Chester-Upland School District Market Report
Delaware County, Pennsylvania | June 19, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Seller Tip: Only 28% 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 **53 active listings** on the market, with a **median price** of **$150,000** and an **average price** of **$171,135**. The price range for these Chester-Upland homes for sale varies significantly, from a low of **$40,000** to a high of **$425,000**. Homes in this area are selling at a **median of 45 days on market**, indicating a relatively brisk pace for buyers looking to move into the Chester-Upland community.
The market conditions in the Chester-Upland School District suggest it leans towards a seller’s market, with **2.84 months of inventory** available. Additionally, **15 homes**, or **28.3%** of active listings, have seen price reductions, reflecting some adjustments to pricing strategy by sellers. This level of inventory indicates that buyers have options, but properties that are priced well are likely to sell quickly in this competitive market.
For buyers and sellers in Chester-Upland, now presents a prime opportunity to engage with the market. Sellers should consider pricing strategically to attract serious buyers, especially given the current demand. Buyers, on the other hand, should be prepared to act decisively as the market can shift quickly.
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 market offers a unique opportunity for both buyers and sellers, especially in Chester-Upland where strategic pricing can lead to swift sales.” – 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 June 2026 market analysis, the median home price in Chester-Upland School District is $150,000, with homes ranging from $40,000 to $425,000.
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 45 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 53 active listings and $150,000 median price, 28.3% 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
Chester Creek Trail
Link: https://storymaps.arcgis.com/stories/a3803be178a742d4bd28fffcb671ce82
The Chester Creek Trail offers scenic recreational opportunities in Chester, enhancing community appeal and potentially boosting nearby property values, making it attractive for home buyers seeking outdoor amenities.
ARCGIS STORYMAPS
• 06/15/2026
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 impacts local healthcare access and property values in Chester and Springfield, crucial for residents and investors monitoring community infrastructure.
WHYY
No PECO rate hikes!
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=143304
The announcement of no PECO rate hikes benefits Chester-Upland residents by stabilizing utility costs, positively influencing household budgets and making the area more attractive for homebuyers.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
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 facing a $31M increase in the Shapiro budget affects education quality and local taxes, key factors for families considering real estate investments in Chester-Upland and surrounding boroughs.
DELCO
• 09/29/2025
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:
$40,000
$150,000
$425,000
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 (28.3%)
Median Days on Market: 45 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