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 |
|---|---|---|---|
1541 Milbridge DriveChesterfield, MOLOCATION! LOCATION! LOCATION! If you're looking for a low maintenance town home in a soug... |
2 beds | 4 baths | 1,519 sq.ft. |
$362,500 |
Airbnb cash on cash: N/A
|
1203 Beaver Creek RoadChesterfield, MOWelcome to this beautifully updated multi-level home that offers far more than meets the e... |
4 beds | 3 baths | 2,349 sq.ft. |
$535,000 |
Airbnb cash on cash: 0.35%
|
1 Monarch Trace Court #301Chesterfield, MOMove-In Ready 2-Bedroom, 2-Bath Condo with Modern Finishes Welcome to low-maintenance l... |
2 beds | 2 baths | 1,186 sq.ft. |
$274,000 |
Airbnb cash on cash: N/A
|
1 Monarch Trace Court #307Chesterfield, MOWelcome to Unit #307 at Monarch Trace, a top-floor 2-bedroom, 2-bath all electric condo wi... |
2 beds | 2 baths | 1,186 sq.ft. |
$259,000 |
Airbnb cash on cash: N/A
|
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. |
$1,450,000 |
Airbnb cash on cash: -1.85%
|
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. |
$1,199,900 |
Airbnb cash on cash: -0.48%
|
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. |
$589,000 |
Airbnb cash on cash: -1.55%
|
2052 Tramore CtChesterfield, MOBuy this home if YOU Are Not Satisfied with your purchase in 12 Months I'LL Buy It back or... |
3 beds | 3 baths | 1,620 sq.ft. |
$299,900 |
Airbnb cash on cash: -0.52%
|
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: -1.69%
|
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: -1.5%
|
16839 Kehrsbrooke CourtChesterfield, MOTucked away on a breathtaking one-acre wooded setting, this exceptional two-story residenc... |
5 beds | 4 baths | 4,052 sq.ft. |
$750,000 |
Airbnb cash on cash: -1.01%
|
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. |
$559,900 |
Airbnb cash on cash: -2.27%
|
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. |
$795,000 |
Airbnb cash on cash: N/A
|
409 Griffith LaneChesterfield, MOThis 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: -0.99%
|
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
|
931 Wellesley Place DriveChesterfield, MOWelcome home to this fresh and inviting 3 bedroom, 3 bath ranch in the heart of Chesterfie... |
3 beds | 3 baths | 1,638 sq.ft. |
$575,000 |
Airbnb cash on cash: -1.14%
|
14623 Kendall Ridge DriveChesterfield, MOElegant 4-bedroom, 2 1/2 bath villa located in a gated community! Offering a secluded and ... |
4 beds | 3 baths | 3,664 sq.ft. |
$1,090,000 |
Airbnb cash on cash: -1.27%
|
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: -0.55%
|
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: -0.79%
|
1511 Hampton Hall Drive #19 & 20Chesterfield, MOWe are priced aggressively for the Spring market and firmly positioned with THE BEST value... |
3 beds | 3 baths | 2,960 sq.ft. |
$275,000 |
Airbnb cash on cash: -6.8%
|
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: N/A
|
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: -2.22%
|
13503 Coliseum DriveChesterfield, MOHoly smokes! Can you believe a true 4 bedroom, 2.5 bath townhouse in the Chesterfield? Wha... |
4 beds | 3 baths | 1,696 sq.ft. |
$195,000 |
Airbnb cash on cash: -0.12%
|
1318 Conway Oaks DriveChesterfield, MOStep into this stunning 1.5-story home offering 4+ bedrooms and 3 full and 1 half baths, t... |
4 beds | 4 baths | 3,565 sq.ft. |
$750,000 |
Airbnb cash on cash: -0.33%
|
15648 Sugarridge CourtChesterfield, MOHERE IS YOUR CHANCE FOR A WONDERFUL HOME! Freshly painted main level. Kitchen and laundry ... |
4 beds | 4 baths | 3,166 sq.ft. |
$513,000 |
Airbnb cash on cash: 0.24%
|
170 Saddleford DriveChesterfield, MOStep into a home designed for the way you live in the heart of Westbury Manor. This stunni... |
4 beds | 3 baths | 3,196 sq.ft. |
$585,000 |
Airbnb cash on cash: 0.07%
|
17702 Horse Creek CourtChesterfield, MOWelcome to this expansive and beautifully appointed home nestled on a private, 1.16-acre l... |
5 beds | 7 baths | 7,447 sq.ft. |
$1,425,000 |
Airbnb cash on cash: -1.51%
|
16401 Wilson Farm DriveChesterfield, MOWelcome to 16401 Wilson Farm drive in the sought after Wilson Farm Estates subdivision. T... |
4 beds | 4 baths | 4,314 sq.ft. |
$700,000 |
Airbnb cash on cash: -0.45%
|
1121 Matador DriveChesterfield, MOThis inviting and well-maintained townhome offers the perfect blend of comfort and conveni... |
3 beds | 3 baths | 1,736 sq.ft. |
$199,900 |
Airbnb cash on cash: -3.4%
|
2316 Coventry Farm CourtChesterfield, MOCharming 2-story home perfectly situated on a level lot with a big, private backyard! Enjo... |
4 beds | 4 baths | 3,145 sq.ft. |
$649,999 |
Airbnb cash on cash: -0.12%
|
1521 Hedgeford Drive #8Chesterfield, MOWelcome Home to 1521 Hedgeford Dr, Unit #8! Step into this beautifully maintained first-f... |
2 beds | 2 baths | 976 sq.ft. |
$190,000 |
Airbnb cash on cash: N/A
|
16543 Yellowwood Drive #66-302Chesterfield, MOTrendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea... |
3 beds | 4 baths | 2,370 sq.ft. |
$789,900 |
Airbnb cash on cash: -1.05%
|
330 Morristown CourtChesterfield, MOQuality abounds in this charming end-unit townhouse located in desirable Baywood Villages.... |
3 beds | 4 baths | 3,226 sq.ft. |
$534,900 |
Airbnb cash on cash: -3.14%
|
16545 Yellowwood Drive #66-303Chesterfield, MOTrendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea... |
3 beds | 4 baths | 2,370 sq.ft. |
$805,000 |
Airbnb cash on cash: -1.05%
|
16541 Yellowwood Drive #66-301Chesterfield, MOTrendy new Clifton plan by Fischer Homes in beautiful Wildhorse Village. This townhome fea... |
3 beds | 4 baths | 2,370 sq.ft. |
$809,900 |
Airbnb cash on cash: -1.05%
|
1525 Hampton Hall Drive #5Chesterfield, MOWelcome 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
|
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. |
$750,900 |
Airbnb cash on cash: -1.05%
|
15278 Country Field CourtChesterfield, MOWelcome to refined suburban living in this exquisitely renovated ranch-style home, offerin... |
5 beds | 3 baths | 2,810 sq.ft. |
$499,900 |
Airbnb cash on cash: -0.1%
|
Real Estate investment in Chesterfield, MO
There are 83 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $548,505 and the average price per square foot is $201. In April 2026, the average monthly cash on cash return in Chesterfield is 3.00%. The average monthly rental income in Chesterfield is $2,734.