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
111 Guinn Drive Monticello, KY Welcome to this well-maintained 4-bedroom, 2-bathroom split-level home offering a function...	4 beds \| 2 baths \| 1,960 sq.ft.	$237,900	Airbnb cash on cash: 5.46% Traditional cash on cash: 8.28% Airbnb Rental Income: $2190 Traditional Rental Income: $2271 Airbnb ROI: 5.46% Traditional ROI: 8.28%
75 Hickory Hill Dr Monticello, KY Beautifully updated home located near historic Kendrick Avenue in one of Monticello's most...	4 beds \| 3 baths \| 3,146 sq.ft.	$345,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 8.38% Airbnb Rental Income: $2190 Traditional Rental Income: $3324 Airbnb ROI: 3.17% Traditional ROI: 8.38%
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.	$267,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 8.2% Airbnb Rental Income: $1320 Traditional Rental Income: $2625 Airbnb ROI: 1.4% Traditional ROI: 8.2%
510 Green Hill Estates Road Monticello, KY RARE OPPORTUNITY + PREMIUM CLOSING INCENTIVES! Seller is willing to negotiate premium clos...	5 beds \| 6 baths \| 7,809 sq.ft.	$1,250,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 2.21% Airbnb Rental Income: $3588 Traditional Rental Income: $4820 Airbnb ROI: 0.48% Traditional ROI: 2.21%
2783 Highway 3285 Monticello, KY Country Home on 3.01 Acres Near Lake Cumberland & Conley Bottom Resort! Discover the perfe...	4 beds \| N/A baths \| 1,080 sq.ft.	$149,000	Airbnb cash on cash: 8.97% Traditional cash on cash: 8.69% Airbnb Rental Income: $2190 Traditional Rental Income: $1597 Airbnb ROI: 8.97% Traditional ROI: 8.69%
81 Eagles Bluff Road Monticello, KY Welcome to Lake Cumberland! This immaculate, move-in ready home is located only 3.4 miles ...	2 beds \| 2 baths \| 1,152 sq.ft.	$269,900	Airbnb cash on cash: -0.02% Traditional cash on cash: 4.75% Airbnb Rental Income: $898 Traditional Rental Income: $1772 Airbnb ROI: -0.02% Traditional ROI: 4.75%
235 Atkinson Road Monticello, KY This beautiful single-wide mobile home, situated on a permanent foundation, offers the per...	2 beds \| 2 baths \| 1,152 sq.ft.	$140,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 4.36% Airbnb Rental Income: $898 Traditional Rental Income: $926 Airbnb ROI: 1.63% Traditional ROI: 4.36%
1169 Old Bethel Church Road Monticello, KY PRICE DROP!!!! If you are looking for quite country living with an open view of the countr...	3 beds \| 2 baths \| 1,562 sq.ft.	$265,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 5.19% Airbnb Rental Income: $1320 Traditional Rental Income: $1855 Airbnb ROI: 1.42% Traditional ROI: 5.19%
92 Mercer Drive Monticello, KY Welcome to this charming 3 bedroom, 1 bath, single family home conveniently located in tow...	3 beds \| 1 baths \| 1,032 sq.ft.	$164,500	Airbnb cash on cash: 3.93% Traditional cash on cash: 7.11% Airbnb Rental Income: $1320 Traditional Rental Income: $1410 Airbnb ROI: 3.93% Traditional ROI: 7.11%
230 Carter Gregory Road Monticello, KY Completely renovated and move-in ready! This beautifully updated 3-bedroom, 2-bath home of...	3 beds \| 2 baths \| 2,100 sq.ft.	$215,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 8.37% Airbnb Rental Income: $1320 Traditional Rental Income: $2175 Airbnb ROI: 2.16% Traditional ROI: 8.37%
1391 Green Hill Estates Road Monticello, KY Custom container-built home located in Green Hill Estates in Wayne County. Built in 2022, ...	3 beds \| 3 baths \| 2,010 sq.ft.	$399,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 4.07% Airbnb Rental Income: $1320 Traditional Rental Income: $2308 Airbnb ROI: 0.33% Traditional ROI: 4.07%
131 Golden Pond Road Monticello, KY Welcome home to your 131 Golden Pond Road lake getaway, where you can't wait for the weeke...	3 beds \| 2 baths \| 1,696 sq.ft.	$224,900	Airbnb cash on cash: 1.99% Traditional cash on cash: 5.76% Airbnb Rental Income: $1320 Traditional Rental Income: $1713 Airbnb ROI: 1.99% Traditional ROI: 5.76%
1185 Furnace Mountain Rd Monticello, KY Escape to your own private 4.8-acre wooded retreat, just minutes from downtown Monticello....	3 beds \| 2 baths \| 1,216 sq.ft.	$155,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 9.15% Airbnb Rental Income: $1320 Traditional Rental Income: $1640 Airbnb ROI: 4.23% Traditional ROI: 9.15%
