Real Estate Investment Properties for Sale in Cherry, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
12 W Park Ave Cherry, IL 12 W Park Ave, Cherry, IL 61317 \| Single Family Residential	2 beds \| 2 baths \| 872 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.48% Airbnb Rental Income: $null Traditional Rental Income: $1449 Airbnb ROI: N/A Traditional ROI: 4.48%
211 N Taylor Street Cherry, IL A home that has it all! This spacious 3 bedroom/2 bath offers an open floor plan and a uni...	3 beds \| 2 baths \| 1,950 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.77% Airbnb Rental Income: $null Traditional Rental Income: $2636 Airbnb ROI: N/A Traditional ROI: 9.77%
Investment Properties for Sale in Other Cities of Illinois
13223 S Buffalo Ave Chicago , IL Welcome to Hegewisch - a warm, close-knit Chicago neighborhood known for its small-town fe...	3 beds \| 2 baths \| 1,100 sq.ft.	$189,900	Airbnb cash on cash: 5.32% Traditional cash on cash: 8.18% Airbnb Rental Income: $1859 Traditional Rental Income: $1876 Airbnb ROI: 5.32% Traditional ROI: 8.18%
5911 N Keating Avenue Chicago , IL Meticulously maintained & recently renovated 4 bedroom + family room/3 bath with rarely av...	4 beds \| 3 baths \| N/A	$749,500	Airbnb cash on cash: 0.79% Traditional cash on cash: 0.93% Airbnb Rental Income: $2762 Traditional Rental Income: $2216 Airbnb ROI: 0.79% Traditional ROI: 0.93%
8333 S Baltimore Ave Chicago , IL 8333 S Baltimore Ave, Chicago, IL 60617 \| Single Family Residential	4 beds \| 3 baths \| 2,186 sq.ft.	$259,900	Airbnb cash on cash: 3.64% Traditional cash on cash: 8.21% Airbnb Rental Income: $2362 Traditional Rental Income: $2901 Airbnb ROI: 3.64% Traditional ROI: 8.21%
12025 S Prairie Ave Chicago , IL 12025 S Prairie Ave, Chicago, IL 60628 \| Single Family Residential	3 beds \| 2 baths \| 1,295 sq.ft.	$155,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 8.28% Airbnb Rental Income: $1529 Traditional Rental Income: $1796 Airbnb ROI: 3.48% Traditional ROI: 8.28%
3906 W Montrose Ave Chicago , IL 3906 W Montrose Ave, Chicago, IL 60618 \| Single Family Residential	5 beds \| 2 baths \| 1,120 sq.ft.	$549,900	Airbnb cash on cash: 2.61% Traditional cash on cash: 0.93% Airbnb Rental Income: $3953 Traditional Rental Income: $2240 Airbnb ROI: 2.61% Traditional ROI: 0.93%
8831 S Eggleston Ave Chicago , IL This Auburn Gresham (West Chatham) Handyman Special was Rehabbed in 2013 and has been well...	3 beds \| 1 baths \| 1,375 sq.ft.	$227,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 6.1% Airbnb Rental Income: $1797 Traditional Rental Income: $1756 Airbnb ROI: 4.02% Traditional ROI: 6.1%
8015 S Justine St Chicago , IL	5 beds \| 3 baths \| 1,178 sq.ft.	$340,000	Airbnb cash on cash: 3.47% Traditional cash on cash: N/A Airbnb Rental Income: $2911 Traditional Rental Income: $0 Airbnb ROI: 3.47% Traditional ROI: N/A
6435 S Artesian Ave Chicago , IL 6435 S Artesian Ave, Chicago, IL 60629 \| Single Family Residential	3 beds \| 1 baths \| 972 sq.ft.	$220,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 4% Airbnb Rental Income: $1649 Traditional Rental Income: $1600 Airbnb ROI: 2.01% Traditional ROI: 4%
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: 3.63% Traditional cash on cash: 9.26% Airbnb Rental Income: $1531 Traditional Rental Income: $2024 Airbnb ROI: 3.63% Traditional ROI: 9.26%
3149 W Lexington St #5 Chicago , IL 3149 W Lexington St #5, Chicago, IL 60612 \| Townhouse	3 beds \| 2 baths \| 1,500 sq.ft.	$175,000	Airbnb cash on cash: 4.87% Traditional cash on cash: 11.54% Airbnb Rental Income: $1956 Traditional Rental Income: $2553 Airbnb ROI: 4.87% Traditional ROI: 11.54%
5701 N Sheridan Rd #3E Chicago , IL Bright, beautifully maintained 1-bedroom with sweeping lake and skyline views in the highl...	1 beds \| 1 baths \| 850 sq.ft.	$179,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 2.5% Airbnb Rental Income: $1872 Traditional Rental Income: $1566 Airbnb ROI: 1.36% Traditional ROI: 2.5%
5445 N Sheridan Rd #2506 Chicago , IL 5445 N Sheridan Rd #2506, Chicago, IL 60640 \| Condo/Coop	1 beds \| 1 baths \| 0 sq.ft.	$219,000	Airbnb cash on cash: -0.92% Traditional cash on cash: -0.9% Airbnb Rental Income: $1819 Traditional Rental Income: $1331 Airbnb ROI: -0.92% Traditional ROI: -0.9%
6631 N Caldwell Ave Chicago , IL 6631 N Caldwell Ave, Chicago, IL 60646 \| Single Family Residential	3 beds \| 2 baths \| 1,545 sq.ft.	$625,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 0.38% Airbnb Rental Income: $1965 Traditional Rental Income: $2211 Airbnb ROI: -0.93% Traditional ROI: 0.38%

