Real Estate Investment Properties for Sale in Chesterfield, MO

Looking for investment property in Chesterfield, MO with high ROI ?

Explore a variety of short-term homes & houses in Chesterfield, MO. Invest wisely with VRBO & Chesterfield, 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 Chesterfield, MO

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Chesterfield, Missouri at the moment.
Other Investment Properties for Sale in Missouri
915 E 29th Street Kansas City , MO Welcome to this beautifully maintained 5-bedroom, 3-bathroom home that effortlessly blends...	5 beds \| 3 baths \| 2,039 sq.ft.	$310,000	Airbnb cash on cash: 4.63% Traditional cash on cash: 6.73% Airbnb Rental Income: $2646 Traditional Rental Income: $2629 Airbnb ROI: 4.63% Traditional ROI: 6.73%
7330 Virginia Avenue Kansas City , MO Welcome to this stunning 4 bedroom 2 bath home featuring a beautiful covered front porch a...	4 beds \| 2 baths \| 2,640 sq.ft.	$263,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.33% Airbnb Rental Income: $null Traditional Rental Income: $2400 Airbnb ROI: N/A Traditional ROI: 7.33%
8021 E 88TH Street Kansas City , MO This Kansas City home offers a welcoming layout with spacious living areas filled with nat...	2 beds \| 1 baths \| 960 sq.ft.	$130,000	Airbnb cash on cash: 2.92% Traditional cash on cash: 6.7% Airbnb Rental Income: $1076 Traditional Rental Income: $1180 Airbnb ROI: 2.92% Traditional ROI: 6.7%
1110 W 113TH Street Kansas City , MO Welcome to this expansive and beautifully maintained home located in one of Kansas Cityâ...	5 beds \| 6 baths \| 5,284 sq.ft.	$525,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 11.9% Airbnb Rental Income: $1625 Traditional Rental Income: $6926 Airbnb ROI: 0.16% Traditional ROI: 11.9%
9535 Courtney Avenue Kansas City , MO WELCOME HOME! KC address with LS schools! This beautiful 2 story is only missing YOU! Main...	5 beds \| 4 baths \| 4,087 sq.ft.	$590,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 4.87% Airbnb Rental Income: $2507 Traditional Rental Income: $3858 Airbnb ROI: 1.32% Traditional ROI: 4.87%
9625 Booth Avenue Kansas City , MO Welcome to this beautifully maintained home offering three bedrooms and two and a half bat...	3 beds \| 3 baths \| 1,299 sq.ft.	$209,900	Airbnb cash on cash: 1.26% Traditional cash on cash: 7.87% Airbnb Rental Income: $1108 Traditional Rental Income: $2049 Airbnb ROI: 1.26% Traditional ROI: 7.87%
7235 Main Street Kansas City , MO This darling move-in ready home is bursting with character and modern updates. Flooded wit...	2 beds \| 1 baths \| 714 sq.ft.	$249,000	Airbnb cash on cash: 3.66% Traditional cash on cash: 3.05% Airbnb Rental Income: $1924 Traditional Rental Income: $1272 Airbnb ROI: 3.66% Traditional ROI: 3.05%
5035 Glenside Drive Kansas City , MO Adorable home in the heart of Kansas City! Featuring HVAC, roof and water heater. that is...	3 beds \| 1 baths \| 1,332 sq.ft.	$175,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 7.36% Airbnb Rental Income: $1350 Traditional Rental Income: $1647 Airbnb ROI: 3.1% Traditional ROI: 7.36%
4416 N Cypress Avenue Kansas City , MO 1-bedroom duplex in Kansas Cityâs 64117 area offers immediate rental income. Each unit f...	N/A beds \| N/A baths \| N/A	$180,000	Airbnb cash on cash: 4.86% Traditional cash on cash: 4.16% Airbnb Rental Income: $1701 Traditional Rental Income: $1109 Airbnb ROI: 4.86% Traditional ROI: 4.16%
3253 Texas Avenue St. Louis , MO BRAND NEW COMPLETE TEAR-OFF AND TPO ROOF THIS WEEK!!!! OUTSTANDING OPPORTUNITY!!! This B...	3 beds \| 3 baths \| 1,536 sq.ft.	$175,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 11.73% Airbnb Rental Income: $1496 Traditional Rental Income: $2249 Airbnb ROI: 4.59% Traditional ROI: 11.73%
1831 Victor Street St. Louis , MO Located in the sought after Benton Park neighborhood, this true 5-bedroom, 2-full bath Art...	5 beds \| 2 baths \| 2,240 sq.ft.	$325,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 6.06% Airbnb Rental Income: $2216 Traditional Rental Income: $2512 Airbnb ROI: 3.26% Traditional ROI: 6.06%
4909 Laclede Avenue #805 St. Louis , MO Experience luxury living in the heart of the Central West End! This amazing 8th-floor cond...	1 beds \| 2 baths \| 1,134 sq.ft.	$465,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 1.26% Airbnb Rental Income: $1386 Traditional Rental Income: $1763 Airbnb ROI: -0.57% Traditional ROI: 1.26%
2020 Washington Avenue #809 St. Louis , MO Loft Living with a View (and No Condo Fees for a Year!) This is city living at its best: a...	1 beds \| 1 baths \| 1,154 sq.ft.	$170,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 3.09% Airbnb Rental Income: $1063 Traditional Rental Income: $1261 Airbnb ROI: -0.4% Traditional ROI: 3.09%
4224 Grace Avenue St. Louis , MO Stunning all-brick home welcomes you with a bright foyer, 9-ft coffered ceilings and class...	2 beds \| 1 baths \| 1,498 sq.ft.	$115,900	Airbnb cash on cash: 4.91% Traditional cash on cash: 9.35% Airbnb Rental Income: $1305 Traditional Rental Income: $1396 Airbnb ROI: 4.91% Traditional ROI: 9.35%

