Monticello, KY Houses for Sale

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  /55

  $299,900

  • 5 Beds
  • 2 Baths
  • 2,821 Sq Ft

  675 Indian Cave Subdivision, Monticello, KY 42633

  Lake Lovers' Dream Home - Just Minutes from Conley Bottom Marina! Escape to this spacious 5-bedroom, 2-bath cabin, perfectly nestled on 1.36 picturesque acres surrounded by mature trees. Whether you're looking for a vacation retreat, a family getaway, or a permanent residence, this beautifully updated home is ready to impress! Enjoy the warmth of two cozy gas fireplaces, including a handcrafted

  

  Jessica Vincent

  CENTURY 21 Advantage Realty

  (606) 617-9116

  675 Indian Cave Subdivision, Monticello, KY 42633
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  /30

  $224,900

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

  274 Worsham Ln, Monticello, KY 42633

  Beautifully Remodeled Ranch Home in Monticello!Step into this charming 3-bedroom, 2-bathroom Ranch, nestled on nearly an acre with stunning countryside views, all while being in the heart of Monticello.Key Features:Modern Kitchen: Enjoy new black pearl granite countertops and waterproof laminate flooring.Stylish Upgrades: Fresh paint, newer double-pane windows,

  

  Patricia Nadim

  CENTURY 21 Advantage Realty

  (606) 721-1704

  274 Worsham Ln, Monticello, KY 42633
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  /106

  $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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  /57

  $264,900

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

  144 Waymont Dr, Monticello, KY 42633

  Looking for a property in Monticello with a single level ranch home, an additional detached garage and 2 acres? Come and see this property that might just be the right fit for you. This beautiful home has been extremely well cared for and maintained by the current owners and will be a great fit for the right individual. Offering a spacious master suite complete with walk in closet, full

  Matthew Fouch Keller Williams Commonwealth - Somerset

  144 Waymont Dr, Monticello, KY 42633
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  /50

  $1,150,000

  • 10 Beds
  • 9 Baths

  597 Lost Hollow Rd, Monticello, KY 42633

  Tucked away down a long, isolated gravel driveway that winds through Kentucky's finest timberland, this extraordinary property offers unparalleled peace and privacy. The drive runs parallel to a pristine, clear mountain streampure enough to drinksetting the tone for the serenity that awaits. At the end of this private path, you’ll discover an expansive, fully furnished country home perched

  Billy Hackworth Hayden Outdoors

  597 Lost Hollow Rd, Monticello, KY 42633
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  /28

  $299,900

  • 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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  /57

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,990 Sq Ft

  43 Farmington Ave, Monticello, KY 42633

  Beautifully well-maintained brick home, conveniently located between Somerset and Monticello, just off State Hwy 90. This brick ranch offers one level living at its finest! Home offers 3 spacious bedrooms 2 baths, two family room areas, dining kitchen combo, attached 2 car garage and detached 16x24 shop/garage. Situated on an approx 1/2 acre lot, the property offers nice lawn with mature trees,

  Kelly Latham RE/MAX Country Living

  43 Farmington Ave, Monticello, KY 42633
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  /51

  $239,900

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

  131 Lloyd St, Monticello, KY 42633

  Solid, spacious, and full of potential—this well-built 4BR/2BA home in the Monticello city limits has only had one family live in it since being custom-built in 1981 by a respected local builder. Featuring a generous kitchen, cozy family room with a brick fireplace, first-floor laundry/mudroom (with exterior entrance), lots of closet space, new windows, and updated interior paint. The attached

  Hannah York Lake Cumberland Real Estate Professionals

  131 Lloyd St, Monticello, KY 42633
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  /2

  $550,000

  • 4 Beds
  • 4 Baths
  • 5,389 Sq Ft

  7494 W Highway 90, Monticello, KY 42633

  This stunning executive home offers the perfect blend of luxury and comfort, nestled on approximately 1.35 acres just minutes from both Conley Bottom and Dale Hollow Lake—ideal for those who love lake living and serene surroundings.Featuring 4 spacious bedrooms and 4 full bathrooms, this home provides ample space for family and guests. Gorgeous hardwood floors flow throughout the main

  Ronald Shaw Weichert Realtors Ford Brothers, Inc.

