Monticello Homes with Garage Faces Side Parking Features

Monticello Homes with Garage Faces Side Parking Features

Welcome to Monticello, Kentucky – a hidden gem nestled in the heart of Wayne County. Known for its friendly atmosphere and rich history, Monticello offers a unique blend of small-town charm and modern conveniences. With a picturesque landscape defined by rolling hills and serene lakes, this city is a haven for nature lovers and outdoor enthusiasts alike. Whether you’re exploring the nearby Lake Cumberland or enjoying the local parks, Monticello is a place where you can truly unwind and appreciate the beauty of your surroundings.

As you consider making Monticello your home, you'll find an array of residential options that cater to diverse lifestyles. One standout feature of many homes in this area is the side-facing garages. These thoughtfully designed properties not only enhance curb appeal but also provide functional parking solutions, creating a seamless flow from the driveway to your front door. With side garage parking, homeowners enjoy the convenience of easy access while maximizing yard space for gardens, play areas, or simply enjoying the scenic views.

Monticello is more than just a place to live; it’s a community where neighbors become friends and memories are made. From local shops to delightful eateries, the town is brimming with opportunities to engage and connect. If you're seeking a welcoming environment with homes that feature side garage parking, Monticello is undoubtedly worth considering. Embrace the charm of this wonderful city and discover the perfect home to create your own story in Monticello, KY.

Newest Monticello Homes with Garage Faces Side Parking Features

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

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

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

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

4 Beds ⋅ 3 Baths ⋅ 26005589 MLS

BACK ON THE MARKET!!!!Beautiful, lightly secluded 4-bedroom, 3-bath brick home offering space, versatility, and unique features for both comfort and functionality. This property includes a partially finished basement, along with a large unfinished room that can easily be completed to add even more living space. The spacious primary bedroom features a private sitting area and a walkout sliding door leading to the deck—perfect for enjoying peaceful mornings or relaxing evenings. The basement is equipped with a window A/C unit and baseboard heating, and also includes a flue cleanout, making it ready for a wood-burning stove or gas heating option. A standout feature of this home is the walk-in cooler—ideal for wild game enthusiasts, homesteaders, or anyone interested in processing and storing their own meat. Located less than one mile from a public boat launch, this property is perfect for outdoor lovers. Additional highlights include: •A walkout basement with a full kitchen, full bath with laundry room and 2 full size bedrooms. A detached 2-bay garage with 10-foot-high doors, underground electric, and a separate meter • An attached workshop or game room, perfect for hobbies or entertaining • An additional outbuilding that can serve as a workshop with side storage for boats, ATVs, mowers, or equipment This property offers a rare combination of privacy, practicality, and recreational convenience—making it a must-see! New flooring in basement living area.

815 Jr Phipps Rd, Monticello

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

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

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