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 42 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 offering space, style, and convenienc...	4 beds \| 3 baths \| 2,349 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $2721 Airbnb ROI: N/A Traditional ROI: 3.26%
1315 Wildhorse Meadows Drive Chesterfield, MO Elegant estate situated on one acre! From a grand 2-story entrance you'll notice supreme f...	5 beds \| 6 baths \| 7,679 sq.ft.	$1,695,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.95% Airbnb Rental Income: $null Traditional Rental Income: $6288 Airbnb ROI: N/A Traditional ROI: 1.95%
831 Stone Meadow Drive Chesterfield, MO Location, location, Chesterfield's Meadows at Stonehill is nestled in a superb location b...	2 beds \| 3 baths \| 2,712 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.82% Airbnb Rental Income: $null Traditional Rental Income: $2063 Airbnb ROI: N/A Traditional ROI: 0.82%
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: N/A Traditional cash on cash: -0.06% Airbnb Rental Income: $null Traditional Rental Income: $2987 Airbnb ROI: N/A Traditional ROI: -0.06%
744 Silver Buck Lane Chesterfield, MO New Construction!!! Built by one of St. Louis' premier hands on builders Claymont Develop...	3 beds \| 4 baths \| 4,534 sq.ft.	$1,640,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.06% Airbnb Rental Income: $null Traditional Rental Income: $2987 Airbnb ROI: N/A Traditional ROI: -0.06%
15595 Meadowbrook Circle Lane Chesterfield, MO This meticulously maintained two-story residence in the esteemed Twin Estates At Meadowbro...	4 beds \| 4 baths \| 4,368 sq.ft.	$899,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $3201 Airbnb ROI: N/A Traditional ROI: 1.71%
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 Upgraded NEW Roof 2025! Over an acre private lot with 3 sides of wooded common ground. Wel...	5 beds \| 3 baths \| 4,219 sq.ft.	$975,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.42% Airbnb Rental Income: $null Traditional Rental Income: $3093 Airbnb ROI: N/A Traditional ROI: 1.42%
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: N/A Traditional cash on cash: 0.08% Airbnb Rental Income: $null Traditional Rental Income: $2579 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 2.07% Airbnb Rental Income: $null Traditional Rental Income: $5396 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 0.79% Airbnb Rental Income: $null Traditional Rental Income: $2918 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 2.71% Airbnb Rental Income: $null Traditional Rental Income: $4031 Airbnb ROI: N/A Traditional ROI: 2.71%
2209 Ridgley Woods Dr Chesterfield, MO From the moment you enter, this home feels like stepping into the pages of a luxury design...	5 beds \| 5 baths \| 8,140 sq.ft.	$1,650,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.48% Airbnb Rental Income: $null Traditional Rental Income: $6609 Airbnb ROI: N/A Traditional ROI: 2.48%
39 White Plains Drive Chesterfield, MO This Great Home is Ready for it's New OwnerBeautiful Updated Kitchen Features Custom Cab...	4 beds \| 3 baths \| 2,092 sq.ft.	$449,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $2613 Airbnb ROI: N/A Traditional ROI: 4.01%
655 Spyglass Summit Drive Chesterfield, MO EXQUISITE LUXURY VILLA IN PRESTIGIOUS GATED COMMUNITY: Discover unparalleled elegance in t...	3 beds \| 4 baths \| 3,874 sq.ft.	$739,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.33% Airbnb Rental Income: $null Traditional Rental Income: $2944 Airbnb ROI: N/A Traditional ROI: 1.33%
2364 The Courts Drive Chesterfield, MO NEWLY RENOVATED, never been used former display home with fresh, designer renovations comp...	4 beds \| 4 baths \| 4,310 sq.ft.	$700,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.22% Airbnb Rental Income: $null Traditional Rental Income: $3504 Airbnb ROI: N/A Traditional ROI: 3.22%
1505 Timberbluff Court Chesterfield, MO This gorgeous 2-story located on a quiet cul-de-sac tucked in the back of a lovely neighbo...	4 beds \| 4 baths \| 3,295 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.64% Airbnb Rental Income: $null Traditional Rental Income: $3574 Airbnb ROI: N/A Traditional ROI: 3.64%
16956 Bottlebrush Court Chesterfield, MO This luxurious in-ground pool with hot-tub, swim-up bar, volleyball net, basketball hoop, ...	5 beds \| 5 baths \| 7,046 sq.ft.	$1,699,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.63% Airbnb Rental Income: $null Traditional Rental Income: $5527 Airbnb ROI: N/A Traditional ROI: 1.63%
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.	$699,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.75% Airbnb Rental Income: $null Traditional Rental Income: $3117 Airbnb ROI: N/A Traditional ROI: 2.75%
16906 Bottlebrush Court Chesterfield, MO Stunning Atrium Ranch located in The Arbors at Kehrs Mill, showcasing thoughtful details a...	5 beds \| 6 baths \| 4,746 sq.ft.	$1,350,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $6263 Airbnb ROI: N/A Traditional ROI: 2.98%
290 Kinderhook Drive Chesterfield, MO Step into this classic two-story home on a prime suburban lot complete with an in ground s...	4 beds \| 4 baths \| 3,137 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $3286 Airbnb ROI: N/A Traditional ROI: 4.35%
14806 Woodroyal Court Chesterfield, MO Welcome to this inviting 2-story home in Parkway Schools! Tucked away on a quiet cul-de-sa...	4 beds \| 4 baths \| 4,146 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $3480 Airbnb ROI: N/A Traditional ROI: 4.56%
14628 Big Timber Lane Chesterfield, MO Don't let this opportunity slip away! This fantastic home has so much to offer, including ...	4 beds \| 3 baths \| 2,634 sq.ft.	$539,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.11% Airbnb Rental Income: $null Traditional Rental Income: $2738 Airbnb ROI: N/A Traditional ROI: 3.11%
14932 Appalachian Trail Chesterfield, MO Welcome home to this beautifully updated Chesterfield ranch home in the highly sought-afte...	4 beds \| 3 baths \| 2,760 sq.ft.	$545,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.61% Airbnb Rental Income: $null Traditional Rental Income: $2836 Airbnb ROI: N/A Traditional ROI: 3.61%
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.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.57% Airbnb Rental Income: $null Traditional Rental Income: $2840 Airbnb ROI: N/A Traditional ROI: 3.57%
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.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.74% Airbnb Rental Income: $null Traditional Rental Income: $3784 Airbnb ROI: N/A Traditional ROI: 0.74%
14065 Boxford Court Chesterfield, MO OPEN HOUSE SUN FEB 1st 1-3PM Fantastic 4 Bedroom (+) Two-Story home, beautiful and spaciou...	4 beds \| 4 baths \| 4,002 sq.ft.	$639,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $3776 Airbnb ROI: N/A Traditional ROI: 4.01%
16735 Chesterfield Manor Drive Chesterfield, MO Fabulous, sunny, bright, 3 bedroom, 2 full bath ranch that is ready for you! The large foy...	3 beds \| 2 baths \| 1,436 sq.ft.	$490,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.99% Airbnb Rental Income: $null Traditional Rental Income: $1944 Airbnb ROI: N/A Traditional ROI: 1.99%
904 Chesterfield Villas Cir Circle Chesterfield, MO Graceful, refined, and beautifully appointed, this 3-bedroom, 3-bath villa stands as one o...	3 beds \| 3 baths \| 2,845 sq.ft.	$665,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.9% Airbnb Rental Income: $null Traditional Rental Income: $2467 Airbnb ROI: N/A Traditional ROI: 0.9%
260 Pennington Ln Chesterfield, MO Anchored on one of the most level and usable lots in Forest Hills Country Club Estates, th...	4 beds \| 4 baths \| 5,069 sq.ft.	$1,390,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.39% Airbnb Rental Income: $null Traditional Rental Income: $2846 Airbnb ROI: N/A Traditional ROI: 0.39%
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.	$514,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $2732 Airbnb ROI: N/A Traditional ROI: 3.62%
15751 Heathercroft Drive Chesterfield, MO Welcome to 15751 Heathercroft Dr, a home that exudes warmth and elegance. The living room ...	4 beds \| 4 baths \| 3,311 sq.ft.	$595,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $3352 Airbnb ROI: N/A Traditional ROI: 3.7%

