Madisonville, KY Homes for Sale under $500,000

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  /26

  $235,000

  Open Sat 1PM - 3PM $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1870 S Jennings Dr, Madisonville, KY 42431

  Brand new construction offering 3 bedrooms, 2 bathrooms, and approximately 1,400 sq ft of modern living space! This home features durable LVP flooring throughout, crisp white cabinetry in the kitchen and bathrooms, and beautiful granite countertops. The kitchen comes complete with stainless steel appliances including stove, microwave, and dishwasher. Enjoy the bright, clean look of all-white

  

  LaVena Cavanaugh

  Bhg Realty

  1870 S Jennings Dr, Madisonville, KY 42431
• 

  

  

  /33

  $229,900

  • 4 Beds
  • 3 Baths
  • 2,370 Sq Ft

  155 Woodlawn Ct, Madisonville, KY 42431

  Exceptional 4-bedroom, 3-bath home in the desirable Woodlawn area. Spanning 2,370 sq ft, this unique 1.5-story layout offers maximum flexibility with a primary suite on each floor and a versatile bonus room that could serve as an additional bedroom. Major updates in 2025 include a brand-new roof, water heater, and HVAC system, providing peace of mind for years to come. The property sits on a

  

  LaVena Cavanaugh

  Bhg Realty

  155 Woodlawn Ct, Madisonville, KY 42431
• 

  

  /2

  $425,000

  • Land
  • 5.2 Acres
  • $81,731 per Acre

  0 Lot S Main St M-23-16-1 Unit 116747, Madisonville, KY 42431

  Excellent business opportunity! Hard to find vacant land located on a busy intersection. Property has access to both South Main Street and McLeod Lane. Owner is open to build to lease contract. Contact listing agent for additional information @ 270-836-4492.

  

  Brien Terry

  Coldwell Banker Complete Realty

  0 Lot S Main St M-23-16-1 Unit 116747, Madisonville, KY 42431
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  /66

  $239,999

  $9K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,455 Sq Ft

  134 S Seminary St, Madisonville, KY 42431

  Spacious 4 bedroom, 2 bath home just steps away from downtown Madisonville's restaurants and shops. Offering approximately 2,455 s.f., this home is loaded with closet space, replacement windows and a newer roof, a large kitchen with stainless steel appliances, hardwood floors, and a sunroom-- ideal for everyday living and entertaining. Enjoy the oversized backyard, perfect for gatherings or

  

  The Gasser Group LLC

  Triple Crown Realty Group

  134 S Seminary St, Madisonville, KY 42431
• 

  

  

  /30

  $385,500

  $4K PRICE DROP Pending

  • 5 Beds
  • 3.5 Baths
  • 2,636 Sq Ft

  691 Lakeside Dr, Madisonville, KY 42431

  This spacious 5-bedroom, 3.5-bath brick home features a desirable first-floor owner's suite and convenient first-floor laundry. The family room includes a beautiful ventless fireplace, creating a cozy gathering space with easy access to the kitchen. Enjoy the updated kitchen with modern appliances, plus fresh paint, new flooring, and updated bathrooms throughout. A spacious two-car garage with

  

  Brien Terry

  Coldwell Banker Complete Realty

  691 Lakeside Dr, Madisonville, KY 42431
• 

  

  /36

  $329,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,304 Sq Ft

  7595 Beulah Rd, Madisonville, KY 42431

  This horse farm is ready for its new owner. The house offers ample space with 4 bedrooms and 2 baths with 2 living spaces. Newer HVAC system and water heater. A new roof was installed in 2025. The horse barn has wash bay, tack room, and 1 horse stall with plenty room for others. There is a lean to on the back of the building that has plenty of space for more than one stall if needed. The pasture

  Chad Cunningham Heritage Land Team brokered by Heritage Homes Real Estate

  7595 Beulah Rd, Madisonville, KY 42431
• 

  

