Listings in 21619 - CAROLINE County, Maryland

Page 1 of 2

Displaying 1 – 200 of 277 Real estate listings


Picture of 318 HANNA COURT
318 HANNA COURT
CHESTER, MD | Closed
Listed: Nov, 03, 2025
Price: $2,700
Living Area: 1,778 Sq. Ft.
Picture of 117 REDSTART DRIVE
117 REDSTART DRIVE
CHESTER, MD | Closed
Listed: Oct, 06, 2025
Price: $849,990
Living Area: 2,010 Sq. Ft.
Picture of 214 TEAL COURT G
214 TEAL COURT G
CHESTER, MD | Closed
Listed: Nov, 09, 2025
Price: $2,150
Living Area: 1,200 Sq. Ft.
Picture of 121 WHEELHOUSE WAY 2111
121 WHEELHOUSE WAY 2111
CHESTER, MD | Closed
Listed: Jul, 28, 2025
Price: $539,900
Living Area: 2,003 Sq. Ft.
Picture of 615 TEAL COURT
615 TEAL COURT
CHESTER, MD | Closed
Listed: Jan, 15, 2026
Price: $2,000
Living Area: 1,069 Sq. Ft.
Picture of 206 BLENNY LANE
206 BLENNY LANE
CHESTER, MD | Closed
Listed: Dec, 23, 2025
Price: $339,900
Living Area: 1,899 Sq. Ft.
Picture of 121 KINGLET COURT
121 KINGLET COURT
CHESTER, MD | Active
Listed: Mar, 09, 2026
Price: $1,099,990
Living Area: 3,225 Sq. Ft.
Picture of 176 FLAGSTAFF WAY 2443
176 FLAGSTAFF WAY 2443
CHESTER, MD | Pending
Listed: Jan, 12, 2026
Price: $979,900
Living Area: 1,900 Sq. Ft.
Picture of 107 CHESTER STATION LANE
107 CHESTER STATION LANE
CHESTER, MD | Closed
Listed: Jan, 28, 2026
Price: $1,550
Living Area: 7,532 Sq. Ft.
Picture of 202 MCHENNY COURT
202 MCHENNY COURT
CHESTER, MD | Closed
Listed: Oct, 30, 2025
Price: $825,000
Living Area: 2,520 Sq. Ft.
Picture of 110 BOATSWAIN WAY 3033
110 BOATSWAIN WAY 3033
CHESTER, MD | Pending
Listed: Feb, 03, 2026
Price: $699,990
Living Area: 1,900 Sq. Ft.
Picture of 630 WARBLER WAY 2221
630 WARBLER WAY 2221
CHESTER, MD | Pending
Listed: Sep, 08, 2025
Price: $724,900
Living Area: 2,602 Sq. Ft.
Picture of 630 WARBLER WAY 2212
630 WARBLER WAY 2212
CHESTER, MD | Pending
Listed: Aug, 20, 2025
Price: $499,990
Living Area: 2,003 Sq. Ft.
Picture of 34 QUEEN ANNE WAY F
34 QUEEN ANNE WAY F
CHESTER, MD | Active
Listed: Mar, 19, 2026
Price: $349,900
Living Area: 724 Sq. Ft.
Picture of 1872 HARBOR DRIVE
1872 HARBOR DRIVE
CHESTER, MD | Active
Listed: Mar, 19, 2026
Price: $485,000
Living Area: 1,486 Sq. Ft.
Picture of 141 REDSTART DRIVE
141 REDSTART DRIVE
CHESTER, MD | Closed
Listed: Dec, 31, 2025
Price: $899,990
Living Area: 2,789 Sq. Ft.
Picture of 1838 SHERMAN DRIVE
1838 SHERMAN DRIVE
CHESTER, MD | Active
Listed: Mar, 12, 2026
Price: $387,500
Living Area: 1,204 Sq. Ft.
Picture of 402 BLENNY LANE
402 BLENNY LANE
CHESTER, MD | Active Under Contract
Listed: Jan, 16, 2026
Price: $399,000
Living Area: 1,747 Sq. Ft.
Picture of 109 PRICES LANE
109 PRICES LANE
CHESTER, MD | Closed
Listed: Mar, 02, 2026
Price: $429,900
Living Area: 1,466 Sq. Ft.
Picture of 219 BROADWATER DRIVE
219 BROADWATER DRIVE
CHESTER, MD | Closed
Listed: Mar, 02, 2026
Price: $649,000
Living Area: 1,913 Sq. Ft.
Picture of 221 JOHN GIBSON DRIVE
221 JOHN GIBSON DRIVE
CHESTER, MD | Closed
Listed: Sep, 18, 2022
Price: $815,000
Living Area: 3,475 Sq. Ft.
Picture of 45 QUEEN NEVA COURT D
45 QUEEN NEVA COURT D
CHESTER, MD | Closed
Listed: Feb, 14, 2021
Price: $1,850
Living Area: 1,720 Sq. Ft.
Picture of 45 QUEEN NEVA COURT D
45 QUEEN NEVA COURT D
CHESTER, MD | Closed
Listed: Nov, 13, 2024
Price: $2,200
Living Area: 1,720 Sq. Ft.
