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.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.65% Airbnb Rental Income: $null Traditional Rental Income: $2808 Airbnb ROI: N/A Traditional ROI: 10.65%
1601 Maple St Chillicothe, MO Experience the perfect blend of space and design in this exceptional 5-bedroom home with 2...	5 beds \| 2 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.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $1511 Airbnb ROI: N/A Traditional ROI: 5.37%
1525 Jackson St Chillicothe, MO Welcome to this 3 bedroom, 2 bathroom home in Chillicothe, MO featuring important updates ...	3 beds \| 2 baths \| 1,152 sq.ft.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.15% Airbnb Rental Income: $null Traditional Rental Income: $1997 Airbnb ROI: N/A Traditional ROI: 9.15%
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%
1307 Springhill Chillicothe, MO Welcome to this inviting 4 bedroom, 1.5 bath home that combines comfort, functionality, an...	4 beds \| 1 baths \| 1,222 sq.ft.	$187,500	Airbnb cash on cash: N/A Traditional cash on cash: 9.79% Airbnb Rental Income: $null Traditional Rental Income: $2133 Airbnb ROI: N/A Traditional ROI: 9.79%
1402 Maple St Chillicothe, MO Step into timeless character and modern comfort in this beautifully preserved 1948 histori...	3 beds \| 2 baths \| 1,812 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.43% Airbnb Rental Income: $null Traditional Rental Income: $2238 Airbnb ROI: N/A Traditional ROI: 7.43%
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%
10350 Liv 233 Chillicothe, MO 10350 Liv 233, Chillicothe, MO 64601 \| Single Family Residential	4 beds \| 2 baths \| 2,036 sq.ft.	$549,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.63% Airbnb Rental Income: $null Traditional Rental Income: $2448 Airbnb ROI: N/A Traditional ROI: 2.63%
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%
2216 Country Club Dr Chillicothe, MO 2216 Country Club Dr, Chillicothe, MO 64601 \| Single Family Residential	4 beds \| 3 baths \| 5,388 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.91% Airbnb Rental Income: $null Traditional Rental Income: $3082 Airbnb ROI: N/A Traditional ROI: 4.91%
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%
702 Sunset St Chillicothe, MO Step into comfort and simplicity with this quaint 3 bedroom, 1 bath home offering a warm a...	3 beds \| 1 baths \| 1,040 sq.ft.	$156,750	Airbnb cash on cash: N/A Traditional cash on cash: 8.21% Airbnb Rental Income: $null Traditional Rental Income: $1541 Airbnb ROI: N/A Traditional ROI: 8.21%
1700 Borden St Chillicothe, MO	3 beds \| 2 baths \| 2,438 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.6% Airbnb Rental Income: $null Traditional Rental Income: $2217 Airbnb ROI: N/A Traditional ROI: 7.6%
216 Williams St Chillicothe, MO 216 Williams St, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 2 baths \| 1,248 sq.ft.	$167,400	Airbnb cash on cash: N/A Traditional cash on cash: 8.44% Airbnb Rental Income: $null Traditional Rental Income: $1753 Airbnb ROI: N/A Traditional ROI: 8.44%
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.	$468,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.73% Airbnb Rental Income: $null Traditional Rental Income: $3644 Airbnb ROI: N/A Traditional ROI: 6.73%
1406 Burnam Rd Chillicothe, MO 1406 Burnam Rd, Chillicothe, MO 64601 \| Single Family Residential	4 beds \| 2 baths \| 1,296 sq.ft.	$176,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.35% Airbnb Rental Income: $null Traditional Rental Income: $1988 Airbnb ROI: N/A Traditional ROI: 9.35%
427 Clay St Chillicothe, MO 427 Clay St, Chillicothe, MO 64601 \| Single Family Residential	2 beds \| 1 baths \| 784 sq.ft.	$79,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.95% Airbnb Rental Income: $null Traditional Rental Income: $1186 Airbnb ROI: N/A Traditional ROI: 11.95%
605 Jackson St Chillicothe, MO Located in the heart of our Hallmark town, awaits this charming, updated commercial proper...	1 beds \| 2 baths \| 1,464 sq.ft.	$125,000	Airbnb cash on cash: -2.15% Traditional cash on cash: 9.81% Airbnb Rental Income: $315 Traditional Rental Income: $1513 Airbnb ROI: -2.15% Traditional ROI: 9.81%
