Monticello, KY Homes

• 

  

  

  /6

  $20,900

  • Land
  • 2.36 Acres
  • $8,856 per Acre

  200 Upchurch Dr, Monticello, KY 42633

  2+ Acre Secluded Property Within City Limits A rare find within city limits-this 2.36-acre wooded property offers seclusion, space, and convenience all in one. Enjoy the privacy of a natural setting while still benefiting from city access and services. With road frontage and a peaceful wooded landscape, this property is perfect for building your dream home or creating a private escape without

  Alec Quetone Lake Cumberland Real Estate Professionals

  200 Upchurch Dr, Monticello, KY 42633
• 

  

  

  /62

  $392,677

  Sold Oct 03, 2025

  00 Arthur Rd, Monticello, KY 42633

  Last Sold Summary

  • 40% Below List Price
  • 122 Days On Market

  Last Listing Agent Matthew Fouch Keller Williams Commonwealth - Somerset

  00 Arthur Rd, Monticello, KY 42633
• 

  

  

  /4

  Not Listed For Sale

  350 Clear Sky Way, Monticello, KY 42633

  350 Clear Sky Way, Monticello, KY 42633

  Last Sold Summary

  • 7 Days On Market
• 

  

  

  /11

  $29,900

  • Land
  • 25,264 Sq Ft
  • $51,552 per Acre

  Lot 10 Phase 2 Stearns Hollow Rd, Monticello, KY 42633

  Discover the perfect blend of freedom, convenience, and outdoor recreation with this exceptional unrestricted lot just 2 miles from Safe Harbor Beaver Creek on beautiful Lake Cumberland. Ideally located near one of the area's most popular marinas known for its access to countless coves, boating, and water activities, this property offers endless possibilities whether you're looking for a weekend

  Tod Bertram Weichert Realtors Ford Brothers, Inc.

  Lot 10 Phase 2 Stearns Hollow Rd, Monticello, KY 42633
• 

  

  

  /38

  $65,000

  Sold Apr 16, 2026

  200 Monticello Rd, Monticello, KY 42633

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1966

  Last Sold Summary

  • 13% Below List Price
  • $62/SF
  • 42 Days On Market

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

  200 Monticello Rd, Monticello, KY 42633
• 

  

  /6

  Not Listed For Sale

  34 Rolling Acres Dr, Monticello, KY 42633

  34 Rolling Acres Dr, Monticello, KY 42633

  Last Sold Summary

  • 22 Days On Market
• 

  

  /3

  $16,000

  • Land
  • 2.1 Acres
  • $7,619 per Acre

  133 W Willow Point Rd Unit 133, Monticello, KY 42633

  Discover the perfect canvas for your dream getaway on this peaceful 2.1-acre parcel nestled on a scenic hilltop within a gated community. Partially cleared and ready for your vision, this remote lot offers the rare combination of seclusion and convenience with electric and water already available at the site. Underground utilities and low property taxes enhance the living experience. Enjoy the

  Cheryl Harney Keller Williams Commonwealth - Somerset

  133 W Willow Point Rd Unit 133, Monticello, KY 42633
• 

  

  /22

  $45,000

  Sold May 14, 2026

  497 Old Bethel Rd, Monticello, KY 42633

  • Land
  • 5.29 Acres
  • $8,507 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 28 Days On Market

  Last Listing Agent Donna Roberts Access Realty & Auction

  497 Old Bethel Rd, Monticello, KY 42633
• 

  

  /47

  Not Listed For Sale

  160 Swifton Dr, Monticello, KY 42633

  • 4 Beds
  • 3.5 Baths
  • 3,189 Sq Ft

  160 Swifton Dr, Monticello, KY 42633

  Last Sold Summary

  • 29 Days On Market
• 

  

  /80

  $489,000

  $6K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 3,942 Sq Ft

  575 Sunset Blvd, Monticello, KY 42633

  Welcome to this impressive in-town property on Sunset Blvd offering nearly 4,000± sq ft of well-designed living space on a level 0.97± acre lot—an increasingly rare combination of space, functionality, and convenience in today's market. From the moment you step inside, the home sets itself apart with a grand entry and soaring ceilings that create an open, upscale feel throughout the main living

