Monticello, KY Homes

• 

  

  

  /36

  $164,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  130 Cherry St, Monticello, KY 42633

  BACK ON THE MARKET with no fault with the home. Check out this beauty!! ENERGY SAVER! Completely updated, with luxury laminate, this energy efficient home has very low winter electric bills. Home is built with many ecofriendly materials. New Water heater, New Hvac , two new windows, new range, microwave & dishwasher, 3 nice sized bedrooms with huge closets, large living room, bath, and kitchen

  

  Kathy Dick

  Premier Properties of Lake Cumberland, Inc.

  130 Cherry St, Monticello, KY 42633
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• 

  

  

  /39

  $195,000

  Sold Jul 20, 2026

  360 Hickory Hill Dr, Monticello, KY 42633

  • 4 Beds
  • 2 Baths
  • 2,060 Sq Ft
  • Built 1975

  Last Sold Summary

  • 18% Below List Price
  • $95/SF
  • 24 Days On Market

  Current Estimated Value $222,564

  Last Listing Agent Dylan Jones Re/Max Country Lakes

  360 Hickory Hill Dr, Monticello, KY 42633
• 

  

  

  /33

  Est $364,317

  Not Listed For Sale

  74 E Evelyn Ave, Monticello, KY 42633

  • 3 Beds
  • 3 Baths
  • 2,554 Sq Ft
  • Built 1960

  74 E Evelyn Ave, Monticello, KY 42633

  Last Sold Summary

  • 137 Days On Market

  Last Listing Agent Ronald Dunnington Mid America Realty & Auction LLC
• 

  

  

  /45

  $79,900

  $50K PRICE DROP Pending

  • 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 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 its

  

  Kendra Roark

  Weichert Realtors Ford Brothers, Inc.

  217 Ralph Troxell Rd, Monticello, KY 42633
• 

  

  

  /14

  $235,000

  Sold Jun 05, 2026

  9999 Acreyville Rd, Monticello, KY 42633

  • Land
  • 30 Acres
  • $7,833 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 0 Days On Market

  Last Listing Agent Charlotte Ikerd Key Players Real Estate

  9999 Acreyville Rd, Monticello, KY 42633
• 

  

  /10

  Est $261,402

  Not Listed For Sale

  125 Park Ave, Monticello, KY 42633

  • 2 Beds
  • 2 Baths
  • 2,264 Sq Ft
  • Built 1940

  125 Park Ave, Monticello, KY 42633

  Last Sold Summary

  • 116 Days On Market

  Last Listing Agent Vanessa Dunnington Mid America Realty & Auction LLC
• 

  

  /47

  $329,000

  $36K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,700 Sq Ft

  235 Golden Pond Rd, Monticello, KY 42633

  Welcome to your perfect getaway or full-time retreat in the highly desirable Golden Pond Resort area! This beautifully updated 4 bedroom, 3 full bathroom home offers the ideal blend of comfort, functionality, and proven income potential. Step inside to a spacious, open-concept layout featuring a warm and inviting living room with hardwood flooring and seamless flow into the kitchen and dining

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

  235 Golden Pond Rd, Monticello, KY 42633
• 

  

  /93

  $425,000

  Sold Jul 09, 2026

  1636 Green Hill Estates Rd, Monticello, KY 42633

  • 5 Beds
  • 3.5 Baths
  • 3,848 Sq Ft
  • Built 1990

  Last Sold Summary

  • 11% Below List Price
  • $110/SF
  • 8 Days On Market

  Current Estimated Value $421,130

  Last Listing Agent Gina Hill Lake Cumberland Real Estate Professionals

  1636 Green Hill Estates Rd, Monticello, KY 42633
• 

  

  /56

  Est $245,585

  Not Listed For Sale

  101 Park Ave, Monticello, KY 42633

  • 2 Beds
  • 2.5 Baths
  • 2,134 Sq Ft
  • Built 1950

  101 Park Ave, Monticello, KY 42633

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Karen Scalf Weichert Realtors Ford Brothers, Inc.
• 

  

  /57

  $439,900

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,486 Sq Ft

  114 Morrows Landing Rd, Monticello, KY 42633

  Completely reimagined from the ground up, this stunning 4-bedroom, 3-bathroom home blends modern luxury with quality craftsmanship in every detail. Taken down to the studs and rebuilt with exceptional attention to detail, this property offers the peace of mind of extensive structural and mechanical updates paired with high-end designer finishes throughout. Step inside to an expansive open-concept

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

  114 Morrows Landing Rd, Monticello, KY 42633
• 

  

  /33

  $204,000

  Sold Jun 11, 2026

  86 Pine St, Monticello, KY 42633

  • 4 Beds
  • 2 Baths
  • 1,803 Sq Ft
  • Built 1977

  Last Sold Summary

  • 9% Below List Price
  • $113/SF
  • 44 Days On Market

  Current Estimated Value $205,362

  Last Listing Agent Jason Bertram Weichert Realtors Ford Brothers, Inc.

