Chester-Upland School District Market Report
Delaware County, Pennsylvania | April 03, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Seller Tip: Only 26% of listings have cut prices—pricing is holding firm.
Market Analysis
According to The Cyr Team’s weekly market analysis, the Chester-Upland School District currently has **86 active listings** with a median price of **$144,250** and an average price of **$158,164**. Homes in this area are available at a wide price range, from **$30,000 to $760,000**, reflecting the diversity of options for potential buyers. The market pace is relatively brisk, with properties experiencing a median of **33 days on market** before going under contract. In analyzing market conditions, we see that the Chester-Upland School District is leaning towards a balanced market.
With **4.29 months of inventory** available, this indicates that while there is a healthy supply of homes, the **25.6%** of listings that have undergone price reductions suggests some challenges for sellers. Buyers have opportunities to negotiate better deals in this environment, while sellers may need to be more strategic in their pricing to attract offers. For buyers and sellers in the Chester-Upland real estate market, this is an opportune time to engage with the current conditions. Buyers can take advantage of the existing inventory and negotiate prices, especially with **22 homes** seeing reductions.
Sellers should ensure their properties are competitively priced and presented well to stand out in this diverse 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 blend of inventory and pricing strategies, both buyers and sellers have viable paths forward. It’s crucial to stay informed and act swiftly in this dynamic 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 April 2026 market analysis, the median home price in Chester-Upland School District is $144,250, with homes ranging from $30,000 to $760,000.
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 33 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 86 active listings and $144,250 median price, 25.6% 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 144250 transactions specifically in Chester-Upland School District since 2009, with deep knowledge of neighborhood values, market timing, and local trends. 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 158164 transactions across Chester County, Delaware County, Montgomery County, and New Castle County since 2009. In Chester-Upland School District specifically, we’ve closed 144250 sales, giving us deep knowledge of neighborhood values, market timing, and what buyers are looking for.
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/
The auction of Crozer-Chester Medical Center and Springfield Hospital in Delaware County signals potential shifts in healthcare access, impacting local community well-being and property values in Chester-Upland and neighboring areas.
WHYY
• 09/29/2025
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/
Ranking Chester County among Pennsylvania’s best places to live highlights its strong housing market, quality schools, and amenities, attracting buyers and investors seeking stable, desirable communities.
VISTA
Chester County Home to Nine of Pennsylvania’s 25 Most Expensive Housing Markets
Link: https://delco.today/2025/06/most-expensive-housing-markets-pa/
With nine of Pennsylvania’s 25 priciest housing markets, Chester County shows robust real estate demand and upscale neighborhood growth, essential for sellers and buyers targeting high-value properties.
DELCO
Ambulance wait times double as Pa. officials deal with fallout from hospital closure
Link: https://www.ems1.com/response-times/ambulance-wait-times-double-as-pa-officia…
Doubling ambulance wait times after hospital closures in Chester-Upland stresses healthcare challenges, influencing community safety perceptions and potentially affecting homebuyer confidence in local market stability.
EMS1
• 02/12/2026
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
$144,250
$760,000
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: 22 homes (25.6%)
Median Days on Market: 33 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