Real Estate Investment Properties for Sale in Monticello, IL

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

Explore a variety of short-term homes & houses in Monticello, IL. Invest wisely with VRBO & Monticello, IL 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, IL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
300 Gainesborough Court MONTICELLO, IL Move in and move up to this fabulous 4-bedroom, 2 1/2-bath home in The Chimneys! A spaciou...	4 beds \| 3 baths \| 2,180 sq.ft.	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.86% Airbnb Rental Income: $null Traditional Rental Income: $2218 Airbnb ROI: N/A Traditional ROI: 3.86%
205 Surrey Court MONTICELLO, IL Spacious 5-bedroom, 3-full-bath ranch home on a corner lot with a fully finished basement....	3 beds \| 3 baths \| 2,123 sq.ft.	$349,900	Airbnb cash on cash: 2.07% Traditional cash on cash: 4.5% Airbnb Rental Income: $2255 Traditional Rental Income: $2488 Airbnb ROI: 2.07% Traditional ROI: 4.5%
1020 N Walnut Street MONTICELLO, IL Charming 1.5 story bungalow with plenty of space, comfort, and outdoor appeal! This 3 bedr...	3 beds \| 2 baths \| 1,566 sq.ft.	$200,000	Airbnb cash on cash: 6.15% Traditional cash on cash: 5.56% Airbnb Rental Income: $2255 Traditional Rental Income: $1579 Airbnb ROI: 6.15% Traditional ROI: 5.56%
483 E 1300 N Road MONTICELLO, IL Nestled just across from the breathtaking beauty of Allerton Park & Retreat Center, this o...	2 beds \| 1 baths \| 1,212 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.43% Airbnb Rental Income: $null Traditional Rental Income: $1704 Airbnb ROI: N/A Traditional ROI: 4.43%
675 E 1950 N Road MONTICELLO, IL 5+ ACRES + AN IMPRESSIVE APPROX. 3,500 SQ. FT. OUTBUILDING! If you've been searching for a...	3 beds \| 2 baths \| 2,036 sq.ft.	$450,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.26% Airbnb Rental Income: $2255 Traditional Rental Income: $2432 Airbnb ROI: 1.5% Traditional ROI: 3.26%
1171 Gloria Court MONTICELLO, IL Spacious 4 bedroom, 2.5 bath home with a 4 car garage on over half an acre! Located just o...	4 beds \| 3 baths \| 3,438 sq.ft.	$467,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.67% Airbnb Rental Income: $null Traditional Rental Income: $3359 Airbnb ROI: N/A Traditional ROI: 4.67%
202 E Washington Street MONTICELLO, IL Step into timeless charm with this beautifully maintained classic home, where character an...	3 beds \| 1 baths \| 2,170 sq.ft.	$239,900	Airbnb cash on cash: 4.98% Traditional cash on cash: 3.43% Airbnb Rental Income: $2255 Traditional Rental Income: $1341 Airbnb ROI: 4.98% Traditional ROI: 3.43%
318 E Main Street MONTICELLO, IL Step into timeless elegance with this beautifully maintained classic home in the heart of ...	3 beds \| 2 baths \| 2,950 sq.ft.	$375,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 3.28% Airbnb Rental Income: $2255 Traditional Rental Income: $2039 Airbnb ROI: 2.29% Traditional ROI: 3.28%
1803 Church Crossing Street MONTICELLO, IL Exceptional space, thoughtful design, and a beautiful setting come together in this impres...	3 beds \| 4 baths \| 2,341 sq.ft.	$735,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 1.16% Airbnb Rental Income: $2255 Traditional Rental Income: $2520 Airbnb ROI: -0.05% Traditional ROI: 1.16%
14 Meadow Drive MONTICELLO, IL A stunning new construction home in the Sage Meadows subdivision! This open concept offers...	3 beds \| 2 baths \| 1,642 sq.ft.	$414,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 1.41% Airbnb Rental Income: $2255 Traditional Rental Income: $1927 Airbnb ROI: 0.8% Traditional ROI: 1.41%
30 Long Grove Dr MONTICELLO, IL 30 Long Grove Dr, MONTICELLO, IL 61856 \| Single Family Residential	4 beds \| 2 baths \| 2,267 sq.ft.	$584,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.43% Airbnb Rental Income: $null Traditional Rental Income: $2110 Airbnb ROI: N/A Traditional ROI: 0.43%
907 S Longview Road MONTICELLO, IL Darling ranch home in the heart of Monticello, tucked into a quiet neighborhood and close ...	3 beds \| 2 baths \| 1,515 sq.ft.	$285,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 2.84% Airbnb Rental Income: $2255 Traditional Rental Income: $1406 Airbnb ROI: 3.9% Traditional ROI: 2.84%
810 Longview Road MONTICELLO, IL Welcome to 810 Longview Rd in Monticello! This inviting 3-bedroom, 1-bathroom home offers ...	3 beds \| 1 baths \| 1,295 sq.ft.	$229,900	Airbnb cash on cash: 5.04% Traditional cash on cash: 3.88% Airbnb Rental Income: $2255 Traditional Rental Income: $1439 Airbnb ROI: 5.04% Traditional ROI: 3.88%
302 W Kipling Drive MONTICELLO, IL Welcome to this charming home at 302 Kipling Dr, Monticello, IL. This spacious residence f...	3 beds \| 2 baths \| 1,777 sq.ft.	$310,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 3.35% Airbnb Rental Income: $2255 Traditional Rental Income: $1857 Airbnb ROI: 2.78% Traditional ROI: 3.35%
1102 N Union Drive MONTICELLO, IL Spacious three-bedroom, two-bath home offering generous living space and plenty of potenti...	3 beds \| 2 baths \| 1,353 sq.ft.	$189,900	Airbnb cash on cash: 6.05% Traditional cash on cash: 7.82% Airbnb Rental Income: $2255 Traditional Rental Income: $2010 Airbnb ROI: 6.05% Traditional ROI: 7.82%
914 E Lincoln Street MONTICELLO, IL Welcome home to this spacious ranch nestled in an established neighborhood! Offering over ...	3 beds \| 2 baths \| 1,433 sq.ft.	$296,500	Airbnb cash on cash: 3.25% Traditional cash on cash: 3.68% Airbnb Rental Income: $2255 Traditional Rental Income: $1811 Airbnb ROI: 3.25% Traditional ROI: 3.68%
318 W HIGH Street MONTICELLO, IL Welcome to this inviting 3-bedroom, 2-full-bathroom home in Monticello! Offering a functio...	3 beds \| 2 baths \| 1,608 sq.ft.	$299,900	Airbnb cash on cash: 3.73% Traditional cash on cash: 5.49% Airbnb Rental Income: $2255 Traditional Rental Income: $2187 Airbnb ROI: 3.73% Traditional ROI: 5.49%

