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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2931 N Washington Street Chillicothe, MO Welcome home to this beautifully updated 3-bedroom, 2-bath raised ranch, ideally just minu...	3 beds \| 2 baths \| 1,508 sq.ft.	$272,500	Airbnb cash on cash: 0.59% Traditional cash on cash: 6.36% Airbnb Rental Income: $1125 Traditional Rental Income: $2231 Airbnb ROI: 0.59% Traditional ROI: 6.36%
10506 CR LIV 229 Road Chillicothe, MO Welcome to a rare opportunity in Chillicothe, MOâ27.09 acres featuring the 14-acre Lake ...	4 beds \| 3 baths \| 2,064 sq.ft.	$899,000	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%
424 Dickinson Street Chillicothe, MO Welcome to this charming 3-bedroom, 1-bath bungalow nestled on a spacious half-acre lot in...	3 beds \| 1 baths \| 1,052 sq.ft.	$154,900	Airbnb cash on cash: 3.06% Traditional cash on cash: 5.19% Airbnb Rental Income: $1125 Traditional Rental Income: $1065 Airbnb ROI: 3.06% Traditional ROI: 5.19%
14435 LIV 251 Chillicothe, MO A timeless retreat, this 26 acre property is peaceful and secluded, just 3 miles east of C...	3 beds \| 3 baths \| 2,304 sq.ft.	$749,900	Airbnb cash on cash: -0.42% Traditional cash on cash: 2.69% Airbnb Rental Income: $1125 Traditional Rental Income: $2926 Airbnb ROI: -0.42% Traditional ROI: 2.69%
432 Woodrow Chillicothe, MO This charming 2-3 bedroom, 1 bath home features original hardwood floor and trim throughou...	3 beds \| 1 baths \| 1,120 sq.ft.	$135,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 10.58% Airbnb Rental Income: $1125 Traditional Rental Income: $1674 Airbnb ROI: 3.44% Traditional ROI: 10.58%
2110 MeadowLane Chillicothe, MO Welcome home to this beautifully maintained and spacious solid brick ranch in a fantastic ...	4 beds \| 3 baths \| 2,109 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.83% Airbnb Rental Income: $null Traditional Rental Income: $2905 Airbnb ROI: N/A Traditional ROI: 4.83%
8385 Highway A Chillicothe, MO Enjoy the peace and beauty of countryside living on this expansive 9.7-acre property, perf...	4 beds \| 4 baths \| 3,502 sq.ft.	$595,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.99% Airbnb Rental Income: $null Traditional Rental Income: $3663 Airbnb ROI: N/A Traditional ROI: 4.99%
1713 Fairchild Street Chillicothe, MO Charming Ranch with Room to RelaxâInside and Out! Step into comfort with this inviting r...	4 beds \| 2 baths \| 1,222 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.5% Airbnb Rental Income: $null Traditional Rental Income: $2076 Airbnb ROI: N/A Traditional ROI: 7.5%
8945 Highway A Chillicothe, MO Custom Barndominium Estate on 36 Acres with Pond, Horse Facilities & Treehouse. Discover t...	2 beds \| 2 baths \| 1,700 sq.ft.	$925,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 1.42% Airbnb Rental Income: $1042 Traditional Rental Income: $2265 Airbnb ROI: -0.42% Traditional ROI: 1.42%
904 Vine St Chillicothe, MO Charming Bungalow with Endless Potential! Step into comfort and opportunity with this cozy...	2 beds \| 1 baths \| 1,134 sq.ft.	$140,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 10.09% Airbnb Rental Income: $1042 Traditional Rental Income: $1630 Airbnb ROI: 3.01% Traditional ROI: 10.09%
40 Tenth Street Chillicothe, MO Welcome to this beautifully updated 3-bedroom, 2-bath ranch-style home that blends comfort...	3 beds \| 2 baths \| 912 sq.ft.	$205,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 7.16% Airbnb Rental Income: $1125 Traditional Rental Income: $1793 Airbnb ROI: 1.79% Traditional ROI: 7.16%
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%
1821 Fair St Chillicothe, MO Come take a look at this well-kept 3 bedroom, 2 bathroom ranch-style home situated on a co...	3 beds \| 2 baths \| 1,378 sq.ft.	$189,900	Airbnb cash on cash: 1.95% Traditional cash on cash: 10.08% Airbnb Rental Income: $1125 Traditional Rental Income: $2215 Airbnb ROI: 1.95% Traditional ROI: 10.08%
1001 Elm Street Chillicothe, MO Beautiful Victoria Home built in 1900 that is located in a smaller rural community. This ...	3 beds \| 2 baths \| 2,200 sq.ft.	$239,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 6.66% Airbnb Rental Income: $1125 Traditional Rental Income: $1915 Airbnb ROI: 1.52% Traditional ROI: 6.66%
