Monticello, KY Homes for Sale with Acreage

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  /8

  $32,000

  • Land
  • 8.11 Acres
  • $3,946 per Acre

  22 Buck Run Ridge Rd, Monticello, KY 42633

  If you are looking for an off the grid property, then this is it! Eight acres of unrestricted land to build your next home, bring your camper or RV, or even pitch a tent under the stars. There are endless possibilities for your next adventure!

  

  Kendra Roark

  Weichert Realtors Ford Brothers, Inc.

  (606) 773-1710

  22 Buck Run Ridge Rd, Monticello, KY 42633
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  /56

  $314,000

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  111 Natures Way, Monticello, KY 42633

  Well-maintained and thoughtfully improved, this 4BR/3BA home blends comfort with serious garage functionality and country living. The kitchen showcases hardwood maple cabinets, custom tile work, appliances only three years old and updated flooring spans three bedrooms and the front hallway. Choose one of two jacuzzi tubs for relaxation after a day of outside adventures. Enjoy outdoor spaces

  

  Kendra Roark

  Weichert Realtors Ford Brothers, Inc.

  (606) 519-7737

  111 Natures Way, Monticello, KY 42633
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  /45

  $129,900

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  217 Ralph Troxell Rd, Monticello, KY 42633

  Escape to this secluded and beautiful property with a newer 2-bedroom, 2-bath home (approximately 4-5 years old). Spacious closets and a functional layout make it ideal for both everyday living or a relaxing weekend getaway. The kitchen comes with all the essential appliances...even a dishwasher! The property features well water and a converted outbuilding currently used as guest quarters with

  

  Kendra Roark

  Weichert Realtors Ford Brothers, Inc.

  (606) 728-1836

  217 Ralph Troxell Rd, Monticello, KY 42633
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  /18

  $49,900

  • Land
  • 5.99 Acres
  • $8,331 per Acre

  6310 Ky-200, Monticello, KY 42633

  Be the king of the mountain!!!! This 5.99 acre tract offers breathtaking countryside views and the privacy you've been looking for. With improvements already in place and NO restrictions, the possibilities are wide open- build your dream home, place a mobile home or create the perfect tiny home getaway. PLUS, there is ample space for a 2nd home, making it ideal for multi-generational living, a

  

  Kendra Roark

  Weichert Realtors Ford Brothers, Inc.

  (606) 518-3735

  6310 Ky-200, Monticello, KY 42633
• 

  

  

  /79

  $425,000

  • 3 Beds
  • 3.5 Baths
  • 2,281 Sq Ft

  1213 Spann Hill Rd, Monticello, KY 42633

  Beautiful 3-bedroom, 3.5-bath home with stunning mountain views, where comfort, space, and scenic beauty come together. While only 5 miles from town, this spacious property features a thoughtfully designed layout with room to live, work, and relax. A partially finished walkout basement offers excellent flexibility for a bonus living area, home office, or entertainment space. Additional highlights

  

  Kendra Roark

  Weichert Realtors Ford Brothers, Inc.

  (606) 773-1979

  1213 Spann Hill Rd, Monticello, KY 42633
• 

  

  /9

  $29,900

  • Land
  • 2.83 Acres
  • $10,565 per Acre

  0 Gregory Branch Rd, Monticello, KY 42633

  2.83 Acres - Unrestricted, Private & Ready to Build! Escape to the peace and privacy of this beautiful 2.83-acre tract on Gregory Branch Road. Featuring mostly level terrain, this property is ideal for your dream home, mobile home, or weekend getaway with no restrictions. Enjoy the convenience of water and electric available and the confidence of a completed survey, making your building process

  

  Kendra Roark

  Weichert Realtors Ford Brothers, Inc.

  (606) 705-1998

  0 Gregory Branch Rd, Monticello, KY 42633
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  /38

  $164,900

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  222 Wright Hollow Rd, Monticello, KY 42633

  Looking for acreage without giving up convenience? This 8.10-acre property offers room to roam while still being just minutes from everything you need. The home is has been well maintained with updates including bathrooms, water heater, HVAC, and roof. Spend your weekends at Conley Bottom Resort just 7 miles away, and enjoy quick access to shopping, dining, and essentials in Monticello only 4-5

  

  Kendra Roark

  Weichert Realtors Ford Brothers, Inc.

