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
444 Castle Street Monticello, KY Welcome to this unique and charming home, that perfectly blends privacy with convenience. ...	4 beds \| 3 baths \| 1,744 sq.ft.	$349,000	Airbnb cash on cash: 5.92% Traditional cash on cash: 4.51% Airbnb Rental Income: $3394 Traditional Rental Income: $2178 Airbnb ROI: 5.92% Traditional ROI: 4.51%
35 Guinn Drive Monticello, KY This beautiful 4 bedroom, 3 bath brick home is idea for someone needing space for family m...	4 beds \| 3 baths \| 3,416 sq.ft.	$425,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 4.57% Airbnb Rental Income: $3394 Traditional Rental Income: $2650 Airbnb ROI: 4.54% Traditional ROI: 4.57%
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.	$799,900	Airbnb cash on cash: 1.56% Traditional cash on cash: 1.66% Airbnb Rental Income: $3394 Traditional Rental Income: $2713 Airbnb ROI: 1.56% Traditional ROI: 1.66%
688 Old Sawmill Road Monticello, KY Now offered at $549,999. You'll FALL in love with this immaculate 3 bedroom cabin located ...	3 beds \| 2 baths \| 1,368 sq.ft.	$549,999	Airbnb cash on cash: -0.07% Traditional cash on cash: 1.49% Airbnb Rental Income: $1436 Traditional Rental Income: $1812 Airbnb ROI: -0.07% Traditional ROI: 1.49%
641 Old Sawmill Road Monticello, KY With a driveway nestled away into the dense trees, hidden from the road, is this beautiful...	4 beds \| 3 baths \| 3,256 sq.ft.	$550,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 3.73% Airbnb Rental Income: $3394 Traditional Rental Income: $2730 Airbnb ROI: 3.55% Traditional ROI: 3.73%
100 Waters Edge Trail Monticello, KY Gatlinburg feel in Monticello KY, offering seclusion, wildlife, and stunning views that wo...	5 beds \| 4 baths \| 4,298 sq.ft.	$629,000	Airbnb cash on cash: 6.84% Traditional cash on cash: 3.4% Airbnb Rental Income: $6299 Traditional Rental Income: $3039 Airbnb ROI: 6.84% Traditional ROI: 3.4%
350 Virginia Avenue Monticello, KY This is a MUST SEE HOME! Priced to Sell! Totally Updated 3 Bed 1 Bath home located on Vi...	3 beds \| 1 baths \| 1,026 sq.ft.	$169,900	Airbnb cash on cash: 4.57% Traditional cash on cash: 6.21% Airbnb Rental Income: $1436 Traditional Rental Income: $1274 Airbnb ROI: 4.57% Traditional ROI: 6.21%
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: 4.14% Traditional cash on cash: 8.94% Airbnb Rental Income: $1436 Traditional Rental Income: $1852 Airbnb ROI: 4.14% Traditional ROI: 8.94%
639 Golden Pond Road Monticello, KY Ideally located in the Golden Pond Resort, this move-in-ready A frame home is just what th...	4 beds \| 2 baths \| 2,460 sq.ft.	$324,500	Airbnb cash on cash: 6.98% Traditional cash on cash: 5.55% Airbnb Rental Income: $3394 Traditional Rental Income: $2202 Airbnb ROI: 6.98% Traditional ROI: 5.55%
143 Red Fox Drive Monticello, KY Introducing this exquisite 4 bedroom, 3 bathroom residence nestled in the picturesque land...	4 beds \| 3 baths \| N/A	$739,900	Airbnb cash on cash: 1.84% Traditional cash on cash: 2.31% Airbnb Rental Income: $3394 Traditional Rental Income: $2968 Airbnb ROI: 1.84% Traditional ROI: 2.31%
138 Bell Phipps Road Monticello, KY Is a small home with a few unrestricted acres what you have been looking for? Well, here i...	3 beds \| 2 baths \| 1,502 sq.ft.	$269,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 4.96% Airbnb Rental Income: $1436 Traditional Rental Income: $1821 Airbnb ROI: 1.75% Traditional ROI: 4.96%
46 Hall Street Monticello, KY Golf cart riding distance to Conley Bottom Resort. This hard to find renovated home offers...	2 beds \| 2 baths \| 1,080 sq.ft.	$189,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 6.3% Airbnb Rental Income: $974 Traditional Rental Income: $1440 Airbnb ROI: 1.75% Traditional ROI: 6.3%
29 Deerhaven Lane Monticello, KY Located at 29 Deerhaven Lane in beautiful Monticello Kentucky is where you will find this ...	3 beds \| 2 baths \| 2,184 sq.ft.	$625,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 2.38% Airbnb Rental Income: $1436 Traditional Rental Income: $2132 Airbnb ROI: 0.45% Traditional ROI: 2.38%
