Chester-Upland School District Market Report
Delaware County, Pennsylvania | December 27, 2025
Market Action Index
How’s the Chester-Upland market? This index compares buyer vs. seller conditions.
Buyer Tip: Homes averaging 79 days on market—negotiate confidently, especially on listings 60+ days.
Market Analysis
According to The Cyr Team’s weekly market analysis, the Chester-Upland School District currently has **69 active listings** with a **median price** of **$160,000**. The **average price** stands at **$193,696**, reflecting a diverse price range from **$32,500** to an impressive **$1,200,000**. Homes in this area are experiencing a market pace of approximately **79 days on the market**, indicating a competitive environment where potential buyers must be ready to act.
In terms of market conditions, Chester-Upland is currently leaning towards a seller’s market, marked by a **months of inventory** figure of **3.4**. With **20 homes**, or **29%**, undergoing price reductions, buyers may find opportunities to negotiate, but overall demand remains strong. The relatively limited inventory paired with the average time on the market suggests that properties are still moving efficiently, making it essential for buyers to remain proactive.
For potential buyers and sellers in Chester-Upland, now is a pivotal time to navigate the landscape of Chester-Upland real estate. Buyers should be prepared to move swiftly on homes for sale, considering the faster market pace, while sellers can take advantage of the heightened demand to potentially achieve favorable terms. 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 shows great promise for motivated buyers, but with limited inventory, acting quickly is essential. Sellers are in a strong position to maximize their returns right now.” – 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 December 2025 market analysis, the median home price in Chester-Upland School District is $160,000, with homes ranging from $32,500 to $1,200,000.
How long do homes stay on the market in Chester-Upland?
According to The Cyr Team’s market data, 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?
According to The Cyr Team’s weekly market analysis, with 69 active listings and $160,000 median price, 29% 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 392 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 392 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 signals major changes in Chester-Upland and surrounding areas, impacting local healthcare access and potentially affecting property values and community stability in Delaware County.
WHYY
• 09/29/2025
1 injured in Chester Township house fire
Link: https://6abc.com/post/1-injured-chester-township-house-fire/18050244/
A recent house fire in Chester Township highlights safety concerns in local neighborhoods, underscoring the importance of community resources and emergency responsiveness, factors that influence homebuyer confidence and insurance rates.
6ABC PHILADELPHIA
Proposed SEPTA Service Cuts
Link: https://www.pahouse.com/Krueger/EmailArchive/?id=138152
Proposed SEPTA service cuts and updates on Crozer Health directly affect Chester-Upland residents’ mobility and access to healthcare, which are critical considerations for residents and investors evaluating neighborhood desirability and infrastructure.
PENNSYLVANIA HOUSE DEMOCRATIC CAUCUS
Crozer Health Update and more
Link: https://www.mychesco.com/a/news/business/real-estate/cash-buyers-reshape-ches…
The rise of cash buyers in Chester County’s 2025 housing market reflects shifting real estate dynamics, influencing affordability and competition for homes in the region, relevant for both sellers and prospective buyers navigating this competitive market.
MYCHESCO
• 10/21/2025
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:
$32,500
$160,000
$1,200,000
Market Activity
According to The Cyr Team’s weekly market analysis:
Price Reductions: 20 homes (29%)
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.