Chester-Upland School District Market Report
Delaware County, Pennsylvania | June 26, 2026
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Market Insight: With 2.9 months of inventory, strategic pricing matters for sellers while buyers should act decisively.
Market Analysis
According to The Cyr Team’s weekly market analysis, the Chester-Upland School District currently features **51 active listings** with a **median price** of **$149,999** and an **average price** of **$166,227**. The properties available range in price from **$40,000 to $425,000**, indicating a diverse selection for potential buyers. Homes in this area are selling with a **median of 56 days on market**, reflecting a relatively brisk pace in the Chester-Upland real estate market.
In terms of market conditions, the Chester-Upland School District is experiencing a slight shift towards a seller’s market, indicated by **2.88 months of inventory** available. This level suggests that while there are opportunities for buyers, the reduced inventory—coupled with **15 price reductions** (accounting for **29.4%** of listings)—may lead to increased competition among buyers. As such, those looking to purchase Chester-Upland homes for sale should be prepared to act swiftly.
For buyers and sellers in the Chester-Upland area, there are ample opportunities to capitalize on the current market dynamics. Buyers should consider the limited inventory as a cue to engage quickly, while sellers can leverage the favorable conditions to list their properties competitively. 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 inventory levels in Chester-Upland mean that serious buyers need to be ready to make decisions quickly, as properties are moving faster than they have in recent months.” – 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 $149,999, 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 56 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 51 active listings and $149,999 median price, 29.4% 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
Tornado Warning issued for parts of southeastern Pennsylvania
Link: https://www.lehighvalleylive.com/weather/2026/06/tornado-warning-issued-for-p…
A Tornado Warning was issued for southeastern Pennsylvania, including Chester-Upland, highlighting the importance of disaster preparedness for residents and real estate professionals in this vulnerable area. Awareness of such weather events is crucial for property safety and insurance considerations.
LEHIGHVALLEYLIVE
• 06/22/2026
Chester Creek Trail
Link: https://storymaps.arcgis.com/stories/a3803be178a742d4bd28fffcb671ce82
The Chester Creek Trail, a key recreational spot in Chester County, offers residents and potential homebuyers a scenic outdoor amenity that enhances community appeal and property values. Proximity to such trails often attracts families and nature lovers.
ARCGIS STORYMAPS
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 signals significant changes in local healthcare infrastructure, impacting community wellbeing and potentially influencing property demand in Chester and Springfield boroughs.
WHYY
No PECO rate hikes!
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=143304
The announcement of no PECO rate hikes benefits homeowners and landlords in Chester-Upland and surrounding areas by maintaining stable utility costs, which can affect housing affordability and market attractiveness.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
• 06/15/2026
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:
$40,000
$149,999
$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 (29.4%)
Median Days on Market: 56 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