HOA Communities in Chester, Maryland (2026)
Chester, Maryland has 1 HOA community listed on HOA's HUB, with monthly dues ranging from $275 to $275 and a median of $275. That places Chester slightly below the state average for Maryland. The local mix skews toward a mix of single-family homes and condominiums. Most communities here (100%) are pet-friendly with rental-friendly bylaws in the majority of associations.
Chester is home to 1 tracked HOA community in Chester County. The median monthly HOA fee here sits at about $275. That is roughly 8% below the Maryland statewide median of $298. Among the higher-profile associations tracked here is Clayborne Woods with monthly dues near $275.
Chester HOA Market Snapshot
Most Common Amenities
Where Chester Is on the Map
Chester, Maryland is located at approximately 38.958, -76.284. The map below shows the surrounding area, including neighborhoods where the HOA communities listed on this page are located.
All HOA Communities in Chester
Other Top HOA Cities in Maryland
Browse HOA communities across Maryland
Frequently Asked: HOAs in Chester, Maryland
How big is the HOA market in Chester, Maryland?
HOA's HUB tracks 1 HOA community in Chester, Maryland across 1 county.
How much do HOA dues cost in Chester?
The median monthly HOA fee in Chester is approximately $275. Fees vary by amenity package, building age, and whether the community is single-family, condo, or townhome.
Is Chester in Chester County?
Chester is located primarily in Chester County, Maryland.
Helpful HOA Guides
Browse all
HOA Fees Continue Rising Across America: What's Driving the Increase in 2026?

Rising HOA Costs Are Reshaping Homeownership in Texas (And What It Means for Buyers Nationwide)

