Monticello Homes with Trees/Woods View

Monticello Homes with Trees/Woods View

Welcome to Monticello, Kentucky – a hidden gem nestled in the heart of Wayne County. Known for its picturesque landscapes and warm community spirit, Monticello is a place where nature and small-town charm come together beautifully. With its rolling hills, serene lakes, and lush greenery, this city offers a tranquil retreat for those looking to escape the hustle and bustle of city life.

One of the standout features of Monticello is its stunning homes that boast breathtaking views of trees and woods. Imagine waking up each morning to the gentle rustle of leaves and the soft melodies of chirping birds, all from the comfort of your own home. These properties are designed to blend seamlessly with the natural surroundings, providing a peaceful oasis that invites relaxation and rejuvenation.

The homes in Monticello with wooded views are not just about aesthetics; they offer a lifestyle that embraces outdoor living. Spend your weekends exploring the nearby Daniel Boone National Forest, where hiking, fishing, and camping await. Or simply enjoy a quiet evening on your porch, surrounded by the beauty of nature.

In Monticello, you’ll find a close-knit community that values both tradition and progress. Local shops, restaurants, and recreational facilities are just a stone's throw away, ensuring that you have everything you need at your fingertips.

If you’re seeking a home that offers both comfort and a connection to nature, Monticello is the perfect destination. Discover your dream home today and experience the enchanting lifestyle that awaits in this charming Kentucky town!

Newest Monticello Homes with Trees/Woods View

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

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

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

2 Beds ⋅ 1 Baths ⋅ 26018568 MLS

Welcome to 183 Shoemaker Lane where you will find privacy and seclusion. This property has a lot to offer with 2 m/l acres of land, you will find a workshop, garage that has additions added to each side and a porch on the back. You will also find another cute building with storm shelter underneath, a cute playhouse, and chicken house. The home is a 1990 Clayton Mobile Home with an addition that has been started on the end. The home offers open concept with large living and kitchen, 2 bedrooms, bath and laundry area. In February of 2022 a new HVAC was installed, water heater was replaced in 2023. Home has front and back porch. Home has no carpet, laminate and vinyl flooring, At the back of the home you can walk down to Beaver Creek with waterfall that lots of folks enjoy seeing but is not part of this property. Lots of wooded areas behind the property, most of the outbuildings have electricity. Located close to the Sportsman Club this property has lots of potential. On the left as you enter the property there use to be another residence - mobile home site with electric, etc.

183 183 Shoemaker Ln Lane, Monticello

5 Beds ⋅ 4 Baths ⋅ 26016949 MLS

Welcome to 305 Beech Street, a truly special Tudor-inspired home tucked along year-round Elk Creek in the heart of Monticello. Located within the city limits, this 23 +/- acre unique property offers the convenience of town with the peaceful feel of country living. Lovingly designed and enjoyed for generations, it is a place filled with beauty, character, and history. A winding asphalt driveway shaded by mature dogwood trees and lined with carefully trimmed evergreens welcomes you home. Inspired by the owners' travels through Europe, the grounds feature expansive lawns, mature shade trees, and a beautiful formal French garden with brick-lined beds, statuary, boxwoods, flowering arches of Sweet Autumn Clematis, a vegetable garden, and an automated irrigation system. In the spring, hundreds of daffodils bloom throughout the property, while the shady creekside setting provides the perfect place for picnics, cookouts, and simply enjoying nature. Built of native mountain stone, stucco, and custom milled fir trim, the home reflects exceptional craftsmanship and timeless style. A two-level screened gazebo porch with sliding glass windows creates a wonderful space to enjoy in every season. Inside, soaring beamed ceilings, hand-painted details, custom stained glass, beautiful millwork, and Italian porcelain flooring create a warm and inviting atmosphere. The spacious great room is centered around a striking custom stone fireplace with a heatilator system and flows easily into the dining room overlooking Elk Creek. The kitchen is both beautiful and functional, featuring custom cabinetry, quartz countertops, a center island, walk-in pantry, GE Monogram dual-fuel six-burner range with double ovens, KitchenAid appliances, and a cozy bay window breakfast area with views of the creek. The main-level primary suite offers an 11-foot beamed ceiling, stone fireplace with gas logs, sitting area, private deck, large walk-in closet, and a luxurious bath with heated floors, double shower, and clawfoot soaking tub. A guest bedroom and bath are also conveniently located on the main level. Upstairs is an additional private suite with custom built-ins, dormer windows, abundant storage, and its own bath. The walk-out basement provides generous additional living space with a fireplace, recreation areas, two more bedrooms, including one with an en suite bath, and plenty of storage. Additional features include three separate HVAC systems, an automatic generator, oversized garage, city water and sewer, and a new roof installed in May 2026. Rich in local history and surrounded by natural beauty, 305 Beech Street is more than just a house. It is a place where memories have been made for generations and where the next owners will have the opportunity to enjoy a truly remarkable setting along Elk Creek. Convenient location near Lake Cumberland in South Central Kentucky!

