Homes for Sale in 42633

• 

  

  

  /5

  $29,000

  • Land
  • 2.36 Acres
  • $12,288 per Acre

  200 Upchurch Dr, Monticello, KY 42633

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

  Alec Quetone Cardinal Realty & Auction LLC

  200 Upchurch Dr, Monticello, KY 42633
• 

  

  

  /44

  $249,900

  • 4 Beds
  • 2 Baths
  • 1,580 Sq Ft

  360 Hickory Hill Dr, Monticello, KY 42633

  Welcome to 360 Hickory Hill Drive, a well-maintained and thoughtfully updated split-level home located in one of Monticello's established and desirable neighborhoods. This property offers an excellent blend of space, functionality, and recent improvements-ideal for comfortable everyday living. The home features 4 bedrooms and 2 full bathrooms with approximately 1,580 sq ft of finished living

  Dylan Jones Cardinal Realty & Auction LLC

  360 Hickory Hill Dr, Monticello, KY 42633
• 

  

  

  /16

  $160,000

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  211 Hwy 1568, Monticello, KY 42633

  Investment Opportunity!Spacious 3-bedroom, 2.5-bath home featuring a large eat-in kitchen, a comfortable living room with a charming brick fireplace, and a separate family/entertainment room—perfect for relaxing or hosting. The property also includes a storage shed for added convenience. Offering excellent rental income potential or future value appreciation, this home is ideal for investors

  Monica Reed Godby Realty & Auction

  211 Hwy 1568, Monticello, KY 42633
• 

  

  

  /59

  $229,900

  • 5 Beds
  • 2.5 Baths
  • 2,142 Sq Ft

  118 Harrison Ave, Monticello, KY 42633

  Spacious ranch style home with a mostly finished basement situated on a desirable .6 acre corner lot in Monticello, Kentucky. This versatile property boasts a new roof in 2025 and offers up to 5 bedrooms, 2 full bathrooms, and 1 half bath, providing plenty of room for family living, guests, or multi-generational use. The main level features a comfortable layout with generous living space, 3

  Matthew Fouch Keller Williams Commonwealth - Somerset

  118 Harrison Ave, Monticello, KY 42633
• 

  

  

  /50

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  81 Eagles Bluff Rd, Monticello, KY 42633

  LAKE LOVERS! Welcome to your perfect retreat near Lake Cumberland! This immaculate A- frame home was built in 2019 and offers 2 bedrooms, plus a huge loft for additional sleeping areas and 2 full bathrooms. The layout offers an open floor plan with a living room area and eat-in kitchen with island, making it the perfect spot to gather. The tall windows and natural light provide a peaceful

  Morgan Harris Lake Cumberland Real Estate Professionals

  81 Eagles Bluff Rd, Monticello, KY 42633
• 

  

  /29

  $125,000

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  144 Cherry St, Monticello, KY 42633

  Welcome to 144 Cherry Street, where quality construction and careful upkeep shine! This 2 bedroom, 1 bathroom home was built in 2013 but still feels new. Situated right in town, it allows for comfortable living with quick access to everyday needs. Some things you're going to love about this property include: •NEW Roof in 2025 •Open Layout •Neutral Paint — a blank canvas for your decor! •Large

  Hannah York Lake Cumberland Real Estate Professionals

  144 Cherry St, Monticello, KY 42633
• 

  

  /38

  $229,000

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

  20 Maryland Ave, Monticello, KY 42633

  Don't miss this opportunity to own a wonderful in-town one-level home with 3 bedrooms and 2 bathrooms, offering 1,360 square feet of comfortable living space. Situated on three corner lots totaling .51 acres, this property provides ample outdoor room for recreation or future expansion. You'll love the oversized 1,024 sq ft detached garage with carport, perfect for parking, storage, or hobbies.

