Chester-Upland School District Market Report
Delaware County, Pennsylvania | February 13, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Buyer Tip: Homes averaging 69 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 **64 active listings** with a median price of **$160,000** and an average price of **$184,808**. The range of home prices varies significantly, from **$43,000** to **$835,000**, indicating a diverse array of options for potential buyers. Homes in this area are spending an average of **69 days on the market**, which suggests a moderate pace in the Chester-Upland real estate market. When analyzing market conditions, we see that the Chester-Upland School District has **3.3 months of inventory**, indicating a seller’s market.
With **26.6%** of homes experiencing price reductions—representing **17 homes**—this can signal some flexibility for buyers. However, the relatively low months of inventory combined with price adjustments can create opportunities, meaning that while competition exists, there is still room for negotiation in prices. For both buyers and sellers in Chester-Upland, this market presents unique opportunities. Buyers should be prepared to act quickly but can also take advantage of the price reductions on the **17 homes** currently on the market.
Sellers may benefit from listing their homes now while interest rates remain relatively stable. 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 observing a dynamic marketplace where quick decisions often lead to great opportunities. With prices adjusting, savvy buyers can find value, while sellers can still achieve favorable 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 $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 69 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 64 active listings and $160,000 median price, 26.6% 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 heading to auction impacts local healthcare access in Chester-Upland, potentially affecting community stability and real estate desirability in nearby neighborhoods.
WHYY
• 09/29/2025
Proposed SEPTA Service Cuts
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=138152
Proposed SEPTA service cuts could reduce public transit options in Chester-Upland, challenging daily commutes and affecting property values and appeal for residents reliant on public transportation.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
Crozer Health Update and more
Link: https://delco.today/2025/05/crozer-health-closing-fallout/
Ongoing fallout from Crozer Health closures in Delaware County towns signals economic strain, with potential declines in local services and tax revenues that influence school funding and housing market dynamics.
DELCO
Crozer Health Closing Fallout Continues in Delaware County Towns
Link: https://www.inquirer.com/health/crozer-hospitals-closing-20250421.html
Closure of Crozer-Chester Medical Center and Taylor Hospital by owner Prospect threatens healthcare availability, raising concerns for community wellbeing and possibly deterring prospective homebuyers seeking accessible medical care.
INQUIRER
• 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: 17 homes (26.6%)
Average Days on Market: 69 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