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 |
|---|---|---|---|
15645 Dresden Lake CourtChesterfield, MOWonderful Ranch in Sought-After Baxter Lakes Subdivision! This well maintained ranch home... |
3 beds | 2 baths | 1,740 sq.ft. |
$399,900 |
Airbnb cash on cash: -0.42%
|
1104 Cantina DriveChesterfield, MOAbsolutely adorable 3-bed, 2.5-bath, 1,736 sqft all-brick townhome. Ready to move in for s... |
3 beds | 3 baths | 1,736 sq.ft. |
$215,000 |
Airbnb cash on cash: -1.99%
|
1059 Greystone Manor ParkwayChesterfield, MOWelcome home to this beautifully updated 2-story residence situated on a nearly one-acre l... |
4 beds | 5 baths | 5,763 sq.ft. |
$1,285,000 |
Airbnb cash on cash: -0.74%
|
1805 Sumter Ridge CourtChesterfield, MOWelcome to this exceptional two-story home situated on a quiet cul-de-sac in the highly so... |
4 beds | 3 baths | 3,551 sq.ft. |
$675,000 |
Airbnb cash on cash: 0.51%
|
207 Renaldo DriveChesterfield, MOIntroducing 207 Renaldo Dr, recently updated with fresh interior paint and an accent backs... |
4 beds | 3 baths | 3,238 sq.ft. |
$507,000 |
Airbnb cash on cash: 1.25%
|
1332 Chesterfield Estates DrChesterfield, MOBuy this home if YOU Are Not Satisfied with your purchase in 12 Months I'LL Buy It back or... |
4 beds | 5 baths | 2,996 sq.ft. |
$649,900 |
Airbnb cash on cash: 0.67%
|
1842 Newburyport RoadChesterfield, MOWelcome to 1842 Newburyport Drive, ideally situated on a quiet cul-de-sac in the heart of ... |
4 beds | 3 baths | 3,545 sq.ft. |
$650,000 |
Airbnb cash on cash: 0.48%
|
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
|
6 Monarch Trace Court #204Chesterfield, MOShowings begin Thurs, May 28 WELCOME HOME! Experience easy, carefree living in this luxury... |
2 beds | 2 baths | 1,186 sq.ft. |
$275,000 |
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: 0.06%
|
14380 Cedar Springs DriveChesterfield, MOEasy, low-maintenance living in Town & Country-with space and flexibility today's buyers a... |
4 beds | 4 baths | 4,684 sq.ft. |
$564,000 |
Airbnb cash on cash: -0.6%
|
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
|
1949 Lanchester CourtChesterfield, MOLocation! Updated! Move-In Ready! Beautiful 5-bedroom, 3.5-bath, two-story home offering ... |
5 beds | 4 baths | 4,144 sq.ft. |
$725,000 |
Airbnb cash on cash: -0.07%
|
14305 Gatwick CourtChesterfield, MOIf youâve been looking for low-maintenance living without giving up space, privacy, or f... |
3 beds | 4 baths | 3,136 sq.ft. |
$685,000 |
Airbnb cash on cash: -1.9%
|
240 Whiting LaneChesterfield, MOBeautiful updates and exceptional living await you in this Chesterfield, MO home! Located ... |
4 beds | 3 baths | 4,198 sq.ft. |
$950,000 |
Airbnb cash on cash: -0.22%
|
1511 Hampton Hall Drive #10Chesterfield, MOIf you are looking for comfort, this updated 2nd floor condo may be for you! Boasting the ... |
2 beds | 2 baths | 976 sq.ft. |
$185,000 |
Airbnb cash on cash: N/A
|
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: -1.02%
|
1512 Bedford Forge Court #11Chesterfield, MOBeautifully updated end-unit condo in the highly desirable Brandywine community, located i... |
1 beds | 2 baths | 1,292 sq.ft. |
$222,500 |
Airbnb cash on cash: N/A
|
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 | 2,382 sq.ft. |
$699,900 |
Airbnb cash on cash: -0.73%
|
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: -1.18%
|
14852 Greenleaf Valley DriveChesterfield, MOA beautiful 2-story in Chesterfield awaits itâs new owner. Featuring 4 bedrooms and 3.5 ... |
4 beds | 4 baths | 3,348 sq.ft. |
$625,000 |
Airbnb cash on cash: 0.66%
|
730 Willow Spring Hill CourtChesterfield, MOWelcome to this spacious and beautifully maintained villa located in the desirable Cedar S... |
5 beds | 4 baths | 5,344 sq.ft. |
$499,000 |
Airbnb cash on cash: -1.24%
|
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
|
13453 Coliseum Drive #EChesterfield, MOPrime Chesterfield location! Donât miss this beautifully maintained and move-in ready co... |
2 beds | 2 baths | 1,000 sq.ft. |
$124,900 |
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: -0.22%
|
805 Silver Buck LaneChesterfield, MONew 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: -0.62%
|
1511 Hampton Hall Drive #19 & 20Chesterfield, MOPrice reduced at no fault of the Seller and is now priced at $85.39/sqft-well below Market... |
3 beds | 3 baths | 2,960 sq.ft. |
$255,000 |
Airbnb cash on cash: -6.19%
|
15486 Hitchcock RoadChesterfield, MOLocated in the highly desirable Shenandoah neighborhood, this charming 2-story colonial of... |
4 beds | 4 baths | 3,028 sq.ft. |
$435,000 |
Airbnb cash on cash: 2%
|
394 Branchport DriveChesterfield, MOWelcome to 394 Branchport Drive in the highly sought-after Green Trails Estates! This stun... |
5 beds | 4 baths | 4,400 sq.ft. |
$729,000 |
Airbnb cash on cash: 0.34%
|
16250 Lea Oak CourtChesterfield, MOBeautifully maintained townhome in the heart of Chesterfield, offering convenient access t... |
2 beds | 4 baths | 1,880 sq.ft. |
$349,900 |
Airbnb cash on cash: N/A
|
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: -0.6%
|
13222 Cantina DriveChesterfield, MOTucked into a convenient Chesterfield location, this well-maintained townhome offers the s... |
3 beds | 3 baths | 2,136 sq.ft. |
$217,500 |
Airbnb cash on cash: -2.27%
|
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: -1.25%
|
960 Chesterfield Parkway 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 | 2,211 sq.ft. |
$449,900 |
Airbnb cash on cash: 1.9%
|
1326 Top Of The Hill RoadChesterfield, MOBack active due to no fault of the seller. Welcome to this massive and luxurious Ranch hom... |
3 beds | 2 baths | 2,811 sq.ft. |
$949,900 |
Airbnb cash on cash: -0.84%
|
Real Estate investment in Chesterfield, MO
There are 123 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 $212. In July 2026, the average monthly cash on cash return in Chesterfield is 3.00%. The average monthly rental income in Chesterfield is $2,776.