  7494 W Highway 90, Monticello, KY 42633
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  /37

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  202 Willa Dr, Monticello, KY 42633

  Charming 3-Bedroom Home Minutes from Beaver Creek Resort!This beautifully maintained, newly renovated, 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location. Situated just minutes from Beaver Creek Resort, you'll enjoy all-season recreation right at your doorstep. Step inside to find a spacious open-concept layout featuring custom cabinetry, tasteful finishes,

  HG Hickey III No Wake Real Estate

  202 Willa Dr, Monticello, KY 42633
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  /112

  $550,000

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

  1636 Green Hill Estates Rd, Monticello, KY 42633

  AIRBNB or full time living at 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 privacy between your cozy living room and your

  Gina Hill Lake Cumberland Real Estate Professionals

  1636 Green Hill Estates Rd, Monticello, KY 42633
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  /58

  $389,000

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

  369 Allison Dr, Monticello, KY 42633

  WELCOME to Allison Drive Hilltop Hideaway! As you drive past the gate and down the hill you'll feel it in the air; a sense of peace and tranquility as you leave the world behind. Surrounded by beautiful trees and warm sunshine,on the left your lake house is waiting for you. Take your shoes off and relax, you're home now. Settle in on the huge screened in porch,the perfect place to relax and

  Sylvia Ferrell Lake Cumberland Real Estate Professionals

  369 Allison Dr, Monticello, KY 42633
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  /39

  $239,900

  • 3 Beds
  • 3 Baths
  • 3,044 Sq Ft

  665 Highway 2393, Monticello, KY 42633

  This is one of a kind, a larger home that is located around 8.5 miles from Monticello, 1 mile from F&T Lake or 2.8 miles from Conley Bottom. Home features 3 beds and 3 baths and has approximately 3044 sq ft of finished floor space. Full basement with a garage and large work area that has air and electric. Home is located on 2.26 acres and has a covered area for vehicles and storage area. In

  Donna Roberts Access Realty & Auction

  665 Highway 2393, Monticello, KY 42633
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  /44

  $294,900

  • 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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  /82

  $299,500

  • 3 Beds
  • 3 Baths
  • 3,948 Sq Ft

  7692 W Hwy 92, Monticello, KY 42633

  3-bedroom, 3-bathroom home with full basement on over 2 acres, within 1 mile of Beaver Creek Marina. The kitchen has been recently updated with new appliances. Main floor features 3 bedrooms, including a master with an en-suite, a second bathroom, and a sun porch. The basement is open-concept, with two bonus rooms, a bathroom, and space roughed-in for a second bathroom and a potential basement

  Lisa Cooper Re/Max Country Lakes

  7692 W Hwy 92, Monticello, KY 42633
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  /59

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft

  20 Fox Run Dr, Monticello, KY 42633

  Discover the essence of lakeside living in this beautifully furnished 3-bedroom, 2-bath home, nestled within a serene, golf cart-friendly community. This property is designed to offer both comfort and convenience, featuring a detached 2-car garage and a charming 1-bedroom, 1-bath guest house. The guest house provides an ideal space for visitors or extended family, ensuring everyone feels at home.

  Dylan Jones Cardinal Realty & Auction LLC

  20 Fox Run Dr, Monticello, KY 42633
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  /2

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  107 Wisteria Ln, Monticello, KY 42633

  Charming & Energy-Efficient Home!This inviting property features two generously sized bedrooms and an open-concept layout that includes a breakfast bar—perfect for casual dining or entertaining. Enjoy peace of mind and lower utility bills with Energy Star-certified upgrades and energy-efficient systems throughout. Relax outdoors on the spacious front porch or host summer gatherings on the

  Kathy Dick Premier Properties of Lake Cumberland, Inc.

