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$129,900
2 Beds 1 Baths 26013255 MLS
Charming and affordable vinyl home on one level with features that include a spacious Living Room, Eat-in kitchen with dining area, 2 bedrooms, Full bath has tub/shower combo, and a Laundry Room. All appliances convey with the property including refrigerator, self-cleaning range, washer and dryer. The property is situated on a 0.16 corner lot, and has a nice level back yard perfect for growing a garden. Updates in recent years include: central air/heat pump, 10 year old roof, 5 year old water heater, hardwood floors, kitchen countertops and paint. The home has been well maintained, and is move-in ready. There is an attached carport, extended parking space, and a concrete driveway. Wayne County School Campus is close by, as well as medical facilities, shopping, and the conveniences of town. This could be a great starter or retirement home, or rental investment.

12 Maple St, Monticello

$185,000
3 Beds 2 Baths 26004521 MLS
This beautiful property offers a charming home set in a peaceful country setting with plenty of features to enjoy. The property includes a barn and silo, along with an additional property hookup that already has septic, water, and electric connections in place. The home sits on a permanent block foundation and has been updated with a new roof, new facias, gutters, and vinyl siding, adding both durability and curb appeal. Inside, the spacious home features generously sized bedrooms and a cozy living room that is perfect for relaxing or entertaining guests. The dining area provides a wonderful space for family meals and gatherings, while the kitchen offers ample cabinet space for storage and functionality. Large walk-in closets add extra convenience, and the spacious primary bathroom provides comfort and room to unwind. The home comes fully equipped with all appliances, including a refrigerator and range, making it truly move-in ready. Enjoy the quiet and beauty of country living while still being just a short 10-minute drive from shopping, restaurants, and hospitals. For outdoor recreation, the property is also located about 20 minutes from the boat dock at beautiful Lake Cumberland, offering easy access to boating, fishing, and lake activities. This well-maintained home combines peaceful surroundings with modern conveniences, making it a wonderful opportunity you won't want to miss.

1115 Kentucky, Monticello

$109,900
3 Beds 1 Baths 26010821 MLS
First time homebuyer, investment or downsizing opportunity in Monticello! This 3 bedroom, 1 bath home, in the city, offers convenient location to town and Highway 90. This property has potential. Inside, you'll find a functional layout with comfortable living spaces and natural light throughout the home. A highlight for this home is the large primary bedroom space. Step outside to enjoy the fenced backyard featuring chain link fencing, perfect for pets, children, or simply enjoying a outdoor setting. The property also offers ample driveway parking with plenty of space for multiple vehicles, guests, or recreational equipment. Conveniently located close to local shopping, dining, schools, and everyday amenities, this home provides the ease of in-town living while still offering a nice yard space to enjoy. Video and virtual tour are available.

299 Tate Dr, Monticello

$489,000
6 Beds 5 Baths 26007152 MLS
Welcome to this impressive in-town property on Sunset Blvd offering nearly 4,000± sq ft of well-designed living space on a level 0.97± acre lot—an increasingly rare combination of space, functionality, and convenience in today's market. From the moment you step inside, the home sets itself apart with a grand entry and soaring ceilings that create an open, upscale feel throughout the main living area. Designed for both everyday living and entertaining, the layout flows seamlessly between the living room, formal dining area, and spacious kitchen featuring ample cabinetry, a breakfast bar, and dedicated dining space. The main-level primary suite offers both comfort and convenience, highlighted by a fully remodeled bathroom (2024) that delivers a clean, modern finish. Recent updates throughout the home include fresh interior paint (2022), plantation shutters in the living room, updated fixtures, three updated toilets, a new dishwasher (2025), and a new hot water heater (2026). Upstairs provides additional bedrooms, bathrooms, and flexible living space, while the fully finished walk-out basement significantly expands the home's functionality with a second living area, kitchenette, bedroom, bathroom, bonus room, and storm shelter—ideal for guests, extended family, or multi-generational living. Additional features include a 3-car garage, generous storage throughout, and multiple indoor and outdoor living spaces. Enjoy both an elevated deck and lower-level patio overlooking the spacious yard—perfect for relaxing or entertaining. Homes offering this level of space, layout, and recent updates—especially in a convenient in-town location—are rarely available. Schedule your private showing today.

