Real Estate Investment Properties for Sale in Madison, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1907 Rhodes Street MADISON, IL Welcome Home! This home is ready for you! 2 bedroom, 1 full bath, Oversized TWO car garage...	2 beds \| 1 baths \| 1,032 sq.ft.	$109,900	Airbnb cash on cash: 5.7% Traditional cash on cash: 10.96% Airbnb Rental Income: $1349 Traditional Rental Income: $1495 Airbnb ROI: 5.7% Traditional ROI: 10.96%
1348 Madison Avenue MADISON, IL Here is your opportunity to add a solid cash flow surplus to your portfolio. This mixed us...	N/A beds \| N/A baths \| 4,608 sq.ft.	$226,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $1396 Airbnb ROI: N/A Traditional ROI: 4.33%
1534 7th Street MADISON, IL Opportunity knocks with this freshly updated duplex at 1534 7th Street in Madison. Whether...	N/A beds \| N/A baths \| 1,807 sq.ft.	$109,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.38% Airbnb Rental Income: $null Traditional Rental Income: $1454 Airbnb ROI: N/A Traditional ROI: 10.38%
1809 Rhodes Street MADISON, IL Welcome home to this beautifully renovated property on a large lot in Madison, IL! Every d...	2 beds \| 1 baths \| 780 sq.ft.	$94,900	Airbnb cash on cash: 7.09% Traditional cash on cash: 11.46% Airbnb Rental Income: $1349 Traditional Rental Income: $1340 Airbnb ROI: 7.09% Traditional ROI: 11.46%
Investment Properties for Sale in Other Cities of Illinois
13223 S Buffalo Ave Chicago , IL Nicely updated Bungalow with Basement in a Great Location in Hegewisch! Features a sun-fil...	3 beds \| 2 baths \| 1,100 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.5% Airbnb Rental Income: $null Traditional Rental Income: $1876 Airbnb ROI: N/A Traditional ROI: 7.5%
11616 S Harvard Ave Chicago , IL Be the first to move into this fully renovated home, on a DOUBLE lot, located on a quiet b...	3 beds \| 2 baths \| 1,200 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.03% Airbnb Rental Income: $null Traditional Rental Income: $1940 Airbnb ROI: N/A Traditional ROI: 7.03%
2610 W 80th St Chicago , IL 2610 W 80th St, Chicago, IL 60652 \| Single Family Residential	2 beds \| 1 baths \| 855 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.99% Airbnb Rental Income: $null Traditional Rental Income: $1328 Airbnb ROI: N/A Traditional ROI: 1.99%
7801 S Ada St Chicago , IL Welcome to this stunning, fully remodeled solid-brick single-family home in Auburn Gresham...	4 beds \| 3 baths \| 1,200 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.19% Airbnb Rental Income: $null Traditional Rental Income: $2306 Airbnb ROI: N/A Traditional ROI: 8.19%
3219 N Richmond St Chicago , IL 3219 N Richmond St, Chicago, IL 60618 \| Single Family Residential	4 beds \| 3 baths \| 1,920 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.13% Airbnb Rental Income: $null Traditional Rental Income: $2776 Airbnb ROI: N/A Traditional ROI: 0.13%
5918 S Albany Avenue Chicago , IL GREAT OPPORTUNITY TO OWN IN THIS FAST APPRECIATING AREA !!! REAR OF THE LOT !!BRICK SINGLE...	2 beds \| 2 baths \| 832 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.26% Airbnb Rental Income: $null Traditional Rental Income: $2024 Airbnb ROI: N/A Traditional ROI: 9.26%
5130 S Menard Ave Chicago , IL 5130 S Menard Ave, Chicago, IL 60638 \| Single Family Residential	3 beds \| 1 baths \| 945 sq.ft.	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.1% Airbnb Rental Income: $null Traditional Rental Income: $1551 Airbnb ROI: N/A Traditional ROI: 2.1%
1722 N Keeler Ave Chicago , IL Hot Hermosa location! Updated single family home on a great block. House went through exte...	3 beds \| 1 baths \| 842 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $1632 Airbnb ROI: N/A Traditional ROI: 3.88%
5801 S Blackstone Ave Chicago , IL 5801 S Blackstone Ave, Chicago, IL 60637 \| Single Family Residential	5 beds \| 4 baths \| 3,919 sq.ft.	$1,975,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.51% Airbnb Rental Income: $null Traditional Rental Income: $3303 Airbnb ROI: N/A Traditional ROI: -1.51%
1750 N Clybourn Avenue unit: 202 #202 Chicago , IL This boutique elevator building presents a RARE opportunity to own a luxury condo that sea...	2 beds \| 2 baths \| N/A	$649,950	Airbnb cash on cash: N/A Traditional cash on cash: 2.22% Airbnb Rental Income: $null Traditional Rental Income: $3311 Airbnb ROI: N/A Traditional ROI: 2.22%
222 N Columbus Dr #3103 Chicago , IL Stunning 31st-floor 2-bedroom, 2-bath residence at Park Millennium, offering breathtaking ...	2 beds \| 2 baths \| 1,225 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.08% Airbnb Rental Income: $null Traditional Rental Income: $2575 Airbnb ROI: N/A Traditional ROI: 0.08%
10922 S Peoria St Chicago , IL 10922 S Peoria St, Chicago, IL 60643 \| Single Family Residential	4 beds \| 1 baths \| 1,578 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.36% Airbnb Rental Income: $null Traditional Rental Income: $1558 Airbnb ROI: N/A Traditional ROI: 3.36%
7228 N Rogers Ave Chicago , IL This is a 3 Bedroom, 1.5 Bath, 2 story, frame farm house with 1 Deeded Parking Space. It i...	3 beds \| 1 baths \| 1,600 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.49% Airbnb Rental Income: $null Traditional Rental Income: $2651 Airbnb ROI: N/A Traditional ROI: 4.49%
9100 S Wallace St Chicago , IL Welcome to 9100 S Wallace - a beautifully renovated 3-bedroom, 3-bathroom home offering mo...	3 beds \| 3 baths \| 1,312 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $1900 Airbnb ROI: N/A Traditional ROI: 4.86%
9020 S Carpenter St Chicago , IL COME TAKE A LOOK AT THIS BEAUTIFUL NEWLY REMODELED 4 BEDROOM 2 BATH HOME IN WASHINGTON HEI...	3 beds \| 2 baths \| 1,400 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.28% Airbnb Rental Income: $null Traditional Rental Income: $1757 Airbnb ROI: N/A Traditional ROI: 6.28%

