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 Ct MONTICELLO, IL Move in and move up to this great 4 BR, 2.5 BA home in The Chimneys! The large foyer welco...	4 beds \| 2 baths \| 2,180 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $2218 Airbnb ROI: N/A Traditional ROI: 3.67%
606 Weldon Springs Rd MONTICELLO, IL This home is your Pinterest board, brought to life! Located in the Walden Pond neighborho...	5 beds \| 3 baths \| 2,192 sq.ft.	$524,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.63% Airbnb Rental Income: $null Traditional Rental Income: $2540 Airbnb ROI: N/A Traditional ROI: 2.63%
205 Surrey Ct MONTICELLO, IL Wonderful Ranch on corner lot. 3 bedroom, 3 full baths, with a finished basement. Wonderfu...	5 beds \| 3 baths \| 2,123 sq.ft.	$364,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.83% Airbnb Rental Income: $null Traditional Rental Income: $2488 Airbnb ROI: N/A Traditional ROI: 4.83%
1020 N Walnut St MONTICELLO, IL Cute as a button! Make this 1.5 story bungalow style home yours today! This 3 bedroom, 1.5...	3 beds \| 1 baths \| 1,566 sq.ft.	$209,900	Airbnb cash on cash: 4.92% Traditional cash on cash: 5.4% Airbnb Rental Income: $2008 Traditional Rental Income: $1579 Airbnb ROI: 4.92% Traditional ROI: 5.4%
514 Weldon Springs Rd MONTICELLO, IL sold at list.	4 beds \| 3 baths \| 3,698 sq.ft.	$519,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $3044 Airbnb ROI: N/A Traditional ROI: 2.79%
324 N Chaucer Blvd MONTICELLO, IL Fantastic home on the lake in the Chimney's Subdivision in the Monticello School District!...	4 beds \| 2 baths \| 2,641 sq.ft.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $3404 Airbnb ROI: N/A Traditional ROI: 5.6%
2 Hedgerow Ct MONTICELLO, IL This adorable Arts & Crafts style detached condo has been perfectly updated! Tucked away ...	3 beds \| 2 baths \| 1,976 sq.ft.	$284,999	Airbnb cash on cash: 0.56% Traditional cash on cash: 2.73% Airbnb Rental Income: $2008 Traditional Rental Income: $2067 Airbnb ROI: 0.56% Traditional ROI: 2.73%
7 Prairie Trl MONTICELLO, IL Welcome to this beautifully designed 1.5-story zero-lot duplex located in Monticello! Offe...	3 beds \| 3 baths \| 1,808 sq.ft.	$299,900	Airbnb cash on cash: 1.17% Traditional cash on cash: 4.55% Airbnb Rental Income: $2008 Traditional Rental Income: $2438 Airbnb ROI: 1.17% Traditional ROI: 4.55%
7 Sand Lake Ct MONTICELLO, IL Welcome to your new home! Nestled on a tranquil cul-de-sac lot in the picturesque Sand Lak...	3 beds \| 2 baths \| 1,630 sq.ft.	$344,900	Airbnb cash on cash: 1.89% Traditional cash on cash: 5.44% Airbnb Rental Income: $2008 Traditional Rental Income: $2632 Airbnb ROI: 1.89% Traditional ROI: 5.44%
6 Foxtrot Ln MONTICELLO, IL 6 Foxtrot Ln, MONTICELLO, IL 61856 \| Single Family Residential	3 beds \| 2 baths \| 1,997 sq.ft.	$459,500	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.34% Airbnb Rental Income: $2008 Traditional Rental Income: $2068 Airbnb ROI: -0.01% Traditional ROI: 1.34%
1001 N State St MONTICELLO, IL 1001 N State St, MONTICELLO, IL 61856 \| Single Family Residential	7 beds \| 4 baths \| 7,641 sq.ft.	$1,295,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.21% Airbnb Rental Income: $null Traditional Rental Income: $3762 Airbnb ROI: N/A Traditional ROI: -0.21%
3 Hettinger Ct MONTICELLO, IL Welcome to Hettinger Estates! This fantastic home is tucked away on a quiet cul-de-sac and...	3 beds \| 4 baths \| 4,608 sq.ft.	$559,900	Airbnb cash on cash: 0.36% Traditional cash on cash: 6.05% Airbnb Rental Income: $2008 Traditional Rental Income: $4463 Airbnb ROI: 0.36% Traditional ROI: 6.05%
215 Foxtrot Ln MONTICELLO, IL 215 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$65,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 6.14% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.86% Traditional ROI: 6.14%
213 Foxtrot Ln MONTICELLO, IL 213 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$65,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 6.14% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.86% Traditional ROI: 6.14%
212 Foxtrot Ln MONTICELLO, IL 212 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.65% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.33% Traditional ROI: 5.65%
205 Tango Cir MONTICELLO, IL 205 Tango Cir, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.65% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.33% Traditional ROI: 5.65%
204 Tango Cir MONTICELLO, IL 204 Tango Cir, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.65% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.33% Traditional ROI: 5.65%
105 Foxtrot Ln MONTICELLO, IL 105 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$65,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 6.14% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.86% Traditional ROI: 6.14%
107 Foxtrot Ln MONTICELLO, IL 107 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$65,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 6.14% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.86% Traditional ROI: 6.14%
109 Foxtrot Ln MONTICELLO, IL 109 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$65,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 6.14% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.86% Traditional ROI: 6.14%
