Real Estate Investment Properties for Sale in Monticello, KY

Looking for investment property in Monticello, KY with high ROI ?

Explore a variety of short-term homes & houses in Monticello, KY. Invest wisely with VRBO & Monticello, KY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Monticello, KY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
80 Sunset Vista Way Monticello, KY Unparalleled custom lake view home overlooking the main lake. One, of if not THE best view...	4 beds \| 3 baths \| 4,504 sq.ft.	$749,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 1.89% Airbnb Rental Income: $2434 Traditional Rental Income: $2713 Airbnb ROI: 0.64% Traditional ROI: 1.89%
1115 Highway 167 Monticello, KY This delightful listing presents a charming home. Featuring a barn and silo, along with a...	3 beds \| 2 baths \| 1,614 sq.ft.	$184,900	Airbnb cash on cash: 3.78% Traditional cash on cash: 8.94% Airbnb Rental Income: $1360 Traditional Rental Income: $1852 Airbnb ROI: 3.78% Traditional ROI: 8.94%
99 Silverdust Circle Monticello, KY Charming home located in well established Grazeland Subdivision. Home is located 3 to 4 m...	4 beds \| 5 baths \| 4,800 sq.ft.	$470,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 8.15% Airbnb Rental Income: $2434 Traditional Rental Income: $4345 Airbnb ROI: 2.46% Traditional ROI: 8.15%
398 Auction Street Monticello, KY If you're looking for privacy and seclusion without being far from town, this could be the...	4 beds \| 4 baths \| 3,416 sq.ft.	$290,000	Airbnb cash on cash: 4.93% Traditional cash on cash: 10.64% Airbnb Rental Income: $2434 Traditional Rental Income: $3398 Airbnb ROI: 4.93% Traditional ROI: 10.64%
35 Guinn Drive Monticello, KY NEW ROOF! Discover the perfect blend of comfort and convenience in this gorgeous brick ho...	4 beds \| 3 baths \| 3,416 sq.ft.	$394,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 5.07% Airbnb Rental Income: $2434 Traditional Rental Income: $2650 Airbnb ROI: 2.87% Traditional ROI: 5.07%
688 Old Sawmill Road Monticello, KY Now offered at $535,000. You're going to love this immaculate 3 bedroom cabin on 1.84 acre...	3 beds \| 2 baths \| 1,368 sq.ft.	$529,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 1.62% Airbnb Rental Income: $1360 Traditional Rental Income: $1812 Airbnb ROI: -0.13% Traditional ROI: 1.62%
463 Indian Cave Subdivision Monticello, KY Welcome to your dream home! This stunning custom built brick home offers spacious living w...	5 beds \| 4 baths \| 4,244 sq.ft.	$469,000	Airbnb cash on cash: 6.22% Traditional cash on cash: 5.98% Airbnb Rental Income: $4440 Traditional Rental Income: $3406 Airbnb ROI: 6.22% Traditional ROI: 5.98%
625 Sunset Boulevard Monticello, KY You will love this immaculate 3-bedroom, 3-bath home that is located at the end of the str...	3 beds \| 3 baths \| 2,236 sq.ft.	$365,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 4.84% Airbnb Rental Income: $1360 Traditional Rental Income: $2212 Airbnb ROI: 1.14% Traditional ROI: 4.84%
109 Betsey Lane Monticello, KY Welcome to this charming home nestled in a serene country setting, just 15 minutes from th...	3 beds \| 1 baths \| 1,064 sq.ft.	$199,000	Airbnb cash on cash: 2.65% Traditional cash on cash: 5.32% Airbnb Rental Income: $1360 Traditional Rental Income: $1449 Airbnb ROI: 2.65% Traditional ROI: 5.32%
130 Branch Road Monticello, KY Welcome to this charming home built in the 1930's and conveniently located near shopping, ...	3 beds \| 2 baths \| 1,358 sq.ft.	$150,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 9.63% Airbnb Rental Income: $1360 Traditional Rental Income: $1742 Airbnb ROI: 4.08% Traditional ROI: 9.63%
1145 Ramsey Point Road Monticello, KY This beautifully updated, move-in ready 3bed, 2 bath home comes fully furnished, so all yo...	3 beds \| 2 baths \| 1,352 sq.ft.	$220,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 6.14% Airbnb Rental Income: $1360 Traditional Rental Income: $1654 Airbnb ROI: 2.73% Traditional ROI: 6.14%
470 Cedar Bluff Road Monticello, KY Super cool 20X30 sq ft Fisherman's special, vacation spot sitting on two lots! Nice Easter...	1 beds \| 1 baths \| 792 sq.ft.	$149,900	Airbnb cash on cash: 2.11% Traditional cash on cash: 8.98% Airbnb Rental Income: $896 Traditional Rental Income: $1544 Airbnb ROI: 2.11% Traditional ROI: 8.98%
800 Red Fox Ridge Monticello, KY Discover the epitome of luxury living with this breathtaking 4-bedroom, 3 1/2 bath home, ...	4 beds \| 4 baths \| 3,998 sq.ft.	$999,900	Airbnb cash on cash: 0.02% Traditional cash on cash: 1.81% Airbnb Rental Income: $2434 Traditional Rental Income: $3500 Airbnb ROI: 0.02% Traditional ROI: 1.81%
