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
1203 Beaver Creek Rd Chesterfield, MO Welcome to this beautifully updated multi-level home offering space, style, and convenienc...	4 beds \| 3 baths \| 2,349 sq.ft.	$535,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $2721 Airbnb ROI: N/A Traditional ROI: 3.38%
1 Monarch Trace Ct #301 Chesterfield, MO Move-In Ready 2-Bedroom, 2-Bath Condo with Modern Finishes Welcome to low-maintenance l...	2 beds \| 2 baths \| 1,186 sq.ft.	$277,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $2178 Airbnb ROI: N/A Traditional ROI: 3.77%
27 Bonhomme Grove Ct Chesterfield, MO Luxury villa living at its finest in this stunning 1.5-story residence, thoughtfully desig...	4 beds \| 4 baths \| 6,993 sq.ft.	$1,450,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.88% Airbnb Rental Income: $null Traditional Rental Income: $4765 Airbnb ROI: N/A Traditional ROI: 0.88%
13579 Coliseum Dr #G Chesterfield, MO Spacious & open 2 Bedroom 1 1/2 bath condo in sought after Chesterfield. Kitchen has been ...	2 beds \| 1 baths \| 1,020 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.67% Airbnb Rental Income: $null Traditional Rental Income: $1105 Airbnb ROI: N/A Traditional ROI: 1.67%
753 Silver Buck Ln Chesterfield, MO New Construction (HOME TO BE BUILT)! Built by one of St. Louis' premier hands on builders ...	3 beds \| 3 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 Ln Chesterfield, MO New Construction, Chesterfield, Rockwood Schools! MACNIFICENT 1.5 Story home with Finished...	5 beds \| 4 baths \| 5,293 sq.ft.	$1,890,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.32% Airbnb Rental Income: $null Traditional Rental Income: $2987 Airbnb ROI: N/A Traditional ROI: -0.32%
730 Willow Spring Hill Ct Chesterfield, MO Buy through Auction.com. This foreclosure property is a great opportunity to invest in thi...	5 beds \| 3 baths \| 5,344 sq.ft.	$579,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.57% Airbnb Rental Income: $null Traditional Rental Income: $2416 Airbnb ROI: N/A Traditional ROI: 0.57%
409 Griffith Ln 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: N/A Traditional cash on cash: 1.42% Airbnb Rental Income: $null Traditional Rental Income: $3093 Airbnb ROI: N/A Traditional ROI: 1.42%
776 Schaeffer's Grove Ct Chesterfield, MO New Construction (HOME TO BE BUILT)! MAGNIFICENT 1.5 Story home w/ Finished Lower Level in...	5 beds \| 4 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 Ln Chesterfield, MO New Construction (HOME TO BE BUILT)! Built by one of St. Louis' premier hands on builders ...	3 beds \| 3 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%
1504 Kehrs Mill Rd Chesterfield, MO A single owner home, who lovingly raised their family for over 40 years, remains untouched...	4 beds \| 4 baths \| 4,866 sq.ft.	$2,750,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.27% Airbnb Rental Income: $null Traditional Rental Income: $2477 Airbnb ROI: N/A Traditional ROI: -0.27%
1511 Hampton Hall Dr #19 & 20 Chesterfield, MO We are priced aggressively for the Spring market and firmly positioned with THE BEST value...	3 beds \| 2 baths \| 2,960 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.5% Airbnb Rental Income: $null Traditional Rental Income: $2666 Airbnb ROI: N/A Traditional ROI: 1.5%
14304 Willow Spring Hill Dr Chesterfield, MO Nestled in a coveted villa community, this charming property offers the perfect blend of t...	3 beds \| 3 baths \| 3,406 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.59% Airbnb Rental Income: $null Traditional Rental Income: $2953 Airbnb ROI: N/A Traditional ROI: 1.59%
232 Cordovan Commons Pkwy 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.	$400,000	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 Dr Chesterfield, MO Welcome home to this ranch home on 3.3 private acres. Traditional floor plan with floor to...	3 beds \| 4 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%
15693 Dresden Lake Ct Chesterfield, MO Spacious 2 story home in Baxter Lakes Subdivision. 4 bedrooms and 2.5 baths and a main flo...	4 beds \| 4 baths \| 4,256 sq.ft.	$690,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.2% Airbnb Rental Income: $null Traditional Rental Income: $2776 Airbnb ROI: N/A Traditional ROI: 2.2%
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.	$1,549,000	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%
13503 Coliseum Dr Chesterfield, MO Holy smokes! Can you believe a true 4 bedroom, 2.5 bath townhouse in the Chesterfield? Wha...	4 beds \| 2 baths \| 1,696 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.72% Airbnb Rental Income: $null Traditional Rental Income: $2285 Airbnb ROI: N/A Traditional ROI: 5.72%
15648 Sugarridge Ct Chesterfield, MO HERE IS YOUR CHANCE FOR A WONDERFUL HOME! Freshly painted main level. Kitchen and laundry ...	4 beds \| 3 baths \| 3,166 sq.ft.	$513,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.51% Airbnb Rental Income: $null Traditional Rental Income: $3253 Airbnb ROI: N/A Traditional ROI: 4.51%
17702 Horse Creek Ct Chesterfield, MO Welcome to this expansive and beautifully appointed home nestled on a private, 1.16-acre l...	5 beds \| 5 baths \| 7,447 sq.ft.	$1,425,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $5980 Airbnb ROI: N/A Traditional ROI: 2.32%
