Monticello, KY Homes for Sale under $300,000

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  $249,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  230 Carter Gregory Rd, Monticello, KY 42633

  Completely renovated and move-in ready! This beautifully updated 3-bedroom, 2-bath home offers approximately 2,100± square feet of living space on an estimated 0.93± acre lot. A new boundary survey is currently underway, with property lines already marked. Final acreage will be determined upon completion of the recorded survey. Step inside to a bright, open-concept floor plan featuring luxury

  Dylan Jones Re/Max Country Lakes

  230 Carter Gregory Rd, Monticello, KY 42633
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  $125,000

  $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  1015 Old Fall Creek Rd, Monticello, KY 42633

  Discover the potential in this 1456 sq ft +/- double wide home on a permanent foundation, perfectly situated in a highly desirable location just minutes from Old Fall Creek Boat Ramp and Conley Bottom Resort. Featuring 3 bedrooms and 2 full baths, this property offers a spacious layout ready to be transformed into your ideal getaway or income-producing investment. Enjoy outdoor living with a

  HG Hickey III No Wake Real Estate

  1015 Old Fall Creek Rd, Monticello, KY 42633
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  $19,900

  • Land
  • 1.51 Acres
  • $13,179 per Acre

  Lot 63 Sandstone Point, Monticello, KY 42633

  Stunning 1.51 acre building lot in Sandstone Point a gated community 10 miles north of Monticello, KY. You should be able to get a lake view with some clearing. It would be a great spot for a cabin with a walkout lower level or crawlspace. Some basic restrictions to protect your investment. The resort is mostly being done in cottage/cabin styles for residential or vacation rentals. 1400 sq ft

  Brad Bigelow CENTURY 21 Advantage Realty

  Lot 63 Sandstone Point, Monticello, KY 42633
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  $259,000

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  338 Harper Dr, Monticello, KY 42633

  Nestled at the top of the hill in town, 338 Harper Drive is being offered under appraisal value. The home offers privacy, panoramic views, and exceptional flexibility. This move-in ready home features 3 spacious bedrooms and 2 full bathrooms, complemented by an open kitchen complete with elegant granite countertops and modern stainless steel appliances. Situated across 3 expansive lots, the

  Tod Bertram Weichert Realtors Ford Brothers, Inc.

  338 Harper Dr, Monticello, KY 42633
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  $234,900

  • 3 Beds
  • 2.5 Baths
  • 3,640 Sq Ft

  198 Lockett St, Monticello, KY 42633

  Brick ranch with a basement! Located in the favored Harrison Addition, this spacious 3 bedroom, 2.5 bath home offers approximately 3,600 square feet including the basement, all conveniently located in the middle of town. Inside, you'll find plenty of room to spread out with generous living spaces, a den, and a basement offering even more possibilities. The home features central heat and air along

  Brandon Davis No Wake Real Estate

  198 Lockett St, Monticello, KY 42633
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  $219,000

  $30K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft

  1493 Missouri Hollow Rd, Monticello, KY 42633

  If you've been searching for a property with character, acreage, and stunning views, this one is a must-see. Situated on approximately 5 acres just outside the city limits, this unique rustic stone home offers 1,920 square feet of living space, 5 bedrooms, 2 bathroom, and a peaceful setting overlooking the beautiful countryside of Wayne County. The home's distinctive stone exterior creates

  Isaiah Brake Re/Max Country Lakes

  1493 Missouri Hollow Rd, Monticello, KY 42633
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  $139,000

  • Land
  • 1.7 Acres
  • $81,765 per Acre

  000 Surrey Hill Rd, Monticello, KY 42633

  Position your next investment for success with this exceptional 1.7+/- acre commercial lot, conveniently located just off the highly traveled intersection of KY Highway 90 and KY Highway 92. Offering excellent visibility and steady traffic flow, this unrestricted property provides endless development opportunities. Whether you're planning apartments, retail space, office buildings, mixed-use

  HG Hickey III No Wake Real Estate

  000 Surrey Hill Rd, Monticello, KY 42633
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  $180,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,447 Sq Ft

  10113 E Highway 92, Monticello, KY 42633

  This 3 bedroom, 2 bath brick home is located in a beautiful rural setting in Wayne County and offers an affordable opportunity for the right buyer. The home features approximately 1,447 sq ft of living space, a full unfinished basement, attached 1.5 -car garage, covered front porch, rear deck, fireplace, and poured concrete foundation. With its brick exterior, full basement, garage, and peaceful

  Isaiah Brake Re/Max Country Lakes

  10113 E Highway 92, Monticello, KY 42633
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  $274,900

  $25K PRICE DROP

  • Land
  • 89 Acres
  • $3,089 per Acre

  480 Phillips Hollow Rd, Monticello, KY 42633

  Escape to 89 acres of Kentucky countryside in Monticello, offering a rare combination of privacy, recreation, and true off-grid potential. Whether you're looking for a hunting property, weekend retreat, recreational getaway, or private piece of land to call your own, this unique tract has plenty to explore. The property is mostly wooded with a mixture of level and hilly terrain, along with some

  Matthew Fouch Keller Williams Commonwealth - Somerset

  480 Phillips Hollow Rd, Monticello, KY 42633
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  /18

  $262,500

  $38K PRICE DROP

  • Land
  • 21 Acres
  • $12,500 per Acre

  21 Acres Dug Rd, Monticello, KY 42633

  Approximately 21 acres m/l near Lake Cumberland offering an ideal combination of privacy, convenience, and development potential! Located in Monticello, this property is within approximately 2 miles of Safe Harbor Beaver Creek Marina, with the locally known Orchard boat ramp conveniently located at the end of the road. A large cleared area in the center of the property provides an excellent

  Stephanie Harris Bastin Weichert Realtors Ford Brothers, Inc.

