Homes for Sale near Wayne County Alternative Middle School

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  /55

  $315,000

  • 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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  /52

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  428 W Columbia Ave, Monticello, KY 42633

  | Welcome to 428 Columbia Avenue! | Immediately upon entering from the spacious covered front porch, you'll notice light spills into every room of this open and inviting floor plan! Original hardwood floors flowing throughout the living room and dining room add warmth and charm with every step. Just around the corner is a generously sized kitchen with plenty of cabinet and counter space. A

  Hannah York Lake Cumberland Real Estate Professionals

  428 W Columbia Ave, Monticello, KY 42633
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  /44

  $299,900

  • 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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  /35

  $389,900

  • 5 Beds
  • 4 Baths
  • 3,810 Sq Ft

  198 Bethesda Loop, Monticello, KY 42633

  Well Maintained Home On A Private Lot Sitting Amongst Beautiful Trees That Backs To Beaver Creek!!! This 5 Bedroom 4 Bath Ranch With A Bonus Room Above Garage Sits On A Full Walkout Basement! Get Ready This Property Provides Space For The Whole Family And Is Perfect For Enjoying The Tranquility Of Nature While Keeping All The Comforts Of A Custom Built Home! Features Include A Large Front

  Patrick Arvin Keller Williams Commonwealth

  198 Bethesda Loop, Monticello, KY 42633
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  /40

  $298,000

  • 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 inviting

  Hannah York Lake Cumberland Real Estate Professionals

  398 Auction St, Monticello, KY 42633
• 

  

  /97

  $600,000

  • 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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  /41

  $400,000

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

  35 Guinn Dr, Monticello, KY 42633

  NEW ROOF! Discover the perfect blend of comfort and convenience in this gorgeous brick home, ideally located just minutes from the heart of downtown Monticello and the scenic Conley Bottom Resort. As you enter the main floor, you'll be greeted by a spacious living room that seamlessly flows into the dining area, complete with a inviting fireplace that creates the perfect atmosphere for family

  Kansas Petrey Key Players Real Estate

  35 Guinn Dr, Monticello, KY 42633
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  /55

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  526 Virginia Ave, Monticello, KY 42633

  Motivated Seller!Welcome to this inviting well taken care of 3 Bedroom, 2 Bath home.This is a very Spacious Home!You will enjoy the 2 year old 30 wide x 33 deep Detached Garage! It has 13' doors and a 14 x 14loft. It is wired with a 30 amp camper plug in. It is Large enough to accommodate boats or motorhomes! There is a 3 year old nice 10 x 16 Building. It has electric and

  Lula Jean Burton RE/MAX LakeTime Realty

  526 Virginia Ave, Monticello, KY 42633
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  /5

  $39,000

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft

  259 Homestead Ln, Monticello, KY 42633

  Home is conveniently located just off of Main Street close to downtown Monticello. Home features 2 bedrooms and 1 full bath with a complete metal roof. Has been used for a rental in the past and will need some TLC in order to update. Inside pictures and additional information can be provided upon request. Call today to schedule a private showing.

  HG Hickey III No Wake Real Estate

  259 Homestead Ln, Monticello, KY 42633
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  /26

  $46,000

  • 3 Beds
  • 1 Bath
  • 1,352 Sq Ft

  1889 Highway 3284, Monticello, KY 42633

  Check out this economical 3 Bedroom, 1 Bath home with a walkout basement, located just outside the city limits. Just 2 miles from the School system, yet surrounded by Woods and Farm Land. This property features an unfinished basement, a detached 20x30 feet garage, and sits on 1.71 acres m/l with around 350 plus feet of road frontage on a peaceful country road, with a wide open yard and two

  Barry Cooper RE/MAX Country Lakes, LLC

  1889 Highway 3284, Monticello, KY 42633
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  /55

  $217,000

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  177 Gregory Branch Rd, Monticello, KY 42633

  Charming 1,900 Sq Ft Home on 10 Acres - A Nature Lover's Paradise!Escape to the serenity of country living with this beautiful 1,900 sq ft home situated on 10 private acres just outside the stunning Daniel Boone National Forest. Whether you're looking for a peaceful retreat, a homestead, or a base for outdoor adventures, this property offers the perfect blend of comfort and nature.Surrounded by

  Dustin Winchester Weichert Realtors Ford Brothers, Inc.

