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 71 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
596 Eagle Manor LaneChesterfield, MO100-Day Home Warranty coverage available at closing. Seller may consider buyer concession... |
4 beds | 5 baths | 5,393 sq.ft. |
$700,000 |
Airbnb cash on cash: 0%
|
1315 Wildhorse Meadows DriveChesterfield, MOElegant 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: -0.89%
|
14361 Stablestone CourtChesterfield, MOWelcome to this charming and spacious Chesterfield home offering comfort, convenience, and... |
4 beds | 3 baths | 3,144 sq.ft. |
$565,000 |
Airbnb cash on cash: 0.61%
|
1556 Wildhorse Parkway DriveChesterfield, MOThis exquisite newly built just finished on September 14th, 2025, 1.5 story home 0.72 Acre... |
5 beds | 5 baths | 4,260 sq.ft. |
$1,299,900 |
Airbnb cash on cash: 0.23%
|
16078 Meadow Oak DriveChesterfield, MOWelcome to this inviting 1.5-story home in Chesterfield in Rockwood Schools! Situated in C... |
4 beds | 3 baths | 2,668 sq.ft. |
$530,000 |
Airbnb cash on cash: 0.69%
|
16446 Dapple Gray CourtChesterfield, MOTucked away on 3 private, wooded acres, this beautifully updated ranch home offers the per... |
4 beds | 5 baths | 5,368 sq.ft. |
$799,000 |
Airbnb cash on cash: -0.38%
|
14009 Ladue RoadChesterfield, MOWelcome to 14009 Ladue Rd, a stunning full-brick colonial on a premier half-acre lot in Ch... |
4 beds | 3 baths | 3,856 sq.ft. |
$675,000 |
Airbnb cash on cash: 0.34%
|
1237 Cedar Creek RdChesterfield, MOBuy this home if YOU Are Not Satisfied with your purchase in 12 Months I'LL Buy It back or... |
4 beds | 3 baths | 2,506 sq.ft. |
$499,000 |
Airbnb cash on cash: 1.13%
|
9 Picardy Hill DriveChesterfield, MOWelcome to this Beautifully updated 5BR/4.5BA Villa offering nearly 4,000 sq. ft. of elega... |
5 beds | 5 baths | 3,890 sq.ft. |
$899,000 |
Airbnb cash on cash: -0.32%
|
831 Stone Meadow DriveChesterfield, MOLocation, location, Chesterfield's Meadows at Stonehill is nested in a superb location be... |
2 beds | 3 baths | 2,712 sq.ft. |
$569,900 |
Airbnb cash on cash: -0.9%
|
962 Silver Buck LaneChesterfield, MOWelcome to this beautiful 1.5-story home situated on a large, level fenced lot that backs ... |
4 beds | 4 baths | 3,905 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.85%
|
753 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: -1.35%
|
744 Silver Buck LaneChesterfield, MONew 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: -1.35%
|
782 Schaeffer's Grove CourtChesterfield, MONew 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: -1.35%
|
16757 Benton Taylor DriveChesterfield, MONestled 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. |
$845,000 |
Airbnb cash on cash: -0.56%
|
1205 Patchwork FieldsChesterfield, MOLocated in prestigious Fienup Farms, this impressive 1.5 story, built in 2021 by Claymont ... |
5 beds | 5 baths | 6,339 sq.ft. |
$2,375,000 |
Airbnb cash on cash: -1.05%
|
15371 Timber Hill LaneChesterfield, MOCompletely updated 2-story home in a quiet cul-de-sac! Step inside to discover gleaming wo... |
4 beds | 3 baths | 2,398 sq.ft. |
$579,000 |
Airbnb cash on cash: 0.73%
|
