Real Estate Investment Properties for Sale in Chillicothe, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1315 W HILLCREST Drive Chillicothe, IL New offering in River Sound subdivision. Located in Enterprise Zone. Year 1 - lot only ass...	4 beds \| 3 baths \| 2,900 sq.ft.	$455,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.47% Airbnb Rental Income: $null Traditional Rental Income: $2954 Airbnb ROI: N/A Traditional ROI: 3.47%
1303 W HILLCREST Drive Chillicothe, IL New offering in River Sound subdivision. Located in an Enterprise Zone. Year 1 Lot only as...	4 beds \| 3 baths \| 2,334 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $2745 Airbnb ROI: N/A Traditional ROI: 3.41%
522 5TH Street Chillicothe, IL 2 Bedrooms, 2 Bathrooms 1.5 story well maintained house. New Furnace, Range/Oven and Refri...	2 beds \| 2 baths \| 1,128 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.76% Airbnb Rental Income: $null Traditional Rental Income: $657 Airbnb ROI: N/A Traditional ROI: 1.76%
414 W PLACHER Court Chillicothe, IL Nestled on a quiet cul-de-sac at the edge of town, 414 W Placher Court is a beautifully ma...	3 beds \| 2 baths \| 1,924 sq.ft.	$169,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 9.87% Airbnb Rental Income: $1479 Traditional Rental Income: $2228 Airbnb ROI: 2.56% Traditional ROI: 9.87%
1304 W HILLCREST Drive Chillicothe, IL Enterprise HUGE tax savings. Year 1 taxes - lot only. Year 2 taxes - lot only. Year 3 taxe...	4 beds \| 3 baths \| 2,483 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.43% Airbnb Rental Income: $null Traditional Rental Income: $3150 Airbnb ROI: N/A Traditional ROI: 4.43%
443 W WILMOT Street Chillicothe, IL If you are looking for a move in ready home, right in the heart of Chillicothe with a larg...	3 beds \| 1 baths \| 1,462 sq.ft.	$150,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 7.36% Airbnb Rental Income: $1479 Traditional Rental Income: $1521 Airbnb ROI: 4.03% Traditional ROI: 7.36%
105 N LOUISE Street Chillicothe, IL Welcome home to this 3bd/2ba home that is ready for its new owner! The open concept living...	3 beds \| 2 baths \| 1,310 sq.ft.	$195,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 6.28% Airbnb Rental Income: $1479 Traditional Rental Income: $1853 Airbnb ROI: 1.91% Traditional ROI: 6.28%
1709 W CLOVERDALE Road Chillicothe, IL Looking for a home with great potential and just a touch of updating needed? This three-be...	3 beds \| 1 baths \| 1,048 sq.ft.	$139,900	Airbnb cash on cash: 5.82% Traditional cash on cash: 8.1% Airbnb Rental Income: $1479 Traditional Rental Income: $1349 Airbnb ROI: 5.82% Traditional ROI: 8.1%

Real Estate investment in Chillicothe, IL

There are 12 properties for sale in the city of Chillicothe . The median list price in Chillicothe is $199,000 and the average price per square foot is $123. In May 2026, the average monthly cash on cash return in Chillicothe is 8.00%. The average monthly rental income in Chillicothe is $1,853.

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

There are 12 investment properties available for sale in Chillicothe.

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

The ROI for Long-Term is higher than the Short-Term in Chillicothe with average rental income of $1,853.

Your search for investment property begins and ends here

Investment Property for Sale in Chillicothe, IL

1315 W HILLCREST Drive

Chillicothe, IL

4 beds | 3 baths | 2,900 sq.ft.

$455,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.47%

Airbnb Rental Income: $null

Traditional Rental Income: $2954

Airbnb ROI: N/A

Traditional ROI: 3.47%

1303 W HILLCREST Drive

Chillicothe, IL

4 beds | 3 baths | 2,334 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.41%

Airbnb Rental Income: $null

Traditional Rental Income: $2745

Airbnb ROI: N/A

Traditional ROI: 3.41%

522 5TH Street

Chillicothe, IL

2 beds | 2 baths | 1,128 sq.ft.

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.76%

Airbnb Rental Income: $null

Traditional Rental Income: $657

Airbnb ROI: N/A

Traditional ROI: 1.76%

414 W PLACHER Court

Chillicothe, IL

3 beds | 2 baths | 1,924 sq.ft.

$169,900

Airbnb cash on cash: 2.56%

Traditional cash on cash: 9.87%

Airbnb Rental Income: $1479

Traditional Rental Income: $2228

Airbnb ROI: 2.56%

Traditional ROI: 9.87%

1304 W HILLCREST Drive

Chillicothe, IL

4 beds | 3 baths | 2,483 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.43%

Airbnb Rental Income: $null

Traditional Rental Income: $3150

Airbnb ROI: N/A

Traditional ROI: 4.43%

443 W WILMOT Street

Chillicothe, IL

3 beds | 1 baths | 1,462 sq.ft.

$150,000

Airbnb cash on cash: 4.03%

Traditional cash on cash: 7.36%

Airbnb Rental Income: $1479

Traditional Rental Income: $1521

Airbnb ROI: 4.03%

Traditional ROI: 7.36%

105 N LOUISE Street

Chillicothe, IL

3 beds | 2 baths | 1,310 sq.ft.

$195,000

Airbnb cash on cash: 1.91%

Traditional cash on cash: 6.28%

Airbnb Rental Income: $1479

Traditional Rental Income: $1853

Airbnb ROI: 1.91%

Traditional ROI: 6.28%

1709 W CLOVERDALE Road

Chillicothe, IL

3 beds | 1 baths | 1,048 sq.ft.

$139,900

Airbnb cash on cash: 5.82%

Traditional cash on cash: 8.1%

Airbnb Rental Income: $1479

Traditional Rental Income: $1349

Airbnb ROI: 5.82%