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

75 Hickory Hill Dr, Monticello
$345,000
4 Beds ⋅ 4 Baths ⋅ 26027010 MLS
Beautifully updated home located near historic Kendrick Avenue in one of Monticello's most desirable neighborhoods. Offering 4 bedrooms, 3.5 bathrooms, and a thoughtful blend of modern updates and timeless charm, this 3146 sq ft home provides comfortable living for families of all sizes. Step inside to an inviting great room that seamlessly combines the family room, dining area, and kitchen into the heart of the home. The stately kitchen is a chef's dream, featuring abundant cabinetry and countertop space, a convenient eat-at bar, and a stone fireplace ready for propane conversion. Just beyond, the spacious back deck with pergola creates the perfect setting for outdoor dining, entertaining, and relaxing. The adjoining family room features a second dual-sided fireplace, which can be enjoyed from both the family room and the adjacent flex space. This versatile area is ideal for a home office, den, library, or reading room. The main level primary suite offers a spacious en suite bath featuring dual vanities, a walk-in shower, and a large tub. Upstairs, you'll find three additional bedrooms, including one with a private en suite bath, along with a full hallway bath. The lower level adds valuable functionality with garage access through a mudroom entry, a laundry room, and a bonus room with a half bath, providing excellent space for hobbies, recreation, or additional living needs. Situated on a beautiful corner lot, the property offers gently rolling lawn, trees, a fenced area adjacent to the back deck, and a blacktop circular driveway that enhances both curb appeal and convenience. Recent improvements include new siding and roof in 2026, a new water heater in 2022, and an updated heat pump. The chimneys have been capped (new metal roof), and both fireplaces will require gas log conversion to become operational. Just minutes from both Lake Cumberland and Dale Hollow Lake, providing opportunities for fishing, boating, water sports, and year-round recreation.

75 Hickory Hill Dr, Monticello
338 Harper Dr, Monticello
$229,000
3 Beds ⋅ 2 Baths ⋅ 26025701 MLS
Nestled at the top of the hill in town, 338 Harper Drive is being offered under appraisal value. The home offers privacy, panoramic views, and exceptional flexibility. This move-in ready home features 3 spacious bedrooms and 2 full bathrooms, complemented by an open kitchen complete with elegant granite countertops and modern stainless steel appliances. Situated across 3 expansive lots, the property provides abundant outdoor space and parking for boats, RVs, or recreational vehicles. A standout feature is the 24' x 25' detached garage, offering ideal space for a workshop, vehicle storage, or hobby studio. Conveniently located near town amenities while maintaining a private setting, this home is a must-see property.

338 Harper Dr, Monticello
1185 Furnace Mountain Rd Rd, Monticello
$155,000
3 Beds ⋅ 2 Baths ⋅ 26025482 MLS
Escape to your own private 4.8-acre wooded retreat, just minutes from downtown Monticello. Bordering scenic Beaver Creek, this beautifully maintained 3-bedroom, 2-bathroom residence offers the perfect blend of peaceful country living and everyday convenience. Property Highlights & Exterior: 4.8 Wooded Acres: Unwind in ultimate privacy with direct Beaver Creek border access right in your backyard. Ultimate Detached Garage/Shop: A massive 30x30 fully insulated garage featuring a solid concrete floor, full electric, dedicated heat, and 2 automatic overhead doors—ideal for hobbyists, mechanics, or extra storage. Outdoor Living: Take in the peaceful nature views from the 10x20 screened-in porch, perfect for morning coffee or relaxing evenings. Recent Upgrades & Key Features: Upgraded, long-lasting metal roof High-efficiency heat pump system Updated gutters featuring low-maintenance leaf guards Washer and dryer included Move-in ready with high-value improvements already done for you. Schedule your private tour today to experience this rare creekside sanctuary!

1185 Furnace Mountain Rd Rd, Monticello
4927 Ky-92, Monticello
$239,000
3 Beds ⋅ 2 Baths ⋅ 26023768 MLS
First Time on the Market! This one owner home has been very well maintained and cared for over the years. Situated on a spacious 1.72 acre lot, this property offers 3 bedrooms and 2 full baths, along with new windows, beautiful hardwood floors and carpet throughout. Enjoy relaxing on the covered front porch or covered back patio while taking in the peaceful surroundings. The full unfinished basement provides plenty of additional storage and potential for future use. The property has city water and a septic system and has been surveyed. A 28 x 50 detached shop with concrete floor and electric provides an excellent space for a workshop, hobbies, storage, or other needs. Don't miss your opportunity to make this property your own!

4927 Ky-92, Monticello
90 Sumac Rd, Monticello
$349,000
4 Beds ⋅ 3 Baths ⋅ 26023170 MLS
Welcome to 90 Sumac Monticello, Kentucky to this spacious home located in the beautiful Eastview Subdivision. This home offers 4 bedrooms and 2.5 bathrooms with a 2 car attached garage. There is also a 2 bay detached garage that is large enough to accommodate a runabout, pontoon and/or other lake toys. Conveniently located to Monticello, Somerset and several boat ramps. This spacious home offers a living room, family room with fireplace, kitchen, dining, and half bath on main level. The second story has the primary bedroom/bath with 3 additional bedrooms and another full bath. Home also has a partial unfinished basement, front covered small porch with a larger patio at rear of home. Home has 2 HVAC units with one being replaced 2 years ago. Roof was replaced approximately 6 years ago and water heater approximately 5 years ago. Within the past five years new flooring and paint along with other updates, this home is a must see! Call today to schedule your tour of this beautiful home.

90 Sumac Rd, Monticello
420 Fall Cir, Monticello
$474,900
4 Beds ⋅ 3 Baths ⋅ 26023115 MLS
This stunning 4-bedroom, 3-bath home offers 2,950 sq ft of spacious, open living space and is located just 2 miles from Conley Bottom Resort & Marina. The private primary wing features a huge bathroom and oversized walk-in closet. The kitchen includes a custom hidden butler's pantry, while propane amenities include a fireplace, range, and tankless water heater. Enjoy +-1,000 sq ft of porch space plus a 28x32 insulated attached 2-car garage, with plenty of room to add a detached garage. Space, comfort, storage, and an incredible location near Lake Cumberland—this home has it all. Check it out!

420 Fall Cir, Monticello
100 Buffalo Trce, Monticello
$299,900
3 Beds ⋅ 2 Baths ⋅ 26021660 MLS
Wonderful Lake Cumberland 3.6 acre mini-farm only 3 miles from Conley Bottom Marina with several area ramps for easy lake access. Whether you use it to raise a horse or livestock or develop it out, it'd be a great property. You could ride your horse to the lake even. How cool would that be?! Spacious 3-bedroom, 2-bathroom single-level floor plan. Low maintenance brick so you can enjoy yourself and not work on things all the time. There is a basement garage for mower storage and a workshop. But one of the highlights of the property is the 30 X 40 garage with 9 & 10 ft. doors. There is another old barn on the property if you did need a place for your horses/livestock. As to development potential this would be a great spot for RV or STR short term rental cabins due to the proximity to Lake Cumberland. There is 300' feet of road frontage on Hwy 2393 for easy access. Make this dream of a property yours.

100 Buffalo Trce, Monticello
137 Indian Cave Rd, Monticello
$654,000
5 Beds ⋅ 5 Baths ⋅ 26010372 MLS
** This one just had a new roof on the house, carriage house and the detached garage! October 2026 ** 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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