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$664,900
4 Beds ⋅ 4 Baths ⋅ 121785 MLS
Beautiful brick 4+ bedroom home with 3,800+ sq ft of thoughtfully designed living space on a cul-de-sac with pond views, balancing privacy and convenience. A grand foyer w/soaring 18-foot ceilings creates an immediate sense of scale, anchored by a striking front staircase and complemented by a secondary staircase off the kitchen for added functionality. The main-level primary suite is designed as a private retreat, featuring elevated ceiling details, a walk-in closet measuring approximately 10x10, and a standout bathroom with a soaking tub framed by architectural columns, a custom tray ceiling, and chandelier lighting.Multiple living areas provide flexibility, including a large upper-level space ideal for a secondary living area, media room, or game room, plus an office that can serve as an additional bedroom.Expansive windows bring in natural light throughout. Additional highlights include a whole-house generator capable of powering nearly the entire home, large det. garage w/loft.

746 Thornhill Dr., Madisonville
$100,000
121769 MLS
Prime commercial opportunity in a high-traffic location near the mall! This lot offers excellent visibility and accessibility, making it ideal for retail, office, or service-based development. Positioned in a growing commercial area with established businesses nearby, this property provides strong potential for future investment or owner-user use. Level topography allows for easier site preparation and flexible building options. Located just minutes from major roads and shopping, this is a strategic location to capture both local and through traffic. Don't miss the chance to secure a commercial site in one of the area's most desirable business corridors.

00000 Madison Square, Madisonville
$87,500
1 Beds ⋅ 1 Baths ⋅ 121764 MLS
Charming 1/1 cottage with tons of character! This cozy 598 sf home sits on .11 +/- acre lot and offers great curb appeal with vinyl siding and landscaping. Inside, you'll find updates to include, fresh paint, vinyl flooring, a new hot water heater, new water lines under the house, and fixtures in the bathroom. Kitchen come equipped with Refrigerator, new gas stove of buyers choice and stackable washer and dryer. Outside, enjoy the spacious 9x20 covered back porch and a small fenced yard - perfect for pets, a garden, children or your own creative ideas. Whether you are starting out, downsizing, or simply looking for a quaint and affordable place to call home, this one is move-in ready. Call today to schedule your private tour.

224 S Spring St, Madisonville
$199,900
3 Beds ⋅ 2 Baths ⋅ 121757 MLS
2,000 square feet of living space in this home that was completely made over just a few years ago including roof, windows, baths and kitchen. Upstairs has 1,200 SF of living space and with 800 SF down for a total of 2,000 SF of finished living area. Let your pet roam the backyard as it is fenced. Lot has .65 acres. Downstairs can be an in law or owners suite with bedroom, bath and walk in closet with its own exterior door.

260 Reed Avenue, Madisonville
$125,000
2 Beds ⋅ 1 Baths ⋅ 121756 MLS
Charming & Well-Maintained Home! This beautifully kept 2-bedroom home offers the flexibility of a potential 3rd bedroom or home office. Inside, you'll find a spacious layout featuring a large laundry room, an oversized pantry, and two ornamental fireplaces that add character and warmth. Enjoy your mornings in the cozy breakfast room, and unwind in the private patio area, ideal for relaxing or entertaining guests. With its thoughtful layout and inviting features, this home is a must-see! Listed at $133,000. Contact Maggie Sheets at 270-836-5086 for more information or to schedule a showing.

659 Victoria St., Madisonville
$99,900
3 Beds ⋅ 2 Baths ⋅ 121748 MLS
Quaint 3-bedroom, 1-bath home with great potential located in Madisonville. This property offers a functional layout and solid bones, making it an excellent opportunity for investors or buyers looking to add value. The third bedroom is located upstairs in a loft-style area, adding flexible living space. The home features original hardwood floors, large closets including a walk-in, and an abundance of cabinet/closet space throughout. A basement provides additional storage or workspace options, and the upper level offers added versatility, though some areas may have limited ceiling height. This home presents an excellent opportunity to build equity with updates and improvements over time and is being sold as-is. Square footage is per PVA, and buyers should satisfy themselves regarding all measurements. Cash or conventional financing only. Conveniently located near local amenities, this property offers a great chance to maximize value and create something special.

405 Woodson Ave, Madisonville
$239,900
4 Beds ⋅ 2 Baths ⋅ 121733 MLS
BACK ON THE MARKET< NO FAULT OF PROPERTY OR SELLER. Previous contract could not proceed due to circumstances unrelated to the property. Home is ready for new buyers! 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 peace of mind. All kitchen appliances remain, making move-in easy. Located on the north side of town with quick access to I-69, this home offers both convenience and space - an opportunity to make it your own and enjoy room to grow.

