Chester-Upland School District Market Report
Delaware County, Pennsylvania | December 19, 2025
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Buyer Tip: Homes averaging 71 days on market—negotiate confidently, especially on listings 60+ days.
Market Analysis
According to The Cyr Team’s weekly market analysis, the Chester-Upland School District currently has **65 active listings** with a median price of **$165,000** and an average price of **$196,825**. Prices in this market range significantly, with some homes listed as low as **$60,000**, while others reach up to a striking **$1,200,000**. Furthermore, homes in the Chester-Upland area are spending an average of **71 days** on the market, indicating that while there is activity, properties may take some time to sell at their desired prices. The current market conditions in the Chester-Upland School District suggest we are leaning towards a balanced market, with **3.3 months of inventory** available.
This indicates that neither sellers nor buyers have a clear advantage, as a stable inventory level typically serves both parties. However, noting that **18 homes**—or **27.7%** of the current listings—have experienced price reductions, buyers may find opportunities to negotiate better terms or expect favorable pricing in certain segments of the market. There are significant opportunities for both buyers and sellers in the Chester-Upland School District right now. Buyers should take advantage of the current prices and market conditions, particularly keeping an eye on properties that have seen recent price reductions.
Sellers, on the other hand, might consider strategic pricing to attract buyers who are drawn to the competitive nature of the market. 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. “With the current mix of inventory and price adjustments, we see potential for both buyers looking for deals and sellers ready to capitalize on market interest. Timing and strategy are key right now in Chester-Upland.” – Vincent Cyr, The Cyr Team
Thinking about buying or selling in Chester-Upland? We can help you understand what this market data means for your specific situation.
Get Your Free Home Valuation → or reach out to discuss your plans: vcyr@thecyrteam.com
Frequently Asked Questions – Chester-Upland Real Estate
What is the current median home price in Chester-Upland?
According to The Cyr Team’s December 2025 market analysis, the median home price in Chester-Upland School District is $165,000, with homes ranging from $60,000 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 71 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 65 active listings and $165,000 median price, 27.7% 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
Ready to take the next step?
Sellers: See what your home is worth →
Buyers: Want to see available homes? Reply to this message or email vcyr@thecyrteam.com
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 Delaware County’s healthcare landscape, impacting local employment and property values near these key facilities in Chester and Springfield.
WHYY
• 09/29/2025
Proposed SEPTA Service Cuts
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=138152
Proposed SEPTA service cuts threaten transit accessibility for Chester-Upland residents, potentially affecting commuting patterns and property desirability in the region.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
Crozer Health Update and more
Link: https://www.mychesco.com/a/news/business/real-estate/cash-buyers-reshape-ches…
The rise of cash buyers in Chester County’s 2025 housing market indicates increased competition for homes, influencing pricing trends and affordability for local buyers.
MYCHESCO
Cash Buyers Reshape Chester County’s 2025 Housing Market
Link: https://www.ems1.com/response-times/ambulance-wait-times-double-as-pa-officia…
Doubling ambulance wait times amid hospital closures strains emergency response in Chester-Upland, raising concerns for community safety and the attractiveness of the area for prospective homeowners.
EMS1
• 04/15/2025
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:
$60,000
$165,000
$1,200,000
Market Activity
According to The Cyr Team’s weekly market analysis:
Price Reductions: 18 homes (27.7%)
Average Days on Market: 71 days
Questions about Chester-Upland real estate?
We’re here to help. Email us or get your free home valuation.