  107 Wisteria Ln, Monticello, KY 42633
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  /33

  $219,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  500 Beaver Lodge Rd, Monticello, KY 42633

  Perfect Vacation Getaway - Fully Furnished & Ready to Enjoy!Welcome to your ideal lakeside escape! This charming 2-bedroom, 1-bath home is fully furnished and move-in ready, located on a quiet dead-end street for ultimate peace and privacy. Sitting on a desirable corner lot, this property is just minutes from Safe Harbor Beaver Creek Boat Ramp—less than a mile away—making it perfect for

  Monica Reed Godby Realty & Auction

  500 Beaver Lodge Rd, Monticello, KY 42633
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  /53

  $220,000

  • 3 Beds
  • 3.5 Baths
  • 3,724 Sq Ft

  46 Grandview Dr, Monticello, KY 42633

  Soak up some sun by the pool, relax in the hot tub, enjoy an evening golf-cart ride, or take advantage of the amenities offered at Monticello Country Club; all of this and more is possible at 46 Grandview Drive!This spacious home offers an incredible location in the heart of Monticello, Kentucky! You're just minutes away from multiple marinas and public access ramps on Lake Cumberland,

  Hannah York Lake Cumberland Real Estate Professionals

  46 Grandview Dr, Monticello, KY 42633
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  /23

  $179,900

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

  9356 Hwy 1275 N, Monticello, KY 42633

  Looking for a vacation home close to Lake Cumberland? How about a good starter home? Take a look at this great 3 bedroom, 2 bathroom home with a storage shed in the backyard! Not to mention a covered front porch ready for you to sit back and relax on! Sitting just 4 miles to Conley Bottom Marina and approximately 15 minutes to both Monticello and Somerset. Priced to sell! Don't wait on this one!

  Preston Brainard EXP Realty, LLC

  9356 Hwy 1275 N, Monticello, KY 42633
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  /20

  $144,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  1034 Duncan Valley Rd, Monticello, KY 42633

  Looking for a property that is listed for less than $150,000, then this may be the property. The house is move in ready, features a wrap around porch that covers half of the house. Nice 2 vehicle detached garage that is currently being used as a workshop. Also attached to the garage is a stable with four stalls for horses/animals. Property also has a 10x16 storage shed. All of this on .65

  H Allen Clark Access Realty & Auction

  1034 Duncan Valley Rd, Monticello, KY 42633
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  /53

  $749,900

  • 4 Beds
  • 2.5 Baths
  • 4,504 Sq Ft

  80 Sunset Vista Way, Monticello, KY 42633

  Unparalleled custom lake view home overlooking the main lake. One, of if not THE best view on the lake. Which, you won't appreciate until you're been absorbed by the magnificent sunsets. Great room, formal dining area, a super large kitchen with gas range plus a breakfast nook, bar & a wonderful walk in pantry. The deck runs along the entire back side of the property & overlooks a wonderfully

  Brad Bigelow CENTURY 21 Advantage Realty

  80 Sunset Vista Way, Monticello, KY 42633
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  /30

  $120,400

  • 4 Beds
  • 1.5 Baths
  • 1,553 Sq Ft

  887 W Columbia Ave, Monticello, KY 42633

  Charming 4-Bedroom Home with Updates and Room to Grow!This 1,553 sq ft home features 4 spacious bedrooms, 1.5 baths, and an unfinished basement ready for your personal touch. Enjoy peace of mind with brand-new plumbing and newer windows throughout. Whether you're expanding your family or need extra space to work from home, this property offers comfort, functionality, and

  Elizabeth Mills Huddleston Real Estate

  887 W Columbia Ave, Monticello, KY 42633
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  /110

  $529,000

  • 4 Beds
  • 2.5 Baths
  • 3,540 Sq Ft

  1224 Green Hill Estates Rd, Monticello, KY 42633

  This stunning 4-bed, 3-bath brick estate offers nearly an acre of serenity with uninterrupted lake views and your own private waterfall. Designed for comfort and style, the home features two full kitchens, two spacious living areas, and three garage bays—ideal for entertaining or multigenerational living.Enjoy expansive windows that frame the water, 2 cozy fireplaces, formal dining room, and a

  April Adams Coldwell Banker Legacy Group

  1224 Green Hill Estates Rd, Monticello, KY 42633
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  /38

  $189,900

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  21 N Gregory St, Monticello, KY 42633

  Charming Remodeled Home on a Corner Lot with Endless Potential!This beautifully remodeled home sits on a spacious corner lot and features a large backyard—perfect for outdoor enjoyment or future additions. Ideal for a small business owner or hobbyist, the property includes a detached two-car garage complete with built-in storage cabinets and a designated workroom. There's also a second, attached

