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%
3015 Bel Air Dr Chillicothe, MO This nice 3-bedroom, 2.5 bath ranch home with great curb appeal is located in a quiet neig...	3 beds \| 3 baths \| 1,362 sq.ft.	$269,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.63% Airbnb Rental Income: $null Traditional Rental Income: $1955 Airbnb ROI: N/A Traditional ROI: 5.63%
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.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.03% Airbnb Rental Income: $null Traditional Rental Income: $2616 Airbnb ROI: N/A Traditional ROI: 6.03%
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%
530 McCormick Chillicothe, MO If you are in the market for a commercial building with plenty of storage, shop space, and...	N/A beds \| 1 baths \| 6,050 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.89% Airbnb Rental Income: $null Traditional Rental Income: $1336 Airbnb ROI: N/A Traditional ROI: 1.89%
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.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.84% Airbnb Rental Income: $null Traditional Rental Income: $1997 Airbnb ROI: N/A Traditional ROI: 8.84%
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.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.01% Airbnb Rental Income: $null Traditional Rental Income: $2946 Airbnb ROI: N/A Traditional ROI: 5.01%
16925 LIV 228 Chillicothe, MO Enjoy country living with this updated home situated on just over an acre, offering peacef...	4 beds \| 2 baths \| 1,040 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.53% Airbnb Rental Income: $null Traditional Rental Income: $1861 Airbnb ROI: N/A Traditional ROI: 6.53%
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.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.77% Airbnb Rental Income: $null Traditional Rental Income: $1541 Airbnb ROI: N/A Traditional ROI: 7.77%
1400 Keith Chillicothe, MO Looking for space and potential? This 2 bedroom, 1 bath home is ready for your vision, wit...	2 beds \| 1 baths \| 896 sq.ft.	$110,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.87% Airbnb Rental Income: $null Traditional Rental Income: $1500 Airbnb ROI: N/A Traditional ROI: 11.87%
1416 Alexander Street Chillicothe, MO Welcome to this charming Craftsman-style bungalow sitting on an incredible three city lots...	2 beds \| 1 baths \| 1,082 sq.ft.	$158,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.57% Airbnb Rental Income: $null Traditional Rental Income: $1623 Airbnb ROI: N/A Traditional ROI: 8.57%
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%
302 E Bridge Street Chillicothe, MO Welcome to this charming 2 bedroom, 1 bathroom home featuring tasteful updates and move-in...	2 beds \| 1 baths \| 896 sq.ft.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.4% Airbnb Rental Income: $null Traditional Rental Income: $1365 Airbnb ROI: N/A Traditional ROI: 8.4%
1510 Jackson Street Chillicothe, MO This charming 1.5 story home features 1,732 sqft of living space along with much comfort f...	3 beds \| 2 baths \| 1,732 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.16% Airbnb Rental Income: $null Traditional Rental Income: $2346 Airbnb ROI: N/A Traditional ROI: 9.16%
1521 Webster Street Chillicothe, MO This well-maintained 3-bedroom, 1-bath home is move-in ready and full of updates! The bath...	3 beds \| 1 baths \| 1,166 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.42% Airbnb Rental Income: $null Traditional Rental Income: $1647 Airbnb ROI: N/A Traditional ROI: 8.42%

Real Estate investment in Chillicothe, MO

There are 20 properties for sale in the city of Chillicothe . The median list price in Chillicothe is $199,900 and the average price per square foot is $141. In May 2026, the average monthly cash on cash return in Chillicothe is 8.00%. The average monthly rental income in Chillicothe is $1,997.

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

There are 20 investment properties available for sale in Chillicothe.

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

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

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%

3015 Bel Air Dr

Chillicothe, MO

3 beds | 3 baths | 1,362 sq.ft.

$269,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.63%

Airbnb Rental Income: $null

Traditional Rental Income: $1955

Airbnb ROI: N/A

Traditional ROI: 5.63%

1601 Maple Street

Chillicothe, MO

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

$349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2616

Airbnb ROI: N/A

Traditional ROI: 6.03%

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%

530 McCormick

Chillicothe, MO

N/A beds | 1 baths | 6,050 sq.ft.

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.89%

Airbnb Rental Income: $null

Traditional Rental Income: $1336

Airbnb ROI: N/A

Traditional ROI: 1.89%

1525 Jackson Street

Chillicothe, MO

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

$195,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.84%

Airbnb Rental Income: $null

Traditional Rental Income: $1997

Airbnb ROI: N/A

Traditional ROI: 8.84%

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