Monticello Homes with Attached Parking Features

Monticello Homes with Attached Parking Features

Welcome to Monticello, Kentucky, a charming city nestled in the heart of Wayne County, where small-town charm meets serene natural beauty. Known for its friendly atmosphere and rich history, Monticello is a hidden gem that offers a perfect blend of outdoor adventure and community spirit. With the picturesque Lake Cumberland nearby, residents enjoy a plethora of recreational activities, including boating, fishing, and hiking. The local parks and vibrant downtown area provide a welcoming environment for families and individuals alike, making it an ideal place to call home.

When it comes to finding your dream home in Monticello, you'll be delighted by the selection of properties featuring attached parking. These homes not only provide convenience but also enhance your lifestyle, allowing for easy access to your vehicle, especially during inclement weather. Imagine coming home after a long day, parking your car effortlessly in your own garage or carport, and stepping straight into your cozy sanctuary.

Monticello's housing market offers a variety of styles and sizes, ensuring that there is something for everyone. Whether you’re seeking a quaint cottage or a spacious family home, many properties come equipped with attached parking features, making daily life just a little bit easier.

Discover the charm of Monticello, where community, nature, and comfortable living converge. Take the first step towards your new home today and experience all that this delightful city has to offer!

Newest Monticello Homes with Attached Parking Features

3 Beds ⋅ 2 Baths ⋅ 26020009 MLS

Opportunity Awaits in the Heart of Monticello! Bring your vision and make this spacious home your own! Located within the Monticello city limits, this 3-bedroom, 2 full-bath home offers approximately 1,560 square feet of living space on a generous 0.47-acre lot. Priced with updates in mind, this property is an excellent opportunity for investors, flippers, or buyers looking to customize a home to their own style. Enjoy the convenience of in-town living with plenty of outdoor space for gardening, entertaining, or future improvements. With great potential and an attractive price point, this home is ready for its next chapter!

36 Pine St, Monticello

3 Beds ⋅ 3 Baths ⋅ 26019876 MLS

Enjoy the perfect combination of privacy, comfort, and beautiful lake views in this custom-built 3,300+/- square foot home featuring 3 bedrooms and 3 bathrooms, situated on approximately 5 acres. This well-maintained property offers hardwood floors, two fireplaces, a bright sunroom, a spacious finished garage, and a recently replaced roof. The large back deck provides the perfect space for entertaining or relaxing while overlooking the scenic surroundings. Outside, you'll find two large greenhouses and plenty of room to enjoy the peaceful setting. Conveniently located just minutes from Conley Bottom Marina and several other public boat ramps, this exceptional property offers easy access to boating, fishing, and all the recreational opportunities of Lake Cumberland, making it an ideal full-time residence, vacation home, or investment opportunity. Call today to schedule a private showing!

202 Peaceful Cove Ln, 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

3 Beds ⋅ 2 Baths ⋅ 26019393 MLS

Escape to the beauty of Lake Cumberland with this charming 3 bedroom, 2 bath home with spacious 2 car basement garage situated on 2.439 acres in the Cumberland Ridge area. Whether you're searching for a full time residence, a relaxing vacation getaway, or a potential Airbnb investment, this property offers endless possibilities and can comfortably accommodate 8-10 guests. Enjoy beautiful views of Lake Cumberland and Conley Bottom Marina from the large bay window in the living room or while relaxing on the front porch. Recent updates include new LVP flooring, new windows in 2022, new gutters in 2025, new garage doors/side doors/front door/storm door in 2023, and a new partial wood privacy fence in 2026. The oversized basement garage offers plenty of space for vehicles, storage, a home gym, or an entertainment area. Located just minutes from Conley Bottom Marina and nearby boat ramps, this home provides easy access to boating, fishing, and all the recreation Lake Cumberland has to offer!

2247 Ky-2393, Monticello

4 Beds ⋅ 2 Baths ⋅ 26019246 MLS

Welcome home to this charming property in the highly desirable Damron Addition neighborhood of Monticello! Built in 1967 by the respected Parmley Brothers, this solid, well-constructed home has stood the test of time! Inside, you'll find beautiful real hardwood floors, custom built in shelving, and two cozy fireplaces that add warmth and character. With 4 bedrooms and 2 full bathrooms, there's plenty of space for a growing family, guests or a home office. If you've been searching for a home with timeless quality, generous living space, and an unbeatable location, this is one you won't want to miss. The home also includes 2 extra lots for your privacy!

182 Harrison Ave, Monticello

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

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

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

3 Beds ⋅ 2 Baths ⋅ 26011018 MLS

Welcome to this beautifully maintained 3-bedroom, 2-bath contemporary home located just steps from Monticello Country Club and a short drive to enjoy the stunning waters of Lake Cumberland. Situated on a spacious 1.3± acre lot and boasting just over 2000 +/- square ft, this property offers both privacy and convenience. Inside, you'll find gleaming hardwood floors, a bright and open floor plan, and modern finishes throughout. The new roof adds peace of mind, while the 2-car attached garage provides plenty of storage and convenience. Enjoy outdoor living on the large rear patio, perfect for entertaining or relaxing in the quiet surroundings. A 10' x 16' storage building gives you extra space for tools, hobbies, or lake gear. With its ideal location, generous lot size, and stylish updates, this home combines comfort, function, and charm within close proximity to the best golf, recreation, and natural beauty Monticello has to offer. Call today schedule a private showing!

132 Alchera Ave, 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

3 Beds ⋅ 2 Baths ⋅ 26010443 MLS

Spacious Monticello home with recent updates and usable living space on both levels! The main level features a living room with fireplace, kitchen with new granite countertops, three bedrooms, and one full bathroom. The finished basement offers a family room, second fireplace, full bathroom, large utility room, and storage area. Seller-noted updates include new heat and air in 2025, updated kitchen sink, new toilet and bath vanity, new living room flooring, and waterproof/fire-resistant composite flooring in the basement. Enjoy a covered patio, metal roof, and a convenient location near the hospital, school, and local amenities.

142 Hwy 3284, Monticello

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