Chester-Upland School District Market Report
Delaware County, Pennsylvania | January 09, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Market Insight: Inventory is tight, but homes averaging 70 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 **66 active listings**, with a median price of **$157,450** and an average price of **$180,713**. The price range for homes in this area varies significantly, from a low of **$28,000** to a high of **$1,200,000**. Homes in Chester-Upland are selling at a steady pace, with an average of **70 days on the market** before they receive an accepted offer, indicating a market that is active but also reflective of diverse price points and property conditions. In assessing the current market conditions, we observe that the Chester-Upland real estate environment is leaning slightly towards a buyer’s market, highlighted by **3.3 months of inventory** available.
This statistic suggests that, while there are enough homes for sale to provide options for buyers, the **14 price reductions** noted (accounting for **21.2%** of the listings) indicate that sellers may need to be more flexible with their pricing to attract serious buyers. This balance in supply and demand creates opportunities for buyers to negotiate favorable terms but also requires sellers to be strategic in their pricing and marketing efforts. For potential buyers in the Chester-Upland area, this is a prime time to explore options given the current dynamics of the market. With a range of properties available at various price points, buyers can find value, especially in light of recent price reductions.
Sellers, on the other hand, should be prepared to price their homes competitively to stand out in a market that has a mix of high and low inventory. As your local Chester-Upland real estate experts with The Cyr Team, we can help you understand exactly how these market conditions apply to your specific situation—whether you’re buying or selling. “Navigating the current Chester-Upland market requires savvy and responsiveness from both buyers and sellers. It’s an exciting time to be involved, and having the right guidance makes all the difference.” – Vincent Cyr, The Cyr Team
What Did Chester-Upland Homeowners Gain in 2025?
We tracked $1.74 billion in appreciation across 977 neighborhoods. See exactly how your neighborhood performed — real transaction data, 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 January 2026 market analysis, the median home price in Chester-Upland School District is $157,450, with homes ranging from $28,000 to $1,200,000.
How long do homes stay on the market in Chester-Upland?
According to The Cyr Team’s market data, homes in Chester-Upland are currently averaging 70 days on market. Well-priced properties often sell faster than this average.
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 66 active listings and $157,450 median price, 21.2% of listings have had price reductions, which suggests strong demand.
Who are the local real estate experts in Chester-Upland?
The Cyr Team (Vincent and Jane Cyr) has completed 392 transactions across Chester, Delaware, 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.
The Cyr Team’s Experience in Chester-Upland
According to our transaction records, The Cyr Team has completed 392 transactions across Chester County, Delaware 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.
★★★★★
70+ Five-Star Reviews from satisfied clients across Chester County
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
Local News & Community Updates
Crozer-Chester Medical Center and Springfield Hospital head to auction block
Link: https://whyy.org/articles/crozer-chester-medical-springfield-hospital-auction/
The auction of Crozer-Chester Medical Center and Springfield Hospital signals major shifts in healthcare infrastructure in Chester-Upland, impacting local employment and community health services vital for residents and property values.
WHYY
• 09/29/2025
Proposed SEPTA Service Cuts
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=138152
Proposed SEPTA service cuts could reduce transit accessibility in Chester-Upland, affecting daily commutes and desirability of homes, crucial for buyers valuing public transportation options.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
Crozer Health Update and more
Link: https://www.realtor.com/rentals/details/110-S-Chester-Pike_Glenolden_PA_19036…
The update on Crozer Health and the property at 110 S Chester Pike, Glenolden highlights ongoing healthcare changes near Chester-Upland, influencing neighborhood stability and real estate investment in surrounding areas.
REALTOR
110 S Chester Pike
Link: https://www.ems1.com/response-times/ambulance-wait-times-double-as-pa-officia…
Doubling ambulance wait times post-hospital closure reflects healthcare service gaps in Chester-Upland, potentially affecting community safety perceptions and making healthcare proximity a key factor in real estate decisions.
EMS1
• 04/15/2025
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:
$28,000
$157,450
$1,200,000
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: 14 homes (21.2%)
Average Days on Market: 70 days
Ready to Make a Move in Chester-Upland?
Get Your Home Value →
Research Neighborhoods →
Questions? Call 484-259-7910
or email vcyr@thecyrteam.com