryside with this beautifully updated 2 bedroom 2 bathroom home situated on approximately 54 acres in Caldwell County. Tucked away at the end of a dead end road, this property offers the seclusion and serenity you’ve been searching for. Inside, this home boasts beautiful hardwood floors, recessed lighting, thoughtfully updated bathrooms, built in

  Brandon Warfield Benchmark Realty

  1249 Fairview Church Rd, Princeton, KY 42445
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  /50

  $225,000

  • 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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  /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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  /12

  $185,000

  • Land
  • 7.65 Acres
  • $24,183 per Acre

  000 N Jefferson St, Princeton, KY 42445

  7.65 +/- surveyed acres loaded with commercial and/or residential potential! Just off of I-69 & 383 feet of North Jefferson st road frontage for great commercial potential & 293 feet of Skyline Dr road frontage for your residential potential. If it would better suit your needs, this property can be divided and purchased in sections if desired with approval from planning and zoning. This property

  Gabriele Smith Keller Williams Experience Realty Paducah Branch

  000 N Jefferson St, Princeton, KY 42445
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  /14

  $165,000

  • 4 Beds
  • 1.5 Baths
  • 1,554 Sq Ft

  107 W Locust St, Princeton, KY 42445

  Trigg County Insurance Woodall Agency Inc.

  107 W Locust St, Princeton, KY 42445
• 

  

  /20

  $139,000

  • 2 Beds
  • 1 Bath
  • 1,186 Sq Ft

  320 Harvey Ln, Princeton, KY 42445

  Welcome to this well maintained 2 bed 1 bath home located in Princeton. Inside, you'll find beautiful hardwood floors running throughout most of the home along with a spacious eat-in kitchen and utility room. The living room includes a gas log fireplace creating a cozy and inviting space to relax. Outside, this property features a spacious partially fenced backyard, covered front and back porch,

  Brandon Warfield Benchmark Realty

  320 Harvey Ln, Princeton, KY 42445
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  /52

  $2,699,900

  • 5 Beds
  • 3 Baths
  • 4,329 Sq Ft

  12597 S Jefferson St, Princeton, KY 42445

  Own a piece of Kentucky countryside just a short drive from Nashville a turn-key horse farm, wedding venue and profitable Airbnb generating a year-round income. Your dream of a successful farm and hospitality business starts here. Welcome to Chateau Princeton, a stunning historical 1935 landmark farm offering 25 fenced and cross-fenced acres. A separate farm entrance with its own water meter

  Terry Stahl Crye-Leike REALTORS

  12597 S Jefferson St, Princeton, KY 42445
• 

  

  /20

  $89,000

  • 2 Beds
  • 1 Bath
  • 824 Sq Ft

  530 N Donnivan St, Princeton, KY 42445

  Welcome to this cozy 2 bedroom 1 bath home located in the heart of Princeton! Whether you're looking for a primary residence or an addition to your investment portfolio check this one out! Inside, you’ll find two bedrooms a full bath and a flexible third room that could easily serve as a 3rd bedroom, office or bonus space to fit your lifestyle needs. This home offers a comfortable layout perfect

  Brandon Warfield Benchmark Realty

  530 N Donnivan St, Princeton, KY 42445
• 

  

  /20

  $134,900

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  4269 Longbreak Rd, Dawson Springs, KY 42408

  Country living on just over 4 acres! This 2 bed 1 bath home offers a country setting and is just a short drive to Princeton, Dawson Springs and Madisonville. You will appreciate the outbuilding equipped with electricity providing additional space for storage or projects. For added peace of mind, the metal roof covering was replaced approximately 5 months ago. The spacious yard provides ample

  Brandon Warfield Benchmark Realty

  4269 Longbreak Rd, Dawson Springs, KY 42408
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  /15

  $40,000

  • Land
  • 3.67 Acres
  • $10,899 per Acre

  8 Marion Rd, Fredonia, KY 42411

  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

  8 Marion Rd, Fredonia, KY 42411
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  /24

  $169,000

  • 3 Beds
  • 1.5 Baths
  • 1,539 Sq Ft

  307 Maple St, Princeton, KY 42445

  Check out this 3 bed 1.5 bath brick home located near all of the amenities Princeton has to offer. Inside, you will find hardwood floors run throughout much of the home along with ample closet space providing plenty of storage. Outside, you will enjoy the screened-in porch and patio area creating the perfect spot for relaxing or entertaining. The spacious fenced-in backyard offers room to spread

  Brandon Warfield Benchmark Realty

  307 Maple St, Princeton, KY 42445
• 

  

  /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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  /37

  $195,000

  • Land
  • 35.7 Acres
  • $5,462 per Acre

  000 Martins Dr, Princeton, KY 42445

  Just 3 miles south of Princeton, and not far off Hwy 139 sits this 35.7 acre blank slate that is ready for the next chapter. Whether you're looking for an unrestricted build site not far from town or a farm that provides quality hunting opportunities this could be the one. A property that provides the opportunity for privacy and convenience all in one is hard to come by and even includes a new

  Reese Johnson Keller Williams Experience Realty Paducah Branch

  000 Martins Dr, Princeton, KY 42445
• 

  

  /19

  $1,024,110

  • Land
  • 227.58 Acres
  • $4,500 per Acre

  20533 Princeton Olney Rd, Princeton, KY 42445

  For showings or questions, contact Steven Purvis at (606) 219-7058. Offer Submission Process: All offers must be negotiated directly with the Seller, Once Fully Executed-Submit a copy online at Contact Email Address: kylandguy@yahoo.com and Offers@Diyflatfee.com Earnest Money: Listing broker does not hold earnest money deposits. Buyer’s agent or designated title company must hold EMD, as

  Darrell Lewis Diyflatfee.com

  20533 Princeton Olney Rd, Princeton, KY 42445
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  /26

  $139,000

  • 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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  /9

  $40,000

  • Land
  • 1.7 Acres
  • $23,529 per Acre

  240 Jeff Watson Rd, Princeton, KY 42445

  Discover the perfect spot to build your dream home with this beautiful lot located within the city limits of Princeton. Tucked away off the road, this property is surrounded by trees creating a private setting with a country feel. A creek runs along the front of the property adding to its natural appeal. With electric, water and sewer already available this lot is ready for your vision. Enjoy the

  Brandon Warfield Benchmark Realty

  240 Jeff Watson Rd, Princeton, KY 42445
• 

  

  /9

  $125,000

  • 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
• 

  /2

  $7,900

  • Land
  • 0.11 Acre
  • $71,818 per Acre

  105 Cox St, Princeton, KY 42445

  0.11 +/- acre lot available in Princeton, KY.

  Will Childers WTC Realty LLC

  105 Cox St, Princeton, KY 42445
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  /10

  $49,900

  • 3 Beds
  • 1 Bath
  • 1,788 Sq Ft

  218 Baldwin Ave, Princeton, KY 42445

  Located at 218 Baldwin Avenue in Princeton, Kentucky, this spacious 3-bedroom, 1-bath home offers 1,788 square feet of potential and sits on a generous 0.309-acre lot. This fixer-upper is the perfect opportunity for investors or savvy buyers looking to add value through renovation.Whether you're looking for your next flip, rental addition, or long-term investment project, this property is ready

  Christy Wethington Epique Realty - Georgetown

  218 Baldwin Ave, Princeton, KY 42445
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  /75

  $850,000

  • 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

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