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
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: N/A Traditional cash on cash: 8.42% Airbnb Rental Income: $null Traditional Rental Income: $1399 Airbnb ROI: N/A Traditional ROI: 8.42%
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%
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 Welcome to this spacious and versatile home located on a quiet street in Chillicothe! Pric...	5 beds \| 2 baths \| 2,084 sq.ft.	$255,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.16% Airbnb Rental Income: $null Traditional Rental Income: $2667 Airbnb ROI: N/A Traditional ROI: 9.16%
10506 CR LIV 229 Road Chillicothe, MO Welcome to a rare opportunity in Chillicothe, MO-27.09 acres featuring the 14-acre Lake Lo...	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%
1800 Fairchild St Chillicothe, MO Motivated Seller - Updated Home in Prime Chillicothe Location This well-maintained 3-be...	3 beds \| 1 baths \| 1,196 sq.ft.	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.67% Airbnb Rental Income: $null Traditional Rental Income: $1802 Airbnb ROI: N/A Traditional ROI: 8.67%
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: 8.66% Airbnb Rental Income: $null Traditional Rental Income: $2133 Airbnb ROI: N/A Traditional ROI: 8.66%
9840 LIV 230 Chillicothe, MO Beautifully Updated 4-Bedroom Country Home on 2+ Acres! This stunning 4-bedroom, 2.5-ba...	4 beds \| 3 baths \| N/A	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.57% Airbnb Rental Income: $null Traditional Rental Income: $3096 Airbnb ROI: N/A Traditional ROI: 6.57%
15807 LIV 312 Chillicothe, MO PRICE IMPROVEMENT!! This is the location with endless possibilities. If you are interested...	4 beds \| 2 baths \| N/A	$798,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.01% Airbnb Rental Income: $null Traditional Rental Income: $2574 Airbnb ROI: N/A Traditional ROI: 2.01%
1000-1002 Olive Street Chillicothe, MO Solid investment duplex featuring two 2-bed, 1-bath units with open-concept living spaces,...	N/A beds \| N/A baths \| N/A	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.25% Airbnb Rental Income: $null Traditional Rental Income: $1679 Airbnb ROI: N/A Traditional ROI: 6.25%
1023 Webster St Chillicothe, MO Charming and inviting, this well-maintained home at 1023 Webster Street offers comfortable...	2 beds \| 1 baths \| 2,816 sq.ft.	$158,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.6% Airbnb Rental Income: $null Traditional Rental Income: $1458 Airbnb ROI: N/A Traditional ROI: 7.6%
1011 Vine Street Chillicothe, MO Step into the character and charm of this delightful 2-bedroom, 1-bath home located just a...	2 beds \| 1 baths \| 1,586 sq.ft.	$139,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.14% Airbnb Rental Income: $null Traditional Rental Income: $1653 Airbnb ROI: N/A Traditional ROI: 10.14%
1707 Calhoun Street Chillicothe, MO Welcome to this inviting 2-story home featuring 4 bedrooms and 2 baths, thoughtfully updat...	4 beds \| 2 baths \| 2,576 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.7% Airbnb Rental Income: $null Traditional Rental Income: $2242 Airbnb ROI: N/A Traditional ROI: 7.7%
1205 Alexander Street Chillicothe, MO This beautifully remodeled 4-bedroom, 2-bath home on Alexander Street offers modern comfor...	4 beds \| 2 baths \| 1,534 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.31% Airbnb Rental Income: $null Traditional Rental Income: $2060 Airbnb ROI: N/A Traditional ROI: 9.31%
40 10th Street Chillicothe, MO Welcome to this beautifully updated 3 bedroom, 1.5 bath home that blends comfort and style...	3 beds \| 2 baths \| 912 sq.ft.	$205,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.63% Airbnb Rental Income: $null Traditional Rental Income: $1690 Airbnb ROI: N/A Traditional ROI: 6.63%
1604 Maple St Chillicothe, MO This inviting 3-bedroom, 2-bath home is ideally located near Danner Park, Simpson Park, Ch...	3 beds \| 2 baths \| 1,920 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.27% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 9.27%
1303 Burnam Road Chillicothe, MO This darling 2 bed, 1 bath home has been meticulously updated making it the cutest house o...	2 beds \| 1 baths \| 688 sq.ft.	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.66% Airbnb Rental Income: $null Traditional Rental Income: $1372 Airbnb ROI: N/A Traditional ROI: 9.66%
914 Cherry Street Chillicothe, MO Welcome to 914 Cherry Street, a warm and inviting 2 bedroom, 1 bathroom home located close...	2 beds \| 1 baths \| 1,226 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.26% Airbnb Rental Income: $null Traditional Rental Income: $1275 Airbnb ROI: N/A Traditional ROI: 7.26%

Real Estate investment in Chillicothe, MO

There are 19 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 $144. In February 2026, the average monthly cash on cash return in Chillicothe is 9.00%. The average monthly rental income in Chillicothe is $2,097.

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

There are 19 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

339 Wilson Street

Chillicothe, MO

2 beds | 1 baths | 858 sq.ft.

$138,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.42%

Airbnb Rental Income: $null

Traditional Rental Income: $1399

Airbnb ROI: N/A

Traditional ROI: 8.42%

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%

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.

$255,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.16%

Airbnb Rental Income: $null

Traditional Rental Income: $2667

Airbnb ROI: N/A

Traditional ROI: 9.16%

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%

1800 Fairchild St

Chillicothe, MO

3 beds | 1 baths | 1,196 sq.ft.

$174,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.67%

Airbnb Rental Income: $null

Traditional Rental Income: $1802

Airbnb ROI: N/A

Traditional ROI: 8.67%

1307 Springhill

Chillicothe, MO

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

$210,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.66%

Airbnb Rental Income: $null

Traditional Rental Income: $2133

Airbnb ROI: N/A