79 Catron Lane Monticello, KY PRICE IMPROVED ! LAKESIDE LODGE IS NOW OFFERED AT $325,000!! Nestled peacefully on the cor...	3 beds \| 2 baths \| 1,092 sq.ft.	$325,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 3.67% Airbnb Rental Income: $1436 Traditional Rental Income: $1660 Airbnb ROI: 1.53% Traditional ROI: 3.67%
140 Damron 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.	$289,900	Airbnb cash on cash: 7.47% Traditional cash on cash: 5.95% Airbnb Rental Income: $3394 Traditional Rental Income: $2223 Airbnb ROI: 7.47% Traditional ROI: 5.95%
665 Highway 2393 Highway Monticello, KY This is one of a kind, a larger home that is located around 8.5 miles from Monticello, 1 m...	3 beds \| 3 baths \| 3,044 sq.ft.	$319,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 6.57% Airbnb Rental Income: $1436 Traditional Rental Income: $2458 Airbnb ROI: 1.74% Traditional ROI: 6.57%
2738 Hwy 1258 Monticello, KY Enjoy the tranquility of the countryside, perfect for outdoor adventures and peaceful retr...	3 beds \| 1 baths \| 1,248 sq.ft.	$325,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 3.26% Airbnb Rental Income: $1436 Traditional Rental Income: $1416 Airbnb ROI: 1.92% Traditional ROI: 3.26%
40 Bell Street Monticello, KY Have you been looking for an energy efficient, well built home in the Monticello City limi...	3 beds \| 1 baths \| 1,064 sq.ft.	$114,900	Airbnb cash on cash: 6.39% Traditional cash on cash: 11.39% Airbnb Rental Income: $1436 Traditional Rental Income: $1563 Airbnb ROI: 6.39% Traditional ROI: 11.39%
726 North Main Street Monticello, KY FOR SALE: A stunning staple of Main St. located in Monticello, KY. This +-2700 square foot...	3 beds \| 3 baths \| 2,700 sq.ft.	$375,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.87% Airbnb Rental Income: $1436 Traditional Rental Income: $2458 Airbnb ROI: 0.75% Traditional ROI: 4.87%
46 Grandview Drive Monticello, KY Welcome to your new oasis! This stunning home offers an incredible location just 15 minute...	3 beds \| 4 baths \| 3,724 sq.ft.	$329,900	Airbnb cash on cash: 1.1% Traditional cash on cash: 7.2% Airbnb Rental Income: $1436 Traditional Rental Income: $2900 Airbnb ROI: 1.1% Traditional ROI: 7.2%
383 Lakeside Circle Monticello, KY If you are looking for a beautiful home with a 30x40 detached workshop, right on the lake,...	3 beds \| 2 baths \| 2,144 sq.ft.	$299,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 5.65% Airbnb Rental Income: $1436 Traditional Rental Income: $2076 Airbnb ROI: 1.86% Traditional ROI: 5.65%
757 Old Lock 21 Monticello, KY Home with a BOAT SLIP!! Settle into this very spacious 3400 sq. ft. home in the exceptiona...	4 beds \| 2 baths \| 3,456 sq.ft.	$474,900	Airbnb cash on cash: 4.43% Traditional cash on cash: 3.32% Airbnb Rental Income: $3394 Traditional Rental Income: $2147 Airbnb ROI: 4.43% Traditional ROI: 3.32%
500 Beaver Lodge Road Monticello, KY Your perfect vacation getaway, completely furnished and sits on a dead street - corner lot...	2 beds \| 1 baths \| 1,120 sq.ft.	$229,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 5.61% Airbnb Rental Income: $974 Traditional Rental Income: $1600 Airbnb ROI: 1.1% Traditional ROI: 5.61%
53 Barton Court Court Monticello, KY Are you looking to Downsize, or are you looking for an investment to use as a rental, or a...	2 beds \| 2 baths \| 1,058 sq.ft.	$119,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 10.64% Airbnb Rental Income: $974 Traditional Rental Income: $1487 Airbnb ROI: 3.11% Traditional ROI: 10.64%
1 White Oak View Monticello, KY Discover your dream retreat in this lightly used 2022 build, just 2 miles from Conley Bott...	2 beds \| 2 baths \| 1,538 sq.ft.	$329,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 4.11% Airbnb Rental Income: $974 Traditional Rental Income: $1937 Airbnb ROI: -0.14% Traditional ROI: 4.11%
37 Camplin Drive Monticello, KY INVESTORS, INVESTORS, INVESTORS.. 2 separate and 1 unfinished units. Have you ever though...	4 beds \| 3 baths \| 2,090 sq.ft.	$365,000	Airbnb cash on cash: 5.58% Traditional cash on cash: 5.3% Airbnb Rental Income: $3394 Traditional Rental Income: $2544 Airbnb ROI: 5.58% Traditional ROI: 5.3%
1224 Highway 1756 Monticello, KY Check out this move in ready home in the country! Perfect for a first-time buyer or invest...	3 beds \| 1 baths \| 723 sq.ft.	$120,000	Airbnb cash on cash: 6.05% Traditional cash on cash: 8.34% Airbnb Rental Income: $1436 Traditional Rental Income: $1272 Airbnb ROI: 6.05% Traditional ROI: 8.34%
