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.

Single Family Homes for Sale in Chesterfield, MO

Search for Single Family Residential for Sale in Chesterfield, Missouri. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 55 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1203 Beaver Creek Road Chesterfield, MO Welcome to this beautifully updated multi-level home that offers far more than meets the e...	4 beds \| 3 baths \| 2,349 sq.ft.	$535,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 3.38% Airbnb Rental Income: $1672 Traditional Rental Income: $2721 Airbnb ROI: 0.35% Traditional ROI: 3.38%
1556 Wildhorse Parkway Drive Chesterfield, MO This exquisite newly built. 1.5 Story home 0.72 Acres in Chesterfield! 5 Beds & 4 1/2 Bath...	5 beds \| 5 baths \| 4,288 sq.ft.	$1,199,900	Airbnb cash on cash: -0.48% Traditional cash on cash: 2.91% Airbnb Rental Income: $1323 Traditional Rental Income: $4691 Airbnb ROI: -0.48% Traditional ROI: 2.91%
14380 Cedar Springs Drive Chesterfield, MO Easy, low-maintenance living in Town & Country-with space and flexibility today's buyers a...	4 beds \| 4 baths \| 4,684 sq.ft.	$589,000	Airbnb cash on cash: -1.55% Traditional cash on cash: 2.56% Airbnb Rental Income: $1672 Traditional Rental Income: $3465 Airbnb ROI: -1.55% Traditional ROI: 2.56%
2052 Tramore Ct Chesterfield, MO Buy this home if YOU Are Not Satisfied with your purchase in 12 Months I'LL Buy It back or...	3 beds \| 3 baths \| 1,620 sq.ft.	$299,900	Airbnb cash on cash: -0.52% Traditional cash on cash: 6.16% Airbnb Rental Income: $845 Traditional Rental Income: $2401 Airbnb ROI: -0.52% Traditional ROI: 6.16%
753 Silver Buck Lane Chesterfield, MO New Construction (HOME TO BE BUILT)! Built by one of St. Louis' premier hands on builders ...	3 beds \| 4 baths \| 4,534 sq.ft.	$1,640,000	Airbnb cash on cash: -1.69% Traditional cash on cash: -0.06% Airbnb Rental Income: $845 Traditional Rental Income: $2987 Airbnb ROI: -1.69% Traditional ROI: -0.06%
744 Silver Buck Lane Chesterfield, MO New Construction, Chesterfield, Rockwood Schools! MACNIFICENT 1.5 Story home with Finished...	5 beds \| 5 baths \| 5,293 sq.ft.	$1,890,000	Airbnb cash on cash: -1.5% Traditional cash on cash: -0.32% Airbnb Rental Income: $1323 Traditional Rental Income: $2987 Airbnb ROI: -1.5% Traditional ROI: -0.32%
16839 Kehrsbrooke Court Chesterfield, MO Tucked away on a breathtaking one-acre wooded setting, this exceptional two-story residenc...	5 beds \| 4 baths \| 4,052 sq.ft.	$750,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 2.84% Airbnb Rental Income: $1323 Traditional Rental Income: $3608 Airbnb ROI: -1.01% Traditional ROI: 2.84%
730 Willow Spring Hill Court Chesterfield, MO Welcome to this spacious and beautifully maintained villa located in the desirable Cedar S...	5 beds \| 4 baths \| 5,344 sq.ft.	$559,900	Airbnb cash on cash: -2.27% Traditional cash on cash: 0.6% Airbnb Rental Income: $1323 Traditional Rental Income: $2416 Airbnb ROI: -2.27% Traditional ROI: 0.6%
16757 Benton Taylor Drive Chesterfield, MO Nestled on a beautiful half-acre lot and with over 4,700 square feet of living space, this...	4 beds \| 5 baths \| 4,708 sq.ft.	$795,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.25% Airbnb Rental Income: $null Traditional Rental Income: $5045 Airbnb ROI: N/A Traditional ROI: 4.25%
409 Griffith Lane Chesterfield, MO This is your chance to own a one-of-a-kind retreat where the world fades away on exclusive...	5 beds \| 3 baths \| 4,219 sq.ft.	$975,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 1.42% Airbnb Rental Income: $1323 Traditional Rental Income: $3093 Airbnb ROI: -0.99% Traditional ROI: 1.42%
931 Wellesley Place Drive Chesterfield, MO Welcome home to this fresh and inviting 3 bedroom, 3 bath ranch in the heart of Chesterfie...	3 beds \| 3 baths \| 1,638 sq.ft.	$575,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 2.78% Airbnb Rental Income: $845 Traditional Rental Income: $2619 Airbnb ROI: -1.14% Traditional ROI: 2.78%