  (606) 268-6353

  222 Wright Hollow Rd, Monticello, KY 42633
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  /64

  $674,000

  • 5 Beds
  • 4.5 Baths
  • 5,678 Sq Ft

  137 Indian Cave Rd, Monticello, KY 42633

  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

  Ronda Tipton CENTURY 21 Advantage Realty

  137 Indian Cave Rd, Monticello, KY 42633
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  /50

  $4,500,000

  • Land
  • 411 Acres
  • $10,949 per Acre

  21 Clubhouse Dr, Monticello, KY 42633

  This 411-acre Lake Cumberland development is being offered as a single, turnkey acquisition, presenting a rare opportunity for an investor or developer to take control of a large-scale, partially completed project with immediate upside.With Phase 1 already complete and infrastructure in placeincluding water, electric, and utilitiesthe next owner is uniquely positioned to accelerate lot sales

  Patrick Doyle Hayden Outdoors Real Estate

  21 Clubhouse Dr, Monticello, KY 42633
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  /52

  $249,700

  • Land
  • 80 Acres
  • $3,121 per Acre

  Vaughn Gregory Rd Unit Lot WP001, Monticello, KY 42633

  This 80-acre property in Wayne County, Kentucky, offers a unique opportunity for outdoor enthusiasts and those looking for a recreational retreat or future homesite. With two separate entrances off county roads and utility access at both entry points, this property is well-suited for building a home or cabin in a peaceful, wooded setting. The land features a diverse landscape with a mixture of

  Joe Martin Whitetail Properties Real Estate

  Vaughn Gregory Rd Unit Lot WP001, Monticello, KY 42633
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  /38

  $341,700

  • Land
  • 201.15 Acres
  • $1,699 per Acre

  Parmleysville Rd Unit LotWP001, Monticello, KY 42633

  This 201.15+/- acre property in Wayne County, Kentucky, features an expansive timberland tract with varied rolling terrain and textured topography, supporting diverse vegetation types. The land is primarily covered with early regeneration timber and includes pockets of more mature timber, creating a mix of vegetation densities. Multiple vegetation conditions support a diverse range of wildlife

  Joe Martin Whitetail Properties Real Estate

  Parmleysville Rd Unit LotWP001, Monticello, KY 42633
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  /25

  $850,000

  • 10 Beds
  • 9 Baths
  • 5,500 Sq Ft

  597 Lost Hollow Rd, Monticello, KY 42633

  Nestled deep within 300 acres of peaceful countryside, this breathtaking 10-bedroom, 9-bathroom estate offers unmatched privacy, beauty, and space. Surrounded by mature timber, flowing creeks, and scenic landscapes, the property features nearly 60 acres of tillable cropland-perfect for farming or lease income. A charming old wooden covered bridge adds rustic character, while winding streams and

  Billy Hackworth Hayden Outdoors Real Estate

  597 Lost Hollow Rd, Monticello, KY 42633
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  /73

  $394,000

  • 4 Beds
  • 3 Baths
  • 3,416 Sq Ft

  35 Guinn Dr, Monticello, KY 42633

  Welcome home to this beautiful, well-maintained 3,416 sq ft bi-level home sitting on a spacious 1.2- acre corner lot with room to breathe and features that are hard to find! This property offers 4 bedrooms, 3 full bathrooms, two full kitchens, and a layout that is perfect for multi-generational living, entertaining, or hosting guest. The main level features a bright and open floor plan with a

  Denver Eaton Re/Max Country Lakes

  35 Guinn Dr, Monticello, KY 42633
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  /93

  $479,900

  • 5 Beds
  • 3.5 Baths
  • 3,848 Sq Ft

  1636 Green Hill Estates Rd, Monticello, KY 42633

  YEAR ROUND LAKE VIEW home on Lake Cumberland!!! Boasting over 3800 sq ft with breathtaking year round lake views of beautiful Lake Cumberland. This one owner home was custom built with 5 spacious bedrooms and 3.5 bathrooms. A grand stone fireplace that gives privacy between your cozy living room and your open dining/kitchen area making it perfect for rest or entertaining. The finished walkout

