Listings in 21619 - CAROLINE County, Maryland
Displaying 1 – 200 of 277 Real estate listings
117 REDSTART DRIVE
CHESTER, MD | Closed
Listed: Oct, 06, 2025
Price: $849,990
Living Area: 2,010 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 06, 2025
Price: $849,990
Living Area: 2,010 Sq. Ft.
214 TEAL COURT G
CHESTER, MD | Closed
Listed: Nov, 09, 2025
Price: $2,150
Living Area: 1,200 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 09, 2025
Price: $2,150
Living Area: 1,200 Sq. Ft.
121 WHEELHOUSE WAY 2111
CHESTER, MD | Closed
Listed: Jul, 28, 2025
Price: $539,900
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Closed
Listed: Jul, 28, 2025
Price: $539,900
Living Area: 2,003 Sq. Ft.
206 BLENNY LANE
CHESTER, MD | Closed
Listed: Dec, 23, 2025
Price: $339,900
Living Area: 1,899 Sq. Ft.
CHESTER, MD | Closed
Listed: Dec, 23, 2025
Price: $339,900
Living Area: 1,899 Sq. Ft.
121 KINGLET COURT
CHESTER, MD | Active
Listed: Mar, 09, 2026
Price: $1,099,990
Living Area: 3,225 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 09, 2026
Price: $1,099,990
Living Area: 3,225 Sq. Ft.
176 FLAGSTAFF WAY 2443
CHESTER, MD | Pending
Listed: Jan, 12, 2026
Price: $979,900
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Pending
Listed: Jan, 12, 2026
Price: $979,900
Living Area: 1,900 Sq. Ft.
107 CHESTER STATION LANE
CHESTER, MD | Closed
Listed: Jan, 28, 2026
Price: $1,550
Living Area: 7,532 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 28, 2026
Price: $1,550
Living Area: 7,532 Sq. Ft.
202 MCHENNY COURT
CHESTER, MD | Closed
Listed: Oct, 30, 2025
Price: $825,000
Living Area: 2,520 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 30, 2025
Price: $825,000
Living Area: 2,520 Sq. Ft.
110 BOATSWAIN WAY 3033
CHESTER, MD | Pending
Listed: Feb, 03, 2026
Price: $699,990
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Pending
Listed: Feb, 03, 2026
Price: $699,990
Living Area: 1,900 Sq. Ft.
630 WARBLER WAY 2221
CHESTER, MD | Pending
Listed: Sep, 08, 2025
Price: $724,900
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Pending
Listed: Sep, 08, 2025
Price: $724,900
Living Area: 2,602 Sq. Ft.
630 WARBLER WAY 2212
CHESTER, MD | Pending
Listed: Aug, 20, 2025
Price: $499,990
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Pending
Listed: Aug, 20, 2025
Price: $499,990
Living Area: 2,003 Sq. Ft.
34 QUEEN ANNE WAY F
CHESTER, MD | Active
Listed: Mar, 19, 2026
Price: $349,900
Living Area: 724 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 19, 2026
Price: $349,900
Living Area: 724 Sq. Ft.
1872 HARBOR DRIVE
CHESTER, MD | Active
Listed: Mar, 19, 2026
Price: $485,000
Living Area: 1,486 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 19, 2026
Price: $485,000
Living Area: 1,486 Sq. Ft.
141 REDSTART DRIVE
CHESTER, MD | Closed
Listed: Dec, 31, 2025
Price: $899,990
Living Area: 2,789 Sq. Ft.
CHESTER, MD | Closed
Listed: Dec, 31, 2025
Price: $899,990
Living Area: 2,789 Sq. Ft.
1838 SHERMAN DRIVE
CHESTER, MD | Active
Listed: Mar, 12, 2026
Price: $387,500
Living Area: 1,204 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 12, 2026
Price: $387,500
Living Area: 1,204 Sq. Ft.
402 BLENNY LANE
CHESTER, MD | Active Under Contract
Listed: Jan, 16, 2026
Price: $399,000
Living Area: 1,747 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Jan, 16, 2026
Price: $399,000
Living Area: 1,747 Sq. Ft.
109 PRICES LANE
CHESTER, MD | Closed
Listed: Mar, 02, 2026
Price: $429,900
Living Area: 1,466 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 02, 2026
Price: $429,900
Living Area: 1,466 Sq. Ft.
219 BROADWATER DRIVE
CHESTER, MD | Closed
Listed: Mar, 02, 2026
Price: $649,000
Living Area: 1,913 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 02, 2026
Price: $649,000
Living Area: 1,913 Sq. Ft.
221 JOHN GIBSON DRIVE
CHESTER, MD | Closed
Listed: Sep, 18, 2022
Price: $815,000
Living Area: 3,475 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 18, 2022
Price: $815,000
Living Area: 3,475 Sq. Ft.
45 QUEEN NEVA COURT D
CHESTER, MD | Closed
Listed: Feb, 14, 2021
Price: $1,850
Living Area: 1,720 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 14, 2021
Price: $1,850
Living Area: 1,720 Sq. Ft.
