Monticello Real Estate

Monticello Real Estate

Welcome to Monticello, Kentucky – a hidden gem nestled in the heart of Wayne County. This charming city offers a delightful blend of small-town warmth and natural beauty, making it an ideal place to call home. With a population of just over 6,000 residents, Monticello boasts a close-knit community where neighbors become friends and local businesses thrive.

Surrounded by the stunning landscapes of the Daniel Boone National Forest and the shimmering waters of Lake Cumberland, Monticello is a paradise for outdoor enthusiasts. Whether you enjoy hiking, fishing, or simply soaking in the breathtaking views, there’s no shortage of recreational opportunities right at your doorstep. The nearby lake is perfect for boating and swimming, providing a refreshing escape during the warm summer months.

Monticello also offers a rich tapestry of history and culture. The city is home to several historic sites and landmarks that tell the story of its vibrant past. The local arts scene is flourishing, with various events and festivals throughout the year that celebrate the community’s heritage and creativity.

Families will appreciate the excellent educational opportunities available through the Monticello Independent School District, which is dedicated to fostering a supportive and engaging learning environment for students.

With affordable housing options and a slower pace of life, Monticello is perfect for anyone seeking a peaceful retreat without sacrificing modern conveniences. Come explore the charm of Monticello, where Southern hospitality meets the great outdoors, and discover why so many people are proud to call this lovely city their home.

Newest Listings in Monticello

235 Atkinson Rd, Monticello
$140,000
2 Beds ⋅ 2 Baths ⋅ 26029412 MLS
This beautiful single-wide mobile home, situated on a permanent foundation, offers the perfect blend of country living and lake-life convenience! Featuring 2 bedrooms, 2 bathrooms, and a 24x24 detached garage, there's plenty of room for your vehicles, lake toys, and boat. Situated on approximately 0.75 acres of wooded land, this property offers a peaceful setting with a scenic view of Otter Creek from the backyard and a walking trail leading down to the creek. The closest boat ramp is only about 5 miles away, with Conley Bottom Marina approximately 20 minutes away! Whether you're looking for a full-time residence, a weekend getaway, or a place to enjoy all that Lake Cumberland has to offer, this property is a must-see. Don't miss your opportunity to enjoy peaceful country living with convenient access to the lake!

235 Atkinson Rd, Monticello
169 Willard St, Monticello
$169,900
3 Beds ⋅ 1 Baths ⋅ 26029249 MLS
MOTIVATED SELLERS!! Bring all offers! The sellers are highly motivated and ready to negotiate. This 1 owner home is priced to move and packed with value, this incredible property is the perfect fit for first-time homebuyers looking for an affordable start, downsizing and wanting low-maintenance main-level living, or savvy investors seeking a turnkey rental near the lake. Experience the timeless appeal of historic Monticello! This warm and welcoming 3-bedroom, 1-bathroom single-story home features a highly desirable open-concept layout that seamlessly connects your living, dining, and kitchen areas. Spanning 1,064 square feet on a generous, level 0.35-acre lot, there is plenty of yard space to relax, garden, or park your boat and lake toys. Complete with many handicap-accessible features, the wide-open layout and single-story floor plan ensure effortless mobility and convenience for all. The owners are motivated and eager to sell—schedule your private showing today before this versatile gem is gone!

169 Willard St, Monticello
232 Elm St, Monticello
$25,500
3 Beds ⋅ 1 Baths ⋅ 26029036 MLS
Investor Special - AGGRESSIVELY PRICED! Conveniently located near town, this 3-bedroom, 1-bath home offers just under 900 square feet of living space and an opportunity for investors, renovators, or those looking for their next project. The property is in need of extensive repairs and renovations throughout, making it an ideal candidate for someone ready to take on a complete transformation. Featuring a covered front porch and a convenient location with easy access to nearby amenities, this property offers potential for the right buyer with the vision to bring it back to life. Priced to reflect its current condition and being sold strictly AS-IS. Buyers are encouraged to conduct their own due diligence regarding the property's condition and renovation needs.

