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%
1403 3rd St Chillicothe, MO Looking for that charming home? This beautiful 1 story home features 3 bedrooms, 3 bathro...	3 beds \| 3 baths \| 2,428 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.15% Airbnb Rental Income: $null Traditional Rental Income: $2808 Airbnb ROI: N/A Traditional ROI: 11.15%
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.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.47% Airbnb Rental Income: $null Traditional Rental Income: $2616 Airbnb ROI: N/A Traditional ROI: 6.47%
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%
104 Polk St Chillicothe, MO Welcome to the epitome of vintage charm and modern elegance! Nestled within the heart of t...	3 beds \| 1 baths \| 1,870 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.99% Airbnb Rental Income: $null Traditional Rental Income: $1511 Airbnb ROI: N/A Traditional ROI: 5.99%
1215 Clay St Chillicothe, MO Welcome to this spacious 5-bedroom, 2.5 bath home in Chillicothe, offering plenty of room ...	5 beds \| 2 baths \| 2,248 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.65% Airbnb Rental Income: $null Traditional Rental Income: $2926 Airbnb ROI: N/A Traditional ROI: 8.65%
10506 CR Liv 229 Rd 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 Dr Chillicothe, MO Welcome to this beautifully updated 4-bedroom, 3-bath home located in the highly desirable...	4 beds \| 3 baths \| 2,600 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%
3113 Cedar Crest Ln 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%
914 Fairlane Dr Chillicothe, MO 914 Fairlane Dr, Chillicothe, MO 64601 \| Single Family Residential	4 beds \| 3 baths \| 2,400 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.86% Airbnb Rental Income: $null Traditional Rental Income: $2176 Airbnb ROI: N/A Traditional ROI: 6.86%
00 Litton Rd Chillicothe, MO 00 Litton Rd, Chillicothe, MO 64601 \| Other	N/A beds \| N/A baths \| N/A	$79,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.35% Airbnb Rental Income: $null Traditional Rental Income: $746 Airbnb ROI: N/A Traditional ROI: 6.35%
828 Washington Chillicothe, MO	N/A beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.98% Airbnb Rental Income: $null Traditional Rental Income: $841 Airbnb ROI: N/A Traditional ROI: 1.98%
1428 Cooper St Chillicothe, MO 1428 Cooper St, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 1 baths \| 1,276 sq.ft.	$134,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.34% Airbnb Rental Income: $null Traditional Rental Income: $1686 Airbnb ROI: N/A Traditional ROI: 10.34%
2216 Country Club Dr Chillicothe, MO 2216 Country Club Dr, Chillicothe, MO 64601 \| Single Family Residential	4 beds \| 3 baths \| 5,328 sq.ft.	$459,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.99% Airbnb Rental Income: $null Traditional Rental Income: $3082 Airbnb ROI: N/A Traditional ROI: 4.99%
1563 Litton Rd Chillicothe, MO Built in 2019, this stunning home offers modern comfort with an inviting open-concept floo...	5 beds \| 3 baths \| 3,250 sq.ft.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.14% Airbnb Rental Income: $null Traditional Rental Income: $2946 Airbnb ROI: N/A Traditional ROI: 5.14%
910 Summit Chillicothe, MO Part finished basement with another bedroom and bath. Located on west-side, in Christison ...	3 beds \| 2 baths \| N/A	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.04% Airbnb Rental Income: $null Traditional Rental Income: $2414 Airbnb ROI: N/A Traditional ROI: 8.04%
1709 Polk St Chillicothe, MO Completely reimagined from top to bottom, this stunning home offers the rare combination o...	3 beds \| 3 baths \| 3,732 sq.ft.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.22% Airbnb Rental Income: $null Traditional Rental Income: $3644 Airbnb ROI: N/A Traditional ROI: 7.22%
822 Sunset Ave Chillicothe, MO Welcome to this well-maintained 2 bedroom, 2-bathroom home situated on a spacious 100x200 ...	2 beds \| 2 baths \| 2,067 sq.ft.	$219,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 7.1% Airbnb Rental Income: $984 Traditional Rental Income: $1941 Airbnb ROI: 0.81% Traditional ROI: 7.1%
1420 Dowell Dr Chillicothe, MO 1420 Dowell Dr, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 3 baths \| 3,078 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.33% Airbnb Rental Income: $null Traditional Rental Income: $2818 Airbnb ROI: N/A Traditional ROI: 6.33%
1127 Polk St Chillicothe, MO	3 beds \| 1 baths \| 1,184 sq.ft.	$119,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.55% Airbnb Rental Income: $null Traditional Rental Income: $1643 Airbnb ROI: N/A Traditional ROI: 11.55%
432 Woodrow St Chillicothe, MO 432 Woodrow St, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 1 baths \| 1,120 sq.ft.	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.03% Airbnb Rental Income: $null Traditional Rental Income: $1596 Airbnb ROI: N/A Traditional ROI: 11.03%
99 Hillcrest St Chillicothe, MO Welcome home to this well-maintained split-foyer home located in a desirable neighborhood!...	3 beds \| 3 baths \| 1,954 sq.ft.	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.8% Airbnb Rental Income: $null Traditional Rental Income: $2192 Airbnb ROI: N/A Traditional ROI: 6.8%