Real Estate investment in Chesterfield, MO

There are 0 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $599,450 and the average price per square foot is $180. In September 2025, the average monthly cash on cash return in Chesterfield is 3.00%. The average monthly rental income in Chesterfield is $2,963.

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

There are 0 investment properties available for sale in Chesterfield.

In 2025, the best neighborhood to buy investment property is Chesterfield.

The ROI for Short-Term is higher than the Long-Term in Chesterfield with average rental income of $2,266.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterfield, MO

Other Investment Properties for Sale in Missouri

Kansas City , MO

5 beds | 3 baths | 2,039 sq.ft.

$310,000

Airbnb cash on cash: 4.63%

Traditional cash on cash: 6.73%

Airbnb Rental Income: $2646

Traditional Rental Income: $2629

Airbnb ROI: 4.63%

Traditional ROI: 6.73%

Kansas City , MO

4 beds | 2 baths | 2,640 sq.ft.

$263,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.33%

Airbnb Rental Income: $null

Traditional Rental Income: $2400

Airbnb ROI: N/A

Traditional ROI: 7.33%

Kansas City , MO

2 beds | 1 baths | 960 sq.ft.

$130,000

Airbnb cash on cash: 2.92%

Traditional cash on cash: 6.7%

Airbnb Rental Income: $1076

Traditional Rental Income: $1180

Airbnb ROI: 2.92%

Traditional ROI: 6.7%

Kansas City , MO

5 beds | 6 baths | 5,284 sq.ft.

$525,000

Airbnb cash on cash: 0.16%

Traditional cash on cash: 11.9%

Airbnb Rental Income: $1625

Traditional Rental Income: $6926

Airbnb ROI: 0.16%

Traditional ROI: 11.9%

Kansas City , MO

5 beds | 4 baths | 4,087 sq.ft.

$590,000

Airbnb cash on cash: 1.32%

Traditional cash on cash: 4.87%

Airbnb Rental Income: $2507

Traditional Rental Income: $3858

Airbnb ROI: 1.32%

Traditional ROI: 4.87%

Kansas City , MO

3 beds | 3 baths | 1,299 sq.ft.

$209,900

Airbnb cash on cash: 1.26%

Traditional cash on cash: 7.87%

Airbnb Rental Income: $1108

Traditional Rental Income: $2049

Airbnb ROI: 1.26%

Traditional ROI: 7.87%

Kansas City , MO

2 beds | 1 baths | 714 sq.ft.

$249,000

Airbnb cash on cash: 3.66%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1924

Traditional Rental Income: $1272

Airbnb ROI: 3.66%

Traditional ROI: 3.05%

Kansas City , MO

3 beds | 1 baths | 1,332 sq.ft.

$175,000

Airbnb cash on cash: 3.1%

Traditional cash on cash: 7.36%

Airbnb Rental Income: $1350

Traditional Rental Income: $1647

Airbnb ROI: 3.1%

Traditional ROI: 7.36%

Kansas City , MO

N/A beds | N/A baths | N/A

$180,000

Airbnb cash on cash: 4.86%

Traditional cash on cash: 4.16%

Airbnb Rental Income: $1701