Chester-Upland School District Market Report
Delaware County, Pennsylvania | May 23, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Market Insight: Inventory is tight, but median days on market is 65—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 **93 active listings** with a median price of **$135,000** and an average price of **$149,792**. The price range for homes in this area spans from **$30,000 to $380,000**, indicating a diverse selection for various buyer budgets. Furthermore, properties are seeing a median of **65 days on market**, which reflects a relatively stable pace in the market, allowing both buyers and sellers to engage thoughtfully in their transactions.
In examining the market conditions within Chester-Upland, we find that the area is currently experiencing a balanced market, with **4.73 months of inventory** available. This metric suggests that while there are opportunities for buyers, the presence of **14 homes** (15.1%) with price reductions indicates that some sellers may need to adjust their expectations to attract buyers. Overall, the Chester-Upland real estate market is not overly favoring either buyers or sellers, making it an ideal time for informed negotiations.
For both buyers and sellers in the Chester-Upland School District, there are significant opportunities to capitalize on current market dynamics. Buyers can find a range of affordable options, while sellers can benefit from the current demand if they price their homes competitively. 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 inventory levels and moderate days on market indicate a great opportunity for buyers to negotiate while still allowing sellers to find a suitable buyer. The key is to be proactive and informed in this market.” – 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 May 2026 market analysis, the median home price in Chester-Upland School District is $135,000, with homes ranging from $30,000 to $380,000.
How long do homes stay on the market in Chester-Upland?
According to The Cyr Team’s market data, homes in Chester-Upland currently have a median of 65 days on market. Well-priced properties often sell faster than this median.
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 93 active listings and $135,000 median price, 15.1% 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/
Crozer-Chester Medical Center and Springfield Hospital are going up for auction, impacting healthcare access in Chester-Upland and surrounding areas. This sale affects local real estate by influencing community health services and property values nearby.
WHYY
• 09/29/2025
New Crozer-Chester owners outline timeline for return of primary care services
Link: https://6abc.com/post/new-crozer-chester-owners-outline-timeline-return-prima…
New owners of Crozer-Chester outline a timeline to restore primary care services, signaling improved healthcare availability in Delaware County. This development is vital for residents and homebuyers seeking neighborhoods with strong medical support.
6ABC PHILADELPHIA
Real Estate Experts Rank Chester County Among the Best Places to Live in Pennsylvania
Link: https://vista.today/2026/02/chester-county-pennsylvania-best-places-to-live/
Real estate experts rank Chester County among Pennsylvania’s best places to live, highlighting its appealing homes, schools, and community amenities. This recognition boosts local market demand and attracts buyers interested in quality living environments.
VISTA
Delco School Districts Slated for $31M Increase in Shapiro Budget
Link: https://delco.today/2026/03/delaware-county-schools-shapiro-funding-boost/
Delaware County school districts face a $31M budget increase under Shapiro’s plan, enhancing educational resources in areas like Chester-Upland. Stronger schools can drive up home values and attract families to the region.
DELCO
• 04/14/2026
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
$135,000
$380,000
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 (15.1%)
Median Days on Market: 65 days
Ready to Make a Move in Chester-Upland?
Get Your Home Value →
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Questions? Call 484-259-7910
or email vcyr@thecyrteam.com