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
314 Kendrick Avenue Monticello, KY Set on a highly desirable street, this beautifully maintained stonework home blends histor...	4 beds \| 2 baths \| 2,364 sq.ft.	$329,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 5.28% Airbnb Rental Income: $2434 Traditional Rental Income: $2298 Airbnb ROI: 3.79% Traditional ROI: 5.28%
61 Vena Court Monticello, KY Looking for an affordable home, then look at this newly remodeled home that is in the city...	3 beds \| 1 baths \| 1,144 sq.ft.	$159,000	Airbnb cash on cash: 3.75% Traditional cash on cash: 6.93% Airbnb Rental Income: $1360 Traditional Rental Income: $1426 Airbnb ROI: 3.75% Traditional ROI: 6.93%
607 Old Lock 21 Road Monticello, KY 3 bedroom, 3 bath Home and boat slip! You won't find homes like this for sale often, Locat...	3 beds \| 3 baths \| 3,402 sq.ft.	$382,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 5.21% Airbnb Rental Income: $1360 Traditional Rental Income: $2625 Airbnb ROI: 0.52% Traditional ROI: 5.21%
106 Hwy 3284 Monticello, KY This stunning 3,700+/- square foot home perfectly blends classic charm with modern luxury....	4 beds \| 3 baths \| 3,793 sq.ft.	$379,900	Airbnb cash on cash: 3.05% Traditional cash on cash: 3.74% Airbnb Rental Income: $2434 Traditional Rental Income: $2086 Airbnb ROI: 3.05% Traditional ROI: 3.74%
81 Eagles Bluff Road Monticello, KY LAKE LOVERS! Welcome to your perfect retreat near Lake Cumberland! This immaculate A- fram...	2 beds \| 2 baths \| 1,152 sq.ft.	$350,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.25% Airbnb Rental Income: $892 Traditional Rental Income: $1772 Airbnb ROI: -0.45% Traditional ROI: 3.25%
38 Wells Court Monticello, KY Looking for an affordable home that is close to Downtown Monticello, Wayne Co Park, Medica...	3 beds \| 1 baths \| 1,081 sq.ft.	$159,000	Airbnb cash on cash: 3.75% Traditional cash on cash: 6.29% Airbnb Rental Income: $1360 Traditional Rental Income: $1329 Airbnb ROI: 3.75% Traditional ROI: 6.29%
44 Crawford View Drive Monticello, KY BEAUTIFUL HOME IN MONTICELLO! This 2 bed, 2.5 bath offers a spacious yard, open floor plan...	2 beds \| 2 baths \| 1,868 sq.ft.	$239,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 6.29% Airbnb Rental Income: $892 Traditional Rental Income: $1940 Airbnb ROI: 0.18% Traditional ROI: 6.29%
1115 Highway 167 Monticello, KY This delightful listing presents a charming home. Featuring a barn and silo, along with an...	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%
226 Dockview Road Monticello, KY Beautiful 3BR/2BA, two story home situated on 0.49 acres in the sought after Beaver Creek ...	3 beds \| 2 baths \| 1,302 sq.ft.	$320,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 4.22% Airbnb Rental Income: $1360 Traditional Rental Income: $1781 Airbnb ROI: 1.44% Traditional ROI: 4.22%
726 N Main Street Monticello, KY Ceiling to Floor Remodel!! This Custom built 3 Bedrooms 2.5 Bathrooms , Eat in Kitchen, La...	3 beds \| 2 baths \| 2,560 sq.ft.	$525,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 2.97% Airbnb Rental Income: $1360 Traditional Rental Income: $2458 Airbnb ROI: -0.12% Traditional ROI: 2.97%
500 Beaver Lodge Rd Monticello, KY Perfect Vacation Getaway - Fully Furnished & Ready to Enjoy! Welcome to your ideal lakesid...	2 beds \| 1 baths \| 1,120 sq.ft.	$214,900	Airbnb cash on cash: 0.9% Traditional cash on cash: 6.03% Airbnb Rental Income: $892 Traditional Rental Income: $1600 Airbnb ROI: 0.9% Traditional ROI: 6.03%
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.	$389,000	Airbnb cash on cash: 7.52% Traditional cash on cash: 6.42% Airbnb Rental Income: $4440 Traditional Rental Income: $3113 Airbnb ROI: 7.52% Traditional ROI: 6.42%
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%
119 Hill Drive Monticello, KY Your perfect Lake Cumberland weekend escape awaits! This affordable 2-bedroom, 1-bath cabi...	2 beds \| 1 baths \| 822 sq.ft.	$145,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 7.51% Airbnb Rental Income: $892 Traditional Rental Income: $1282 Airbnb ROI: 2.27% Traditional ROI: 7.51%