45 QUEEN NEVA COURT D
CHESTER, MD | Closed
Listed: Nov, 13, 2024
Price: $2,200
Living Area: 1,720 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 13, 2024
Price: $2,200
Living Area: 1,720 Sq. Ft.
4000 HERONS NEST WAY 42
CHESTER, MD | Closed
Listed: Mar, 26, 2025
Price: $4,000
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 26, 2025
Price: $4,000
Living Area: 1,900 Sq. Ft.
3 QUEEN VICTORIA WAY A
CHESTER, MD | Closed
Listed: May, 08, 2025
Price: $398,000
Living Area: 1,260 Sq. Ft.
CHESTER, MD | Closed
Listed: May, 08, 2025
Price: $398,000
Living Area: 1,260 Sq. Ft.
1002 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Nov, 03, 2024
Price: $3,150
Living Area: 2,100 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 03, 2024
Price: $3,150
Living Area: 2,100 Sq. Ft.
4000 HERONS NEST WAY 42
CHESTER, MD | Closed
Listed: Aug, 10, 2025
Price: $4,000
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Closed
Listed: Aug, 10, 2025
Price: $4,000
Living Area: 1,900 Sq. Ft.
226 BENTONS PLEASURE ROAD
CHESTER, MD | Closed
Listed: Mar, 11, 2021
Price: $895,000
Living Area: 2,876 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 11, 2021
Price: $895,000
Living Area: 2,876 Sq. Ft.
1000 HERONS NEST WAY 22
CHESTER, MD | Active
Listed: Apr, 08, 2026
Price: $488,000
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 08, 2026
Price: $488,000
Living Area: 1,900 Sq. Ft.
205 ANCHOR LANE
CHESTER, MD | Active
Listed: May, 23, 2025
Price: $515,000
Living Area: 3,500 Sq. Ft.
CHESTER, MD | Active
Listed: May, 23, 2025
Price: $515,000
Living Area: 3,500 Sq. Ft.
132 WHEELHOUSE WAY 11
CHESTER, MD | Active
Listed: Apr, 10, 2026
Price: $799,900
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 10, 2026
Price: $799,900
Living Area: 2,003 Sq. Ft.
215 KINGFISHER LANE
CHESTER, MD | Active
Listed: Apr, 01, 2026
Price: $1,100,000
Living Area: 3,914 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 01, 2026
Price: $1,100,000
Living Area: 3,914 Sq. Ft.
508 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Feb, 03, 2022
Price: $339,900
Living Area: 1,899 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 03, 2022
Price: $339,900
Living Area: 1,899 Sq. Ft.
508 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $2,100
Living Area: 1,899 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $2,100
Living Area: 1,899 Sq. Ft.
202 WIDGEON WAY
CHESTER, MD | Closed
Listed: May, 25, 2022
Price: $474,900
Living Area: 2,100 Sq. Ft.
CHESTER, MD | Closed
Listed: May, 25, 2022
Price: $474,900
Living Area: 2,100 Sq. Ft.
206 WIDGEON WAY
CHESTER, MD | Closed
Listed: Oct, 29, 2018
Price: $399,900
Living Area: 2,076 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 29, 2018
Price: $399,900
Living Area: 2,076 Sq. Ft.
1000 HERONS NEST WAY 23
CHESTER, MD | Active
Listed: Feb, 25, 2026
Price: $494,900
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Active
Listed: Feb, 25, 2026
Price: $494,900
Living Area: 2,003 Sq. Ft.
307 KINGFISHER LANE
CHESTER, MD | Active
Listed: Mar, 09, 2026
Price: $949,990
Living Area: 2,789 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 09, 2026
Price: $949,990
Living Area: 2,789 Sq. Ft.
719 WARBLER WAY
CHESTER, MD | Active
Listed: Mar, 16, 2026
Price: $879,990
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 16, 2026
Price: $879,990
Living Area: 2,791 Sq. Ft.
127 FLYCATCHER WAY
CHESTER, MD | Active
Listed: Nov, 24, 2025
Price: $1,000,000
Living Area: 1,993 Sq. Ft.
CHESTER, MD | Active
Listed: Nov, 24, 2025
Price: $1,000,000
Living Area: 1,993 Sq. Ft.
1604 MIDWAY ROAD
CHESTER, MD | Active Under Contract
Listed: Apr, 11, 2026
Price: $795,000
Living Area: 2,972 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Apr, 11, 2026
Price: $795,000
Living Area: 2,972 Sq. Ft.
110 KINGLET COURT
CHESTER, MD | Pending
Listed: Dec, 31, 2025
Price: $849,990
Living Area: 3,225 Sq. Ft.
CHESTER, MD | Pending
Listed: Dec, 31, 2025
Price: $849,990
Living Area: 3,225 Sq. Ft.
1719 HARBOR DRIVE
CHESTER, MD | Coming Soon
Listed: Apr, 20, 2026
Price: $1,495,000
Living Area: 4,208 Sq. Ft.
CHESTER, MD | Coming Soon
Listed: Apr, 20, 2026
Price: $1,495,000
Living Area: 4,208 Sq. Ft.