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.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.76% Airbnb Rental Income: $null Traditional Rental Income: $1941 Airbnb ROI: N/A Traditional ROI: 6.76%
01 County Rd 538 N/A Chillicothe, MO	N/A beds \| N/A baths \| N/A	$920,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.08% Airbnb Rental Income: $null Traditional Rental Income: $851 Airbnb ROI: N/A Traditional ROI: -1.08%
1420 Dowell Dr Chillicothe, MO 1420 Dowell Dr, Chillicothe, MO 64601 \| Single Family Residential	3 beds \| 3 baths \| 3,078 sq.ft.	$364,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.99% Airbnb Rental Income: $null Traditional Rental Income: $2818 Airbnb ROI: N/A Traditional ROI: 5.99%
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%
1701 Bryan St Chillicothe, MO	3 beds \| 1 baths \| 1,071 sq.ft.	$155,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.46% Airbnb Rental Income: $null Traditional Rental Income: $1571 Airbnb ROI: N/A Traditional ROI: 8.46%
99 Hillcrest St Chillicothe, MO Welcome home to this well-maintained split-foyer home located in a desirable neighborhood!...	3 beds \| 3 baths \| 1,344 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%
1726 Deringer Street Chillicothe, MO Perfect location, plenty of possibilities, and priced to sell! Enjoy peaceful living at th...	4 beds \| 2 baths \| 2,112 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.28% Airbnb Rental Income: $null Traditional Rental Income: $2216 Airbnb ROI: N/A Traditional ROI: 11.28%
302 E Bridge Street Chillicothe, MO Welcome to this charming 2 bedroom, 1 bathroom home featuring tasteful updates and move-in...	2 beds \| 1 baths \| 896 sq.ft.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.3% Airbnb Rental Income: $null Traditional Rental Income: $1365 Airbnb ROI: N/A Traditional ROI: 8.3%
12376 Liv 302 Road Chillicothe, MO Situated on approximately an acre just outside of town, this 2-bedroom, 1-bath home offers...	2 beds \| 1 baths \| 1,290 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.97% Airbnb Rental Income: $null Traditional Rental Income: $1630 Airbnb ROI: N/A Traditional ROI: 7.97%
11915 Liv 2355 Chillicothe, MO Rare opportunity to own 5 beautiful acres on the outskirts of town! This well-maintained r...	3 beds \| 2 baths \| 1,696 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.79% Airbnb Rental Income: $null Traditional Rental Income: $2339 Airbnb ROI: N/A Traditional ROI: 5.79%
119 St. Paul Street Chillicothe, MO Cute 3 bedroom, 1 bathroom home on a corner lot looking for a new owner to love it! Don't ...	3 beds \| 1 baths \| 1,066 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.2% Airbnb Rental Income: $null Traditional Rental Income: $1560 Airbnb ROI: N/A Traditional ROI: 10.2%

Real Estate investment in Chillicothe, MO

There are 39 properties for sale in the city of Chillicothe . The median list price in Chillicothe is $147,424 and the average price per square foot is $103. In June 2026, the average monthly cash on cash return in Chillicothe is 8.00%. The average monthly rental income in Chillicothe is $1,736.

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

There are 39 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 $1,736.

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.

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 10.65%

Airbnb Rental Income: $null

Traditional Rental Income: $2808

Airbnb ROI: N/A

Traditional ROI: 10.65%

1601 Maple St

Chillicothe, MO

5 beds | 2 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.

$219,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.37%

Airbnb Rental Income: $null

Traditional Rental Income: $1511

Airbnb ROI: N/A

Traditional ROI: 5.37%

1525 Jackson St

Chillicothe, MO

3 beds | 2 baths | 1,152 sq.ft.

$189,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.15%

Airbnb Rental Income: $null

Traditional Rental Income: $1997

Airbnb ROI: N/A

Traditional ROI: 9.15%

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