Chester-Upland School District Market Report
Delaware County, Pennsylvania | May 09, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Market Insight: Inventory is tight, but median days on market is 60—opportunities exist for both buyers and sellers.
Market Analysis
According to The Cyr Team’s weekly market analysis, the Chester-Upland School District currently has **87 active listings** with a median price of **$140,000** and an average price of **$154,257**. The homes for sale in this area range from a low of **$30,000** to a high of **$380,000**. Properties are moving at a pace of a median of **60 days on market**, indicating a moderately active market for potential buyers and sellers in Chester-Upland. The market conditions in Chester-Upland suggest a balanced environment.
With **4.35 months of inventory** available, we can categorize this as a seller’s market, particularly as **21.8%** of listings have seen price reductions. This level of inventory indicates that while there are options available for buyers, the competitive nature of the market may require swift decision-making to secure a desired property. For buyers and sellers in Chester-Upland, this presents both opportunities and challenges. Buyers should be prepared to act quickly and consider homes priced below the median to increase their chances of securing a deal.
Sellers may benefit from the current demand, but should also be mindful of the **19 homes** that have recently reduced their prices, suggesting that pricing strategy is critical. 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 showing signs of opportunity for both buyers looking for value and sellers aiming to maximize their returns. It’s essential to stay informed and ready to act!” – 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 May 2026 market analysis, the median home price in Chester-Upland School District is $140,000, with homes ranging from $30,000 to $380,000.
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 60 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 87 active listings and $140,000 median price, 21.8% 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
No PECO rate hikes!
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=143304
PECO’s decision to hold off on rate hikes benefits Chester-Upland residents by stabilizing utility costs, making homeownership and living expenses more predictable in the area. This is a positive sign for buyers and investors focused on Chester-Upland’s affordability and community stability.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
• 04/21/2026
Crozer-Chester Medical Center and Springfield Hospital head to auction block
Link: https://whyy.org/articles/crozer-chester-medical-springfield-hospital-auction/
The auctioning of Crozer-Chester Medical Center and Springfield Hospital highlights a significant shift in local healthcare infrastructure affecting Chester and Springfield. This impacts community health resources and may influence real estate values due to potential changes in neighborhood desirability and employment.
WHYY
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 funding under Governor Shapiro’s budget signals improvements in local education quality. Enhanced schools in Chester-Upland and surrounding areas can boost property values and attract families seeking strong educational opportunities.
DELCO
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 recognition by real estate experts as one of Pennsylvania’s best places to live underscores its appeal for homebuyers. This accolade reflects the county’s quality of life, amenities, and growing housing market, making it a key consideration for investors and families relocating to the region.
VISTA
• 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:
$30,000
$140,000
$380,000
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: 19 homes (21.8%)
Median Days on Market: 60 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