Chester, MD Real Estate & Homes For Sale
90 homes
- NEWCOMING SOON 5/281.4 ACRESColdwell Banker Realty
- NEWCOMING SOON 5/29TTR Sotheby's International Realty
- COMING SOON 6/51.21 ACRESRE/MAX Executive
- NEW CONSTRUCTIONQUICK MOVE-IN
- NEW CONSTRUCTIONQUICK MOVE-IN
- Keller Williams Realty Centre
- Berkshire Hathaway HomeServices PenFed Realty
- $774,990+2 Beds2 Baths2,143 sqftKelly Plan in K. Hovnanian's® Four Seasons at Kent Island - Single Family,
Chester, MD 21619 - Thurston Wyatt Real Estate, LLC
- $752,990+2 Beds2.5 Baths2,010 sqftTaylor Plan in K. Hovnanian's® Four Seasons at Kent Island - Single Family,
Chester, MD 21619 - $819,990+3 Beds3 Baths2,789 sqftKerr Plan in K. Hovnanian's® Four Seasons at Kent Island - Single Family,
Chester, MD 21619 - TTR Sotheby's International Realty
- KOVO Realty
- Long & Foster Real Estate, Inc.
- $883,990+4 Beds3.5 Baths3,601 sqftMunich ESP Plan in K. Hovnanian's® Four Seasons at Kent Island - Single Family,
Chester, MD 21619 - Chesapeake Real Estate Associates, LLC
- Wilson Realty & Staging LLC
- Samson Properties
- $504,990+2 Beds2.5 Baths1,900 sqftChester Plan in K. Hovnanian's® Four Seasons at Kent Island - Luxury Condos,
Chester, MD 21619
Chester, MD Real Estate Trends
Learn about the Chester, MD housing market through trends and averages.Affordability of Living in Chester, MD
| Month | Median home value |
|---|---|
| May 2025 | $532k |
| June 2025 | $532k |
| July 2025 | $532k |
| August 2025 | $530k |
| September 2025 | $530k |
| October 2025 | $530k |
| November 2025 | $531k |
| December 2025 | $531k |
| January 2026 | $531k |
| February 2026 | $531k |
| March 2026 | $532k |
| April 2026 | $532k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Chester, MD, by Home Size
Currently, there are 14 new listings in Chester, MD and 90 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (30 homes) | $476,205 |
| 3 bedrooms (36 homes) | $500,337 |
| 4 bedrooms (11 homes) | $682,422 |
What Locals Say about Chester

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