Picture of 4000 HERONS NEST WAY 42
4000 HERONS NEST WAY 42
CHESTER, MD | Closed
Listed: Mar, 26, 2025
Price: $4,000
Living Area: 1,900 Sq. Ft.
Picture of 3 QUEEN VICTORIA WAY A
3 QUEEN VICTORIA WAY A
CHESTER, MD | Closed
Listed: May, 08, 2025
Price: $398,000
Living Area: 1,260 Sq. Ft.
Picture of 1002 AUCKLAND WAY
1002 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Nov, 03, 2024
Price: $3,150
Living Area: 2,100 Sq. Ft.
Picture of 4000 HERONS NEST WAY 42
4000 HERONS NEST WAY 42
CHESTER, MD | Closed
Listed: Aug, 10, 2025
Price: $4,000
Living Area: 1,900 Sq. Ft.
Picture of 106 BLENNY LANE
106 BLENNY LANE
CHESTER, MD | Active
Listed: Mar, 18, 2026
Price: $2,945
Living Area: 1,899 Sq. Ft.
Picture of 226 BENTONS PLEASURE ROAD
226 BENTONS PLEASURE ROAD
CHESTER, MD | Closed
Listed: Mar, 11, 2021
Price: $895,000
Living Area: 2,876 Sq. Ft.
Picture of 1000 HERONS NEST WAY 22
1000 HERONS NEST WAY 22
CHESTER, MD | Active
Listed: Apr, 08, 2026
Price: $488,000
Living Area: 1,900 Sq. Ft.
Picture of 205 ANCHOR LANE
205 ANCHOR LANE
CHESTER, MD | Active
Listed: May, 23, 2025
Price: $515,000
Living Area: 3,500 Sq. Ft.
Picture of 132 WHEELHOUSE WAY 11
132 WHEELHOUSE WAY 11
CHESTER, MD | Active
Listed: Apr, 10, 2026
Price: $799,900
Living Area: 2,003 Sq. Ft.
Picture of 215 KINGFISHER LANE
215 KINGFISHER LANE
CHESTER, MD | Active
Listed: Apr, 01, 2026
Price: $1,100,000
Living Area: 3,914 Sq. Ft.
Picture of 508 AUCKLAND WAY
508 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Feb, 03, 2022
Price: $339,900
Living Area: 1,899 Sq. Ft.
Picture of 202 WIDGEON WAY
202 WIDGEON WAY
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $2,450
Living Area: 0 Sq. Ft.
Picture of 508 AUCKLAND WAY
508 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $2,100
Living Area: 1,899 Sq. Ft.
Picture of 202 WIDGEON WAY
202 WIDGEON WAY
CHESTER, MD | Closed
Listed: May, 25, 2022
Price: $474,900
Living Area: 2,100 Sq. Ft.
Picture of 206 WIDGEON WAY
206 WIDGEON WAY
CHESTER, MD | Closed
Listed: Oct, 29, 2018
Price: $399,900
Living Area: 2,076 Sq. Ft.
Picture of 208 WIDGEON WAY
208 WIDGEON WAY
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $2,500
Living Area: 2,100 Sq. Ft.
Picture of 1000 HERONS NEST WAY 23
1000 HERONS NEST WAY 23
CHESTER, MD | Active
Listed: Feb, 25, 2026
Price: $494,900
Living Area: 2,003 Sq. Ft.
Picture of 307 KINGFISHER LANE
307 KINGFISHER LANE
CHESTER, MD | Active
Listed: Mar, 09, 2026
Price: $949,990
Living Area: 2,789 Sq. Ft.
Picture of 719 WARBLER WAY
719 WARBLER WAY
CHESTER, MD | Active
Listed: Mar, 16, 2026
Price: $879,990
Living Area: 2,791 Sq. Ft.
Picture of 127 FLYCATCHER WAY
127 FLYCATCHER WAY
CHESTER, MD | Active
Listed: Nov, 24, 2025
Price: $1,000,000
Living Area: 1,993 Sq. Ft.
Picture of 1604 MIDWAY ROAD
1604 MIDWAY ROAD
CHESTER, MD | Active Under Contract
Listed: Apr, 11, 2026
Price: $795,000
Living Area: 2,972 Sq. Ft.
Picture of 110 KINGLET COURT
110 KINGLET COURT
CHESTER, MD | Pending
Listed: Dec, 31, 2025
Price: $849,990
Living Area: 3,225 Sq. Ft.
Picture of 1719 HARBOR DRIVE
1719 HARBOR DRIVE
CHESTER, MD | Coming Soon
Listed: Apr, 20, 2026
Price: $1,495,000
Living Area: 4,208 Sq. Ft.
Picture of 3 QUEEN VICTORIA COURT D
3 QUEEN VICTORIA COURT D
CHESTER, MD | Active
Listed: Jan, 31, 2026
Price: $269,000
Living Area: 724 Sq. Ft.
Picture of 111 MARSHGRASS WAY 43
111 MARSHGRASS WAY 43
CHESTER, MD | Active
Listed: Apr, 01, 2026
Price: $765,000
Living Area: 0 Sq. Ft.
Picture of 111 MARSHGRASS WAY 21
111 MARSHGRASS WAY 21
CHESTER, MD | Active
Listed: Apr, 15, 2026
Price: $680,000
Living Area: 2,602 Sq. Ft.