  86 Pine St, Monticello, KY 42633
• 

  

  /15

  Est $184,275

  Not Listed For Sale

  167 Rankin Ln, Monticello, KY 42633

  • 3 Beds
  • 1.5 Baths
  • 1,148 Sq Ft
  • Built 1950

  167 Rankin Ln, Monticello, KY 42633

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Robert Corder CENTURY 21 Advantage Realty
• 

  

  /76

  $350,000

  • 2 Beds
  • 2.5 Baths

  75 Gap of the Ridge Rd, Monticello, KY 42633

  ONLINE ONLY ABSOLUTE AUCTION 75 Gap Of The Ridge Rd • Monticello, KY 42633 STARTS: THURSDAY • AUGUST 27 • 10AM EST ENDS: THURSDAY • SEPTEMBER 10 • 10AM EST OPEN HOUSE: THURSDAY • AUGUST 27 • 4-6PM EST PAYMENT PICKUP: SATURDAY • SEPTEMBER 12 • 9-1PM EST A charming 2 bedroom 2.5 bathroom home with approximately 2000 sq. ft of living space conveniently located between Monticello and Somerset, KY.

  Lee Amonett Amonett's Eagle Auction & Realty, LLC

  75 Gap of the Ridge Rd, Monticello, KY 42633
• 

  

  /29

  $175,000

  Sold May 01, 2026

  1692 Sandstone Point Trail, Monticello, KY 42633

  • Land
  • 10.25 Acres
  • $17,073 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 7 Days On Market

  Last Listing Agent Brandon Davis No Wake Real Estate

  1692 Sandstone Point Trail, Monticello, KY 42633
• 

  

  /48

  Est $255,869

  Not Listed For Sale

  127 Kendrick Ave, Monticello, KY 42633

  • 2 Beds
  • 2.5 Baths
  • 2,066 Sq Ft
  • Built 1909

  127 Kendrick Ave, Monticello, KY 42633

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent The Millie - Millie Weaver Keller Williams Bluegrass Realty - Lake Cumberland
• 

  

  /38

  $348,000

  Pending

  • Land
  • 278.19 Acres
  • $1,251 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
• 

  

  /13

  $55,000

  Sold Mar 31, 2026

  Phase 2, 9 Lighthouse Estates, Monticello, KY 42633

  • Land
  • 25,700 Sq Ft
  • $93,220 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 261 Days On Market

  Last Listing Agent Tod Bertram Weichert Realtors Ford Brothers, Inc.

  Phase 2, 9 Lighthouse Estates, Monticello, KY 42633
• 

  

  /43

  Est $218,995

  Not Listed For Sale

  186 Homestead Ln, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Built 1960

  186 Homestead Ln, Monticello, KY 42633

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent HG Hickey III No Wake Real Estate
• 

  

  /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
• 

  

  /39

  $140,000

  Sold May 20, 2026

  38 Wells Ct, Monticello, KY 42633

  • 3 Beds
  • 1 Bath
  • 1,081 Sq Ft
  • Built 1979

  Last Sold Summary

  • 15% Below List Price
  • $130/SF
  • 26 Days On Market

  Current Estimated Value $137,066

  Last Listing Agent Donna Roberts Access Realty & Auction

  38 Wells Ct, Monticello, KY 42633
• 

  

  /42

  Est $290,081

  Not Listed For Sale

  353 Lockett St, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft
  • Built 2009

  353 Lockett St, Monticello, KY 42633

  Last Sold Summary

  • 208 Days On Market

  Last Listing Agent Dylan Jones Cardinal Realty & Auction LLC
• 

  

  /35

  $3,870,000

  $630K PRICE DROP

  21 Clubhouse Dr, Monticello, KY 42633

  Welcome to Fox Chase, a premier Lake Cumberland area development offering an exceptional turnkey residential investment with immediate revenue potential and substantial long-term upside. Encompassing approximately 342± acres, the property includes 70 fully developed, shovel-ready lots averaging approximately one acre in size, together with 272± contiguous acres positioned for future expansion and

  Patrick Doyle Hayden Outdoors Real Estate

  21 Clubhouse Dr, Monticello, KY 42633
• 

  

  /16

  $90,000

  Sold Feb 20, 2026

  211 Hwy 1568, Monticello, KY 42633

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 1980

  Last Sold Summary

  • 44% Below List Price
  • $32/SF
  • 37 Days On Market

  Last Listing Agent Monica Reardon Godby Realty & Auction

  211 Hwy 1568, Monticello, KY 42633
• 

  

  /80

  Est $206,562

  Not Listed For Sale

  489 Limestone St, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Built 1979

  489 Limestone St, Monticello, KY 42633

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Lisa Cooper Re/Max Country Lakes
• 

  

