Real Estate Investment Properties for Sale in Countryside, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
9807 W 57th Street COUNTRYSIDE, IL Beautifully renovated home offering modern finishes and thoughtful updates throughout. Enj...	4 beds \| 6 baths \| 3,850 sq.ft.	$879,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 3.78% Airbnb Rental Income: $3363 Traditional Rental Income: $4973 Airbnb ROI: 0.9% Traditional ROI: 3.78%
5636 9th Ave COUNTRYSIDE, IL MULTIPLE OFFERS RECEIVED - BEST AND HIGHEST DUE BY 8AM ON MONDAY 4/28. Welcome home to tim...	4 beds \| 3 baths \| 3,298 sq.ft.	$785,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 3.1% Airbnb Rental Income: $3363 Traditional Rental Income: $3814 Airbnb ROI: 1.46% Traditional ROI: 3.1%
5301 S Catherine Ave COUNTRYSIDE, IL 5301 S Catherine Ave, COUNTRYSIDE, IL 60525 \| Single Family Residential	2 beds \| 1 baths \| 643 sq.ft.	$350,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 0.01% Airbnb Rental Income: $1378 Traditional Rental Income: $1161 Airbnb ROI: -0.61% Traditional ROI: 0.01%
5626 East Ave COUNTRYSIDE, IL 5626 East Ave, COUNTRYSIDE, IL 60525 \| Other	N/A beds \| N/A baths \| N/A	$109,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.3% Airbnb Rental Income: $null Traditional Rental Income: $779 Airbnb ROI: N/A Traditional ROI: 3.3%
7445 Willow Springs Rd COUNTRYSIDE, IL 7445 Willow Springs Rd, COUNTRYSIDE, IL 60525 \| Other	N/A beds \| N/A baths \| N/A	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: -1.39% Airbnb Rental Income: $null Traditional Rental Income: $753 Airbnb ROI: N/A Traditional ROI: -1.39%
10735 5th Avenue Cutoff COUNTRYSIDE, IL 10735 5th Avenue Cutoff, COUNTRYSIDE, IL 60525 \| Condo/Coop	2 beds \| N/A baths \| 900 sq.ft.	$220,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.05% Airbnb Rental Income: $1378 Traditional Rental Income: $1402 Airbnb ROI: 0.93% Traditional ROI: 3.05%
5625 S Peck Avenue COUNTRYSIDE, IL	3 beds \| 1 baths \| 1,101 sq.ft.	$399,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 2.89% Airbnb Rental Income: $1581 Traditional Rental Income: $1969 Airbnb ROI: 0.64% Traditional ROI: 2.89%
9907 W 58th Street #1 COUNTRYSIDE, IL WOW COMPLETELEY REMODELED ~MODERN AND LIGHT AND BRIGHT WITH LARGE BRAND NEW PICTURE WINDOW...	2 beds \| 1 baths \| 850 sq.ft.	$210,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 4.27% Airbnb Rental Income: $1378 Traditional Rental Income: $1659 Airbnb ROI: 0.76% Traditional ROI: 4.27%
5320 S Madison Avenue COUNTRYSIDE, IL Charming ranch home, beautifully renovated in 2020 & move in ready! Located on a quiet str...	3 beds \| 2 baths \| 1,505 sq.ft.	$569,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 2.29% Airbnb Rental Income: $1581 Traditional Rental Income: $2448 Airbnb ROI: -0.19% Traditional ROI: 2.29%
5605 S Kensington Avenue COUNTRYSIDE, IL Custom built executive ranch offering over 3,188 square feet above grade plus approximatel...	3 beds \| 4 baths \| 3,166 sq.ft.	$1,110,000	Airbnb cash on cash: -1.29% Traditional cash on cash: 1.23% Airbnb Rental Income: $1581 Traditional Rental Income: $3728 Airbnb ROI: -1.29% Traditional ROI: 1.23%
6701 Sunset Avenue COUNTRYSIDE, IL This is a rare opportunity to own a custom-built home on a stunning corner lot, showcasing...	5 beds \| 4 baths \| 3,113 sq.ft.	$1,295,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 1.11% Airbnb Rental Income: $4886 Traditional Rental Income: $3969 Airbnb ROI: 1.04% Traditional ROI: 1.11%
6700 S Brainard Avenue #411 COUNTRYSIDE, IL Panoramic forest views, southern exposure, and an open-concept layout make this condo a st...	2 beds \| 2 baths \| 1,150 sq.ft.	$185,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 6.16% Airbnb Rental Income: $1378 Traditional Rental Income: $2184 Airbnb ROI: -0.8% Traditional ROI: 6.16%
7334 Maridon Rd COUNTRYSIDE, IL 7334 Maridon Rd, COUNTRYSIDE, IL 60525 \| Single Family Residential	3 beds \| 2 baths \| 3,800 sq.ft.	$499,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 0.71% Airbnb Rental Income: $1581 Traditional Rental Income: $1942 Airbnb ROI: -1.03% Traditional ROI: 0.71%
6918 Parkside Ave COUNTRYSIDE, IL 6918 Parkside Ave, COUNTRYSIDE, IL 60525 \| Single Family Residential	3 beds \| 1 baths \| N/A	$469,900	Airbnb cash on cash: -0.89% Traditional cash on cash: -0.43% Airbnb Rental Income: $1581 Traditional Rental Income: $1331 Airbnb ROI: -0.89% Traditional ROI: -0.43%
5455 S Catherine Ave COUNTRYSIDE, IL 5455 S Catherine Ave, COUNTRYSIDE, IL 60525 \| Single Family Residential	3 beds \| 2 baths \| 1,996 sq.ft.	$495,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 1.22% Airbnb Rental Income: $1581 Traditional Rental Income: $2164 Airbnb ROI: -1.01% Traditional ROI: 1.22%
5859 S Brainard Avenue COUNTRYSIDE, IL This beautifully maintained 3-bedroom, 1.5 bath split level with large laundry room offers...	3 beds \| 2 baths \| 1,530 sq.ft.	$459,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 3.79% Airbnb Rental Income: $1581 Traditional Rental Income: $2486 Airbnb ROI: 0.63% Traditional ROI: 3.79%