Picture of PARKS ROAD
PARKS ROAD
CHESTER, MD | Active
Listed: Oct, 08, 2024
Price: $275,000
Living Area: 0 Sq. Ft.
Picture of 630 WARBLER WAY 2222
630 WARBLER WAY 2222
CHESTER, MD | Pending
Listed: Sep, 08, 2025
Price: $574,900
Living Area: 1,900 Sq. Ft.
Picture of 1839 HARBOR DRIVE
1839 HARBOR DRIVE
CHESTER, MD | Closed
Listed: Sep, 11, 2025
Price: $350,999
Living Area: 2,035 Sq. Ft.
Picture of Lot 6 NORMAN COURT
Lot 6 NORMAN COURT
CHESTER, MD | Pending
Listed: Dec, 28, 2024
Price: $674,900
Living Area: 0 Sq. Ft.
Picture of 115 CEDAR ROAD
115 CEDAR ROAD
CHESTER, MD | Closed
Listed: Jan, 16, 2026
Price: $925,000
Living Area: 4,275 Sq. Ft.
Picture of 1704 BAYSIDE DRIVE
1704 BAYSIDE DRIVE
CHESTER, MD | Active
Listed: Dec, 03, 2025
Price: $1,100,000
Living Area: 1,830 Sq. Ft.
Picture of 121 WHEELHOUSE WAY 2142
121 WHEELHOUSE WAY 2142
CHESTER, MD | Closed
Listed: Jul, 10, 2025
Price: $779,900
Living Area: 1,900 Sq. Ft.
Picture of 8 QUEEN VICTORIA WAY E
8 QUEEN VICTORIA WAY E
CHESTER, MD | Closed
Listed: Jan, 16, 2026
Price: $369,900
Living Area: 1,680 Sq. Ft.
Picture of 311 KINGFISHER LANE
311 KINGFISHER LANE
CHESTER, MD | Active
Listed: Jan, 07, 2026
Price: $899,990
Living Area: 3,225 Sq. Ft.
Picture of 110 BOATSWAIN WAY 3032
110 BOATSWAIN WAY 3032
CHESTER, MD | Active
Listed: Feb, 03, 2026
Price: $699,990
Living Area: 1,900 Sq. Ft.
Picture of 27 QUEEN MARY COURT F
27 QUEEN MARY COURT F
CHESTER, MD | Active Under Contract
Listed: Feb, 19, 2026
Price: $419,000
Living Area: 1,380 Sq. Ft.
Picture of 102 BOATSWAIN WAY 2921
102 BOATSWAIN WAY 2921
CHESTER, MD | Active
Listed: Mar, 26, 2026
Price: $889,990
Living Area: 2,602 Sq. Ft.
Picture of 102 BOATSWAIN WAY 2934
102 BOATSWAIN WAY 2934
CHESTER, MD | Active
Listed: Mar, 26, 2026
Price: $989,990
Living Area: 2,602 Sq. Ft.
Picture of 1870 HARBOR DRIVE
1870 HARBOR DRIVE
CHESTER, MD | Closed
Listed: Oct, 03, 2025
Price: $320,000
Living Area: 832 Sq. Ft.
Picture of 9 QUEEN VICTORIA WAY B
9 QUEEN VICTORIA WAY B
CHESTER, MD | Closed
Listed: Feb, 03, 2026
Price: $375,000
Living Area: 1,680 Sq. Ft.
Picture of 2008 BRIDGEPOINTE DRIVE
2008 BRIDGEPOINTE DRIVE
CHESTER, MD | Active Under Contract
Listed: Apr, 01, 2026
Price: $380,000
Living Area: 1,804 Sq. Ft.
Picture of 110 BOATSWAIN WAY 3021
110 BOATSWAIN WAY 3021
CHESTER, MD | Pending
Listed: Feb, 02, 2026
Price: $749,990
Living Area: 2,602 Sq. Ft.
Picture of 102 CARRIAGE HEATH
102 CARRIAGE HEATH
CHESTER, MD | Active Under Contract
Listed: Apr, 01, 2026
Price: $950,000
Living Area: 2,940 Sq. Ft.
Picture of 1901 COX NECK ROAD
1901 COX NECK ROAD
CHESTER, MD | Active Under Contract
Listed: Apr, 11, 2026
Price: $2,350,000
Living Area: 5,510 Sq. Ft.
Picture of 111 MARSHGRASS WAY 22
111 MARSHGRASS WAY 22
CHESTER, MD | Active
Listed: Feb, 08, 2026
Price: $529,900
Living Area: 1,900 Sq. Ft.
Picture of 200 HARRIER WAY 21
200 HARRIER WAY 21
CHESTER, MD | Active
Listed: Aug, 15, 2025
Price: $649,900
Living Area: 2,600 Sq. Ft.
Picture of 7009 BRIDGEPOINTE DRIVE
7009 BRIDGEPOINTE DRIVE
CHESTER, MD | Closed
Listed: Mar, 23, 2026
Price: $375,000
Living Area: 1,635 Sq. Ft.
Picture of 23 QUEEN VICTORIA WAY F
23 QUEEN VICTORIA WAY F
CHESTER, MD | Active Under Contract
Listed: Mar, 19, 2026
Price: $445,000
Living Area: 1,104 Sq. Ft.