  Gina Hill Lake Cumberland Real Estate Professionals

  1636 Green Hill Estates Rd, Monticello, KY 42633
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  /57

  $389,000

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  8 Gehring Way, Monticello, KY 42633

  Welcome to your dream retreat! This beautifully custom-built 4-bedroom, 2-bathroom home sits on a picturesque 2-acre lot+/-, offering the perfect blend of privacy, comfort, and outdoor living. With over 1,800 square feet of thoughtfully designed living space, this home is ideal for full-time living, a vacation getaway, or a lake lover's paradise. Step inside to find a spacious open floor plan

  HG Hickey III No Wake Real Estate

  8 Gehring Way, Monticello, KY 42633
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  /49

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,568 Sq Ft

  439 Eagles Bluff Rd, Monticello, KY 42633

  LAKE LOVERS PARADISE ON BEAUTIFUL LAKE CUMBERLAND!! Your opportunity to own this beautiful 3 bedrooms 1 and half baths with a large jacuzzi tub home sitting on 6.65. A 2-car attached garage. Open floor plan living room and kitchen with an eat-in kitchen island. Nice large sunroom for your plants and flowers. Walk out onto your large deck to entertain guests or family. Or just sit on the

  Robert Corder CENTURY 21 Advantage Realty

  439 Eagles Bluff Rd, Monticello, KY 42633
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  /124

  $815,000

  • 6 Beds
  • 5.5 Baths
  • 5,039 Sq Ft

  1166 Sandstone Point Trail, Monticello, KY 42633

  Lakefront luxury can be yours in this breathtakingly gorgeous lake home that is completely furnished, all you'll need is your toothbrush! Lake Cumberland memories will begin and last forever as the nearly 5,000 sq ft of meticulously designed spaces will accommodate an abundance of friends and family! This stunning 6 bedroom, 5.5 bath custom built craftsman style home sits beautifully on 1.3 acres

  Vicki Hines Lake Cumberland Real Estate Professionals

  1166 Sandstone Point Trail, Monticello, KY 42633
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  /49

  $375,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  81 White Oak Ln, Monticello, KY 42633

  Built in 2021 and tucked into a peaceful, golf-cart friendly Lake Cumberland community, this move-in-ready property offers flexibility, privacy, and lake lifestyle convenience all in one package. The main home features 2 bedrooms, 1 full bath, and an open-concept living/kitchen layout with durable LVP flooring throughout. The kitchen offers white shaker cabinetry, butcher block countertops,

  Dylan Jones Re/Max Country Lakes

  81 White Oak Ln, Monticello, KY 42633
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  /66

  $379,000

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft

  241 Perdue Rd, Monticello, KY 42633

  Peaceful rural living with all the comforts you could imagine! This stunning home was custom built for handicap accessibility with 3 bedrooms and 2 full baths. Sitting on over 3 acres with one of the most gorgeous views in Wayne County you will find this absolutely beautiful home is awaiting your arrival! Only 30 minutes from ALL of the major boat docks (Dale Hollow, Conley Bottom Resort, Beaver

  Jill Ramsey CENTURY 21 Advantage Realty

  241 Perdue Rd, Monticello, KY 42633
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  /36

  $594,000

  • 5 Beds
  • 3.5 Baths
  • 4,298 Sq Ft

  100 Waters Edge Trail, Monticello, KY 42633

  Welcome to your private Kentucky retreat, where rustic charm meets modern comfort just a stones throw away from beautiful Lake Cumberland! This a stunning 5-bedroom, 4-bath home is in a gated community! "COMES FULLY FURNISHED" On AirBNB making 70k annually! From the moment you arrive, the warm cedar-toned exterior, expansive wraparound decking, and serene natural setting create an inviting escape

