157

Homes for Sale in 42633

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  • /4

    $350,000

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

    0 Kentucky 92 Unit HWY 92 NEAR DICKS GR, Monticello, KY 42633

    Located near the beautiful Lake Cumberland, this 177 acers tract of hilltops and rolling lands offers view and convenience. Located near Monticello, the county seat of Wayne County property would be great for, timber harvest and development or your own personal compound. Adjoining horse farms and pasture lands make for a scenic drive home.

    Agent Photo

    Bill Borden

    High Caliber Realty, Inc.

    (606) 268-6348

    0 Kentucky 92 Unit HWY 92 NEAR DICKS GR, Monticello, KY 42633
  • /91

    $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
  • /52

    $369,900

    • 4 Beds
    • 3 Baths
    • 1,499 Sq Ft

    139 Golden Pond Rd, Monticello, KY 42633

    Escape to your private wooded retreat with this charming log cabin and cozy guest house, nestled among mature trees with seasonal views of Lake Cumberland near Conley Bottom. The main home blends rustic character with modern finishes, featuring two bedrooms and one full bath on the main level, centered around a jaw-dropping stone fireplace. The kitchen showcases beautiful butcher block

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

    139 Golden Pond Rd, Monticello, KY 42633
  • /25

    $50,000

    • Land
    • 5.8 Acres
    • $8,621 per Acre

    425 Mitt Foster Rd, Monticello, KY 42633

    Cabin and 5.8 acres for sale in the Real Back Forty! Beautiful land on a dead-end gravel road with so much privacy! Water supply is from a spring feeding the cabin. To make this your homestead with electricity, you will need to have electric run a distance of mile or so. Very good hunting. Attractions: Hunting, Camping, Hiking, etc. Property is within 10 minutes from a local owned gas

    Robert Mullet

    425 Mitt Foster Rd, Monticello, KY 42633
  • /50

    $999,000

    • 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
  • /28

    $60,000

    • Land
    • 9.9 Acres
    • $6,061 per Acre

    4813 Brammer Hill Ridge Rd, Monticello, KY 42633

    Located just 15 minutes from both Monticello and Somerset, this beautiful 9.9-acre property offers the perfect mix of country living and convenience. Situated on the east side of Highway 90 in rural Wayne County, this tract is only a short drive from the stunning Lake Cumberland, making it an ideal spot for outdoor enthusiasts. Whether you're looking for a peaceful retreat or a year-round

    Billy Hackworth Hayden Outdoors Real Estate

    4813 Brammer Hill Ridge Rd, Monticello, KY 42633
  • /35

    $334,000

    • Land
    • 278.19 Acres
    • $1,201 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
  • /52

    $499,900

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

    3924 Hwy 1009, Monticello, KY 42633

    3924 Hwy 1009, Monticello, KY 42633 Welcome to your dream come true. 4BR • 3BA • 17.4± Acres • 2 Barns • 1 Outbuilding • 2 Ponds Your Kentucky Retreat Awaits! Escape to the country in this spacious 4-bedroom, 3-bath home set on 17.4± private acres just 15 minutes from Monticello and only 20 minutes from Lake Cumberland. Highlights You'll Love: • Bright, welcoming living areas

    Jason Bertram Cardinal Realty & Auction LLC

    3924 Hwy 1009, Monticello, KY 42633
  • /63

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    202 Gene Gray Rd, Monticello, KY 42633

    Escape to the country with this charming brick ranch situated on 15.74 unrestricted acres, located less than 10 miles from the city of Monticello. The home features an unfinished basement ready for your vision, while outside you'll find a 30x42 three-bay detached garage perfect for equipment, vehicles, or workshop needs. A classic barn adds to the property's functionality, making it ideal for

    Brandon Davis No Wake Real Estate

    202 Gene Gray Rd, Monticello, KY 42633
  • /60

    $335,000

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    49 Mountain Laurel Way, Monticello, KY 42633

    Spacious 4-Bedroom Home on Double Corner Lot Near Lake Cumberland!Discover the perfect blend of comfort, convenience, and opportunity in this 4-bedroom, 2.5-bath home situated on a flat 1.29± acre double corner lot—just 5 miles from Conley Bottom Boat Dock and beautiful Lake Cumberland!Main Floor Highlights:Bright & open kitchen with ample cabinetryDining area & oversized living

    Lori Marcum Patriot Real Estate

    49 Mountain Laurel Way, Monticello, KY 42633
  • /90

    $525,000

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

    1636 Green Hill Estates Rd, Monticello, KY 42633

    MOTIVATED SELLER - Says make an offer on this AIRBNB or full time living for 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