  Dylan Jones Re/Max Country Lakes

  575 Sunset Blvd, Monticello, KY 42633
• 

  

  /23

  $168,000

  Sold Oct 10, 2025

  9356 Hwy 1275 N, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2008

  Last Sold Summary

  • 7% Below List Price
  • $147/SF
  • 45 Days On Market

  Current Estimated Value $170,239

  Last Listing Agent Preston Brainard eXp Realty, LLC

  9356 Hwy 1275 N, Monticello, KY 42633
• 

  

  /9

  Not Listed For Sale

  10 Carters Dock Rd, Monticello, KY 42633

  10 Carters Dock Rd, Monticello, KY 42633

  Last Sold Summary

  • 6 Days On Market
• 

  

  /20

  $129,900

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  12 Maple St, Monticello, KY 42633

  Charming and affordable vinyl home on one level with features that include a spacious Living Room, Eat-in kitchen with dining area, 2 bedrooms, Full bath has tub/shower combo, and a Laundry Room. All appliances convey with the property including refrigerator, self-cleaning range, washer and dryer. The property is situated on a 0.16 corner lot, and has a nice level back yard perfect for growing a

  Lisa Lowe Re/Max Country Lakes

  12 Maple St, Monticello, KY 42633
• 

  

  /45

  $297,500

  Sold Jul 18, 2025

  611 Golden Pond Rd, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $219/SF
  • 37 Days On Market

  Current Estimated Value $323,537

  Last Listing Agent Dylan Jones Cardinal Realty & Auction LLC

  611 Golden Pond Rd, Monticello, KY 42633
• 

  

  /6

  Not Listed For Sale

  9 Carters Dock Rd, Monticello, KY 42633

  9 Carters Dock Rd, Monticello, KY 42633

  Last Sold Summary

  • 6 Days On Market
• 

  

  /28

  $239,900

  $5K PRICE DROP Pending

  • 5 Beds
  • 2 Baths
  • 2,366 Sq Ft

  9663 HWY 200 E Old Monticello Rd, Monticello, KY 42633

  MORE PICTURES TO COME!! Nestled in the serene rolling hills of Monticello, Kentucky, this 5 bedroom, 2 bath home offers a perfect blend of country charm and modern comfort.Step inside to discover a warm and inviting interior. The open kitchen features ample cabinetry and monern appliances. Five generously sized bedrooms provide plenty of space for relaxation and restful nights. Outside, enjoy the

  Vicki Bland Walker Realty

  9663 HWY 200 E Old Monticello Rd, Monticello, KY 42633
• 

  

  /13

  $45,000

  Sold Mar 31, 2026

  Phase 2, 10 Lighthouse Estates, Monticello, KY 42633

  • Land
  • 26,571 Sq Ft
  • $73,770 per Acre

  Last Sold Summary

  • 31% Below List Price
  • 267 Days On Market

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

  Phase 2, 10 Lighthouse Estates, Monticello, KY 42633
• 

  

  /7

  Not Listed For Sale

  8 Carters Dock Rd, Monticello, KY 42633

  8 Carters Dock Rd, Monticello, KY 42633

  Last Sold Summary

  • 178 Days On Market
• 

  

  /50

  $599,000

  • Land
  • 20.02 Acres
  • $29,920 per Acre

  2301 Kentucky 92, Monticello, KY 42633

  ±20.02 acres of prime pastureland with stunning farm and mountain views. Fully fenced, gated, and ready for horses or livestock. Featuring a massive 60x70 garage with 14' doors for large equipment, plus four livestock shelters already in place. A perfect blend of open pasture and scattered woods with no restrictions, ideal for your dream farmhouse. Call for sizes of buildings and with any

  Brandon Davis No Wake Real Estate

  2301 Kentucky 92, Monticello, KY 42633
• 

  

