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

$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

$339,000
4 Beds 3 Baths 26009287 MLS
**Lake Cumberland Home for Sale | 4 Bedroom Home Near Boat Ramp | Ramsey Point Subdivision** Looking for the perfect **Lake Cumberland home**? This beautiful **4-bedroom, 2.5-bath lake house** in the desirable **Ramsey Point Subdivision** offers the ideal blend of privacy, space, and convenience. Situated on a **0.92-acre wooded lot at the end of a quiet cul-de-sac**, this two-story home features seasonal views of Lake Cumberland and is located **less than one mile from a public boat ramp**, making it an excellent choice for boating enthusiasts, full-time living, or a weekend getaway. The inviting **wrap-around porches** are the perfect place to relax with your morning coffee or unwind after a day on the lake. Inside, you'll find a cozy **fireplace**, and a **freshly painted interior** (scheduled) that gives the home a bright, move-in-ready feel. The spacious floor plan provides plenty of room for family and guests, with four generously sized bedrooms and two and a half bathrooms. The unfinished basement offers endless possibilities to create additional living space, a recreation room, bunk room, home gym, workshop, or extra storage. A **one-car attached garage** and **storage shed** provide plenty of space for lawn equipment, tools, and lake gear. Need more room for your boats, trailers, or hobbies? An **additional 0.50-acre lot with two garages is available for purchase**, offering incredible flexibility for storage, a workshop, or future expansion. Whether you're searching for a **Lake Cumberland vacation home**, a **primary residence near the lake**, or an investment property with room to grow, this home checks all the boxes. Enjoy the peaceful setting of a wooded lot, the privacy of a cul-de-sac location, and quick access to boating, fishing, and everything Lake Cumberland has to offer. ### Property Features: * 4 Bedrooms | 2.5 Bathrooms * Two-story home * 0.92-acre wooded lot * Located at the end of a quiet cul-de-sac * Seasonal views of Lake Cumberland * Less than 1 mile to a public boat ramp * Wrap-around porch * Hardwood floors * Fireplace * Freshly painted interior * Unfinished basement ready for your finishing touches * One-car attached garage * Storage shed * Additional 0.50-acre lot with two garages available separately If you've been searching for a **Lake Cumberland home for sale with lake views, privacy, and easy boat access**, this Ramsey Point property is one you won't want to miss. Schedule your private showing today and start enjoying the Lake Cumberland lifestyle! *Sellers have accepted an offer, but property can still be shown and backup offers submitted. Status will be changed after due diligence period is up.

340 Hunters Paradise Rd, Monticello

$1,645,000
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

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