Real Estate investment in Monticello, IL

There are 24 properties for sale in the city of Monticello . The median list price in Monticello is $311,851 and the average price per square foot is $188. In November 2026, the average monthly cash on cash return in Monticello is 4.00%. The average monthly rental income in Monticello is $2,095.

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

There are 24 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 $2,095.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, IL

300 Gainesborough Court

MONTICELLO, IL

4 beds | 3 baths | 2,180 sq.ft.

$379,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2218

Airbnb ROI: N/A

Traditional ROI: 3.86%

205 Surrey Court

MONTICELLO, IL

3 beds | 3 baths | 2,123 sq.ft.

$349,900

Airbnb cash on cash: 2.07%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $2255

Traditional Rental Income: $2488

Airbnb ROI: 2.07%

Traditional ROI: 4.5%

1020 N Walnut Street

MONTICELLO, IL

3 beds | 2 baths | 1,566 sq.ft.

$200,000

Airbnb cash on cash: 6.15%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $2255

Traditional Rental Income: $1579

Airbnb ROI: 6.15%

Traditional ROI: 5.56%

483 E 1300 N Road

MONTICELLO, IL

2 beds | 1 baths | 1,212 sq.ft.

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.43%

Airbnb Rental Income: $null

Traditional Rental Income: $1704

Airbnb ROI: N/A

Traditional ROI: 4.43%

675 E 1950 N Road

MONTICELLO, IL

3 beds | 2 baths | 2,036 sq.ft.

$450,000

Airbnb cash on cash: 1.5%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $2255

Traditional Rental Income: $2432

Airbnb ROI: 1.5%

Traditional ROI: 3.26%

1171 Gloria Court

MONTICELLO, IL

4 beds | 3 baths | 3,438 sq.ft.

$467,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.67%

Airbnb Rental Income: $null

Traditional Rental Income: $3359

Airbnb ROI: N/A

Traditional ROI: 4.67%

202 E Washington Street

MONTICELLO, IL

3 beds | 1 baths | 2,170 sq.ft.

$239,900

Airbnb cash on cash: 4.98%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $2255

Traditional Rental Income: $1341

Airbnb ROI: 4.98%

Traditional ROI: 3.43%

318 E Main Street

MONTICELLO, IL

3 beds | 2 baths | 2,950 sq.ft.

$375,000

Airbnb cash on cash: 2.29%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $2255

Traditional Rental Income: $2039

Airbnb ROI: 2.29%