1009 Ramseys Point Road Monticello, KY LAKE CUMBERLAND GETAWAY READY TO ENJOY! Welcome to 1009 Ramseys Point Road, a fantastic 4-...	4 beds \| 3 baths \| 1,860 sq.ft.	$350,000	Airbnb cash on cash: 2.84% Traditional cash on cash: 4.27% Airbnb Rental Income: $2190 Traditional Rental Income: $2107 Airbnb ROI: 2.84% Traditional ROI: 4.27%
541 Fall Circle Monticello, KY Welcome to Fall Creek Heights Subdivision! Located just 2 miles from Conley Bottom Marina ...	4 beds \| 4 baths \| 3,270 sq.ft.	$449,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 3.05% Airbnb Rental Income: $2190 Traditional Rental Income: $2155 Airbnb ROI: 1.82% Traditional ROI: 3.05%
114 Morrows Landing Road Monticello, KY Completely reimagined from the ground up, this stunning 4-bedroom, 3-bathroom home blends ...	4 beds \| 3 baths \| 2,486 sq.ft.	$439,900	Airbnb cash on cash: 1.89% Traditional cash on cash: 3.86% Airbnb Rental Income: $2190 Traditional Rental Income: $2445 Airbnb ROI: 1.89% Traditional ROI: 3.86%
726 N Main Street Monticello, KY Fully remodeled custom home or office offering 3 bedrooms, 2.5 baths, an eat-in kitchen, h...	3 beds \| 3 baths \| 2,656 sq.ft.	$449,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 3.76% Airbnb Rental Income: $1320 Traditional Rental Income: $2458 Airbnb ROI: 0.09% Traditional ROI: 3.76%
370 Green Acres Drive Monticello, KY Freshly Remodeled & Move-In Ready! Welcome to 370 Green Acres, Monticello, KY 42633-a beau...	3 beds \| 1 baths \| 988 sq.ft.	$152,900	Airbnb cash on cash: 4.37% Traditional cash on cash: 6.34% Airbnb Rental Income: $1320 Traditional Rental Income: $1199 Airbnb ROI: 4.37% Traditional ROI: 6.34%
202 Peaceful Cove Lane Monticello, KY Enjoy the perfect combination of privacy, comfort, and beautiful lake views in this custom...	3 beds \| 3 baths \| 3,300 sq.ft.	$469,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 2.44% Airbnb Rental Income: $1320 Traditional Rental Income: $1887 Airbnb ROI: 0.22% Traditional ROI: 2.44%
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.	$171,900	Airbnb cash on cash: 1% Traditional cash on cash: 5.11% Airbnb Rental Income: $898 Traditional Rental Income: $1233 Airbnb ROI: 1% Traditional ROI: 5.11%
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	$129,999	Airbnb cash on cash: 5.51% Traditional cash on cash: 9.1% Airbnb Rental Income: $1320 Traditional Rental Income: $1360 Airbnb ROI: 5.51% Traditional ROI: 9.1%
111 Natures Way Monticello, KY MOTIVATED SELLERS & Updated pictures throughout!!! Well-maintained and thoughtfully improv...	4 beds \| 3 baths \| 2,500 sq.ft.	$299,000	Airbnb cash on cash: 4.16% Traditional cash on cash: 6.44% Airbnb Rental Income: $2190 Traditional Rental Income: $2280 Airbnb ROI: 4.16% Traditional ROI: 6.44%
60 Farmington Monticello, KY This beautiful 3 bedroom 2 1/2 bath brick home has been fully renovated and is waiting on ...	3 beds \| 3 baths \| 1,866 sq.ft.	$269,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 5.47% Airbnb Rental Income: $1320 Traditional Rental Income: $1950 Airbnb ROI: 1.37% Traditional ROI: 5.47%
81 White Oak Lane Monticello, KY Unique lake property situated on three lots featuring a 2-bedroom, 1-bathroom home plus a ...	2 beds \| 1 baths \| 900 sq.ft.	$284,900	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.26% Airbnb Rental Income: $898 Traditional Rental Income: $1466 Airbnb ROI: -0.11% Traditional ROI: 3.26%
856 New Fall Creek Road Monticello, KY Motivated Seller! Income-producing barndominium just 1 minute from New Fall Creek boat ram...	4 beds \| 3 baths \| 2,130 sq.ft.	$599,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 2.54% Airbnb Rental Income: $2190 Traditional Rental Income: $2551 Airbnb ROI: 0.91% Traditional ROI: 2.54%
565 Bell Lane Monticello, KY LOCATION! SPACE! VALUE! Don't miss this awesome opportunity at 565 Bell Lane in Monticello...	3 beds \| 2 baths \| 924 sq.ft.	$119,900	Airbnb cash on cash: 5.22% Traditional cash on cash: 8.77% Airbnb Rental Income: $1320 Traditional Rental Income: $1321 Airbnb ROI: 5.22% Traditional ROI: 8.77%