177 Gregory Branch Road Monticello, KY Charming 1,900 Sq Ft Home on 10 Acres - A Nature Lover's Paradise! Escape to the sereni...	4 beds \| 2 baths \| 1,900 sq.ft.	$207,000	Airbnb cash on cash: 7.05% Traditional cash on cash: 7.39% Airbnb Rental Income: $2434 Traditional Rental Income: $1907 Airbnb ROI: 7.05% Traditional ROI: 7.39%
119 Hill Drive Monticello, KY Cutest Little Cabin in the Woods! This charming 2 bedroom, 1 bathroom lake retreat is loc...	2 beds \| 1 baths \| 822 sq.ft.	$159,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 6.78% Airbnb Rental Income: $892 Traditional Rental Income: $1282 Airbnb ROI: 1.99% Traditional ROI: 6.78%
1636 Green Hill Estates Road Monticello, KY MOTIVATED SELLER - Says make an offer on this AIRBNB or full time living for this year rou...	5 beds \| 4 baths \| 3,848 sq.ft.	$525,000	Airbnb cash on cash: 5.73% Traditional cash on cash: 5.7% Airbnb Rental Income: $4440 Traditional Rental Income: $3497 Airbnb ROI: 5.73% Traditional ROI: 5.7%
202 Willa Drive Monticello, KY Charming 3-Bedroom Home Minutes from Beaver Creek Resort! This beautifully maintained, ...	3 beds \| 2 baths \| 1,296 sq.ft.	$229,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 5.48% Airbnb Rental Income: $1360 Traditional Rental Income: $1580 Airbnb ROI: 2.56% Traditional ROI: 5.48%
500 Beaver Lodge Rd Monticello, KY Perfect Vacation Getaway - Fully Furnished & Ready to Enjoy! Welcome to your ideal lake...	2 beds \| 2 baths \| 1,120 sq.ft.	$219,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 5.91% Airbnb Rental Income: $892 Traditional Rental Income: $1600 Airbnb ROI: 0.86% Traditional ROI: 5.91%
2 Lighthouse Road Monticello, KY Lake Lovers! Lot 2 Lighthouse Road, nestled in the Mill Springs Area of Monticello, is a b...	2 beds \| 2 baths \| 1,008 sq.ft.	$269,900	Airbnb cash on cash: -0.04% Traditional cash on cash: 4.8% Airbnb Rental Income: $892 Traditional Rental Income: $1785 Airbnb ROI: -0.04% Traditional ROI: 4.8%
139 Golden Pond Road Monticello, KY Escape to your private wooded retreat with this charming log cabin and cozy guest house, n...	4 beds \| 3 baths \| 1,499 sq.ft.	$369,900	Airbnb cash on cash: 3.18% Traditional cash on cash: 3.49% Airbnb Rental Income: $2434 Traditional Rental Income: $1948 Airbnb ROI: 3.18% Traditional ROI: 3.49%
299 Mercer Drive Monticello, KY Welcome to this absolute dollhouse! This charming home offers 3 bedrooms and 2 bathrooms, ...	3 beds \| 2 baths \| 1,526 sq.ft.	$210,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 7.01% Airbnb Rental Income: $1360 Traditional Rental Income: $1764 Airbnb ROI: 2.89% Traditional ROI: 7.01%
507 Lockett Street Monticello, KY Welcome to this beautifully maintained brick home that is located on Lockett Street in one...	3 beds \| 2 baths \| 1,692 sq.ft.	$275,900	Airbnb cash on cash: 2% Traditional cash on cash: 5.49% Airbnb Rental Income: $1360 Traditional Rental Income: $1850 Airbnb ROI: 2% Traditional ROI: 5.49%
1681 KY 1568 Monticello, KY MOTIVATED SELLERS! This newly updated 5 bed, 5 bath home sits on a full acre between Conle...	5 beds \| 5 baths \| 4,298 sq.ft.	$435,000	Airbnb cash on cash: 7.08% Traditional cash on cash: 10.24% Airbnb Rental Income: $4440 Traditional Rental Income: $4798 Airbnb ROI: 7.08% Traditional ROI: 10.24%
1560 Bell Phipps Road Monticello, KY Square footage, garage and room count include primary residence and guest house. Guest hou...	4 beds \| 4 baths \| 2,177 sq.ft.	$645,900	Airbnb cash on cash: 1.67% Traditional cash on cash: 2.02% Airbnb Rental Income: $2434 Traditional Rental Income: $2051 Airbnb ROI: 1.67% Traditional ROI: 2.02%
504 S 1808 Highway Monticello, KY This brick ranch style home boasts two bedrooms, living room, kitchen, large dining roo...	2 beds \| 1 baths \| 1,800 sq.ft.	$149,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 7.18% Airbnb Rental Income: $892 Traditional Rental Income: $1287 Airbnb ROI: 2.04% Traditional ROI: 7.18%
140 Damron Drive Drive Monticello, KY Discover the perfect blend of convenience and comfort in this 4-bedroom, 3-bath ranch home...	4 beds \| 3 baths \| 3,384 sq.ft.	$305,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 7.59% Airbnb Rental Income: $2434 Traditional Rental Income: $2628 Airbnb ROI: 4.84% Traditional ROI: 7.59%