14623 Kendall Ridge Drive Chesterfield, MO Elegant 4-bedroom, 2 1/2 bath villa located in a gated community! Offering a secluded and ...	4 beds \| 3 baths \| 3,664 sq.ft.	$1,090,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 0.08% Airbnb Rental Income: $1672 Traditional Rental Income: $2579 Airbnb ROI: -1.27% Traditional ROI: 0.08%
776 Schaeffer's Grove Court Chesterfield, MO New Construction (HOME TO BE BUILT)! MAGNIFICENT 1.5 Story home w/ Finished Lower Level in...	5 beds \| 5 baths \| 5,244 sq.ft.	$1,840,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 2.07% Airbnb Rental Income: $1323 Traditional Rental Income: $5396 Airbnb ROI: -0.55% Traditional ROI: 2.07%
805 Silver Buck Lane Chesterfield, MO New Construction (HOME TO BE BUILT)! Built by one of St. Louis' premier hands on builders ...	3 beds \| 4 baths \| 4,534 sq.ft.	$1,640,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 0.79% Airbnb Rental Income: $845 Traditional Rental Income: $2918 Airbnb ROI: -0.79% Traditional ROI: 0.79%
232 Cordovan Commons Parkway Chesterfield, MO Welcome to this beautifully maintained 2-Bedroom, 2 Full Bath Villa located in the highly ...	2 beds \| 2 baths \| 1,480 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.69% Airbnb Rental Income: $null Traditional Rental Income: $1963 Airbnb ROI: N/A Traditional ROI: 1.69%
1255 Walnut Hill Farm Drive Chesterfield, MO Welcome home to this ranch home on 3.3 private acres. Traditional floor plan with floor to...	3 beds \| 5 baths \| 5,190 sq.ft.	$765,000	Airbnb cash on cash: -2.22% Traditional cash on cash: 2.71% Airbnb Rental Income: $845 Traditional Rental Income: $4031 Airbnb ROI: -2.22% Traditional ROI: 2.71%
1318 Conway Oaks Drive Chesterfield, MO Step into this stunning 1.5-story home offering 4+ bedrooms and 3 full and 1 half baths, t...	4 beds \| 4 baths \| 3,565 sq.ft.	$750,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 3.49% Airbnb Rental Income: $1672 Traditional Rental Income: $3872 Airbnb ROI: -0.33% Traditional ROI: 3.49%
15648 Sugarridge Court Chesterfield, MO HERE IS YOUR CHANCE FOR A WONDERFUL HOME! Freshly painted main level. Kitchen and laundry ...	4 beds \| 4 baths \| 3,166 sq.ft.	$513,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 4.51% Airbnb Rental Income: $1672 Traditional Rental Income: $3253 Airbnb ROI: 0.24% Traditional ROI: 4.51%
170 Saddleford Drive Chesterfield, MO Step into a home designed for the way you live in the heart of Westbury Manor. This stunni...	4 beds \| 3 baths \| 3,196 sq.ft.	$585,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 2.92% Airbnb Rental Income: $1672 Traditional Rental Income: $2762 Airbnb ROI: 0.07% Traditional ROI: 2.92%
17702 Horse Creek Court Chesterfield, MO Welcome to this expansive and beautifully appointed home nestled on a private, 1.16-acre l...	5 beds \| 7 baths \| 7,447 sq.ft.	$1,425,000	Airbnb cash on cash: -1.51% Traditional cash on cash: 2.32% Airbnb Rental Income: $1323 Traditional Rental Income: $5980 Airbnb ROI: -1.51% Traditional ROI: 2.32%
16401 Wilson Farm Drive Chesterfield, MO Welcome to 16401 Wilson Farm drive in the sought after Wilson Farm Estates subdivision. T...	4 beds \| 4 baths \| 4,314 sq.ft.	$700,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.16% Airbnb Rental Income: $1672 Traditional Rental Income: $3559 Airbnb ROI: -0.45% Traditional ROI: 3.16%
2316 Coventry Farm Court Chesterfield, MO Charming 2-story home perfectly situated on a level lot with a big, private backyard! Enjo...	4 beds \| 4 baths \| 3,145 sq.ft.	$649,999	Airbnb cash on cash: -0.12% Traditional cash on cash: 3.03% Airbnb Rental Income: $1672 Traditional Rental Income: $3117 Airbnb ROI: -0.12% Traditional ROI: 3.03%
15278 Country Field Court Chesterfield, MO Welcome to refined suburban living in this exquisitely renovated ranch-style home, offerin...	5 beds \| 3 baths \| 2,810 sq.ft.	$499,900	Airbnb cash on cash: -0.1% Traditional cash on cash: 4.02% Airbnb Rental Income: $1323 Traditional Rental Income: $2840 Airbnb ROI: -0.1% Traditional ROI: 4.02%
