Photo: Guerreroast · CC BY-SA 4.0164 homes sold in Crestwood in the last year, at a typical $332K
Almost every sale is a house. Below: what each kind of home sells for, what your budget buys, the best months to buy, how hard you’ll have to bid, and a shortcut to every site where Crestwood homes are listed.
Every place Crestwood homes are listed, in one stop
We don’t copy listings: the agents’ sites have the photos and the latest price changes. Set what you want once and we open each site already filtered to Crestwood.
For sale
Rent
New, land & open houses
Links open the listing sites; TownRatings isn’t paid for them and doesn’t rank one above another. Rentals and government-owned homes come from sources outside the MLS.
Houses are 96% of Crestwood’s sales, at a typical $338K
164 homes sold in the year to May 2026.
typical sale · 157 sold in 12 months
- Per square foot
- $201MO $163
- Days to sell
- 10
- Sold over asking
- 55%
- Listings with a price cut
- 47%
Condos: 7 sold, typical $147K
Too few sales in 12 months for reliable figures.
Fewer homes sell than a decade ago, at 1.7 times the 2016 price
164 sales in the last year, against 242 in 2015 and a low of 174 in 2025. The typical sale went from $194K in 2016 to $332K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $350K buys in Crestwood
Check a listing against what Crestwood homes sold for
Against the town’s median price per square foot over the last 12 months. A rough check: condition, lot and location within town move a price more than this can see.
Bidding wars in Crestwood are more common than before the pandemic, but 62% fewer homes come up for sale
We read every month of Crestwood’s home sales since 2013 so you don’t have to. Each figure covers 12 months, because a single month in a town is too few sales to mean much. Latest: the year to May 2026, 164 sales.
If you’re buying in Crestwood
- Shop in October. It brings about 19 new listings a month, close to the busiest month, with fewer bidding wars (42% over asking).
- You can negotiate. 45% of listings have cut their price, against 34% before the pandemic.
- Expect to bid over asking. Buyers paid 102.5% of the list price on average; 53% paid over.
Summer brings both the most homes and the most bidding wars
June has the most new listings (about 24 a month), and the most competition: 57% close over asking. October offers nearly as much choice with fewer homes bid up (42%). January has the least competition (24%) but only about 11 new listings.
Averages for each calendar month, 2015 on.
Nearly as heated as 2021, and hotter than Missouri
| Crestwood now | 2017–19 | 2021 peak | MO now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 53% | 33% | 54% | 21% |
| Gone within two weeksShare of homes under contract within 14 days | — | — | — | 42% |
| Listings with a price cutShare of homes for sale that cut their price | 45% | 34% | 38% | 27% |
| Price paid vs. askingAverage sale price ÷ list price | 102.5% | 99.1% | 102.8% | 98% |
| Days to sellMedian days from listing to contract | 11 | 35 | 12 | 36 |
11 homes for sale on a typical day
That’s 1.2 times the 2024 low (9), 62% fewer than in 2017–19 and well under 2013’s 47.
1 in 2 listings has cut its price
45% in the last year, against 34% in 2017–19 and 27% across Missouri. More sellers are pricing high and coming down.
Since 2019, houses are up 40%, condos 8%
A house typically sold for $338K in the last year (157 sales), a condo for $147K (7).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Crestwood ranks 5th of 122 busy Missouri markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Crestwood is one of the state’s hottest markets.
Source: Redfin Data Center, city market tracker, January 2013 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Crestwood home costs about $2,013 a month
Price: Crestwood’s typical sale, last 12 months. Property tax at Crestwood’s 1% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Crestwood is affordable on local pay is on Cost of living.
Six things worth knowing
New listings in June
The month with the most choice. December has the fewest, about 7.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $332K home, about $3,370 a year.
Taxes vs. neighborsSchools
The schools grade for Crestwood, from test results, graduation and how much students grow.
Schools in CrestwoodTypical commute
The average one-way trip to work for people who live in Crestwood.
Work & commuteCheck the flood map
Flood insurance isn’t in a standard policy, and lenders require it in FEMA flood zones. Check the address before you make an offer.
Natural hazardsLook up any property
Assessed value, lot size and every past sale of a home you’re eyeing are public, at the town or county assessor and the registry of deeds.
Sappington and Affton sell for less a square foot; Glendale for far more
The busier markets within 25 miles of Crestwood, by what sold. Prices, taxes and how far a paycheck goes next door are on Cost of living.
| Sold | Typical sale | $/sq ft | Over asking | Days to sell | |
|---|---|---|---|---|---|
| Kirkwood | 488 | $464K | $247 | 47% | 14 |
| Webster Groves | 317 | $455K | $249 | 51% | 15 |
| Affton | 288 | $254K | $187 | 58% | 12 |
| Crestwood | 164 | $332K | $199 | 53% | 11 |
| Sunset Hills | 114 | $633K | $215 | 45% | 16 |
| Glendale | 107 | $505K | $255 | 63% | 12 |
| Sappington | 102 | $235K | $171 | 38% | 24 |
Redfin Data Center, June 2025 to May 2026. Towns with fewer than 20 sales are left out, and Redfin doesn’t report every town separately.
Post your home to Crestwood, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Crestwood. People who follow the town see it, and so do people comparing Crestwood with their own town. No commission, no listing fee.
Questions about buying a home in Crestwood
What do homes sell for in Crestwood, MO?
164 homes sold in the year to May 2026 at a typical $332K, $199 a square foot.
Is Crestwood a buyer’s or seller’s market?
A seller’s market: 13 homes were for sale in May 2026 and 13 sold, about 1 months of supply. Buyers paid 102.5% of asking on average, and 45% of listings cut their price.
When is the best time to buy in Crestwood?
June brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Crestwood?
About 1% of a home’s value a year. On a $332K home that’s near $3,370.
Where can I see homes for sale in Crestwood?
Zillow, Redfin, Realtor.com and Homes.com all carry Crestwood’s MLS listings; the search links above open each one filtered to Crestwood.
Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted). Property tax rate: Census American Community Survey. Two-bedroom rent: HUD Fair Market Rent. Typical home value: Zillow Home Value Index. Schools grade: TownRatings (how grades work).