  /31

  $239,900

  Pending

  • 4 Beds
  • 2 Baths
  • 1,893 Sq Ft

  5190 Rosemont Dr, Madisonville, KY 42431

  Spacious 4 bedroom home with a bonus room offering the flexibility today's buyers are looking for - perfect for a home office, playroom, or dressing room. This home features 2 full baths, an attached garage, and a fully fenced backyards ready for pets, gatherings, or relaxing evenings outdoors. Major updates include HVAC approximately 3 years old and roof approximately 3.5 years old, giving added

  Sarah Stone Wilkes Heritage Homes Real Estate

  5190 Rosemont Dr, Madisonville, KY 42431
• 

  

  /50

  $295,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,310 Sq Ft

  923 Mcpherson Dr, Madisonville, KY 42431

  This property offers the perfect blend of space, comfort and convenience with 4 bedrooms and 3 full bathrooms, a large living room, separate family room and an open kitchen/dining area. The home has been recently updated and refreshed throughout and features an additional kitchenette that's perfect for entertaining family and friends. Outside, you'll find beautiful landscaping, an attached

  William Gregory Haley Auctions and Realty

  923 Mcpherson Dr, Madisonville, KY 42431
• 

  

  /11

  $259,000

  $9K PRICE INCREASE Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 2,494 Sq Ft

  620 Osborne Ln, Madisonville, KY 42431

  BACK ON THE MARKET! Beautiful country setting located in Madisonville! Enjoy 2.49 acres of peaceful country charm. This home features 3 bedrooms and a bonus room perfect for a studio, office, playroom, fitness, etc. Call today to see this home PRICED FOR IMMEDIATE SELL! Selling AS IS!

  Kristy Saint Coldwell Banker Complete Realty

  620 Osborne Ln, Madisonville, KY 42431
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  /27

  $244,900

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,150 Sq Ft

  4067 Vern Dr, Madisonville, KY 42431

  Beautiful 4 bedroom, 2 bath home in an excellent location close to shopping, dining, schools, and everything you need! This home features beautiful hardwood floors and tile throughout, offering both style and easy maintenance. Sitting on approximately .5 acres, there is plenty of space for your family to enjoy both inside and out with its spacious layout and welcoming feel, this is the perfect

  Nathan Eaves Eaves Realty Auc-KW 1st Choice

  4067 Vern Dr, Madisonville, KY 42431
• 

  

  /37

  $269,000

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  118 Highland Dr, Madisonville, KY 42431

  This 4 bedroom, 3 full bathroom, Bi-level home in Grampian Hills neighborhood offers a function layout with a list of improvements and thoughtful upgrades throughout. Main level features a spacious living room, dining area, open kitchen, 2 baths and all four bedrooms, providing the convenience of everyday living on one level. Lower level includes a full bath, laundry room, and a cozy family room

  Mallory Johnson Heritage Homes Real Estate

  118 Highland Dr, Madisonville, KY 42431
• 

  

  /41

  $229,000

  $11K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  664 Lightfoot Ln, Madisonville, KY 42431

  Welcome to 664 Lightfoot Lane, a well-maintained 3 bedroom, 2 bathroom brick home situated on a corner lot with inviting architectural details. The front porch features beautiful brick archways and a carved front door, creating a charming first impression. Inside, the living room opens to the kitchen and dining area, offering a functional layout ideal for everyday living. The kitchen includes

  Julie Barritt Heritage Homes Real Estate

  664 Lightfoot Ln, Madisonville, KY 42431
• 

  

  /19

  $289,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  835 Pleasant View Rd, Madisonville, KY 42431

  Enjoy peaceful country living just outside Madisonville on Pleasant View Rd. This well-maintained 3-bedroom, 2-bath home sits on 3.8 flat acres and includes an additional lot, offering plenty of space to enjoy. Inside, you'll find new flooring, a spacious kitchen with a moveable island, and an open layout connecting the dining area and family room. Outside features include a large front yard,

  Melanie White Heritage Homes Real Estate

  835 Pleasant View Rd, Madisonville, KY 42431
• 

  

