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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

$449,900
3 Beds 2 Baths 26019393 MLS
Escape to the beauty of Lake Cumberland with this charming 3 bedroom, 2 bath home with spacious 2 car basement garage situated on 2.439 acres in the Cumberland Ridge area. Whether you're searching for a full time residence, a relaxing vacation getaway, or a potential Airbnb investment, this property offers endless possibilities and can comfortably accommodate 8-10 guests. Enjoy beautiful views of Lake Cumberland and Conley Bottom Marina from the large bay window in the living room or while relaxing on the front porch. Recent updates include new LVP flooring, new windows in 2022, new gutters in 2025, new garage doors/side doors/front door/storm door in 2023, and a new partial wood privacy fence in 2026. The oversized basement garage offers plenty of space for vehicles, storage, a home gym, or an entertainment area. Located just minutes from Conley Bottom Marina and nearby boat ramps, this home provides easy access to boating, fishing, and all the recreation Lake Cumberland has to offer!

2247 Ky-2393, 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

$240,000
4 Beds 2 Baths 26015253 MLS
Welcome to this well-maintained 4-bedroom, 2-bathroom split-level home offering a functional layout and plenty of space for comfortable living. The main level features a bright kitchen and inviting living room, creating a central gathering space for family and friends. Upstairs, you'll find three generously sized bedrooms and both full bathrooms, providing a convenient separation between living and sleeping areas. The lower level offers additional flexibility with a fourth bedroom, a spacious second living room perfect for a family room, recreation area, or home office, as well as a dedicated laundry area. Outside, the property boasts a very large 2-car garage with ample room for vehicles, tools, and extra storage. A storage shed in the backyard provides even more space for lawn equipment and seasonal items. Mature trees offer shade and privacy, while the simple, low-maintenance landscaping enhances the home's curb appeal without demanding extensive upkeep. With multiple living spaces, abundant storage, and a practical floor plan, this home is ready to meet a variety of lifestyle needs.

111 Guinn Dr, Monticello

$329,000
4 Beds 3 Baths 26006388 MLS
Welcome to your perfect getaway or full-time retreat in the highly desirable Golden Pond Resort area! This beautifully updated 4 bedroom, 3 full bathroom home offers the ideal blend of comfort, functionality, and proven income potential. Step inside to a spacious, open-concept layout featuring a warm and inviting living room with hardwood flooring and seamless flow into the kitchen and dining area—perfect for entertaining or hosting guests. The kitchen is well-appointed with abundant cabinetry, generous countertop space, and comes fully equipped with all appliances. Just off the main living space, you'll find comfortable bedrooms and updated bathrooms designed with both style and convenience in mind. This home is uniquely suited for large gatherings or short-term rental use, with the ability to comfortably sleep multiple guests. Currently operating on a successful rental program, this property presents an excellent opportunity for immediate income or continued investment. Outdoor living truly shines here with a large screened-in back deck, offering a private and relaxing setting to unwind. The hot tub conveys, creating the ultimate space to relax after a day on the lake. The home also includes a 2-car attached garage and ample parking space for guests. Located just minutes from multiple public boat ramps and less than 5 minutes to Conley Bottom Resort, this property is perfectly positioned for lake lovers and vacationers alike. Additional features include: • Kitchen appliances convey • Washer & dryer convey • Hot tub conveys • Triple bunk bed conveys • Updated flooring throughout • Proven short-term rental performance Whether you're searching for a primary residence, vacation home, or income-producing property near Lake Cumberland, this one checks all the boxes. Don't miss your chance to own a turnkey property in one of the area's most sought-after locations!

235 Golden Pond Rd, 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

$160,900
3 Beds 1 Baths 26015160 MLS
Freshly Remodeled & Move-In Ready! Welcome to 370 Green Acres, Monticello, KY 42633—a beautifully updated 3-bedroom, 1-bath home that offers modern comfort in an unbeatable location! Step inside to discover a completely refreshed interior featuring a stylish new kitchen with brand-new appliances, updated flooring, fresh paint, and a beautifully remodeled bathroom. The partial basement provides plenty of room for storage, a workshop, or future possibilities. Location is everything, and this home delivers! You're just minutes from beautiful Lake Cumberland, the Wayne County Hospital, local schools, shopping, restaurants, and everything downtown Monticello has to offer. Whether you're looking for your first home, a place to retire, or a vacation getaway near the lake, this property checks all the boxes. Property Features: • 3 Bedrooms | 1 Bathroom • Freshly remodeled throughout • Brand-new kitchen appliances included • Beautifully updated bathroom • Partial basement for storage or hobbies • Convenient location close to Lake Cumberland, schools, hospital, shopping & dining • Move-in ready! Don't miss your opportunity to own this charming home in one of Monticello's most convenient locations. Schedule your private showing today!

370 Green Acres Dr, 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

$282,000
3 Beds 3 Baths 25503942 MLS
3 bedroom, 3 bath Home and boat slip! You won't find homes like this for sale often, Located on a scenic road with views of Lake Cumberland, this property offers a relaxing setting for daily living and entertaining. The large master suite is on the main floor, and wrap-around decks provide lake views from multiple rooms including the Master Bedroom, living room and Kitchen. With approximately 3,400 square feet of finished space and living rooms upstairs and downstairs, there's plenty of room for gatherings or extended family. This home has an attached 2 car garage for parking and storage, including a storm shelter on the bottom level for extra storage and safety. Additionally, a boat slip at a recently renovated private community dock is available with no waitlist, offering immediate access. The property borders the Army Corps of Engineers land, allowing for lake views from multiple rooms and decks. Located just minutes from Conley Bottom and Beaver Creek Marina by boat, this home is ideal for lake enthusiasts.

607 Old Lck 21st 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

$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

$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