5190 Rosemont Dr., Madisonville
$135,000
3 Beds ⋅ 1 Baths ⋅ 121727 MLS
Welcome to this inviting 1.5-story brick home offering comfort, character, and great outdoor living! Featuring 3 bedrooms and 1 full bathroom. Step inside to find a warm and functional layout with plenty of natural light. The main level provides convenient living space, while the upper level provides adequate privacy for the 3 bedrooms and bathroom. Out back, you'll love the private deck, perfect for relaxing, entertaining, or enjoying summer evenings. The above-ground pool adds a fun touch, making this backyard a great spot for gatherings and outdoor enjoyment. Contact Susan Crawford for your showing today! 270.875.7209

678 Princeton Rd., Madisonville
$14,900
121726 MLS
.46-accre residential lot located on Edwards Street in Oakwood Subdivision. Great location with easy access to town amenities. Ideal spot to build your new home! Parcel number: M-31-2A-28

Edward Street, Madisonville
$329,900
3 Beds ⋅ 3 Baths ⋅ 121711 MLS
Welcome to 104 Oates St. At Ruby Junction! Located in a thoughtfully planned community featuring a blend of residential and commercial spaces along with shared common areas, this home offers a lifestyle that is both connected and convenient. With Construction beginning soon, an early buyer will have the opportunity to make some material & color choices along with the option of more finished square footage giving an additional bedroom/bathroom to the 3 bedroom 2.5 bath layout. The floor plan offers an open and light filled living room & kitchen with a primary bedroom suite, utility room and half bath on the main level. On the upper level you will find a full bath plus 2 bedrooms, an option for a second floor utility room and the opportunity to add more finished living space if desired. Renderings are illustrative, final construction may vary. Contact Ginger Driver @ (270)871-1514 for more info.

104 Oates Street, Madisonville
$179,000
3 Beds ⋅ 2 Baths ⋅ 121698 MLS
Welcome to this fully updated 3 bedroom, 1.5 bath home with country charm and city convenience. This home is move in ready with a carport and also detached garage. This property offers the best of both worlds: privacy and accessibility.

2050 Beulah Rd, Madisonville
$579,900
4 Beds ⋅ 5 Baths ⋅ 121689 MLS
Custom European-style stucco and stone home in a 18-hole golf community. This 4-bedroom, 4.5-bath home offers an open floor plan with soaring 12-ft ceilings in the foyer and family room, crown molding, and a wall of windows overlooking the private backyard. The kitchen features stainless appliances, granite counters, and a walk-in pantry. The main-level includes an office. The primary suite includes a fireplace, double vanity, whirlpool tub, tiled shower, and expansive walk-in closet. Each main-level bedroom has its own bath and walk-in closet. A large laundry room with counter space and sink. The walk-out basement provides a possible 5th bedroom, full bath, kitchenet, a spacious rec room with fireplace, workshop and storage. Call Robin Murray, Heritage Homes 270-836-4264.

700 Country Club Ln., Madisonville
$109,000
121681 MLS
Prime Professional Space in Madisonville! This meticulously maintained commercial building offers the perfect blend of functionality and modern updates. Don't miss this updated office/commercial building located in a high-visibility area. A turn-key business opportunity, perfect for businesses seeking professional, low maintenance headquarters. The interior features a versatile office layout with modern flooring and fresh finishes throughout!

730 S Main Street, Madisonville
$130,000
120668 MLS
Exceptional opportunity to own commercial land ready for development. With utilities available and flexible potential for a wide range of business uses, this property is perfectly positioned for investors, developers, or business owners looking to establish a presence in the area. This site offers the foundation for your next successful project. Contact Linda Ramsey 270-339-1745

00 North Main, Madisonville
$259,000
3 Beds ⋅ 2 Baths ⋅ 119655 MLS
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!

620 Osborne Lane, Madisonville
$425,000
116747 MLS
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.

Lot S Main St M-23-16-1, Madisonville
$375,000
119617 MLS
High-Potential Commercial Property – Prime Investment Opportunity! Now available – an exceptional commercial real estate opportunity located in a high-traffic area with strong visibility and rental income potential. Property Highlights: 4-Bay Car Wash – Warehouse Space – Ideal for storage, distribution, or business operations. Additional Rental Units – Multiple income-producing structures across the property. Multiple Addresses Included – A chance to secure a collection of commercial and residential parcels in one package. Contact Maggie Sheets 270.836.5086 for more information.

424 E Broadway, Madisonville
$239,500
119606 MLS
Will consider lease! Outstanding location. High Traffic. Possible owner financing with approved qualified buyer. large office with soundproofing panels and private half bath, 6 additional offices, conference room, large reception area, kitchen with storage area, 2 additional half baths and storage/utility room. New heat and air unit covering original building. 61.5 ft. frontage on N. Main Street. 18 +/- parking spaces. Stoplight at corner. Lot approximately 133 ft on Noel deep.