  177 Gregory Branch 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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  /4

  $19,000

  • Land
  • 1.29 Acres
  • $14,729 per Acre

  0 Boone St, Monticello, KY 42633

  Discover the perfect canvas for your dream home in Monticello, KY's prestigious Sandstone Point Subdivision near Lake Cumberland. This impressive 1.29-acre lot offers a picturesque setting, where tranquil natural beauty harmonizes with modern convenience. Don't miss your chance to own a slice of paradise in Sandstone Point Subdivision and create a lifestyle that's truly extraordinary.

  Rhett Hughes WTC Realty LLC

  0 Boone St, Monticello, KY 42633
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  /12

  $27,000

  • Land
  • 3.42 Acres
  • $7,895 per Acre

  144 Lakewood Dr, Monticello, KY 42633

  New Survey, 3.42 Acre Tract on a Private Drive! Perfect for a future home in a sought after community. This gently rolling, oversized tract is located in a beautiful secluded, lake adjacent neighborhood. The property has around 293 ft of road frontage on Greenbriar Road and around 490 ft of road frontage on Lakewood Drive.

  Barry Cooper Re/Max Country Lakes

  144 Lakewood Dr, 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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  /38

  $304,900

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft

  2738 Hwy 1258, Monticello, KY 42633

  Address: 2738 Hwy 1258, Monticello, KY Price: $304,900 Acreage: 13.5 acres (+/- per PVA) Home: 1,136 Sq. Ft. | 3 Bedrooms | 1 Bath | Full Basement Looking for peaceful country living with room to roam? This beautiful hobby farm offers the perfect blend of open pasture and wooded areas across 14.06 scenic acres +\- per pva -ideal for livestock, gardening, or simply enjoying the tranquility

  Jason Bertram Cardinal Realty & Auction LLC

  2738 Hwy 1258, 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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  /75

  $409,000

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

  150 Sally Burnett Rd, Monticello, KY 42633

  This exceptional 3-bedroom, 3-bathroom home offers 3180 sq ft of comfortable living space, perfectly situated on 6.27 acres of beautifully scenic land in Monticello, Wayne County. Recently updated with a new roof and HVAC system (2024), and fresh paint throughout the entire upstairs (2024), this home is ready for its new owners. Inside, you'll find a thoughtfully designed floor plan featuring

  Isaiah Brake Cardinal Realty & Auction LLC

  150 Sally Burnett Rd, 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

  $189,900

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  78 Wisteria Ln, Monticello, KY 42633

  Charming 3 bedroom home on nearly an Acre - Wisteria Lane, Monticello!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

  Kathy Dick Premier Properties of Lake Cumberland, Inc.

  78 Wisteria Ln, Monticello, KY 42633
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  /31

  $224,000

  • Land
  • 127 Acres
  • $1,757 per Acre

  200 Monticello Rd, Monticello, KY 42633

  Welcome to an extraordinary opportunity in Monticello, KY! This expansive 127.48-acre parcel of pristine wooded recreational land offers endless possibilities for nature enthusiasts and outdoor adventurers. Enveloped in natural beauty, this property is a haven for hunting, hiking, and exploring. Its diverse terrain and rich wildlife habitat present a perfect setting for those seeking tranquility

  Barry Turner RE/MAX LakeTime Realty

  200 Monticello Rd, Monticello, KY 42633
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  /5

  $30,000

  • Land
  • 2.93 Acres
  • $10,239 per Acre

  78 Sandstone Trail, Monticello, KY 42633

  Desirable 2.93 Acre lot in the gated community of Sandstone Point, just 5 miles from Beaver Creek Resort & Marina. There are restrictions implemented to protect your investment. There's a minimum 1,400 sf building requirement. No mobile homes, doublewides, RV's, or campers permitted in Phase I. Barndominiums could be an option, pending approval. Underground utilities are an added bonus. Electric

  Lisa Lowe Re/Max Country Lakes

  78 Sandstone Trail, Monticello, KY 42633
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  /13

  $10,000

  • Land
  • 0.87 Acre
  • $11,494 per Acre

  59 Cumberland Dr, Monticello, KY 42633

  Lakefront Living Awaits at Cumberland Shores!Secure your slice of paradise with this .87-acre lot in the serene, gated community of Cumberland Shores, just north of Monticello, KY. Perfect for building your dream walk-out basement home, this fairly level lot offers privacy and scenic beauty, ideal for a vacation home or future retirement haven.Prime Location: Only 7 miles from Beaver Creek

