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Chesterbrook2Photo: Ii2nmd · CC BY-SA 4.0
Housing in Chesterbrook

79 homes sold in Chesterbrook in the last year, at a typical $508K

Most homes sold are condos. 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 Chesterbrook homes are listed.

Homes sold
79
June 2025 to May 2026
Typical sale price
$508K
median, weighted by sales
Price per square foot
$280
Pennsylvania $185
Paid vs. asking
100.7%
43% sold over asking
For sale now
15
May 2026 · 10 sold that month
What sold · last 12 months

Condos are 32% of Chesterbrook’s sales, at a typical $359K

79 homes sold in the year to May 2026.

Condos$359K

typical sale · 25 sold in 12 months

Per square foot
$269PA $261
Days to sell
35
Sold over asking
28%
Listings with a price cut
25%
Fewer sales

Townhouses: 47 sold, typical $582K
Houses: 7 sold, typical $1M

Too few sales in 12 months for reliable figures.

14 years of sales

Fewer homes sell than a decade ago, at 1.9 times the 2016 price

79 sales in the last year, against 146 in 2014 and a low of 84 in 2023. The typical sale went from $272K in 2016 to $508K.

Homes soldTypical sale price
03775112150$300K$400K$500K$600K2012: 135 sold, typical $232K’122013: 139 sold, typical $285K2014: 146 sold, typical $267K’142015: 136 sold, typical $264K2016: 145 sold, typical $272K’162017: 140 sold, typical $288K2018: 141 sold, typical $297K’182019: 143 sold, typical $312K2020: 116 sold, typical $339K’202021: 140 sold, typical $375K2022: 112 sold, typical $439K’222023: 84 sold, typical $467K2024: 87 sold, typical $476K’242025: 88 sold, typical $502KLast 12 months: 79 sold, typical $508KNow

Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.

What your budget buys

What $500K buys in Chesterbrook

Condoat $269 a sq ft
The same money in Pennsylvaniaat $183 a sq ft

Is this asking price fair?

Check a listing against what Chesterbrook 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.

What the sales history says · 14 years of sales

Bidding wars in Chesterbrook are more common than before the pandemic, but half fewer homes come up for sale

We read every month of Chesterbrook’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 May 2026, 79 sales.

If you’re buying in Chesterbrook

  • Shop in August. It brings about 13 new listings a month, close to the busiest month, with fewer bidding wars (32% over asking).
  • Some room to negotiate. 25% of listings cut their price, about as many as before the pandemic.
  • Bid near asking. Buyers paid 100.7% of the list price on average; 43% paid over.
  • Move fast on good ones. 61% of homes are under contract within two weeks.
Best time to buy

Summer brings the homes; spring brings the bidding wars

June has the most new listings (about 15 a month), but May is the most competitive: 42% of May sales close over asking. August and September offer nearly as much choice with fewer homes bid up (32%). November has the least competition (25%) but only about 7 new listings.

New listings a monthShare sold over asking
0510152020%40%60%Sweet spotJan: 9 new listings a month, 30% sold over asking, 46 days to sellJFeb: 9 new listings a month, 32% sold over asking, 55 days to sellFMar: 10 new listings a month, 34% sold over asking, 35 days to sellMApr: 13 new listings a month, 38% sold over asking, 29 days to sellAMay: 15 new listings a month, 42% sold over asking, 37 days to sellMJun: 15 new listings a month, 41% sold over asking, 26 days to sellJJul: 12 new listings a month, 39% sold over asking, 29 days to sellJAug: 13 new listings a month, 32% sold over asking, 31 days to sellASep: 12 new listings a month, 35% sold over asking, 32 days to sellSOct: 11 new listings a month, 26% sold over asking, 28 days to sellONov: 7 new listings a month, 25% sold over asking, 35 days to sellNDec: 4 new listings a month, 30% sold over asking, 34 days to sellD

Averages for each calendar month, 2015 on.

How competitive is it now?

Nearly as heated as 2021, and hotter than Pennsylvania

Chesterbrook now2017–192021 peakPA now
Sold over askingShare of sales that closed above the list price43%22%51%33%
Gone within two weeksShare of homes under contract within 14 days61%43%78%46%
Listings with a price cutShare of homes for sale that cut their price25%23%25%26%
Price paid vs. askingAverage sale price ÷ list price100.7%98.5%101.4%98.9%
Days to sellMedian days from listing to contract32371537
Supply

12 homes for sale on a typical day

That’s 2.2 times the 2023 low (5), 50% fewer than in 2017–19 and well under 2015’s 38.

