Real Estate & Property for Sale in Chester

Showing 169 - 189 of 1102 properties
Under Contract
$459,000
4300 Main Street
Grasonville MD 21638
3
2
8
Single-Family
Listing courtesy of Douglas Realty LLC
Pending
$749,990
536 Warbler Way
Chester MD 21619
2
3
5
Single-Family
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP
Pending
$7,995,000
7328 Kent Point Road
Stevensville MD 21666
8
10
4
Single-Family
Listing courtesy of TTR Sotheby's International Realty
SoldAug 18, 2026
$459,000
318 Wicomico Road
Stevensville MD 21666
4
2
4
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Wilson Realty & Staging LLC
For Sale
$859,900
320 Bayberry Drive
Chester MD 21619
3
2
5
Single-Family
Listing courtesy of REMAX Leading Edge | Annapolis
For Sale
$565,000
624 Davol Road
Stevensville MD 21666
4
4
5
Single-Family
Listing courtesy of Samson Properties
For Sale
$405,000
125 Forest Road
Grasonville MD 21638
3
2
Single-Family
Listing courtesy of Homecoin.com
SoldAug 17, 2026
$285,000
E-5A/696 Southern Hills Drive
Cape St. Claire MD 21012
2
1
Condo
Listing courtesy of REMAX Executive | Chester and Coldwell Banker Realty
Pending
$1,995,000
92 Long Creek Dr
Stevensville MD 21666
5
5
6
Single-Family
Listing courtesy of Benson & Mangold, LLC
For Sale
$360,000
1107 Commanders Way S
Cape St. Claire MD 21409
3
2
Townhouse
Listing courtesy of Coldwell Banker Realty
For Sale
$425,000
136 Long Dr
Queenstown MD 21658
3
3
6
Townhouse
Listing courtesy of Coldwell Banker Realty
For Sale
$4,158,000
319 Blue Bay Rd
Stevensville MD 21666
9
8
17
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc.
Under Contract
$375,000
719 Old Love Point Road
Stevensville MD 21666
3
1
Single-Family
Listing courtesy of Coldwell Banker Realty
For Sale
$1,150,000
408 Butlers Lodge
Stevensville MD 21666
3
3
2
Single-Family
Listing courtesy of Coldwell Banker Realty
SoldAug 14, 2026
$700,000
1153 Hampton Rd
Cape St. Claire MD 21409
4
4
2
Single-Family
Listing courtesy of Corner House Realty and TTR Sotheby's International Realty
SoldAug 14, 2026
$350,000
7013 Bridgepointe Drive
Chester MD 21619
3
3
3
Condo
Listing courtesy of Coldwell Banker Realty
SoldAug 14, 2026
$775,000
169 Harrier Way
Chester MD 21619
2
2
2
Single-Family
Listing courtesy of CENTURY 21 New Millennium and Long & Foster Real Estate, Inc.
SoldAug 14, 2026
$925,000
Columbia Lane
Stevensville MD 21666
3
3
8
Single-Family
Listing courtesy of Coldwell Banker Waterman Realty and Coldwell Banker Realty
SoldAug 14, 2026
$639,900
21/200 Harrier Way
Chester MD 21619
3
3
1
Condo
Listing courtesy of Long & Foster Real Estate, Inc. and REMAX Leading Edge | Annapolis
SoldAug 14, 2026
$820,000
5 Prospect Bay Dr W
Grasonville MD 21638
4
3
7
Single-Family
Listing courtesy of Wilson Realty & Staging LLC and Long & Foster Real Estate, Inc.
SoldAug 14, 2026
$1,180,000
844 Harbor View Terrace
Cape St. Claire MD 21409
5
3
2
Single-Family
Listing courtesy of TTR Sotheby's International Realty and Compass
169 - 189 of 1,102

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