305 Beech St, Monticello

1 Beds ⋅ 1 Baths ⋅ 26006448 MLS

This 2010 Keys Travel home sits on a spacious 0.37-acre lot, offering both comfort and added functionality with multiple outbuildings. The property features a well-maintained main residence, perfect for easy living or a weekend retreat. Outside, you'll find a detached outbuilding equipped with electricity, providing excellent potential for a guest space, or ideal for a workshop, storage, or hobby space. A second outbuilding adds even more convenience, complete with washer and dryer and breaker box, for utility use. With nearly four-tenths of an acre, there's plenty of room to enjoy outdoor living, gardening, or future improvements. This property offers a great combination of practicality and versatility, making it a solid option for homeowners or investors alike. Enjoy the lake with Beaver creek Marina/ resort within 1 mile. The property also comes with a washer and dryer refrigerator and a forty gallon water heater. If you were thinking of building a home the septic tank is more than adequate.

7939 Ky-92, Monticello

2 Beds ⋅ 1 Baths ⋅ 26011918 MLS

Tucked away on Furnace Mountain, this 2.95 acre property offers endless potential for a weekend retreat and recent surveyed, investment opportunity, or future homesite. The land features apple, cherry, and hickory nut trees throughout The property features a 2-bedroom, 1-bath mobile home. Property also comes with storage shed equipped with power. Whether you're looking for the perfect RV getaway, a peaceful mountain escape, or a place to build your dream home, this property provides a great mix of privacy, utility, and flexibility. Property has a small storm shelter.

956 Furnace Mountain Rd, Monticello

2 Beds ⋅ 1 Baths ⋅ 26011345 MLS

Pack your swimsuit and toothbrush and bring the toys! Cute as a button furnished lake cottage right up the hill from Camp Attrahunt boat ramp on Lake Cumberland (right around Harmon Creek). Very cute inside- vaulted ceilings- clean- it will be a great place to spend your summer. Huge 10X30' deck is where you'll spend most of your time though. And there is great potential to add your personal touches. It does have a double lot (.33 acre) so there is plenty of privacy AND a spot to build a larger garage or expand. It does have a boat storage as well that will store a 18' boat. Stove and refrigerator replaced in 2025. Water heater was bought new in 2025. Plus you get a 4-wheeler and lawn mower as part of the package. It would be a great short term rental as well. What are you waiting for?! Let's get you into something before summer starts.

277 Camp Attrahunt Rd, Monticello

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

4 Beds ⋅ 3 Baths ⋅ 26006968 MLS

Income-producing barndominium just 1 minute from New Fall Creek boat ramp and 7 minutes to Conley Bottom Marina. Featuring an open floor plan with soaring ceilings, 4 bedrooms, 3 baths, lake views, and a wraparound porch. Includes a 30x40 garage perfect for a boat and camper. Selling fully furnished and currently operating as a successful short-term rental with strong bookings in place.

856 New Fall Creek Rd, Monticello

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

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

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