257 N Main Street, Madisonville
$175,000
118590 MLS
Cab 2/Slide 134. Great location. All City Utilities. Level lot.

E Ayr Parkway, Madisonville
$475,000
118560 MLS
Prime Downtown Madisonville Business Opportunity | Unlock the potential of this versatile 6,265 square foot commercial building located in the heart of downtown Madisonville, KY. Designed to adapt, this property is ideal for office, retail, warehouse, showroom, or mixed-use operations, or a creative combination of all three. The layout offers generous open space complemented by functional areas perfect for offices, inventory, or customer-facing retail. High ceilings and flexible floor plan allow for easy reconfiguration to suit your business vision. Whether you're expanding an existing operation or launching a new venture, this property provides the footprint and location to grow. Situated in a high-visibility downtown corridor, the building benefits from strong local traffic, proximity to shops, restaurants, and services, and convenient access for customers, employees, and deliveries. A rare opportunity to secure a space in one of Madisonville's most active districts!

18 Sugg St., Madisonville
$160,000
2 Beds ⋅ 1 Baths ⋅ 118556 MLS
One unit leased for $500, while the other at $775. One unit is leased at a month to month, while the other signed a year lease on 9/30/25.

825/827 Independence Dr, Madisonville
$60,000
2 Beds ⋅ 1 Baths ⋅ 118559 MLS
Currently leased for $775 month. Tenant pays all utilites.

828 Bell Dr, Madisonville
$95,000
2 Beds ⋅ 1 Baths ⋅ 118558 MLS
Home is rented for $800 and is month to month.

1104 Grapevine Rd, Madisonville
$745,000
2 Beds ⋅ 1 Baths ⋅ 118555 MLS
5 duplex's with a current annual rent of $85,500. Owner pays water, however with an acceptable offer, Seller will install individual water meters for each duplex. Rents varry from $700-$775 per month. Most all units have been remodeled in the past few years.

Cindy Drive, Madisonville
$429,900
4 Beds ⋅ 3 Baths ⋅ 117486 MLS
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 great living spaces-a main living room plus a family room, so whether it's movie night or just hanging out, you've got options. The den/study is ideal for a home office or reading nook, and the washer and dryer stay with the home. Recent updates include a new roof, some updated flooring, and a water heater replaced in 2022. Outside, the 0.49-acre lot gives you room to garden, play, or just enjoy your coffee on the back deck. And the location is hard to beat since you're close to th community college and minutes from shopping and restaurants. Call Sarah at 2708369600 for a showing today!

1225 College Drive, Madisonville
$169,900
3 Beds ⋅ 2 Baths ⋅ 117485 MLS
Built by L.D. Hockersmith in 1909 and known as one of Madisonville's most recognizable historic homes, this classic 3 bedroom beauty features tall ceilings, original transoms and stained glass. With a generous sized addition that includes a freestanding fireplace and Murphy bed, there is no lack of room for guest or entertaining. The welcoming front porch along with the private landscaped backyard add to the homes charm. Conveniently located within walking distance of the downtown area. Contact Ginger Driver at (270)871-1514 for more details.

226 S Scott St, Madisonville
$675,000
5 Beds ⋅ 8 Baths ⋅ 117442 MLS
Set on a private 4-acre parcel, this home offers more than 6,000 square feet of refined interior space—five generous bedrooms and five full bathrooms—arranged to accommodate both grand entertaining and comfortable everyday life. Step inside and you are greeted by a gracious foyer that sets the tone for the home's thoughtful flow. Formal living and dining rooms provide classic settings for gatherings, while a large, well-appointed kitchen and adjoining breakfast area support casual routines. The property shines as a paradise for entertainers. An indoor pool provides year-round recreation and resort-style relaxation without leaving home. Outdoors, a durable decking system creates an ideal space for summer cookouts and large gatherings. Call Shannon at 270-836-7204!

110 Shamrock Drive, Madisonville
$69,900
3 Beds ⋅ 1 Baths ⋅ 117422 MLS
Check out this investment opportunity located at 2735 Beulah Rd., in addition to the home there is a detached garage and an outbuilding. All property information including square footage and lot size are directly from PVA, buyer to satisfy themselves. Property being sold as is, will not qualify for government backed loan. Contact Robin Murray with Heritage Homes Real Estate 270-836-4264.

2735 Beulah Rd, Madisonville
$395,000
5 Beds ⋅ 4 Baths ⋅ 117398 MLS
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 ideal for relaxing or hosting gatherings. Enjoy great curb appeal, a detached carport, and a garage for plenty of parking and storage. Don't miss your chance to make this property your next home! Listed with Maggie Sheets 270-836-5086

622 Echo Ln., Madisonville
$26,900
117347 MLS
Lot for-sale in sought-after Ridgewood subdivision. Lot 50 Ridgewood Dr (between 2385 Ridgewood Dr.and 2405 Ridgewood Dr.) Lot size is 140 x 226 x 132 x 214' or 29 920 sq ft or .69 acre. Sloping lot perfect for rear facing walkout basement. School districts include Hanson Elementary, James Madison Middle School, and Madisonville North Hopkins High School. City of Madisonville provides water and sower along with trash pickup, and Kentucky Utilities provides electricity to this neighborhood.

Lot #50 Ridgewood Dr, Madisonville