3 QUEEN VICTORIA COURT D
CHESTER, MD | Active
Listed: Jan, 31, 2026
Price: $269,000
Living Area: 724 Sq. Ft.
CHESTER, MD | Active
Listed: Jan, 31, 2026
Price: $269,000
Living Area: 724 Sq. Ft.
111 MARSHGRASS WAY 43
CHESTER, MD | Active
Listed: Apr, 01, 2026
Price: $765,000
Living Area: 0 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 01, 2026
Price: $765,000
Living Area: 0 Sq. Ft.
111 MARSHGRASS WAY 21
CHESTER, MD | Active
Listed: Apr, 15, 2026
Price: $680,000
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 15, 2026
Price: $680,000
Living Area: 2,602 Sq. Ft.
630 WARBLER WAY 2222
CHESTER, MD | Pending
Listed: Sep, 08, 2025
Price: $574,900
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Pending
Listed: Sep, 08, 2025
Price: $574,900
Living Area: 1,900 Sq. Ft.
1839 HARBOR DRIVE
CHESTER, MD | Closed
Listed: Sep, 11, 2025
Price: $350,999
Living Area: 2,035 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 11, 2025
Price: $350,999
Living Area: 2,035 Sq. Ft.
Lot 6 NORMAN COURT
CHESTER, MD | Pending
Listed: Dec, 28, 2024
Price: $674,900
Living Area: 0 Sq. Ft.
CHESTER, MD | Pending
Listed: Dec, 28, 2024
Price: $674,900
Living Area: 0 Sq. Ft.
115 CEDAR ROAD
CHESTER, MD | Closed
Listed: Jan, 16, 2026
Price: $925,000
Living Area: 4,275 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 16, 2026
Price: $925,000
Living Area: 4,275 Sq. Ft.
1704 BAYSIDE DRIVE
CHESTER, MD | Active
Listed: Dec, 03, 2025
Price: $1,100,000
Living Area: 1,830 Sq. Ft.
CHESTER, MD | Active
Listed: Dec, 03, 2025
Price: $1,100,000
Living Area: 1,830 Sq. Ft.
121 WHEELHOUSE WAY 2142
CHESTER, MD | Closed
Listed: Jul, 10, 2025
Price: $779,900
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Closed
Listed: Jul, 10, 2025
Price: $779,900
Living Area: 1,900 Sq. Ft.
8 QUEEN VICTORIA WAY E
CHESTER, MD | Closed
Listed: Jan, 16, 2026
Price: $369,900
Living Area: 1,680 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 16, 2026
Price: $369,900
Living Area: 1,680 Sq. Ft.
311 KINGFISHER LANE
CHESTER, MD | Active
Listed: Jan, 07, 2026
Price: $899,990
Living Area: 3,225 Sq. Ft.
CHESTER, MD | Active
Listed: Jan, 07, 2026
Price: $899,990
Living Area: 3,225 Sq. Ft.
110 BOATSWAIN WAY 3032
CHESTER, MD | Active
Listed: Feb, 03, 2026
Price: $699,990
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Active
Listed: Feb, 03, 2026
Price: $699,990
Living Area: 1,900 Sq. Ft.
27 QUEEN MARY COURT F
CHESTER, MD | Active Under Contract
Listed: Feb, 19, 2026
Price: $419,000
Living Area: 1,380 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Feb, 19, 2026
Price: $419,000
Living Area: 1,380 Sq. Ft.
102 BOATSWAIN WAY 2921
CHESTER, MD | Active
Listed: Mar, 26, 2026
Price: $889,990
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 26, 2026
Price: $889,990
Living Area: 2,602 Sq. Ft.
102 BOATSWAIN WAY 2934
CHESTER, MD | Active
Listed: Mar, 26, 2026
Price: $989,990
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 26, 2026
Price: $989,990
Living Area: 2,602 Sq. Ft.
1870 HARBOR DRIVE
CHESTER, MD | Closed
Listed: Oct, 03, 2025
Price: $320,000
Living Area: 832 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 03, 2025
Price: $320,000
Living Area: 832 Sq. Ft.
9 QUEEN VICTORIA WAY B
CHESTER, MD | Closed
Listed: Feb, 03, 2026
Price: $375,000
Living Area: 1,680 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 03, 2026
Price: $375,000
Living Area: 1,680 Sq. Ft.
2008 BRIDGEPOINTE DRIVE
CHESTER, MD | Active Under Contract
Listed: Apr, 01, 2026
Price: $380,000
Living Area: 1,804 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Apr, 01, 2026
Price: $380,000
Living Area: 1,804 Sq. Ft.
110 BOATSWAIN WAY 3021
CHESTER, MD | Pending
Listed: Feb, 02, 2026
Price: $749,990
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Pending
Listed: Feb, 02, 2026
Price: $749,990
Living Area: 2,602 Sq. Ft.
102 CARRIAGE HEATH
CHESTER, MD | Active Under Contract
Listed: Apr, 01, 2026
Price: $950,000
Living Area: 2,940 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Apr, 01, 2026
Price: $950,000
Living Area: 2,940 Sq. Ft.