2316 Coventry Farm Ct Chesterfield, MO Charming 2-story home perfectly situated on a level lot with a big, private backyard! Enjo...	4 beds \| 3 baths \| 3,145 sq.ft.	$649,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.03% Airbnb Rental Income: $null Traditional Rental Income: $3117 Airbnb ROI: N/A Traditional ROI: 3.03%
16543 Yellowwood Dr #66-302 Chesterfield, MO Trendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea...	3 beds \| 3 baths \| 2,370 sq.ft.	$789,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.09% Airbnb Rental Income: $null Traditional Rental Income: $2823 Airbnb ROI: N/A Traditional ROI: 2.09%
16545 Yellowwood Dr #66-303 Chesterfield, MO Trendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea...	3 beds \| 3 baths \| 2,370 sq.ft.	$805,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.02% Airbnb Rental Income: $null Traditional Rental Income: $2815 Airbnb ROI: N/A Traditional ROI: 2.02%
16541 Yellowwood Dr #66-301 Chesterfield, MO Trendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea...	3 beds \| 3 baths \| 2,370 sq.ft.	$809,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.01% Airbnb Rental Income: $null Traditional Rental Income: $2820 Airbnb ROI: N/A Traditional ROI: 2.01%
1525 Hampton Hall Dr #5 Chesterfield, MO Welcome to this Beautiful first floor condo in the highly sought after Brandywine Communit...	2 beds \| 2 baths \| 1,547 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.91% Airbnb Rental Income: $null Traditional Rental Income: $2008 Airbnb ROI: N/A Traditional ROI: 2.91%
16553 Yellowwood Dr #63-302 Chesterfield, MO New construction by Fischer Homes in beautiful Wildhorse Village featuring the Clifton pla...	3 beds \| 3 baths \| 2,370 sq.ft.	$750,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.21% Airbnb Rental Income: $null Traditional Rental Income: $2797 Airbnb ROI: N/A Traditional ROI: 2.21%
16176 Lea Oak Ct Chesterfield, MO Experience comfort and style in this beautifully updated townhome with a dramatic two-stor...	2 beds \| 2 baths \| 1,800 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.55% Airbnb Rental Income: $null Traditional Rental Income: $2146 Airbnb ROI: N/A Traditional ROI: 2.55%
15278 Country Field Ct Chesterfield, MO Welcome to refined suburban living in this exquisitely renovated ranch-style home, offerin...	5 beds \| 3 baths \| 2,810 sq.ft.	$515,000	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%
1004 Weidman Rd Chesterfield, MO 1004 Weidman Rd, Chesterfield, MO 63017 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$3,000,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.73% Airbnb Rental Income: $null Traditional Rental Income: $748 Airbnb ROI: N/A Traditional ROI: -1.73%
Lot 8 Sommerlin Chesterfield, MO	4 beds \| 2 baths \| 2,671 sq.ft.	$552,218	Airbnb cash on cash: N/A Traditional cash on cash: 2.07% Airbnb Rental Income: $null Traditional Rental Income: $2174 Airbnb ROI: N/A Traditional ROI: 2.07%
6 Upper Conway Ln Chesterfield, MO Experience elevated living in this exceptional villa, perfectly situated in one of Chester...	3 beds \| 4 baths \| 6,374 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.97% Airbnb Rental Income: $null Traditional Rental Income: $3784 Airbnb ROI: N/A Traditional ROI: 0.97%
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.	$1,224,900	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 Rd Chesterfield, MO Fabulous 2 story complemented with numerous upgrades! The modern kitchen has solid surface...	4 beds \| 2 baths \| 2,556 sq.ft.	$494,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $2732 Airbnb ROI: N/A Traditional ROI: 3.76%
16503 Honey Locust Dr Chesterfield, MO Welcome home to this beautiful three-level townhome that offers space, style, and comfort ...	4 beds \| 2 baths \| 2,534 sq.ft.	$799,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.97% Airbnb Rental Income: $null Traditional Rental Income: $2917 Airbnb ROI: N/A Traditional ROI: 0.97%
16712 Chesterfield Farms Dr Chesterfield, MO 16712 Chesterfield Farms Dr, Chesterfield, MO 63005 \| Single Family Residential	4 beds \| 3 baths \| 1,655 sq.ft.	$597,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.14% Airbnb Rental Income: $null Traditional Rental Income: $1881 Airbnb ROI: N/A Traditional ROI: 1.14%
135 Greentrails Dr S Chesterfield, MO 135 Greentrails Dr S, Chesterfield, MO 63017 \| Single Family Residential	5 beds \| 3 baths \| 3,450 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.98% Airbnb Rental Income: $null Traditional Rental Income: $2401 Airbnb ROI: N/A Traditional ROI: 1.98%
2315 Baxter Rd Chesterfield, MO 2315 Baxter Rd, Chesterfield, MO 63017 \| Single Family Residential	1 beds \| 1 baths \| 1,200 sq.ft.	$1,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.62% Airbnb Rental Income: $null Traditional Rental Income: $723 Airbnb ROI: N/A Traditional ROI: -1.62%
1324 Riverdale Cir Chesterfield, MO 1324 Riverdale Cir, Chesterfield, MO 63005 \| Single Family Residential	4 beds \| 2 baths \| 3,135 sq.ft.	$709,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.02% Airbnb Rental Income: $null Traditional Rental Income: $2094 Airbnb ROI: N/A Traditional ROI: 1.02%
14471 Bantry Ln #11 Chesterfield, MO 14471 Bantry Ln #11, Chesterfield, MO 63017 \| Condo/Coop	1 beds \| 1 baths \| 1,070 sq.ft.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.64% Airbnb Rental Income: $null Traditional Rental Income: $774 Airbnb ROI: N/A Traditional ROI: -0.64%

