Real Estate Investment Properties for Sale in Chillicothe, MO

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
432 Woodrow Chillicothe, MO Charming 3 bedroom bungalow offering classic character and comfortable living with 1,120 f...	3 beds \| 1 baths \| 1,120 sq.ft.	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.88% Airbnb Rental Income: $null Traditional Rental Income: $1674 Airbnb ROI: N/A Traditional ROI: 11.88%
1601 Maple Street Chillicothe, MO Experience the perfect blend of space and design in this exceptional 5-bedroom home with 2...	5 beds \| 4 baths \| 3,919 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.47% Airbnb Rental Income: $null Traditional Rental Income: $2616 Airbnb ROI: N/A Traditional ROI: 6.47%
1425 Forest Dr Chillicothe, MO Welcome to this beautifully updated and meticulously maintained home, ideally located on a...	3 beds \| 3 baths \| 2,402 sq.ft.	$409,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.52% Airbnb Rental Income: $null Traditional Rental Income: $2076 Airbnb ROI: N/A Traditional ROI: 3.52%
1525 Jackson Street Chillicothe, MO Welcome to this 3 bedroom, 2 bathroom home in Chillicothe, MO featuring important updates ...	3 beds \| 2 baths \| 1,152 sq.ft.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.15% Airbnb Rental Income: $null Traditional Rental Income: $1997 Airbnb ROI: N/A Traditional ROI: 9.15%
10506 CR LIV 229 Road Chillicothe, MO Remarks & Directions Welcome to a truly one-of-a-kind property in Chillicothe, where space...	4 beds \| 3 baths \| 2,064 sq.ft.	$898,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.41% Airbnb Rental Income: $null Traditional Rental Income: $3029 Airbnb ROI: N/A Traditional ROI: 2.41%
1800 Country Club Drive Chillicothe, MO Welcome to this beautifully updated 4-bedroom, 3-bath home located in the highly desirable...	4 beds \| 3 baths \| 1,300 sq.ft.	$344,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $2273 Airbnb ROI: N/A Traditional ROI: 5.18%
1307 Springhill Chillicothe, MO Welcome to this inviting 4 bedroom, 1.5 bath home that combines comfort, functionality, an...	4 beds \| 2 baths \| 1,222 sq.ft.	$187,500	Airbnb cash on cash: N/A Traditional cash on cash: 9.79% Airbnb Rental Income: $null Traditional Rental Income: $2133 Airbnb ROI: N/A Traditional ROI: 9.79%
1402 Maple St Chillicothe, MO Step into timeless character and modern comfort in this beautifully preserved 1948 histori...	3 beds \| 2 baths \| 1,812 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.43% Airbnb Rental Income: $null Traditional Rental Income: $2238 Airbnb ROI: N/A Traditional ROI: 7.43%
3113 Cedar Crest Lane Chillicothe, MO Welcome to your stunning 5,000 sq. ft. all-brick residence, featuring 5 bedrooms and 4 bat...	5 beds \| 4 baths \| 5,000 sq.ft.	$629,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.23% Airbnb Rental Income: $null Traditional Rental Income: $3532 Airbnb ROI: N/A Traditional ROI: 4.23%
1563 Litton Road Chillicothe, MO Built in 2019, this stunning home offers modern comfort with an inviting open-concept floo...	5 beds \| 4 baths \| 3,250 sq.ft.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.14% Airbnb Rental Income: $null Traditional Rental Income: $2946 Airbnb ROI: N/A Traditional ROI: 5.14%
910 Summit Chillicothe, MO Part finished basement with another bedroom and bath. Located on west-side, in Christison...	3 beds \| 2 baths \| N/A	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.04% Airbnb Rental Income: $null Traditional Rental Income: $2414 Airbnb ROI: N/A Traditional ROI: 8.04%
1709 Polk Street Chillicothe, MO Completely reimagined from top to bottom, this stunning home offers the rare combination o...	3 beds \| 4 baths \| 3,732 sq.ft.	$468,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.73% Airbnb Rental Income: $null Traditional Rental Income: $3644 Airbnb ROI: N/A Traditional ROI: 6.73%
605 Jackson Street Chillicothe, MO Located in the heart of our Hallmark town, awaits this charming, updated commercial proper...	1 beds \| 2 baths \| 1,464 sq.ft.	$125,000	Airbnb cash on cash: -2.15% Traditional cash on cash: 9.81% Airbnb Rental Income: $315 Traditional Rental Income: $1513 Airbnb ROI: -2.15% Traditional ROI: 9.81%
822 Sunset Avenue Chillicothe, MO Welcome to this well-maintained 2 bedroom, 2-bathroom home situated on a spacious 100x200 ...	2 beds \| 2 baths \| 2,067 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.76% Airbnb Rental Income: $null Traditional Rental Income: $1941 Airbnb ROI: N/A Traditional ROI: 6.76%
119 St. Paul Street Chillicothe, MO Cute 3 bedroom, 1 bathroom home on a corner lot looking for a new owner to love it! Don't ...	3 beds \| 1 baths \| 1,066 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.2% Airbnb Rental Income: $null Traditional Rental Income: $1560 Airbnb ROI: N/A Traditional ROI: 10.2%
1701 Bryan Street Chillicothe, MO Conveniently located in the heart of Chillicothe, this 3 bedroom, 1 bathroom home offers c...	3 beds \| 1 baths \| 1,071 sq.ft.	$155,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.46% Airbnb Rental Income: $null Traditional Rental Income: $1571 Airbnb ROI: N/A Traditional ROI: 8.46%
99 Hillcrest St Chillicothe, MO Welcome home to this well-maintained split-foyer home located in a desirable neighborhood!...	3 beds \| 3 baths \| 1,344 sq.ft.	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.8% Airbnb Rental Income: $null Traditional Rental Income: $2192 Airbnb ROI: N/A Traditional ROI: 6.8%
1726 Deringer Street Chillicothe, MO Perfect location, plenty of possibilities, and priced to sell! Enjoy peaceful living at th...	4 beds \| 2 baths \| 2,112 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.28% Airbnb Rental Income: $null Traditional Rental Income: $2216 Airbnb ROI: N/A Traditional ROI: 11.28%
702 Sunset Street Chillicothe, MO Step into comfort and simplicity with this quaint 3 bedroom, 1 bath home offering a warm a...	3 beds \| 1 baths \| 1,040 sq.ft.	$156,750	Airbnb cash on cash: N/A Traditional cash on cash: 8.21% Airbnb Rental Income: $null Traditional Rental Income: $1541 Airbnb ROI: N/A Traditional ROI: 8.21%
12376 Liv 302 Road Chillicothe, MO Situated on approximately an acre just outside of town, this 2-bedroom, 1-bath home offers...	2 beds \| 1 baths \| 1,290 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.97% Airbnb Rental Income: $null Traditional Rental Income: $1630 Airbnb ROI: N/A Traditional ROI: 7.97%
11915 Liv 2355 Chillicothe, MO Rare opportunity to own 5 beautiful acres on the outskirts of town! This well-maintained r...	3 beds \| 2 baths \| 1,696 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.79% Airbnb Rental Income: $null Traditional Rental Income: $2339 Airbnb ROI: N/A Traditional ROI: 5.79%
18 Trenton Road Chillicothe, MO Enjoy country living without the drive. Sitting on the edge of town is this beautifully ma...	3 beds \| 2 baths \| 1,188 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.17% Airbnb Rental Income: $null Traditional Rental Income: $1926 Airbnb ROI: N/A Traditional ROI: 7.17%