575 Sunset Blvd, Monticello

$269,000
3 Beds 2 Baths 26002825 MLS
If you are looking for quite country living with an open view of the countryside and farms then stop! Take a look at this beautiful bedford stone home that has been remodeled to with all amenities that you could want. Large open floor plan for kitchen/dining/living room. 3 large bedroom with large walk-in closets for each bedroom. 2 full baths with one walk in shower. This home has raised ceilings that brings the newer modern living vibe. There is a large laundry room tied with large pantry off of the kitchen for functional daily living. This home boast 3 coverd porches to sit out relax and enjoy the view. One cover screened in porch to enjoy the nighttime atmosphere without the insects. Outside boast a 576 sq ft 2 car garage with a shed attachment. There is a poured concrete pad to add to the property. This can be used as a base for extra storage shed, provide fencing to make a dog kennel. If you are wanting to start your own garden ther is lots of room to have a large garden . Ample ground to have chickens, goats, sheep or other livestock. This home has too many things to offer to list. Even comes with 2 cute built in bed.

1169 Old Bethel Church Rd, Monticello

$1,275,000
5 Beds 6 Baths 26014480 MLS
Rare Opportunity! Welcome to this stunning custom built waterfront estate being sold with 6.5 acres (4.5 acres added since previously sold) with magnificent views overlooking Lake Cumberland! Built by custom builder Marshall Todd, this Colonial-inspired exterior with grand columns and classic brick architecture encapsulates the grandeur of southern Kentucky living. Situated on 6.5 acres with year-round lake views and conveniently located just minutes from Burnside Marina and 15 minutes to Conley Bottom Resort, this impressive 5 bedroom, 6 bathroom home offers 7,808 sq ft with 3 levels of beautifully updated living space. When you step inside, the soaring two-story foyer welcomes you with an abundance of natural light. To the right, the formal dining room features beautiful marble tile offering warmth and versatility to transitional designs. The living room, office and playroom feature newly (2026) installed engineered hardwood flooring. The main level provides a seamless flow that transitions into what can only be described as the heart of the home. This one-of-a-kind chef's kitchen boasts brand new modern lighting, gorgeous custom Hahn cabinetry and the current owners have extended the island with the same top notch woodwork for additional seating and entertaining. The new (2025) Quartz countertops and full Quartz backsplash create a seamless transition and statement of classic style that is sure to last for years to come. The new premium Cafe´ appliances in matte white with gold hardware provide a visually stunning, high-performance kitchen, including, a double oven induction cooktop with touch controls, smart 4-door french door refrigerator with dual dispense autofill pitcher, and double drawer dishwasher. On the second level, the master suite features double interior doors opening up into a spacious suite with incredible lake views from your master deck. The space boasts a walk-in tile shower, soaking tub, walk-in closet, his and her vanities and a spacious deck with breathtaking views of the region's highly sought after Lake Cumberland. The second bedroom includes its own private full bathroom, perfect for guests. The additional 3 bedrooms plus a bonus room offer the same great finishing touches alike, and all upstairs rooms feature newly (2026) installed carpet. Downstairs you are met with a generous 2000+ sq ft basement with endless potential and possibilities. Currently serving as a flex room, this space provides a home gym area, playroom with lounging, additional sleeping area and room for a game of pool or other indoor activities. Did I mention the full kitchen? The basement offers a full bathroom and fully functioning kitchen with sink, 4 burner electric range and refrigerator. This space could be further finished out with additional bedrooms or a generous in-law suite. This home offers the best of both worlds with a NEW ROOF in 2026 providing peace of mind, updated interior finishes and peaceful lake views from one of your multi-tier decks. The home features Pella windows, newly installed blinds throughout the home and new remote controlled motorized blinds over the second story foyer windows, Trex decking with a new staircase addition for outdoor access from the main deck to lower level and other updates throughout multi-level decking, (2) new HVAC installed in 2025, fresh paint to walls and crown molding throughout the home this year, (2) new garage door motors, and so much more. This is a rare opportunity to own a beautifully updated estate where timeless architecture meets modern comfort, while surrounded by the gorgeous waters of Kentucky's crown jewel, Lake Cumberland.

510 Green Hill Estates Rd, Monticello