Picture of 110 BOATSWAIN WAY 3031
110 BOATSWAIN WAY 3031
CHESTER, MD | Pending
Listed: Feb, 02, 2026
Price: $849,990
Living Area: 2,602 Sq. Ft.
Picture of 711 WARBLER WAY
711 WARBLER WAY
CHESTER, MD | Active
Listed: Apr, 23, 2026
Price: $839,990
Living Area: 2,791 Sq. Ft.
Picture of 107 MERLIN DRIVE
107 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Sep, 11, 2023
Price: $804,900
Living Area: 3,601 Sq. Ft.
Picture of 121 MERLIN DRIVE
121 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Sep, 06, 2023
Price: $694,900
Living Area: 2,013 Sq. Ft.
Picture of 143 WARBLER WAY
143 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 18, 2024
Price: $764,900
Living Area: 2,773 Sq. Ft.
Picture of 237 PEREGRINE DRIVE
237 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Oct, 29, 2024
Price: $614,900
Living Area: 1,996 Sq. Ft.
Picture of 229 PEREGRINE DRIVE
229 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Sep, 03, 2024
Price: $599,900
Living Area: 1,693 Sq. Ft.
Picture of 243 KING FISHER DRIVE
243 KING FISHER DRIVE
CHESTER, MD | Closed
Listed: Aug, 02, 2024
Price: $929,900
Living Area: 2,963 Sq. Ft.
Picture of 125 PEREGRINE DRIVE
125 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Oct, 31, 2024
Price: $699,900
Living Area: 2,791 Sq. Ft.
Picture of 111 PEREGRINE DRIVE
111 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Feb, 12, 2025
Price: $809,900
Living Area: 2,772 Sq. Ft.
Picture of 148 NIGHTHAWK DRIVE
148 NIGHTHAWK DRIVE
CHESTER, MD | Closed
Listed: Mar, 25, 2025
Price: $884,900
Living Area: 2,772 Sq. Ft.
Picture of 131 MERLIN DRIVE
131 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Apr, 18, 2023
Price: $619,900
Living Area: 1,693 Sq. Ft.
Picture of 106 MERLIN DRIVE
106 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Dec, 27, 2023
Price: $709,900
Living Area: 2,013 Sq. Ft.
Picture of 132 MERLIN DRIVE
132 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Sep, 06, 2023
Price: $669,900
Living Area: 2,019 Sq. Ft.
Picture of 147 WARBLER WAY
147 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 04, 2024
Price: $749,900
Living Area: 2,773 Sq. Ft.
Picture of 105 WARBLER WAY
105 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 18, 2024
Price: $644,900
Living Area: 1,996 Sq. Ft.
Picture of 118 PEREGRINE DRIVE
118 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Sep, 16, 2024
Price: $657,900
Living Area: 1,996 Sq. Ft.
Picture of 211 WARBLER WAY
211 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 11, 2025
Price: $829,900
Living Area: 2,772 Sq. Ft.
Picture of 261 WARBLER WAY
261 WARBLER WAY
CHESTER, MD | Closed
Listed: Feb, 26, 2025
Price: $699,900
Living Area: 2,791 Sq. Ft.
Picture of 126 WATERMANS COVE LANE
126 WATERMANS COVE LANE
CHESTER, MD | Active
Listed: Apr, 16, 2026
Price: $579,000
Living Area: 1,536 Sq. Ft.
Picture of 630 WARBLER WAY 2211
630 WARBLER WAY 2211
CHESTER, MD | Pending
Listed: Aug, 20, 2025
Price: $549,900
Living Area: 2,003 Sq. Ft.
Picture of 25 QUEEN ELIZABETH COURT E
25 QUEEN ELIZABETH COURT E
CHESTER, MD | Closed
Listed: Jan, 15, 2026
Price: $2,800
Living Area: 1,680 Sq. Ft.
Picture of 1820 CHESTER DRIVE
1820 CHESTER DRIVE
CHESTER, MD | Closed
Listed: Oct, 21, 2025
Price: $2,400
Living Area: 1,222 Sq. Ft.
Picture of 129 SAILCLOTH WAY
129 SAILCLOTH WAY
CHESTER, MD | Pending
Listed: Feb, 17, 2026
Price: $764,900
Living Area: 2,303 Sq. Ft.
Picture of 1819 SHERMAN DRIVE
1819 SHERMAN DRIVE
CHESTER, MD | Closed
Listed: Feb, 05, 2026
Price: $2,980
Living Area: 1,192 Sq. Ft.
Picture of 8 QUEEN VICTORIA WAY F
8 QUEEN VICTORIA WAY F
CHESTER, MD | Active
Listed: Mar, 11, 2026
Price: $249,000
Living Area: 724 Sq. Ft.
Picture of 109 COUNTRY DAY ROAD C
109 COUNTRY DAY ROAD C
CHESTER, MD | Closed
Listed: Feb, 09, 2026
Price: $1,133
Living Area: 0 Sq. Ft.
Picture of 2201 MAIN STREET 1B
2201 MAIN STREET 1B
CHESTER, MD | Active
Listed: Aug, 28, 2024
Price: $500
Living Area: 0 Sq. Ft.
