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
35 Guinn Drive Monticello, KY Welcome home to this beautiful, well-maintained 3,416 sq ft bi-level home sitting on a spa...	4 beds \| 3 baths \| 3,416 sq.ft.	$394,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 5.07% Airbnb Rental Income: $1891 Traditional Rental Income: $2650 Airbnb ROI: 1.65% Traditional ROI: 5.07%
815 Jr Phipps Road Monticello, KY BACK ON THE MARKET!!!!Beautiful, lightly secluded 4-bedroom, 3-bath brick home offering sp...	4 beds \| 3 baths \| 3,057 sq.ft.	$389,900	Airbnb cash on cash: 1.69% Traditional cash on cash: 5.26% Airbnb Rental Income: $1891 Traditional Rental Income: $2693 Airbnb ROI: 1.69% Traditional ROI: 5.26%
61 Vena Court Monticello, KY Looking for an affordable home, then look at this newly remodeled brick home that is in th...	3 beds \| 1 baths \| 1,144 sq.ft.	$155,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 7.15% Airbnb Rental Income: $1463 Traditional Rental Income: $1426 Airbnb ROI: 4.48% Traditional ROI: 7.15%
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.	$285,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 7.58% Airbnb Rental Income: $1463 Traditional Rental Income: $2625 Airbnb ROI: 1.64% Traditional ROI: 7.58%
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.	$299,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 4.11% Airbnb Rental Income: $731 Traditional Rental Income: $1772 Airbnb ROI: -0.69% Traditional ROI: 4.11%
1169 Old Bethel Church Road Monticello, KY If you are looking for quite country living with an open view of the countryside and farms...	3 beds \| 2 baths \| 1,562 sq.ft.	$269,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 5.09% Airbnb Rental Income: $1463 Traditional Rental Income: $1855 Airbnb ROI: 1.84% Traditional ROI: 5.09%
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.	$249,900	Airbnb cash on cash: 2.12% Traditional cash on cash: 5.01% Airbnb Rental Income: $1463 Traditional Rental Income: $1713 Airbnb ROI: 2.12% Traditional ROI: 5.01%
235 Golden Pond Road Monticello, KY Welcome to your perfect getaway or full-time retreat in the highly desirable Golden Pond R...	4 beds \| 3 baths \| 1,700 sq.ft.	$339,500	Airbnb cash on cash: 2.64% Traditional cash on cash: 5.07% Airbnb Rental Income: $1891 Traditional Rental Income: $2161 Airbnb ROI: 2.64% Traditional ROI: 5.07%
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.	$269,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 5.19% Airbnb Rental Income: $1463 Traditional Rental Income: $1781 Airbnb ROI: 2.23% Traditional ROI: 5.19%
362 Highway 3284 Monticello, KY Absolutely Adorable 3BR/2BA Modern Home - Move-In Ready! Welcome to this charming and well...	3 beds \| 2 baths \| 1,200 sq.ft.	$205,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 5.67% Airbnb Rental Income: $1463 Traditional Rental Income: $1460 Airbnb ROI: 3.46% Traditional ROI: 5.67%
1636 Green Hill Estates Road Monticello, KY YEAR ROUND LAKE VIEW home on Lake Cumberland!!! Boasting over 3800 sq ft with breathtaking...	5 beds \| 4 baths \| 3,848 sq.ft.	$425,000	Airbnb cash on cash: 8.1% Traditional cash on cash: 7.26% Airbnb Rental Income: $4822 Traditional Rental Income: $3497 Airbnb ROI: 8.1% Traditional ROI: 7.26%
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.	$485,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 3.02% Airbnb Rental Income: $1891 Traditional Rental Income: $2051 Airbnb ROI: 1.55% Traditional ROI: 3.02%
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: -0.34% Traditional cash on cash: 10.54% Airbnb Rental Income: $430 Traditional Rental Income: $1016 Airbnb ROI: -0.34% Traditional ROI: 10.54%
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.	$359,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 5.02% Airbnb Rental Income: $1463 Traditional Rental Income: $2245 Airbnb ROI: 1.41% Traditional ROI: 5.02%