  Brandon Becker CENTURY 21 Advantage Realty

  100 Waters Edge Trail, Monticello, KY 42633
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  /54

  $750,000

  • 5 Beds
  • 3 Baths
  • 2,779 Sq Ft

  234 Cedar Point Ln, Monticello, KY 42633

  Welcome to the "Perfect Shade of Green" Home — a stunning custom-built log-style retreat featured in Log Homes Magazine. Completed in 2013 after years of thoughtful planning and craftsmanship, this extraordinary property sits on 3.43 acres in the desirable Hickory Point subdivision on beautiful Lake Cumberland. Positioned on a peninsula with breathtaking lake views, this spacious 5-bedroom,

  Wayne Sewell The Agency

  234 Cedar Point Ln, Monticello, KY 42633
• 

  

  /91

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,656 Sq Ft

  726 N Main St, Monticello, KY 42633

  Fully remodeled custom home or office offering 3 bedrooms, 2.5 baths, an eat-in kitchen, home office, laundry/mudroom, and three spacious living/entertaining areas, all on the main level. The updated kitchen features quartz countertops, stainless appliances, and modern finishes, while the primary suite includes a tiled walk-in shower, double vanities, and a walk-in closet. A 2,600+ sq ft

  Brandon Davis No Wake Real Estate

  726 N Main St, Monticello, KY 42633
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  /60

  $395,000

  • 3 Beds
  • 3 Baths
  • 2,256 Sq Ft

  111 Stonehedge Terrace, Monticello, KY 42633

  Welcome to this charming 3-bedroom, 3-bath home located in the highly desirable Stonehedge Subdivision! Nestled on a generous 1.4-acre lot, this property offers the perfect blend of comfort, space, and convenience. Inside, you'll find beautiful hardwood floors, a spacious bonus room ideal for a home office or playroom, and a bright sunroom that invites you to relax and enjoy the surrounding views

  HG Hickey III No Wake Real Estate

  111 Stonehedge Terrace, Monticello, KY 42633
• 

  

  /31

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  656 Thompson Rd, Monticello, KY 42633

  Highlights: This property offers a charming cabin-style 3 bed/2 bath home and barn situated on over 36 +/- unrestricted acres, complete with a spring-fed pond. If you've been looking for a place where life can slow down and the outdoors take center stage, this property is worth a look! The home features classic hemlock siding and a large front porch, some recent kitchen updates, and a few new

  Hannah York Lake Cumberland Real Estate Professionals

  656 Thompson Rd, Monticello, KY 42633
• 

  

  /90

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 4,114 Sq Ft

  568 Castle St, Monticello, KY 42633

  Welcome to a stunning Monticello home set in a peaceful, park-like setting with walking paths, custom stonework, and inviting outdoor spaces perfect for relaxing or entertaining. This spacious two-level home features 3 bedrooms and 2 baths upstairs, including a large master suite, plus a cozy living room with fireplace, formal sitting area, and a kitchen/dining combo with hardwood and tile

  Brandon Davis No Wake Real Estate

  568 Castle St, Monticello, KY 42633
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  /88

  $1,398,000

  333 Acreyville Rd, Monticello, KY 42633

  106 Acres - A Hunter & Angler's Paradise - !!You can walk or ride to the water from this property!! Escape to your own private retreat with this stunning 106-acre tract, bordered by ±230 acres of landlocked U.S. Army Corps of Engineers property—providing unmatched seclusion and abundant wildlife. Whether you're chasing trophy bucks or casting a line, this property delivers the ultimate in outdoor

  Brandon Davis No Wake Real Estate

  333 Acreyville Rd, Monticello, KY 42633
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  /62

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  1169 Old Bethel Church Rd, Monticello, KY 42633

  If you are looking for quite country living with an open view of the countryside and farms then stop! Take a look at this beautiful bedford stone home that has been remodeled to with all amenities that you could want. Large open floor plan for kitchen/dining/living room. 3 large bedroom with large walk-in closets for each bedroom. 2 full baths with one walk in shower. This home has raised

  Lisa Cooper Re/Max Country Lakes

  1169 Old Bethel Church Rd, Monticello, KY 42633
• 

  

