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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
827 Stone Meadow DriveChesterfield, MOContemporary villa living with the space, layout, and upgrades buyers rarely find together... |
4 beds | 4 baths | 3,308 sq.ft. |
$625,000 |
Airbnb cash on cash: 0.71%
|
15574 Highcroft DriveChesterfield, MOBeautifully updated and move-in-ready, this home offers a charming blend of style and func... |
4 beds | 3 baths | 2,907 sq.ft. |
$525,000 |
Airbnb cash on cash: 2.26%
|
15049 Claymoor Court #17Chesterfield, MOUpdated and move-in ready...End unit condo in wonderful Broadmoor. Features large open liv... |
3 beds | 3 baths | 2,088 sq.ft. |
$315,000 |
Airbnb cash on cash: -1.32%
|
27 Bonhomme Grove CourtChesterfield, MOLuxury villa living at its finest in this stunning 1.5-story residence, thoughtfully desig... |
4 beds | 5 baths | 6,993 sq.ft. |
$1,399,999 |
Airbnb cash on cash: -1.14%
|
1 Monarch Trace Court #303Chesterfield, MOWelcome to easy, low-maintenance living in the heart of Chesterfield! This well-maintained... |
2 beds | 2 baths | 1,186 sq.ft. |
$270,000 |
Airbnb cash on cash: N/A
|
1556 Wildhorse Parkway DriveChesterfield, MOThis 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. |
$1,149,900 |
Airbnb cash on cash: 0.79%
|
1629 Walpole Drive #DChesterfield, MOWelcome to 1629 Walpole Dr #D in the heart of desirable Chesterfield! This beautifully upd... |
2 beds | 2 baths | 1,320 sq.ft. |
$229,000 |
Airbnb cash on cash: N/A
|
14305 Gatwick CourtChesterfield, MOIf you've been looking for low-maintenance living without giving up space, privacy, or fun... |
3 beds | 4 baths | 3,136 sq.ft. |
$685,000 |
Airbnb cash on cash: -1.43%
|
753 Silver Buck LaneChesterfield, MONew Construction (Currently Under Construction)! Built by one of St. Louis' premier hands ... |
4 beds | 4 baths | 5,535 sq.ft. |
$1,855,000 |
Airbnb cash on cash: -0.76%
|
1915 Walden Pond CtChesterfield, MOBuy this home if YOU Are Not Satisfied with your purchase in 12 Months I'LL Buy It back or... |
3 beds | 4 baths | 2,730 sq.ft. |
$699,900 |
Airbnb cash on cash: -0.27%
|
744 Silver Buck LaneChesterfield, MONew 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: -0.74%
|
13485 Coliseum Dr #GChesterfield, MOBuy this home if YOU Are Not Satisfied with your purchase in 12 Months I'LL Buy It back or... |
2 beds | 2 baths | 1,020 sq.ft. |
$119,900 |
Airbnb cash on cash: N/A
|
776 Schaeffer's Grove CourtChesterfield, MONew 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: 0.23%
|
805 Silver Buck LnChesterfield, MONew 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: -0.43%
|
1233 Fienup Lake DriveChesterfield, MOThis exceptional like-new 1.5-story offers exquisite craftsmanship, modern design and plen... |
5 beds | 5 baths | 4,865 sq.ft. |
$1,325,000 |
Airbnb cash on cash: -0.42%
|
16553 Yellowwood Drive #63-302Chesterfield, MONew construction by Fischer Homes in beautiful Wildhorse Village featuring the Clifton pla... |
3 beds | 4 baths | 2,370 sq.ft. |
$720,000 |
Airbnb cash on cash: -0.22%
|
16503 Honey Locust DriveChesterfield, MOWelcome home to this beautiful three-level townhome that offers space, style, and comfort ... |
4 beds | 4 baths | 2,534 sq.ft. |
$799,900 |
Airbnb cash on cash: 0.03%
|
2029 Brook Hill LaneChesterfield, MOWelcome 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: 0.05%
|
2221 Stonegate Manor CourtChesterfield, MOThis 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: 0.46%
|