  /22

  $360,000

  • 4 Beds
  • 2.5 Baths
  • 2,385 Sq Ft

  752 Wexford Way, Madisonville, KY 42431

  Welcome to 752 Wexford Way! This 4 bedroom, 2.5 bath home offers more than 2,300 square feet of comfortable living space in a desirable location. Inside, you'll find a spacious living room with a gas log fireplace, an updated kitchen, and a dining area that's perfect for everything from casual dinners to entertaining guests. Upstairs, the large primary suite features an updated bathroom and a

  Paige Eustice Heritage Homes Real Estate

  752 Wexford Way, Madisonville, KY 42431
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  /41

  $400,000

  • 5 Beds
  • 3.5 Baths
  • 2,509 Sq Ft

  555 Southwood Dr, Madisonville, KY 42431

  Close to City Park! Don't miss this opportunity to own a truly unique 5-bedroom, 3.5-bath home offering over 3,500 sq. ft. of living space, just steps from City Park! Enjoy a beautifully landscaped private backyard complete with an above-ground pool featuring a brand-new liner, a two-car detached garage, and a charming She-shed equipped with power and water — perfect for a creative space, office,

  Cindy Mckenzie Coldwell Banker Complete Realty

  555 Southwood Dr, Madisonville, KY 42431
• 

  

  /15

  $243,750

  • Land
  • 65 Acres
  • $3,750 per Acre

  0000 W-5 of Pkwy, Madisonville, KY 42431

  Unique property that offers a mixture of deer, turkey, and potential waterfowl hunting. Good mix of mature timber and flooded ground with small pond. It's a blank slate for the new owners to create a fantastic hunting property.

  Chad Cunningham Heritage Homes Real Estate

  0000 W-5 of Pkwy, Madisonville, KY 42431
• 

  /2

  $200,000

  $25K PRICE INCREASE

  • Land
  • 38,332 Sq Ft
  • $227,273 per Acre

  0 Pebble Creek Dr, Madisonville, KY 42431

  Great location for your Business, lots of traffic and exposure with many businesses surrounding.

  Teresa Oliver KY Homes Realty

  0 Pebble Creek Dr, Madisonville, KY 42431
• 

  

  /36

  $399,900

  $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,632 Sq Ft

  727 Lakeside Dr, Madisonville, KY 42431

  Welcome to Lakewood Subdivision! This beautiful two-story home offers the perfect blend of comfort, space, and charm on over 2 acres in a picturesque setting. Featuring 4 spacious bedrooms and 3.5 bathrooms, this home is designed for both everyday living and entertaining. The main level boasts new flooring, a newer downstairs HVAC system, and a beautifully remodeled kitchen that serves as the

  Shannon Harmon Haven Realty, LLC

  727 Lakeside Dr, Madisonville, KY 42431
• 

  

  /17

  $395,000

  • 5 Beds
  • 3.5 Baths
  • 3,810 Sq Ft

  622 Echo Ln, Madisonville, KY 42431

  Spacious 5-Bedroom Home with Exceptional Outdoor Living! Welcome to this beautiful and spacious 3,800 sq. ft. home offering 5 bedrooms and 3.5 bathrooms. You'll love the bright, open kitchen featuring solid surface countertops, a large island, and an abundance of cabinetry—perfect for cooking and entertaining. The home has ample living space, both inside and out, with a large outdoor living area

  Maggie Sheets Heritage Homes Real Estate

  622 Echo Ln, Madisonville, KY 42431
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  /36

  $224,900

  • 2 Beds
  • 1.5 Baths
  • 1,089 Sq Ft

  233 W Arch St, Madisonville, KY 42431

  Don't waste any time stepping into this adorable home that feels straight out of a storybook cottage! Every detail has been thoughtfully designed, from the beautifully restored original wood floors to the addition of a convenient half bath. The carefully designed foyer sets the tone—blending fresh, updated style while preserving the home's original charm, with reclaimed touches carried