  /10

  $79,000

  • Land
  • 11.06 Acres
  • $7,143 per Acre

  Tract 1 Floyd Morrow Rd, Monticello, KY 42633

  Discover the perfect blend of privacy and convenience with this 11.06+/- unrestricted acres . Ideally situated just 8.5 miles from Conley Bottom Resort and Lake Cumberland, this property offers a fantastic opportunity for a permanent residence, vacation getaway, or investment. The land has already been perc tested, making it one step closer to building your dream home. Enjoy the natural beauty of

  Sasha Mayhew Weichert Realtors Ford Brothers, Inc.

  Tract 1 Floyd Morrow Rd, Monticello, KY 42633
• 

  

  /31

  $145,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  1544 Kelsey Rd, Monticello, KY 42633

  Located at 1544 Kelsey Road in Monticello, KY, this 1.5 story home offers 3 bedrooms and 1 full bath on just over 1 acre of land. The property includes a detached two-car garage and multiple storage buildings, providing ample space for vehicles, equipment, or additional storage needs. The home is situated in a quiet rural setting, offering privacy while still being conveniently located

  Jason Bertram Weichert Realtors Ford Brothers, Inc.

  1544 Kelsey Rd, Monticello, KY 42633
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  /17

  $33,000

  • Land
  • 1.68 Acres
  • $19,643 per Acre

  246 Fall Cir, Monticello, KY 42633

  Don't miss your opportunity to own one of the few remaining lots in Fall Creek Heights Subdivision—just minutes from Conley Bottom Resort and several nearby boat ramps. These lots haven't been available in over a decade, and this location offers one of the best values near Conley Bottom. Take advantage of this rare opportunity—call today. Lots 13, 14 and 15 - 1.68 Acres

  Brandon Davis No Wake Real Estate

  246 Fall Cir, Monticello, KY 42633
• 

  

  /8

  $849,000

  • Land
  • 41.66 Acres
  • $20,379 per Acre

  404 Hillrise Dr, Monticello, KY 42633

  Discover 41.66 (recent survey) unrestricted acres within the Monticello city limits—an exceptional opportunity for development or investment. This prime tract offers city sewer, water, and electric, providing a strong foundation for residential, commercial, or mixed-use possibilities. Currently used for agricultural purposes, the land is open with gentle terrain, making it easy to build and plan.

  Tod Bertram Weichert Realtors Ford Brothers, Inc.

  404 Hillrise Dr, Monticello, KY 42633
• 

  

  /8

  $139,000

  1119 Harmon Creek Rd, Monticello, KY 42633

  19.09 Acres of unrestricted wooded land on Lake Cumberland. Located on a quiet, rural road with stunning lake views, it provides walking access to the water. With a current survey, this property has around 940 feet of Lake Frontage adjoining the Army Corps of Engineers, and 174.90 feet of road frontage on Harmon Creek Road. A Perfect location for building your dream lake retreat or exploring

  Barry Cooper Re/Max Country Lakes

  1119 Harmon Creek Rd, Monticello, KY 42633
• 

  

  /51

  $64,999

  • Land
  • 1.35 Acres
  • $48,147 per Acre

  459 Buffalo Trace Rd, Monticello, KY 42633

  Now offering multiple vacation lots just 3 miles from Conley Bottom Resort & Marina on beautiful Lake Cumberland! These versatile properties are newly approved for campers, barndominiums, and short-term rentals, making them ideal for your personal retreat or a smart investment. Whether you're looking to build a custom getaway or set up a vacation rental, there's a lot to fit your vision and

  Brandon Davis No Wake Real Estate

  459 Buffalo Trace Rd, Monticello, KY 42633
• 

  

  /88

  $298,000

  • 3 Beds
  • 3 Baths
  • 3,402 Sq Ft

  607 Old Lock 21 Rd, Monticello, KY 42633

  3 bedroom, 3 bath Home and boat slip! You won't find homes like this for sale often, Located on a scenic road with views of Lake Cumberland, this property offers a relaxing setting for daily living and entertaining. The large master suite is on the main floor, and wrap-around decks provide lake views from multiple rooms including the Master Bedroom, living room and Kitchen. With approximately