6 Upper Conway Lane Chesterfield, MO Experience elevated living in this exceptional villa, perfectly situated in one of Chester...	3 beds \| 5 baths \| 6,374 sq.ft.	$1,100,000	Airbnb cash on cash: -2.22% Traditional cash on cash: 0.97% Airbnb Rental Income: $845 Traditional Rental Income: $3784 Airbnb ROI: -2.22% Traditional ROI: 0.97%
1275 Kennebec Road Chesterfield, MO Fabulous 2 story complemented with numerous upgrades! The modern kitchen has solid surface...	4 beds \| 3 baths \| 2,556 sq.ft.	$484,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 3.9% Airbnb Rental Income: $1672 Traditional Rental Income: $2732 Airbnb ROI: 0.53% Traditional ROI: 3.9%
2029 Brook Hill Lane Chesterfield, MO Welcome to this stunning 2 Sty Home. 5-bedroom, 4.5-bath Home offering over 4,200 square f...	5 beds \| 4 baths \| 4,296 sq.ft.	$1,265,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.29% Airbnb Rental Income: $1323 Traditional Rental Income: $4870 Airbnb ROI: -1.08% Traditional ROI: 2.29%
295 Ridge Trail Drive Chesterfield, MO Please wear booties. Luxury Living on a Premier Corner Lot. From the moment you pull into ...	5 beds \| 4 baths \| 2,284 sq.ft.	$649,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 3.33% Airbnb Rental Income: $1323 Traditional Rental Income: $3172 Airbnb ROI: -0.4% Traditional ROI: 3.33%
1287 Still House Creek Road Chesterfield, MO Move-in ready Chesterfield 2-story home located in the popular Parkway School District. Th...	4 beds \| 3 baths \| 2,056 sq.ft.	$424,900	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.94% Airbnb Rental Income: $1672 Traditional Rental Income: $2467 Airbnb ROI: 0.77% Traditional ROI: 3.94%
14543 Debbenham Lane Chesterfield, MO Tucked within a mature and picturesque Chesterfield neighborhood in the highly sought-afte...	4 beds \| 4 baths \| 3,578 sq.ft.	$648,900	Airbnb cash on cash: -0.04% Traditional cash on cash: 3.68% Airbnb Rental Income: $1672 Traditional Rental Income: $3459 Airbnb ROI: -0.04% Traditional ROI: 3.68%
2221 Stonegate Manor Court Chesterfield, MO This stunning 5-bedroom, 4.5-bath Colonial is perfectly situated on a .56-acre cul-de-sac ...	5 beds \| 4 baths \| 5,191 sq.ft.	$900,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 2.03% Airbnb Rental Income: $1323 Traditional Rental Income: $3551 Airbnb ROI: -1.12% Traditional ROI: 2.03%
2698 Joyceridge Drive Chesterfield, MO Talk about checking boxes! Award-winning Rockwood school district, sophisticated neighbor...	5 beds \| 4 baths \| 4,048 sq.ft.	$850,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 2.77% Airbnb Rental Income: $1323 Traditional Rental Income: $3879 Airbnb ROI: -0.98% Traditional ROI: 2.77%
1989 Cedarmill Drive Chesterfield, MO Wonderful, beautifully updated ranch in the desirable Parkway West area! This home is pack...	4 beds \| 3 baths \| 2,879 sq.ft.	$539,900	Airbnb cash on cash: 0.37% Traditional cash on cash: 3.56% Airbnb Rental Income: $1672 Traditional Rental Income: $2815 Airbnb ROI: 0.37% Traditional ROI: 3.56%
14738 Thornbird Manor Parkway Chesterfield, MO Nestled on a private street in the gated community of the Villas at Nooning Tree, this bri...	2 beds \| 3 baths \| 2,490 sq.ft.	$589,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.06% Airbnb Rental Income: $null Traditional Rental Income: $2296 Airbnb ROI: N/A Traditional ROI: 1.06%
15424 Country Ridge Drive Chesterfield, MO Tucked along a quiet street in the heart of Chesterfield, 15424 Country Ridge offers the r...	3 beds \| 2 baths \| 1,944 sq.ft.	$459,900	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.71% Airbnb Rental Income: $845 Traditional Rental Income: $2146 Airbnb ROI: -1.08% Traditional ROI: 2.71%
1401 Fox Hill Farms Court Chesterfield, MO Prestigious homes in this highly coveted Chesterfield neighborhood rarely come to market, ...	5 beds \| 7 baths \| 7,880 sq.ft.	$2,500,000	Airbnb cash on cash: -1.47% Traditional cash on cash: 1% Airbnb Rental Income: $1323 Traditional Rental Income: $6659 Airbnb ROI: -1.47% Traditional ROI: 1%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chesterfield, MO