    Gina Hill Lake Cumberland Real Estate Professionals

    1636 Green Hill Estates Rd, Monticello, KY 42633
  • /66

    $459,900

    • 3 Beds
    • 2 Baths
    • 2,084 Sq Ft

    241 Perdue Rd, Monticello, KY 42633

    PEACEFUL RURAL LIVING with all the comforts you could imagine! This stunning home was custom built for handicap accessibility with 3 Bedrooms and 2 full baths. Sitting on over 3 acres with one of the most gorgeous views in Wayne County you will find this absolutely beautiful home is awaiting your arrival! Only 30 minutes from ALL of the major boat docks (Dale Hollow, Conley Bottom Resort,

    Jill Ramsey CENTURY 21 Advantage Realty

    241 Perdue Rd, Monticello, KY 42633
  • /34

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,638 Sq Ft

    174 Wade Park Dr, Monticello, KY 42633

    **ATTENTION SHORT TERM RENTAL SEEKERS! Property is furnished and ready to begin renting!**Welcome to your lakeside retreat! This fully furnished home offers a seamless transition into Lake Cumberland living; all you need is your suitcase! Conveniently located in the center of multiple public ramps and just minutes away from Conley Bottom Marina, 174 Wade Park offers everything you need

    Hannah York Lake Cumberland Real Estate Professionals

    174 Wade Park Dr, Monticello, KY 42633
  • /37

    $249,900

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

    96 Big Beech Ln, Monticello, KY 42633

    Situated on one of Cumberland Ridge's most private lots very close to the lake you will find this adorable Craftsman cottage. With 3 Bedrooms/2 Baths it is just waiting for your great lake weekends to begin! Built by the owners in 1985, and enjoyed for 40 years this would be the perfect lake house for you to love for years to come! Well taken care of, this open floor plan provides the setting

    Jill Ramsey CENTURY 21 Advantage Realty

    96 Big Beech Ln, Monticello, KY 42633
  • /61

    $344,900

    • 5 Beds
    • 3 Baths
    • 2,640 Sq Ft

    568 Golden Pond Rd, Monticello, KY 42633

    Beautifully maintained income producing vacation rental (COMES FULLY FURNISHED) is a 5-bedroom, 3-bath home in the highly sought-after Golden Pond Resort community. This spacious 2,640 sq. ft. home sits on a .50+/- acre lot and offers the perfect Lake Cumberland lifestyle-ideal for vacation living, retirement, or short-term rental income. The open-concept main level features a large living and

    Dylan Jones Cardinal Realty & Auction LLC

    568 Golden Pond Rd, Monticello, KY 42633
  • /84

    $305,000

    • 4 Beds
    • 3 Baths
    • 3,384 Sq Ft

    140 Damron Dr, Monticello, KY 42633

    Discover the perfect blend of convenience and comfort in this 4-bedroom, 3-bath ranch home. Located in the city limits of Monticello, you will be close to shopping, restaurants, medical, as well as local schools. Most of the flooring is hardwood, a bonus room upstairs, full basement with garage and large open room with lots of storage closets. Home has recently been painted throughout. Step out

    H Allen Clark Access Realty & Auction

    140 Damron Dr, Monticello, KY 42633
  • /40

    $290,000

    • 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

    Hannah York Lake Cumberland Real Estate Professionals

    398 Auction St, Monticello, KY 42633
  • /94

    $275,900

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

    507 Lockett St, Monticello, KY 42633

    Welcome to this beautifully maintained brick home that is located on Lockett Street in one of Monticello's well established neighborhoods. This 3 bedroom, 2 bath home offers a great layout for family and entertaining. Home offers one level living with a formal dining/ living room, family room and a large sun-room. A large kitchen with plenty of cabinets, stove top, built in oven, and eat in

    Donna Roberts Access Realty & Auction

    507 Lockett St, Monticello, KY 42633
  • /105

    $299,900

    • 3 Beds
    • 2.5 Baths
    • 2,038 Sq Ft

    290 Clubhouse Dr, Stearns, KY 42647

    Discover the charm of this beautifully remodeled historic Stearns home on prominent Clubhouse Drive, now available with seller financing. Showcasing exceptional curb appeal, this property welcomes you with a stunning new paver driveway,auto tree lighting circuit and lovely covered back patio offering great views.Inside,relax in the sunroom or cozy up in the living room by the fireplace.A separate

    Seth Burton Lake Cumberland Real Estate Professionals

    290 Clubhouse Dr, Stearns, KY 42647
  • /44

    $284,900

    • 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
  • /20

    $250,000 New Construction

    • 3 Beds
    • 3 Baths

    147 Lighthouse Rd, Monticello, KY 42633

    Unfinished barn-style home just 3 miles from Conley Bottom Marina. This property offers approx. 3,000 sq. ft. of living space ready to be finished to your specifications. The garage area features 20 ft. ceilings, two 12'x14' doors, and 60 ft. depth, large enough to accommodate boats, campers, or RVs of any size. Additional features include full RV hookup and a 10x10 storm shelter. Owner is

    Tod Bertram Weichert Realtors Ford Brothers, Inc.