Real Estate investment in Madison, IL

There are 4 properties for sale in the city of Madison . The median list price in Madison is $379,900 and the average price per square foot is $222. In January 2026, the average monthly cash on cash return in Madison is 13.00%. The average monthly rental income in Madison is $1,396.

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

There are 4 investment properties available for sale in Madison.

In 2026, the best neighborhood to buy investment property is MADISON.

The ROI for Short-Term is higher than the Long-Term in Madison with average rental income of $1,349.

Your search for investment property begins and ends here

Investment Property for Sale in Madison, IL

1907 Rhodes Street

MADISON, IL

2 beds | 1 baths | 1,032 sq.ft.

$109,900

Airbnb cash on cash: 5.7%

Traditional cash on cash: 10.96%

Airbnb Rental Income: $1349

Traditional Rental Income: $1495

Airbnb ROI: 5.7%

Traditional ROI: 10.96%

1348 Madison Avenue

MADISON, IL

N/A beds | N/A baths | 4,608 sq.ft.

$226,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.33%

Airbnb Rental Income: $null

Traditional Rental Income: $1396

Airbnb ROI: N/A

Traditional ROI: 4.33%

1534 7th Street

MADISON, IL

N/A beds | N/A baths | 1,807 sq.ft.

$109,900

Airbnb cash on cash: N/A

Traditional cash on cash: 10.38%

Airbnb Rental Income: $null

Traditional Rental Income: $1454

Airbnb ROI: N/A

Traditional ROI: 10.38%

1809 Rhodes Street

MADISON, IL

2 beds | 1 baths | 780 sq.ft.

$94,900

Airbnb cash on cash: 7.09%

Traditional cash on cash: 11.46%

Airbnb Rental Income: $1349

Traditional Rental Income: $1340

Airbnb ROI: 7.09%

Traditional ROI: 11.46%

Investment Properties for Sale in Other Cities of Illinois

Chicago , IL

3 beds | 2 baths | 1,100 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.5%

Airbnb Rental Income: $null

Traditional Rental Income: $1876

Airbnb ROI: N/A

Traditional ROI: 7.5%

Chicago , IL

3 beds | 2 baths | 1,200 sq.ft.

$229,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.03%

Airbnb Rental Income: $null

Traditional Rental Income: $1940

Airbnb ROI: N/A

Traditional ROI: 7.03%

Chicago , IL

2 beds | 1 baths | 855 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.99%

Airbnb Rental Income: $null

Traditional Rental Income: $1328

Airbnb ROI: N/A

Traditional ROI: 1.99%

Chicago , IL

4 beds | 3 baths | 1,200 sq.ft.

$240,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.19%

Airbnb Rental Income: $null

Traditional Rental Income: $2306

Airbnb ROI: N/A

Traditional ROI: 8.19%

Chicago , IL

4 beds | 3 baths | 1,920 sq.ft.