Picture of 141 SWITCHGRASS WAY 34
141 SWITCHGRASS WAY 34
CHESTER, MD | Closed
Listed: Sep, 13, 2025
Price: $684,950
Living Area: 2,600 Sq. Ft.
Picture of 630 WARBLER WAY 2233
630 WARBLER WAY 2233
CHESTER, MD | Pending
Listed: Oct, 23, 2025
Price: $644,990
Living Area: 1,900 Sq. Ft.
Picture of 630 WARBLER WAY 2232
630 WARBLER WAY 2232
CHESTER, MD | Pending
Listed: Oct, 23, 2025
Price: $644,990
Living Area: 1,900 Sq. Ft.
Picture of 176 FLAGSTAFF WAY 2411
176 FLAGSTAFF WAY 2411
CHESTER, MD | Pending
Listed: Jan, 02, 2026
Price: $599,990
Living Area: 2,003 Sq. Ft.
Picture of 176 FLAGSTAFF WAY 2412
176 FLAGSTAFF WAY 2412
CHESTER, MD | Pending
Listed: Jan, 02, 2026
Price: $659,990
Living Area: 2,003 Sq. Ft.
Picture of 255 REDSTART DRIVE
255 REDSTART DRIVE
CHESTER, MD | Pending
Listed: Jan, 28, 2026
Price: $829,990
Living Area: 2,791 Sq. Ft.
Picture of 2605 HARRINGTON ROAD
2605 HARRINGTON ROAD
CHESTER, MD | Active
Listed: Mar, 04, 2026
Price: $2,950
Living Area: 1,852 Sq. Ft.
Picture of 3000 HERONS NEST WAY 11
3000 HERONS NEST WAY 11
CHESTER, MD | Active Under Contract
Listed: Oct, 21, 2025
Price: $539,000
Living Area: 2,003 Sq. Ft.
Picture of 2626 CECIL DRIVE
2626 CECIL DRIVE
CHESTER, MD | Closed
Listed: Mar, 06, 2026
Price: $2,500
Living Area: 1,272 Sq. Ft.
Picture of 102 MERGANSER COURT 102
102 MERGANSER COURT 102
CHESTER, MD | Coming Soon
Listed: Mar, 28, 2026
Price: $300,000
Living Area: 1,069 Sq. Ft.
Picture of 107 DUNDEE AVENUE 203
107 DUNDEE AVENUE 203
CHESTER, MD | Active
Listed: Apr, 06, 2026
Price: $1,800
Living Area: 802 Sq. Ft.
Picture of 2855 COX NECK ROAD
2855 COX NECK ROAD
CHESTER, MD | Coming Soon
Listed: Apr, 16, 2026
Price: $1,250,000
Living Area: 4,413 Sq. Ft.
Picture of 120 DUNDEE AVENUE
120 DUNDEE AVENUE
CHESTER, MD | Closed
Listed: Apr, 30, 2022
Price: $315,000
Living Area: 1,400 Sq. Ft.
Picture of 1407 CALVERT ROAD
1407 CALVERT ROAD
CHESTER, MD | Closed
Listed: Nov, 06, 2025
Price: $409,900
Living Area: 1,693 Sq. Ft.
Picture of 224 BAYBERRY DRIVE
224 BAYBERRY DRIVE
CHESTER, MD | Closed
Listed: Jul, 31, 2025
Price: $550,000
Living Area: 1,913 Sq. Ft.
Picture of 519 WARBLER WAY
519 WARBLER WAY
CHESTER, MD | Closed
Listed: Sep, 10, 2025
Price: $849,990
Living Area: 2,789 Sq. Ft.
Picture of 527 WARBLER WAY
527 WARBLER WAY
CHESTER, MD | Closed
Listed: Oct, 06, 2025
Price: $799,990
Living Area: 2,789 Sq. Ft.
Picture of 5 PINEY NARROWS ROAD C
5 PINEY NARROWS ROAD C
CHESTER, MD | Closed
Listed: Jun, 09, 2025
Price: $33,000
Living Area: 432 Sq. Ft.
Picture of 1221 COX NECK
1221 COX NECK
CHESTER, MD | Closed
Listed: Oct, 08, 2025
Price: $519,900
Living Area: 1,482 Sq. Ft.
Picture of 11 QUEEN ELIZABETH COURT B B
11 QUEEN ELIZABETH COURT B B
CHESTER, MD | Closed
Listed: Dec, 03, 2025
Price: $2,800
Living Area: 1,680 Sq. Ft.
Picture of 621 WARBLER WAY
621 WARBLER WAY
CHESTER, MD | Closed
Listed: Oct, 21, 2025
Price: $714,900
Living Area: 1,993 Sq. Ft.
Picture of 121 WHEELHOUSE WAY 2124
121 WHEELHOUSE WAY 2124
CHESTER, MD | Closed
Listed: Jul, 28, 2025
Price: $719,900
Living Area: 2,602 Sq. Ft.
Picture of 121 WHEELHOUSE WAY 2132
121 WHEELHOUSE WAY 2132
CHESTER, MD | Closed
Listed: Aug, 19, 2025
Price: $679,900
Living Area: 1,900 Sq. Ft.