    147 Lighthouse Rd, Monticello, KY 42633
  • /28

    $269,900 New Construction

    • 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
  • /30

    $189,000

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

    34 Webster Dr, Monticello, KY 42633

    Welcome to this classic 3 bedroom, 2 bath brick ranch-style home offering 1,581 sq. ft. of living space on nearly a half-acre lot (.47 acres). Nestled in a well-established neighborhood, this property blends timeless charm with practical updates. Inside, you'll find beautiful original hardwood floors that add warmth and character throughout. The home is move-in ready with major updates already

    Isaiah Brake Re/Max Country Lakes

    34 Webster Dr, Monticello, KY 42633
  • /33

    $155,000

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    1329 State Highway 776, Monticello, KY 42633

    3 Bedroom 2 Bath Home on 6 Acres of pasture land with a small pond and Barn, all overlooking a country setting.This 3 bedroom, 2 bath Mobile Home is on a permanent foundation. The Property includes 6 acres of fenced pasture with a pond, lean-to shed ideal for equipment storage as well as a livestock barn.This property also has Bonus 812 sq. ft. second home, that isn't currently in

    Barry Cooper Re/Max Country Lakes

    1329 State Highway 776, Monticello, KY 42633
  • /35

    $129,900

    • 2 Beds
    • 1 Bath
    • 1,155 Sq Ft

    16818 Highway 200, Monticello, KY 42633

    Country living at its core! This lovely farmhouse is sitting on 4.5 acres of both wooded and clear land. Inside you'll find 2 bedrooms, 1 bathroom and a large sunroom with oversized windows. All appliances including washer and dryer convey with the home. Outside there is a barn with hay loft, a multi-room shed, root cellar and beautiful shade trees. This property offers privacy and everything you

    Erica Nalle Weichert Realtors Ford Brothers, Inc.

    16818 Highway 200, Monticello, KY 42633
  • /8

    $54,900

    • Land
    • 1.75 Acres
    • $31,371 per Acre

    225 Lynne Dr Unit 28&29, Monticello, KY 42633

    Discover the perfect canvas for your dream home with these two adjoining building lots totaling 1.75 acres +\-(according to the PVA), ideally situated at 225 Lynne Drive in beautiful Monticello, Kentucky. Nestled just minutes from the breathtaking shores of Lake Cumberland, this property offers both the tranquility of nature and the convenience of nearby recreational activities. These spacious

    Jason Bertram Cardinal Realty & Auction LLC

    225 Lynne Dr Unit 28&29, Monticello, KY 42633
  • /18

    $249,900

    • Land
    • 82.19 Acres
    • $3,041 per Acre

    1796 Kentucky 167, Monticello, KY 42633

    Looking for some acreage to use how you wish, then take a look at this 82 acre tract. Approximately 10 acres are cleared and the remaining 72 acres are wooded. This would be an excellent spot to build your dream home, have horses or cattle or you could use it for hunting, four-wheeling, etc. The buyer can decide what to do with this " hard to find" acreage that is close into Monticello.

    H Allen Clark Access Realty & Auction

    1796 Kentucky 167, Monticello, KY 42633
  • /41

    $149,900

    • 2 Beds
    • 1 Bath
    • 440 Sq Ft

    147 Lakeshore Dr, Nancy, KY 42544

    Stunning views of Lake Cumberland! This 2 bedroom, 1 bath retreat is just 1/8 mile from the Clearwater public boat ramp—launch your boat and you're directly across from Conley Bottom Marina. Inside, the home comfortably sleeps 4 with a double bed in the primary and twin bunks in the second bedroom.Spend your mornings fishing, your afternoons on the water, and your evenings relaxing on the

    Stephanie Harris Bastin Weichert Realtors Ford Brothers, Inc.

    147 Lakeshore Dr, Nancy, KY 42544
  • /47

    $150,000

    • 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
  • /9

    $99,900

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    11508 Kentucky 90, Monticello, KY 42633

    This 3 bedroom 1 bath home sits on 1/2 acres +/- and has a 1 car detached garage. A great fixer upper. Close to Lake Cumberland, schools, shopping & hospitals. This homne has great potential whether a 1st time homebuyer, airbnb, or investment to remodel to flip or rent! Dont miss out, schedule your showing today!!

