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$264,000
3 Beds ⋅ 2 Baths ⋅ 26020285 MLS
Completely renovated and move-in ready! This beautifully updated 3-bedroom, 2-bath home offers approximately 2,100± square feet of living space on an estimated 0.93± acre lot. A new boundary survey is currently underway, with property lines already marked. Final acreage will be determined upon completion of the recorded survey. Step inside to a bright, open-concept floor plan featuring luxury flooring, a spacious living area, a custom floor-to-ceiling stone accent wall with an electric fireplace, butcher block countertops, and a beautifully updated kitchen designed for both everyday living and entertaining. The home offers two updated full bathrooms, including one with a custom walk-in tile shower and another featuring a jetted soaking tub. Extensive improvements include new windows (2025), HVAC (2023), roof (2015), French doors (2026), flooring (2025), custom walk-in shower (2025), jetted tub (2026), underfloor insulation (2025), fencing (2025), covered front porch addition (2026), plus new sinks, light fixtures, microwave, and numerous additional updates throughout. Outside, enjoy the spacious yard complete with mature shade trees, a fire pit, basketball court, and plenty of room for entertaining, children, or pets. The oversized den was formerly a garage and offers the potential to be converted back if desired. Above the den, the roof has already been framed, providing an excellent opportunity for future office or bonus space. Conveniently located just minutes from Monticello, this property combines modern updates, flexible living space, and a generous lot, making it an exceptional place to call home. Schedule your private showing today!

230 Carter Gregory Rd, Monticello
$485,000
4 Beds ⋅ 4 Baths ⋅ 26019708 MLS
Rare opportunity to own a one of a kind property on approximately 2.5 secluded, wooded acres just minutes from two concrete boat ramps on beautiful Lake Cumberland. Whether you're looking for a full time residence, vacation home, or investment property with short term rental potential, this unique estate offers endless possibilities. The custom built primary home features soaring 12 foot ceilings, crown molding, stained glass windows, custom built-ins, abundant cabinetry and countertop space, a walk-in pantry, steam room, laundry chute, an oversized walk-in shower in the primary suite, and a built-in bed with integrated storage. An unfinished upper level with 12-foot ceilings offers excellent potential for additional bedrooms, a game room, home office, or expanded living space. The detached guest house is located above the oversized two-bay garage and is ideal as a mother-in-law suite, private guest quarters, or income-producing Airbnb. It features a full kitchen, spacious living area with king-size sleeping space, a full bath with a walk-in shower, two built-in twin window beds, and a loft for additional sleeping accommodations. The garage level also includes a laundry area and convenient half bath. Outside, you'll enjoy multiple decks, two covered porches, a screened-in porch, beautifully landscaped grounds, peaceful sitting areas, and a fire pit. This would be perfect for entertaining or relaxing after a day on Lake Cumberland. Underground utilities and city water provide modern convenience while preserving the property's private, natural setting. Properties offering this combination of privacy, acreage, proximity to Lake Cumberland, guest accommodations, and short-term rental potential are hard to find. Schedule your private showing today.

1560 Bell Phipps Rd, Monticello
$115,000
25008019 MLS
Located in Monticello, Ky on the edge of Lake Cumberland, is this beautiful 10.17 acres with NO RESTRICTIONS! Only 15 minutes away from Beaver Creek Marina! The developer has already installed underground water and electric right to the property! You would own nearly 600' of shoreline that touches the ''Corp of Engineers''. With minimal clearing efforts, you could have an absolutely breathtaking view of Lake Cumberland. While it is uncertain how much, there is mature and marketable timber on the property. Whether you want to place a camper, a mobile home, a garage, barndominium, or even a custom built home, there is endless potential here! Call today for more information and to schedule a tour!

128 Sandstone Pt, Monticello
$1,250,000
24017677 MLS
Looking for acreage close to Lake Cumberland!! Check out this hard to find, large tract of land that consists of 50.73 acres. Half of the acreage is cleared and the other half in timber. This property backs up to CORP property, making the location great for a campground, or your own private residence. Property is within 2 miles to Safe Harbor, (Beaver Creek Dock), less than 1/2 mile to boat ramp at the end of Dug Road (known as the orchard) less than 8 miles from Monticello, for shopping, medical, schools, etc. Call today to take a look at this larger tract of land.