  Nelson Weaver Lake Cumberland Real Estate Professionals

  20 Maryland Ave, Monticello, KY 42633
• 

  

  /24

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,598 Sq Ft

  216 Sloan Dr, Monticello, KY 42633

  Looking for a nice home that is close to everything in Monticello, then take a look at this 3 bedroom, 2 bath home located on Sloan Drive. Home is a ranch style featuring an attached 2-car garage, concrete driveway, and a partial fence in back yard. Home has a covered front porch and a covered back porch. Garage has a walk out door leading to the back yard. When you enter the home the larger

  Donna Roberts Access Realty & Auction

  216 Sloan Dr, Monticello, KY 42633
• 

  

  /21

  $175,000

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  222 Cedar Bluff Ridge Rd, Monticello, KY 42633

  Welcome to your next turnkey investment on beautiful Lake Cumberland! This charming 2-bedroom, 1-bath cabin sits on a private lot with seasonal lake views and comes fully furnished — hot tub, fire pit, outdoor seating, décor, appliances, and stylish interiors all included. With a spacious deck, new beds, and thoughtful updates throughout, it's truly ready to impress guests from day one. Currently

  Colton Flynn Keller Williams Commonwealth - Somerset

  222 Cedar Bluff Ridge Rd, Monticello, KY 42633
• 

  

  /51

  $284,900

  • 4 Beds
  • 2 Baths
  • 1,477 Sq Ft

  875 Hwy 3106, Monticello, KY 42633

  Beautifully updated farmhouse that sits on an estimated acreage is approximately 2.15 acres; final boundaries and total acreage will be confirmed by survey prior to closing. The property is unrestricted, offering modern interior upgrades, timeless character, and exceptional usable land. This spacious home features two full levels of living space plus a fully finished basement, giving you over

  Dylan Jones Cardinal Realty & Auction LLC

  875 Hwy 3106, Monticello, KY 42633
• 

  

  /27

  $159,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  61 Vena Ct, Monticello, KY 42633

  Looking for an affordable home, then look at this newly remodeled home that is in the city limits of Monticello. Home is located close to downtown, Monticello/Wayne County Park, schools, shopping & medical. Home has new paint throughout, new flooring, new kitchen cabinets & countertops, new appliances, new lights and new trim as well as new doors. Large bathroom with new vanity, faucet, and

  Bruce Phillips Access Realty & Auction

  61 Vena Ct, Monticello, KY 42633
• 

  

  /18

  $139,900

  • Land
  • 41.93 Acres
  • $3,337 per Acre

  424 Mitt Foster Rd, Monticello, KY 42633

  Escape to your own private retreat in the mountains of Wayne County, Kentucky! This stunning property boasts over 41 acres +\- of sprawling land, complete with a 20 x 20 unfinished cabin waiting for your personal touch. Additionally, you'll find two hunting blinds strategically placed for optimal hunting opportunities, as well as a hundred yards by approximately 30 yards food plot to attract game

  Jason Bertram Weichert Realtors Ford Brothers, Inc.

  424 Mitt Foster Rd, Monticello, KY 42633
• 

  

  /50

  $349,000

  • 4 Beds
  • 2.5 Baths
  • 2,364 Sq Ft

  314 Kendrick Ave, Monticello, KY 42633

  Set on a highly desirable street, this beautifully maintained stonework home blends historic character with the ease of modern living. The classic exterior showcases timeless craftmanship, while numerous recent updates throughout the home provide style, comfort, and functionality. Offering four spacious bedrooms and two and a half bathrooms, the layout features generous closet space and an

  Sonya Washam Weichert Realtors Ford Brothers, Inc.

  314 Kendrick Ave, Monticello, KY 42633
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  /8

  $849,000

  • Land
  • 41.66 Acres
  • $20,379 per Acre

  404 Hillrise Dr, Monticello, KY 42633

  Discover 41.66 (recent survey) unrestricted acres within the Monticello city limits—an exceptional opportunity for development or investment. This prime tract offers city sewer, water, and electric, providing a strong foundation for residential, commercial, or mixed-use possibilities. Currently used for agricultural purposes, the land is open with gentle terrain, making it easy to build and plan.

  Tod Bertram Weichert Realtors Ford Brothers, Inc.

  404 Hillrise Dr, Monticello, KY 42633
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  /40

  $190,000

  • 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 updates

  Isaiah Brake Re/Max Country Lakes

  469 Mercer Dr, Monticello, KY 42633
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  /5

  $74,900

  • Land
  • 29.9 Acres
  • $2,505 per Acre

  198 E Dan Dishman Rd, Monticello, KY 42633

  29.9± Acres - Sunnybrook, Kentucky | Wayne County | Unrestricted Land Discover 29.9± secluded acres per PVA in the peaceful community of Sunnybrook, Kentucky. This beautiful tract offers the privacy and freedom you've been looking for—perfect for hunting, homesteading, off-grid living, or building your dream home in the heart of nature. Nestled in a quiet, wooded setting with abundant wildlife,

  Jason Bertram Weichert Realtors Ford Brothers, Inc.