1818 Fair St Chillicothe, MO Price improved on this beautiful all-brick home! Welcome to your new home at 1818 Fair St,...	4 beds \| 3 baths \| 1,575 sq.ft.	$255,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.9% Airbnb Rental Income: $null Traditional Rental Income: $2882 Airbnb ROI: N/A Traditional ROI: 9.9%
8 John F. Kennedy Chillicothe, MO Welcome to this adorable 2-bedroom, 1-bath home, perfectly situated on a desirable corner ...	2 beds \| 1 baths \| 864 sq.ft.	$134,900	Airbnb cash on cash: 3.1% Traditional cash on cash: 9.27% Airbnb Rental Income: $1042 Traditional Rental Income: $1478 Airbnb ROI: 3.1% Traditional ROI: 9.27%
209 Hillcrest Chillicothe, MO Welcome to this beautifully updated home that perfectly blends modern upgrades with timele...	4 beds \| 2 baths \| 2,704 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.46% Airbnb Rental Income: $null Traditional Rental Income: $2676 Airbnb ROI: N/A Traditional ROI: 7.46%
912 Vine Chillicothe, MO Welcome to this adorable 3-bedroom, 1-bathroom bungalow - a perfect starter home full of c...	3 beds \| 1 baths \| 1,194 sq.ft.	$140,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 11.55% Airbnb Rental Income: $1125 Traditional Rental Income: $1823 Airbnb ROI: 3.55% Traditional ROI: 11.55%
115 Walnut St Chillicothe, MO Welcome to 115 Walnut Street in Chillicothe-a stunning, fully renovated home where no deta...	3 beds \| 2 baths \| 1,004 sq.ft.	$184,900	Airbnb cash on cash: 2.52% Traditional cash on cash: 8.87% Airbnb Rental Income: $1125 Traditional Rental Income: $1865 Airbnb ROI: 2.52% Traditional ROI: 8.87%
1800 Fairchild St Chillicothe, MO Prime Location, Modern Updates, and Move-In Ready! Welcome to this well-maintained 3-be...	3 beds \| 1 baths \| 1,196 sq.ft.	$185,900	Airbnb cash on cash: 2.15% Traditional cash on cash: 8.11% Airbnb Rental Income: $1125 Traditional Rental Income: $1802 Airbnb ROI: 2.15% Traditional ROI: 8.11%
1113 Webster Street Chillicothe, MO Welcome to this beautifully updated 3-bedroom, 1.5-bath home located on the desirable west...	3 beds \| 2 baths \| 1,197 sq.ft.	$159,500	Airbnb cash on cash: 3.02% Traditional cash on cash: 11.05% Airbnb Rental Income: $1125 Traditional Rental Income: $1971 Airbnb ROI: 3.02% Traditional ROI: 11.05%
2509 Country Club Dr Chillicothe, MO This large 5-bedroom, 3-bath home is designed for both comfort and entertainment. The main...	5 beds \| 3 baths \| 1,558 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.84% Airbnb Rental Income: $null Traditional Rental Income: $2646 Airbnb ROI: N/A Traditional ROI: 7.84%
1200 Elm St Chillicothe, MO Welcome to this inviting ranch-style home nestled in a quiet, friendly neighborhood-perfec...	3 beds \| 1 baths \| 1,260 sq.ft.	$179,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 8.9% Airbnb Rental Income: $1125 Traditional Rental Income: $1891 Airbnb ROI: 2.19% Traditional ROI: 8.9%
1221 Sunset Street Chillicothe, MO Back to Market, No fault of Seller! Inspections available Welcome to this delightful ...	4 beds \| 2 baths \| 1,400 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.33% Airbnb Rental Income: $null Traditional Rental Income: $2262 Airbnb ROI: N/A Traditional ROI: 11.33%
339 Wilson Street Chillicothe, MO This charming 2-bedroom, 1-bath home sits in a peaceful neighborhood. With a welcoming atm...	2 beds \| 1 baths \| 858 sq.ft.	$138,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 8.42% Airbnb Rental Income: $1042 Traditional Rental Income: $1399 Airbnb ROI: 2.99% Traditional ROI: 8.42%
639 Missouri Avenue Chillicothe, MO Priced to Sell!! This cozy, updated, move in ready home is one you don't want to miss!! It...	3 beds \| 1 baths \| 1,581 sq.ft.	$165,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 10.57% Airbnb Rental Income: $1125 Traditional Rental Income: $2028 Airbnb ROI: 2.44% Traditional ROI: 10.57%
337 Calhoun Street Chillicothe, MO Welcome home to this classic 1.5-story charmer, offering comfort, character, and room to g...	4 beds \| 1 baths \| 1,950 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.03% Airbnb Rental Income: $null Traditional Rental Income: $1987 Airbnb ROI: N/A Traditional ROI: 9.03%