232 Elm St, Monticello
225 Parmleysville Rd, Monticello
$149,900
3 Beds ⋅ 2 Baths ⋅ 26028975 MLS
Welcome to 225 Parmleysville Rd! This 10+ acre slice of heaven is in the country, but only 20 minutes from Monticello. Breathtaking Appalachian views of mountains and countryside at every turn. The infamous knob known as "The Little Pilot" stands out towering over the valley. This property has a 3 bed 2 full bath home that was manufactured by Champion Homes in 2000. Some remodeling has been completed already, but as the pictures show, there is more work to be done. It wouldn't take much to have this home turnkey again and move-in ready. There is an old primitive cabin on site as well as a barn for additional storage. Whether you're looking for a place to have some livestock, homestead, hunt, or just have a getaway spot to sit by the fire and look at the mountains, the potential here is endless. Less than an hour to Somerset and only 2 hours to Lexington, Ky or Knoxville, Tn. One of the greatest perks of this property is that you are just a 5-minute drive to The Daniel Boone National Forest. Hunting, camping, and other recreational opportunities are endless! Call today for your own private tour!

225 Parmleysville Rd, Monticello
1453 Strawberry Rd, Monticello
$140,000
4 Beds ⋅ 3 Baths ⋅ 26028847 MLS
Two homes with one low price. Trailer, Trailer 1 has 2 bedrooms and 2baths. Trailer 2 has 2 bedrooms and 1 bath. Both have had some updates. These homes sit on approximately 10 acres of wooded huntable land. Both trailers are on blocks and are strapped with underpinning. This property is perfect for an investor, multiple family housing or weekend retreat for a home away from home and hunting.

1453 Strawberry Rd, Monticello
11508 Kentucky 90, Monticello
$179,900
3 Beds ⋅ 2 Baths ⋅ 26028787 MLS
Beautifully updated and ready for lake life! This 3-bedroom, 2-bath home offers a fresh, stylish interior with new kitchen cabinets and stainless steel appliances. Upgraded doors, windows, siding, soffits, and shutters add to its appeal, while beautiful tile flooring in the bathrooms and wood flooring throughout the rest of the home create a warm, inviting feel. Located super close to Conley Bottom Resort and the lake like maybe 12 minutes, you'll enjoy easy access to days on the water. There's plenty of room to park your boat, recreational vehicles, and other toys, plus a detached one-car garage for additional parking or storage. A wonderful opportunity for a full-time residence or your own lake getaway!

11508 Kentucky 90, Monticello
2459 Hwy 2393rd Hwy Unit 2459, Monticello
$110,000
26028746 MLS
Come build your dream house on this beautiful property over looking Conley Bottom, year around lake view.

2459 Hwy 2393rd Hwy Unit 2459, Monticello
0026 Hickory Point Dr Drive Unit #26, Monticello
$89,000
26028630 MLS
Honey, stop the car! This is the lake Cumberland lake view lot you've been looking for! Set on 1.2 acre, lot 26 in Hickory Point offers a breathtaking panoramic view of the lake from three sides. Tucked into the lake, this special lot feels surrounded by the scenery and offers one of the most remarkable views in the Hickory Point community. Picture waking up to a back yard with lake view all around you, enjoying golden-hour sunsets, and building a home designed to make the most of this unforgettable setting. With water and electricity available and residential new construction permitted, you can start planning the Lake Cumberland retreat you've been dreaming about. A rare chance to claim a spacious homesite with a truly standout view in Hickory Point, just outside Monticello. Common areas for members. Boat/Jetski storage with security and a park with shelter, BBQ, & playground area. Lightly restricted!

0026 Hickory Point Dr Drive Unit #26, Monticello
6960 Ky-776, Monticello
$89,000
3 Beds ⋅ 2 Baths ⋅ 26028335 MLS
Two homes on one property! Unit 1 is a 4-bedroom, 1-bath mobile home converted to real property, featuring a new roof, siding, windows, and fascia. Unit 2 is a 2012, 3-bedroom, 2-bath mobile home with a new roof. Both homes need interior remodeling and are ready for your finishing touches. Great potential for investors or buyers looking for a project.

6960 Ky-776, Monticello
Meadow Ln, Monticello
$23,900
26028322 MLS
1.39 Wooded Acres Just Minutes from the Boat Dock - Monticello, KY! Discover your own peaceful getaway with this beautiful 1.39-acre wooded property off Meadow Road in Monticello, Kentucky! Located just 0.8 miles from a boat dock, this property offers the perfect combination of privacy, natural beauty, and convenient access to outdoor recreation. Featuring mostly level terrain and mature trees throughout, this parcel provides a wonderful setting for a future cabin, custom home, or weekend retreat. Keep the trees for a secluded home site surrounded by nature, or clear an area to create an open yard with plenty of room to relax and entertain. Tucked away along a quiet dead-end road with only a handful of properties beyond it, you'll enjoy a peaceful country atmosphere with minimal passing traffic. Spend your weekends boating, fishing, exploring the outdoors, or simply unwinding in your own private escape. Whether you're looking for a lake-area getaway, future home site, or long-term investment, these 1.39 acres in Monticello offer an exciting opportunity to make your vision a reality!