371 Dug Road Rd, Monticello
$299,000
23008839 MLS
Trail Riding, Hunting, Hiking, Timber, Cleared Land. This 156 Acre tract m/l could be used for multiple purposes. With an abundance of wildlife this could be your own private Hunter's Paradise. Property contains a logging road that connects up with miles of a vast trail system that can give you endless hours of satisfaction. Even though the timber was cut a few years ago, there appears to be some marketable timber still to cut. The tract also includes a seven-acre hay field. This would be the perfect place for an RV site. Utilities border this cleared field, so building would not be an issue. Unlimited Possibilities!

Chesnut Grove Rd, Monticello
$674,000
5 Beds ⋅ 5 Baths ⋅ 26010372 MLS
Elegant Colonial Estate on 8 Acres with Exceptional Amenities... Discover this stunning two-story brick home set on 8 acres of mixed open and wooded land, offering the privacy and tranquility of a private estate. Featuring over 5,000 square feet of living space, this 5-bedroom, 4.5-bath home combines thoughtful updates with timeless elegance. The property includes a finished basement, an attached oversized 2-car garage, a detached 2-car garage, and an additional lawn/cart building, perfect for vehicles, toys, and storage. Energy efficiency is ensured with a well-maintained geothermal heating and cooling system. Inside, the home has been refreshed with new paint, crown molding, updated flooring, Franklin Brass hand-forged finishes, and select blown-glass light fixtures. The kitchen has been thoughtfully updated with new tile flooring, abundant cabinetry, custom rollout drawers, modern lighting, and an upgraded appliance package. The main living areas feature vaulted ceilings, abundant natural light, and a gas log fireplace flanked by built-in wood bookshelves. The spacious floor plan includes two large living rooms, an enclosed all-seasons room, a screened back porch, and a backyard courtyard with a fire pit—ideal for entertaining or relaxing. The master suite offers a private retreat with a renovated bathroom and ample closet space. A full secondary suite, located in its own private wing, provides comfort and privacy for guests or family. The grounds are thoughtfully landscaped with a "green fence" of Magnolia, Wisteria, Maple, and Crepe Myrtle trees, offering future privacy. Multiple flower gardens bloom nearly year-round with tulips, lilies, and roses, while a small orchard features pecan, almond, hazelnut, nectarine, pear, apple, and cherry trees. Enjoy scenic mountain views, abundant wildlife, and serene surroundings on this exceptional property. Additional highlights include a large attic/playroom, a 16x18 sunroom, a screened-in patio, a propane fireplace, and convenient proximity—just 3 miles to Conley Bottom Resort and multiple nearby boat ramps. Priced under $119 per square foot, this elegant Colonial estate offers both luxury and value. Don't miss the opportunity to experience this truly remarkable home.

137 Indian Cave Rd, Monticello
$149,000
3 Beds ⋅ 1 Baths ⋅ 25507364 MLS
Looking for an affordable home, then look at this newly remodeled brick home that is in the city limits of Monticello. Home is located close to downtown, Monticello/Wayne County Park, schools, shopping & medical. Home has new paint throughout, new flooring, new kitchen cabinets & countertops, new appliances, new lights and new trim as well as new doors. Large bathroom with new vanity, faucet, and flooring with washer dryer hookup. Large living room and kitchen with dining area. Property has concrete driveway/patio and a large outbuilding for all your mowing and garden tools. Owner is Agent with Access Realty & Auction.

61 Vena Ct, Monticello
$224,900
3 Beds ⋅ 2 Baths ⋅ 26008258 MLS
Welcome home to your 131 Golden Pond Road lake getaway, where you can't wait for the weekends to arrive! This is one of the most coveted Lake Cumberland resort communities in Wayne County. Step inside this lake area home that has been well taken care of, and has an open floor concept that offers the idyllic setting for hosting and entertaining guests. There is an expansive screened in back porch to enjoy the atmosphere that our beautiful Lake Cumberland has to offer. The main level offers a spacious Great Room, Eat-in Kitchen, 2 Bedrooms, 1 Full Bath, and a Laundry/Utility Room. The lower level features a Family Room, 1 Bedroom, 1 Full Bath, a Bonus Room, and an Attached Garage equipped with a 9x12 door suitable for housing your pontoon, boat & watercrafts, saving you a storage bill! There are community amenities available, for a fee, if you desire to utilize the tennis court, swimming pool, and common areas. Conley Bottom Resort & Marina is only 5 minutes away, offering close access for boating access. There are additional accessible boat ramps in the area that are available. Don't miss this opportunity to own your vacation getaway, permanent residence, or your possible VRBO Income Producing Property! Schedule your private tour today!

