Chester-Upland School District Market Report
Delaware County, Pennsylvania | February 27, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Buyer Tip: 30% 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 **84 active listings** of homes available for sale. The median price for these listings stands at **$150,000**, while the average price is slightly higher at **$170,923**. The price range in the district varies significantly, from a low of **$30,000** to a high of **$760,000**. Homes are spending an average of **58 days on the market** before being sold, indicating a moderate pace in the Chester-Upland real estate landscape.
In terms of market conditions, the Chester-Upland School District is experiencing a balanced market, with **4.7 months of inventory** available. This metric suggests that while there are opportunities for both buyers and sellers, the number of listings is sufficient to meet demand without creating a competitive seller’s market. Additionally, **29.8%** of homes have seen price reductions, which may indicate a need for sellers to adjust their pricing strategies to attract buyers in this environment. For buyers and sellers in the Chester-Upland area, there are notable opportunities to seize.
Buyers can benefit from the current pricing and the moderate inventory, while sellers may need to be strategic about pricing and presentation to stand out. 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. “The current market conditions in Chester-Upland present a unique blend of opportunities for both buyers and sellers, especially with the recent price reductions. It’s vital to navigate this landscape strategically to achieve the best outcomes.” – 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 February 2026 market analysis, the median home price in Chester-Upland School District is $150,000, with homes ranging from $30,000 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 58 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 84 active listings and $150,000 median price, 29.8% 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 highlights critical changes in Chester-Upland’s healthcare landscape, directly impacting local real estate values and community health services in Delaware County.
WHYY
• 09/29/2025
Proposed SEPTA Service Cuts
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=138152
Proposed SEPTA service cuts threaten transit accessibility in Chester-Upland, potentially affecting commute times and property desirability for residents relying on public transportation.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
Crozer Health Update and more
Link: https://www.ems1.com/response-times/ambulance-wait-times-double-as-pa-officia…
Updates on Crozer Health’s status inform residents and investors about evolving healthcare infrastructure in Chester-Upland, influencing neighborhood stability and local school district support.
EMS1
Ambulance wait times double as Pa. officials deal with fallout from hospital closure
Link: https://delco.today/2025/05/crozer-health-closing-fallout/
Rising ambulance wait times due to hospital closures in Chester-Upland emphasize public safety challenges, which can affect community confidence and real estate market perceptions in Delaware County towns.
DELCO
• 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:
$30,000
$150,000
$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: 25 homes (29.8%)
Average Days on Market: 58 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