102 Foxtrot Ln MONTICELLO, IL 102 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.65% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.33% Traditional ROI: 5.65%
103 Foxtrot Ln MONTICELLO, IL 103 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$65,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 6.14% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.86% Traditional ROI: 6.14%
203 Tango Cir MONTICELLO, IL 203 Tango Cir, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.65% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.33% Traditional ROI: 5.65%
217 Foxtrot Ln MONTICELLO, IL 217 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$65,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 6.14% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.86% Traditional ROI: 6.14%
106 Foxtrot Ln MONTICELLO, IL 106 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: 6.33% Traditional cash on cash: 5.65% Airbnb Rental Income: $1128 Traditional Rental Income: $704 Airbnb ROI: 6.33% Traditional ROI: 5.65%
211 Foxtrot Ln MONTICELLO, IL 211 Foxtrot Ln, MONTICELLO, IL 61856 \| Other	N/A beds \| N/A baths \| N/A	$65,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 6.3% Airbnb Rental Income: $1128 Traditional Rental Income: $714 Airbnb ROI: 6.86% Traditional ROI: 6.3%
4 Foxtrot Ln MONTICELLO, IL 4 Foxtrot Ln, MONTICELLO, IL 61856 \| Single Family Residential	3 beds \| 2 baths \| 2,429 sq.ft.	$429,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 2.06% Airbnb Rental Income: $2008 Traditional Rental Income: $2225 Airbnb ROI: 0.21% Traditional ROI: 2.06%
6 Hedgerow Ct #6 MONTICELLO, IL 6 Hedgerow Ct #6, MONTICELLO, IL 61856 \| Condo/Coop	3 beds \| 3 baths \| 2,017 sq.ft.	$309,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.02% Airbnb Rental Income: $2008 Traditional Rental Income: $2381 Airbnb ROI: 0.94% Traditional ROI: 4.02%
24 Meadow Dr MONTICELLO, IL Stunning new construction in the Sage Meadows subdivision! This 2-story floor plan offers ...	4 beds \| 2 baths \| 2,045 sq.ft.	$407,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $2611 Airbnb ROI: N/A Traditional ROI: 3.28%
483 E 1300 North Rd 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%
511 Buchanan Dr MONTICELLO, IL 511 Buchanan Dr, MONTICELLO, IL 61856 \| Single Family Residential	3 beds \| 1 baths \| 1,240 sq.ft.	$190,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 3.67% Airbnb Rental Income: $2008 Traditional Rental Income: $1338 Airbnb ROI: 4.48% Traditional ROI: 3.67%
829 Old Route 47 Rd MONTICELLO, IL 829 Old Route 47 Rd, MONTICELLO, IL 61856 \| Single Family Residential	3 beds \| 1 baths \| 1,532 sq.ft.	$239,900	Airbnb cash on cash: 2.9% Traditional cash on cash: 2.41% Airbnb Rental Income: $2008 Traditional Rental Income: $1372 Airbnb ROI: 2.9% Traditional ROI: 2.41%
464 S Independence St MONTICELLO, IL 464 S Independence St, MONTICELLO, IL 61856 \| Single Family Residential	2 beds \| 3 baths \| 1,381 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.16% Airbnb Rental Income: $null Traditional Rental Income: $1936 Airbnb ROI: N/A Traditional ROI: 8.16%
801 Trailblazer Ln MONTICELLO, IL 801 Trailblazer Ln, MONTICELLO, IL 61856 \| Single Family Residential	7 beds \| 5 baths \| 2,804 sq.ft.	$694,500	Airbnb cash on cash: N/A Traditional cash on cash: 0.92% Airbnb Rental Income: $null Traditional Rental Income: $2795 Airbnb ROI: N/A Traditional ROI: 0.92%
675 E 1950 North Rd MONTICELLO, IL Escape to the peace and beauty of country living with this charming 3 bedroom, 2 bathroom ...	3 beds \| 2 baths \| 2,036 sq.ft.	$475,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 3.04% Airbnb Rental Income: $2008 Traditional Rental Income: $2432 Airbnb ROI: 0.91% Traditional ROI: 3.04%
1171 Gloria Ct MONTICELLO, IL Spacious 4 bedroom, 2.5 bath home with a 4 car garage on over half an acre! Located just o...	4 beds \| 2 baths \| 3,438 sq.ft.	$469,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.65% Airbnb Rental Income: $null Traditional Rental Income: $3359 Airbnb ROI: N/A Traditional ROI: 4.65%
202 E Washington St MONTICELLO, IL 202 E Washington St, MONTICELLO, IL 61856 \| Single Family Residential	3 beds \| 1 baths \| 2,170 sq.ft.	$289,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 1.33% Airbnb Rental Income: $2008 Traditional Rental Income: $1341 Airbnb ROI: 1.86% Traditional ROI: 1.33%
1325 Dickens Ct MONTICELLO, IL	3 beds \| 2 baths \| 2,646 sq.ft.	$295,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 4.04% Airbnb Rental Income: $2008 Traditional Rental Income: $2118 Airbnb ROI: 1.76% Traditional ROI: 4.04%
1 Forest Dr MONTICELLO, IL 1 Forest Dr, MONTICELLO, IL 61856 \| Single Family Residential	4 beds \| 3 baths \| 1,942 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.77% Airbnb Rental Income: $null Traditional Rental Income: $2290 Airbnb ROI: N/A Traditional ROI: 0.77%
718 E Chestnut St MONTICELLO, IL 718 E Chestnut St, MONTICELLO, IL 61856 \| Single Family Residential	3 beds \| 2 baths \| 1,656 sq.ft.	$229,900	Airbnb cash on cash: 3.16% Traditional cash on cash: 4.45% Airbnb Rental Income: $2008 Traditional Rental Income: $1765 Airbnb ROI: 3.16% Traditional ROI: 4.45%