1901 COX NECK ROAD
CHESTER, MD | Active Under Contract
Listed: Apr, 11, 2026
Price: $2,350,000
Living Area: 5,510 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Apr, 11, 2026
Price: $2,350,000
Living Area: 5,510 Sq. Ft.
111 MARSHGRASS WAY 22
CHESTER, MD | Active
Listed: Feb, 08, 2026
Price: $529,900
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Active
Listed: Feb, 08, 2026
Price: $529,900
Living Area: 1,900 Sq. Ft.
200 HARRIER WAY 21
CHESTER, MD | Active
Listed: Aug, 15, 2025
Price: $649,900
Living Area: 2,600 Sq. Ft.
CHESTER, MD | Active
Listed: Aug, 15, 2025
Price: $649,900
Living Area: 2,600 Sq. Ft.
7009 BRIDGEPOINTE DRIVE
CHESTER, MD | Closed
Listed: Mar, 23, 2026
Price: $375,000
Living Area: 1,635 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 23, 2026
Price: $375,000
Living Area: 1,635 Sq. Ft.
23 QUEEN VICTORIA WAY F
CHESTER, MD | Active Under Contract
Listed: Mar, 19, 2026
Price: $445,000
Living Area: 1,104 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Mar, 19, 2026
Price: $445,000
Living Area: 1,104 Sq. Ft.
110 BOATSWAIN WAY 3031
CHESTER, MD | Pending
Listed: Feb, 02, 2026
Price: $849,990
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Pending
Listed: Feb, 02, 2026
Price: $849,990
Living Area: 2,602 Sq. Ft.
711 WARBLER WAY
CHESTER, MD | Active
Listed: Apr, 23, 2026
Price: $839,990
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 23, 2026
Price: $839,990
Living Area: 2,791 Sq. Ft.
107 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Sep, 11, 2023
Price: $804,900
Living Area: 3,601 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 11, 2023
Price: $804,900
Living Area: 3,601 Sq. Ft.
121 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Sep, 06, 2023
Price: $694,900
Living Area: 2,013 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 06, 2023
Price: $694,900
Living Area: 2,013 Sq. Ft.
143 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 18, 2024
Price: $764,900
Living Area: 2,773 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 18, 2024
Price: $764,900
Living Area: 2,773 Sq. Ft.
237 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Oct, 29, 2024
Price: $614,900
Living Area: 1,996 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 29, 2024
Price: $614,900
Living Area: 1,996 Sq. Ft.
229 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Sep, 03, 2024
Price: $599,900
Living Area: 1,693 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 03, 2024
Price: $599,900
Living Area: 1,693 Sq. Ft.
243 KING FISHER DRIVE
CHESTER, MD | Closed
Listed: Aug, 02, 2024
Price: $929,900
Living Area: 2,963 Sq. Ft.
CHESTER, MD | Closed
Listed: Aug, 02, 2024
Price: $929,900
Living Area: 2,963 Sq. Ft.
125 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Oct, 31, 2024
Price: $699,900
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 31, 2024
Price: $699,900
Living Area: 2,791 Sq. Ft.
111 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Feb, 12, 2025
Price: $809,900
Living Area: 2,772 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 12, 2025
Price: $809,900
Living Area: 2,772 Sq. Ft.
148 NIGHTHAWK DRIVE
CHESTER, MD | Closed
Listed: Mar, 25, 2025
Price: $884,900
Living Area: 2,772 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 25, 2025
Price: $884,900
Living Area: 2,772 Sq. Ft.
131 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Apr, 18, 2023
Price: $619,900
Living Area: 1,693 Sq. Ft.
CHESTER, MD | Closed
Listed: Apr, 18, 2023
Price: $619,900
Living Area: 1,693 Sq. Ft.
106 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Dec, 27, 2023
Price: $709,900
Living Area: 2,013 Sq. Ft.
CHESTER, MD | Closed
Listed: Dec, 27, 2023
Price: $709,900
Living Area: 2,013 Sq. Ft.
132 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Sep, 06, 2023
Price: $669,900
Living Area: 2,019 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 06, 2023
Price: $669,900
Living Area: 2,019 Sq. Ft.
147 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 04, 2024
Price: $749,900
Living Area: 2,773 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 04, 2024
Price: $749,900
Living Area: 2,773 Sq. Ft.
105 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 18, 2024
Price: $644,900
Living Area: 1,996 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 18, 2024
Price: $644,900
Living Area: 1,996 Sq. Ft.
118 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Sep, 16, 2024
Price: $657,900
Living Area: 1,996 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 16, 2024
Price: $657,900
Living Area: 1,996 Sq. Ft.
211 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 11, 2025
Price: $829,900
Living Area: 2,772 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 11, 2025
Price: $829,900
Living Area: 2,772 Sq. Ft.
261 WARBLER WAY
CHESTER, MD | Closed
Listed: Feb, 26, 2025
Price: $699,900
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 26, 2025
Price: $699,900
Living Area: 2,791 Sq. Ft.