  /51

  $47,500

  Sold May 11, 2026

  481 Buffalo Trace Rd, Monticello, KY 42633

  • Land
  • 1.29 Acres
  • $36,850 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 313 Days On Market

  Last Listing Agent Brandon Davis No Wake Real Estate

  481 Buffalo Trace Rd, Monticello, KY 42633
• 

  

  /8

  Not Listed For Sale

  6 Carters Dock Rd, Monticello, KY 42633

  6 Carters Dock Rd, Monticello, KY 42633

  Last Sold Summary

  • 328 Days On Market
• 

  

  /51

  $39,899

  • Land
  • 27,878 Sq Ft
  • $62,342 per Acre

  475 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

  475 Buffalo Trace Rd, Monticello, KY 42633
• 

  

  /8

  $16,500

  Sold Mar 13, 2026

  6310 Hwy 200, Monticello, KY 42633

  • Land
  • 5.99 Acres
  • $2,755 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 53 Days On Market

  Last Listing Agent Denver Eaton Re/Max Country Lakes

  6310 Hwy 200, Monticello, KY 42633
• 

  

  /6

  Not Listed For Sale

  5 Carters Dock Rd, Monticello, KY 42633

  5 Carters Dock Rd, Monticello, KY 42633

  Last Sold Summary

  • 287 Days On Market
• 

  

  /12

  $29,900

  • Land
  • 25,264 Sq Ft
  • $51,552 per Acre

  Lot 11 Phase 2 Stearns Hollow Rd, Monticello, KY 42633

  Discover the perfect blend of freedom, convenience, and outdoor recreation with this exceptional unrestricted lot just 2 miles from Safe Harbor Beaver Creek on beautiful Lake Cumberland. Ideally located near one of the area's most popular marinas known for its access to countless coves, boating, and water activities, this property offers endless possibilities whether you're looking for a weekend

  Tod Bertram Weichert Realtors Ford Brothers, Inc.

  Lot 11 Phase 2 Stearns Hollow Rd, Monticello, KY 42633
• 

  

  /33

  $75,000

  Sold Apr 24, 2026

  58 Cart Bell Ridge Rd, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1999

  Last Sold Summary

  • 46% Below List Price
  • $62/SF
  • 9 Days On Market

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

  58 Cart Bell Ridge Rd, Monticello, KY 42633
• 

  

  /23

  Not Listed For Sale

  022 Highway 789, Monticello, KY 42633

  022 Highway 789, Monticello, KY 42633

  Last Sold Summary

  • 20 Days On Market
• 

  

  /11

  $26,900

  • Land
  • 25,264 Sq Ft
  • $46,379 per Acre

  Lot 9 Phase 2 Stearns Hollow Rd, Monticello, KY 42633

  Discover the perfect blend of freedom, convenience, and outdoor recreation with this exceptional unrestricted lot just 2 miles from Safe Harbor Beaver Creek on beautiful Lake Cumberland. Ideally located near one of the area's most popular marinas known for its access to countless coves, boating, and water activities, this property offers endless possibilities whether you're looking for a weekend

  Tod Bertram Weichert Realtors Ford Brothers, Inc.

  Lot 9 Phase 2 Stearns Hollow Rd, Monticello, KY 42633
• 

  

  /19

  $14,250

  Sold Oct 30, 2025

  132 Deerview Dr, Monticello, KY 42633

  • Land
  • 1.23 Acres
  • $11,585 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 140 Days On Market

  Last Listing Agent Brandon Davis No Wake Real Estate

  132 Deerview Dr, Monticello, KY 42633
• 

  

  /29

  Not Listed For Sale

  244 Clear Sky Way, Monticello, KY 42633

  • 6 Beds
  • 4 Baths
  • 2,400 Sq Ft
  • Built 2023

  244 Clear Sky Way, Monticello, KY 42633

  Last Sold Summary

  • 47 Days On Market
• 

  

