Why Live in Chester
Chester features a diverse housing market with single-family homes, condos, and townhouses. The neighborhood includes ranch-style homes, colonials, and New Traditional builds. Properties south of Highway 50 date back to the mid-to-late 20th century, while newer communities in the northern sector have been developed over the past decade. Chester's parks and recreational activities are abundant, with Terrapin Nature Park offering walking paths and Chesapeake Bay views, and the Cross Island Trail providing a paved walkway for hikers and cyclists. Castle Marina is a hub for boating activities, and Club One Fitness and Aerobics offers gym facilities and an aquatic center. Shopping and dining are concentrated in plazas off Highway 50, with big-box stores like Safeway, Walgreens, and Target, and a variety of restaurants ranging from fast food to local favorites. Notable dining spots include The Jetty, Bridges, and Fisherman’s Inn in nearby Kent Narrows. Annual events such as the Kent Island Day parade and the Annapolis Baygrass Music Festival bring the community together. Highway 50 is the main thoroughfare, connecting Chester to Annapolis, 17 miles away, and the Chesapeake Bay Bridge provides access to Baltimore and Washington, D.C. Public transportation is available via Queen Anne’s County buses, and BWI International Airport is about 30 miles away. Schools in Chester are highly rated, with Bayside Elementary, Stevensville Middle, and Kent Island High all receiving strong ratings.
Home Trends in Chester, MD
On average, homes in Chester, MD sell after 49 days on the market compared to the national average of 50 days. The median sale price for homes in Chester, MD over the last 12 months is $575,000, up 9% from the median home sale price over the previous 12 months.
Median Sale Price
$575,000
Median Single Family Sale Price
$630,900
Median Townhouse Sale Price
$390,500
Median 2 Bedroom Sale Price
$499,000
Median 1 Bedroom Sale Price
$293,000
Average Price Per Sq Ft
$294
Number of Homes for Sale
77
Last 12 months Home Sales
173
Median List Price
$569,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%