  /22

  $1,975,000

  01 Clubhouse Dr, Monticello, KY 42633

  Welcome to Fox Chase Estate, a premier Lake Cumberland area development offering an exceptional turnkey residential investment with immediate revenue potential and substantial long-term upside. This property includes 70+/- fully developed, shovel-ready lots averaging approximately one acre in size, complete with road infrastructure and utilities already in place.70+/- acres Multiple homesites are

  Patrick Doyle Hayden Outdoors Real Estate

  01 Clubhouse Dr, Monticello, KY 42633
• 

  

  /30

  $44,000

  Sold Feb 28, 2026

  90 Jenkins St, Monticello, KY 42633

  • 3 Beds
  • 1 Bath
  • 592 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Below List Price
  • $74/SF
  • 42 Days On Market

  Current Estimated Value $84,084

  Last Listing Agent Barry Cooper Re/Max Country Lakes

  90 Jenkins St, Monticello, KY 42633
• 

  

  /38

  Est $207,244

  Not Listed For Sale

  21 N Gregory St, Monticello, KY 42633

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1948

  21 N Gregory St, Monticello, KY 42633

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Donna Burdine America Realty
• 

  

  /38

  $311,550

  $30K PRICE DROP Pending

  • Land
  • 201.15 Acres
  • $1,549 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
• 

  

  /14

  $37,000

  Sold Aug 25, 2025

  Lot 60 Hickory Point Dr, Monticello, KY 42633

  • Land
  • 2.46 Acres
  • $15,041 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 3 Days On Market

  Last Listing Agent Morgan Harris Lake Cumberland Real Estate Professionals

  Lot 60 Hickory Point Dr, Monticello, KY 42633
• 

  

  /34

  Est $138,856

  Not Listed For Sale

  65 Adair St, Monticello, KY 42633

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft
  • Built 1964

  65 Adair St, Monticello, KY 42633

  Last Sold Summary

  • 78 Days On Market

  Last Listing Agent Dylan Jones Cardinal Realty & Auction LLC
• 

  

  /50

  $850,000

  $149K PRICE DROP Pending

  • 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
• 

  

  /7

  $60,000

  Sold Jan 23, 2026

  Lot 4/5 Morris Hill Rd, Monticello, KY 42633

  • Land
  • 11.37 Acres
  • $5,277 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 68 Days On Market

  Last Listing Agent Kendra Roark Weichert Realtors Ford Brothers, Inc.

  Lot 4/5 Morris Hill Rd, Monticello, KY 42633
• 

  

  /18

  Est $103,373

  Not Listed For Sale

  225 Fairview Ave, Monticello, KY 42633

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1963

  225 Fairview Ave, Monticello, KY 42633

  Last Sold Summary

  • 96 Days On Market

  Last Listing Agent Rick Szaks Lincoln Real Estate
• 

  

  /82

  $525,000

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft

  868 Ky-1258, Monticello, KY 42633

  Discover the charm of country living with this beautiful brick ranch home nestled on 10 gorgeous unrestricted acres, perfect for horses and cattle. Step inside to be greeted by 3 bedrooms and 3 full baths, hardwood floors throughout and a nice kitchen equiipped with stainless steel appliances, an island bar and a welcoming dining area-- perfect for family meals and entertaining guests. The

  Michael Hines Lake Cumberland Real Estate Professionals

  868 Ky-1258, Monticello, KY 42633
• 

  

  /37

  $170,000

  Sold Jul 17, 2026

  20 Maryland Ave, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1968

  Last Sold Summary

  • 26% Below List Price
  • $125/SF
  • 5 Days On Market

  Current Estimated Value $188,884

  Last Listing Agent Nelson Weaver Lake Cumberland Real Estate Professionals

  20 Maryland Ave, Monticello, KY 42633
• 

  

  /5

  Est $44,215

  Not Listed For Sale

  259 Homestead Ln, Monticello, KY 42633

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft
  • Built 1950

  259 Homestead Ln, Monticello, KY 42633

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent HG Hickey III No Wake Real Estate
• 

  

  /36

  $329,900

  $70K PRICE DROP

  • 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 20.14+/- 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
• 

  

  /18

  $180,000

  Sold Apr 23, 2026

  9370 Hwy 1275 N Hwy, Monticello, KY 42633

  • 4 Beds
  • 1 Bath
  • 1,266 Sq Ft
  • Built 1951

  Last Sold Summary

  • 10% Below List Price
  • $142/SF
  • 23 Days On Market

  Current Estimated Value $181,524

  Last Listing Agent Tod Bertram Weichert Realtors Ford Brothers, Inc.

  9370 Hwy 1275 N Hwy, Monticello, KY 42633
• 

  

  /4

  Est $61,325

  Not Listed For Sale

  97 Ridgewood Ave, Monticello, KY 42633

  • 2 Beds
  • Built 1947

  97 Ridgewood Ave, Monticello, KY 42633

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Isaiah Brake Re/Max Country Lakes
• 

  

  /88

  $1,299,000

  $101K PRICE DROP

  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

Showing Results 41 - 80, Page 2 of 18