0 Liv 255 N/A Chillicothe, MO 0 Liv 255 N/A, Chillicothe, MO 64601 \| Other	N/A beds \| N/A baths \| N/A	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.61% Airbnb Rental Income: $null Traditional Rental Income: $851 Airbnb ROI: N/A Traditional ROI: -0.61%
1817 Borden St Chillicothe, MO This ADORABLE home is ready for you! It was completely redone two years ago so everything ...	2 beds \| 3 baths \| 2,256 sq.ft.	$269,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 7.97% Airbnb Rental Income: $984 Traditional Rental Income: $2557 Airbnb ROI: 0.38% Traditional ROI: 7.97%
1304 Jackson St Chillicothe, MO Welcome home to this beautifully refreshed 3-bedroom, 1-bath property! New laminate floori...	3 beds \| 1 baths \| 1,242 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.24% Airbnb Rental Income: $null Traditional Rental Income: $1660 Airbnb ROI: N/A Traditional ROI: 9.24%
1015 1st St Chillicothe, MO 1015 1st St, Chillicothe, MO 64601 \| Single Family Residential	2 beds \| 1 baths \| 840 sq.ft.	$95,700	Airbnb cash on cash: 3.82% Traditional cash on cash: 10.15% Airbnb Rental Income: $984 Traditional Rental Income: $1221 Airbnb ROI: 3.82% Traditional ROI: 10.15%
1820 Country Club Dr Chillicothe, MO	3 beds \| 3 baths \| 3,038 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.32% Airbnb Rental Income: $null Traditional Rental Income: $2714 Airbnb ROI: N/A Traditional ROI: 7.32%
10350 NW 233 Chillicothe, MO	4 beds \| 2 baths \| 2,140 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.89% Airbnb Rental Income: $null Traditional Rental Income: $2355 Airbnb ROI: N/A Traditional ROI: 2.89%
911 Cherry St Chillicothe, MO 911 Cherry St, Chillicothe, MO 64601 \| Single Family Residential	4 beds \| 3 baths \| 2,599 sq.ft.	$244,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.65% Airbnb Rental Income: $null Traditional Rental Income: $3012 Airbnb ROI: N/A Traditional ROI: 10.65%
2505 Fair St Chillicothe, MO 2505 Fair St, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 1 baths \| 2,094 sq.ft.	$227,750	Airbnb cash on cash: N/A Traditional cash on cash: 5.15% Airbnb Rental Income: $null Traditional Rental Income: $1626 Airbnb ROI: N/A Traditional ROI: 5.15%
15807 Liv 312 Rd Chillicothe, MO 15807 Liv 312 Rd, Chillicothe, MO 64601 \| Single Family Residential	4 beds \| 2 baths \| 3,332 sq.ft.	$792,750	Airbnb cash on cash: N/A Traditional cash on cash: 0.92% Airbnb Rental Income: $null Traditional Rental Income: $2221 Airbnb ROI: N/A Traditional ROI: 0.92%
1424 Dowell Dr Chillicothe, MO 1424 Dowell Dr, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 2 baths \| 2,357 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.56% Airbnb Rental Income: $null Traditional Rental Income: $2263 Airbnb ROI: N/A Traditional ROI: 6.56%
441 Wilson St Chillicothe, MO 441 Wilson St, Chillicothe, MO 64601 \| Single Family Residential	2 beds \| 1 baths \| 827 sq.ft.	$99,900	Airbnb cash on cash: 3.58% Traditional cash on cash: 9.67% Airbnb Rental Income: $984 Traditional Rental Income: $1222 Airbnb ROI: 3.58% Traditional ROI: 9.67%
1111 Bryan St Chillicothe, MO 1111 Bryan St, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 1 baths \| 999 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.9% Airbnb Rental Income: $null Traditional Rental Income: $1528 Airbnb ROI: N/A Traditional ROI: 6.9%
1826 Clay St Chillicothe, MO 1826 Clay St, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 2 baths \| 1,240 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $1897 Airbnb ROI: N/A Traditional ROI: 5.13%
505 Calhoun St Chillicothe, MO 505 Calhoun St, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 1 baths \| 1,828 sq.ft.	$144,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.64% Airbnb Rental Income: $null Traditional Rental Income: $1554 Airbnb ROI: N/A Traditional ROI: 8.64%
TBD Highway 190 N/A Chillicothe, MO TBD 190 Hwy, Chillicothe, MO 64601 \| Other	N/A beds \| N/A baths \| N/A	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.69% Airbnb Rental Income: $null Traditional Rental Income: $870 Airbnb ROI: N/A Traditional ROI: 1.69%
1103 Webster St Chillicothe, MO 1103 Webster St, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 1 baths \| 948 sq.ft.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.41% Airbnb Rental Income: $null Traditional Rental Income: $1533 Airbnb ROI: N/A Traditional ROI: 8.41%
915 Woodward St Chillicothe, MO 915 Woodward St, Chillicothe, MO 64601 \| Single Family Residential	2 beds \| 1 baths \| 1,363 sq.ft.	$129,900	Airbnb cash on cash: 2.35% Traditional cash on cash: 8.97% Airbnb Rental Income: $984 Traditional Rental Income: $1458 Airbnb ROI: 2.35% Traditional ROI: 8.97%
2021 Lakeview Dr Chillicothe, MO 2021 Lakeview Dr, Chillicothe, MO 64601 \| Single Family Residential	4 beds \| 3 baths \| 2,742 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.59% Airbnb Rental Income: $null Traditional Rental Income: $2934 Airbnb ROI: N/A Traditional ROI: 5.59%