  /5

  $19,900

  • Land
  • 1.46 Acres
  • $13,630 per Acre

  22 Cumberland Crossing, Monticello, KY 42633

  Spacious, almost an acre and a half lot. If you enjoy hiking, it is a short hike down to the lake. Plus it is close to several ramps for easy lake access. Lots of privacy! Few neighbors, underground utilities and a low tax rate make this a highly desirable property. Think Gatlinburg without the crowds!! Restrictions are minor, 1500 sq ft minimum- no mobile homes or campers, no junk cars, no

  Brad Bigelow CENTURY 21 Advantage Realty

  22 Cumberland Crossing, Monticello, KY 42633
• 

  

  /21

  $21,000

  Sold Jun 01, 2026

  618 Fall Cir, Monticello, KY 42633

  • Land
  • 1.83 Acres
  • $11,475 per Acre

  Last Sold Summary

  • 36% Below List Price
  • 365 Days On Market

  Last Listing Agent Brandon Davis No Wake Real Estate

  618 Fall Cir, Monticello, KY 42633
• 

  

  /29

  Not Listed For Sale

  302 Clear Sky Way, Monticello, KY 42633

  • 6 Beds
  • 4 Baths
  • 2,400 Sq Ft
  • Built 2023

  302 Clear Sky Way, Monticello, KY 42633

  Last Sold Summary

  • 47 Days On Market
• 

  

  /112

  $899,900

  $100K PRICE DROP

  • 8 Beds
  • 8 Baths
  • 6,835 Sq Ft

  97 Black Walnut Ln, Monticello, KY 42633

  Panoramic Lake Cumberland Views!! Custom Waterfront Home offering 8BR's 8BA's Rare opportunity to own a one-of-a-kind, custom-built waterfront home with breathtaking main channel views of Lake Cumberland. This 2-owner property offers the perfect lakeside retreat, comfortably accommodating up to 21 guests, making it ideal for family gatherings, entertaining, or a private getaway. Designed for both

  Millie King Weaver Keller Williams Bluegrass Realty - Lake Cumberland

  97 Black Walnut Ln, Monticello, KY 42633
• 

  /2

  $130,000

  Sold Jun 01, 2026

  250 Ramsey St, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 2003

  Last Sold Summary

  • 13% Below List Price
  • $107/SF
  • 0 Days On Market

  Last Listing Agent Null Non-Member Non-Member Office

  250 Ramsey St, Monticello, KY 42633
• 

  

  /34

  Est $65,198

  Not Listed For Sale

  240 Dogwood Ln, Monticello, KY 42633

  240 Dogwood Ln, Monticello, KY 42633

  Last Sold Summary

  • 14 Days On Market
• 

  

  /29

  $28,000

  $7K PRICE DROP

  • Land
  • 1.72 Acres
  • $16,279 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
• 

  

  /21

  $155,000

  Sold Mar 02, 2026

  222 Cedar Bluff Ridge Rd, Monticello, KY 42633

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft
  • Built 1985

  Last Sold Summary

  • 11% Below List Price
  • $310/SF
  • 5 Days On Market

  Current Estimated Value $150,517

  Last Listing Agent Colton Flynn Keller Williams Commonwealth - Somerset

  222 Cedar Bluff Ridge Rd, Monticello, KY 42633
• 

  

  /11

  Not Listed For Sale

  11 Allusive Ave, Monticello, KY 42633

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 2021

  11 Allusive Ave, Monticello, KY 42633

  Last Sold Summary

  • 29 Days On Market
• 

  

  /31

  $210,000

  • 2 Beds
  • 1 Bath
  • 849 Sq Ft

  378 Beaver Creek Lodge Rd, Monticello, KY 42633

  Lake Home-Personal retreat or income opportunity. Enjoy the best of lake living with this updated, fully furnished home-perfect for personal use or as an income producing property. Located minutes away from Safe Harbor Beaver Creek Marina. Move-in ready and offers convenience and comfort. Perfect back area with a newly built deck for entertaining. You do not want to miss out on this!

  Stephanie Hall Coldwell Banker Legacy Group

  378 Beaver Creek Lodge Rd, Monticello, KY 42633

Showing Results 481 - 520, Page 13 of 18