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Vincent Cyr

Chester-Upland School District Market Report – May 03, 2026

According to The Cyr Team's weekly market analysis, Chester-Upland School District has 87 homes available, median price $145,000, a median of 53 days on market. 19.5% of listings have price reductions. Strong demand continues with competitive pricing. Expert local analysis from The Cyr Team.

Chester-Upland School District Market Report

Delaware County, Pennsylvania | May 03, 2026

Market Action Index

How’s the Chester-Upland market? This index compares buyer vs. seller conditions.

Market Action Index: 59 - Slight Seller's Advantage

Seller Tip: Only 20% 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 has **87 active listings** with a median price of **$145,000** and an average price of **$158,799**. The price range of homes in this area spans from **$30,000** to **$380,000**, indicating a diverse selection for buyers at various price points. Homes are moving at a pace of a median of **53 days on market**, suggesting a relatively active market where properties are being listed and sold within a reasonable timeframe. When assessing the market conditions in Chester-Upland, we find ourselves in a balanced environment, as indicated by **4.08 months of inventory** available.

This metric suggests that the market is neither firmly in a seller’s nor a buyer’s favor, allowing for negotiation opportunities on both sides. However, with **19.5%** of listings seeing price reductions, buyers may find rooms for strategic negotiations, while sellers should be mindful of market sensitivities to pricing. For prospective buyers and sellers in Chester-Upland, this is an opportune moment to engage with the market strategically. Buyers can take advantage of the diverse price range and potentially negotiate better deals due to price reductions.

Sellers, on the other hand, should ensure their properties are priced competitively to attract buyers swiftly, especially given the median of **53 days on 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. “The current market is presenting a unique chance for both buyers and sellers to make strategic moves, especially with the recent price reductions we’ve seen. It’s important to act thoughtfully in this balanced environment.” – 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 $145,000, 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 53 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 $145,000 median price, 19.5% 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


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 in Delaware County signals potential shifts in healthcare access, impacting community wellness and property values in Chester-Upland and surrounding areas. 2. Chester County’s ranking among Pennsylvania’s best places to live highlights its strong real estate market, quality schools, and desirable neighborhoods, attracting homebuyers seeking community stability and growth. 3. The Upper Makefield pipeline release, overseen by the Department of Environmental Protection, raises environmental concerns affecting local land use and property desirability in Upper Makefield Township and nearby communities. 4. The $31M funding increase for Delco school districts under the Shapiro budget promises improved education resources, enhancing neighborhood appeal and supporting real estate growth in Delaware County’s residential markets.


WHYY
 • 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:

Active Listings
87

Median Price
$145,000

Average Price
$158,799

Median Days on Market
53 days

Price Range

According to The Cyr Team’s analysis of current Chester-Upland listings:

Lowest Price:
$30,000
Median Price:
$145,000
Highest Price:
$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: 17 homes (19.5%)

Median Days on Market: 53 days

Ready to Make a Move in Chester-Upland?

Questions? Call 484-259-7910
or email vcyr@thecyrteam.com

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