1401 Fox Hill Farms CourtChesterfield, MOPrestigious homes in this highly coveted Chesterfield neighborhood rarely come to market, ... |
5 beds | 7 baths | 7,880 sq.ft. |
$2,349,000 |
Airbnb cash on cash: -0.89%
|
960 Chesterfield Pkwy EChesterfield, MOPrime opportunity along highly visible Chesterfield Parkway! This versatile 1.31 acre parc... |
2 beds | 1 baths | 1,424 sq.ft. |
$799,000 |
Airbnb cash on cash: N/A
|
14555 Coeur Dalene CtChesterfield, MOBuy this home if YOU Are Not Satisfied with your purchase in 12 Months I'LL Buy It back or... |
4 beds | 3 baths | N/A |
$449,900 |
Airbnb cash on cash: 2.97%
|
14033 Woods Mill Cove DriveChesterfield, MOBeautifully designed 1.5-story villa offering an ideal blend of space, comfort, and timele... |
3 beds | 4 baths | 4,763 sq.ft. |
$599,900 |
Airbnb cash on cash: -1.45%
|
16011 Clarkson Mill CircleChesterfield, MOContinue to show...backup offers welcome! Welcome to 16011 Clarkson Mill Circle-an excepti... |
4 beds | 5 baths | 4,267 sq.ft. |
$1,175,000 |
Airbnb cash on cash: -0.14%
|
17601 Burnham CourtChesterfield, MOSituated on a quiet cul-de-sac in the highly sought-after Wildhorse subdivision, this spac... |
5 beds | 6 baths | 5,370 sq.ft. |
$875,000 |
Airbnb cash on cash: 0.58%
|
917 Silver Buck LaneChesterfield, MO
|
5 beds | 5 baths | 4,752 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.05%
|
15668 Coventry Farm DriveChesterfield, MOGorgeous, fully updated 2-story in highly sought-after Coventry Farm, truly move-in ready ... |
3 beds | 4 baths | 3,100 sq.ft. |
$599,000 |
Airbnb cash on cash: -0.31%
|
1009 Speckledwood Manor CourtChesterfield, MOBeautifully updated 4BD/4BA home in The Estates of Nooning Tree, a private gated community... |
5 beds | 4 baths | 3,311 sq.ft. |
$790,000 |
Airbnb cash on cash: 0.92%
|
2268 Kittridge CourtChesterfield, MOPrice Reduction! A tremendous value! This lovely home is spacious with an open floor plan ... |
4 beds | 3 baths | 2,618 sq.ft. |
$499,900 |
Airbnb cash on cash: 2.4%
|
1868 Newburyport RoadChesterfield, MOWelcome to this 2-story Chesterfield home situated on a private half-acre lot with an ingr... |
4 beds | 4 baths | 3,703 sq.ft. |
$795,000 |
Airbnb cash on cash: 0.69%
|
16555 Yellowwood Drive #63-303Chesterfield, MONew construction by Fischer Homes in the beautiful Wildhorse Village community, featuring ... |
3 beds | 4 baths | 2,515 sq.ft. |
$859,678 |
Airbnb cash on cash: -0.67%
|
1012 Greystone Manor ParkwayChesterfield, MONestled in one of Chesterfield's most sought-after neighborhoods and the model display hom... |
5 beds | 6 baths | 6,441 sq.ft. |
$1,699,000 |
Airbnb cash on cash: -0.61%
|
1544 Horseshoe Ridge RoadChesterfield, MOExceptional opportunity in sought-after Kehrs Mill Trails! This custom-built home is nestl... |
4 beds | 3 baths | 3,378 sq.ft. |
$650,000 |
Airbnb cash on cash: 1.12%
|
176 Brighthurst DriveChesterfield, MOShowings start on Friday 5/22/2026. Absolutely Charming House! Location! Privacy! Updates!... |
4 beds | 4 baths | 2,981 sq.ft. |
$650,000 |
Airbnb cash on cash: 1.39%
|
15022 Baxter Village DriveChesterfield, MOExcellent opportunity to own a townhome in Parkway Schools | Fantastic Location with close... |
2 beds | 3 baths | 1,584 sq.ft. |
$239,900 |
Airbnb cash on cash: N/A
|
Real Estate investment in Chesterfield, MO
There are 83 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $594,644 and the average price per square foot is $216. In August 2026, the average monthly cash on cash return in Chesterfield is 2.00%. The average monthly rental income in Chesterfield is $2,944.