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$159,900
2 Beds 1 Baths 122152 MLS
Beautifully remodeled 2-bedroom, 1-bath home offers 1,072 square feet of comfortable living space and has been exceptionally well cared for. Step inside to find new flooring, brand-new windows, and a surprisingly spacious layout. The oversized living room is truly a standout feature—offering far more room than you might expect in a two-bedroom home and plenty of space for entertaining, relaxing, or creating multiple seating areas. A newer roof adds peace of mind, while the full basement provides valuable additional storage and endless possibilities. Whether you're purchasing your first home or looking to downsize without sacrificing the space and comfort you're accustomed to, this home is an excellent fit. With thoughtful updates, generous living areas, and a convenient Madisonville location, 75 N Seminary is move-in ready and waiting for its next owner to make it home!

75 N Seminary, Madisonville

$285,000
3 Beds 2 Baths 122151 MLS
Tucked away on a quiet dead end road just outside of Madisonville, this well maintained 3 bedroom, 2 bathroom home sits on 1.00 wooded acre, offering a peaceful country setting just minutes from town. Inside, you'll find a spacious, move in ready interior with a primary suite featuring a double vanity, separate shower, and soaking tub. The breakfast nook overlooks the screened in porch and adjoining deck, creating the perfect spot for morning coffee, entertaining, or simply enjoying the wooded surroundings. An attached two car garage adds even more convenience. If you've been looking for a little privacy and room to breathe without giving up easy access to everyday amenities, this one is worth a look. Contact Paige Eustice at 270-871-3333 for more information or to schedule your private tour.

115 Deer Ridge Ct., Madisonville

$184,500
122143 MLS
Stunning 41.51 Acres of Vacant Land in two separate tracts divided out by 28.72 Acres on one parcel and 12.79 on the other. This gorgeous property is a mix of Rolling Hills, Flat Terrain, and Beautiful Scenery Nestled in a picturesque location; this expansive 41.51-acre property offers a rare opportunity to own a piece of paradise. The land features a perfect blend of rolling hills and flat terrain, providing endless possibilities for development, recreation, or simply enjoying the serene, natural beauty. Lush trees dot the landscape, enhancing the feeling of seclusion while offering shade and privacy. Whether you're looking to build your dream home, establish a private retreat, or simply immerse yourself in nature, this property offers a peaceful setting with breathtaking views at every turn.

00026 Bradley Sisk Rd, Madisonville

$275,000
4 Beds 4 Baths 122132 MLS
57 South Seminary Street, Madisonville, KY Turnkey Income-Producing Airbnb Investment This fully furnished, income-producing property offers three separate rental units under one roof, delivering strong cash flow potential in a convenient Madisonville location. Ideal for an investor seeking a ready-to-go short-term rental or multi-unit portfolio addition.Unit Breakdown ?Main Level: Spacious 2-bedroom, 2-bath unit featuring granite countertops and complete furnishings. This primary suite has a proven history as a high-performing income producer. ?Attic Level: Cozy 1-bedroom studio apartment, fully set up for short-term stays. * Above garage unit Private 1bedroom 1 bath fully furnished apartment with cozy decor. the unit has strong track record of rental performance. Attic unit is currently long term rented, producing income out of the gate. Call to schedule your private tour.

57 S Seminary Street, Madisonville

$763,000
5 Beds 3 Baths 122108 MLS
Stunning custom built, two story brick home in Ridgewood Subdivison. With 5 bedrooms, 2.5 bathrooms, a designated foyer, dining, family and living room, plus an extra third floor bonus room, this home offers so much space for comfortable living. Special finishes and features to love include hardwood floors, 4 fireplaces, 9" ceilings, wainscoting, crown moulding, custom blinds and columns. The indoor lay out appeals to family gathering and entertainment while the outside boasts a hot tub, private in-ground pool, covered balcony, screened in porch, open patio, backyard fence and gated courtyard. An extensive list of recent top notch upgrades have maintained this home beautifully. With endless charm and character, this property is a rare opportunity. Call/text 270-871-2926 more information.

2435 Ridgewood Drive, Madisonville

$289,900
3 Beds 2 Baths 122101 MLS
Like-new and move-in ready!Tucked away on a quiet dead-end street in Madisonville, KY, this beautifully maintained home offers a desirable 3 bedroom, 2 bathroom home with a split-bedroom floor plan, gorgeous hardwood floors (engineered hardwood) and abundant natural light. The spacious kitchen features an abundance of cabinetry, and all kitchen appliances, plus the washer and dryer, are included. Enjoy peace of mind with a whole-house generator. Relax on the covered front porch or entertain on the rear deck overlooking the backyard. The attached garage and detached garage provide exceptional space for vehicles, storage, hobbies, or a workshop. Conveniently located near shopping, dining, and everyday amenities, this property offers the perfect combination of comfort, function, and curb appeal. Don't miss your opportunity to make this one yours! Contact Maggie Sheets 270-836-5086

58 Pine Cone Lane, Madisonville

$144,900
2 Beds 1 Baths 122096 MLS
Well Maintained in Madisonville! Welcome home to this charming and well-maintained 2-bedroom, 1-bath brick home offering approximately 1,100 square feet of comfortable living space. Priced at $144,900, this property is an excellent opportunity for first-time buyers, those looking to downsize, or investors. Inside, you'll find a bright kitchen featuring white cabinetry, a convenient center island, and plenty of workspace. The home also offers central heat and air (approximately 10 years old) for year-round comfort and original hardwoods. Outside, enjoy the attached carport, a fully fenced backyard, and a spacious screened-in covered porch—perfect for relaxing, entertaining, or enjoying your morning coffee. The roof is approximately 15 years old, providing added peace of mind. Don't miss your chance to own this move-in-ready home in Madisonville at an affordable price. Schedule your private showing today!

