Chester-Upland School District Market Report
Delaware County, Pennsylvania | November 12, 2025
Market Analysis
According to The Cyr Team’s weekly market analysis, the Chester-Upland School District currently has **72 active listings** of homes available, presenting a diverse range of options for buyers. The median price stands at **$154,500**, with the average price slightly higher at **$181,266**, reflecting a mix of property types and conditions. Homes in this area are priced between **$20,000 and $399,000**, and properties typically spend about **67 days on the market** before selling, indicating a moderately paced market.
The Chester-Upland real estate market is currently balanced but leaning toward favoring buyers, supported by **3.2 months of inventory**, which suggests a comfortable supply of homes relative to demand. With nearly **32% of homes (23 listings)** experiencing price reductions, sellers are adjusting expectations to stay competitive. This inventory level offers buyers a good selection of Chester-Upland homes for sale without the pressure seen in tighter markets.
For buyers, the current conditions in Chester-Upland mean opportunities to negotiate and find value, especially with some sellers motivated to reduce prices. Sellers should price their homes strategically and be prepared for potential negotiations, as the market requires competitive pricing to attract buyers. 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.
“In Chester-Upland, we’re seeing a market where buyers have choices but sellers who price well and are ready to negotiate can still achieve great results. It’s a time to be both patient and proactive.” – Vincent Cyr, The Cyr Team
The Cyr Team’s Experience in Chester-Upland
According to our transaction records, The Cyr Team has completed 387 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
The Cyr Team is proud to have earned the trust of families throughout Chester-Upland and the surrounding communities. Our commitment to exceptional service is reflected in our numerous five-star reviews from satisfied clients.
★★★★★
Five-Star Rated
When you work with The Cyr Team, you’re choosing agents with a proven track record of client satisfaction and deep local expertise in Chester-Upland and surrounding areas.
Frequently Asked Questions – Chester-Upland Real Estate
What is the current median home price in Chester-Upland?
According to The Cyr Team’s November 2025 market analysis, the median home price in Chester-Upland School District is $154,500, with homes ranging from $20,000 to $399,000.
How long do homes stay on the market in Chester-Upland?
Homes in Chester-Upland are currently averaging 67 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?
With 72 active listings and $154,500 median price, 31.9% of listings have had price reductions, which indicates negotiation opportunities for buyers.
Who are the local real estate experts in Chester-Upland?
The Cyr Team (Vincent and Jane Cyr) has completed 387 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.
Local News & Community Updates
1 injured in Chester Township house fire
Link: https://6abc.com/post/1-injured-chester-township-house-fire/18050244/
A house fire in Chester Township injured one resident, highlighting ongoing concerns about safety in older homes. For potential buyers in Chester Township, this event underscores the importance of fire safety measures in residential properties—an essential consideration for home inspections.
6ABC PHILADELPHIA
• 10/21/2025
Crozer-Chester Medical Center and Springfield Hospital head to auction block
Link: https://whyy.org/articles/crozer-chester-medical-springfield-hospital-auction/
Crozer-Chester Medical Center and Springfield Hospital, two key healthcare facilities in the area, are heading to auction. The sale could impact local real estate values as both institutions are critical to community health services, influencing buyer interest and housing demand in nearby neighborhoods.
WHYY
Delaware County Council Election 2025: Live Results
Link: https://patch.com/pennsylvania/media/delaware-county-council-election-2025-li…
The Delaware County Council election results are crucial for local governance, affecting property taxes and development plans. Homeowners and potential buyers in Delaware County should stay informed, as election outcomes could shape community services and growth in property values.
PATCH
Proposed SEPTA Service Cuts
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=138152
Proposed SEPTA service cuts may impact transportation accessibility for residents in Chester-Upland. Improved transit options are vital for real estate appeal; thus, potential homebuyers should consider light rail access and commute times when assessing property investments in the area.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
• 09/29/2025
Key Market Statistics
Price Range
$20,000
$154,500
$399,000
Market Activity
Price Reductions: 23 homes (31.9%)
Average Days on Market: 67 days