Real Estate investment in Chillicothe, MO

There are 27 properties for sale in the city of Chillicothe . The median list price in Chillicothe is $185,900 and the average price per square foot is $112. In September 2025, the average monthly cash on cash return in Chillicothe is 9.00%. The average monthly rental income in Chillicothe is $1,987.

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

There are 27 investment properties available for sale in Chillicothe.

In 2025, 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 $1,987.

Your search for investment property begins and ends here

Investment Property for Sale in Chillicothe, MO

2931 N Washington Street

Chillicothe, MO

3 beds | 2 baths | 1,508 sq.ft.

$272,500

Airbnb cash on cash: 0.59%

Traditional cash on cash: 6.36%

Airbnb Rental Income: $1125

Traditional Rental Income: $2231

Airbnb ROI: 0.59%

Traditional ROI: 6.36%

10506 CR LIV 229 Road

Chillicothe, MO

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

$899,000

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%

424 Dickinson Street

Chillicothe, MO

3 beds | 1 baths | 1,052 sq.ft.

$154,900

Airbnb cash on cash: 3.06%

Traditional cash on cash: 5.19%

Airbnb Rental Income: $1125

Traditional Rental Income: $1065

Airbnb ROI: 3.06%

Traditional ROI: 5.19%

14435 LIV 251

Chillicothe, MO

3 beds | 3 baths | 2,304 sq.ft.

$749,900

Airbnb cash on cash: -0.42%

Traditional cash on cash: 2.69%

Airbnb Rental Income: $1125

Traditional Rental Income: $2926

Airbnb ROI: -0.42%

Traditional ROI: 2.69%

432 Woodrow

Chillicothe, MO

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

$135,000

Airbnb cash on cash: 3.44%

Traditional cash on cash: 10.58%

Airbnb Rental Income: $1125

Traditional Rental Income: $1674

Airbnb ROI: 3.44%

Traditional ROI: 10.58%

2110 MeadowLane

Chillicothe, MO

4 beds | 3 baths | 2,109 sq.ft.

$465,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2905

Airbnb ROI: N/A

Traditional ROI: 4.83%

8385 Highway A

Chillicothe, MO

4 beds | 4 baths | 3,502 sq.ft.

$595,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.99%

Airbnb Rental Income: $null

Traditional Rental Income: $3663

Airbnb ROI: N/A

Traditional ROI: 4.99%

1713 Fairchild Street

Chillicothe, MO

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

$230,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.5%

Airbnb Rental Income: $null

Traditional Rental Income: $2076

Airbnb ROI: N/A