Monticello, KY Homes

• 

  

  

  /46

  $169,500

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  342 Highway 1808, Monticello, KY 42633

  Welcome to 342 Highway 1808, Monticello, KY—a beautifully updated 3-bedroom, 1-bath home that is being sold fully furnished, making it truly move-in ready! Whether you're searching for a permanent residence, weekend getaway, or a profitable short-term rental, this property checks all the boxes. Ideally situated between Somerset and Monticello and just 7 miles from Conley Bottom Resort & Marina on

  Jason Bertram Weichert Realtors Ford Brothers, Inc.

  342 Highway 1808, Monticello, KY 42633
• 

  

  

  /43

  $60,000

  Sold Mar 27, 2026

  1032 Furnace Mountain Rd, Monticello, KY 42633

  • 4 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • Built 1986

  Last Sold Summary

  • 40% Below List Price
  • $39/SF
  • 90 Days On Market

  Last Listing Agent Dylan Jones Cardinal Realty & Auction LLC

  1032 Furnace Mountain Rd, Monticello, KY 42633
• 

  

  

  /37

  Est $165,888

  Not Listed For Sale

  243 Old Big Sinking School Rd, Monticello, KY 42633

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1976

  243 Old Big Sinking School Rd, Monticello, KY 42633

  Last Sold Summary

  • 2 Days On Market

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

  

  

  /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
• 

  

  

  /27

  $142,500

  Sold Jul 09, 2026

  197 Janes Ln, Monticello, KY 42633

  • 2 Beds
  • 2 Baths
  • 1,716 Sq Ft
  • Built 1998

  Last Sold Summary

  • $83/SF
  • 10 Days On Market

  Current Estimated Value $122,378

  Last Listing Agent H Allen Clark Access Realty & Auction

  197 Janes Ln, Monticello, KY 42633
• 

  

  /40

  Est $405,460

  Not Listed For Sale

  46 Pendleton Hollow Rd, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • Built 1992

  46 Pendleton Hollow Rd, Monticello, KY 42633

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent H Allen Clark Access Realty & Auction
• 

  

  /53

  $185,000

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  1115 Kentucky 167, Monticello, KY 42633

  This beautiful property offers a charming home set in a peaceful country setting with plenty of features to enjoy. The property includes a barn and silo, along with an additional property hookup that already has septic, water, and electric connections in place. The home sits on a permanent block foundation and has been updated with a new roof, new facias, gutters, and vinyl siding, adding both

  Mary Dotson CENTURY 21 Advantage Realty

  1115 Kentucky 167, Monticello, KY 42633
• 

  

  /68

  $460,000

  Sold May 08, 2026

  463 Indian Cave Subdivision, Monticello, KY 42633

  • 5 Beds
  • 3.5 Baths
  • 4,244 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Above List Price
  • $108/SF
  • 46 Days On Market

  Current Estimated Value $444,944

  Last Listing Agent HG Hickey III No Wake Real Estate

  463 Indian Cave Subdivision, Monticello, KY 42633
• 

  

  /28

  Est $89,369

  Not Listed For Sale

  326 Abbott Broadhurst Rd, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1995

  326 Abbott Broadhurst Rd, Monticello, KY 42633

  Last Sold Summary

  • 215 Days On Market

  Last Listing Agent Beverly Withers CENTURY 21 Advantage Realty
• 

  

  /96

  $1,275,000

  $50K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 7,809 Sq Ft

  510 Green Hill Estates Rd, Monticello, KY 42633

  Rare Opportunity! Welcome to this stunning custom built waterfront estate being sold with 6.5 acres (4.5 acres added since previously sold) with magnificent views overlooking Lake Cumberland! Built by custom builder Marshall Todd, this Colonial-inspired exterior with grand columns and classic brick architecture encapsulates the grandeur of southern Kentucky living. Situated on 6.5 acres with

  Morgan Harris Lake Cumberland Real Estate Professionals

  510 Green Hill Estates Rd, Monticello, KY 42633
• 

  

  /16

  $78,000

  Sold Feb 09, 2026

  780 Morris Hill Rd, Monticello, KY 42633

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft
  • Built 1995

  Last Sold Summary

  • 6% Below List Price
  • $139/SF
  • 10 Days On Market

  Current Estimated Value $85,647

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

  780 Morris Hill Rd, Monticello, KY 42633
• 

  

