Chester-Upland School District Market Report
Delaware County, Pennsylvania | February 06, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Buyer Tip: Homes averaging 74 days on market—negotiate confidently, especially on listings 60+ days.
Market Analysis
According to The Cyr Team’s weekly market analysis, the current inventory in the Chester-Upland School District reveals **62 homes** actively for sale. The market shows a median price of **$160,000**, with an average price of **$186,838**, reflecting a diverse range of properties available from **$43,000 to $835,000**. Homes are currently spending an average of **74 days** on the market, indicating a moderate pace of transactions within this community.
In terms of market conditions, the Chester-Upland real estate landscape leans towards a buyer’s market with **3.2 months of inventory** available. A significant point to note is the **24.2%** of active listings having experienced price reductions, highlighting potential opportunities for buyers seeking negotiable prices. This amount of inventory suggests that buyers have a decent selection to choose from, but those looking to sell may need to adjust their pricing strategy to attract offers.
For both buyers and sellers in the Chester-Upland School District, there are opportunities to make advantageous moves in the current market. Buyers can explore a variety of listings, including those that may be more competitively priced following recent reductions, while sellers can position their homes strategically to stand out in a saturated marketplace. 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 range of listings available, buyers have the chance to find great deals, especially on homes that have been reduced in price. Sellers should be prepared for a more competitive environment and price accordingly to attract serious buyers.” – Vincent Cyr, The Cyr Team
What Did Chester-Upland Homeowners Gain in 2025?
We tracked $1.74 billion in appreciation across 977 neighborhoods. 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 $160,000, with homes ranging from $43,000 to $835,000.
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 74 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 62 active listings and $160,000 median price, 24.2% 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 395 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 395 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
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 a major shift in healthcare services in Chester-Upland, impacting local employment and community health resources, which can influence property values and buyer interest in surrounding neighborhoods.
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 and nearby townships, potentially affecting daily commutes and property demand, crucial for residents relying on public transportation for work and school.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
Crozer Health Update and more
Link: https://delco.today/2025/10/hospital-buyers-crozer-chester-springfield/
The acceptance of $13.5M bids for Crozer-Chester and Springfield Hospitals highlights ongoing changes in local healthcare infrastructure, affecting community stability and possibly altering real estate market dynamics in Delaware County.
DELCO
$13.5M Bids Accepted for Crozer-Chester
Link: https://www.bizjournals.com/philadelphia/news/2025/10/13/rospect-medical-croz…
Prospect Medical’s move to sell Crozer-Chester and Springfield hospitals for $13M underscores financial challenges in local healthcare, with potential impacts on tax revenue and public services, factors homebuyers and investors should monitor in Chester-Upland.
THE BUSINESS JOURNALS
• 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:
$43,000
$160,000
$835,000
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: 15 homes (24.2%)
Average Days on Market: 74 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