Monticello, KY Homes for Sale

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  /4

  $350,000

  • Land
  • 177 Acres
  • $1,977 per Acre

  0 Kentucky 92 Unit HWY 92 NEAR DICKS GR, Monticello, KY 42633

  Located near the beautiful Lake Cumberland, this 177 acers tract of hilltops and rolling lands offers view and convenience. Located near Monticello, the county seat of Wayne County property would be great for, timber harvest and development or your own personal compound. Adjoining horse farms and pasture lands make for a scenic drive home.

  

  Bill Borden

  High Caliber Realty, Inc.

  (606) 268-6348

  0 Kentucky 92 Unit HWY 92 NEAR DICKS GR, Monticello, KY 42633
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  /91

  $699,900

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

  137 Indian Cave Subdivision, Monticello, KY 42633

  This is not just a beautiful brick home on 8 acres, it's a small estate. This stately two story home boasts a finished basement, attached oversized garage, detached oversized garage, lawn building, cleared and wooded acreage, regularly maintained geothermal heat and air system for energy costs savings, plus so much more. Let's get into it. The recently updated home includes newer paint, crown

  Matthew Fouch Keller Williams Commonwealth - Somerset

  137 Indian Cave Subdivision, Monticello, KY 42633
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  /52

  $369,900

  • 4 Beds
  • 3 Baths
  • 1,499 Sq Ft

  139 Golden Pond Rd, Monticello, KY 42633

  Escape to your private wooded retreat with this charming log cabin and cozy guest house, nestled among mature trees with seasonal views of Lake Cumberland near Conley Bottom. The main home blends rustic character with modern finishes, featuring two bedrooms and one full bath on the main level, centered around a jaw-dropping stone fireplace. The kitchen showcases beautiful butcher block

  The Dream Team Real Estate Professionals - Dreama Bolin Lake Cumberland Real Estate Professionals

  139 Golden Pond Rd, Monticello, KY 42633
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  /25

  $50,000

  • Land
  • 5.8 Acres
  • $8,621 per Acre

  425 Mitt Foster Rd, Monticello, KY 42633

  Cabin and 5.8 acres for sale in the Real Back Forty! Beautiful land on a dead-end gravel road with so much privacy! Water supply is from a spring feeding the cabin. To make this your homestead with electricity, you will need to have electric run a distance of mile or so. Very good hunting. Attractions: Hunting, Camping, Hiking, etc. Property is within 10 minutes from a local owned gas

  Robert Mullet

  425 Mitt Foster Rd, Monticello, KY 42633
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  /50

  $999,000

  • 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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  /28

  $60,000

  • Land
  • 9.9 Acres
  • $6,061 per Acre

  4813 Brammer Hill Ridge Rd, Monticello, KY 42633

  Located just 15 minutes from both Monticello and Somerset, this beautiful 9.9-acre property offers the perfect mix of country living and convenience. Situated on the east side of Highway 90 in rural Wayne County, this tract is only a short drive from the stunning Lake Cumberland, making it an ideal spot for outdoor enthusiasts. Whether you're looking for a peaceful retreat or a year-round

  Billy Hackworth Hayden Outdoors Real Estate

  4813 Brammer Hill Ridge Rd, Monticello, KY 42633
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  /35

  $334,000

  • Land
  • 278.19 Acres
  • $1,201 per Acre

  3015 Parmleysville Rd, Monticello, KY 42633

  278.19 Acres on Parmleysville Road in Monticello, KentuckyA rare opportunity to purchase a large Tract of beautiful Kentucky property that has so much to offer . . . such as:-A beautiful neighborhood-County gravel road frontage-Hunt this season! Good hunting (deer, bear, turkey and small game)-Several good food plot areas-Great habitat-Nice trails

  Robert Mullet

  3015 Parmleysville Rd, Monticello, KY 42633
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  /88

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  726 N Main St, Monticello, KY 42633

  Ceiling to Floor Remodel!! This Custom built 3 Bedrooms 2.5 Bathrooms , Eat in Kitchen, Laundry Room , Home Office & 3 large Entertaining areas are a must see if you are in the market for a beautifully updated home! Modernized kitchen features include new stainless steel appliances, sleek quartz countertops, new LVP flooring, updated hardware and stylish sink.. Spacious master Bedroom offers

  Cheryl Flynn RE/MAX LakeTime Realty

  726 N Main St, Monticello, KY 42633
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  /65

  $399,900

  • 2 Beds
  • 2 Baths
  • 2,996 Sq Ft

  202 Peaceful Cove Ln, Monticello, KY 42633

  Discover the potential of this rare lakefront gem nestled on 5+/- private acres with over 600 feet of pristine lake frontage. Enjoy breathtaking year-round views of the water from this 2-bedroom, 2-bath home—just minutes from the popular Conley Bottom Resort. Whether you're looking for a weekend getaway, vacation rental opportunity, or a full-time residence with unbeatable lake access, this