  Donna Burdine America Realty

  21 N Gregory St, Monticello, KY 42633
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  /45

  $189,900

  • 2 Beds
  • 1 Bath
  • 822 Sq Ft

  119 Hill Dr, Monticello, KY 42633

  Cutest Little Cabin in the Woods! This charming 2 bedroom, 1 bathroom lake retreat is located in a desirable lake community on Cumberland Ridge. Situated on 1/2 acre and unrestricted, just minutes from Lake Cumberland and Conley Bottom boat dock as well as 2 launch ramps. Making for a perfect getaway!Inside is an open-concept living space with warm wood finishes, a functional kitchen, and two

  Tracy Creech Lifstyl Real Estate

  119 Hill Dr, Monticello, KY 42633
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  /139

  $999,900

  • 4 Beds
  • 3.5 Baths
  • 3,998 Sq Ft

  800 Red Fox Ridge, Monticello, KY 42633

  Discover the epitome of luxury living with this breathtaking 4-bedroom, 3 1/2 bath home, offering unparalled panaormaic views. Custom built in 2024 with a striking combination of brick, stone and Hardiboard exterior, this residence is designed to impress. The interior welcomes you with soaring high ceilings, 9 ft. solid wood interior doors and elegant finishes throughout. Enjoy the warmth of two

  Michael Hines Lake Cumberland Real Estate Professionals

  800 Red Fox Ridge, Monticello, KY 42633
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  /7

  $69,000

  • 4 Beds
  • 1 Bath
  • 1,800 Sq Ft

  65 Cave St, Monticello, KY 42633

  Check out this 4 bedroom 1 bath home conveniently located in Downtown Monticello directly across from Wayne County Middle School. Home features a metal roof with hardwood floors and a large covered front porch. Home has been used as a rental property and being sold as-is. Call today to schedule a private showing!

  HG Hickey III No Wake Real Estate

  65 Cave St, Monticello, KY 42633
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  /41

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft

  130 Branch Rd, Monticello, KY 42633

  Welcome to this charming home built in the 1930's and conveniently located near shopping, schools, and a thriving downtown Monticello! Featuring 3 bedrooms with additional sleeping areas, an eat-in kitchen with oak cabinetry and island and 2 full bathrooms. This home would make the perfect starter home or fixer upper for the DIY enthusiasts. There are 2 detached buildings, offering 4 car garage

  Morgan Harris Lake Cumberland Real Estate Professionals

  130 Branch Rd, Monticello, KY 42633
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  /58

  $224,500

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  613 Webster Spradlin Rd, Monticello, KY 42633

  Furnished 3 Bed, 2 Bath Lake Home, just 4 Minutes from Beaver Creek Marina!Check out this Spacious fully furnished 3 Bedroom, 2 Bath home, with Bonus Room and Utility room in the walkout basement. The property sits on a partially wooded lot totaling 0.80 acres M/L overlooking Beaver Creek Marina. This Double Ranch home combines comfort, functionality and space into an open layout.With a little

  Denver Eaton Re/Max Country Lakes

  613 Webster Spradlin Rd, Monticello, KY 42633
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  /47

  $154,500

  • 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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  /48

  $149,900

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft

  470 Cr-1522c, Monticello, KY 42633

  Super cool 20X30 sq ft Fisherman's special, vacation spot sitting on two lots! Nice Eastern Hemlock & cedar wood cabin on the lake with a natural spring! Search no more. This can be a year round home or a great rental for all kinds of vacations who want to get away and relax on your front porch. Featuring one bedroom, open concept living, kitchen, dining, laundry , tiled bath/shower, loft, and a

  Kathy Dick Premier Properties of Lake Cumberland, Inc.