Real Estate investment in Cherry, IL

There are 2 properties for sale in the city of Cherry . The median list price in Cherry is $150,000 and the average price per square foot is $111. In September 2026, the average monthly cash on cash return in Cherry is 19.00%. The average monthly rental income in Cherry is $1,579.

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

There are 2 investment properties available for sale in Cherry.

The ROI for Short-Term is higher than the Long-Term in Cherry with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Cherry, IL

12 W Park Ave

Cherry, IL

2 beds | 2 baths | 872 sq.ft.

$185,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.48%

Airbnb Rental Income: $null

Traditional Rental Income: $1449

Airbnb ROI: N/A

Traditional ROI: 4.48%

211 N Taylor Street

Cherry, IL

3 beds | 2 baths | 1,950 sq.ft.

$215,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2636

Airbnb ROI: N/A

Traditional ROI: 9.77%

Investment Properties for Sale in Other Cities of Illinois

Chicago , IL

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

$189,900

Airbnb cash on cash: 5.32%

Traditional cash on cash: 8.18%

Airbnb Rental Income: $1859

Traditional Rental Income: $1876

Airbnb ROI: 5.32%

Traditional ROI: 8.18%

Chicago , IL

4 beds | 3 baths | N/A

$749,500

Airbnb cash on cash: 0.79%

Traditional cash on cash: 0.93%

Airbnb Rental Income: $2762

Traditional Rental Income: $2216

Airbnb ROI: 0.79%

Traditional ROI: 0.93%

Chicago , IL

4 beds | 3 baths | 2,186 sq.ft.

$259,900

Airbnb cash on cash: 3.64%

Traditional cash on cash: 8.21%

Airbnb Rental Income: $2362

Traditional Rental Income: $2901

Airbnb ROI: 3.64%

Traditional ROI: 8.21%

Chicago , IL

3 beds | 2 baths | 1,295 sq.ft.

$155,000

Airbnb cash on cash: 3.48%

Traditional cash on cash: 8.28%

Airbnb Rental Income: $1529

Traditional Rental Income: $1796

Airbnb ROI: 3.48%

Traditional ROI: 8.28%

Chicago , IL

5 beds | 2 baths | 1,120 sq.ft.

$549,900

Airbnb cash on cash: 2.61%

Traditional cash on cash: 0.93%

Airbnb Rental Income: $3953

Traditional Rental Income: $2240

Airbnb ROI: 2.61%

Traditional ROI: 0.93%

Chicago , IL

3 beds | 1 baths | 1,375 sq.ft.

$227,000

Airbnb cash on cash: 4.02%

Traditional cash on cash: 6.1%

Airbnb Rental Income: $1797

Traditional Rental Income: $1756

Airbnb ROI: 4.02%

Traditional ROI: 6.1%

Chicago , IL

5 beds | 3 baths | 1,178 sq.ft.

$340,000

Airbnb cash on cash: 3.47%