126 WATERMANS COVE LANE
CHESTER, MD | Active
Listed: Apr, 16, 2026
Price: $579,000
Living Area: 1,536 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 16, 2026
Price: $579,000
Living Area: 1,536 Sq. Ft.
630 WARBLER WAY 2211
CHESTER, MD | Pending
Listed: Aug, 20, 2025
Price: $549,900
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Pending
Listed: Aug, 20, 2025
Price: $549,900
Living Area: 2,003 Sq. Ft.
25 QUEEN ELIZABETH COURT E
CHESTER, MD | Closed
Listed: Jan, 15, 2026
Price: $2,800
Living Area: 1,680 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 15, 2026
Price: $2,800
Living Area: 1,680 Sq. Ft.
1820 CHESTER DRIVE
CHESTER, MD | Closed
Listed: Oct, 21, 2025
Price: $2,400
Living Area: 1,222 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 21, 2025
Price: $2,400
Living Area: 1,222 Sq. Ft.
129 SAILCLOTH WAY
CHESTER, MD | Pending
Listed: Feb, 17, 2026
Price: $764,900
Living Area: 2,303 Sq. Ft.
CHESTER, MD | Pending
Listed: Feb, 17, 2026
Price: $764,900
Living Area: 2,303 Sq. Ft.
1819 SHERMAN DRIVE
CHESTER, MD | Closed
Listed: Feb, 05, 2026
Price: $2,980
Living Area: 1,192 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 05, 2026
Price: $2,980
Living Area: 1,192 Sq. Ft.
8 QUEEN VICTORIA WAY F
CHESTER, MD | Active
Listed: Mar, 11, 2026
Price: $249,000
Living Area: 724 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 11, 2026
Price: $249,000
Living Area: 724 Sq. Ft.
109 COUNTRY DAY ROAD C
CHESTER, MD | Closed
Listed: Feb, 09, 2026
Price: $1,133
Living Area: 0 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 09, 2026
Price: $1,133
Living Area: 0 Sq. Ft.
141 SWITCHGRASS WAY 34
CHESTER, MD | Closed
Listed: Sep, 13, 2025
Price: $684,950
Living Area: 2,600 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 13, 2025
Price: $684,950
Living Area: 2,600 Sq. Ft.
630 WARBLER WAY 2233
CHESTER, MD | Pending
Listed: Oct, 23, 2025
Price: $644,990
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Pending
Listed: Oct, 23, 2025
Price: $644,990
Living Area: 1,900 Sq. Ft.
630 WARBLER WAY 2232
CHESTER, MD | Pending
Listed: Oct, 23, 2025
Price: $644,990
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Pending
Listed: Oct, 23, 2025
Price: $644,990
Living Area: 1,900 Sq. Ft.
176 FLAGSTAFF WAY 2411
CHESTER, MD | Pending
Listed: Jan, 02, 2026
Price: $599,990
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Pending
Listed: Jan, 02, 2026
Price: $599,990
Living Area: 2,003 Sq. Ft.
176 FLAGSTAFF WAY 2412
CHESTER, MD | Pending
Listed: Jan, 02, 2026
Price: $659,990
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Pending
Listed: Jan, 02, 2026
Price: $659,990
Living Area: 2,003 Sq. Ft.
255 REDSTART DRIVE
CHESTER, MD | Pending
Listed: Jan, 28, 2026
Price: $829,990
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Pending
Listed: Jan, 28, 2026
Price: $829,990
Living Area: 2,791 Sq. Ft.
2605 HARRINGTON ROAD
CHESTER, MD | Active
Listed: Mar, 04, 2026
Price: $2,950
Living Area: 1,852 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 04, 2026
Price: $2,950
Living Area: 1,852 Sq. Ft.
3000 HERONS NEST WAY 11
CHESTER, MD | Active Under Contract
Listed: Oct, 21, 2025
Price: $539,000
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Oct, 21, 2025
Price: $539,000
Living Area: 2,003 Sq. Ft.
2626 CECIL DRIVE
CHESTER, MD | Closed
Listed: Mar, 06, 2026
Price: $2,500
Living Area: 1,272 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 06, 2026
Price: $2,500
Living Area: 1,272 Sq. Ft.
102 MERGANSER COURT 102
CHESTER, MD | Coming Soon
Listed: Mar, 28, 2026
Price: $300,000
Living Area: 1,069 Sq. Ft.
CHESTER, MD | Coming Soon
Listed: Mar, 28, 2026
Price: $300,000
Living Area: 1,069 Sq. Ft.
107 DUNDEE AVENUE 203
CHESTER, MD | Active
Listed: Apr, 06, 2026
Price: $1,800
Living Area: 802 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 06, 2026
Price: $1,800
Living Area: 802 Sq. Ft.
2855 COX NECK ROAD
CHESTER, MD | Coming Soon
Listed: Apr, 16, 2026
Price: $1,250,000
Living Area: 4,413 Sq. Ft.
CHESTER, MD | Coming Soon
Listed: Apr, 16, 2026
Price: $1,250,000
Living Area: 4,413 Sq. Ft.