  198 E Dan Dishman Rd, Monticello, KY 42633
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  /28

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  25 Barton Ct, Monticello, KY 42633

  Are you looking to downsize or ready to start your new home This is perfect for couples or small family. This would make a great rental investment. This gorgeous 3 bed, 2 full bath duplex sits golf cart distance from the green of Hole #1 at Monticello Country Club, offering a prime location. Featuring high-end finishes throughout, this home boasts a thoughtfully designed masterbed and bath on the

  Lisa Cooper Re/Max Country Lakes

  25 Barton Ct, Monticello, KY 42633
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  /60

  $399,000

  • 3 Beds
  • 3 Baths
  • 2,256 Sq Ft

  111 Stonehedge Terrace, Monticello, KY 42633

  Welcome to this charming 3-bedroom, 3-bath home located in the highly desirable Stonehedge Subdivision! Nestled on a generous 1.4-acre lot, this property offers the perfect blend of comfort, space, and convenience. Inside, you'll find beautiful hardwood floors, a spacious bonus room ideal for a home office or playroom, and a bright sunroom that invites you to relax and enjoy the surrounding views

  HG Hickey III No Wake Real Estate

  111 Stonehedge Terrace, Monticello, KY 42633
• 

  

  /11

  $10,000

  • Land
  • 0.46 Acre
  • $21,739 per Acre

  LOTS 194 A&B and 195 Cherokee Trail, Nancy, KY 42633

  Located 1.6 miles from entrance to Wolf Creek Marina. Growing community.

  

  Vanessa Vale Team

  LPT Realty

  (606) 534-5688

  LOTS 194 A&B and 195 Cherokee Trail, Nancy, KY 42633
• 

  

  /39

  $89,000

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

  1032 Furnace Mountain Rd, Monticello, KY 42633

  Discover 5.67 +/- unrestricted acres on Furnace Mountain Road offering a blend of open pasture, rolling ground, and wooded privacy. The property includes two connected mobile homes, a large detached garage/workshop, and existing 2 electric and 1 water hookup, making it an excellent opportunity for investors, builders, or anyone looking to develop a mini-farm or country homesite. The mobile homes

  Dylan Jones Cardinal Realty & Auction LLC

  1032 Furnace Mountain Rd, Monticello, KY 42633
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  /2

  $50,000

  • Land
  • 0.76 Acre
  • $65,789 per Acre

  Hwy 789 Hwy 789, Monticello, KY 42633

  .76 Acre tract suitable for home or modular unit. Close to boat launches. Water tap on property per seller. Seller has permit for septic. County road behind the property.

  Vanessa Dunnington Mid America Realty & Auction LLC

  Hwy 789 Hwy 789, Monticello, KY 42633
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  /29

  $777,000

  • Land
  • 28.98 Acres
  • $26,812 per Acre

  8201 W Ky-92, Monticello, KY 42633

  Less than one mile from Safe Harbor Beaver Creek Marina and beautiful Lake Cumberland, this 29-acre property offers a rare opportunity for campground or RV park development in one of Kentucky's most popular recreation destinations. The property is already partially developed with 7 established campsites — 4 with 30-amp hookups and 3 with 50-amp service — and 4 freeze-proof faucets connected to

  

  Epp Walls

  United Country - Kentucky Lifestyle Properties, LLC

  (606) 342-7160

  8201 W Ky-92, Monticello, KY 42633
• 

  

  /39

  $292,000

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft

  2738 Ky-1258, Monticello, KY 42633

  Hobby Farm Ready To Work For You Address: 2738 Hwy 1258, Monticello, KY Price: $292,000 Acreage: 14 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

  Jason Bertram Weichert Realtors Ford Brothers, Inc.