Real Estate investment in Chillicothe, MO

There are 23 properties for sale in the city of Chillicothe . The median list price in Chillicothe is $156,906 and the average price per square foot is $112. In July 2026, the average monthly cash on cash return in Chillicothe is 8.00%. The average monthly rental income in Chillicothe is $2,076.

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

There are 23 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 $2,076.

Your search for investment property begins and ends here

Investment Property for Sale in Chillicothe, MO

432 Woodrow

Chillicothe, MO

3 beds | 1 baths | 1,120 sq.ft.

$120,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1674

Airbnb ROI: N/A

Traditional ROI: 11.88%

1601 Maple Street

Chillicothe, MO

5 beds | 4 baths | 3,919 sq.ft.

$329,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.47%

Airbnb Rental Income: $null

Traditional Rental Income: $2616

Airbnb ROI: N/A

Traditional ROI: 6.47%

1425 Forest Dr

Chillicothe, MO

3 beds | 3 baths | 2,402 sq.ft.

$409,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.52%

Airbnb Rental Income: $null

Traditional Rental Income: $2076

Airbnb ROI: N/A

Traditional ROI: 3.52%

1525 Jackson Street

Chillicothe, MO

3 beds | 2 baths | 1,152 sq.ft.

$189,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.15%

Airbnb Rental Income: $null

Traditional Rental Income: $1997

Airbnb ROI: N/A

Traditional ROI: 9.15%

10506 CR LIV 229 Road

Chillicothe, MO

4 beds | 3 baths | 2,064 sq.ft.

$898,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.41%

Airbnb Rental Income: $null

Traditional Rental Income: $3029

Airbnb ROI: N/A

Traditional ROI: 2.41%

1800 Country Club Drive

Chillicothe, MO

4 beds | 3 baths | 1,300 sq.ft.

$344,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.18%

Airbnb Rental Income: $null

Traditional Rental Income: $2273

Airbnb ROI: N/A

Traditional ROI: 5.18%

1307 Springhill

Chillicothe, MO

4 beds | 2 baths | 1,222 sq.ft.

$187,500

Airbnb cash on cash: N/A

Traditional cash on cash: 9.79%

Airbnb Rental Income: $null

Traditional Rental Income: $2133

Airbnb ROI: N/A

Traditional ROI: 9.79%

1402 Maple St

Chillicothe, MO

3 beds | 2 baths | 1,812 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.43%

Airbnb Rental Income: $null

Traditional Rental Income: $2238

Airbnb ROI: N/A