568 Castle Street Monticello, KY Welcome to a stunning Monticello home set in a peaceful, park-like setting with walking pa...	4 beds \| 3 baths \| 4,114 sq.ft.	$399,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 4.27% Airbnb Rental Income: $1891 Traditional Rental Income: $2163 Airbnb ROI: 2.19% Traditional ROI: 4.27%
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.	$125,000	Airbnb cash on cash: 6.5% Traditional cash on cash: 9.87% Airbnb Rental Income: $1463 Traditional Rental Income: $1435 Airbnb ROI: 6.5% Traditional ROI: 9.87%
20 Maryland Avenue Monticello, KY PRICE IMPROVED! Don't miss this opportunity to own a wonderful in-town 3 bedroom Bedford S...	3 beds \| 2 baths \| 1,360 sq.ft.	$189,900	Airbnb cash on cash: 3.34% Traditional cash on cash: 6.94% Airbnb Rental Income: $1463 Traditional Rental Income: $1680 Airbnb ROI: 3.34% Traditional ROI: 6.94%
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.	$179,900	Airbnb cash on cash: 0.06% Traditional cash on cash: 4.81% Airbnb Rental Income: $731 Traditional Rental Income: $1233 Airbnb ROI: 0.06% Traditional ROI: 4.81%
360 Hickory Hill Drive Monticello, KY MOTIVATED SELLERS! Welcome to 360 Hickory Hill Drive in Monticello, KY-a well-maintained 4...	4 beds \| 2 baths \| 2,060 sq.ft.	$225,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 7.13% Airbnb Rental Income: $1891 Traditional Rental Income: $2005 Airbnb ROI: 4.22% Traditional ROI: 7.13%
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: 5.5% Traditional cash on cash: 7.8% Airbnb Rental Income: $1463 Traditional Rental Income: $1360 Airbnb ROI: 5.5% Traditional ROI: 7.8%
111 Natures Way Monticello, KY $15,000 PRICE DROP!!!! MOTIVATED SELLERS!!!! Well-maintained and thoughtfully improved, th...	4 beds \| 3 baths \| 2,500 sq.ft.	$299,400	Airbnb cash on cash: 3.26% Traditional cash on cash: 6.43% Airbnb Rental Income: $1891 Traditional Rental Income: $2280 Airbnb ROI: 3.26% Traditional ROI: 6.43%
3 E Highway 90 Byp Monticello, KY 3 E Highway 90 Byp, Monticello, KY 42633 \| Other	N/A beds \| N/A baths \| N/A	$587,482	Airbnb cash on cash: -2.1% Traditional cash on cash: -1.06% Airbnb Rental Income: $179 Traditional Rental Income: $527 Airbnb ROI: -2.1% Traditional ROI: -1.06%
20 Roberts Road Monticello, KY 1200 sq ft home offering 1 bedroom, 1 full bath, and a spacious two-car garage, situated o...	1 beds \| 1 baths \| 1,200 sq.ft.	$119,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 9.18% Airbnb Rental Income: $430 Traditional Rental Income: $1359 Airbnb ROI: -1.18% Traditional ROI: 9.18%
642 N Shore Drive Monticello, KY Welcome to your dream home in the prestigious Cumberland Shores gated community - where ti...	4 beds \| 3 baths \| 2,600 sq.ft.	$379,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 5.76% Airbnb Rental Income: $1891 Traditional Rental Income: $2800 Airbnb ROI: 1.78% Traditional ROI: 5.76%
1012 Ky-674 #1 Monticello, KY 3BR/1BA Home Near Beaver Creek Marina - Investor Opportunity Located just 3 miles from Bea...	3 beds \| 1 baths \| 1,400 sq.ft.	$169,900	Airbnb cash on cash: 3.93% Traditional cash on cash: 6.11% Airbnb Rental Income: $1463 Traditional Rental Income: $1383 Airbnb ROI: 3.93% Traditional ROI: 6.11%
1115 Kentucky 167 Monticello, KY This beautiful property offers a charming home set in a peaceful country setting with plen...	3 beds \| 2 baths \| 1,612 sq.ft.	$185,000	Airbnb cash on cash: 3.47% Traditional cash on cash: 7.9% Airbnb Rental Income: $1463 Traditional Rental Income: $1810 Airbnb ROI: 3.47% Traditional ROI: 7.9%
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.	$289,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 4.97% Airbnb Rental Income: $1463 Traditional Rental Income: $1950 Airbnb ROI: 1.59% Traditional ROI: 4.97%