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.

$550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.26%

Airbnb Rental Income: $null

Traditional Rental Income: $2721

Airbnb ROI: N/A

Traditional ROI: 3.26%

1315 Wildhorse Meadows Drive

Chesterfield, MO

5 beds | 6 baths | 7,679 sq.ft.

$1,695,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.95%

Airbnb Rental Income: $null

Traditional Rental Income: $6288

Airbnb ROI: N/A

Traditional ROI: 1.95%

831 Stone Meadow Drive

Chesterfield, MO

2 beds | 3 baths | 2,712 sq.ft.

$530,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.82%

Airbnb Rental Income: $null

Traditional Rental Income: $2063

Airbnb ROI: N/A

Traditional ROI: 0.82%

753 Silver Buck Lane

Chesterfield, MO

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

$1,640,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.06%

Airbnb Rental Income: $null

Traditional Rental Income: $2987

Airbnb ROI: N/A

Traditional ROI: -0.06%

744 Silver Buck Lane

Chesterfield, MO

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

$1,640,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.06%

Airbnb Rental Income: $null

Traditional Rental Income: $2987

Airbnb ROI: N/A

Traditional ROI: -0.06%

15595 Meadowbrook Circle Lane

Chesterfield, MO

4 beds | 4 baths | 4,368 sq.ft.

$899,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.71%

Airbnb Rental Income: $null

Traditional Rental Income: $3201

Airbnb ROI: N/A

Traditional ROI: 1.71%

16757 Benton Taylor Drive

Chesterfield, MO

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

5 beds | 3 baths | 4,219 sq.ft.

$975,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.42%

Airbnb Rental Income: $null

Traditional Rental Income: $3093

Airbnb ROI: N/A