Picture of 2907 COX NECK ROAD E
2907 COX NECK ROAD E
CHESTER, MD | Closed
Listed: Nov, 11, 2025
Price: $1,899,000
Living Area: 3,460 Sq. Ft.
Picture of 121 WHEELHOUSE WAY 2121
121 WHEELHOUSE WAY 2121
CHESTER, MD | Closed
Listed: Jul, 10, 2025
Price: $719,900
Living Area: 2,602 Sq. Ft.
Picture of 162 KIRWANS LANDING LANE
162 KIRWANS LANDING LANE
CHESTER, MD | Closed
Listed: Oct, 25, 2025
Price: $869,000
Living Area: 2,404 Sq. Ft.
Picture of 102 BOATSWAIN WAY 2912
102 BOATSWAIN WAY 2912
CHESTER, MD | Active
Listed: Mar, 26, 2026
Price: $649,990
Living Area: 2,003 Sq. Ft.
Picture of 1905 BAYSIDE DRIVE
1905 BAYSIDE DRIVE
CHESTER, MD | Pending
Listed: Mar, 07, 2026
Price: $299,900
Living Area: 1,220 Sq. Ft.
Picture of LOT #1 HARLEY LANE
LOT #1 HARLEY LANE
CHESTER, MD | Active
Listed: Mar, 27, 2026
Price: $159,900
Living Area: 0 Sq. Ft.
Picture of 54 QUEEN CAROLINE COURT B
54 QUEEN CAROLINE COURT B
CHESTER, MD | Closed
Listed: Feb, 23, 2026
Price: $324,900
Living Area: 1,280 Sq. Ft.
Picture of 34 QUEEN ANNE WAY E
34 QUEEN ANNE WAY E
CHESTER, MD | Active
Listed: Mar, 13, 2026
Price: $549,000
Living Area: 1,586 Sq. Ft.
Picture of 49 QUEEN GUINEVERE WAY C
49 QUEEN GUINEVERE WAY C
CHESTER, MD | Closed
Listed: May, 24, 2025
Price: $519,499
Living Area: 1,600 Sq. Ft.
Picture of 1000 HERONS NEST WAY 402
1000 HERONS NEST WAY 402
CHESTER, MD | Active
Listed: Apr, 01, 2026
Price: $599,000
Living Area: 1,900 Sq. Ft.
Picture of 11 QUEEN ELIZABETH COURT F
11 QUEEN ELIZABETH COURT F
CHESTER, MD | Coming Soon
Listed: Apr, 10, 2026
Price: $2,100
Living Area: 724 Sq. Ft.
Picture of 635 DOMINION ROAD
635 DOMINION ROAD
CHESTER, MD | Closed
Listed: Sep, 10, 2025
Price: $895,000
Living Area: 2,818 Sq. Ft.
Picture of 102 BOATSWAIN WAY 2933
102 BOATSWAIN WAY 2933
CHESTER, MD | Active
Listed: Apr, 13, 2026
Price: $849,990
Living Area: 1,900 Sq. Ft.
Picture of 29 QUEEN MARY COURT A
29 QUEEN MARY COURT A
CHESTER, MD | Active
Listed: Apr, 13, 2026
Price: $599,000
Living Area: 1,425 Sq. Ft.
Picture of 266 PEREGRINE DRIVE
266 PEREGRINE DRIVE
CHESTER, MD | Active
Listed: Feb, 10, 2026
Price: $720,000
Living Area: 2,870 Sq. Ft.
Picture of 1916 STEVENS DRIVE
1916 STEVENS DRIVE
CHESTER, MD | Active
Listed: Nov, 11, 2025
Price: $479,900
Living Area: 1,728 Sq. Ft.
Picture of 101 DUNDEE AVENUE 202
101 DUNDEE AVENUE 202
CHESTER, MD | Active
Listed: Apr, 06, 2026
Price: $1,400
Living Area: 3,596 Sq. Ft.
Picture of 4000 HERONS NEST WAY 22
4000 HERONS NEST WAY 22
CHESTER, MD | Active
Listed: Jan, 01, 2026
Price: $560,000
Living Area: 1,900 Sq. Ft.
Picture of 1337 QUEEN ANNE DRIVE
1337 QUEEN ANNE DRIVE
CHESTER, MD | Closed
Listed: Mar, 03, 2026
Price: $485,000
Living Area: 2,128 Sq. Ft.
Picture of 1914 ANCHORAGE DRIVE
1914 ANCHORAGE DRIVE
CHESTER, MD | Active
Listed: Apr, 20, 2026
Price: $299,900
Living Area: 1,800 Sq. Ft.
Picture of 501 TEAL COURT
501 TEAL COURT
CHESTER, MD | Active Under Contract
Listed: Mar, 26, 2026
Price: $310,000
Living Area: 1,073 Sq. Ft.
Picture of 132 WHEELHOUSE WAY
132 WHEELHOUSE WAY
CHESTER, MD | Closed
Listed: Oct, 07, 2025
Price: $1,249,990
Living Area: 1,900 Sq. Ft.
Picture of 8013 BRIDGEPOINTE DRIVE
8013 BRIDGEPOINTE DRIVE
CHESTER, MD | Pending
Listed: Apr, 02, 2026
Price: $2,500
Living Area: 1,232 Sq. Ft.