120 DUNDEE AVENUE
CHESTER, MD | Closed
Listed: Apr, 30, 2022
Price: $315,000
Living Area: 1,400 Sq. Ft.
CHESTER, MD | Closed
Listed: Apr, 30, 2022
Price: $315,000
Living Area: 1,400 Sq. Ft.
1407 CALVERT ROAD
CHESTER, MD | Closed
Listed: Nov, 06, 2025
Price: $409,900
Living Area: 1,693 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 06, 2025
Price: $409,900
Living Area: 1,693 Sq. Ft.
224 BAYBERRY DRIVE
CHESTER, MD | Closed
Listed: Jul, 31, 2025
Price: $550,000
Living Area: 1,913 Sq. Ft.
CHESTER, MD | Closed
Listed: Jul, 31, 2025
Price: $550,000
Living Area: 1,913 Sq. Ft.
519 WARBLER WAY
CHESTER, MD | Closed
Listed: Sep, 10, 2025
Price: $849,990
Living Area: 2,789 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 10, 2025
Price: $849,990
Living Area: 2,789 Sq. Ft.
527 WARBLER WAY
CHESTER, MD | Closed
Listed: Oct, 06, 2025
Price: $799,990
Living Area: 2,789 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 06, 2025
Price: $799,990
Living Area: 2,789 Sq. Ft.
5 PINEY NARROWS ROAD C
CHESTER, MD | Closed
Listed: Jun, 09, 2025
Price: $33,000
Living Area: 432 Sq. Ft.
CHESTER, MD | Closed
Listed: Jun, 09, 2025
Price: $33,000
Living Area: 432 Sq. Ft.
11 QUEEN ELIZABETH COURT B B
CHESTER, MD | Closed
Listed: Dec, 03, 2025
Price: $2,800
Living Area: 1,680 Sq. Ft.
CHESTER, MD | Closed
Listed: Dec, 03, 2025
Price: $2,800
Living Area: 1,680 Sq. Ft.
621 WARBLER WAY
CHESTER, MD | Closed
Listed: Oct, 21, 2025
Price: $714,900
Living Area: 1,993 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 21, 2025
Price: $714,900
Living Area: 1,993 Sq. Ft.
121 WHEELHOUSE WAY 2124
CHESTER, MD | Closed
Listed: Jul, 28, 2025
Price: $719,900
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Closed
Listed: Jul, 28, 2025
Price: $719,900
Living Area: 2,602 Sq. Ft.
121 WHEELHOUSE WAY 2132
CHESTER, MD | Closed
Listed: Aug, 19, 2025
Price: $679,900
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Closed
Listed: Aug, 19, 2025
Price: $679,900
Living Area: 1,900 Sq. Ft.
2907 COX NECK ROAD E
CHESTER, MD | Closed
Listed: Nov, 11, 2025
Price: $1,899,000
Living Area: 3,460 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 11, 2025
Price: $1,899,000
Living Area: 3,460 Sq. Ft.
121 WHEELHOUSE WAY 2121
CHESTER, MD | Closed
Listed: Jul, 10, 2025
Price: $719,900
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Closed
Listed: Jul, 10, 2025
Price: $719,900
Living Area: 2,602 Sq. Ft.
162 KIRWANS LANDING LANE
CHESTER, MD | Closed
Listed: Oct, 25, 2025
Price: $869,000
Living Area: 2,404 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 25, 2025
Price: $869,000
Living Area: 2,404 Sq. Ft.
102 BOATSWAIN WAY 2912
CHESTER, MD | Active
Listed: Mar, 26, 2026
Price: $649,990
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 26, 2026
Price: $649,990
Living Area: 2,003 Sq. Ft.
1905 BAYSIDE DRIVE
CHESTER, MD | Pending
Listed: Mar, 07, 2026
Price: $299,900
Living Area: 1,220 Sq. Ft.
CHESTER, MD | Pending
Listed: Mar, 07, 2026
Price: $299,900
Living Area: 1,220 Sq. Ft.
LOT #1 HARLEY LANE
CHESTER, MD | Active
Listed: Mar, 27, 2026
Price: $159,900
Living Area: 0 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 27, 2026
Price: $159,900
Living Area: 0 Sq. Ft.
54 QUEEN CAROLINE COURT B
CHESTER, MD | Closed
Listed: Feb, 23, 2026
Price: $324,900
Living Area: 1,280 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 23, 2026
Price: $324,900
Living Area: 1,280 Sq. Ft.
34 QUEEN ANNE WAY E
CHESTER, MD | Active
Listed: Mar, 13, 2026
Price: $549,000
Living Area: 1,586 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 13, 2026
Price: $549,000
Living Area: 1,586 Sq. Ft.
49 QUEEN GUINEVERE WAY C
CHESTER, MD | Closed
Listed: May, 24, 2025
Price: $519,499
Living Area: 1,600 Sq. Ft.
CHESTER, MD | Closed
Listed: May, 24, 2025
Price: $519,499
Living Area: 1,600 Sq. Ft.
1000 HERONS NEST WAY 402
CHESTER, MD | Active
Listed: Apr, 01, 2026
Price: $599,000
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 01, 2026
Price: $599,000
Living Area: 1,900 Sq. Ft.