    Kathy Stearns Coldwell Banker Legacy Group

    11508 Kentucky 90, Monticello, KY 42633
  • /17

    $550,000

    • 5 Beds
    • 4.5 Baths
    • 3,104 Sq Ft

    131 Dogwood Trail, Monticello, KY 42633

    You will love this immaculate 5 bedroom, 4.5 bath family home offering approximately 3,104 of finished square footage that is located in the Deer Run Subdivision. This home has so much to offer, spacious kitchen with stainless appliances, granite countertops, and an open flow for gatherings. Hardwood & tile flooring, living room with gas log fireplace, large den with storage, separate laundry

    Donna Roberts Access Realty & Auction

    131 Dogwood Trail, Monticello, KY 42633
  • /12

    $25,000

    • Land
    • 0.76 Acre
    • $32,895 per Acre

    Lot 95 Sandstone Point Trail, Monticello, KY 42633

    Build your dream home on this .76-acre lot in Sandstone Point, a gated community just 5 miles from Beaver Creek Marina. Community guidelines include a minimum 1,400 sq ft home size, no mobile homes or doublewides, and barndominiums with approval.Enjoy underground utilities, electric and water access, and a septic system to be installed when you build. The neighborhood offers a peaceful,

    Colton Flynn Keller Williams Commonwealth - Somerset

    Lot 95 Sandstone Point Trail, Monticello, KY 42633
  • /33

    $134,900

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft

    67 Bass Cir, Nancy, KY 42544

    Don't miss this like new 2 bedroom, 2 bath lake home nestled on a wooded lot in a desirable lake community with no restrictions. With 1,088 square feet of living space, this inviting manufactured home features beautiful cabinetry, stainless appliances, a cozy electric fireplace with built-in shelving, and a spacious walk-in closet. Relax and enjoy a seasonal lake view from your rear deck, just a

    Michael Hines Lake Cumberland Real Estate Professionals

    67 Bass Cir, Nancy, KY 42544
  • /38

    $200,000

    • 4 Beds
    • 2 Baths
    • 1,424 Sq Ft

    469 Mercer Dr, Monticello, KY 42633

    Welcome to this beautifully remodeled 4 bedroom, 2 bath brick home offering 1,424 sq. ft. of living space on a .30-acre lot +/-. Nestled in a well-established neighborhood, this property combines modern updates with classic comfort. Step inside to an open-concept kitchen and living room, perfect for gatherings and everyday living. Recent renovations include all new plumbing and thoughtful

    Isaiah Brake Cardinal Realty & Auction LLC

    469 Mercer Dr, Monticello, KY 42633
  • /20

    $169,000

    • 3 Beds
    • 1 Bath
    • 1,189 Sq Ft

    135 Mary Linda Dr, Monticello, KY 42633

    Looking for a one level home that is located in Monticello, then call today to take a look at this home located in Appletree Park. The home is conveniently located close to medical offices, hospital, schools, and shopping. The one level brick home offers 3 bedrooms, 1 bath; eat in kitchen, nice appliances, taller ceilings with wood beams and laminate & vinyl flooring. Roof was replaced couple

    H Allen Clark Access Realty & Auction

    135 Mary Linda Dr, Monticello, KY 42633
  • /29

    $25,000

    • Land
    • 0.77 Acre
    • $32,468 per Acre

    62 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

    62 Brittany Dr, Monticello, KY 42633
  • /29

    $35,000

    • Land
    • 1.72 Acres
    • $20,349 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
  • /29

    $25,000

    • Land
    • 0.97 Acre
    • $25,773 per Acre

    26 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

    26 Brittany Dr, Monticello, KY 42633
  • /12

    $10,000

    • Land
    • 2.5 Acres
    • $4,000 per Acre

    9999 Old Zula Rd, Monticello, KY 42633

    This heavily wooded 2.5-acre lot is centrally located between your favorite spots for fishing, boating and hiking! Enjoy quick access to Highway 90 from this location, about 10 minutes west of Monticello. Drive 35 minutes to Dale Hollow Lake, Lake Cumberland's Grider Hill Marina, Conley Bottom Resort or Burnside Marina. Or enjoy breathtaking views of Otter Creek just a minute up the road, or 76

    Charlotte Ikerd Key Players Real Estate

    9999 Old Zula Rd, Monticello, KY 42633
  • /49

    $389,000

    • 8 Beds
    • 4 Baths
    • 2,688 Sq Ft

    175 Golden Pond Rd, Monticello, KY 42633

    This remarkable duplex in Golden Pond Resort offers proven short-term rental income (rental history available from the listing agent) and is located just minutes from Conley Bottom Marina and multiple private ramps. The upper level features 4 spacious bedrooms and 2 full bathrooms, while the lower level offers another 4 bedrooms and 2 full baths. Each unit has its own entrance and there is no

    Dylan Jones Cardinal Realty & Auction LLC

    175 Golden Pond Rd, Monticello, KY 42633

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