Chester-Upland School District Market Report
Delaware County, Pennsylvania | March 28, 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 features **86 active listings** with a **median price of $144,250** and an **average price of $158,164**. Prices in the area range from **$30,000** to **$760,000**, illustrating a diverse market that caters to various budgets. Homes are selling at a brisk pace, with a median of **33 days on market**, indicating a healthy turnover for Chester-Upland real estate.
In assessing market conditions, the Chester-Upland School District is currently experiencing a balanced market with **4.29 months of inventory** available. This figure suggests that while there are opportunities for both buyers and sellers, the percentage of **25.6% of homes** seeing price reductions indicates a slight shift towards a buyer’s favor. However, with an active supply of listings, buyers should be prepared to act decisively to secure desirable Chester-Upland homes for sale.
For buyers in the Chester-Upland School District, this market presents an excellent opportunity to purchase homes at competitive prices. Sellers should consider pricing strategies and be mindful of the market dynamics, especially as buyers may be more discerning given the current inventory levels. 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 in Chester-Upland is a unique opportunity for buyers who are ready to move quickly, while sellers need to be strategic with their pricing to attract the right buyers.” – 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 March 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 signals potential shifts in healthcare availability in Chester-Upland, impacting local property values and community services. Prospective buyers and sellers should monitor changes in hospital ownership and service continuity.
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/
Chester County’s ranking among Pennsylvania’s best places to live highlights its strong real estate market, quality schools, and community amenities. This recognition attracts buyers seeking desirable neighborhoods with stable property values and excellent local resources.
VISTA
Pedestrian Killed In Hit-And-Run On Baltimore Pike In Delco: PA State Police
Link: https://dailyvoice.com/pa/chester/steven-hulsey-struck-dead-on-baltimore-pike…
The hit-and-run pedestrian fatality on Baltimore Pike in Delaware County raises safety concerns in a key commuting corridor, possibly influencing local traffic regulations and neighborhood desirability. Awareness of such incidents is vital for residents and real estate professionals.
DAILYVOICE
Proposed SEPTA Service Cuts
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=138152
Proposed SEPTA service cuts, alongside updates on Crozer Health, directly affect public transit accessibility and healthcare services in Chester-Upland and surrounding areas, factors crucial for homebuyers valuing connectivity and medical support.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
• 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