131 Golden Pond Rd, Monticello
$124,900
26002345 MLS
16.57 acres of secluded land featuring an off-the-grid cabin and a 24x30 detached garage to store side by sides, tractors and any other toys. A great setup for hunting with plenty of wildlife, riding 4-wheelers, or just getting away from it all. The cabin is wired for generator use, giving you a functional base camp while staying off the grid. The property includes a pond and three natural springs, is fenced, and offers plenty of room to explore and enjoy the outdoors. Private, quiet, and hard-to-find acreage like this with improvements already in place.

1657 Dry Hollow Rd, Monticello
$284,000
3 Beds ⋅ 3 Baths ⋅ 26004533 MLS
This beautiful 3 bedroom 2 ½ bath brick home has been fully renovated and is waiting on a new owner!! This home offers lots of comfortable living space and might I add an excellent location. The home offers a living room, family room, 2 ½ baths, 3-bedrooms. Large kitchen with new stainless appliances, dining area, washer/dryer area as you come in from 2-car garage that has a new door. All new paint throughout and a new roof on front side of home with back being only 2 years old. Also, at back of home is a large, covered patio, and a large 38x14 storage sheds/workshop area. The home sits at the end of a street with cuddle sac. This home is a must see and again offers the excellent location between Monticello and Somerset.

60 Farmington, Monticello
$319,900
5 Beds ⋅ 3 Baths ⋅ 26011322 MLS
MOTIVATED SELLER! This home is just minutes from Conley Bottom and Burnside Marina! It would make the perfect vacation home or VRBO or Air B&B Rental! WIth both the attached and detached garages there is plenty of room for your boat and lake toys as well as your cars! Welcome to 2371 Highway 1568, where breathtaking views of rolling farmland, mountains, and mature trees create the perfect private country retreat. This well-built home offers 2,683 square feet of comfortable living space with 5 spacious bedrooms and 3 full bathrooms, providing room for everyone to spread out and enjoy. The main level features a welcoming living room, kitchen, dining room, 3 bedrooms, and 2 full baths. Downstairs, the partially finished basement includes 2 additional bedrooms, a large family room, utility room, and garage space, offering flexibility for guests, extended family, or additional entertaining areas. You'll appreciate the abundance of storage throughout the home, along with recent updates including new luxury vinyl flooring and new carpet. Enjoy the peaceful surroundings from the two back porches — one enclosed for year-round enjoyment and one open-air porch perfect for relaxing and taking in the beautiful scenery. Situated on 3.11 Non- Restricted acres, this property offers both privacy and opportunity. The mature timber has never been logged, creating potential future income possibilities. In addition to the attached garage, there is an impressive detached 1,376-square-foot garage providing excellent space for vehicles, equipment, hobbies, or workshop use. Additional features include a Silent Guard security system that is owned and can convey with the property. If you are looking for a spacious home with scenic views, quiet surroundings, and endless possibilities, this beautiful country property is a must-see.