  21 Acres Dug Rd, Monticello, KY 42633
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  $8,450

  $1K PRICE DROP

  • Land
  • 1.81 Acres
  • $4,669 per Acre

  Lot 76 Sandstone Point Trail, Monticello, KY 42633

  Great 1.81 acre building lot in Sandstone Point a gated community 10 miles north of Monticello, KY. You should be able to get a lake view with some clearing. It would be a great spot for a cabin with a walkout lower level or crawlspace. Some basic restrictions to protect your investment. The resort is mostly being done in cottage/cabin styles for residential or vacation rentals. 1400 sq ft

  Brad Bigelow CENTURY 21 Advantage Realty

  Lot 76 Sandstone Point Trail, Monticello, KY 42633
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  $49,900

  • Land
  • 2.17 Acres
  • $22,995 per Acre

  Lot 90 Sandstone Point Trail, Monticello, KY 42633

  Welcome to Sandstone Point, a private gated community that is mere minutes away from the waters of Lake Cumberland. This 2.17 acre tract offers privacy and flexibility, with zero restrictions holding you back from creating your forever dream home. The parcel, comprised of Lot 90 & 91, offers a lake view at the peak of the property and is located a short 7 miles drive from Safe Harbor Beaver Creek

  Morgan Harris Lake Cumberland Real Estate Professionals

  Lot 90 Sandstone Point Trail, Monticello, KY 42633
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  $190,000

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

  53 Pine St, Monticello, KY 42633

  Looking for a move-in ready home close to beautiful Lake Cumberland? This one is ready to welcome you! This spacious brick home features 3 bedrooms, 1.5 baths, and plenty of room to spread out and enjoy! The updated kitchen is ready for everything from quick weeknight dinners to entertaining family and friends, while the large sunroom gives you even more space to relax, gather, or enjoy your

  Jackie Willis Denton EXIT REALTY BLUEGRASS

  53 Pine St, Monticello, KY 42633
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  $55,000

  $5K PRICE DROP

  403 Ridgewood Ave, Monticello, KY 42633

  Investors special! This property is an excellent opportunity to add to your rental portfolio or take on as your next investment project. The home features a brand-new roof installed in 2026, providing a major improvement already completed. The current owners have removed all the old fixtures and cleared the way for a fresh start! Bring your vision and tools to transform this 2 bedroom, 1

  Morgan Harris Lake Cumberland Real Estate Professionals

  403 Ridgewood Ave, Monticello, KY 42633
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  $249,000

  $50K PRICE DROP

  • Land
  • 2 Acres
  • $124,500 per Acre

  8274 Kentucky 90, Monticello, KY 42633

  Prime Commercial Opportunity on Highway 90 near Conley Bottom Marina This 2-acre commercial property, perfectly situated off Highway 90 at the Conley Bottom Marina turnoff, offers unmatched potential in a high-traffic location. As one of the largest and busiest marinas on Lake Cumberland, Conley Bottom attracts millions of visitors annually, making this spot ideal for businesses catering to lake

  Brandon Davis No Wake Real Estate

  8274 Kentucky 90, Monticello, KY 42633
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  $20,500

  • Land
  • 26,136 Sq Ft
  • $34,167 per Acre

  42 Village Point Ln, Monticello, KY 42633

  Welcome to Cumberland Shores, a peaceful gated community located in Monticello, KY, offering beautiful views and the perfect setting for your future lake home. This property gives you the opportunity to build a custom retreat where you can enjoy the quiet surroundings and the beauty of Lake Cumberland. This lot is ideal for a cozy vacation home, weekend getaway, or future retirement retreat. A

  Isaiah Brake Re/Max Country Lakes

  42 Village Point Ln, Monticello, KY 42633
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  $57,900

  $8K PRICE DROP

  • Land
  • 23,086 Sq Ft
  • $109,245 per Acre

  5 Lighthouse Rd, Monticello, KY 42633

  This 0.53-acre beauty is just a 3.6-mile zip from Conley Bottom Marina, so you'll be lakeside in no time. It's got all the hookups: Water, electric, and septic are already set up. Once home to a tiny house, now it's an open invitation for your RV, your cabin, or whatever you're dreaming up. Your next adventure starts right here, just bring the vision, and the lot's ready to roll!!

  Denver Eaton Re/Max Country Lakes

  5 Lighthouse Rd, Monticello, KY 42633
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  $6,500

  $19K PRICE DROP

  • Land
  • 33,105 Sq Ft
  • $8,553 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
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  $79,900

  • Land
  • 1.5 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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  $29,000

  • Land
  • 24,829 Sq Ft
  • $50,877 per Acre

  3 Clear Sky Way, Monticello, KY 42633

  Great opportunity with this ½ acre lot conveniently located just off Hwy 90 in Monticello, only minutes from Somerset. This property offers excellent potential for either residential or commercial use, making it a versatile investment. Water and electric are available along the road, making it easier to start building your home, business, or rental property. The location provides quick access

  Tod Bertram Weichert Realtors Ford Brothers, Inc.

  3 Clear Sky Way, Monticello, KY 42633
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  $219,900

  $5K PRICE DROP

  1051 Kelley Lane Spann Hill, Monticello, KY 42633

  72 acres of unrestricted land offering privacy, recreation, and multiple opportunities with this exceptional tract in Monticello, Kentucky. Whether you're searching for a premier hunting property, a weekend getaway, or the ideal spot to build your dream homestead, this land checks a bunch of boxes. This property is predominantly wooded, offering excellent cover and habitat for wildlife, making it

  Matthew Fouch Keller Williams Commonwealth - Somerset

  1051 Kelley Lane Spann Hill, Monticello, KY 42633

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