  Brad Bigelow CENTURY 21 Advantage Realty

  59 Cumberland Dr, Monticello, KY 42633
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  /6

  $79,900

  • Land
  • 1.50 Acres
  • $53,267 per Acre

  2693 Highway 90 Unit Monticello, Monticello, KY 42633

  This is a beautiful building lot. This is a corner of a family farm and the first time ever to go on the market. A beautiful home could be built there or a small business. City water is available to the property, but sewer is located across HWY 90. It can be accessed at buyer's expense. Electricity is available. Access across easement from state will be given. A survey is attached to this

  Ruth Ann Bowen Bowen Realty Real Estate Services

  2693 Highway 90 Unit Monticello, Monticello, KY 42633
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  /8

  $49,900

  • Land
  • 0.40 Acre
  • $124,750 per Acre

  111 Gregory St, Monticello, KY 42633

  Check out this project property. Needs complete rebuild, has a detached garage sitting on .40 of an acre. Within the city limits of Monticello.

  Robert Bell Cardinal Realty & Auction LLC

  111 Gregory St, Monticello, KY 42633
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  /11

  $22,900

  • Land
  • 0.79 Acre
  • $28,987 per Acre

  89 Cumberland Dr, Monticello, KY 42633

  Beautiful 3/4 acre lake view lot overlooking Lake Cumberland. It would be a great lot for a walkout basement home. It's a short hike to the lake, close to several ramps. Lots of privacy! No neighbors, underground utilities and a low tax rate make this a highly desirable property. Think Gatlinburg!! Restrictions are minor, 1500 sq ft minimum- no mobile homes or campers, no junk cars, no livestock.

  Brad Bigelow CENTURY 21 Advantage Realty

  89 Cumberland Dr, Monticello, KY 42633
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  /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
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  /15

  $599,000

  • Land
  • 22 Acres
  • $27,414 per Acre

  000 Highway 90, Monticello, KY 42633

  Located across from Wayne County High School, this 21.85+/-acre tract of land offers a highly visible, strategic location perfect for a variety of commercial ventures while boasting over 2000 ft of road frontage. With its proximity to the local hospital, this property provides easy access to key community services, making it an ideal site for businesses seeking high foot traffic and convenience.

  HG Hickey III No Wake Real Estate

  000 Highway 90, Monticello, KY 42633
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  /24

  $139,000

  • Land
  • 1.41 Acres
  • $98,582 per Acre

  15 Lake St, Monticello, KY 42633

  Introducing Wake Shore Estates, lots 14&15 of a newly developed lake community nestled on Highway 2393 (Cumberland Ridge Road) in Monticello. This exclusive neighborhood offers lightly restricted lots, making it an ideal location for your dream barndominium or lake home. Positioned just minutes from Conley Bottom Resort, New Fall Creek Campground, and multiple boat ramps, Wake Shore Estates

  HG Hickey III No Wake Real Estate

  15 Lake St, Monticello, KY 42633
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  /28

  $89,000

  • Land
  • 1.26 Acres
  • $70,635 per Acre

  12 Lake St, Monticello, KY 42633

  Introducing Wake Shore Estates, for sale is lots 12&13 of a newly developed lake community nestled on Highway 2393 (Cumberland Ridge Road) in Monticello. This exclusive neighborhood offers lightly restricted lots, making it an ideal location for your dream barndominium or lake home. Positioned just minutes from Conley Bottom Resort, New Fall Creek Campground, and multiple boat ramps, Wake Shore

  HG Hickey III No Wake Real Estate

  12 Lake St, Monticello, KY 42633
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  /3

  $69,900

  • Land
  • 6 Acres
  • $11,366 per Acre

  486 Sexton Rd, Monticello, KY 42633

  Secluded 6+/- Acre Retreat - Unrestricted & Ready to Build!Escape to the peace and privacy of this beautiful 6+/- acre unrestricted property, just minutes from the city yet a world away from the noise. Tucked away in a serene, natural setting, this tract is ready for your dream home or weekend getaway. With water, electricity, a propane tank, a septic system, and a barn already in place, the

  B Nikki Faulkner Watkins Realty & Associates

  486 Sexton Rd, Monticello, KY 42633
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  /9

  $12,500

  • Land
  • 0.95 Acre
  • $13,158 per Acre

  91 Cumberland Dr, Monticello, KY 42633

  Beautiful almost an acre lake view lot overlooking Lake Cumberland. It's a short hike to the lake, close to several ramps. Lots of privacy! No neighbors, underground utilities and a low tax rate make this a highly desirable property. Think Gatlinburg!! Restrictions are minor, 1500 sq ft minimum- no mobile homes or campers, no junk cars, no livestock. Maintenance fee is $425/year to keep up the

