Monticello Homes with Driveway Parking Features

Monticello Homes with Driveway Parking Features

Welcome to Monticello, Kentucky—a hidden gem nestled in the heart of Wayne County. This charming city, known for its scenic landscapes and warm community spirit, offers a delightful blend of small-town charm and modern amenities. Monticello is surrounded by the natural beauty of Lake Cumberland, making it a haven for outdoor enthusiasts and those seeking tranquility. Here, you can enjoy fishing, boating, and hiking, all while taking in the breathtaking views of the rolling hills and lush forests.

When it comes to finding your dream home in Monticello, you’ll be pleased to discover a variety of properties that cater to your needs, including homes with convenient driveway parking features. Imagine coming home after a long day to a cozy residence with a dedicated parking space right at your doorstep. No more worrying about street parking or the hassle of finding a spot—your driveway will be your personal oasis.

These homes not only provide the convenience of easy access but also enhance your overall living experience. Whether you’re entertaining guests, loading up for a weekend getaway, or simply enjoying the ease of parking, a home with driveway parking is a valuable asset in Monticello.

Explore the welcoming neighborhoods, friendly faces, and the vibrant local culture that Monticello has to offer. With a range of homes available, including those with driveway parking, you’re sure to find a place that feels like home. Come discover why Monticello, KY, is the perfect place to plant your roots and create lasting memories!

Newest Monticello Homes with Driveway Parking Features

$130,000
4 Beds 2 Baths 26020157 MLS
Peaceful Country Living on 3+ Acres with 4 Bedrooms, Detached Garage & Bonus Building! Escape to the peace and quiet of the countryside with this spacious manufactured home situated on 3+ beautiful acres in a quiet, peaceful neighborhood. Offering 4 bedrooms and 1.5 baths, this home features living room and bedroom additions that provide extra space for family. The eat-in kitchen offers plenty of room for family meals, while the cozy wood-burning fireplace creates the perfect gathering spot on cool Kentucky evenings. Central heat and air provide year-round comfort, and all kitchen appliances convey, making your move even easier. Step outside to enjoy the new front deck and a charming tree swing—the perfect place to sip your morning coffee, unwind after a long day, or simply enjoy the peaceful surroundings. The back deck provides additional space for grilling, entertaining, or taking in the beautiful country setting. Need room for vehicles, projects, or storage? The large detached two-car garage offers plenty of workspace, while the insulated storage building provides endless possibilities as a workshop, hobby room, office, or additional flex space. This property offers the perfect blend of privacy, outdoor space, and everyday convenience. Property Highlights: 3+ acres in a peaceful neighborhood 4 bedrooms, 1.5 bathrooms Single-wide manufactured home with living room and bedroom additions Cozy wood-burning fireplace Spacious eat-in kitchen Central heat & air Kitchen appliances convey Covered front porch Back deck for relaxing or entertaining Large detached two-car garage Insulated storage building with multiple potential uses Plenty of room to enjoy country living while remaining close to town.

186 Hancock Subdivision, Monticello

$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

$1,645,000
5 Beds 4 Baths 26016942 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

$299,000
3 Beds 2 Baths 26009923 MLS
LAKE CUMBERLAND OPPORTUNITY WITH WATERFRONT PROPERTY LINE! Whether you're looking for a peaceful weekend retreat vacation home, an investment property for short term rentals, or your next renovation project, this 3-bedroom, 1.5-bath home on 6.65± acres offers incredible potential. While the home is ready for cosmetic updates, its spacious layout and unbeatable location make it an excellent candidate for a place to get away or profitable lake rental. Surrounded by mature timber (that could be sold) and abundant wildlife, you'll enjoy frequent sightings of deer, turkey, and even eagles that give Eagles Bluff Road its name. The property line extends to the water behind the home, providing the feel of waterfront living, and the neighborhood boat ramp on Otter Creek offers convenient access to beautiful Lake Cumberland for boating, fishing, swimming, and kayaking. Only a couple of miles to Sid Bell Falls. Inside, you'll find an open-concept living and kitchen area with an eat-in island, a large sunroom, a spacious deck perfect for entertaining, and a covered front porch where you can relax and enjoy the peaceful surroundings. There's also a two-car garage and plenty of storage space. And with so much acreage there is still potential for so much more - boat storage, detached garage, or even a second home! With its combination of acreage, privacy, water access, and investment potential, this property is a rare opportunity to create your own Lake Cumberland escape. Schedule your private showing today!

439 Eagles Bluff Rd, Monticello

$357,000
4 Beds 4 Baths 26016628 MLS
BEAUTIFULLY REMODELED 4- BEDROOM HOME NEAR HISTORIC KENDRICK AVENUE. Experience the perfect blend of modern luxury and small-town charm in this beautifully remodeled 4-bedroom 3.5 bath home, ideally located in one of Monticello's most desirable neighborhoods just of historic Kendric Avenue. Designed with both comfort and entertaining in mind, this open-concept home features spacious living areas, a versatile lower -level bonus room ideal for an office or guest space, and an exceptional primary suite complete with a large walk-in closet, spa-like ensuite bath, private sitting room, and a stunning two-sided fireplace that passes from the extra room into the living room. The beautifully updated kitchen with stone fireplace flows effortlessly into the main living area and out to the expansive deck and pergola, creating the perfect setting for gatherings. Outside, you will enjoy a large yard, partial privacy fencing, and a convenient wrap around driveway. Recent upgrades provide peace of mind and lasting value including a new metal roof, new siding, newer gutters, a professionally sealed crawlspace for long term pest protection, and a spacious laundry room with a utility sink. Located just minutes from schools, shopping, dining, churches and Monticello-Wayne County Memorial Park, this home offers the convience of in-town living while maintaining the charm of a quite, family-friendly neighborhoodd. For outdoor enthusiasts, you're only minues from Lake Cumberland and Dale Hollow lake, with easy access to Conley Bottom Resort, Fall Creeek Recreation Area, Beaver Creek Marina, Burnside Marina and Lee's Ford Marina - making boating, fishing, and lakeside adventures part of evreyday life. This is a rare opportunity to own a move-in-ready home that combines timeless style, quality updates and an unbeatable location.

75 Hickory Hill Dr, 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

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