  /24

  Est $238,052

  Not Listed For Sale

  1064 Dodson Hollow Rd, Monticello, KY 42633

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1940

  1064 Dodson Hollow Rd, Monticello, KY 42633

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Chip Stephens South Fork Realty
• 

  

  /24

  $115,000

  $30K PRICE DROP

  Lot 128 Sandstone Point Trail, Monticello, KY 42633

  Located in Monticello, Ky on the edge of Lake Cumberland, is this beautiful 10.17 acres with NO RESTRICTIONS! Only 15 minutes away from Beaver Creek Marina! The developer has already installed underground water and electric right to the property! You would own nearly 600' of shoreline that touches the ''Corp of Engineers''. With minimal clearing efforts, you could have an absolutely breathtaking

  Drew Patton Weichert Realtors Ford Brothers, Inc.

  Lot 128 Sandstone Point Trail, Monticello, KY 42633
• 

  

  /25

  $112,000

  Sold Jul 27, 2026

  679A Bell Phipps Rd, Monticello, KY 42633

  • 3 Beds
  • 1 Bath
  • 1,728 Sq Ft
  • Built 1982

  Last Sold Summary

  • 13% Below List Price
  • $65/SF
  • 15 Days On Market

  Last Listing Agent HG Hickey III No Wake Real Estate

  679A Bell Phipps Rd, Monticello, KY 42633
• 

  

  /68

  Est $194,977

  Not Listed For Sale

  126 Kelley Lane Spann Hill Rd, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 994 Sq Ft
  • Built 1978

  126 Kelley Lane Spann Hill Rd, Monticello, KY 42633

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent John Fitzwater Weichert Realtors Ford Brothers, Inc.
• 

  

  /11

  $29,900

  Pending

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

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

  

  /48

  $215,000

  Sold Jun 01, 2026

  225 Lighthouse Rd, Monticello, KY NULL

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft
  • Built 2023

  Last Sold Summary

  • 14% Below List Price
  • $336/SF
  • 58 Days On Market

  Last Listing Agent Brandon Davis No Wake Real Estate

  225 Lighthouse Rd, Monticello, KY NULL
• 

  

  /10

  Est $182,242

  Not Listed For Sale

  2991 Highway 1275 S, Monticello, KY 42633

  • 3 Beds
  • 1 Bath
  • 1,128 Sq Ft
  • Built 1970

  2991 Highway 1275 S, Monticello, KY 42633

  Last Sold Summary

  • 118 Days On Market

  Last Listing Agent Darrell Lewis DIY Flat Fee.com
• 

  

  /38

  $274,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  269 Strawberry Rd, Monticello, KY 42633

  Discover the perfect blend of privacy and comfort with this 3- bedroom brick ranch home, nestled on 52 unrestricted wooded acres. Enjoy complete seclusion while still being just minutes away from Conley Bottom Marina and the beauty of Lake Cumberland. With both cleared and wooded land, this property is ideal for nature lovers and outdoor enthusiasts, offering abundant wildlife right at your

  Michael Hines Lake Cumberland Real Estate Professionals

  269 Strawberry Rd, Monticello, KY 42633
• 

  

  /37

  $186,000

  Sold Dec 02, 2025

  34 Webster Dr, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Below List Price
  • $118/SF
  • 16 Days On Market

  Current Estimated Value $195,725

  Last Listing Agent Isaiah Brake Re/Max Country Lakes

  34 Webster Dr, Monticello, KY 42633
• 

  

  /35

  Est $285,999

  Not Listed For Sale

  520 Kelley Ln, Monticello, KY 42633

  • 4 Beds
  • 3 Baths
  • 2,244 Sq Ft
  • Built 1994

  520 Kelley Ln, Monticello, KY 42633

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Lisa Lowe Re/Max Country Lakes
• 

  

  /124

  $774,900

  $40K PRICE DROP

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

  1166 Sandstone Point Trail, Monticello, KY 42633

  New price!! 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

  Vicki Hines Lake Cumberland Real Estate Professionals

  1166 Sandstone Point Trail, Monticello, KY 42633
• 

  