Meadow Ln, Monticello
142 Hwy 3284, Monticello
$198,000
3 Beds ⋅ 2 Baths ⋅ 26028284 MLS
Welcome to 142 Hwy 3284 — a solid brick home with modern updates and a warm, inviting layout. The main level offers 3 bedrooms and 1 full bath, a comfortable living room with a fireplace, and a refreshed kitchen featuring new granite countertops that elevate the space. The finished basement expands your living area with a spacious family room and second fireplace, a full bathroom, a large utility room, and an additional storage area—perfect for organization or hobbies. A metal roof provides long term durability, and the new HVAC installed in 2025 adds peace of mind. This home blends charm, function, and practical updates, making it a great fit for anyone seeking dependable construction with room to spread out. Call today to schedule a private showing!

142 Hwy 3284, Monticello
900 Parmleysville Rd, Monticello
$310,000
26028129 MLS
Owner Financing Available for 40 Acre Farm at 7%, 40 UNRESTRICTED ACRES | 2,400 FT OF YEAR AROUD RIVER (WATER) FRONTAGE | PASTURELAND | MARKETABLE TIMBER | MINERAL RIGHTS CONVEY |WAYNE COUNTY, KY! THINK BIG! DREAM BIGGER! Discover an extraordinary opportunity to own 40 breathtaking acres of unrestricted Kentucky countryside, conveniently located just minutes from Monticello! Offering approximately 20 acres of cleared, productive pastureland and 20 acres of beautiful wooded acreage, this remarkable property combines natural beauty, agricultural potential, abundant wildlife, and exceptional recreational opportunities. PRODUCTIVE PASTURELAND & VALUABLE TIMBER! Approximately 20 acres of lush, cleared pastureland currently produce an estimated 150-200 round bales of hay annually, offering excellent agricultural potential. The remaining 20 wooded acres feature mature, marketable timber, providing natural privacy, beautiful scenery, and potential investment value. Whether your vision includes farming, livestock, horses, or a peaceful country homestead, this versatile acreage offers room to make it happen! APPROXIMATELY 2,400 FEET OF SCENIC RIVER FRONTAGE! One of this property's most remarkable features is its extensive river frontage, creating a picturesque natural setting for fishing, kayaking, exploring, or simply relaxing while enjoying the sights and sounds of the Kentucky countryside. Imagine peaceful mornings overlooking the water, abundant wildlife, and breathtaking views throughout the changing seasons! A HUNTER'S & OUTDOOR ENTHUSIAST'S PARADISE! With thriving populations of deer, turkey, and other wildlife, the combination of open fields, wooded terrain, and river frontage creates an exceptional setting for hunting, wildlife observation, hiking, and outdoor recreation. Enjoy the privacy of your own countryside retreat while remaining conveniently located near Pickett State Park and Big South Fork National River and Recreation Area. WATER, ELECTRIC & EXISTING IMPROVEMENTS! Additional property features include a natural spring, an existing well, electric service availability, and a spacious barn suitable for hay storage, livestock, or agricultural equipment. A camper currently located on the property may also remain, offering additional flexibility for recreational use or temporary accommodations, subject to applicable requirements. UNRESTRICTED LAND - ENDLESS POSSIBILITIES! Opportunities like this are increasingly difficult to find! Whether you're envisioning a working farm, equestrian property, private hunting retreat, recreational getaway, family homestead, investment property, or potential RV/camping development, this extraordinary acreage provides the space and flexibility to explore your vision, subject to applicable approvals. LOCATION, PRIVACY & NATURAL BEAUTY! Nestled among the rolling hills of Wayne County, Kentucky, this exceptional property offers the tranquility of country living with convenient access to Monticello and some of the region's most beautiful outdoor recreational destinations. 40 ACRES. RIVER FRONTAGE. PRODUCTIVE FARMLAND. MARKETABLE TIMBER. UNLIMITED INSPIRATION! Don't miss this rare opportunity to own a remarkable piece of Kentucky countryside where agricultural productivity, outdoor adventure, and natural beauty come together! Buyer to verify acreage, boundaries, river frontage, timber value, hay production, utilities, restrictions, water sources, and suitability for intended uses.

900 Parmleysville Rd, Monticello
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