$744,900
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,900sqft
Condo for sale
Long & Foster Real Estate, Inc.
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111 Marshgrass Way #43, CHESTER, MD 21619 
402 Macum Crk Dr, CHESTER, MD 21619
3D Tour
1000 Herons Nest Way #43, CHESTER, MD 21619
230 Switchgrass Way #12, CHESTER, MD 21619
227 Gibson Cir, CHESTER, MD 216193D Tour
134 Richard Ingle Way, CHESTER, MD 21619 
Price Drop: $11K
208 Blenny Ln, CHESTER, MD 21619
8 E Piney Narrows Rd, CHESTER, MD 21619
New Construction
736 Warbler Wy #2733, CHESTER, MD 216193D Tour
232 Evelyne St, CHESTER, MD 21619 New Construction
247 Redstart Dr, CHESTER, MD 21619 Price Drop: $9.9K
208 Widgeon Way, CHESTER, MD 21619 
111 Marshgrass Way #41, CHESTER, MD 21619
108 Blenny Ln, CHESTER, MD 21619
1 Queen Victoria Ct, CHESTER, MD 21619
231 Evelyne St, CHESTER, MD 21619
117 Harrier Way, CHESTER, MD 21619
Hot
21 Queen Victoria Way, CHESTER, MD 216193D Tour
609 Blenny Ln, CHESTER, MD 21619 
107 Widgeon Way, CHESTER, MD 21619
320 Bayberry Dr, CHESTER, MD 216193D Tour
43 Queen Neva Ct, CHESTER, MD 21619 Price Drop: $41K3D Tour
129 Wheelhouse Way #21, CHESTER, MD 21619 3D Tour
3000 Herons Nest Way #11, CHESTER, MD 21619 HotNew Construction
830 Warbler Way #2824, CHESTER, MD 21619 
228 Bayberry Dr, CHESTER, MD 216193D Tour
1012 Auckland Way, CHESTER, MD 21619 Price Drop: $20KNew Construction110 Boatswain Way #3042, CHESTER, MD 21619 3D Tour
201 Switchgrass Way #34, CHESTER, MD 21619 
45 Queen Neva Ct, CHESTER, MD 216193D Tour
512 Auckland Way, CHESTER, MD 21619 HotNew Construction
830 Warbler Way #2843, CHESTER, MD 21619 New Construction
830 Warbler Way #2833, CHESTER, MD 21619 3D Tour
4000 Herons Nest Way #22, CHESTER, MD 21619 
510 Auckland Way, CHESTER, MD 21619
129 Wheelhouse Way #11, CHESTER, MD 21619
313 Thomas White Blvd, CHESTER, MD 21619
53 Queen Caroline Ct, CHESTER, MD 21619New Construction
114 Kinglet Ct, CHESTER, MD 21619 New Construction
102 Boatswain Way #2933, CHESTER, MD 21619 New Construction102 Boatswain Way #2932, CHESTER, MD 21619 New Construction102 Boatswain Way #2943, CHESTER, MD 21619 
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Homes for Sale in Chester, MD with Pool
88 Homes for Sale
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$789,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,787sqft
Sale Pending
Samson Properties
3D Tour$595,000
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,832sqft
Condo for sale
Coldwell Banker Realty
$499,000
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 2,003sqft
Condo for sale
Real Broker, Llc - Chester
$559,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,062sqft
Townhouse for sale
Re/Max Executive
3D Tour$739,000
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,185sqft
Single family home for sale
Redfin Corp
Price Drop: $11K$374,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 1,899sqft
Sale Pending
Re/Max Executive
$40,000
Bedrooms: --Bds
Bathrooms: --Ba
Area: 830sqft
Condo for sale
Benson & Mangold, Llc
New Construction$719,990
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,900sqft
Condo for sale
Berkshire Hathaway Homeservices Penfed Realty - Op
3D Tour$799,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 3,312sqft
Single family home for sale
Ttr Sotheby'S International Realty
New Construction$899,990
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,772sqft
Sale Pending
Berkshire Hathaway Homeservices Penfed Realty - Op
Price Drop: $9.9K$590,000
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 2,100sqft
Sale Pending
Re/Max Leading Edge
$998,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,602sqft
Condo for sale
Long & Foster Real Estate, Inc.
$364,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,899sqft
Condo for sale
Re/Max Leading Edge
$400,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,260sqft
Condo for sale
Douglas Realty Llc
$795,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,870sqft
Single family home for sale
Wilson Realty & Staging Llc
$790,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,331sqft
Single family home for sale
Re/Max Executive
Hot$472,500
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,620sqft
Condo for sale
Re/Max Executive
3D Tour$450,000
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 2,100sqft
Sale Pending
Compass
$349,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,899sqft
Condo for sale
Re/Max Leading Edge
$859,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,331sqft
Single family home for sale
Re/Max Leading Edge
3D Tour$445,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,008sqft
Condo for sale
Anne Arundel Properties, Inc.
Price Drop: $41K3D Tour$1,399,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,601sqft
Condo for sale
Rise Real Estate, Llc
3D Tour$460,000
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 2,003sqft
Condo for sale
Coldwell Banker Realty
HotNew Construction$749,990
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,602sqft
Sale Pending
Berkshire Hathaway Homeservices Penfed Realty - Op
$665,000
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,993sqft
Single family home for sale
Long & Foster Real Estate, Inc.
3D Tour$599,900
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 2,076sqft
Condo for sale
Redfin Corp
Price Drop: $20KNew Construction$699,990
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,900sqft
Sale Pending
Berkshire Hathaway Homeservices Penfed Realty - Op
3D Tour$835,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,602sqft
Condo for sale
Ttr Sotheby'S International Realty
$318,500
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,312sqft
Condo for sale
Coldwell Banker Realty
3D Tour$375,000
Bedrooms: 3Bds
Bathrooms: 4Ba
Area: 1,899sqft
Townhouse for sale
Long & Foster Real Estate, Inc.
HotNew Construction$789,990
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,900sqft
Condo for sale
Berkshire Hathaway Homeservices Penfed Realty - Op
New Construction$689,990
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,900sqft
Condo for sale
Berkshire Hathaway Homeservices Penfed Realty - Op
3D Tour$492,500
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,900sqft
Condo for sale
Re/Max Leading Edge
$410,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,899sqft
Condo for sale
Engel & Volkers Annapolis
$585,000
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 2,003sqft
Condo for sale
Re/Max Executive
$799,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,291sqft
Sale Pending
Monument Sotheby'S International Realty
$329,000
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,440sqft
Condo for sale
Exp Realty, Llc
New Construction$999,990
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,772sqft
Single family home for sale
Berkshire Hathaway Homeservices Penfed Realty - Op
New Construction$809,990
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,900sqft
Condo for sale
Berkshire Hathaway Homeservices Penfed Realty - Op
New Construction$809,990
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,900sqft
Condo for sale
Berkshire Hathaway Homeservices Penfed Realty - Op
New Construction$909,990
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,900sqft
Condo for sale
Berkshire Hathaway Homeservices Penfed Realty - Op
Showing 1 - 42 of 88 homes for sale in Chester, MD
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Based on information from Bright MLS through Nov 2, 2026, 2:00 PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
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