  April Perdue Tradewater Realty

  233 W Arch St, Madisonville, KY 42431
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  /47

  $342,900

  $26K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,965 Sq Ft

  725 Earlwood Dr, Madisonville, KY 42431

  Spacious Brick Ranch with Gourmet Kitchen & Luxurious Primary Suite. Welcome to this beautifully maintained brick ranch featuring 3 spacious bedrooms and 3.5 bathrooms, tankless water heater and a generatorThis home has a wonderful gourmet kitchen complete with all appliances, a griddle, and a professional-grade industrial hood—perfect for cooking enthusiasts. Enjoy the warmth of exceptional

  Maggie Sheets Heritage Homes Real Estate

  725 Earlwood Dr, Madisonville, KY 42431
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  /28

  $329,999

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  225 Shamrock Dr, Madisonville, KY 42431

  Wrap around porch on front and side. Large screened in porch on rear. 10x14 storage building. Brick fireplace with gas logs.

  Allen Davis Coldwell Banker Complete Realty

  225 Shamrock Dr, Madisonville, KY 42431
• 

  

  /11

  $215,000

  • Land
  • 43 Acres
  • $5,000 per Acre

  0000 W Kentucky Rd, Madisonville, KY 42431

  Discover the many possibilities of this 43-acre tract located just minutes from the Earlington exit. Whether you're looking for a great building spot or a location for your next business venture this property checks the boxes. The ample road frontage off West Kentucky Rd and Curtis Mine Rd makes access simple.

  Chad Cunningham Heritage Homes Real Estate

  0000 W Kentucky Rd, Madisonville, KY 42431
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  /43

  $319,000

  • 4 Beds
  • 2.5 Baths
  • 1,836 Sq Ft

  1515 Savannah Dr, Madisonville, KY 42431

  Step inside this well-maintained home featuring a spacious open-concept layout perfect for everyday living and entertaining. The kitchen offers granite countertops, an island with bar seating, and plenty of workspace, flowing into the large living room with a cozy fireplace. A dedicated dining area provides the perfect spot for family meals and gatherings. The main floor includes a versatile

  Landon Black Bhg Realty

  1515 Savannah Dr, Madisonville, KY 42431
• 

  

  /31

  $262,000

  • 4 Beds
  • 2 Baths
  • 2,800 Sq Ft

  676 West Dr, Madisonville, KY 42431

  Welcome to this spacious 4-bedroom, 2-bath bi-level home offering approximately 2,800 square feet of living space. Fresh paint and new flooring provide a great foundation for making this home your own. The inviting family room features a cozy wood-burning stove, perfect for relaxing evenings. Step outside to the large deck, ideal for entertaining, grilling, or enjoying your morning coffee.

  Sarah Stone Wilkes Heritage Homes Real Estate

  676 West Dr, Madisonville, KY 42431
• 

  

  /5

  $294,900

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  160 Dempsey St, Madisonville, KY 42431

  Welcome to 160 Dempsey St at Ruby Junction, a planned development in downtown Madisonville. Breaking ground soon, this 3-bedroom, 2-bath home stands out with a unique design not commonly found in the area, offering a fresh and contemporary feel. The home features a private side entry, a covered porch for outdoor enjoyment, and an additional upper-level porch. Inside, you'll find a functional

  Ginger Driver Haven Realty, LLC

  160 Dempsey St, Madisonville, KY 42431
• 

  

  /69

  $499,900

  $85K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 3,636 Sq Ft

  230 Abbott Ln, Madisonville, KY 42431

  Introducing 230 Abbott Ln. Elegant, Modern 4 Beds 3 Full Baths 3,636 Sq Ft Corner Lot on a Cul-de-Sac Step into luxury in this beautifully remodeled 2-story home perfectly situated on a corner lot in a quiet cul-de-sac. With 3,636 sq ft of refined living space, this home blends modern elegance with functional design. Features You'll Love: *Extensive remodel throughout — move-in ready with a

  Rhonda Yates Tradewater Realty

  230 Abbott Ln, Madisonville, KY 42431
• 

  /2

  $200,000

  $75K PRICE INCREASE

  • Land
  • 38,332 Sq Ft
  • $227,273 per Acre

  4 Pebble Creek Dr, Madisonville, KY 42431

  Great location, just off North Main Street, and only a stroll to the YMCA. There is another lot that borders this .88 ac. approx. the same size priced at $200,000 and 12.9 acres on the other side priced at $448,000. Totaling approximately 14.7 acres!