2371 State Highway 1568, Monticello
$219,900
26009134 MLS
72 acres of unrestricted land offering privacy, recreation, and multiple opportunities with this exceptional tract in Monticello, Kentucky. Whether you're searching for a premier hunting property, a weekend getaway, or the ideal spot to build your dream homestead, this land checks a bunch of boxes. This property is predominantly wooded, offering excellent cover and habitat for wildlife, making it a prime location for hunting and outdoor recreation. Established trails wind throughout the acreage, providing easy access for ATVs and hiking. A small hunting building is already in place, giving you a ready-made basecamp for your outdoor adventures. In addition to its recreational appeal, this property offers several acres of cleared area with level areas perfectly suited for building. Whether you envision a secluded cabin, a full-time residence, or a garage for storing equipment and lake toys, the groundwork has already been laid. The property has successfully passed a perc test, and both water and electric are already run onto the property, saving you time and expense as you plan your build. Along the road frontage, you'll find fencing in place with two gated entrances, offering both security and convenient access. With its combination of natural beauty, functional improvements, and close proximity to Lake Cumberland, this property is a rare find in today's market. Just a short 15-minute drive to multiple boat ramps on beautiful Lake Cumberland. Don't miss your chance to own a versatile piece of land that offers immediate enjoyment in Southern Kentucky.

1051 Kelley Ln, Monticello
$369,900
3 Beds ⋅ 4 Baths ⋅ 26009760 MLS
$25,000 PRICE DROP!!! Beautiful 3-bedroom, 3.5-bath home with stunning mountain views, where comfort, space, and scenic beauty come together. While only 5 miles from town, this spacious property features a thoughtfully designed layout with room to live, work, and relax. A partially finished walkout basement offers excellent flexibility for a bonus living area, home office, or entertainment space. Additional highlights include a 1-car garage and abundant storage throughout the home. Step outside to enjoy a large deck, perfect for entertaining or taking in the breathtaking views, and a closed sunroom that provides a cozy year-round retreat filled with natural light.

1213 Spann Hill Rd, Monticello
$350,000
3 Beds ⋅ 2 Baths ⋅ 26005409 MLS
Highlights: This property offers a charming cabin-style 3 bed/2 bath home and barn situated on over 36 +/- unrestricted acres, complete with a spring-fed pond. If you've been looking for a place where life can slow down and the outdoors take center stage, this property is worth a look! The home features classic hemlock siding and a large front porch, some recent kitchen updates, and a few new light fixtures, but the land itself is the true highlight—partially wooded with untouched timber. Whether you enjoy hunting, exploring, or simply being immersed in nature, this property delivers. A picturesque spring-fed pond sits just outside your dining room window, your own personal fishing hole and a serene backdrop for everyday life. While the home could use a little TLC, it provides a foundation for a rustic getaway, hunting cabin, or full time residence for those seeking a simpler lifestyle. A barn on the property adds additional functionality, perfect for covered storage, equipment, or hobby farming. If you're dreaming of wide-open spaces in a part of the world that moves a little slower, come see 656 Thompson Road in friendly Monticello, Kentucky! *Property is located on a dead-end road, so there is no through traffic coming by the house. *There are multiple places on the property that would be suitable building lots. *Suitable for cattle or horses; no fencing currently.

656 Thompson Rd, Monticello
$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
$419,000
3 Beds ⋅ 3 Baths ⋅ 26015282 MLS
Custom container-built home located in Green Hill Estates in Wayne County. Built in 2022, this 3 bedroom, 2.5 bath home offers 2,010 sq ft of living space on a 0.50 acre lot. The home features an open living and kitchen layout, with a dine in Bar as well as dedicated dining area, live-edge black walnut shelving, mahogany front door, oversized Pella windows, Bluetooth-capable lighting, remote fog glass, and tile finishes. Seasonal Lake Cumberland views can be seen from the property. Located within minutes of nearby boat ramps and two marinas.

1391 Green Hill Estates Rd, 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
$575,000
25014370 MLS
Approximately 327 acres of woodland m/l by PVA. 221.74 Acres of that has been surveyed. Timber was cut on the surveyed portion 12-15 years ago. The remaining acreage has not been surveyed and the timber has not been cut. Located in the Spann Hill area of Wayne County off Hwy 3285.

1111 Hwy 3285, Monticello
$185,000
3 Beds ⋅ 2 Baths ⋅ 26014817 MLS
This 3 bedroom, 2 bath brick home is located in a beautiful rural setting in Wayne County and offers an affordable opportunity for the right buyer. The home features approximately 1,447 sq ft of living space, a full unfinished basement, attached 1.5 -car garage, covered front porch, rear deck, fireplace, and poured concrete foundation. With its brick exterior, full basement, garage, and peaceful rural location, this home has tons of potential

10113 Kentucky 92, Monticello