Picture of 202 WIDGEON WAY
202 WIDGEON WAY
CHESTER, MD | Closed
Listed: Jun, 26, 2019
Price: $2,500
Living Area: 2,100 Sq. Ft.
Picture of 326 CASTLE MARINA ROAD
326 CASTLE MARINA ROAD
CHESTER, MD | Closed
Listed: Oct, 26, 2021
Price: $479,900
Living Area: 3,516 Sq. Ft.
Picture of 508 AUCKLAND WAY
508 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Jun, 21, 2021
Price: $2,200
Living Area: 1,899 Sq. Ft.
Picture of 119 BENTONS PLEASURE ROAD
119 BENTONS PLEASURE ROAD
CHESTER, MD | Closed
Listed: Jul, 27, 2021
Price: $600,000
Living Area: 2,933 Sq. Ft.
Picture of 45 QUEEN NEVA COURT A
45 QUEEN NEVA COURT A
CHESTER, MD | Closed
Listed: Sep, 20, 2022
Price: $400,000
Living Area: 2,008 Sq. Ft.
Picture of 601 AUCKLAND WAY
601 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $399,900
Living Area: 2,124 Sq. Ft.
Picture of 1912 HARBOR DRIVE
1912 HARBOR DRIVE
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $359,997
Living Area: 0 Sq. Ft.
Picture of 208 WIDGEON WAY
208 WIDGEON WAY
CHESTER, MD | Closed
Listed: Apr, 18, 2020
Price: $450,000
Living Area: 2,100 Sq. Ft.
Picture of 204 WIDGEON WAY
204 WIDGEON WAY
CHESTER, MD | Closed
Listed: Jul, 17, 2020
Price: $439,900
Living Area: 2,076 Sq. Ft.
Picture of 110 HARBOUR SOUND DRIVE
110 HARBOUR SOUND DRIVE
CHESTER, MD | Closed
Listed: Mar, 24, 2022
Price: $445,000
Living Area: 2,551 Sq. Ft.
Picture of 114 MERGANSER COURT
114 MERGANSER COURT
CHESTER, MD | Active
Listed: Apr, 16, 2026
Price: $299,500
Living Area: 1,069 Sq. Ft.
Picture of 237 EVELYNE STREET
237 EVELYNE STREET
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $465,000
Living Area: 2,840 Sq. Ft.
Picture of 53 QUEEN CAROLINE COURT C C
53 QUEEN CAROLINE COURT C C
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $1,650
Living Area: 1,440 Sq. Ft.
Picture of 106 GOLDEN EYE COURT
106 GOLDEN EYE COURT
CHESTER, MD | Closed
Listed: Feb, 03, 2019
Price: $229,000
Living Area: 1,062 Sq. Ft.
Picture of 405 WIDGEON WAY
405 WIDGEON WAY
CHESTER, MD | Closed
Listed: Apr, 24, 2024
Price: $480,000
Living Area: 2,112 Sq. Ft.
Picture of 127 HOPKINS ROAD
127 HOPKINS ROAD
CHESTER, MD | Closed
Listed: Dec, 15, 2020
Price: $99,900
Living Area: 0 Sq. Ft.
Picture of 200 NEWTOWN ROAD
200 NEWTOWN ROAD
CHESTER, MD | Active
Listed: Apr, 16, 2026
Price: $445,000
Living Area: 1,296 Sq. Ft.
Picture of 1700 SAINT MARYS ROAD
1700 SAINT MARYS ROAD
CHESTER, MD | Active
Listed: Apr, 20, 2026
Price: $675,000
Living Area: 1,898 Sq. Ft.
Picture of 1868 ROBERTA DRIVE
1868 ROBERTA DRIVE
CHESTER, MD | Active
Listed: Feb, 19, 2026
Price: $749,500
Living Area: 3,250 Sq. Ft.
Picture of 1921 HARBOR DRIVE
1921 HARBOR DRIVE
CHESTER, MD | Active
Listed: Apr, 21, 2026
Price: $519,900
Living Area: 2,000 Sq. Ft.
Picture of 142 MERLIN DRIVE
142 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Aug, 18, 2023
Price: $699,900
Living Area: 2,791 Sq. Ft.
Picture of 136 MERLIN DRIVE
136 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Oct, 02, 2023
Price: $599,900
Living Area: 1,693 Sq. Ft.
Picture of 122 MERLIN DRIVE
122 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Dec, 07, 2023
Price: $604,900
Living Area: 1,693 Sq. Ft.
Picture of 126 MERLIN DRIVE
126 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Oct, 16, 2023
Price: $659,900
Living Area: 2,019 Sq. Ft.
Picture of 113 WARBLER WAY
113 WARBLER WAY
CHESTER, MD | Closed
Listed: Feb, 05, 2024
Price: $669,900
Living Area: 2,013 Sq. Ft.
Picture of 122 WARBLER WAY
122 WARBLER WAY
CHESTER, MD | Closed
Listed: Oct, 30, 2023
Price: $659,900
Living Area: 1,996 Sq. Ft.
Picture of 135 MERLIN DRIVE
135 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Feb, 12, 2024
Price: $699,900
Living Area: 2,791 Sq. Ft.
