Chester-Upland School District Market Report
Delaware County, Pennsylvania | October 16, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Market Insight: Inventory is limited, but active listings are sitting a median of 62 days—opportunities exist for both buyers and sellers.
Market Analysis
According to The Cyr Team’s weekly market analysis, the Chester-Upland School District currently has 51 active listings. The median price for homes in this area stands at $160,000, with an average price of $165,055. This reflects a diverse price range from $29,000 to $424,900.
Homes that sold did so in a median of 44 days on market, indicating a steady pace of sales amidst the current inventory levels. The market conditions in Chester-Upland suggest a balanced environment, with 3 months of inventory available. This metric typically indicates a seller’s market when inventory is low and a buyer’s market when inventory is high.
With 37.3% of listings experiencing price reductions, we can observe that while there are opportunities for buyers, sellers may need to adjust their expectations to remain competitive. For buyers in the Chester-Upland School District, the current market presents a variety of options, with homes available at different price points and the potential for negotiating on listings that have seen price reductions. Sellers, on the other hand, should be mindful of the inventory levels and the pace at which homes are selling, as these factors will influence their selling strategy.
As your local Chester-Upland real estate team, The Cyr Team is glad to talk through how these market conditions apply to your situation—whether you’re buying or selling.
What Did Chester-Upland Homeowners Gain in 2025?
See how Chester-Upland neighborhoods performed in 2025. The data comes from closed sales, not estimates.
Frequently Asked Questions – Chester-Upland Real Estate
What is the current median home price in Chester-Upland?
According to The Cyr Team’s October 2026 market analysis, the median home price in Chester-Upland School District is $160,000, with homes ranging from $29,000 to $424,900.
How quickly do homes sell in Chester-Upland?
The median active listing in Chester-Upland has been on the market 62 days (a measure of current inventory age). Homes that actually sold did so in a median of 44 days.
What townships and neighborhoods are in Chester-Upland School District?
Chester-Upland School District includes Chester City, Upland Borough.
Is Chester-Upland a buyer’s or seller’s market?
According to The Cyr Team’s weekly market analysis, with 51 active listings at a $160,000 median price, conditions are balanced between buyers and sellers, with 37.3% of listings having had price reductions.
Who are the local real estate experts in Chester-Upland?
The Cyr Team (Vincent and Jane Cyr) has closed 400+ home sales across Chester, Delaware, Montgomery, and New Castle Counties since 2009. We actively monitor the Chester-Upland market and provide expert guidance throughout Delaware County. Contact The Cyr Team at vcyr@thecyrteam.com for expert guidance.
How Fast Are Homes Moving?
The median active listing in Chester-Upland has been on the market 62 days. This reflects the age of current inventory (which can be pulled higher by overpriced listings that linger), and is a different measure than how quickly homes actually sell. Why these two numbers differ →
Homes that sold did so in a median of 44 days. Well-priced, well-presented homes often sell faster than this.
The Cyr Team’s Experience in Chester-Upland
According to our transaction records, The Cyr Team has closed 400+ home sales across Chester County, Delaware County, Montgomery County, and New Castle County since 2009. We actively monitor the Chester-Upland School District market and provide expert guidance throughout the region, with deep knowledge of local market trends and neighborhood values.
Communities in Chester-Upland:
Chester City • Upland Borough
What Our Clients Say
“We wanted to get into a better school district for our three boys, so we engaged them to help us find a new home in the uber-competitive areas of Garnet Valley, Chadds Ford, or West Chester. I honestly thought we’d be house hunting for the better part of a year, but Vince and Jane were able to find us a new place and get us in within 3-4 months. I always felt confident they had our best interests in mind.”
— Brittany B.
“The Cyr Team is deeply knowledgeable of Delaware and Chester Counties… He treated every home that we toured with great respect and did an amazing job of talking us through each home, the value/price of the home and area and did a lot to protect us during the process.”
— Sean C.
“We had more showings and offers than we could have imagined and received well over asking price. Vince & Jane were top notch in every way from strategy to staging to assisting in the post-contract action items.”
— Andy R.
★★★★★
160+ 5-star reviews from satisfied clients across Chester, Delaware, Montgomery, and New Castle Counties
Thinking About Selling in Chester-Upland?
I’ll send you a custom appreciation report for your specific neighborhood — what sellers gained, how fast homes sold, and how you compare to the district.
Email your address to vcyr@thecyrteam.com
or call 484-259-7910
Prefer to tell us about your situation first? Start here →
Have questions about this market?
Call Vincent directly at 484-259-7910 — happy to talk through what this data means for your situation.
Key Market Statistics
According to The Cyr Team’s weekly market analysis of Chester-Upland School District:
Price Range
According to The Cyr Team’s analysis of current Chester-Upland listings:
$29,000
$160,000
$424,900
Looking to Buy in Chester-Upland?
Not all neighborhoods perform equally. Before you make an offer, see which Chester-Upland neighborhoods have the strongest appreciation track records.
Market Activity
According to The Cyr Team’s weekly market analysis:
Price Reductions: 19 homes (37.3%)
Median Days on Market (Active Listings): 62 days
Median Days to Sell (Closed): 44 days
Ready to Make a Move in Chester-Upland?
Talk Through Your Home’s Value →
Research Neighborhoods →
Tell Us About Your Situation →
Or call 484-259-7910
or email vcyr@thecyrteam.com