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
596 Eagle Manor Lane Chesterfield, MO Nestled in a prestigious neighborhood, this bright, spacious executive home offers an exce...	4 beds \| 5 baths \| 3,552 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $null Traditional Rental Income: $4673 Airbnb ROI: N/A Traditional ROI: 4.52%
89 Burning Tree Drive Chesterfield, MO Welcome to this stunning 4-bedroom, 2-bath ranch in the beautiful Four Seasons subdivision...	4 beds \| 2 baths \| 2,214 sq.ft.	$434,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $2549 Airbnb ROI: N/A Traditional ROI: 3.99%
1102 Wildhorse Meadows Drive Chesterfield, MO Prepare to be impressed by this stunning 1.5-story home featuring incredible outdoor livin...	4 beds \| 5 baths \| 4,151 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $4998 Airbnb ROI: N/A Traditional ROI: 4.09%
259 Stablestone Drive Chesterfield, MO Discover this exquisite two-story residence in the coveted Greenfield Village Subdivision....	4 beds \| 4 baths \| 3,300 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.74% Airbnb Rental Income: $null Traditional Rental Income: $3570 Airbnb ROI: N/A Traditional ROI: 5.74%
1025 Wellington Terr Chesterfield, MO Welcome to this magnificent Town and Country estate. This stately residence presents metic...	4 beds \| 4 baths \| 4,044 sq.ft.	$1,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.16% Airbnb Rental Income: $null Traditional Rental Income: $3485 Airbnb ROI: N/A Traditional ROI: 1.16%
1509 Hedgeford Drive #2 Chesterfield, MO BACK on Market! Delightful CONDO with Great Location! City of Chesterfield, MO, named amon...	2 beds \| 2 baths \| 1,157 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.61% Airbnb Rental Income: $null Traditional Rental Income: $1661 Airbnb ROI: N/A Traditional ROI: 3.61%
1511 Hampton Hall Drive #11 Chesterfield, MO Prime Chesterfield Location. Move-In Ready! Beautifully updated 2-bed, 2-bath condo, in th...	2 beds \| 2 baths \| 1,292 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.51% Airbnb Rental Income: $null Traditional Rental Income: $1662 Airbnb ROI: N/A Traditional ROI: 2.51%
230 Pennington Lane Chesterfield, MO Located in the highly sought after Forest Hills Club Estates, 230 Pennington Ln, is a stun...	4 beds \| 5 baths \| 5,237 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $4940 Airbnb ROI: N/A Traditional ROI: 2.32%
249 Dejournet Drive Chesterfield, MO Welcome to this beautifully maintained 2-story home in the sought after neighborhood of Ch...	4 beds \| 4 baths \| 3,492 sq.ft.	$670,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.19% Airbnb Rental Income: $null Traditional Rental Income: $3426 Airbnb ROI: N/A Traditional ROI: 3.19%
200 Valley View Drive Chesterfield, MO Incredible views with an amazing opportunity to build your dream home on one of the highes...	2 beds \| 1 baths \| 1,456 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.27% Airbnb Rental Income: $null Traditional Rental Income: $1508 Airbnb ROI: N/A Traditional ROI: 0.27%
16308 Bellingham Drive Chesterfield, MO Significant Price Improvement! Nestled on picturesque Justus Post Road, renowned for its s...	3 beds \| 3 baths \| 2,192 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.22% Airbnb Rental Income: $null Traditional Rental Income: $2491 Airbnb ROI: N/A Traditional ROI: 4.22%
15009 Claymoor Court #6 Chesterfield, MO 15009 Claymoor Ct. #6 may be just the unit you've been waiting for. It's almost 1500 sf, ...	2 beds \| 2 baths \| 1,490 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.78% Airbnb Rental Income: $null Traditional Rental Income: $1694 Airbnb ROI: N/A Traditional ROI: 2.78%
753 Silver Buck Lane Chesterfield, MO New Construction, Chesterfield, Rockwood Schools! Built by one of St. Louis' premier hands...	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%
637 CLOVERTRAIL Drive Chesterfield, MO This stunning 2-story home, boasting over 4,000 sq. ft. of total living space, is situated...	4 beds \| 3 baths \| 4,047 sq.ft.	$624,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $2868 Airbnb ROI: N/A Traditional ROI: 2.88%
744 TBB Silver Buck Lane Chesterfield, MO New Construction, Chesterfield, Rockwood Schools! Built by one of St. Louis' premier hands...	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%
782 TBB Schaeffer's Grove Court Chesterfield, MO New Construction, Chesterfield, Rockwood Schools! Built by one of St. Louis' premier hands...	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%
795 Schaeffer's Grove Court Chesterfield, MO New Construction, Chesterfield, Rockwood Schools! MAGNIFICENT 1.5 Story home with Finished...	5 beds \| 5 baths \| 5,293 sq.ft.	$1,510,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.26% Airbnb Rental Income: $null Traditional Rental Income: $4621 Airbnb ROI: N/A Traditional ROI: 1.26%
13511 Coliseum Drive Chesterfield, MO OWNER Wants Offer! Amazing townhome fully renovated and updated with 3 living levels, wal...	3 beds \| 3 baths \| 2,146 sq.ft.	$209,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.44% Airbnb Rental Income: $null Traditional Rental Income: $2507 Airbnb ROI: N/A Traditional ROI: 6.44%
759 UC Silver Buck Lane Chesterfield, MO New Construction, Chesterfield, Rockwood Schools! MAGNIFICENT 1.5 Story home with Finished...	5 beds \| 5 baths \| 5,293 sq.ft.	$1,510,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.28% Airbnb Rental Income: $null Traditional Rental Income: $4649 Airbnb ROI: N/A Traditional ROI: 1.28%
15579 Summer Lake Drive Chesterfield, MO Move-in ready ranch in Chesterfield with an open floor plan, high-end flooring, fresh pain...	3 beds \| 2 baths \| 2,908 sq.ft.	$484,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $2400 Airbnb ROI: N/A Traditional ROI: 3.18%