  2738 Ky-1258, Monticello, KY 42633
• 

  

  /24

  $179,000

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  1415 N Main St, Monticello, KY 42633

  Charming 3-bedroom, 1-bath brick home that's been totally renovated from top to bottom! This move-in-ready property features a brand-new roof, fresh interior and exterior paint, updated flooring, and modern fixtures throughout. The spacious kitchen offers updated cabinetry and countertops, perfect for family meals or entertaining guests. Enjoy peace of mind with updated systems and quality

  Tod Bertram Weichert Realtors Ford Brothers, Inc.

  1415 N Main St, Monticello, KY 42633
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  /139

  $899,900

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

  800 Red Fox Ridge, Monticello, KY 42633

  SELLERS RELOCATING! Discover the epitome of luxury living with this breathtaking 4-bedroom, 3 1/2 bath home, offering unparalleled panoramic views. Custom built in 2024 with a striking combination of brick, stone and Hardi-board 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.

  Michael Hines Lake Cumberland Real Estate Professionals

  800 Red Fox Ridge, Monticello, KY 42633
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  /6

  $24,900

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

  440 Ray Dean Dishman, Monticello, KY 42633

  Attention investors and DIY enthusiasts! Multiple exit strategies: finish this remodel then either flip, rent or move in! Home being sold as is. Cash preferred but will consider financed all offers.

  Dustin Hepburn

  440 Ray Dean Dishman, Monticello, KY 42633
• 

  

  /62

  $339,000

  • 5 Beds
  • 3.5 Baths
  • 3,008 Sq Ft

  679 Bell Phipps Rd, Monticello, KY 42633

  Discover a unique opportunity with this beautifully updated property featuring an inviting 3-bedroom, 1-bath A-frame home and a duplex — all nestled on a spacious 1.37± acre lot. The main A-frame residence offers rustic charm with modern upgrades, including a brand-new roof and new HVAC system for year-round comfort. Inside, you'll find bright living spaces, cozy bedrooms, and an open layout

  HG Hickey III No Wake Real Estate

  679 Bell Phipps Rd, Monticello, KY 42633
• 

  

  /19

  $99,000

  • Land
  • 4.98 Acres
  • $19,880 per Acre

  2595 Twyfords Point Rd, Monticello, KY 42633

  Nature Meets Opportunity - Unrestricted 4.98 acres just a mile from Twyfords Point boat ramp and minutes to Beaver Creek Resort — bring your RV, build your dream cabin, or launch your next adventure. - No zoning limits means endless potential: tiny homes, barndominiums, weekend retreats, or investment rentals. - Gently rolling terrain with mature trees offers privacy, shade, and natural beauty in

  HG Hickey III No Wake Real Estate

  2595 Twyfords Point Rd, Monticello, KY 42633
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  /9

  $39,000

  • Land
  • 0.69 Acre
  • $56,522 per Acre

  100 Parker St, Monticello, KY 42633

  An excellent opportunity to own four adjoining building lots being sold together as one parcel in the Harrison Subdivision. This combined tract offers ample space for a single private residence or future development potential. With minimal restrictions, the property provides flexibility in design and use while maintaining neighborhood standards. Conveniently located near local schools, shopping,

  Isaiah Brake Re/Max Country Lakes

  100 Parker St, Monticello, KY 42633
• 

  

  /9

  $8,900

  • Land
  • 0.95 Acre
  • $9,368 per Acre

  Lot 103 Cumberland Shores, Monticello, KY 42633

  Beautiful acre building lot in Cumberland Shores a gated community north of Monticello, KY. It would be a great lot for a walkout basement home with aq front loading garage. It's a short hike to the lake, close to several ramps. Lots of privacy! Fewneighbors, underground utilities and a low tax rate make this a highly desirable property. Think Gatlinburg!! Restrictions are minor, 1500 sq ft

  Brad Bigelow CENTURY 21 Advantage Realty

  Lot 103 Cumberland Shores, Monticello, KY 42633
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  /9

  $159,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  114 Crawford St, Monticello, KY 42633

  Charming New Construction in Town. Built in 2024, this newly constructed 2-bedroom, 1-bath home offers modern convenience and thoughtful design. Located within the city limits, it provides easy access to shopping, dining, and local amenities—all within walking distance. The property features ample parking, a nice storage shed, and a low-maintenance lot, making it an excellent choice for anyone