11 QUEEN ELIZABETH COURT F
CHESTER, MD | Coming Soon
Listed: Apr, 10, 2026
Price: $2,100
Living Area: 724 Sq. Ft.
CHESTER, MD | Coming Soon
Listed: Apr, 10, 2026
Price: $2,100
Living Area: 724 Sq. Ft.
635 DOMINION ROAD
CHESTER, MD | Closed
Listed: Sep, 10, 2025
Price: $895,000
Living Area: 2,818 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 10, 2025
Price: $895,000
Living Area: 2,818 Sq. Ft.
102 BOATSWAIN WAY 2933
CHESTER, MD | Active
Listed: Apr, 13, 2026
Price: $849,990
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 13, 2026
Price: $849,990
Living Area: 1,900 Sq. Ft.
29 QUEEN MARY COURT A
CHESTER, MD | Active
Listed: Apr, 13, 2026
Price: $599,000
Living Area: 1,425 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 13, 2026
Price: $599,000
Living Area: 1,425 Sq. Ft.
266 PEREGRINE DRIVE
CHESTER, MD | Active
Listed: Feb, 10, 2026
Price: $720,000
Living Area: 2,870 Sq. Ft.
CHESTER, MD | Active
Listed: Feb, 10, 2026
Price: $720,000
Living Area: 2,870 Sq. Ft.
1916 STEVENS DRIVE
CHESTER, MD | Active
Listed: Nov, 11, 2025
Price: $479,900
Living Area: 1,728 Sq. Ft.
CHESTER, MD | Active
Listed: Nov, 11, 2025
Price: $479,900
Living Area: 1,728 Sq. Ft.
101 DUNDEE AVENUE 202
CHESTER, MD | Active
Listed: Apr, 06, 2026
Price: $1,400
Living Area: 3,596 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 06, 2026
Price: $1,400
Living Area: 3,596 Sq. Ft.
4000 HERONS NEST WAY 22
CHESTER, MD | Active
Listed: Jan, 01, 2026
Price: $560,000
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Active
Listed: Jan, 01, 2026
Price: $560,000
Living Area: 1,900 Sq. Ft.
1337 QUEEN ANNE DRIVE
CHESTER, MD | Closed
Listed: Mar, 03, 2026
Price: $485,000
Living Area: 2,128 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 03, 2026
Price: $485,000
Living Area: 2,128 Sq. Ft.
1914 ANCHORAGE DRIVE
CHESTER, MD | Active
Listed: Apr, 20, 2026
Price: $299,900
Living Area: 1,800 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 20, 2026
Price: $299,900
Living Area: 1,800 Sq. Ft.
501 TEAL COURT
CHESTER, MD | Active Under Contract
Listed: Mar, 26, 2026
Price: $310,000
Living Area: 1,073 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Mar, 26, 2026
Price: $310,000
Living Area: 1,073 Sq. Ft.
132 WHEELHOUSE WAY
CHESTER, MD | Closed
Listed: Oct, 07, 2025
Price: $1,249,990
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 07, 2025
Price: $1,249,990
Living Area: 1,900 Sq. Ft.
8013 BRIDGEPOINTE DRIVE
CHESTER, MD | Pending
Listed: Apr, 02, 2026
Price: $2,500
Living Area: 1,232 Sq. Ft.
CHESTER, MD | Pending
Listed: Apr, 02, 2026
Price: $2,500
Living Area: 1,232 Sq. Ft.
326 CASTLE MARINA ROAD
CHESTER, MD | Closed
Listed: Oct, 26, 2021
Price: $479,900
Living Area: 3,516 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 26, 2021
Price: $479,900
Living Area: 3,516 Sq. Ft.
508 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Jun, 21, 2021
Price: $2,200
Living Area: 1,899 Sq. Ft.
CHESTER, MD | Closed
Listed: Jun, 21, 2021
Price: $2,200
Living Area: 1,899 Sq. Ft.
119 BENTONS PLEASURE ROAD
CHESTER, MD | Closed
Listed: Jul, 27, 2021
Price: $600,000
Living Area: 2,933 Sq. Ft.
CHESTER, MD | Closed
Listed: Jul, 27, 2021
Price: $600,000
Living Area: 2,933 Sq. Ft.
45 QUEEN NEVA COURT A
CHESTER, MD | Closed
Listed: Sep, 20, 2022
Price: $400,000
Living Area: 2,008 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 20, 2022
Price: $400,000
Living Area: 2,008 Sq. Ft.
601 AUCKLAND WAY
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $399,900
Living Area: 2,124 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $399,900
Living Area: 2,124 Sq. Ft.
208 WIDGEON WAY
CHESTER, MD | Closed
Listed: Apr, 18, 2020
Price: $450,000
Living Area: 2,100 Sq. Ft.
CHESTER, MD | Closed
Listed: Apr, 18, 2020
Price: $450,000
Living Area: 2,100 Sq. Ft.
204 WIDGEON WAY
CHESTER, MD | Closed
Listed: Jul, 17, 2020
Price: $439,900
Living Area: 2,076 Sq. Ft.
