Chester, MD Real Estate & Homes For Sale
86 homes
- 1 ACRECummings & Co. Realtors
- 3D VIEW0.46 ACRESPaul Wesley Real Estate
- NEWCOMING SOON 9/4Northrop Realty
- NEWOPEN SAT, 12-3PM3D VIEWRory S. Coakley Realty, Inc.
- NEWOPEN SAT, 11-1PM1.65 ACRESReal Broker, LLC
- COMING SOON 9/33D VIEWAnne Arundel Properties, Inc.
- OPEN SUN, 12:30-2:30PM3D VIEWSamson Properties
- $848,990+5 Beds4.5 Baths3,225 sqftTuscaloosa Plan in K. Hovnanian's® Four Seasons at Kent Island - Single Family,
Chester, MD 21619 - $701,990+4 Beds3 Baths2,791 sqftSimone Plan in K. Hovnanian's® Four Seasons at Kent Island - Single Family,
Chester, MD 21619 - $594,990+3 Beds2.5 Baths2,602 sqftSevern Plan in K. Hovnanian's® Four Seasons at Kent Island - Luxury Condos,
Chester, MD 21619 - Berkshire Hathaway HomeServices PenFed Realty - OP
- $886,990+4 Beds3.5 Baths3,512 sqftMykonos Plan in K. Hovnanian's® Four Seasons at Kent Island - Single Family,
Chester, MD 21619 - RE/MAX Leading Edge
- TTR Sotheby's International Realty
- Monument Sotheby's International Realty
- Berkshire Hathaway HomeServices PenFed Realty - OP
- Berkshire Hathaway HomeServices PenFed Realty - OP
- Berkshire Hathaway HomeServices PenFed Realty - OP
- $709,990+2 Beds2 Baths2,143 sqftKelly Plan in K. Hovnanian's® Four Seasons at Kent Island - Single Family,
Chester, MD 21619 - Long & Foster Real Estate, Inc.
- $699,990+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 - Douglas Realty LLC
- 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 - Berkshire Hathaway HomeServices PenFed Realty - OP
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 |
|---|---|
| August 2025 | $533k |
| September 2025 | $533k |
| October 2025 | $533k |
| November 2025 | $534k |
| December 2025 | $534k |
| January 2026 | $534k |
| February 2026 | $534k |
| March 2026 | $535k |
| April 2026 | $535k |
| May 2026 | $535k |
| June 2026 | $535k |
| July 2026 | $535k |
Trends and affordability stats are provided by third party data sources.
Average Home Value in Chester, MD, by Home Size
Currently, there are 9 new listings in Chester, MD and 86 homes for sale.
| Home Size | Home Value* |
|---|---|
| 2 bedrooms (24 homes) | $482,347 |
| 3 bedrooms (37 homes) | $502,051 |
| 4 bedrooms (13 homes) | $686,882 |
What Locals Say about Chester

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