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%
1205 Alexander Chillicothe, MO This beautifully remodeled 4-bedroom, 2-bath home on Alexander Street offers modern comfor...	4 beds \| 2 baths \| 1,534 sq.ft.	$205,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.57% Airbnb Rental Income: $null Traditional Rental Income: $1475 Airbnb ROI: N/A Traditional ROI: 5.57%
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 Your Christmas Wish List Ends Here-Spacious 5-Bedroom Home for Sale! This charming home i...	5 beds \| 2 baths \| 2,084 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.15% Airbnb Rental Income: $null Traditional Rental Income: $2667 Airbnb ROI: N/A Traditional ROI: 8.15%
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%
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: 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%
239 Southwest Drive Chillicothe, MO Welcome to this beautifully updated 4-bedroom, 2.5-bath home offering 1,172 sq ft of comfo...	4 beds \| 3 baths \| 1,172 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.68% Airbnb Rental Income: $null Traditional Rental Income: $2251 Airbnb ROI: N/A Traditional ROI: 6.68%
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.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.87% Airbnb Rental Income: $null Traditional Rental Income: $1372 Airbnb ROI: N/A Traditional ROI: 8.87%
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%
914 Cherry 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.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.92% Airbnb Rental Income: $null Traditional Rental Income: $1735 Airbnb ROI: N/A Traditional ROI: 9.92%
15807 LIV 312 Chillicothe, MO This is the location with endless possibilities. If you are interested in chasing whitetai...	4 beds \| 2 baths \| N/A	$849,650	Airbnb cash on cash: N/A Traditional cash on cash: 1.83% Airbnb Rental Income: $null Traditional Rental Income: $2574 Airbnb ROI: N/A Traditional ROI: 1.83%
711 Washington Street Chillicothe, MO Unlock an incredible investment opportunity in the heart of Chillicothe, Missouri! Located...	1 beds \| 2 baths \| 1,920 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.79% Airbnb Rental Income: $null Traditional Rental Income: $2034 Airbnb ROI: N/A Traditional ROI: 11.79%
610 Clay Street Chillicothe, MO This fully occupied, income-producing mixed-use investment property offers immediate cash ...	1 beds \| 2 baths \| 2,750 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.65% Airbnb Rental Income: $null Traditional Rental Income: $1996 Airbnb ROI: N/A Traditional ROI: 11.65%
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: N/A Traditional cash on cash: 10.31% Airbnb Rental Income: $null Traditional Rental Income: $1862 Airbnb ROI: N/A Traditional ROI: 10.31%
1808 Borden Chillicothe, MO This spacious 1.5-story home is ready to welcome you! With 4 bedrooms and 1.5 baths, there...	4 beds \| 2 baths \| 1,732 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.98% Airbnb Rental Income: $null Traditional Rental Income: $2490 Airbnb ROI: N/A Traditional ROI: 10.98%
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: N/A Traditional cash on cash: 2.69% Airbnb Rental Income: $null Traditional Rental Income: $2926 Airbnb ROI: N/A Traditional ROI: 2.69%
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: N/A Traditional cash on cash: 1.64% Airbnb Rental Income: $null Traditional Rental Income: $2265 Airbnb ROI: N/A Traditional ROI: 1.64%
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.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.48% Airbnb Rental Income: $null Traditional Rental Income: $1630 Airbnb ROI: N/A Traditional ROI: 10.48%

Real Estate investment in Chillicothe, MO

There are 22 properties for sale in the city of Chillicothe . The median list price in Chillicothe is $167,450 and the average price per square foot is $93. In December 2025, the average monthly cash on cash return in Chillicothe is 10.00%. The average monthly rental income in Chillicothe is $2,257.

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 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%

1205 Alexander

Chillicothe, MO

4 beds | 2 baths | 1,534 sq.ft.

$205,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.57%

Airbnb Rental Income: $null

Traditional Rental Income: $1475

Airbnb ROI: N/A

Traditional ROI: 5.57%

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.

$270,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.15%

Airbnb Rental Income: $null

Traditional Rental Income: $2667

Airbnb ROI: N/A

Traditional ROI: 8.15%

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