Homes for Sale in 42633

• 

  

  

  /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
• 

  

  

  /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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  /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
• 

  

  

  /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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  /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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  /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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  /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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  /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
• 

  

  /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
• 

  

  /57

  $399,000

  • 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 filled

  HG Hickey III No Wake Real Estate

  8 Gehring Way, 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
• 

  

  /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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  /77

  $425,000

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

  1681 Ky-1568, Monticello, KY 42633

  MOTIVATED SELLERS! This newly updated 5 bed, 5 bath home sits on a full acre between Conley Bottom and Burnside—a prime spot for boating lovers and lake life dreamers. With gorgeous wood beams adding warmth and character, and a huge finished basement (potential 6th bedroom or your dream home office), there's room for everyone and then some. Some of the updates include new flooring, gutters, leaf

  Heather McCarty Lake Cumberland Real Estate Professionals

  1681 Ky-1568, Monticello, KY 42633
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  /94

  $275,900

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  507 Lockett St, Monticello, KY 42633

  Welcome to this beautifully maintained brick home that is located on Lockett Street in one of Monticello's well established neighborhoods. This 3 bedroom, 2 bath home offers a great layout for family and entertaining. Home offers one level living with a formal dining/ living room, family room and a large sun-room. A large kitchen with plenty of cabinets, stove top, built in oven, and eat in

  Donna Roberts Access Realty & Auction

  507 Lockett St, Monticello, KY 42633
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  /105

  $299,900

  • 3 Beds
  • 2.5 Baths
  • 2,038 Sq Ft

  290 Clubhouse Dr, Stearns, KY 42647

  Discover the charm of this beautifully remodeled historic Stearns home on prominent Clubhouse Drive, now available with seller financing. Showcasing exceptional curb appeal, this property welcomes you with a stunning new paver driveway,auto tree lighting circuit and lovely covered back patio offering great views.Inside,relax in the sunroom or cozy up in the living room by the fireplace.A separate

  Seth Burton Lake Cumberland Real Estate Professionals

  290 Clubhouse Dr, Stearns, KY 42647
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  /44

  $284,900

  • 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
• 

  

  /20

  $250,000 New Construction

  • 3 Beds
  • 3 Baths

  147 Lighthouse Rd, Monticello, KY 42633

  Unfinished barn-style home just 3 miles from Conley Bottom Marina. This property offers approx. 3,000 sq. ft. of living space ready to be finished to your specifications. The garage area features 20 ft. ceilings, two 12'x14' doors, and 60 ft. depth, large enough to accommodate boats, campers, or RVs of any size. Additional features include full RV hookup and a 10x10 storm shelter. Owner is

  Tod Bertram Weichert Realtors Ford Brothers, Inc.

  147 Lighthouse Rd, Monticello, KY 42633
• 

  

  /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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  /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
• 

  

  /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
• 

  

  /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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  /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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  /33

  $134,900

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft

  67 Bass Cir, Nancy, KY 42544

  Don't miss this like new 2 bedroom, 2 bath lake home nestled on a wooded lot in a desirable lake community with no restrictions. With 1,088 square feet of living space, this inviting manufactured home features beautiful cabinetry, stainless appliances, a cozy electric fireplace with built-in shelving, and a spacious walk-in closet. Relax and enjoy a seasonal lake view from your rear deck, just a

  Michael Hines Lake Cumberland Real Estate Professionals

  67 Bass Cir, Nancy, KY 42544
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  /34

  $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 Cardinal Realty & Auction LLC

  34 Webster Dr, Monticello, KY 42633
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  /38

  $200,000

  • 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

  Isaiah Brake Cardinal Realty & Auction LLC

  469 Mercer Dr, Monticello, KY 42633
• 

  

  /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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  /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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  /29

  $25,000

  • Land
  • 0.97 Acre
  • $25,773 per Acre

  26 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

  26 Brittany Dr, Monticello, KY 42633
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  /12

  $10,000

  • Land
  • 2.5 Acres
  • $4,000 per Acre

  9999 Old Zula Rd, Monticello, KY 42633

  This heavily wooded 2.5-acre lot is centrally located between your favorite spots for fishing, boating and hiking! Enjoy quick access to Highway 90 from this location, about 10 minutes west of Monticello. Drive 35 minutes to Dale Hollow Lake, Lake Cumberland's Grider Hill Marina, Conley Bottom Resort or Burnside Marina. Or enjoy breathtaking views of Otter Creek just a minute up the road, or 76

  Charlotte Ikerd Key Players Real Estate

  9999 Old Zula Rd, Monticello, KY 42633
• 

  

