Last updated October 22, 2026
Chesterfield and Wildwood sold the same size house in 2026, a median of about 3,330 square feet, but not at the same price: $685,000 in Chesterfield versus $599,000 in Wildwood. Wildwood’s homes were also newer, built at a median 1992 versus 1982, so the same budget reached more of Wildwood’s market.
These numbers count only sales inside each city’s limits. A Chesterfield or Wildwood mailing address doesn’t confirm the city or the school district, so check the exact address.
Short answers first, from 2026 closed single-family sales inside each city’s Census boundary: 120 in Chesterfield (January 5 through September 29) and 136 in Wildwood (January 8 through October 2). These are past sales, not what’s for sale today.
Yes. Chesterfield’s 2026 median was $685,000 and Wildwood’s $599,000, for houses of about the same size (3,326 vs. 3,342 sq ft). Chesterfield sold for $208 a square foot versus $187 in Wildwood, even though the Wildwood homes were newer (built 1992 vs. 1982).
A lot more of Wildwood. At $600,000 or less, a 2026 budget reached 72 of 136 Wildwood sales (52.9%) and 42 of 120 in Chesterfield (35.0%). The Wildwood homes at that budget had a median of 2,801 sq ft, built in 1987; Chesterfield’s, 2,556 sq ft, built in 1976.
At $500,000 or less: 38 of 136 Wildwood sales (27.9%) and 18 of 120 in Chesterfield (15.0%). At $750,000 or less the gap nearly closes: 91 (66.9%) and 75 (62.5%).
Yes, at every size. Chesterfield sold for $16 to $37 more a square foot than Wildwood in all six size ranges. Homes of 2,800–3,399 sq ft sold for a median $218 a square foot in Chesterfield and $181 in Wildwood, about $115,000 on a 3,100-square-foot house.
Wildwood. 79 of its 136 sales in 2026 (58.1%) were built in 1990 or later, versus 33 of 120 in Chesterfield (27.5%). Most Chesterfield sales were built from 1970 to 1989: 72 of 120 (60.0%).
A little faster in Chesterfield. The median days on market (CDOM) was 8 in Chesterfield and 10 in Wildwood. 54 of 120 Chesterfield sales (45.0%) closed above the original list price, versus 54 of 136 in Wildwood (39.7%). The median sale in both closed at the original list price.
Here’s the share of 2026 sales in each city that closed at or below each price, and the median size of those homes.
| Budget | Chesterfield (120) | Wildwood (136) |
|---|---|---|
| $400,000 | 3 (2.5%) | 13 (9.6%), 1,741 sq ft |
| $500,000 | 18 (15.0%), 2,502 sq ft | 38 (27.9%), 2,249 sq ft |
| $600,000 | 42 (35.0%), 2,556 sq ft | 72 (52.9%), 2,801 sq ft |
| $750,000 | 75 (62.5%), 2,810 sq ft | 91 (66.9%), 2,908 sq ft |
| $1,000,000 | 99 (82.5%), 3,092 sq ft | 117 (86.0%), 3,209 sq ft |
Wildwood’s advantage was biggest from $500,000 to $600,000. By $750,000 the two cities were close. Market time was similar: 37 Chesterfield sales (30.8%) and 45 Wildwood sales (33.1%) took 30 days or more.
Holding size steady is a fairer test than comparing medians. These are all 2026 sales in each city, grouped by size.
| Size | Chesterfield | Wildwood |
|---|---|---|
| Under 2,200 sq ft | $247/sq ft (9 sales) | $229/sq ft (20 sales) |
| 2,200–2,799 sq ft | $214/sq ft (24 sales) | $192/sq ft (20 sales) |
| 2,800–3,399 sq ft | $218/sq ft (28 sales) | $181/sq ft (28 sales) |
| 3,400–3,999 sq ft | $201/sq ft (17 sales) | $171/sq ft (24 sales) |
| 4,000–4,999 sq ft | $192/sq ft (21 sales) | $176/sq ft (19 sales) |
| 5,000 sq ft and up | $225/sq ft (18 sales) | $205/sq ft (24 sales) |
Chesterfield was higher in every range, and its houses were older in every range. Condition isn’t in MLS data, so treat this as a guide, not a price for any one house.
| Year built | Chesterfield (120) | Wildwood (136) |
|---|---|---|
| Before 1970 | 15 (12.5%) | 5 (3.7%) |
| 1970–1989 | 72 (60.0%) | 51 (37.5%) |
| 1990–2009 | 25 (20.8%) | 66 (48.5%) |
| 2010 or later | 8 (6.7%) | 13 (9.6%) |
Newer doesn’t mean nothing to check. I recommend a sewer scope on every St. Louis-area home, whatever its age.
Every 2026 sale inside Wildwood was in Rockwood R-VI. Chesterfield is split: 75 of its 120 sales were in Parkway and 45 in Rockwood. Verify the district by exact address. Chesterfield’s two sides compared → · Parkway vs. Rockwood →
Are property taxes higher in Chesterfield or Wildwood?
About the same in dollars, a little higher in Wildwood as a share of price. The median annual property tax on 2026 sales with a tax record was $6,639 in Chesterfield (about 0.96% of the sale price) and $6,522 in Wildwood (about 1.06%), according to MLS sales records. Chesterfield taxes by district →
What does a four-bedroom house cost in Chesterfield vs. Wildwood?
In 2026 sales, the median home with four or more bedrooms sold for $720,000 in Chesterfield (106 sales) and $649,950 in Wildwood (104 sales). The Wildwood houses were larger (3,704 vs. 3,545 sq ft) and newer (built 1993 vs. 1983).
What does a three-bedroom house cost in Chesterfield vs. Wildwood?
In 2026 sales, the median three-bedroom home sold for $530,000 in Chesterfield (14 sales) and $475,000 in Wildwood (29 sales), at 2,370 and 2,558 sq ft.
Do sellers take less than asking in Chesterfield or Wildwood?
Often in both. 52 of 120 Chesterfield sales (43.3%) and 63 of 136 in Wildwood (46.3%) closed below the original list price, a median of about 4% under (4.1% and 4.3%).
This is one piece of the St. Louis home buying process. See how it all fits together:
📚 Complete St. Louis Buyer Guide →
Grew up in South St. Louis, lived in Dogtown for 6 years, now in South County. You'll find us at Wellspring on Lindbergh on Sundays. I'm not selling you a house — I'm showing you how to think about buying or selling a house.