  Brad Bigelow CENTURY 21 Advantage Realty

  91 Cumberland Dr, Monticello, KY 42633
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  /47

  $169,000

  • 4 Beds
  • 2 Baths
  • 1,852 Sq Ft

  177 N Main St, Monticello, KY 42633

  Beautiful Craftsman house built in 1902 with over 1800 square feet of living space. Main floor offers living room, formal dining room, office, and eat in kitchen, full bath, screened in back porch and wrap around front porch. 2nd floor offers 3 bedrooms and full bath, laundry, 3rd floor offers bedroom and bonus room. Basement offers a garage and lots of storage. Additional parking on side by

  Donna Roberts Access Realty & Auction

  177 N Main St, Monticello, KY 42633
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  /43

  $160,000

  • 2 Beds
  • 1 Bath
  • 1,368 Sq Ft

  180 Highway 1258, Monticello, KY 42633

  Country living at its finest! Come enjoy your coffee and view of the mountains from the front porch! Property is less than 4 miles from town while providing seclusion in a rural area, property backs up into the woods! Duck pond by the barn that has accommodated many wildlife on the property! The (20x20) barn has a workroom, loft, one stall, a goat shed and two runs! Barn also has electric! This

  Derek Morrow Weichert Realtors Ford Brothers, Inc.

  180 Highway 1258, Monticello, KY 42633
• 

  

  /20

  $29,900

  • Land
  • 3.01 Acres
  • $9,934 per Acre

  1926 Greenbriar Rd, Monticello, KY 42633

  Take a look at these beautiful 3 acres that is located just 5 miles from the city limits. Approximately one acre is cleared. Property has had a percolation test performed May 2022. Water, Electricity, and Telephone are available at edge of property/road frontage. Build your dream home on this property that is gently rolling with some cleared paths to view the scenery and wildlife. Property

  Donna Roberts Access Realty & Auction

  1926 Greenbriar Rd, Monticello, KY 42633
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  /96

  $365,000

  • 3 Beds
  • 3 Baths
  • 2,236 Sq Ft

  625 Sunset Blvd, Monticello, KY 42633

  You will love this immaculate 3 bedroom, 3-bath home that is located at the end of the street in Westwood Estates. This is a one owner home that offers an incredible location that is secluded and backs up to farmland. Home offers a large master bedroom with tray ceiling, large master bath with jetted tub, separate walk in shower and large walk in closet. On the other end of the home you will

  Donna Roberts Access Realty & Auction

  625 Sunset Blvd, Monticello, KY 42633
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  /9

  $6,500

  • Land
  • 1.51 Acres
  • $4,305 per Acre

  12 Cumberland Crossing, Monticello, KY 42633

  MAKE OFFER!! Priced to sell 1.5 acre lake view lot overlooking Lake Cumberland. Close to several ramps. Lots of privacy! Lot lays well for a walkout lower level. Few neighbors. Underground utilities and a low tax rate make this a highly desirable property. Think Gatlinburg!! Restrictions are minor, 1500 sq ft minimum- no mobile homes or campers, no junk cars, no livestock. Maintenance fee is

  Brad Bigelow CENTURY 21 Advantage Realty

  12 Cumberland Crossing, Monticello, KY 42633
• 

  

  /33

  $189,000

  • 4 Beds
  • 2 Baths
  • 2,464 Sq Ft

  29 Cynthia Dr, Monticello, KY 42633

  Charming Split-Level Home! Welcome to this beautifully updated split-level home offering comfort and modern upgrades, nestled in the heart of Monticello. Key Features: 4 spacious bedrooms ideal for relaxation and privacy. 2 full bathrooms that are quite large. The basement bath will need the shower remodel completed. 2464 sq ft of comfortable living space (per PVA) That is less than 73.00 per

  Darrell Stephenson Access Realty & Auction

  29 Cynthia Dr, Monticello, KY 42633
• 

  

  /22

  $599,000

  15 Carter Gregory, Monticello, KY 42633

  Presenting a prime investment opportunity in the Bell Subdivision community of Monticello. This 22-unit mobile home park features a mix of 20 single-wide homes, 1 double-wide mobile home, and a lot ready for development. These homes offer a variety of layouts, predominantly consisting of 2 bedrooms and 1 bath.Currently, 18 units are occupied, ensuring a steady income stream, with 3 homes and one

  HG Hickey III No Wake Real Estate

  15 Carter Gregory, Monticello, KY 42633

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