  /40

  $280,000

  Sold Oct 31, 2025

  398 Auction St, Monticello, KY 42633

  • 4 Beds
  • 3.5 Baths
  • 3,416 Sq Ft
  • Built 1979

  Last Sold Summary

  • 12% Below List Price
  • $82/SF
  • 51 Days On Market

  Current Estimated Value $310,776

  Last Listing Agent Hannah York Lake Cumberland Real Estate Professionals

  398 Auction St, Monticello, KY 42633
• 

  

  /39

  Est $210,897

  Not Listed For Sale

  59 Zollicoffer Estates Rd, Monticello, KY 42633

  • 3 Beds
  • 1 Bath
  • 1,352 Sq Ft
  • Built 1977

  59 Zollicoffer Estates Rd, Monticello, KY 42633

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Lisa Cooper Re/Max Country Lakes
• 

  

  /12

  $59,000

  Pending

  • Land
  • 6.88 Acres
  • $8,576 per Acre

  0 Shepperd Ln Unit 26018691, Monticello, KY 42633

  Escape to your own private slice of Kentucky paradise! This 6.88-acre wooded tract offers the perfect opportunity for a weekend getaway, hunting property, future cabin site, or peaceful retreat surrounded by nature. Tucked away in a quiet, secluded setting, you'll enjoy the privacy and tranquility of the countryside while still being less than 20 minutes from Conley Bottom Marina and beautiful

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

  0 Shepperd Ln Unit 26018691, Monticello, KY 42633
• 

  

  /38

  $225,000

  Sold Nov 25, 2025

  34 Francie Blvd, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Above List Price
  • $166/SF
  • 2 Days On Market

  Current Estimated Value $231,594

  Last Listing Agent Stephanie Todd CENTURY 21 Advantage Realty

  34 Francie Blvd, Monticello, KY 42633
• 

  

  /45

  Est $321,461

  Not Listed For Sale

  243 Millsprings Dr, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2005

  243 Millsprings Dr, Monticello, KY 42633

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Brandon Davis Weichert Realtors Ford Brothers, Inc.
• 

  

  /73

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,130 Sq Ft

  856 New Fall Creek Rd, Monticello, KY 42633

  Income-producing barndominium just 1 minute from New Fall Creek boat ramp and 7 minutes to Conley Bottom Marina. Featuring an open floor plan with soaring ceilings, 4 bedrooms, 3 baths, lake views, and a wraparound porch. Includes a 30x40 garage perfect for a boat and camper. Selling fully furnished and currently operating as a successful short-term rental with strong bookings in place.

  Brandon Davis No Wake Real Estate

  856 New Fall Creek Rd, Monticello, KY 42633
• 

  

  /14

  $59,900

  Sold Jan 12, 2026

  128 Kentucky 167, Monticello, KY 42633

  • 1 Bed
  • 1 Bath
  • 253 Sq Ft
  • Built 2020

  Last Sold Summary

  • 40% Below List Price
  • $237/SF
  • 149 Days On Market

  Current Estimated Value $74,897

  Last Listing Agent Brad Bigelow CENTURY 21 Advantage Realty

  128 Kentucky 167, Monticello, KY 42633
• 

  

  /44

  Est $324,751

  Not Listed For Sale

  169 Millsprings Dr, Monticello, KY 42633

  • 5 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • Built 2008

  169 Millsprings Dr, Monticello, KY 42633

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Isaiah Brake Cardinal Realty & Auction LLC
• 

  

  /29

  $195,000

  $35K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  362 Highway 3284, Monticello, KY 42633

  Absolutely Adorable 3BR/2BA Modern Home - Move-In Ready! Welcome to this charming and well-maintained 3-bedroom, 2-bath home that perfectly blends comfort and style. Built in 2005, this inviting property features beautiful laminate wood flooring and a spacious, modern kitchen complete with crisp white cabinetry—perfect for both everyday living and entertaining. Both bathrooms have been tastefully

  Millie King Weaver Keller Williams Bluegrass Realty - Lake Cumberland

  362 Highway 3284, Monticello, KY 42633
• 

  

