Chester-Upland School District Market Report
Delaware County, Pennsylvania | March 07, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Buyer Tip: 28% of listings have reduced prices—watch for motivated sellers.
Market Analysis
According to The Cyr Team’s weekly market analysis, the Chester-Upland School District currently has **78 active listings** with a median price of **$149,950** and an average price of **$171,071**. The price range for homes in this area spans from a low of **$25,000** to a high of **$760,000**, showcasing a diverse market catering to various buyer needs. Homes in Chester-Upland are selling at an average pace of **59 days on the market**, indicating a moderately active environment for both buyers and sellers.
In terms of market conditions, the Chester-Upland School District is currently experiencing a balanced environment with **4.4 months of inventory** available. This level of inventory suggests that we are not firmly in a buyer’s or seller’s market, but rather a neutral stance that allows for negotiation on both sides. The fact that **22 homes**, or **28.2%**, have undergone price reductions indicates that while there is activity, sellers may need to adjust their expectations to meet current buyer demand.
For buyers and sellers in Chester-Upland, now is an excellent time to engage with the market. Buyers can find opportunities among the diverse price range and negotiate favorable terms, while sellers can capitalize on the steady demand despite price reductions. 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.
“We’re seeing a mix of opportunities in Chester-Upland, where buyers can negotiate well, and sellers need to be strategic but can still find success in the current climate.” – Vincent Cyr, The Cyr Team
What Did Chester-Upland Homeowners Gain in 2025?
We tracked $1.74 billion in appreciation across 2,418 communities. 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 March 2026 market analysis, the median home price in Chester-Upland School District is $149,950, with homes ranging from $25,000 to $760,000.
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 59 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 78 active listings and $149,950 median price, 28.2% 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 400 transactions 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.
The Cyr Team’s Experience in Chester-Upland
According to our transaction records, The Cyr Team has completed 400 transactions 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.
★★★★★
100+ Five-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
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 significant changes in Chester-Upland’s healthcare landscape, potentially impacting local property values and community health services.
WHYY
• 09/29/2025
192-Unit Apartment Complex Submitted for London Grove by Delaware Developer
Link: https://vista.today/2025/09/apartment-complex-london-grove/
A Delaware developer’s proposal for a 192-unit apartment complex in London Grove highlights new residential growth opportunities, influencing housing demand and neighborhood development in the area.
VISTA
Chester County Home to Nine of Pennsylvania’s 25 Most Expensive Housing Markets
Link: https://delco.today/2025/06/most-expensive-housing-markets-pa/
Chester County housing markets rank among Pennsylvania’s highest in cost, reflecting strong buyer interest and escalating home prices, which are crucial for real estate professionals and potential homeowners.
DELCO
Proposed SEPTA Service Cuts
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=138152
Proposed SEPTA service cuts alongside updates on Crozer Health affect commuter access and local healthcare availability, factors that directly influence residential desirability and community well-being in Chester-Upland.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
• 09/20/2025
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:
$25,000
$149,950
$760,000
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: 22 homes (28.2%)
Average Days on Market: 59 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