1636 Green Hill Estates Road Monticello, KY VRBO/AIRBNB READY - MOTIVATED SELLER - Seller says make an offer on this this YEAR ROUND L...	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%
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.	$189,900	Airbnb cash on cash: 3.29% Traditional cash on cash: 7.83% Airbnb Rental Income: $1360 Traditional Rental Income: $1764 Airbnb ROI: 3.29% Traditional ROI: 7.83%
504 S 1808 Highway Monticello, KY This brick ranch style home boasts two bedrooms, living room, kitchen, large dining room, ...	2 beds \| 1 baths \| 1,800 sq.ft.	$159,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 6.68% Airbnb Rental Income: $892 Traditional Rental Income: $1287 Airbnb ROI: 1.85% Traditional ROI: 6.68%
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%
469 Mercer Drive Monticello, KY Welcome to this beautifully remodeled 4 bedroom, 2 bath brick home offering 1,424 sq. ft. ...	4 beds \| 2 baths \| 1,424 sq.ft.	$190,000	Airbnb cash on cash: 7.82% Traditional cash on cash: 8.03% Airbnb Rental Income: $2434 Traditional Rental Income: $1878 Airbnb ROI: 7.82% Traditional ROI: 8.03%
147 Lighthouse Road Monticello, KY Unfinished barn-style home just 3 miles from Conley Bottom Marina. This property offers ap...	3 beds \| 3 baths \| N/A	$229,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 7.69% Airbnb Rental Income: $1360 Traditional Rental Income: $2161 Airbnb ROI: 2.08% Traditional ROI: 7.69%
241 Perdue Road Monticello, KY PEACEFUL RURAL LIVING with all the comforts you could imagine! This stunning home was cust...	3 beds \| 2 baths \| 2,084 sq.ft.	$459,900	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.71% Airbnb Rental Income: $1360 Traditional Rental Income: $2245 Airbnb ROI: 0.69% Traditional ROI: 3.71%
49 Mountain Laurel Way Monticello, KY HIGHLY MOTIVATED SELLERS! Spacious 4-Bedroom Home on Double Corner Lot Near Lake Cumberlan...	4 beds \| 2 baths \| 2,500 sq.ft.	$310,000	Airbnb cash on cash: 4.55% Traditional cash on cash: 6.6% Airbnb Rental Income: $2434 Traditional Rental Income: $2437 Airbnb ROI: 4.55% Traditional ROI: 6.6%
131 Dogwood Trail Monticello, KY You will love this immaculate 5 bedroom, 4.5 bath family home offering approximately 3,104...	5 beds \| 4 baths \| 3,104 sq.ft.	$550,000	Airbnb cash on cash: 5.39% Traditional cash on cash: 6.48% Airbnb Rental Income: $4440 Traditional Rental Income: $4070 Airbnb ROI: 5.39% Traditional ROI: 6.48%
568 Castle Street Monticello, KY Charming Monticello Home with Room for Everyone Welcome to your new happy place in Montice...	3 beds \| 2 baths \| 4,114 sq.ft.	$425,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 3.95% Airbnb Rental Income: $1360 Traditional Rental Income: $2163 Airbnb ROI: 0.89% Traditional ROI: 3.95%
471 Ky-1258 Monticello, KY Looking for a secluded home on 1 acre, take a look at this 3 bedroom, 2 bath, brick ranch ...	3 beds \| 2 baths \| 1,510 sq.ft.	$179,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 8.48% Airbnb Rental Income: $1360 Traditional Rental Income: $1793 Airbnb ROI: 3.5% Traditional ROI: 8.48%
121 Shinbone Drive Monticello, KY Check on this home which is super-convenient to the lake!! If you're looking for a vacatio...	3 beds \| 2 baths \| 1,064 sq.ft.	$135,000	Airbnb cash on cash: 5.31% Traditional cash on cash: 9.09% Airbnb Rental Income: $1360 Traditional Rental Income: $1435 Airbnb ROI: 5.31% Traditional ROI: 9.09%
64 Bess Ann Court Monticello, KY Beautiful 3-bedroom, 2-bath brick home owned by the original owner and located in a great ...	3 beds \| 2 baths \| 1,506 sq.ft.	$149,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 11.12% Airbnb Rental Income: $1360 Traditional Rental Income: $1851 Airbnb ROI: 4.76% Traditional ROI: 11.12%
12 Lynne Drive Monticello, KY Looking for your perfect peaceful Lake Cumberland retreat? This cozy 3 Bedroom 3 bath home...	3 beds \| 3 baths \| 3,093 sq.ft.	$369,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 5.66% Airbnb Rental Income: $1360 Traditional Rental Income: $2484 Airbnb ROI: 1.21% Traditional ROI: 5.66%