  HG Hickey III No Wake Real Estate

  202 Peaceful Cove Ln, Monticello, KY 42633
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  /106

  $450,000

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

  568 Castle St, Monticello, KY 42633

  Charming Monticello Home with Room for Everyone Welcome to your new happy place in Monticello! This gorgeous home feels like a retreat with its park-like setting, complete with walking paths, peaceful sitting spots, and beautiful stonework designed with care. It's the perfect backdrop for family memories, relaxing weekends, or even photo opportunities. The home has space for everyone with

  Mike Broughton Weichert Realtors Ford Brothers, Inc.

  568 Castle St, Monticello, KY 42633
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  /50

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  81 Eagles Bluff Rd, Monticello, KY 42633

  LAKE LOVERS! Welcome to your perfect retreat near Lake Cumberland! This immaculate A- frame home was built in 2019 and offers 2 bedrooms, plus a huge loft for additional sleeping areas and 2 full bathrooms. The layout offers an open floor plan with a living room area and eat-in kitchen with island, making it the perfect spot to gather. The tall windows and natural light provide a peaceful

  Morgan Harris Lake Cumberland Real Estate Professionals

  81 Eagles Bluff Rd, Monticello, KY 42633
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  /52

  $499,900

  • 4 Beds
  • 3 Baths
  • 2,416 Sq Ft

  3924 Hwy 1009, Monticello, KY 42633

  3924 Hwy 1009, Monticello, KY 42633 Welcome to your dream come true. 4BR • 3BA • 17.4± Acres • 2 Barns • 1 Outbuilding • 2 Ponds Your Kentucky Retreat Awaits! Escape to the country in this spacious 4-bedroom, 3-bath home set on 17.4± private acres just 15 minutes from Monticello and only 20 minutes from Lake Cumberland. Highlights You'll Love: • Bright, welcoming living areas

  Jason Bertram Cardinal Realty & Auction LLC

  3924 Hwy 1009, Monticello, KY 42633
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  /60

  $335,000

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

  49 Mountain Laurel Way, Monticello, KY 42633

  Spacious 4-Bedroom Home on Double Corner Lot Near Lake Cumberland!Discover the perfect blend of comfort, convenience, and opportunity in this 4-bedroom, 2.5-bath home situated on a flat 1.29± acre double corner lot—just 5 miles from Conley Bottom Boat Dock and beautiful Lake Cumberland!Main Floor Highlights:Bright & open kitchen with ample cabinetryDining area & oversized living

  Lori Marcum Patriot Real Estate

  49 Mountain Laurel Way, Monticello, KY 42633
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  /34

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  174 Wade Park Dr, Monticello, KY 42633

  **ATTENTION SHORT TERM RENTAL SEEKERS! Property is furnished and ready to begin renting!**Welcome to your lakeside retreat! This fully furnished home offers a seamless transition into Lake Cumberland living; all you need is your suitcase! Conveniently located in the center of multiple public ramps and just minutes away from Conley Bottom Marina, 174 Wade Park offers everything you need

  Hannah York Lake Cumberland Real Estate Professionals

  174 Wade Park Dr, Monticello, KY 42633
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  /84

  $305,000

  • 4 Beds
  • 3 Baths
  • 3,384 Sq Ft

  140 Damron Dr, Monticello, KY 42633

  Discover the perfect blend of convenience and comfort in this 4-bedroom, 3-bath ranch home. Located in the city limits of Monticello, you will be close to shopping, restaurants, medical, as well as local schools. Most of the flooring is hardwood, a bonus room upstairs, full basement with garage and large open room with lots of storage closets. Home has recently been painted throughout. Step out

  H Allen Clark Access Realty & Auction

  140 Damron Dr, Monticello, KY 42633
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  /40

  $290,000

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

  398 Auction St, Monticello, KY 42633

  If you're looking for privacy and seclusion without being far from town, this could be the property for you! This custom built home is located at the end of a dead end street and is tucked away on 3.44 acres. The elevated back yard and large windows offer many opportunities to take in the mountain views!A few things to love about this home:-4 bedrooms, 4 bathrooms-Beautiful

