Chester-Upland School District Market Report – November 21, 2025

Current Chester-Upland School District market update: 64 homes available, median price $169,450, averaging 79 days on market. 37.5% of listings have price reductions. Buyers have negotiation opportunities in this balanced market. Expert local analysis from The Cyr Team.

Chester-Upland School District Market Report

Delaware County, Pennsylvania | November 21, 2025

Market Analysis

According to The Cyr Team’s weekly market analysis, the Chester-Upland School District currently showcases a total of **64 active listings**. The median price for homes within this area is approximately **$169,450**, while the average price stands at **$201,536**. The local market is diverse, with home prices ranging from **$65,000** to **$1,200,000**. Properties in the Chester-Upland School District are seeing an average of **79 days on the market**, indicating a steady pace of activity among buyers and sellers alike.

When evaluating the current market conditions within Chester-Upland, we see a clear indicator of a **seller’s market**, as evidenced by the **2.8 months of inventory** available. With **24 homes** experiencing price reductions—accounting for **37.5%** of listings—this suggests that while there is some buyer leverage, the limited inventory still favors sellers. Buyers are advised to act swiftly to secure desirable properties, as the brisk pace means homes may not stay on the market long. For potential buyers looking at Chester-Upland homes for sale, there are substantial opportunities available, particularly given the current pricing structure.

Sellers are encouraged to evaluate their pricing strategies given the notable price reductions observed in the 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. “In a market where we’re seeing significant price reductions alongside limited inventory, it’s crucial for buyers to be prepared and act promptly. Sellers need to position their homes wisely to attract serious inquiries.” – Vincent Cyr, The Cyr Team

Thinking about buying or selling in Chester-Upland? We can help you understand what this market data means for your specific situation.

Get Your Free Home Valuation → or reach out to discuss your plans: vcyr@thecyrteam.com

Frequently Asked Questions – Chester-Upland Real Estate

What is the current median home price in Chester-Upland?

According to The Cyr Team’s November 2025 market analysis, the median home price in Chester-Upland School District is $169,450, with homes ranging from $65,000 to $1,200,000.

How long do homes stay on the market in Chester-Upland?

Homes in Chester-Upland are currently averaging 79 days on market. Well-priced properties often sell faster than this average.

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?

With 64 active listings and $169,450 median price, 37.5% of listings have had price reductions, which indicates negotiation opportunities for buyers.

Who are the local real estate experts in Chester-Upland?

The Cyr Team (Vincent and Jane Cyr) has completed 389 transactions across Chester, Delaware, 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 389 transactions across Chester County, Delaware 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.

★★★★★

70+ Five-Star Reviews from satisfied clients across Chester County

Ready to take the next step?

Sellers: See what your home is worth →
Buyers: Want to see available homes? Reply to this message or email vcyr@thecyrteam.com

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 marks a significant shift in Delaware County’s healthcare landscape, impacting local employment and potentially altering property values in Chester and Springfield boroughs. 2. Proposed SEPTA service cuts threaten transit accessibility in Chester-Upland and surrounding areas, affecting commuter convenience and real estate desirability for residents reliant on public transportation. 3. The official closure of Crozer Health hospitals deeply affects Delaware County communities, with former employees gathering to reflect on job losses that may influence local economic stability and housing demand. 4. Delco Police’s aggressive driving crackdown enhances road safety in Delaware County, including Chester, which could improve neighborhood desirability and impact real estate market confidence among families and commuters.


WHYY
• 09/29/2025


Proposed SEPTA Service Cuts

Link: https://www.pahouse.com/Krueger/EmailArchive/?id=138152

Local news about Chester-Upland community and real estate market.


PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS


Crozer Health Update and more

Link: https://6abc.com/post/crozer-chester-medical-center-officially-closing-friday…

Local news about Chester-Upland community and real estate market.


6ABC PHILADELPHIA

Key Market Statistics

Active Listings
64
Median Price
$169,450
Average Price
$201,536
Avg Days on Market
79 days

Price Range

Lowest Price:
$65,000
Median Price:
$169,450
Highest Price:
$1,200,000

Market Activity

Price Reductions: 24 homes (37.5%)

Average Days on Market: 79 days

Questions about Chester-Upland real estate?

We’re here to help. Email us or get your free home valuation.

Data Source: Courtesy of Bright MLS. All information deemed reliable but not guaranteed. Property information should be independently verified.