  470 Cr-1522c, Monticello, KY 42633
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  /20

  $64,900

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  140 Cherry St, Monticello, KY 42633

  Tucked just behind the Monticello School Bus Garage, this 1.77-acre tract offers a rare chance to own a spacious piece of land right in town. The property includes an old barn and house—condition unknown—making it an ideal spot for redevelopment, investment, or a future site for multiple properties. Within the city limits, utilities are nearby and unbeatable convenience to schools and shopping,

  Brandon Davis No Wake Real Estate

  140 Cherry St, Monticello, KY 42633
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  /48

  $184,900

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  78 Wisteria Ln, Monticello, KY 42633

  Welcome to your peaceful retreat on beautiful Wisteria Lane! This well-maintained 3-bedroom home offers comfort, convenience, and space—both inside and out. Step inside to find a clean and inviting interior with gleaming hardwood and tile floors throughout. The kitchen is a dream, featuring plenty of cabinet space, a large island for prep or casual dining, and a layout that flows perfectly for

  Kathy Dick Premier Properties of Lake Cumberland, Inc.

  78 Wisteria Ln, Monticello, KY 42633
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  /51

  $449,500

  • 3 Beds
  • 2.5 Baths
  • 2,732 Sq Ft

  57 Big Beach Ln, Monticello, KY 42633

  Welcome to your dream lake house! This fully furnished beauty, built in 2018, is where modern elegance meets the charm of nature. With 3 spacious bedrooms and 2.5 baths, it's ready for you to move into the serene lake life. This home has an upper and lower spacious bak decks perfect for relaxing. As you step inside, you'll be greeted by a bright living area with gorgeous wood floors and

  Dylan Jones Cardinal Realty & Auction LLC

  57 Big Beach Ln, Monticello, KY 42633
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  /38

  $199,000

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  109 Betsy Ln, Monticello, KY 42633

  Welcome to this charming home nestled in a serene country setting, just 15 minutes from the popular Conley Bottom Resort. Offering a cozy and spacious layout, this home features two inviting bedrooms, plus a loft bedroom that provides a unique and flexible space—perfect for guests, an office, or a peaceful retreat. The open floor plan enhances the sense of space, seamlessly connecting the living,

  HG Hickey III No Wake Real Estate

  109 Betsy Ln, Monticello, KY 42633
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  /29

  $105,000

  • 3 Beds
  • 1 Bath
  • 723 Sq Ft

  1224 Ky-1756, Monticello, KY 42633

  Move in ready home in the country, perfect for a first-time buyer or investor. This 1 story home features living room, kitchen/laundry, 3 bedrooms, and 1 bath. Carpet and vinyl flooring, metal roof, HVAC for heating and cooling. Covered front porch, side deck for entertaining family and friends, small pond and fenced area for your garden. There is a 2 horse stall building with loft and an 18 x

  Sallye Broyles RE/MAX LakeTime Realty

  1224 Ky-1756, Monticello, KY 42633
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  /97

  $594,000

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft

  54 Jess Criswell Rd, Monticello, KY 42633

  ACREAGE, FARM, TRANQUILITY, LOCATION, VIEWS, and COUNTRY LIVING, all in one property! WOW! Now is your opportunity to own this beautiful home with over 2,000 square feet of living space and only about 7 minutes from Main Street. Built in 2002, and situated on over 47 acres of usable land, this home has custom cabinets throughout. The stairs and door frames, and large kitchen island are custom

  Donnie Oliver Keller Williams Legacy Group

  54 Jess Criswell Rd, Monticello, KY 42633
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  /40

  $210,000

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

  325 Rain Lily Dr, Monticello, KY 42633

  Check out this 3 Bedroom 2 full bathroom home located just a few minutes outside of the Monticello City limits. Perfectly situated within a 10 minute drive of Conley Bottom Resort on Beautiful Lake Cumberland, a 20 minute drive to nearby Somerset and just minutes from Monticello. This Home has so much to offer, built new in 2015 this home features hand scraped hardwood, custom built cabinets, a

  Cody Dishman Cardinal Realty & Auction LLC

  325 Rain Lily Dr, Monticello, KY 42633
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  /32

  $179,000

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  219 Bell Phipps Rd, Monticello, KY 42633

  Beautiful 3 Bedroom 1 Bath home sitting on a large 1 acre + - lot just off of Bell Phipps Rd in Wayne County. Home features a newer metal roof, large-detached garage, central heating and air conditioning, and a covered rear porch perfect for entertaining or enjoying mother nature. An additional room has been added to the back of the garage that would be a great spot for a wood working or extra

  HG Hickey III No Wake Real Estate

  219 Bell Phipps Rd, Monticello, KY 42633

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