Picture of 136 PEREGRINE DRIVE
136 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Jul, 24, 2024
Price: $604,900
Living Area: 1,693 Sq. Ft.
Picture of 234 PEREGRINE DRIVE
234 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Nov, 01, 2024
Price: $684,900
Living Area: 2,791 Sq. Ft.
Picture of 238 PEREGRINE DRIVE
238 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Nov, 01, 2024
Price: $669,900
Living Area: 1,996 Sq. Ft.
Picture of 254 PEREGRINE DRIVE
254 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Nov, 21, 2024
Price: $699,900
Living Area: 2,971 Sq. Ft.
Picture of 218 PEREGRINE DRIVE
218 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Dec, 11, 2024
Price: $849,900
Living Area: 2,772 Sq. Ft.
Picture of 246 PEREGRINE DRIVE
246 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Mar, 18, 2025
Price: $749,900
Living Area: 2,791 Sq. Ft.
Picture of 135 NAUSET LANE
135 NAUSET LANE
CHESTER, MD | Active
Listed: Sep, 30, 2025
Price: $799,999
Living Area: 2,795 Sq. Ft.
Picture of 109 WARBLER WAY
109 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 12, 2024
Price: $699,900
Living Area: 2,791 Sq. Ft.
Picture of 242 PEREGRINE DRIVE
242 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Nov, 18, 2024
Price: $699,900
Living Area: 2,971 Sq. Ft.
Picture of 29 QUEEN MARY COURT D
29 QUEEN MARY COURT D
CHESTER, MD | Active
Listed: Mar, 24, 2026
Price: $2,700
Living Area: 1,440 Sq. Ft.
Picture of 1405 LITTLE CREEK ROAD
1405 LITTLE CREEK ROAD
CHESTER, MD | Active
Listed: Jul, 17, 2025
Price: $19,500
Living Area: 764 Sq. Ft.
Picture of 176 FLAGSTAFF WAY 2424
176 FLAGSTAFF WAY 2424
CHESTER, MD | Pending
Listed: Jan, 07, 2026
Price: $935,990
Living Area: 2,602 Sq. Ft.
Picture of 47 QUEEN ANNE WAY D
47 QUEEN ANNE WAY D
CHESTER, MD | Closed
Listed: Aug, 26, 2025
Price: $549,000
Living Area: 1,550 Sq. Ft.
Picture of 121 WHEELHOUSE WAY 2112
121 WHEELHOUSE WAY 2112
CHESTER, MD | Closed
Listed: Jul, 10, 2025
Price: $541,900
Living Area: 2,003 Sq. Ft.
Picture of 170 HARRIER WAY 34
170 HARRIER WAY 34
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $699,900
Living Area: 2,602 Sq. Ft.
Picture of 154 HARRIER WAY
154 HARRIER WAY
CHESTER, MD | Closed
Listed: Mar, 15, 2025
Price: $639,450
Living Area: 1,900 Sq. Ft.
Picture of 114 ADDISON COURT
114 ADDISON COURT
CHESTER, MD | Closed
Listed: Jan, 23, 2026
Price: $549,900
Living Area: 2,342 Sq. Ft.
Picture of 201 GOLDEN EYE COURT
201 GOLDEN EYE COURT
CHESTER, MD | Closed
Listed: Sep, 17, 2025
Price: $285,000
Living Area: 1,073 Sq. Ft.
Picture of 110 BOATSWAIN WAY 3042
110 BOATSWAIN WAY 3042
CHESTER, MD | Active
Listed: Mar, 04, 2026
Price: $799,990
Living Area: 1,900 Sq. Ft.
Picture of 1150 LITTLE CREEK ROAD
1150 LITTLE CREEK ROAD
CHESTER, MD | Active
Listed: Feb, 24, 2026
Price: $375,000
Living Area: 2,200 Sq. Ft.
Picture of 112 CHESSIE COURT
112 CHESSIE COURT
CHESTER, MD | Closed
Listed: Nov, 05, 2025
Price: $519,900
Living Area: 2,066 Sq. Ft.
Picture of 6 QUEEN VICTORIA WAY G
6 QUEEN VICTORIA WAY G
CHESTER, MD | Active Under Contract
Listed: Jan, 08, 2026
Price: $294,900
Living Area: 724 Sq. Ft.
Picture of 1 QUEEN VICTORIA COURT F
1 QUEEN VICTORIA COURT F
CHESTER, MD | Active
Listed: Apr, 17, 2026
Price: $389,900
Living Area: 1,260 Sq. Ft.
Picture of 15 QUEEN ANNE WAY E E
15 QUEEN ANNE WAY E E
CHESTER, MD | Closed
Listed: Dec, 23, 2025
Price: $465,000
Living Area: 1,680 Sq. Ft.
Picture of 1926 SHERMAN DRIVE
1926 SHERMAN DRIVE
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $219,600
Living Area: 0 Sq. Ft.
Picture of 1407 COX NECK ROAD
1407 COX NECK ROAD
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $90,000
Living Area: 0 Sq. Ft.
Picture of 1812 MAIN STREET 202
1812 MAIN STREET 202
CHESTER, MD | Active
Listed: Apr, 07, 2026
Price: $1,650
Living Area: 926 Sq. Ft.
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