25 Cart Bell Lane Monticello, KY Rustic off-grid cabin tucked away on 2.89 +/-mostly wooded acres, just minutes from multip...	1 beds \| N/A baths \| 120 sq.ft.	$79,000	Airbnb cash on cash: 4.65% Traditional cash on cash: 10.54% Airbnb Rental Income: $896 Traditional Rental Income: $1016 Airbnb ROI: 4.65% Traditional ROI: 10.54%
8459 KY-90 Monticello, KY Charming 3-Bedroom Home on 1.55 Acres- Prime Location Near Conley Bottom Marina on beautif...	3 beds \| 1 baths \| 1,591 sq.ft.	$149,900	Airbnb cash on cash: 4.57% Traditional cash on cash: 8.78% Airbnb Rental Income: $1360 Traditional Rental Income: $1549 Airbnb ROI: 4.57% Traditional ROI: 8.78%
8 Gehring Way Monticello, KY Welcome to your dream retreat! This beautifully custom-built 4-bedroom, 2-bathroom home si...	4 beds \| 2 baths \| 1,836 sq.ft.	$399,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 4.1% Airbnb Rental Income: $2434 Traditional Rental Income: $2147 Airbnb ROI: 3.28% Traditional ROI: 4.1%
96 Big Beech Lane Monticello, KY Situated on one of Cumberland Ridge's most private lots very close to the lake you will fi...	3 beds \| 2 baths \| 1,260 sq.ft.	$249,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 5.98% Airbnb Rental Income: $1360 Traditional Rental Income: $1794 Airbnb ROI: 2.38% Traditional ROI: 5.98%
135 Mary Linda Drive Monticello, KY Looking for a one level home that is located in Monticello, then call today to take a look...	3 beds \| 1 baths \| 1,189 sq.ft.	$169,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 7.43% Airbnb Rental Income: $1360 Traditional Rental Income: $1485 Airbnb ROI: 4.08% Traditional ROI: 7.43%
174 Wade Park Drive Monticello, KY ATTENTION SHORT TERM RENTAL SEEKERS! Property is furnished and ready to begin renting!...	3 beds \| 2 baths \| 1,638 sq.ft.	$259,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 5.38% Airbnb Rental Income: $1360 Traditional Rental Income: $1866 Airbnb ROI: 1.62% Traditional ROI: 5.38%
595 Old Zula Rd Monticello, KY Nestled on a 0.75+/- acre lot, this recently remodeled residence boasts three bedrooms and...	3 beds \| 2 baths \| N/A	$152,900	Airbnb cash on cash: 3.97% Traditional cash on cash: 9.25% Airbnb Rental Income: $1360 Traditional Rental Income: $1717 Airbnb ROI: 3.97% Traditional ROI: 9.25%
25 FLINT RIDGE RD Monticello, KY Welcome to 25 Flint Ridge Road, a beautiful 3-bedroom, 2-bathroom brick home nestled on a ...	3 beds \| 2 baths \| 2,654 sq.ft.	$284,900	Airbnb cash on cash: 1.32% Traditional cash on cash: 6.24% Airbnb Rental Income: $1360 Traditional Rental Income: $2264 Airbnb ROI: 1.32% Traditional ROI: 6.24%
137 Indian Cave Subdivision Monticello, KY This is not just a beautiful brick home on 8 acres, it's a small estate. This stately two ...	5 beds \| 5 baths \| 5,678 sq.ft.	$699,900	Airbnb cash on cash: 4.02% Traditional cash on cash: 6% Airbnb Rental Income: $4440 Traditional Rental Income: $4806 Airbnb ROI: 4.02% Traditional ROI: 6%
568 Golden Pond Road Monticello, KY Beautifully maintained income producing vacation rental (COMES FULLY FURNISHED) is a 5-bed...	5 beds \| 3 baths \| 2,640 sq.ft.	$344,900	Airbnb cash on cash: 9.08% Traditional cash on cash: 6.23% Airbnb Rental Income: $4440 Traditional Rental Income: $2588 Airbnb ROI: 9.08% Traditional ROI: 6.23%
34 Webster Drive Monticello, KY More photos coming soon!! Welcome to this classic 3 bedroom, 2 bath brick ranch-style home...	3 beds \| 2 baths \| 1,581 sq.ft.	$189,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 5.92% Airbnb Rental Income: $1360 Traditional Rental Income: $1410 Airbnb ROI: 3.33% Traditional ROI: 5.92%
175 Golden Pond Road Monticello, KY This remarkable duplex in Golden Pond Resort offers proven short-term rental income (renta...	8 beds \| 4 baths \| 2,688 sq.ft.	$399,000	Airbnb cash on cash: 7.28% Traditional cash on cash: 6.22% Airbnb Rental Income: $4440 Traditional Rental Income: $3113 Airbnb ROI: 7.28% Traditional ROI: 6.22%
43 Farmington Ave Monticello, KY Beautifully well-maintained brick home, conveniently located between Somerset and Monticel...	3 beds \| 2 baths \| 1,990 sq.ft.	$349,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 5.24% Airbnb Rental Income: $1360 Traditional Rental Income: $2187 Airbnb ROI: 1.45% Traditional ROI: 5.24%
386 Murl Road Monticello, KY Selling at Auction via Online & In-Person at 10am Saturday October 11th. Online bidding wi...	3 beds \| 1 baths \| 1,248 sq.ft.	$100,000	Airbnb cash on cash: 6.9% Traditional cash on cash: 11.69% Airbnb Rental Income: $1360 Traditional Rental Income: $1410 Airbnb ROI: 6.9% Traditional ROI: 11.69%