Real Estate investment in Countryside, IL

There are 21 properties for sale in the city of Countryside . The median list price in Countryside is $417,285 and the average price per square foot is $211. In June 2026, the average monthly cash on cash return in Countryside is 3.00%. The average monthly rental income in Countryside is $2,121.

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

There are 21 investment properties available for sale in Countryside.

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

The ROI for Long-Term is higher than the Short-Term in Countryside with average rental income of $2,121.

Your search for investment property begins and ends here

Investment Property for Sale in Countryside, IL

9807 W 57th Street

COUNTRYSIDE, IL

4 beds | 6 baths | 3,850 sq.ft.

$879,000

Airbnb cash on cash: 0.9%

Traditional cash on cash: 3.78%

Airbnb Rental Income: $3363

Traditional Rental Income: $4973

Airbnb ROI: 0.9%

Traditional ROI: 3.78%

5636 9th Ave

COUNTRYSIDE, IL

4 beds | 3 baths | 3,298 sq.ft.

$785,000

Airbnb cash on cash: 1.46%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $3363

Traditional Rental Income: $3814

Airbnb ROI: 1.46%

Traditional ROI: 3.1%

5301 S Catherine Ave

COUNTRYSIDE, IL

2 beds | 1 baths | 643 sq.ft.

$350,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 0.01%

Airbnb Rental Income: $1378

Traditional Rental Income: $1161

Airbnb ROI: -0.61%

Traditional ROI: 0.01%

5626 East Ave

COUNTRYSIDE, IL

N/A beds | N/A baths | N/A

$109,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.3%

Airbnb Rental Income: $null

Traditional Rental Income: $779

Airbnb ROI: N/A

Traditional ROI: 3.3%

7445 Willow Springs Rd

COUNTRYSIDE, IL

N/A beds | N/A baths | N/A

$379,900

Airbnb cash on cash: N/A

Traditional cash on cash: -1.39%

Airbnb Rental Income: $null

Traditional Rental Income: $753

Airbnb ROI: N/A

Traditional ROI: -1.39%

10735 5th Avenue Cutoff

COUNTRYSIDE, IL

2 beds | N/A baths | 900 sq.ft.

$220,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1378

Traditional Rental Income: $1402

Airbnb ROI: 0.93%

Traditional ROI: 3.05%

5625 S Peck Avenue

COUNTRYSIDE, IL

3 beds | 1 baths | 1,101 sq.ft.

$399,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $1581

Traditional Rental Income: $1969

Airbnb ROI: 0.64%

Traditional ROI: 2.89%

9907 W 58th Street #1

COUNTRYSIDE, IL

2 beds | 1 baths | 850 sq.ft.

$210,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $1378

Traditional Rental Income: $1659

Airbnb ROI: 0.76%