130 Cherry Street Monticello, KY Back on the market with no fault to the home. USDA APPROVED! Like new! Low bills- ENERGY S...	3 beds \| 1 baths \| 1,232 sq.ft.	$164,900	Airbnb cash on cash: 3.85% Traditional cash on cash: 7.73% Airbnb Rental Income: $1320 Traditional Rental Income: $1521 Airbnb ROI: 3.85% Traditional ROI: 7.73%
1213 Spann Hill Road Monticello, KY $25,000 PRICE DROP!!! Beautiful 3-bedroom, 3.5-bath home with stunning mountain views, whe...	3 beds \| 4 baths \| 2,281 sq.ft.	$319,900	Airbnb cash on cash: 1.44% Traditional cash on cash: 6.78% Airbnb Rental Income: $1320 Traditional Rental Income: $2518 Airbnb ROI: 1.44% Traditional ROI: 6.78%
439 Eagles Bluff Road Monticello, KY LAKE CUMBERLAND OPPORTUNITY WITH WATERFRONT PROPERTY LINE! Whether you're looking for a pe...	3 beds \| 2 baths \| 1,568 sq.ft.	$280,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 5.31% Airbnb Rental Income: $1320 Traditional Rental Income: $1806 Airbnb ROI: 1.92% Traditional ROI: 5.31%
980 State Highway 1009 Monticello, KY Like-New Home Near Lake Cumberland - Shop Lover's Dream Welcome to 980 N Hwy 1009, Montice...	3 beds \| 2 baths \| 1,344 sq.ft.	$179,900	Airbnb cash on cash: 3.44% Traditional cash on cash: 8.16% Airbnb Rental Income: $1320 Traditional Rental Income: $1720 Airbnb ROI: 3.44% Traditional ROI: 8.16%
234 Cedar Point Lane Monticello, KY Welcome to the "Perfect Shade of Green" Home - a stunning custom-built log-style retreat f...	5 beds \| 3 baths \| 2,779 sq.ft.	$625,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 3.55% Airbnb Rental Income: $3588 Traditional Rental Income: $2893 Airbnb ROI: 3.39% Traditional ROI: 3.55%
142 Highway 3284 Monticello, KY Welcome to 142 Hwy 3284 - a solid brick home with modern updates and a warm, inviting layo...	3 beds \| 2 baths \| 1,781 sq.ft.	$198,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 8.15% Airbnb Rental Income: $1320 Traditional Rental Income: $1896 Airbnb ROI: 2.91% Traditional ROI: 8.15%
125 Bean St Monticello, KY Nestled in a convenient neighborhood, this brick and vinyl-sided 3-bedroom, 2-bath home fe...	3 beds \| 2 baths \| N/A	$199,900	Airbnb cash on cash: 3.28% Traditional cash on cash: 9.62% Airbnb Rental Income: $1320 Traditional Rental Income: $2114 Airbnb ROI: 3.28% Traditional ROI: 9.62%
132 Alchera Avenue Monticello, KY Welcome to this beautifully maintained 3-bedroom, 2-bath contemporary home located just st...	3 beds \| 2 baths \| 2,018 sq.ft.	$279,900	Airbnb cash on cash: 1.84% Traditional cash on cash: 6.89% Airbnb Rental Income: $1320 Traditional Rental Income: $2243 Airbnb ROI: 1.84% Traditional ROI: 6.89%
220 Webster Spradlin Road Monticello, KY Nestled on a quiet street less than 1.5 miles from Beaver Creek Marina on beautiful Lake C...	2 beds \| 1 baths \| 792 sq.ft.	$179,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 4.8% Airbnb Rental Income: $898 Traditional Rental Income: $1133 Airbnb ROI: 1.43% Traditional ROI: 4.8%
172 Boston Hill Rd Monticello, KY Welcome to this immaculate 3-bedroom, 2-bathroom manufactured home nestled in the desirabl...	3 beds \| 2 baths \| 1,280 sq.ft.	$159,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 8.25% Airbnb Rental Income: $1320 Traditional Rental Income: $1543 Airbnb ROI: 4.09% Traditional ROI: 8.25%
868 Hwy 1258 Monticello, KY NEW PRICE!!!! Discover the charm of country living with this beautiful brick ranch home ne...	3 beds \| 3 baths \| 3,000 sq.ft.	$499,900	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.5% Airbnb Rental Income: $1320 Traditional Rental Income: $2398 Airbnb ROI: 0.32% Traditional ROI: 3.5%
10113 Kentucky 92 Monticello, KY This 3 bedroom, 2 bath brick home is located in a beautiful rural setting in Wayne County ...	3 beds \| 2 baths \| 1,447 sq.ft.	$178,000	Airbnb cash on cash: 3.52% Traditional cash on cash: 8.19% Airbnb Rental Income: $1320 Traditional Rental Income: $1701 Airbnb ROI: 3.52% Traditional ROI: 8.19%
5192 Highway 1619 Monticello, KY Welcome to Frazer Farm - Escape to the peace and privacy of the countryside with this beau...	1 beds \| 1 baths \| 704 sq.ft.	$319,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 3.17% Airbnb Rental Income: $450 Traditional Rental Income: $1347 Airbnb ROI: -0.7% Traditional ROI: 3.17%

