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
8518 LIV 503 Chillicothe, MO This beautifully crafted 2,200 sq ft ranch-style home, built in 2017, offers the perfect b...	4 beds \| 3 baths \| 2,200 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.69% Airbnb Rental Income: $null Traditional Rental Income: $2958 Airbnb ROI: N/A Traditional ROI: 4.69%
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%
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%
166 Crescent Drive Chillicothe, MO As the leaves begin to turn and the air grows crisp, this inviting home is ready to welcom...	5 beds \| 2 baths \| 2,084 sq.ft.	$279,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.83% Airbnb Rental Income: $null Traditional Rental Income: $2667 Airbnb ROI: N/A Traditional ROI: 7.83%
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.	$268,500	Airbnb cash on cash: 0.35% Traditional cash on cash: 6.48% Airbnb Rental Income: $1039 Traditional Rental Income: $2231 Airbnb ROI: 0.35% Traditional ROI: 6.48%
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%
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%
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.	$850,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.64% Airbnb Rental Income: $1115 Traditional Rental Income: $2265 Airbnb ROI: -0.29% Traditional ROI: 1.64%
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.	$174,900	Airbnb cash on cash: 2.29% Traditional cash on cash: 9.42% Airbnb Rental Income: $1039 Traditional Rental Income: $1865 Airbnb ROI: 2.29% Traditional ROI: 9.42%
1800 Fairchild St Chillicothe, MO Fall in love with this charming 3-bedroom, 1-bath home perfectly situated in one of Chilli...	3 beds \| 1 baths \| 1,196 sq.ft.	$174,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 8.67% Airbnb Rental Income: $1039 Traditional Rental Income: $1802 Airbnb ROI: 1.92% Traditional ROI: 8.67%
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: 3.46% Traditional cash on cash: 10.09% Airbnb Rental Income: $1115 Traditional Rental Income: $1630 Airbnb ROI: 3.46% Traditional ROI: 10.09%
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.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.16% Airbnb Rental Income: $null Traditional Rental Income: $2646 Airbnb ROI: N/A Traditional ROI: 8.16%
926 Cherry St Chillicothe, MO This sweet and simple home offers 3 bedrooms, 1 bathroom, and a welcoming layout perfect f...	3 beds \| 1 baths \| 1,040 sq.ft.	$124,900	Airbnb cash on cash: 3.39% Traditional cash on cash: 11.79% Airbnb Rental Income: $1039 Traditional Rental Income: $1688 Airbnb ROI: 3.39% Traditional ROI: 11.79%
10700 Old Hwy 190 Chillicothe, MO Welcome to this stunning all-brick ranch home, perfectly situated on just over 4 acres in ...	3 beds \| 2 baths \| 1,755 sq.ft.	$339,900	Airbnb cash on cash: 0.41% Traditional cash on cash: 5.59% Airbnb Rental Income: $1039 Traditional Rental Income: $2333 Airbnb ROI: 0.41% Traditional ROI: 5.59%
1101 Cooper Street Chillicothe, MO Discover this beautifully renovated 2 bedroom, 1 bath home that feels like a brand new bui...	2 beds \| 1 baths \| 884 sq.ft.	$149,900	Airbnb cash on cash: 3.35% Traditional cash on cash: 4.22% Airbnb Rental Income: $1115 Traditional Rental Income: $865 Airbnb ROI: 3.35% Traditional ROI: 4.22%
205 Crescent Drive Chillicothe, MO Welcome to this beautifully updated home offering over 1,850 sq. ft. of living space betwe...	3 beds \| 2 baths \| 1,050 sq.ft.	$199,900	Airbnb cash on cash: 1.46% Traditional cash on cash: 7.58% Airbnb Rental Income: $1039 Traditional Rental Income: $1838 Airbnb ROI: 1.46% Traditional ROI: 7.58%
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.	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.91% Airbnb Rental Income: $null Traditional Rental Income: $1188 Airbnb ROI: N/A Traditional ROI: 3.91%
1307 Jackson Street Chillicothe, MO From the moment you step onto the front porch, you're greeted by the charm and warmth that...	3 beds \| 1 baths \| 2,000 sq.ft.	$155,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 10.31% Airbnb Rental Income: $1039 Traditional Rental Income: $1862 Airbnb ROI: 2.32% Traditional ROI: 10.31%
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: 3.45% Traditional cash on cash: 8.42% Airbnb Rental Income: $1115 Traditional Rental Income: $1399 Airbnb ROI: 3.45% Traditional ROI: 8.42%
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: -0.53% Traditional cash on cash: 2.69% Airbnb Rental Income: $1039 Traditional Rental Income: $2926 Airbnb ROI: -0.53% Traditional ROI: 2.69%
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.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.08% Airbnb Rental Income: $null Traditional Rental Income: $2076 Airbnb ROI: N/A Traditional ROI: 8.08%

Real Estate investment in Chillicothe, MO

There are 22 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 $117. In October 2025, 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 22 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 $2,076.

Your search for investment property begins and ends here

Investment Property for Sale in Chillicothe, MO

8518 LIV 503

Chillicothe, MO

4 beds | 3 baths | 2,200 sq.ft.

$500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2958

Airbnb ROI: N/A

Traditional ROI: 4.69%

1818 Fair St

Chillicothe, MO

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%

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%

166 Crescent Drive

Chillicothe, MO

5 beds | 2 baths | 2,084 sq.ft.

$279,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2667

Airbnb ROI: N/A

Traditional ROI: 7.83%

2931 N Washington Street

Chillicothe, MO

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

$268,500

Airbnb cash on cash: 0.35%

Traditional cash on cash: 6.48%

Airbnb Rental Income: $1039

Traditional Rental Income: $2231

Airbnb ROI: 0.35%

Traditional ROI: 6.48%

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%

209 Hillcrest

Chillicothe, MO

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%

8945 Highway A

Chillicothe, MO

2 beds | 2 baths | 1,700 sq.ft.

$850,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $1115

Traditional Rental Income: $2265

Airbnb ROI: -0.29%