Real Estate investment in Chillicothe, MO

There are 55 properties for sale in the city of Chillicothe . The median list price in Chillicothe is $156,906 and the average price per square foot is $106. In September 2026, the average monthly cash on cash return in Chillicothe is 9.00%. The average monthly rental income in Chillicothe is $1,709.

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

There are 55 investment properties available for sale in Chillicothe.

In 2026, 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 $1,709.

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%

1403 3rd St

Chillicothe, MO

3 beds | 3 baths | 2,428 sq.ft.

$229,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.15%

Airbnb Rental Income: $null

Traditional Rental Income: $2808

Airbnb ROI: N/A

Traditional ROI: 11.15%

1601 Maple Street

Chillicothe, MO

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

$329,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.47%

Airbnb Rental Income: $null

Traditional Rental Income: $2616

Airbnb ROI: N/A

Traditional ROI: 6.47%

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%

104 Polk St

Chillicothe, MO

3 beds | 1 baths | 1,870 sq.ft.

$199,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.99%

Airbnb Rental Income: $null

Traditional Rental Income: $1511

Airbnb ROI: N/A

Traditional ROI: 5.99%

1215 Clay St

Chillicothe, MO

5 beds | 2 baths | 2,248 sq.ft.

$299,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.65%

Airbnb Rental Income: $null

Traditional Rental Income: $2926

Airbnb ROI: N/A

Traditional ROI: 8.65%

10506 CR Liv 229 Rd

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 Dr

Chillicothe, MO

4 beds | 3 baths | 2,600 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