Real Estate investment in Monticello, KY

There are 71 properties for sale in the city of Monticello . The median list price in Monticello is $192,408 and the average price per square foot is $101. In November 2026, the average monthly cash on cash return in Monticello is 6.00%. The average monthly rental income in Monticello is $1,794.

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

There are 71 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 $1,794.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, KY

111 Guinn Drive

Monticello, KY

4 beds | 2 baths | 1,960 sq.ft.

$237,900

Airbnb cash on cash: 5.46%

Traditional cash on cash: 8.28%

Airbnb Rental Income: $2190

Traditional Rental Income: $2271

Airbnb ROI: 5.46%

Traditional ROI: 8.28%

75 Hickory Hill Dr

Monticello, KY

4 beds | 3 baths | 3,146 sq.ft.

$345,000

Airbnb cash on cash: 3.17%

Traditional cash on cash: 8.38%

Airbnb Rental Income: $2190

Traditional Rental Income: $3324

Airbnb ROI: 3.17%

Traditional ROI: 8.38%

607 Old Lock 21 Road

Monticello, KY

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

$267,000

Airbnb cash on cash: 1.4%

Traditional cash on cash: 8.2%

Airbnb Rental Income: $1320

Traditional Rental Income: $2625

Airbnb ROI: 1.4%

Traditional ROI: 8.2%

510 Green Hill Estates Road

Monticello, KY

5 beds | 6 baths | 7,809 sq.ft.

$1,250,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $3588

Traditional Rental Income: $4820

Airbnb ROI: 0.48%

Traditional ROI: 2.21%

2783 Highway 3285

Monticello, KY

4 beds | N/A baths | 1,080 sq.ft.

$149,000

Airbnb cash on cash: 8.97%

Traditional cash on cash: 8.69%

Airbnb Rental Income: $2190

Traditional Rental Income: $1597

Airbnb ROI: 8.97%

Traditional ROI: 8.69%

81 Eagles Bluff Road

Monticello, KY

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

$269,900

Airbnb cash on cash: -0.02%

Traditional cash on cash: 4.75%

Airbnb Rental Income: $898

Traditional Rental Income: $1772

Airbnb ROI: -0.02%

Traditional ROI: 4.75%

235 Atkinson Road

Monticello, KY

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

$140,000

Airbnb cash on cash: 1.63%

Traditional cash on cash: 4.36%

Airbnb Rental Income: $898

Traditional Rental Income: $926

Airbnb ROI: 1.63%

Traditional ROI: 4.36%

1169 Old Bethel Church Road

Monticello, KY

3 beds | 2 baths | 1,562 sq.ft.

$265,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 5.19%

Airbnb Rental Income: $1320

Traditional Rental Income: $1855

Airbnb ROI: 1.42%