677 Cherokee, Madisonville

$625,000
122088 MLS
Madison on Main is a rare opportunity to acquire a fully operational, highly rated short-term rental and event venue in the heart of downtown Madisonville. Built in 1909, this historic property operates as a sought-after Airbnb with a 4.95-star rating and a loyal repeat-guest base. The home offers 11 bedrooms, each with a private bath, plus microwaves and mini-refrigerators, making it ideal for weddings, reunions, retreats, and corporate gatherings. Guests enjoy a fully equipped kitchen, shared gathering areas, music room, and laundry facilities, while a complete third-floor apartment serves as an ideal owner or manager's residence. The property is being sold fully furnished, including locally sourced antique furniture, linens, and kitchenware. Recent upgrades include new roof, updated HVAC systems, new plumbing & electrical, and ADA accessibility improvements. With proven cash flow, strong occupancy, and diverse revenue potential, this turnkey investment is ready for you.

231 S Main Street, Madisonville

$625,000
11 Beds 9 Baths 122087 MLS
Once known as the Dulin Home, this iconic property now shines as Madison on Main. With 11 bedrooms, 8.5 bathrooms, and 3 expansive levels of living space, this historic gem offers room to dream big. Original leaded glass windows, rich woodwork, and soaring ceilings speak to the home's timeless character. Charming built-ins blend beautifully with modern comforts, creating a space that's as functional as it is full of personality. A highlight of the home is it's music room featuring a cove ceiling, designed for optimal acoustics. Situated on a prime downtown lot, you'll love the large front porch and hard-to-find additional parking. Currently operating as a successful Airbnb, the home features seven uniquely themed Kentucky suites, and was recently the set for a movie filmed in town. Sold fully furnished and ready for its next chapter, this property is ideal as a turn-key rental, boutique inn, or stunning private residence. Endless potential, unmatched location—call Sara Spencer today!

231 S Main Street, Madisonville

$499,900
5 Beds 3 Baths 122077 MLS
Welcome to 200 Shannon Lane! Nestled in one of Madisonville's most desirable neighborhoods, this beautiful home offers the perfect blend of comfort, space, and charm. From the moment you walk through the front door, you will instantly feel at home. Featuring 5 bedrooms, 3 full bathrooms, and a versatile bonus room upstairs that could easily serve as a 6th bedroom, home office, playroom, or hobby space, this home offers flexibility for a variety of lifestyles. The spacious layout provides room for both everyday living and entertaining, while large windows fill the home with natural light. Step outside to your own backyard retreat with an in-ground pool, perfect for relaxing or hosting family and friends. Conveniently located near schools, shopping, and dining. Buyer to satisfy themselves with square footage.

200 Shannon Ln, Madisonville

$325,000
4 Beds 3 Baths 122076 MLS
Welcome to 2274 Lakeview Dr. in the desirable Lakeshore Subdivision! This one-owner home offers 4 bedrooms, 3 full baths, and 3,085 total square feet, including a finished basement with a private mother-in-law suite. Nestled among the trees, this home combines comfort and convenience just minutes from the golf course, community college, and shopping. The sunny family room features beautiful built-ins and a gas fireplace creating a warm and inviting gathering space. Hardwood flooring (engineered hardwood) extends throughout the main level, lots of built-ins in the family, while the spacious primary suite is conveniently located on the main floor with a walk-in shower in the primary bath. Enjoy abundant storage in both the attached garage and basement. Unwind in the swim spa and appreciate the peaceful, wooded setting that makes this property feel like home. Don't miss this rare opportunity!

2274 Lakeview Dr., Madisonville

$?
122075 MLS
PRIME COMMERCIAL OPPORTUNITY IN MADISONVILLE located at 1060 Margaret Court! Looking for the perfect spot to launch, relocate, or expand your business? This versatile commercial building is ready for its next chapter. Property highlights: Space - 20x40 building, covered porch, drive through windows and walk up window access. Modern build constructed in 2021 and in excellent condition. Location - tucked right off Island Ford Road and North Main Street providing fantastic local accessibility with a dedicated parking lot and sign. If you are looking for a manageable space with big impact, this property delivers the visibility and foundation that a business deserves. A spot to create a great footprint! Contact BRIEN TERRY @ 270-836-4492 for your private tour.

1060 Margaret Court, Madisonville

$259,900
3 Beds 2 Baths 122072 MLS
Welcome to 7431 Beulah Rd! This well-maintained 3-bedroom, 2-bath home offers approximately 1,556 sq. ft. on a spacious 1-acre lot. The home also has a 2-car attached garage, and recent updates include new laminate and tile flooring (2025), fresh interior paint (2025), a new 30-year architectural shingle roof (2024), a high-efficiency HVAC system (2024), professionally cleaned ductwork (2025), a new water heater with drip pan (2025), and a blacktop driveway sealed in 2025. All kitchen appliances, along with the washer and dryer, will remain with the home. Outside, you'll find a storage shed providing extra storage and convenience. There is also a fenced dog pen on a concrete slab with an awning. With major updates already completed, this move-in ready home is ready for its next owners. Call April Perdue at 270-820-8233 or Caleb Perdue at 270-339-9941 to schedule a showing. Buyer to satisfy themselves with square footage.

7431 Beulah Rd, Madisonville