  /49

  $399,000

  • 8 Beds
  • 4 Baths
  • 2,688 Sq Ft

  175 Golden Pond Rd, Monticello, KY 42633

  This remarkable duplex in Golden Pond Resort offers proven short-term rental income (rental history available from the listing agent) and is located just minutes from Conley Bottom Marina and multiple private ramps. The upper level features 4 spacious bedrooms and 2 full bathrooms, while the lower level offers another 4 bedrooms and 2 full baths. Each unit has its own entrance and there is no

  Dylan Jones Cardinal Realty & Auction LLC

  175 Golden Pond Rd, Monticello, KY 42633
• 

  

  /19

  $149,900

  • 3 Beds
  • 1 Bath
  • 1,591 Sq Ft

  8459 Kentucky 90, Monticello, KY 42633

  Charming 3-Bedroom Home on 1.55 Acres- Prime Location Near Conley Bottom Marina on beautiful Lake Cumberland. Discover the potential in this cozy 3 bedroom, 1 bath home nestled on a spacious 1.55 acre-lot right off Highway 90, just before the turn to Conley Bottom Marina. Whether you're looking for a weekend retreat, a full-time residence, or an investment opportunity, this property

  James Wilson CENTURY 21 Advantage Realty

  8459 Kentucky 90, Monticello, KY 42633
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  /28

  $79,000

  • 1 Bed
  • 120 Sq Ft

  25 Cart Bell Ln, Monticello, KY 42633

  Rustic off-grid cabin tucked away on 2.89 +/-mostly wooded acres, just minutes from multiple Beaver Creek Resort. This secluded getaway offers peace and privacy, ideal for nature lovers, weekend adventurers, or those seeking a hunting retreat.The cabin does not currently have running water, but city water is available at the road, giving future owners flexibility to connect or keep it

  HG Hickey III No Wake Real Estate

  25 Cart Bell Ln, Monticello, KY 42633
• 

  

  /30

  $149,000

  • 2 Beds
  • 1 Bath
  • 1,800 Sq Ft

  504 S 1808 Hwy, Monticello, KY 42633

  This brick ranch style home boasts two bedrooms, living room, kitchen, large dining room, utility room, bathroom, sun room, large covered back deck, central heat and air and 2 car metal detached garage. Home sits on Lot 10 Hartland Subdivision. The owner was in the process of remodeling when he was relocated. With a little finish work this would make a very nice and

  Mark Neal Neal Realty & Auction

  504 S 1808 Hwy, Monticello, KY 42633
• 

  

  /68

  $645,900

  • 4 Beds
  • 3.5 Baths
  • 2,177 Sq Ft

  1560 Bell Phipps Rd, Monticello, KY 42633

  Square footage, garage and room count include primary residence and guesthouse. Guest house is currently rented or could be used as an Airbnb foradditional income. Located minutes from 2 concrete boat ramps on beautiful LakeCumberland and close to Beaver Creek Marina on 3 acres of secluded, woodedland.Primary residence features 12 ft. ceilings, crown molding, stained glass

  Farrah Dobbs Lake Cumberland Real Estate Professionals

  1560 Bell Phipps Rd, Monticello, KY 42633
• 

  

  /40

  $1,290,000

  9999 George Garner Rd, Monticello, KY 42633

  Rare opportunity to own the largest available tract on Lake Cumberland! This incredible 264.95-acre property offers unmatched privacy, breathtaking lake views, and endless potential. Build your dream home tucked within a forest of mixed hardwoods teeming with diverse wildlife. With approximately 3.5 miles of lake frontage and access to Beaver Creek, this property borders the Army Corps of

  Sallye Broyles RE/MAX LakeTime Realty

  9999 George Garner Rd, Monticello, KY 42633
• 

  

  /28

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  299 Mercer Dr, Monticello, KY 42633

  Welcome to this absolute dollhouse! This charming home offers 3 bedrooms and 2 bathrooms, nestled in the heart of town yet providing a sense of privacy. The master bedroom is conveniently located on the main floor, with updated flooring and a modern kitchen and bath enhancing the interior. Enjoy relaxing in the bonus sunroom or entertaining in the beautiful yard. Additional features include a

  Millie King Weaver Lake Cumberland Real Estate Professionals

  299 Mercer Dr, Monticello, KY 42633
• 

  

  /16

  $160,000

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  211 Hwy 1568, Monticello, KY 42633

  Investment Opportunity!Spacious 3-bedroom, 2.5-bath home featuring a large eat-in kitchen, a comfortable living room with a charming brick fireplace, and a separate family/entertainment room—perfect for relaxing or hosting. The property also includes a storage shed for added convenience.Offering excellent rental income potential or future value appreciation, this home is ideal for

  Monica Reed Godby Realty & Auction

  211 Hwy 1568, Monticello, KY 42633

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