1203 Beaver Creek Road

Chesterfield, MO

4 beds | 3 baths | 2,349 sq.ft.

$535,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1672

Traditional Rental Income: $2721

Airbnb ROI: 0.35%

Traditional ROI: 3.38%

1556 Wildhorse Parkway Drive

Chesterfield, MO

5 beds | 5 baths | 4,288 sq.ft.

$1,199,900

Airbnb cash on cash: -0.48%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $1323

Traditional Rental Income: $4691

Airbnb ROI: -0.48%

Traditional ROI: 2.91%

14380 Cedar Springs Drive

Chesterfield, MO

4 beds | 4 baths | 4,684 sq.ft.

$589,000

Airbnb cash on cash: -1.55%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $1672

Traditional Rental Income: $3465

Airbnb ROI: -1.55%

Traditional ROI: 2.56%

2052 Tramore Ct

Chesterfield, MO

3 beds | 3 baths | 1,620 sq.ft.

$299,900

Airbnb cash on cash: -0.52%

Traditional cash on cash: 6.16%

Airbnb Rental Income: $845

Traditional Rental Income: $2401

Airbnb ROI: -0.52%

Traditional ROI: 6.16%

753 Silver Buck Lane

Chesterfield, MO

3 beds | 4 baths | 4,534 sq.ft.

$1,640,000

Airbnb cash on cash: -1.69%

Traditional cash on cash: -0.06%

Airbnb Rental Income: $845

Traditional Rental Income: $2987

Airbnb ROI: -1.69%

Traditional ROI: -0.06%

744 Silver Buck Lane

Chesterfield, MO

5 beds | 5 baths | 5,293 sq.ft.

$1,890,000

Airbnb cash on cash: -1.5%

Traditional cash on cash: -0.32%

Airbnb Rental Income: $1323

Traditional Rental Income: $2987

Airbnb ROI: -1.5%

Traditional ROI: -0.32%

16839 Kehrsbrooke Court

Chesterfield, MO

5 beds | 4 baths | 4,052 sq.ft.

$750,000

Airbnb cash on cash: -1.01%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $1323

Traditional Rental Income: $3608

Airbnb ROI: -1.01%

Traditional ROI: 2.84%

730 Willow Spring Hill Court

Chesterfield, MO

5 beds | 4 baths | 5,344 sq.ft.

$559,900

Airbnb cash on cash: -2.27%

Traditional cash on cash: 0.6%

Airbnb Rental Income: $1323

Traditional Rental Income: $2416

Airbnb ROI: -2.27%