  Teresa Oliver Kentucky Homes Realty

  4 Pebble Creek Dr, Madisonville, KY 42431
• 

  

  /32

  $229,900

  $5K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,117 Sq Ft

  1703 Forest Acres Dr, Madisonville, KY 42431

  Mid-Century Modern Charm — Welcome home to 1703 Forest Acres Drive in Madisonville — a beautifully maintained 3-bedroom, 2-bath brick home offering timeless mid-century modern character, exceptional care, and inviting living spaces throughout. From the moment you arrive, you'll appreciate the pride of ownership reflected in every detail. Situated on a desirable corner lot, this property features

  Merideth Tyson Heritage Homes Real Estate

  1703 Forest Acres Dr, Madisonville, KY 42431
• 

  /2

  $250,000

  $35K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  113 Threadneedle Dr, Madisonville, KY 42431

  Welcome to this two-story brick home offering space and comfort, Inside, you'll find a generously sized living room featuring a gas fireplace—perfect for relaxing evenings. The home boasts spacious bedrooms, providing plenty of room for family and guests alike. Entertain with ease in the large dining room, ideal for hosting gatherings and also features a large breakfast area Step outside to the

  Linda Ramsey Tradewater Realty

  113 Threadneedle Dr, Madisonville, KY 42431
• 

  

  /28

  $299,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  2290 Ridgewood Dr, Madisonville, KY 42431

  Spacious 3-bedroom, 2-bath home offering over 2,300 sq ft on the main floor, situated on a corner lot in Madisonville. Features include both a living room and a separate family room, providing flexibility for everyday living and entertaining. All kitchen appliances remain. Conveniently located close to shopping, dining, schools, and medical facilities.

  Sarah Stone Wilkes Heritage Homes Real Estate

  2290 Ridgewood Dr, Madisonville, KY 42431
• 

  

  /3

  $299,900

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,290 Sq Ft

  180 Abbott Ln, Madisonville, KY 42431

  Great opportunity, close to the college! This large home offers approximately 4 bedrooms and 3.5 baths with plenty of space to make your own, with a primary ensuite with large walkin closet and unique bathroom. Property will require repairs and finishing due to prior water damage, pipe burst during winter, pipe was repaired, but new flooring sheetrock, ceiling work, updating, etc will be needed.

  Sarah Stone Wilkes Heritage Homes Real Estate

  180 Abbott Ln, Madisonville, KY 42431
• 

  /2

  $448,000

  • Land
  • 12.9 Acres
  • $34,729 per Acre

  0 Pebble Creek Dr, Madisonville, KY 42431

  Great location, ideal for a high-end subdivision, or condos. Property is zoned: high density residential. Excavation work has been done recently to better project this property's possibilities! And it's just a stroll for the YMCA. There are 3 other tracts that adjoin this property currently listed for sale. These 3 tracts plus this 12.9 ac tract equals, 17 acres.