  /23

  $198,000

  Sold Jul 09, 2026

  212 Virgil St, Monticello, KY 42633

  • 4 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • Built 1970

  Last Sold Summary

  • 17% Below List Price
  • $162/SF
  • 139 Days On Market

  Current Estimated Value $189,065

  Last Listing Agent Darlene Anderson America Realty

  212 Virgil St, Monticello, KY 42633
• 

  

  /33

  Est $174,441

  Not Listed For Sale

  471 Highway 1258, Monticello, KY 42633

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • Built 1974

  471 Highway 1258, Monticello, KY 42633

  Last Sold Summary

  • 357 Days On Market

  Last Listing Agent H Allen Clark Access Realty & Auction
• 

  

  /21

  $189,000

  $6K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  220 Webster Spradlin Rd, Monticello, KY 42633

  Nestled on a quiet street less than 1.5 miles from Beaver Creek Marina on beautiful Lake Cumberland, this well maintained home offers a perfect blend of comfort, convenience, and peaceful living. Whether you are looking for a full time residence or a relaxing getaway near the water, this property is ready to welcome you home. Home features 2 bedrooms, 1 bath, detached garage and concrete driveway

  Lyndon Parmley Neal Realty & Auction

  220 Webster Spradlin Rd, Monticello, KY 42633
• 

  

  /8

  $28,000

  Sold Apr 03, 2026

  Lots 18-22 Harmony Ln, Monticello, KY 42633

  • Land
  • 2.19 Acres
  • $12,785 per Acre

  Last Sold Summary

  • 44% Below List Price
  • 57 Days On Market

  Last Listing Agent Brad Bigelow CENTURY 21 Advantage Realty

  Lots 18-22 Harmony Ln, Monticello, KY 42633
• 

  

  /43

  Est $150,270

  Not Listed For Sale

  180 Highway 1258, Monticello, KY 42633

  • 2 Beds
  • 1 Bath
  • 1,368 Sq Ft
  • Built 1940

  180 Highway 1258, Monticello, KY 42633

  Last Sold Summary

  • 152 Days On Market

  Last Listing Agent Derek Morrow Weichert Realtors Ford Brothers, Inc.
• 

  

  /25

  $2,200,000

  • Land
  • 133 Acres
  • $16,541 per Acre

  8600 Kentucky 92, Monticello, KY 42633

  Premier Investment Opportunity - 133± Unrestricted Acres Adjacent to Beaver Creek Marina This property has never been on the market or offered until NOW!! Positioned directly surrounding Beaver Creek Marina, this 133± acre unrestricted tract presents a rare, high-upside opportunity for investors and marina ownership alike. This property offers immediate income potential combined with long-term

  Ashly Smith Lake Cumberland Real Estate Professionals

  8600 Kentucky 92, Monticello, KY 42633
• 

  

  /19

  $162,500

  Sold Jan 16, 2026

  1796 Kentucky 167, Monticello, KY 42633

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

  Last Sold Summary

  • 40% Below List Price
  • 105 Days On Market

  Last Listing Agent H Allen Clark Access Realty & Auction

  1796 Kentucky 167, Monticello, KY 42633
• 

  

  /29

  Est $172,113

  Not Listed For Sale

  54 Eastland Dr, Monticello, KY 42633

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1996

  54 Eastland Dr, Monticello, KY 42633

  Last Sold Summary

  • 71 Days On Market

  Last Listing Agent Isaiah Brake Cardinal Realty & Auction LLC
• 

  

  /13

  $6,900

  $18K PRICE DROP

  • Land
  • 1.09 Acres
  • $6,330 per Acre

  Lot 35 Sandstone Point Trail, Monticello, KY 42633

  It all starts with that perfect spot. Build your dream home on this 1.09 acre building lot perched above Lake Cumberland. Sandstone Point is a gated community 10 miles north of Monticello, KY. The resort is mostly being done in cottage/cabin styles for residential or vacation rentals. Think Gatlinburg. Only maybe 5 miles from Beaver Creek Marina. Despite being next to the lake and giving the

  Brad Bigelow CENTURY 21 Advantage Realty

  Lot 35 Sandstone Point Trail, Monticello, KY 42633

Showing Results 161 - 200, Page 5 of 18