788 UC Schaeffer's Grove Court Chesterfield, MO New Construction, Chesterfield, Rockwood Schools! MAGNIFICENT 1.5 Story home with Finished...	5 beds \| 5 baths \| 5,293 sq.ft.	$1,510,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.26% Airbnb Rental Income: $null Traditional Rental Income: $4621 Airbnb ROI: N/A Traditional ROI: 1.26%
17017 Prestige Landing Chesterfield, MO Enjoy livable luxury in this 6,500 sq ft stunner backing to the picturesque 26-acre neighb...	4 beds \| 5 baths \| 6,474 sq.ft.	$1,950,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.56% Airbnb Rental Income: $null Traditional Rental Income: $4581 Airbnb ROI: N/A Traditional ROI: 0.56%
1994 Claymills Drive Chesterfield, MO This beautiful home boasts stunning 8-inch White Oak hardwood floors and freshly painted w...	4 beds \| 3 baths \| 3,003 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.35% Airbnb Rental Income: $null Traditional Rental Income: $2958 Airbnb ROI: N/A Traditional ROI: 3.35%
1205 Patchwork Fields Chesterfield, MO Located in prestigious Fienup Farms, this impressive 1.5 story, built in 2021 by Claymont ...	5 beds \| 5 baths \| 6,339 sq.ft.	$2,400,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.2% Airbnb Rental Income: $null Traditional Rental Income: $4553 Airbnb ROI: N/A Traditional ROI: 0.2%
13481 Coliseum Drive Chesterfield, MO Welcome to 13481 Coliseum Dr, this beautiful 3 bedroom, 2 full & 1 half bathroom condo is ...	3 beds \| 3 baths \| 2,005 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.77% Airbnb Rental Income: $null Traditional Rental Income: $2523 Airbnb ROI: N/A Traditional ROI: 6.77%
135 Ridgecrest Drive Chesterfield, MO Stunning 4 BDRM, 2 full, 2 half bath w/3100+ sq ft in the heart of Parkway Schools backing...	4 beds \| 4 baths \| 3,128 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.6% Airbnb Rental Income: $null Traditional Rental Income: $3361 Airbnb ROI: N/A Traditional ROI: 4.6%
1073 Polo Downs Drive Chesterfield, MO Stunning Town & Country estate home offers custom upgrades throughout. Step into the gran...	5 beds \| 6 baths \| 6,384 sq.ft.	$1,240,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $5761 Airbnb ROI: N/A Traditional ROI: 3.18%
15593 Bedford Forge Drive #9 Chesterfield, MO Great opportunity in an incredible location to own A freshly updated 2+ bed, 2 bath condo ...	2 beds \| 2 baths \| 1,547 sq.ft.	$279,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.79% Airbnb Rental Income: $null Traditional Rental Income: $1884 Airbnb ROI: N/A Traditional ROI: 4.79%
13301 Woodlake Village Court E Chesterfield, MO OPEN BOTH SATURDAY 12/14 FROM 1:00-3:00 and SUNDAY 12/15 FROM 12:00-2:00!!! You'll love ca...	2 beds \| 3 baths \| 1,726 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $2162 Airbnb ROI: N/A Traditional ROI: 4.04%
16571 Honey Locust Drive #30-303 Chesterfield, MO Trendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea...	3 beds \| 4 baths \| 2,370 sq.ft.	$852,472	Airbnb cash on cash: N/A Traditional cash on cash: 0.76% Airbnb Rental Income: $null Traditional Rental Income: $2625 Airbnb ROI: N/A Traditional ROI: 0.76%
16569 Honey Locust Drive #30-302 Chesterfield, MO Trendy new Clifton Modern Farmhouse plan by Fischer Homes in beautiful Wildhorse Village. ...	3 beds \| 4 baths \| 2,370 sq.ft.	$838,598	Airbnb cash on cash: N/A Traditional cash on cash: 1.15% Airbnb Rental Income: $null Traditional Rental Income: $2899 Airbnb ROI: N/A Traditional ROI: 1.15%
16567 Honey Locust Drive #30-301 Chesterfield, MO Trendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea...	3 beds \| 5 baths \| 2,370 sq.ft.	$797,157	Airbnb cash on cash: N/A Traditional cash on cash: 1.02% Airbnb Rental Income: $null Traditional Rental Income: $2680 Airbnb ROI: N/A Traditional ROI: 1.02%
16579 Honey Locust Drive #27-302 Chesterfield, MO Trendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea...	3 beds \| 4 baths \| 2,370 sq.ft.	$693,860	Airbnb cash on cash: N/A Traditional cash on cash: 1.46% Airbnb Rental Income: $null Traditional Rental Income: $2680 Airbnb ROI: N/A Traditional ROI: 1.46%
16577 Honey Locust Drive #27-301 Chesterfield, MO Trendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea...	3 beds \| 4 baths \| 2,370 sq.ft.	$773,451	Airbnb cash on cash: N/A Traditional cash on cash: 1.11% Airbnb Rental Income: $null Traditional Rental Income: $2680 Airbnb ROI: N/A Traditional ROI: 1.11%
13309 Chapel Mill Drive Chesterfield, MO Welcome to this spacious 2-bedroom, 2.5-bath end unit condo, perfect for comfortable and c...	2 beds \| 3 baths \| 1,725 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $2194 Airbnb ROI: N/A Traditional ROI: 4.26%
1530 Bedford Forge Court #10 Chesterfield, MO Discover your ideal retreat in this delightful garden-style condo, where open spaces and i...	2 beds \| 2 baths \| 976 sq.ft.	$170,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $1475 Airbnb ROI: N/A Traditional ROI: 3.62%
1161 Greystone Manor Parkway Chesterfield, MO Luxury living awaits in this custom 1.5-story home with over 7,800 sqft, nestled on a quie...	5 beds \| 5 baths \| 7,813 sq.ft.	$1,795,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.05% Airbnb Rental Income: $null Traditional Rental Income: $5029 Airbnb ROI: N/A Traditional ROI: 1.05%
18668 Olive Street Road Chesterfield, MO Welcome to your dream, mini-farm or homestead! Nestled on a 2-acre parcel, this stunning 3...	3 beds \| 2 baths \| 1,862 sq.ft.	$845,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $2198 Airbnb ROI: N/A Traditional ROI: 1.39%