656 Thompson Road Monticello, KY Highlights: This property offers a charming cabin-style 3 bed/2 bath home and barn situate...	3 beds \| 2 baths \| 1,600 sq.ft.	$395,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 2.85% Airbnb Rental Income: $1463 Traditional Rental Income: $1834 Airbnb ROI: 0.68% Traditional ROI: 2.85%
1544 Kelsey Road Monticello, KY Located at 1544 Kelsey Road in Monticello, KY, this 1.5 story home offers 3 bedrooms and 1...	3 beds \| 1 baths \| 1,400 sq.ft.	$142,900	Airbnb cash on cash: 5% Traditional cash on cash: 7.94% Airbnb Rental Income: $1463 Traditional Rental Income: $1434 Airbnb ROI: 5% Traditional ROI: 7.94%
81 White Oak Lane Monticello, KY Unique property situated on three lots featuring a 2-bedroom, 1-bathroom home plus a detac...	2 beds \| 1 baths \| 900 sq.ft.	$350,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 2.32% Airbnb Rental Income: $731 Traditional Rental Income: $1466 Airbnb ROI: -0.86% Traditional ROI: 2.32%
7939 KY-92 Monticello, KY This 2010 Keys Travel home sits on a spacious 0.37-acre lot, offering both comfort and add...	1 beds \| 1 baths \| 296 sq.ft.	$69,900	Airbnb cash on cash: -0.06% Traditional cash on cash: 11.01% Airbnb Rental Income: $430 Traditional Rental Income: $937 Airbnb ROI: -0.06% Traditional ROI: 11.01%
185 Big Beach Lane Monticello, KY LIKE-NEW 2024 BUILD IN A PRIME LAKE LIFESTYLE LOCATION-JUST 5 MINUTES FROM CONLEY BOTTOM! ...	4 beds \| 4 baths \| 3,980 sq.ft.	$579,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.12% Airbnb Rental Income: $1891 Traditional Rental Income: $3325 Airbnb ROI: 0.54% Traditional ROI: 4.12%
1015 Old Fall Creek Road Monticello, KY Discover the potential in this 1456 sq ft +/- double wide home on a permanent foundation, ...	3 beds \| 2 baths \| 1,456 sq.ft.	$125,000	Airbnb cash on cash: 5.93% Traditional cash on cash: 11.87% Airbnb Rental Income: $1463 Traditional Rental Income: $1745 Airbnb ROI: 5.93% Traditional ROI: 11.87%
268 Duncan Street Monticello, KY Seller offering $5,000 in upgrade allowance!! Welcome to this charming all-brick home nest...	3 beds \| 3 baths \| 1,488 sq.ft.	$219,900	Airbnb cash on cash: 2.65% Traditional cash on cash: 6.26% Airbnb Rental Income: $1463 Traditional Rental Income: $1783 Airbnb ROI: 2.65% Traditional ROI: 6.26%
856 New Fall Creek Road Monticello, KY Income-producing barndominium just 1 minute from New Fall Creek boat ramp and 7 minutes to...	4 beds \| 3 baths \| 2,130 sq.ft.	$699,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 1.92% Airbnb Rental Income: $1891 Traditional Rental Income: $2551 Airbnb ROI: 0.13% Traditional ROI: 1.92%
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.	$127,900	Airbnb cash on cash: 5.76% Traditional cash on cash: 8.13% Airbnb Rental Income: $1463 Traditional Rental Income: $1321 Airbnb ROI: 5.76% Traditional ROI: 8.13%
18 Hill Drive Monticello, KY Very nice well maintained manufactured home in F&T Lake Lot Subdivision, golf cart ride to...	3 beds \| 2 baths \| 1,920 sq.ft.	$239,900	Airbnb cash on cash: 2.92% Traditional cash on cash: 7.32% Airbnb Rental Income: $1463 Traditional Rental Income: $2028 Airbnb ROI: 2.92% Traditional ROI: 7.32%
323 Tennessee Avenue Monticello, KY Looking for an affordable home, then look at this newly remodeled brick home that is in th...	3 beds \| 1 baths \| 1,272 sq.ft.	$165,000	Airbnb cash on cash: 4.61% Traditional cash on cash: 7.29% Airbnb Rental Income: $1463 Traditional Rental Income: $1452 Airbnb ROI: 4.61% Traditional ROI: 7.29%
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.	$374,900	Airbnb cash on cash: 1.43% Traditional cash on cash: 5.66% Airbnb Rental Income: $1463 Traditional Rental Income: $2518 Airbnb ROI: 1.43% Traditional ROI: 5.66%
217 Ralph Troxell Road Monticello, KY Escape to this secluded and beautiful property with a newer 2-bedroom, 2-bath home (approx...	2 beds \| 2 baths \| 800 sq.ft.	$99,999	Airbnb cash on cash: 1.51% Traditional cash on cash: 8.99% Airbnb Rental Income: $731 Traditional Rental Income: $1147 Airbnb ROI: 1.51% Traditional ROI: 8.99%