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.	$509,900	Airbnb cash on cash: 3.87% Traditional cash on cash: 7.45% Airbnb Rental Income: $3394 Traditional Rental Income: $4345 Airbnb ROI: 3.87% Traditional ROI: 7.45%
21 North Gregory Street Monticello, KY JUST REDUCED!!! MUST SEE TO APPRECIATE!!! This beautifully remodeled home sits on a co...	3 beds \| 1 baths \| 1,261 sq.ft.	$199,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 6.53% Airbnb Rental Income: $1436 Traditional Rental Income: $1528 Airbnb ROI: 3.78% Traditional ROI: 6.53%
968 Mystic View Road Monticello, KY Looking for the perfect lake retreat? Here it is: Move-in ready, fully furnished 3 bed, 3...	4 beds \| 3 baths \| 2,460 sq.ft.	$365,000	Airbnb cash on cash: 5.98% Traditional cash on cash: 5.68% Airbnb Rental Income: $3394 Traditional Rental Income: $2535 Airbnb ROI: 5.98% Traditional ROI: 5.68%
114 Blevins Ridge Road Monticello, KY Immerse yourself in the tranquility of lake life with this stunning, operational short-ter...	5 beds \| 4 baths \| 2,392 sq.ft.	$449,000	Airbnb cash on cash: 9.96% Traditional cash on cash: 5.09% Airbnb Rental Income: $6299 Traditional Rental Income: $3012 Airbnb ROI: 9.96% Traditional ROI: 5.09%
8581 Ky-1546 Monticello, KY Just in time for the holidays, this charming cottage feel home situated nicely on 3.63 acr...	2 beds \| 2 baths \| 1,176 sq.ft.	$169,900	Airbnb cash on cash: 1.42% Traditional cash on cash: 7.01% Airbnb Rental Income: $974 Traditional Rental Income: $1529 Airbnb ROI: 1.42% Traditional ROI: 7.01%
95 Burton Drive Monticello, KY Imagine a charming 2-bedroom home nestled in a city neighborhood, blending comfort with v...	2 beds \| 2 baths \| 1,232 sq.ft.	$229,900	Airbnb cash on cash: 1.17% Traditional cash on cash: 6.01% Airbnb Rental Income: $974 Traditional Rental Income: $1674 Airbnb ROI: 1.17% Traditional ROI: 6.01%
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.	$310,000	Airbnb cash on cash: 7.3% Traditional cash on cash: 9.9% Airbnb Rental Income: $3394 Traditional Rental Income: $3398 Airbnb ROI: 7.3% Traditional ROI: 9.9%
92 Stokes Street Monticello, KY Priced under $150,000.00Newly remodeled 3 bed 2 bath home located in Monticello, Convenien...	3 beds \| 2 baths \| 1,400 sq.ft.	$147,000	Airbnb cash on cash: 5.36% Traditional cash on cash: 11.4% Airbnb Rental Income: $1436 Traditional Rental Income: $1857 Airbnb ROI: 5.36% Traditional ROI: 11.4%
353 Lockett Street Monticello, KY Step into your dream home with this custom 3-bedroom, 2-bath residence in a tranquil Monti...	3 beds \| 2 baths \| 1,952 sq.ft.	$274,900	Airbnb cash on cash: 2.14% Traditional cash on cash: 6.15% Airbnb Rental Income: $1436 Traditional Rental Income: $2047 Airbnb ROI: 2.14% Traditional ROI: 6.15%
241 Rolling Acres Monticello, KY Nestled on a corner lot with mature shade trees, plenty of privacy, & a level back & fron...	4 beds \| 2 baths \| 1,300 sq.ft.	$244,000	Airbnb cash on cash: 9.9% Traditional cash on cash: 6.48% Airbnb Rental Income: $3394 Traditional Rental Income: $1850 Airbnb ROI: 9.9% Traditional ROI: 6.48%
145 N Colonial Ave Avenue Monticello, KY Looking for an affordable 3 bedroom brick home located in the city limits of Monticello, t...	3 beds \| 1 baths \| 1,175 sq.ft.	$189,000	Airbnb cash on cash: 3.75% Traditional cash on cash: 5.79% Airbnb Rental Income: $1436 Traditional Rental Income: $1374 Airbnb ROI: 3.75% Traditional ROI: 5.79%
362 Highway 3284 Monticello, KY Welcome to your dream home! This newly remodeled 3-bedroom, 2-bathroom residence is perfec...	3 beds \| 2 baths \| 1,008 sq.ft.	$179,900	Airbnb cash on cash: 3.93% Traditional cash on cash: 6.57% Airbnb Rental Income: $1436 Traditional Rental Income: $1460 Airbnb ROI: 3.93% Traditional ROI: 6.57%
4085 Highway 3285 Monticello, KY Welcome to peaceful country living! This well-kept 3 bedroom, 2 bath manufactured home sit...	3 beds \| 2 baths \| 1,152 sq.ft.	$159,900	Airbnb cash on cash: 4.78% Traditional cash on cash: 8.14% Airbnb Rental Income: $1436 Traditional Rental Income: $1520 Airbnb ROI: 4.78% Traditional ROI: 8.14%