352 American Legion Road Monticello, KY Looking for a property that is close into Monticello, but out with some privacy, then take...	3 beds \| 2 baths \| 1,248 sq.ft.	$139,000	Airbnb cash on cash: 5.01% Traditional cash on cash: 9.52% Airbnb Rental Income: $1360 Traditional Rental Income: $1546 Airbnb ROI: 5.01% Traditional ROI: 9.52%
212 Virgil Street Monticello, KY $6000.00 Bonus Incentive offered at closing to an Awesome Buyer from Sellers !! Charming C...	4 beds \| 2 baths \| 1,222 sq.ft.	$239,900	Airbnb cash on cash: 6.66% Traditional cash on cash: 6.06% Airbnb Rental Income: $2434 Traditional Rental Income: $1703 Airbnb ROI: 6.66% Traditional ROI: 6.06%
124 Bens Cliff Road Monticello, KY For Sale: 2019 Mobile Home on 4.13 Acres - Monticello, KY Looking for privacy, nature, and...	3 beds \| 2 baths \| 924 sq.ft.	$130,000	Airbnb cash on cash: 5.47% Traditional cash on cash: 10.81% Airbnb Rental Income: $1360 Traditional Rental Income: $1612 Airbnb ROI: 5.47% Traditional ROI: 10.81%
111 Stonehedge Terrace Monticello, KY Welcome to this charming 3-bedroom, 3-bath home located in the highly desirable Stonehedge...	3 beds \| 3 baths \| 2,256 sq.ft.	$399,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.43% Airbnb Rental Income: $1360 Traditional Rental Income: $2179 Airbnb ROI: 1.13% Traditional ROI: 4.43%
25 Barton Court Monticello, KY Are you looking to downsize or ready to start your new home This is perfect for couples or...	3 beds \| 2 baths \| 1,498 sq.ft.	$275,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 5.87% Airbnb Rental Income: $1360 Traditional Rental Income: $1943 Airbnb ROI: 2.02% Traditional ROI: 5.87%
216 Sloan Drive Monticello, KY Looking for a nice home that is close to everything in Monticello, then take a look at thi...	3 beds \| 2 baths \| 1,598 sq.ft.	$249,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 6.3% Airbnb Rental Income: $1360 Traditional Rental Income: $1870 Airbnb ROI: 2.36% Traditional ROI: 6.3%
20 Maryland Avenue Monticello, KY NEW LOWER PRICE! Don't miss this opportunity to own a wonderful in-town one-level home wit...	3 beds \| 2 baths \| 1,360 sq.ft.	$219,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 5.8% Airbnb Rental Income: $1360 Traditional Rental Income: $1680 Airbnb ROI: 2.25% Traditional ROI: 5.8%
209 Tate Drive Monticello, KY Welcome to this beautifully maintained 2-bedroom, 1-bath home that combines comfort, style...	2 beds \| 1 baths \| 936 sq.ft.	$185,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 4.62% Airbnb Rental Income: $892 Traditional Rental Income: $1233 Airbnb ROI: 0.77% Traditional ROI: 4.62%
360 Hickory Hill Drive Monticello, KY Welcome to 360 Hickory Hill Drive, a well-maintained and thoughtfully updated split-level ...	4 beds \| 2 baths \| 1,580 sq.ft.	$244,900	Airbnb cash on cash: 5.69% Traditional cash on cash: 6.41% Airbnb Rental Income: $2434 Traditional Rental Income: $2005 Airbnb ROI: 5.69% Traditional ROI: 6.41%
2331 Hwy 776 Monticello, KY This three-bedroom, one-bath gem is nestled in a desirable neighborhood on the outskirts o...	3 beds \| 1 baths \| N/A	$149,999	Airbnb cash on cash: 4.91% Traditional cash on cash: 7.8% Airbnb Rental Income: $1360 Traditional Rental Income: $1360 Airbnb ROI: 4.91% Traditional ROI: 7.8%
164 Cherry Street Monticello, KY Welcome home to 164 Cherry Street! Built in 2019, this adorable 2-bedroom, 1-bath home has...	2 beds \| 1 baths \| 896 sq.ft.	$135,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 8.16% Airbnb Rental Income: $892 Traditional Rental Income: $1344 Airbnb ROI: 2.07% Traditional ROI: 8.16%
378 Beaver Lodge Road Monticello, KY Lake Home-Personal retreat or income opportunity. Enjoy the best of lake living with this ...	2 beds \| 1 baths \| 849 sq.ft.	$210,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 3.77% Airbnb Rental Income: $892 Traditional Rental Income: $1102 Airbnb ROI: 1.02% Traditional ROI: 3.77%