Real Estate investment in Monticello, KY

There are 72 properties for sale in the city of Monticello . The median list price in Monticello is $134,031 and the average price per square foot is $77. In June 2026, the average monthly cash on cash return in Monticello is 7.00%. The average monthly rental income in Monticello is $1,747.

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

There are 72 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 $1,747.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, KY

35 Guinn Drive

Monticello, KY

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

$394,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $1891

Traditional Rental Income: $2650

Airbnb ROI: 1.65%

Traditional ROI: 5.07%

815 Jr Phipps Road

Monticello, KY

4 beds | 3 baths | 3,057 sq.ft.

$389,900

Airbnb cash on cash: 1.69%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $1891

Traditional Rental Income: $2693

Airbnb ROI: 1.69%

Traditional ROI: 5.26%

61 Vena Court

Monticello, KY

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

$155,000

Airbnb cash on cash: 4.48%

Traditional cash on cash: 7.15%

Airbnb Rental Income: $1463

Traditional Rental Income: $1426

Airbnb ROI: 4.48%

Traditional ROI: 7.15%

607 Old Lock 21 Road

Monticello, KY

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

$285,000

Airbnb cash on cash: 1.64%

Traditional cash on cash: 7.58%

Airbnb Rental Income: $1463

Traditional Rental Income: $2625

Airbnb ROI: 1.64%

Traditional ROI: 7.58%

81 Eagles Bluff Road

Monticello, KY

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

$299,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $731

Traditional Rental Income: $1772

Airbnb ROI: -0.69%

Traditional ROI: 4.11%

1169 Old Bethel Church Road

Monticello, KY

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

$269,000

Airbnb cash on cash: 1.84%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $1463

Traditional Rental Income: $1855

Airbnb ROI: 1.84%

Traditional ROI: 5.09%

131 Golden Pond Road

Monticello, KY

3 beds | 2 baths | 1,696 sq.ft.

$249,900

Airbnb cash on cash: 2.12%

Traditional cash on cash: 5.01%

Airbnb Rental Income: $1463

Traditional Rental Income: $1713

Airbnb ROI: 2.12%

Traditional ROI: 5.01%

235 Golden Pond Road

Monticello, KY

4 beds | 3 baths | 1,700 sq.ft.

$339,500

Airbnb cash on cash: 2.64%

Traditional cash on cash: 5.07%

Airbnb Rental Income: $1891

Traditional Rental Income: $2161

Airbnb ROI: 2.64%