  Teresa Oliver Kentucky Homes Realty

  0 Pebble Creek Dr, Madisonville, KY 42431
• 

  

  /32

  $339,900

  • 3 Beds
  • 2 Baths
  • 2,259 Sq Ft

  100 Abbott Ln, Madisonville, KY 42431

  Beautiful curb appeal and a hilltop setting welcome you to this well-maintained 3-bed, 2.5-bath home. With 9-ft ceilings on both levels, hardwood floors, great natural light, and a comfortable, functional layout, it feels inviting from the moment you enter. The spacious kitchen offers an island, ample cabinetry, and an adjoining dining area ideal for daily living and entertaining. Upstairs, a

  Sarah Stone Wilkes Heritage Homes Real Estate

  100 Abbott Ln, Madisonville, KY 42431
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  /41

  $439,900

  $6K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,009 Sq Ft

  1225 College Dr, Madisonville, KY 42431

  This well-maintained two-story home in an established Madisonville neighborhood offers the space and updates you're looking for. With 4 bedrooms and 2.5 bathrooms, there's plenty of room for everyone to spread out. The kitchen opens to a breakfast area for those busy weekday mornings, and when you're hosting, the separate dining room gives you the perfect spot for gatherings. You'll find two

  Sarah Stone Wilkes Heritage Homes Real Estate

  1225 College Dr, Madisonville, KY 42431
• 

  

  /49

  $439,900

  • 4 Beds
  • 4 Baths
  • 2,671 Sq Ft

  3420 Chur Dr, Madisonville, KY 42431

  Welcome to 3420 Chur Drive - a spacious, well-maintained home with flexible living spaces and modern updates. This inviting residence offers 4 bedrooms and 4 full baths across three levels, ideal for family living and entertaining. A flex room in the basement is perfect for a bedroom, workout room, or office! The kitchen is ample sized and provides access to a formal dining area. A bedroom and

  Kristy Saint Coldwell Banker Complete Realty

  3420 Chur Dr, Madisonville, KY 42431
• 

  

  /28

  $214,900

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  12 Valley Dr, Madisonville, KY 42431

  Welcome to this beautiful brick home in Madisonville, offering the perfect blend of comfort, space, and thoughtful updates. This well-maintained property features 3 bedrooms, 2 full bathrooms, and 1,680 square feet of living space with a functional layout ideal for everyday living and entertaining. The inviting living area is highlighted by a cozy fireplace, creating a warm and welcoming

  Jacob Fletcher Bhg Realty

  12 Valley Dr, Madisonville, KY 42431
• 

  /2

  $369,900

  • 4 Beds
  • 2 Baths
  • 2,368 Sq Ft

  350 Sammy Lynn Rd, Madisonville, KY 42431

  PEACEFUL COUNTRY RETREAT on 4 acres-Perfect for Homesteading! Discover the perfect blend of modern updates and peaceful country living with this beautifully maintained 2,368 sq ft home situated on 4 scenic acres on a quiet dead-end road. Enjoy breathtaking sunrises with your morning coffee and spectacular sunsets each evening from your own private slice of the countryside. The home was completely

  Roger Peyton New Horizons Realty

  350 Sammy Lynn Rd, Madisonville, KY 42431
• 

  

  /36

  $224,900

  Pending

  • 4 Beds
  • 3 Baths
  • 1,350 Sq Ft

  144 Mitchell Dr, Madisonville, KY 42431

  Welcome home to Mitchell Drive — where timeless charm meets everyday comfort. Nestled on a beautiful corner lot along one of the north end's most charming tree-lined streets, this 4 bedroom, 3 bath brick home is full of warmth and character. From the moment you arrive, the curb appeal invites you in. Inside, the front living room features hardwood floors, built-in cabinetry, and a cozy gas log

  Sara Spencer Haven Realty, LLC

  144 Mitchell Dr, Madisonville, KY 42431
• 

  

  /41

  $459,900

  $4K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,612 Sq Ft

  2327 Saint Malo St, Madisonville, KY 42431

  Don't wait until next summer to start searching,by the time everyone else is wishing for a pool, you'll already be enjoying your own backyard oasis. This spacious 4-bedroom home offers the flexibility everyone needs with one bedroom perfectly suited as a private mother-in-law suite or guest retreat AND an office that can flex to a 5th BR, so there's space for everyone. Enjoy a formal dining room

  Sarah Stone Wilkes Heritage Homes Real Estate

  2327 Saint Malo St, Madisonville, KY 42431

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