  Hannah York Lake Cumberland Real Estate Professionals

  398 Auction St, Monticello, KY 42633
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  /44

  $269,900

  • 3 Beds
  • 2 Baths
  • 2,654 Sq Ft

  25 Flint Ridge Rd, Monticello, KY 42633

  Welcome to 25 Flint Ridge Road, a beautiful 3-bedroom, 2-bathroom brick home nestled on a generous 1.1+/- acre lot in the sought-after Eastview Subdivision of Monticello, Kentucky. Boasting 2,654 square feet of thoughtfully designed living space, this residence offers the perfect blend of quality craftsmanship, timeless style, and peaceful, country living. Built in 1993, this spacious

  Dylan Jones Cardinal Realty & Auction LLC

  25 Flint Ridge Rd, Monticello, KY 42633
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  /28

  $269,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  2 Lighthouse Rd, Monticello, KY 42633

  Lake Lovers! Lot 2 Lighthouse Road, nestled in the Mill Springs Area of Monticello, is a brand-new construction that is being sold fully furnished, including all kitchen appliances, washer and dryer, and is approx. 3 miles from Conley Bottom! If you're looking for an Airbnb, weekend retreat, or a full-time home, this location provides easy access to Lake Cumberland. The interior has practicality

  Lisa Lowe Re/Max Country Lakes

  2 Lighthouse Rd, Monticello, KY 42633
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  /18

  $45,000

  • Land
  • 1.02 Acres
  • $44,118 per Acre

  Lot 11&12 Tom Oryan Rd, Monticello, KY 42633

  Beautiful Lake community, building lot just over 1 acre! This well maintained area is the perfect location to build your dream getaway. Lightly restricted to protect your investment and within minutes of several ramps including Ramsey's Point, Tom Back Rd, and Conley Bottom. The private drive has been freshly graded and graveled! Lot 11 & 12 offered together or may be sold individually.

  Stephanie Todd CENTURY 21 Advantage Realty

  Lot 11&12 Tom Oryan Rd, Monticello, KY 42633
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  /32

  $200,000 Open House 9/27

  • 4 Beds
  • 2 Baths
  • 1,424 Sq Ft

  469 Mercer Dr, Monticello, KY 42633

  Welcome to this beautifully remodeled 4 bedroom, 2 bath brick home offering 1,424 sq. ft. of living space on a .30-acre lot +/-. Nestled in a well-established neighborhood, this property combines modern updates with classic comfort. Step inside to an open-concept kitchen and living room, perfect for gatherings and everyday living. Recent renovations include all new plumbing and thoughtful updates

  Isaiah Brake Re/Max Country Lakes

  469 Mercer Dr, Monticello, KY 42633
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  /16

  $75,000

  • Land
  • 2.2 Acres
  • $34,091 per Acre

  180 Gregory St, Monticello, KY 42633

  Located directly across Highway 90 from Monticello Medical Center and Wayne County Hospital, this cleared 2.2-acre tract offers exceptional visibility in a prime location. The front portion of the property is fairly level for easy access and buildability, while the land gently slopes upward, providing natural elevation that could enhance views and site design. Perfect for a commercial business,

  Brandon Davis No Wake Real Estate

  180 Gregory St, Monticello, KY 42633
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  /21

  $25,000

  • Land
  • 0.51 Acre
  • $49,020 per Acre

  Lot 12 Tom O'Ryan Rd, Monticello, KY 42633

  Beautiful Lake community, building lot! This well maintained area is the perfect location to build your dream getaway. Lightly restricted to protect your investment and within minutes of several ramps including Ramsey's Point, Tom Back Rd, and Conley Bottom. Private road freshly graded and graveled!Lot 11 is available as well for an additional cost.

  Stephanie Todd CENTURY 21 Advantage Realty

  Lot 12 Tom O'Ryan Rd, Monticello, KY 42633
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  /24

  $25,000

  • Land
  • 0.51 Acre
  • $49,020 per Acre

  Lot 11 Tom O'Ryan Rd, Monticello, KY 42633

  Beautiful Lake community, building lot! This well maintained area is the perfect location to build your dream getaway. Lightly restricted to protect your investment and within minutes of several ramps including Ramsey's Point, Tom Back Rd, and Conley Bottom. The private drive has been freshly graded and graveled! Lot 12 is also available for purchase at an additional cost.