Real Estate investment in Monticello, KY

There are 42 properties for sale in the city of Monticello . The median list price in Monticello is $299,000 and the average price per square foot is $146. In November 2024, the average monthly cash on cash return in Monticello is 6.00%. The average monthly rental income in Monticello is $2,011.

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

There are 42 investment properties available for sale in Monticello.

In 2024, 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 $2,011.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, KY

444 Castle Street

Monticello, KY

4 beds | 3 baths | 1,744 sq.ft.

$349,000

Airbnb cash on cash: 5.92%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $3394

Traditional Rental Income: $2178

Airbnb ROI: 5.92%

Traditional ROI: 4.51%

35 Guinn Drive

Monticello, KY

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

$425,000

Airbnb cash on cash: 4.54%

Traditional cash on cash: 4.57%

Airbnb Rental Income: $3394

Traditional Rental Income: $2650

Airbnb ROI: 4.54%

Traditional ROI: 4.57%

80 Sunset Vista Way

Monticello, KY

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

$799,900

Airbnb cash on cash: 1.56%

Traditional cash on cash: 1.66%

Airbnb Rental Income: $3394

Traditional Rental Income: $2713

Airbnb ROI: 1.56%

Traditional ROI: 1.66%

688 Old Sawmill Road

Monticello, KY

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

$549,999

Airbnb cash on cash: -0.07%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $1436

Traditional Rental Income: $1812

Airbnb ROI: -0.07%

Traditional ROI: 1.49%

641 Old Sawmill Road

Monticello, KY

4 beds | 3 baths | 3,256 sq.ft.

$550,000

Airbnb cash on cash: 3.55%

Traditional cash on cash: 3.73%

Airbnb Rental Income: $3394

Traditional Rental Income: $2730

Airbnb ROI: 3.55%

Traditional ROI: 3.73%

100 Waters Edge Trail

Monticello, KY

5 beds | 4 baths | 4,298 sq.ft.

$629,000

Airbnb cash on cash: 6.84%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $6299

Traditional Rental Income: $3039

Airbnb ROI: 6.84%

Traditional ROI: 3.4%

350 Virginia Avenue

Monticello, KY

3 beds | 1 baths | 1,026 sq.ft.

$169,900

Airbnb cash on cash: 4.57%

Traditional cash on cash: 6.21%

Airbnb Rental Income: $1436

Traditional Rental Income: $1274

Airbnb ROI: 4.57%

Traditional ROI: 6.21%

1115 Highway 167

Monticello, KY

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

$184,900

Airbnb cash on cash: 4.14%

Traditional cash on cash: 8.94%

Airbnb Rental Income: $1436

Traditional Rental Income: $1852

Airbnb ROI: 4.14%