  Barry Cooper Re/Max Country Lakes

  607 Old Lock 21 Rd, Monticello, KY 42633
• 

  

  /7

  $55,000

  • Land
  • 1.05 Acres
  • $52,381 per Acre

  255 Fox Chase Blvd, Monticello, KY 42633

  Lot #__ | __ Acres | $____ Build your custom dream home in Fox Chase Estates, an upscale subdivision in Monticello, KY near Lake Cumberland and Burnside Marina. This __ acre homesite offers spacious surroundings, quality development standards, and a neighborhood known for distinctive, custom-built homes. Enjoy privacy, convenience, and access to one of the area's premier communities.Multiple

  Billy Hackworth Hayden Outdoors Real Estate

  255 Fox Chase Blvd, Monticello, KY 42633
• 

  

  /14

  $110,000

  • Land
  • 10.63 Acres
  • $10,348 per Acre

  Lot 133 Sandstone Trail, Monticello, KY 42633

  Nestled on Lake Cumberland in the exclusive gated community at Sandstone Point in Monticello, KY, this splendid 10.63-acre vacant land presents a rare opportunity to create your personal retreat with views of Lake Cumberland. Embrace the privacy and peaceful surroundings afforded by this expansive property that provides the perfect backdrop for your forever home. Conveniently located under 7

  Morgan Harris Lake Cumberland Real Estate Professionals

  Lot 133 Sandstone Trail, Monticello, KY 42633
• 

  

  /12

  $400,000

  • Land
  • 6 Acres
  • $66,667 per Acre

  6 Rolling Hills Blvd, Monticello, KY 42633

  Located in one of the region's most sought-after areas, this 6 +/- acre commercial property offers excellent visibility and high traffic flow with direct frontage along the bustling Highway 90 corridor. This prime parcel is ideally suited for a wide range of commercial development opportunities. With a high-traffic count and easy accessibility, this property is perfectly positioned for retail,

  HG Hickey III No Wake Real Estate

  6 Rolling Hills Blvd, Monticello, KY 42633
• 

  

  /14

  $76,000

  • Land
  • 1.07 Acres
  • $71,028 per Acre

  494 Rd, Monticello, KY 42633

  Discover the perfect blend of freedom and convenience with this 1-acre unrestricted lot located just minutes from the renowned Beaver Creek Resort. Whether you're dreaming of building a cozy cabin retreat, placing a manufactured home, or investing in a vacation rental, this property is ready for your vision. Key features include: Unrestricted land - no HOA, no deed restrictions Septic tank

  HG Hickey III No Wake Real Estate

  494 Rd, Monticello, KY 42633
• 

  

  /51

  $59,899

  • Land
  • 1.85 Acres
  • $32,378 per Acre

  483 Buffalo Trace Rd, Monticello, KY 42633

  Now offering multiple vacation lots just 3 miles from Conley Bottom Resort & Marina on beautiful Lake Cumberland! These versatile properties are newly approved for campers, barndominiums, and short-term rentals, making them ideal for your personal retreat or a smart investment. Whether you're looking to build a custom getaway or set up a vacation rental, there's a lot to fit your vision and

  Brandon Davis No Wake Real Estate

  483 Buffalo Trace Rd, Monticello, KY 42633
• 

  

  /6

  $19,900

  • Land
  • 1.87 Acres
  • $10,642 per Acre

  Lot 17 Cumberland Shores, Monticello, KY 42633

  Bring your floor plans settle in down at the lake. Mostly level lakefront 1.87 acre lot (you'd probably have a walkout basement). Think Gatlinburg!! Restrictions are minor, 1500 sq ft minimum- cottage size, no mobile homes or campers, no junk cars, no livestock. Underground utilities. Maintenance fee is $400/year to keep up the place. You don't want a junked up neighborhood do you? They don't

  Brad Bigelow CENTURY 21 Advantage Realty

  Lot 17 Cumberland Shores, Monticello, KY 42633

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