  Stephanie Todd CENTURY 21 Advantage Realty

  Lot 11 Tom O'Ryan Rd, Monticello, KY 42633
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  /30

  $189,000

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft

  34 Webster Dr, Monticello, KY 42633

  Welcome to this classic 3 bedroom, 2 bath brick ranch-style home offering 1,581 sq. ft. of living space on nearly a half-acre lot (.47 acres). Nestled in a well-established neighborhood, this property blends timeless charm with practical updates. Inside, you'll find beautiful original hardwood floors that add warmth and character throughout. The home is move-in ready with major updates already

  Isaiah Brake Re/Max Country Lakes

  34 Webster Dr, Monticello, KY 42633
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  /33

  $155,000

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  1329 State Highway 776, Monticello, KY 42633

  3 Bedroom 2 Bath Home on 6 Acres of pasture land with a small pond and Barn, all overlooking a country setting.This 3 bedroom, 2 bath Mobile Home is on a permanent foundation. The Property includes 6 acres of fenced pasture with a pond, lean-to shed ideal for equipment storage as well as a livestock barn.This property also has Bonus 812 sq. ft. second home, that isn't currently in

  Barry Cooper Re/Max Country Lakes

  1329 State Highway 776, Monticello, KY 42633
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  /35

  $129,900

  • 2 Beds
  • 1 Bath
  • 1,155 Sq Ft

  16818 Highway 200, Monticello, KY 42633

  Country living at its core! This lovely farmhouse is sitting on 4.5 acres of both wooded and clear land. Inside you'll find 2 bedrooms, 1 bathroom and a large sunroom with oversized windows. All appliances including washer and dryer convey with the home. Outside there is a barn with hay loft, a multi-room shed, root cellar and beautiful shade trees. This property offers privacy and everything you

  Erica Nalle Weichert Realtors Ford Brothers, Inc.

  16818 Highway 200, Monticello, KY 42633
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  /8

  $54,900

  • Land
  • 1.75 Acres
  • $31,371 per Acre

  225 Lynne Dr Unit 28&29, Monticello, KY 42633

  Discover the perfect canvas for your dream home with these two adjoining building lots totaling 1.75 acres +\-(according to the PVA), ideally situated at 225 Lynne Drive in beautiful Monticello, Kentucky. Nestled just minutes from the breathtaking shores of Lake Cumberland, this property offers both the tranquility of nature and the convenience of nearby recreational activities. These spacious

  Jason Bertram Cardinal Realty & Auction LLC

  225 Lynne Dr Unit 28&29, Monticello, KY 42633
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  /18

  $249,900

  • Land
  • 82.19 Acres
  • $3,041 per Acre

  1796 Kentucky 167, Monticello, KY 42633

  Looking for some acreage to use how you wish, then take a look at this 82 acre tract. Approximately 10 acres are cleared and the remaining 72 acres are wooded. This would be an excellent spot to build your dream home, have horses or cattle or you could use it for hunting, four-wheeling, etc. The buyer can decide what to do with this " hard to find" acreage that is close into Monticello.

  H Allen Clark Access Realty & Auction

  1796 Kentucky 167, Monticello, KY 42633
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  /63

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  202 Gene Gray Rd, Monticello, KY 42633

  Escape to the country with this charming brick ranch situated on 15.74 unrestricted acres, located less than 10 miles from the city of Monticello. The home features an unfinished basement ready for your vision, while outside you'll find a 30x42 three-bay detached garage perfect for equipment, vehicles, or workshop needs. A classic barn adds to the property's functionality, making it ideal for

  Brandon Davis No Wake Real Estate

  202 Gene Gray Rd, Monticello, KY 42633
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  /47

  $150,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  641 Webster Spradlin Rd, Monticello, KY 42633

  Looking for a getaway on the beautiful Lake Cumberland? Check out this fully furnished Cozy home, with a back deck that overlooks Beaver Creak Marina with a year round lakeview, and includes a spacious wooded back yard. Sitting on 0.60 acres m/l this property has a spacious yard with wooded lot that completes the '+Lake Home in the Country ' feel. Perfect for a Vacation getaway or an investment

  Denver Eaton Re/Max Country Lakes

  641 Webster Spradlin Rd, Monticello, KY 42633
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  /9

  $99,900

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  11508 Kentucky 90, Monticello, KY 42633

  This 3 bedroom 1 bath home sits on 1/2 acres +/- and has a 1 car detached garage. A great fixer upper. Close to Lake Cumberland, schools, shopping & hospitals. This homne has great potential whether a 1st time homebuyer, airbnb, or investment to remodel to flip or rent! Dont miss out, schedule your showing today!!

