Harrods Creek Baptist Church and Rev. William Kellar House · Photo: Doncram · CC BY-SA 4.091 homes sold in Crestwood in the last year, at a typical $524K
About one sale in 4 is a condo. 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.
20% of Crestwood’s sales are condos, at $400K less than a house
68 houses and 18 condos sold in the year to May 2026. Condos sell faster and draw more bidding wars.
typical sale · 68 sold in the year to May 2026
- Per square foot
- $204KY $162
- Days to sell
- 57
- Sold over asking
- 12%
- Listings with a price cut
- 33%
typical sale · 18 sold in the year to May 2026
- Per square foot
- $193KY $177
- Days to sell
- 39
- Sold over asking
- 22%
- Listings with a price cut
- 22%
Townhouses: 6 sold, typical $318K
Too few sales in 12 months for reliable figures.
Fewer homes sell than a decade ago, at twice the 2016 price
91 sales in the last year, against 151 in 2019 and a low of 94 in 2013. The typical sale went from $262K in 2016 to $524K.
Source: Redfin Data Center, MLS sales; from June 2026 each month is a 3-month rolling window, its counts divided by 3. Typical price and $/sq ft are the monthly medians, weighted by sales. Redfin stopped publishing towns’ figures by property type after May 2026, so houses and condos are shown for the year to then.
What $500K 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 rarer than before the pandemic, but a third fewer homes come up for sale
We read every month of Crestwood’s home sales since 2012 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 September 2026, 91 sales.
If you’re buying in Crestwood
- Shop in May. It brings about 15 new listings a month, close to the busiest month, with fewer bidding wars (25% over asking).
- Bid near asking. Buyers paid 98.1% of the list price on average; 8% paid over.
- You’ll usually have time. Only 40% of homes go under contract within two weeks; the typical one takes 58 days.
Summer brings both the most homes and the most bidding wars
June has the most new listings (about 16 a month), but July is the most competitive: 29% of July sales close over asking. January has the least competition (14%) but only about 8 new listings.
Averages for each calendar month, 2015 on.
Calmer than the 2021 frenzy, and calmer than Kentucky
| Crestwood now | 2017–19 | 2021 peak | KY now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 8% | 19% | 34% | 16% |
| Gone within two weeksShare of homes under contract within 14 days | 40% | 38% | 67% | 34% |
| Price paid vs. askingAverage sale price ÷ list price | 98.1% | 98.6% | 100.6% | 97.3% |
| Days to sellMedian days from listing to contract | 58 | 43 | 20 | 53 |
22 homes for sale on a typical day
That’s 1.8 times the 2021 low (12), 34% fewer than in 2017–19 and well under 2012’s 51.
Since 2019, houses are up 94%, condos 67%
A house typically sold for $644K in the year to May 2026 (68 sales), a condo for $244K (18).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Crestwood ranks 81st of 83 busy Kentucky 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 calmer markets.
Source: Redfin Data Center, city figures, January 2012 to September 2026 (MLS sales, not seasonally adjusted; from June 2026 each month is a 3-month rolling window, its counts divided by 3). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Crestwood home costs about $3,090 a month
Price: Crestwood’s typical sale, last 12 months. Property tax at Crestwood’s 0.8% (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 6.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $524K home, about $4,280 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.
Orchard Grass Hills, Buckner and Worthington Hills sell for less a square foot; Anchorage 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 | |
|---|---|---|---|---|---|
| Crestwood | 91 | $524K | $197 | 8% | 58 |
| Buckner | 56 | $517K | $174 | 15% | 55 |
| Anchorage | 33 | $953K | $255 | 27% | 64 |
| Orchard Grass Hills | 26 | $345K | $175 | 21% | 48 |
| Coldstream | 25 | $317K | $198 | 31% | 42 |
| Worthington Hills | 21 | $240K | $188 | 19% | 48 |
| Pewee Valley | 20 | $781K | $193 | 10% | 85 |
Redfin Data Center, October 2025 to September 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, KY?
91 homes sold in the year to September 2026 at a typical $524K, $197 a square foot. Houses sold for about $644K, condos for about $244K in the year to May 2026.
Is Crestwood a buyer’s or seller’s market?
A seller’s market: 24 homes were for sale in September 2026 and 9 sold, about 2.5 months of supply. Buyers paid 98.1% of asking on average.
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 0.8% of a home’s value a year. On a $524K home that’s near $4,280.
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; from June 2026 each month is a 3-month rolling window, its counts divided by 3). 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).