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  1. Home/
  2. Chester, MD
Chester

Condos InChester, MD

Chester, MD Condo Market Report (In last 12 months)

Avg. List Price

$463,669 ($270/Sqft.)

Year-Over-Year List Price

Up Arrow1.62%

Total Listings

Listed 37

Avg. Days on Market

Up Arrow59

Avg. Sale Price

$631,694 ($309/Sqft.)

Year-Over-Year Sale Price

Up Arrow24.12%

Total Sold

Sold18

Avg. HOA Fees/Sqft.

$10/monthly

Chester, MD Condo Market Overview

Welcome to Chester, Maryland, where vibrant community life merges with scenic beauty along the Chesapeake Bay. This charming waterfront town boasts a diverse condo market, marrying luxury and affordability in unparalleled ways. From modern high-rise developments in the heart of the downtown district to cozy garden-style condos nestled in tranquil neighborhoods like Kent Island and Chesterfield, there’s something for everyone. Residents enjoy stunning bay views, expansive outdoor spaces, and access to water activities, creating an active lifestyle infused with natural beauty. Local attractions include charming boutiques, inviting restaurants, and lush parks, providing endless recreational options. Whether you seek a contemporary retreat near the waterfront or a quaint abode in a peaceful community, Chester's real estate market captures the essence of Eastern Shore living. Embrace a life where relaxation meets vibrant community, and every day feels like a refreshing getaway!

Condos For Sale In Chester, MD

Popular Condos Neighborhoods in Chester, MD

Explore Chester, MD Neighborhoods

Chester is a charming waterside community celebrated for its picturesque landscapes, rich maritime history, and welcoming atmosphere. With an array of delightful waterfront parks, local eateries, and vibrant community events, this small town offers a tranquil retreat while fostering a strong sense of connection among its residents.

Frequently Asked Questions About Chester, MD

What is it like to live in Chester?

Chester provides a suburban lifestyle with residential communities offering access to essential amenities and green spaces. The town features a peaceful environment, appealing to families and retirees, and enjoys proximity to major roadways for commuting.

What is it like to live in Chester?

Is Chester expensive?

Chester's real estate market is generally considered affordable compared to nearby urban centers, with average home prices significantly lower than the Maryland state average. This affordability is accompanied by a range of housing types, from single-family homes to townhouses, appealing to various buyers.

Is Chester expensive?

How much is a condo in Chester?

As of 2025, the average price for a condo in Chester ranges from approximately $200,000 to $500,000, influenced by factors such as location and amenities. The real estate market in this area tends to offer more affordable options compared to larger urban centers.

How much is a condo in Chester?

What are the safest neighborhoods in Chester?

Chester is a small community with a generally low crime rate, particularly in residential areas with close-knit neighborhoods. While specific neighborhood data may vary, areas with strong community engagement often report higher safety levels. Access to local amenities and law enforcement presence further enhances the overall safety perception.

What are the safest neighborhoods in Chester?

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  1. Home/
  2. Chester, MD
Nearby Cities
Aberdeen Proving Ground
Annapolis
Butler
Neighborhoods
Broening ManorCarroll / Camden Industrial AreaCarroll Park
Clifton ParkDarley ParkGibson IslandHerring Run ParkLake EveshamLevindaleLiberty SquareMorrell ParkMullinsRiva TraceStepneyTitan TerraceTowanda / GrantleyUnion SquareUptonWest Annapolis / WardourWoodbourne Heights
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207142100121009
2101421018210232103721053210572110821111211132112021131212012120521220212402124121787
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