  Kathy Stearns Coldwell Banker Legacy Group

  11508 Kentucky 90, Monticello, KY 42633
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  /17

  $550,000

  • 5 Beds
  • 4.5 Baths
  • 3,104 Sq Ft

  131 Dogwood Trail, Monticello, KY 42633

  You will love this immaculate 5 bedroom, 4.5 bath family home offering approximately 3,104 of finished square footage that is located in the Deer Run Subdivision. This home has so much to offer, spacious kitchen with stainless appliances, granite countertops, and an open flow for gatherings. Hardwood & tile flooring, living room with gas log fireplace, large den with storage, separate laundry

  Donna Roberts Access Realty & Auction

  131 Dogwood Trail, Monticello, KY 42633
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  /90

  $525,000

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

  1636 Green Hill Estates Rd, Monticello, KY 42633

  MOTIVATED SELLER - Says make an offer on this AIRBNB or full time living for this year round lake view home on Lake Cumberland!! Conveniently located between Somerset and Monticello, it boasts over 3800 sq ft of living space with breathtaking 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

  Gina Hill Lake Cumberland Real Estate Professionals

  1636 Green Hill Estates Rd, Monticello, KY 42633
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  /66

  $459,900

  • 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,

  Jill Ramsey CENTURY 21 Advantage Realty

  241 Perdue Rd, Monticello, KY 42633
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  /12

  $25,000

  • Land
  • 0.76 Acre
  • $32,895 per Acre

  Lot 95 Sandstone Point Trail, Monticello, KY 42633

  Build your dream home on this .76-acre lot in Sandstone Point, a gated community just 5 miles from Beaver Creek Marina. Community guidelines include a minimum 1,400 sq ft home size, no mobile homes or doublewides, and barndominiums with approval.Enjoy underground utilities, electric and water access, and a septic system to be installed when you build. The neighborhood offers a peaceful,

  Colton Flynn Keller Williams Commonwealth - Somerset

  Lot 95 Sandstone Point Trail, Monticello, KY 42633
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  /20

  $169,000

  • 3 Beds
  • 1 Bath
  • 1,189 Sq Ft

  135 Mary Linda Dr, Monticello, KY 42633

  Looking for a one level home that is located in Monticello, then call today to take a look at this home located in Appletree Park. The home is conveniently located close to medical offices, hospital, schools, and shopping. The one level brick home offers 3 bedrooms, 1 bath; eat in kitchen, nice appliances, taller ceilings with wood beams and laminate & vinyl flooring. Roof was replaced couple

  H Allen Clark Access Realty & Auction

  135 Mary Linda Dr, Monticello, KY 42633
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  /37

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  96 Big Beech Ln, Monticello, KY 42633

  Situated on one of Cumberland Ridge's most private lots very close to the lake you will find this adorable Craftsman cottage. With 3 Bedrooms/2 Baths it is just waiting for your great lake weekends to begin! Built by the owners in 1985, and enjoyed for 40 years this would be the perfect lake house for you to love for years to come! Well taken care of, this open floor plan provides the setting

  Jill Ramsey CENTURY 21 Advantage Realty

  96 Big Beech Ln, Monticello, KY 42633
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  /61

  $344,900

  • 5 Beds
  • 3 Baths
  • 2,640 Sq Ft

  568 Golden Pond Rd, Monticello, KY 42633

  Beautifully maintained income producing vacation rental (COMES FULLY FURNISHED) is a 5-bedroom, 3-bath home in the highly sought-after Golden Pond Resort community. This spacious 2,640 sq. ft. home sits on a .50+/- acre lot and offers the perfect Lake Cumberland lifestyle-ideal for vacation living, retirement, or short-term rental income. The open-concept main level features a large living and

  Dylan Jones Cardinal Realty & Auction LLC

  568 Golden Pond Rd, Monticello, KY 42633
• 

  

  /29

  $25,000

  • Land
  • 0.77 Acre
  • $32,468 per Acre

  62 Brittany Dr, Monticello, KY 42633

  Buildable Lots Near Lake Cumberland - Multiple Options!Located just minutes from Lake Cumberland and Ramsey's Point boat ramp, these prime lots offer the ideal location for your lake home or investment property. Choose from three different lot sizes with flexible purchase options to suit your needs. Enjoy quick access to boating, fishing, and outdoor recreation in one of Kentucky's most

  Brandon Davis No Wake Real Estate

  62 Brittany Dr, Monticello, KY 42633
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  /29

  $35,000

  • Land
  • 1.72 Acres
  • $20,349 per Acre

  61 Brittany Dr, Monticello, KY 42633

  Buildable Lots Near Lake Cumberland - Multiple Options!Located just minutes from Lake Cumberland and Ramsey's Point boat ramp, these prime lots offer the ideal location for your lake home or investment property. Choose from three different lot sizes with flexible purchase options to suit your needs. Enjoy quick access to boating, fishing, and outdoor recreation in one of Kentucky's most

  Brandon Davis No Wake Real Estate

  61 Brittany Dr, Monticello, KY 42633

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