Real Estate investment in Monticello, IL

There are 63 properties for sale in the city of Monticello . The median list price in Monticello is $222,367 and the average price per square foot is $125. In September 2026, the average monthly cash on cash return in Monticello is 4.00%. The average monthly rental income in Monticello is $2,100.

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

There are 63 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 $2,100.

Your search for investment property begins and ends here

Investment Property for Sale in Monticello, IL

300 Gainesborough Ct

MONTICELLO, IL

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

$395,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.67%

Airbnb Rental Income: $null

Traditional Rental Income: $2218

Airbnb ROI: N/A

Traditional ROI: 3.67%

606 Weldon Springs Rd

MONTICELLO, IL

5 beds | 3 baths | 2,192 sq.ft.

$524,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.63%

Airbnb Rental Income: $null

Traditional Rental Income: $2540

Airbnb ROI: N/A

Traditional ROI: 2.63%

205 Surrey Ct

MONTICELLO, IL

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

$364,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2488

Airbnb ROI: N/A

Traditional ROI: 4.83%

1020 N Walnut St

MONTICELLO, IL

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

$209,900

Airbnb cash on cash: 4.92%

Traditional cash on cash: 5.4%

Airbnb Rental Income: $2008

Traditional Rental Income: $1579

Airbnb ROI: 4.92%

Traditional ROI: 5.4%

514 Weldon Springs Rd

MONTICELLO, IL

4 beds | 3 baths | 3,698 sq.ft.

$519,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.79%

Airbnb Rental Income: $null

Traditional Rental Income: $3044

Airbnb ROI: N/A

Traditional ROI: 2.79%

324 N Chaucer Blvd

MONTICELLO, IL

4 beds | 2 baths | 2,641 sq.ft.

$445,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.6%

Airbnb Rental Income: $null

Traditional Rental Income: $3404

Airbnb ROI: N/A

Traditional ROI: 5.6%

2 Hedgerow Ct

MONTICELLO, IL

3 beds | 2 baths | 1,976 sq.ft.

$284,999

Airbnb cash on cash: 0.56%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $2008

Traditional Rental Income: $2067

Airbnb ROI: 0.56%

Traditional ROI: 2.73%

7 Prairie Trl

MONTICELLO, IL

3 beds | 3 baths | 1,808 sq.ft.

$299,900

Airbnb cash on cash: 1.17%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $2008

Traditional Rental Income: $2438

Airbnb ROI: 1.17%