Chester County is a place where everyone wants to live, work, and play, offering a mix of historic charm, top-rated schools, and luxury real estate. The county’s typical home value is around $576,000. There are several communities that stand far above that, some by hundreds of thousands of dollars, attracting buyers seeking estate properties, horse farms, and prestigious addresses. 

According to May 2026 data from Zillow Home Value Index, Stacker, and regional housing reports, these are among the most expensive places to call home in Chester County right now. Linked home listings display examples of some of the most expensive homes on the current market.

1. Devon: This town consistently ranks as Chester County’s most expensive community and one of the priciest in Pennsylvania. A typical home value is around $1,001,517. Luxury homes, a prime location on the edge of the Main Line, and proximity to major employment centers have driven a nearly 7 percent increase in just the past year. 

2. Berwyn: Known for great schools and a competitive housing market, Berwyn sits behind Devon with a typical home value of around $965,420. Homes here regularly have some of the highest prices in the region, and the community has seen a steady increase over both the short and long term. 

For sale: 61 Cassatt Ave. in Berwyn for $1,300,000 on Zillow.

3. Malvern: The borough ranks among the state’s priciest housing markets, with a typical home value approaching $797,981, according to Zillow-based rankings. With a walkable downtown, strong schools, and Main Line accessibility, it is one of the county’s most sought-after luxury addresses. 

For sale: 419 Dutton Mill Rd. in Malvern for $3,750,000 on Zillow.

4. Chester Springs: Luxury developments, large homesites, and being in the Downingtown Area School District have helped push Chester Springs’ typical home value above $763,040. The community has a strong appreciation over both one- and five-year periods, making it one of the county’s fastest-growing markets. 

5. Willistown Township: Large estates, preserved open space, and the Radnor Hunt area have made Willistown synonymous with Chester County luxury living. While median data is harder to track given its rural character, the township draws high-net-worth buyers seeking privacy and acreage. 

For sale: 39 Old Covered Bridge Rd. in Willistown for $2,995,000 on Zillow.

6. Unionville: In Cheshire Hunt land, Unionville is known for historic estates, horse farms, and large acreage with countryside appeal. Properties here are often priced well into the millions, reflecting the area’s status among equestrian buyers. 

7. Chadds Ford: Welcome to Wyeth country. Home to Brandywine Valley scenery and some of the region’s most beautiful properties, Chadds Ford continues to attract buyers looking for luxury, privacy, and a connection to the area’s rich artistic and historic heritage. 

For sale: 80 Heyburn Rd. in Chadds Ford for $4,950,000 on Zillow.

8. Birmingham Township: History, gorgeous landscapes, and proximity to West Chester make Birmingham Township a gem in the luxury market. Large-lot properties and a quiet countryside setting attract high-end buyers. 

9. Glenmoore: While more rural than some communities on this list, Glenmoore appears in Stacker’s statewide rankings with typical home values of $680,731. Large properties and scenic surroundings continue to drive demand. 

For sale: 2230 Creek Rd. in Glenmoore for $3,450,000 on Zillow.

10. West Chester: The neighborhoods surrounding West Chester area remain highly desirable through by the local amenities, well-known schools, and a competitive housing market. The area drew attention when Crebilly Farm sold for more than $20.6 million. Typical home prices are $659,370.

For sale: 7 Bittersweet Dr. in West Chester for $2,975,000 on Zillow.

Chester County offers a diverse range of luxury living and these neighborhoods represent some of the most valuable addresses in southeastern Pennsylvania.

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