Real Estate Investment Properties for Sale in Crestwood, MO

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
9810 Big Bend Boulevard Crestwood, MO Spacious 3 bed, 3 bath home with over 2,600 sq ft in the Lindbergh School District! The ma...	3 beds \| 3 baths \| 2,683 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $2517 Airbnb ROI: N/A Traditional ROI: 4.33%
51 Blackthorn Drive Crestwood, MO Welcome home to 51 Blackthorn Drive, where thoughtful design and everyday comfort come tog...	3 beds \| 4 baths \| 2,286 sq.ft.	$574,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.58% Airbnb Rental Income: $null Traditional Rental Income: $2534 Airbnb ROI: N/A Traditional ROI: 2.58%
8563 Old Sappington Rd Crestwood, MO Introducing 8563 Old Sappington Rd â a stunning to-be-built luxury residence offering ti...	4 beds \| 2 baths \| 3,033 sq.ft.	$899,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.65% Airbnb Rental Income: $null Traditional Rental Income: $2469 Airbnb ROI: N/A Traditional ROI: 1.65%
740 Montego Dr Crestwood, MO This 3-bedroom, 1-bath ranch offers the perfect opportunity for investors or handy buyers ...	3 beds \| 1 baths \| 1,329 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.97% Airbnb Rental Income: $null Traditional Rental Income: $1501 Airbnb ROI: N/A Traditional ROI: 4.97%
9412 Lodge Pole Lane Crestwood, MO Brick ranch home in OUTSTANDING Crestwood location offers a quiet neighborhood, close to m...	2 beds \| 2 baths \| 1,166 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $1602 Airbnb ROI: N/A Traditional ROI: 3.67%
612 Sessions Avenue Crestwood, MO Three bedroom mid century modern ranch style home with so much character! Special features...	3 beds \| 1 baths \| 1,014 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.73% Airbnb Rental Income: $null Traditional Rental Income: $1287 Airbnb ROI: N/A Traditional ROI: 6.73%
1024 Woodbine Drive Crestwood, MO Welcome to this beautifully maintained Crestwood gem, offering a perfect blend of comfort,...	3 beds \| 2 baths \| 2,066 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.5% Airbnb Rental Income: $null Traditional Rental Income: $2247 Airbnb ROI: N/A Traditional ROI: 5.5%
948 Volz Drive Crestwood, MO Welcome to 948 Volz Drive!! A DARLING 3 bedroom, 1 bath ranch home nestled in the heart of...	3 beds \| 1 baths \| 1,170 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.84% Airbnb Rental Income: $null Traditional Rental Income: $2352 Airbnb ROI: N/A Traditional ROI: 7.84%

Real Estate investment in Crestwood, MO

There are 13 properties for sale in the city of Crestwood . The median list price in Crestwood is $254,000 and the average price per square foot is $153. In February 2026, the average monthly cash on cash return in Crestwood is 5.00%. The average monthly rental income in Crestwood is $1,552.

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

There are 13 investment properties available for sale in Crestwood.

In 2026, the best neighborhood to buy investment property is Crestwood.

The ROI for Short-Term is higher than the Long-Term in Crestwood with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Crestwood, MO

9810 Big Bend Boulevard

Crestwood, MO

3 beds | 3 baths | 2,683 sq.ft.

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.33%

Airbnb Rental Income: $null

Traditional Rental Income: $2517

Airbnb ROI: N/A

Traditional ROI: 4.33%

51 Blackthorn Drive

Crestwood, MO

3 beds | 4 baths | 2,286 sq.ft.

$574,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.58%

Airbnb Rental Income: $null

Traditional Rental Income: $2534

Airbnb ROI: N/A

Traditional ROI: 2.58%

8563 Old Sappington Rd

Crestwood, MO

4 beds | 2 baths | 3,033 sq.ft.

$899,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.65%

Airbnb Rental Income: $null

Traditional Rental Income: $2469

Airbnb ROI: N/A

Traditional ROI: 1.65%

740 Montego Dr

Crestwood, MO

3 beds | 1 baths | 1,329 sq.ft.

$195,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.97%

Airbnb Rental Income: $null

Traditional Rental Income: $1501

Airbnb ROI: N/A

Traditional ROI: 4.97%

9412 Lodge Pole Lane

Crestwood, MO

2 beds | 2 baths | 1,166 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.67%

Airbnb Rental Income: $null

Traditional Rental Income: $1602

Airbnb ROI: N/A

Traditional ROI: 3.67%

612 Sessions Avenue

Crestwood, MO

3 beds | 1 baths | 1,014 sq.ft.

$129,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.73%

Airbnb Rental Income: $null

Traditional Rental Income: $1287

Airbnb ROI: N/A

Traditional ROI: 6.73%

1024 Woodbine Drive

Crestwood, MO

3 beds | 2 baths | 2,066 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.5%

Airbnb Rental Income: $null

Traditional Rental Income: $2247

Airbnb ROI: N/A

Traditional ROI: 5.5%

948 Volz Drive

Crestwood, MO

3 beds | 1 baths | 1,170 sq.ft.

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.84%

Airbnb Rental Income: $null

Traditional Rental Income: $2352

Airbnb ROI: N/A