  Millie King Weaver Keller Williams Bluegrass Realty - Lake Cumberland

  114 Crawford St, Monticello, KY 42633
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  /83

  $389,000

  • 4 Beds
  • 3 Baths
  • 3,793 Sq Ft

  106 Highway 3284, Monticello, KY 42633

  This stunning 3,700± square foot home perfectly blends classic charm with modern luxury. Conveniently located and set on a spacious lot, the property welcomes you with a handsome stone exterior, a circle driveway, and a two-car detached garage. Inside, no detail has been overlooked. The home has just undergone major renovations, featuring all-new flooring, custom cabinetry, premium countertops,

  HG Hickey III No Wake Real Estate

  106 Highway 3284, Monticello, KY 42633
• 

  

  /17

  $72,000

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  1542 Kentucky 167, Monticello, KY 42633

  Charming and affordable! This 2-bedroom, 1-bath mobile home offers comfortable living just minutes from downtown Monticello. Enjoy a functional layout with a cozy living area and plenty of natural light throughout. Recent updates include a new roof, gutters, and downspouts installed in 2025, giving you peace of mind for years to come. A great opportunity for first-time buyers, downsizers, or

  Retina Duncan RE/MAX LakeTime Realty

  1542 Kentucky 167, Monticello, KY 42633
• 

  

  /46

  $329,900

  • Land
  • 1.21 Acres
  • $272,645 per Acre

  1748 Old Mill Springs Rd, Monticello, KY 42633

  A once-in-a-lifetime opportunity to own one of Mill Springs' most historic and recognizable landmarks-known locally as Dunagan's Store sitting on 1.21 +/- Acres, originally constructed in 1890. This remarkable property has served the community for over a century as a post office, restaurant, retail shop, and ice cream parlor. The structure offers endless potential for continued commercial use or

  Dylan Jones Cardinal Realty & Auction LLC

  1748 Old Mill Springs Rd, Monticello, KY 42633
• 

  

  /9

  $89,900

  • 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
• 

  

  /27

  $169,400

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  64 Bess Ann Ct, Monticello, KY 42633

  Now offering this beautiful single owner 3 bedroom 2 bathroom home! Located in a great neighborhood near Wayne County Schools, Restaurants, and shopping, this meticulously maintained brick ranch features a newer roof, newer siding, and newer windows! The backyard has plenty of private room for entertainment and recreation for the family! The home boasts a spacious layout with over 1,500 sq ft of

  Nathanael Sears Keller Williams Commonwealth - Somerset

  64 Bess Ann Ct, Monticello, KY 42633
• 

  

  /11

  $140,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  28 Maple St, Monticello, KY 42633

  A rare find Move-In- Ready and only $150000 Plus three bedrooms. Lot is flat as a flitter and there is even a shed outback. If your looking for a quite neighborhood welcome home.

  Kenny Gumm Team Gumm Realty

  28 Maple St, Monticello, KY 42633
• 

  

  /8

  $21,900

  • Land
  • 2.01 Acres
  • $10,896 per Acre

  148 W Willow Point Rd Unit 148, Monticello, KY 42633

  2.01 Acres +/- building lot in Cumberland Shores subdivision. Gated community provides peace of mind for your new home. Perfect for a lake home, or retirement home. This property provides seclusion and privacy with mature woods to create your own slice of paradise. Close to town and amenities.

  Alec Quetone Cardinal Realty & Auction LLC

  148 W Willow Point Rd Unit 148, Monticello, KY 42633
• 

  /2

  $12,900

  • Land
  • 0.51 Acre
  • $25,294 per Acre

  432 Bears Way, Monticello, KY 42633

  This is a cleared property that is waiting for the perfect home to be built. Right outside city limits. Within a few short minutes to schools and shopping. Deed restriction: No dwelling house shall be with less than 1200 sq feet of finished heated floor space, excluding garage, carport and basement.

  Kendra Roark Weichert Realtors Ford Brothers, Inc.

  432 Bears Way, Monticello, KY 42633
• 

  

  /8

  $49,900

  • Land
  • 1.74 Acres
  • $28,678 per Acre

  225 Lynne Dr, 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 Weichert Realtors Ford Brothers, Inc.

  225 Lynne Dr, Monticello, KY 42633

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