2012: 33 for sale’122013: 27 for sale2014: 33 for sale2015: 38 for sale’152016: 27 for sale2017: 28 for sale2018: 26 for sale’182019: 18 for sale2020: 11 for sale2021: 8 for sale’212022: 7 for sale2023: 5 for sale2024: 8 for sale’242025: 10 for saleLast 12 months: 12 for saleNow
Room to negotiate

1 in 4 listings has cut its price

25% in the last year, against 23% in 2017–19 and 26% across Pennsylvania.

2015: 24%’152016: 23%2017: 16%2018: 30%’182019: 26%2020: 25%2021: 25%’212022: 25%2023: 33%2024: 19%’242025: 31%Last 12 months: 25%Now
Prices by type

Since 2019, houses are up 66%, condos 60%

A house typically sold for $1M in the last year (7 sales), a condo for $359K (25).

$350K$600K$850K$1.1M2013201520172019202120232025NowHouses 2013: $595K, 8 salesHouses 2014: $644K, 4 salesHouses 2016: $561K, 4 salesHouses 2019: $628K, 5 salesHouses 2021: $765K, 5 salesHouses 2022: $915K, 5 salesHouses 2025: $1M, 8 salesHouses last 12 months: $1M, 7 salesHouses $1MCondos 2013: $201K, 54 salesCondos 2014: $224K, 61 salesCondos 2015: $215K, 64 salesCondos 2016: $227K, 65 salesCondos 2017: $230K, 60 salesCondos 2018: $216K, 60 salesCondos 2019: $224K, 46 salesCondos 2020: $245K, 32 salesCondos 2021: $265K, 46 salesCondos 2022: $310K, 29 salesCondos 2023: $330K, 22 salesCondos 2024: $336K, 28 salesCondos 2025: $354K, 31 salesCondos last 12 months: $359K, 25 salesCondos $359K

Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.

Across Pennsylvania

Chesterbrook ranks 71st of 261 busy Pennsylvania markets for bidding wars

Share of sales over asking in the last year, among towns with 60 or more sales. Chesterbrook is in the middle of the pack.

Source: Redfin Data Center, city market tracker, January 2012 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.

Rent or buy?

Owning the typical Chesterbrook home costs about $3,102 a month

Mortgage
Property tax
Insurance
Rent

Price: Chesterbrook’s typical sale, last 12 months. Property tax at Chesterbrook’s 1.1% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Chesterbrook is affordable on local pay is on Cost of living.

Before you buy in Chesterbrook

Five things worth knowing

15

New listings in June

The month with the most choice. December has the fewest, about 4.

Best time to buy
1.1%

Property tax, a year

Of a home’s value: the median bill over the median home value. On a $508K home, about $5,420 a year.

Taxes vs. neighbors
28 min

Typical commute

The average one-way trip to work for people who live in Chesterbrook.

Work & commute
Flood

Check 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 hazards
Records

Look 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.

Nearby markets · last 12 months

Audubon sells for less a square foot; Devon for far more

The busier markets within 25 miles of Chesterbrook, by what sold. Prices, taxes and how far a paycheck goes next door are on Cost of living.

SoldTypical sale$/sq ftOver askingDays to sell
King of Prussia195$529K$27839%38
Chesterbrook79$508K$28043%32
Paoli78$573K$33150%30
Audubon54$534K$24550%38
Malvern51$599K$30743%34
Berwyn33$815K$34252%32
Devon25$940K$38664%28

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.

Selling, or renting out?

Post your home to Chesterbrook, free

Selling it yourself, renting out an apartment or looking for a roommate? Post it to Chesterbrook. People who follow the town see it, and so do people comparing Chesterbrook with their own town. No commission, no listing fee.

Questions about buying a home in Chesterbrook

What do homes sell for in Chesterbrook, PA?

79 homes sold in the year to May 2026 at a typical $508K, $280 a square foot.

Is Chesterbrook a buyer’s or seller’s market?

A seller’s market: 15 homes were for sale in May 2026 and 10 sold, about 1.5 months of supply. Buyers paid 100.7% of asking on average, and 25% of listings cut their price.

When is the best time to buy in Chesterbrook?

June brings the most new listings. The sales history shows which months have fewer bidding wars.

How much are property taxes in Chesterbrook?

About 1.1% of a home’s value a year. On a $508K home that’s near $5,420.

Where can I see homes for sale in Chesterbrook?

Zillow, Redfin, Realtor.com and Homes.com all carry Chesterbrook’s MLS listings; the search links above open each one filtered to Chesterbrook.

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).