Real Estate investment in Monticello, KY

There are 48 properties for sale in the city of Monticello . The median list price in Monticello is $199,000 and the average price per square foot is $115. In January 2026, the average monthly cash on cash return in Monticello is 6.00%. The average monthly rental income in Monticello is $1,768.

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

There are 48 investment properties available for sale in Monticello.

In 2026, 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 $1,768.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, KY

314 Kendrick Avenue

Monticello, KY

4 beds | 2 baths | 2,364 sq.ft.

$329,000

Airbnb cash on cash: 3.79%

Traditional cash on cash: 5.28%

Airbnb Rental Income: $2434

Traditional Rental Income: $2298

Airbnb ROI: 3.79%

Traditional ROI: 5.28%

61 Vena Court

Monticello, KY

3 beds | 1 baths | 1,144 sq.ft.

$159,000

Airbnb cash on cash: 3.75%

Traditional cash on cash: 6.93%

Airbnb Rental Income: $1360

Traditional Rental Income: $1426

Airbnb ROI: 3.75%

Traditional ROI: 6.93%

607 Old Lock 21 Road

Monticello, KY

3 beds | 3 baths | 3,402 sq.ft.

$382,000

Airbnb cash on cash: 0.52%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $1360

Traditional Rental Income: $2625

Airbnb ROI: 0.52%

Traditional ROI: 5.21%

106 Hwy 3284

Monticello, KY

4 beds | 3 baths | 3,793 sq.ft.

$379,900

Airbnb cash on cash: 3.05%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $2434

Traditional Rental Income: $2086

Airbnb ROI: 3.05%

Traditional ROI: 3.74%

81 Eagles Bluff Road

Monticello, KY

2 beds | 2 baths | 1,152 sq.ft.

$350,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $892

Traditional Rental Income: $1772

Airbnb ROI: -0.45%

Traditional ROI: 3.25%

38 Wells Court

Monticello, KY

3 beds | 1 baths | 1,081 sq.ft.

$159,000

Airbnb cash on cash: 3.75%

Traditional cash on cash: 6.29%

Airbnb Rental Income: $1360

Traditional Rental Income: $1329

Airbnb ROI: 3.75%

Traditional ROI: 6.29%

44 Crawford View Drive

Monticello, KY

2 beds | 2 baths | 1,868 sq.ft.

$239,900

Airbnb cash on cash: 0.18%

Traditional cash on cash: 6.29%

Airbnb Rental Income: $892

Traditional Rental Income: $1940

Airbnb ROI: 0.18%

Traditional ROI: 6.29%

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%