Real Estate investment in Chesterfield, MO

There are 85 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $577,000 and the average price per square foot is $208. In March 2026, the average monthly cash on cash return in Chesterfield is 2.00%. The average monthly rental income in Chesterfield is $2,596.

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

There are 85 investment properties available for sale in Chesterfield.

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

Your search for investment property begins and ends here

Investment Property for Sale in Chesterfield, MO

1203 Beaver Creek Rd

Chesterfield, MO

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

$535,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.38%

Airbnb Rental Income: $null

Traditional Rental Income: $2721

Airbnb ROI: N/A

Traditional ROI: 3.38%

1 Monarch Trace Ct #301

Chesterfield, MO

2 beds | 2 baths | 1,186 sq.ft.

$277,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2178

Airbnb ROI: N/A

Traditional ROI: 3.77%

27 Bonhomme Grove Ct

Chesterfield, MO

4 beds | 4 baths | 6,993 sq.ft.

$1,450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.88%

Airbnb Rental Income: $null

Traditional Rental Income: $4765

Airbnb ROI: N/A

Traditional ROI: 0.88%

13579 Coliseum Dr #G

Chesterfield, MO

2 beds | 1 baths | 1,020 sq.ft.

$165,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.67%

Airbnb Rental Income: $null

Traditional Rental Income: $1105

Airbnb ROI: N/A

Traditional ROI: 1.67%

753 Silver Buck Ln

Chesterfield, MO

3 beds | 3 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 Ln

Chesterfield, MO

5 beds | 4 baths | 5,293 sq.ft.

$1,890,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.32%

Airbnb Rental Income: $null

Traditional Rental Income: $2987

Airbnb ROI: N/A

Traditional ROI: -0.32%

730 Willow Spring Hill Ct

Chesterfield, MO

5 beds | 3 baths | 5,344 sq.ft.

$579,900

Airbnb cash on cash: N/A

Traditional cash on cash: 0.57%

Airbnb Rental Income: $null

Traditional Rental Income: $2416

Airbnb ROI: N/A

Traditional ROI: 0.57%

409 Griffith Ln

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