Real Estate investment in Monticello, KY

There are 57 properties for sale in the city of Monticello . The median list price in Monticello is $229,900 and the average price per square foot is $109. In September 2025, the average monthly cash on cash return in Monticello is 6.00%. The average monthly rental income in Monticello is $1,859.

Monticello, KY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 57 investment properties available for sale in Monticello.

In 2025, the best neighborhood to buy investment property is Monticello.

The ROI for Long-Term is higher than the Short-Term in Monticello with average rental income of $1,859.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, KY

80 Sunset Vista Way

Monticello, KY

4 beds | 3 baths | 4,504 sq.ft.

$749,900

Airbnb cash on cash: 0.64%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $2434

Traditional Rental Income: $2713

Airbnb ROI: 0.64%

Traditional ROI: 1.89%

1115 Highway 167

Monticello, KY

3 beds | 2 baths | 1,614 sq.ft.

$184,900

Airbnb cash on cash: 3.78%

Traditional cash on cash: 8.94%

Airbnb Rental Income: $1360

Traditional Rental Income: $1852

Airbnb ROI: 3.78%

Traditional ROI: 8.94%

99 Silverdust Circle

Monticello, KY

4 beds | 5 baths | 4,800 sq.ft.

$470,000

Airbnb cash on cash: 2.46%

Traditional cash on cash: 8.15%

Airbnb Rental Income: $2434

Traditional Rental Income: $4345

Airbnb ROI: 2.46%

Traditional ROI: 8.15%

398 Auction Street

Monticello, KY

4 beds | 4 baths | 3,416 sq.ft.

$290,000

Airbnb cash on cash: 4.93%

Traditional cash on cash: 10.64%

Airbnb Rental Income: $2434

Traditional Rental Income: $3398

Airbnb ROI: 4.93%

Traditional ROI: 10.64%

35 Guinn Drive

Monticello, KY

4 beds | 3 baths | 3,416 sq.ft.

$394,000

Airbnb cash on cash: 2.87%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $2434

Traditional Rental Income: $2650

Airbnb ROI: 2.87%

Traditional ROI: 5.07%

688 Old Sawmill Road

Monticello, KY

3 beds | 2 baths | 1,368 sq.ft.

$529,000

Airbnb cash on cash: -0.13%

Traditional cash on cash: 1.62%

Airbnb Rental Income: $1360

Traditional Rental Income: $1812

Airbnb ROI: -0.13%

Traditional ROI: 1.62%

463 Indian Cave Subdivision

Monticello, KY

5 beds | 4 baths | 4,244 sq.ft.

$469,000

Airbnb cash on cash: 6.22%

Traditional cash on cash: 5.98%

Airbnb Rental Income: $4440

Traditional Rental Income: $3406

Airbnb ROI: 6.22%

Traditional ROI: 5.98%

625 Sunset Boulevard

Monticello, KY

3 beds | 3 baths | 2,236 sq.ft.

$365,000

Airbnb cash on cash: 1.14%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $1360

Traditional Rental Income: $2212

Airbnb ROI: 1.14%