Real Estate investment in Chesterfield, MO

There are 88 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $599,500 and the average price per square foot is $195. In December 2024, the average monthly cash on cash return in Chesterfield is 3.00%. The average monthly rental income in Chesterfield is $2,794.

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

There are 88 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

596 Eagle Manor Lane

Chesterfield, MO

4 beds | 5 baths | 3,552 sq.ft.

$749,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.52%

Airbnb Rental Income: $null

Traditional Rental Income: $4673

Airbnb ROI: N/A

Traditional ROI: 4.52%

89 Burning Tree Drive

Chesterfield, MO

4 beds | 2 baths | 2,214 sq.ft.

$434,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2549

Airbnb ROI: N/A

Traditional ROI: 3.99%

1102 Wildhorse Meadows Drive

Chesterfield, MO

4 beds | 5 baths | 4,151 sq.ft.

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.09%

Airbnb Rental Income: $null

Traditional Rental Income: $4998

Airbnb ROI: N/A

Traditional ROI: 4.09%

259 Stablestone Drive

Chesterfield, MO

4 beds | 4 baths | 3,300 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.74%

Airbnb Rental Income: $null

Traditional Rental Income: $3570

Airbnb ROI: N/A

Traditional ROI: 5.74%

1025 Wellington Terr

Chesterfield, MO

4 beds | 4 baths | 4,044 sq.ft.

$1,195,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.16%

Airbnb Rental Income: $null

Traditional Rental Income: $3485

Airbnb ROI: N/A

Traditional ROI: 1.16%

1509 Hedgeford Drive #2

Chesterfield, MO

2 beds | 2 baths | 1,157 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.61%

Airbnb Rental Income: $null

Traditional Rental Income: $1661

Airbnb ROI: N/A

Traditional ROI: 3.61%

1511 Hampton Hall Drive #11

Chesterfield, MO

2 beds | 2 baths | 1,292 sq.ft.

$240,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.51%

Airbnb Rental Income: $null

Traditional Rental Income: $1662

Airbnb ROI: N/A

Traditional ROI: 2.51%

230 Pennington Lane

Chesterfield, MO

4 beds | 5 baths | 5,237 sq.ft.

$1,200,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.32%

Airbnb Rental Income: $null

Traditional Rental Income: $4940

Airbnb ROI: N/A