15261 Springrun DriveChesterfield, MOYour dream home awaits in the Upper Conway Area! Welcome to 15261 Springrun Dr. Chesterfie... |
5 beds | 3 baths | 2,347 sq.ft. |
$495,000 |
Airbnb cash on cash: 1.78%
|
718 Silver Buck LaneChesterfield, MONew Construction, Chesterfield, Rockwood Schools! MAGNIFICENT 1.5 Story home w/ Finished L... |
5 beds | 5 baths | 5,244 sq.ft. |
$1,840,000 |
Airbnb cash on cash: -0.05%
|
724 Silver Buck LaneChesterfield, MOMAGNIFICENT Ranch home w/ Finished Lower Level in a FABULOUS LOCATION! This Spec House is ... |
4 beds | 4 baths | 5,535 sq.ft. |
$1,805,000 |
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: -0.46%
|
14308 Conway Meadows Court #203Chesterfield, MOThis refined two-bedroom condo in the prestigious Conway Meadows offers rare MAIN-LEVEL ac... |
2 beds | 2 baths | 2,179 sq.ft. |
$399,900 |
Airbnb cash on cash: -0.74%
|
232 Cordovan Commons ParkwayChesterfield, MOWelcome 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: -0.2%
|
2259 Sycamore DriveChesterfield, MOExceptional Living in Chesterfieldâs Twin Estates Experience refined living at 2259 Syca... |
5 beds | 4 baths | 3,952 sq.ft. |
$799,900 |
Airbnb cash on cash: 0.25%
|
1255 Walnut Hill Farm DriveChesterfield, MOWelcome 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: -1.51%
|
14361 White Birch Valley LaneChesterfield, MOHurry | Desired Chesterfield Location - Highways, Shopping, Restaurants | Quiet Cul-de-sac... |
4 beds | 3 baths | 3,043 sq.ft. |
$529,900 |
Airbnb cash on cash: 0.87%
|
2209 Ridgley Woods DriveChesterfield, MO*NEW PRICE* Imagine coming home to this breathtaking estate where timeless elegance meets ... |
5 beds | 7 baths | 8,140 sq.ft. |
$1,650,000 |
Airbnb cash on cash: -0.65%
|
16350 Champion DriveChesterfield, MOThis stunning Atrium Ranch boasts high ceilings and premium finishes throughout, including... |
4 beds | 4 baths | 4,310 sq.ft. |
$885,000 |
Airbnb cash on cash: -0.61%
|
15464 Country Ridge DriveChesterfield, MOSeller may consider buyer concessions if made in an offer. Come see this beautifully renov... |
4 beds | 2 baths | 2,688 sq.ft. |
$495,000 |
Airbnb cash on cash: 1.07%
|
351 Oak Stand CourtChesterfield, MOWelcome to 351 Oak Stand Court, a stunning 6 bedroom, 4.5-bath home offering over 5,300 sq... |
5 beds | 5 baths | 5,323 sq.ft. |
$1,300,000 |
Airbnb cash on cash: -0.56%
|
15648 Sugarridge CourtChesterfield, MOThe seller has spent 40 wonderful years creating memories in this very well-maintained, tr... |
4 beds | 4 baths | 3,166 sq.ft. |
$525,000 |
Airbnb cash on cash: 0.81%
|
1507 Timberlake Manor ParkwayChesterfield, MOThe history of this home is charming, it is said this was a working farm with this home be... |
4 beds | 4 baths | 3,920 sq.ft. |
$690,000 |
Airbnb cash on cash: 0.23%
|
14628 Amberleigh Hill CourtChesterfield, MOSTUNNING Ranch Villa expertly renovated from top to bottomâdesigned by award-winning Cas... |
2 beds | 3 baths | 3,665 sq.ft. |
$830,000 |
Airbnb cash on cash: -1.04%
|
17283 Courtyard Mill LaneChesterfield, MOThis stunning 1.5-story custom-built home is a truly exceptional findâoffering timeless ... |
5 beds | 6 baths | 7,362 sq.ft. |
$2,295,000 |
Airbnb cash on cash: -1.25%
|