CHESTER, MD | Closed
Listed: Jul, 17, 2020
Price: $439,900
Living Area: 2,076 Sq. Ft.
110 HARBOUR SOUND DRIVE
CHESTER, MD | Closed
Listed: Mar, 24, 2022
Price: $445,000
Living Area: 2,551 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 24, 2022
Price: $445,000
Living Area: 2,551 Sq. Ft.
114 MERGANSER COURT
CHESTER, MD | Active
Listed: Apr, 16, 2026
Price: $299,500
Living Area: 1,069 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 16, 2026
Price: $299,500
Living Area: 1,069 Sq. Ft.
237 EVELYNE STREET
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $465,000
Living Area: 2,840 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $465,000
Living Area: 2,840 Sq. Ft.
53 QUEEN CAROLINE COURT C C
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $1,650
Living Area: 1,440 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $1,650
Living Area: 1,440 Sq. Ft.
106 GOLDEN EYE COURT
CHESTER, MD | Closed
Listed: Feb, 03, 2019
Price: $229,000
Living Area: 1,062 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 03, 2019
Price: $229,000
Living Area: 1,062 Sq. Ft.
405 WIDGEON WAY
CHESTER, MD | Closed
Listed: Apr, 24, 2024
Price: $480,000
Living Area: 2,112 Sq. Ft.
CHESTER, MD | Closed
Listed: Apr, 24, 2024
Price: $480,000
Living Area: 2,112 Sq. Ft.
200 NEWTOWN ROAD
CHESTER, MD | Active
Listed: Apr, 16, 2026
Price: $445,000
Living Area: 1,296 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 16, 2026
Price: $445,000
Living Area: 1,296 Sq. Ft.
1700 SAINT MARYS ROAD
CHESTER, MD | Active
Listed: Apr, 20, 2026
Price: $675,000
Living Area: 1,898 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 20, 2026
Price: $675,000
Living Area: 1,898 Sq. Ft.
1868 ROBERTA DRIVE
CHESTER, MD | Active
Listed: Feb, 19, 2026
Price: $749,500
Living Area: 3,250 Sq. Ft.
CHESTER, MD | Active
Listed: Feb, 19, 2026
Price: $749,500
Living Area: 3,250 Sq. Ft.
1921 HARBOR DRIVE
CHESTER, MD | Active
Listed: Apr, 21, 2026
Price: $519,900
Living Area: 2,000 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 21, 2026
Price: $519,900
Living Area: 2,000 Sq. Ft.
142 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Aug, 18, 2023
Price: $699,900
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Closed
Listed: Aug, 18, 2023
Price: $699,900
Living Area: 2,791 Sq. Ft.
136 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Oct, 02, 2023
Price: $599,900
Living Area: 1,693 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 02, 2023
Price: $599,900
Living Area: 1,693 Sq. Ft.
122 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Dec, 07, 2023
Price: $604,900
Living Area: 1,693 Sq. Ft.
CHESTER, MD | Closed
Listed: Dec, 07, 2023
Price: $604,900
Living Area: 1,693 Sq. Ft.
126 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Oct, 16, 2023
Price: $659,900
Living Area: 2,019 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 16, 2023
Price: $659,900
Living Area: 2,019 Sq. Ft.
113 WARBLER WAY
CHESTER, MD | Closed
Listed: Feb, 05, 2024
Price: $669,900
Living Area: 2,013 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 05, 2024
Price: $669,900
Living Area: 2,013 Sq. Ft.
122 WARBLER WAY
CHESTER, MD | Closed
Listed: Oct, 30, 2023
Price: $659,900
Living Area: 1,996 Sq. Ft.
CHESTER, MD | Closed
Listed: Oct, 30, 2023
Price: $659,900
Living Area: 1,996 Sq. Ft.
135 MERLIN DRIVE
CHESTER, MD | Closed
Listed: Feb, 12, 2024
Price: $699,900
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Closed
Listed: Feb, 12, 2024
Price: $699,900
Living Area: 2,791 Sq. Ft.
136 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Jul, 24, 2024
Price: $604,900
Living Area: 1,693 Sq. Ft.
CHESTER, MD | Closed
Listed: Jul, 24, 2024
Price: $604,900
Living Area: 1,693 Sq. Ft.
234 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Nov, 01, 2024
Price: $684,900
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 01, 2024
Price: $684,900
Living Area: 2,791 Sq. Ft.
238 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Nov, 01, 2024
Price: $669,900
Living Area: 1,996 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 01, 2024
Price: $669,900
Living Area: 1,996 Sq. Ft.
254 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Nov, 21, 2024
Price: $699,900
Living Area: 2,971 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 21, 2024
Price: $699,900
Living Area: 2,971 Sq. Ft.
218 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Dec, 11, 2024
Price: $849,900
Living Area: 2,772 Sq. Ft.
CHESTER, MD | Closed
Listed: Dec, 11, 2024
Price: $849,900
Living Area: 2,772 Sq. Ft.
246 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Mar, 18, 2025
Price: $749,900
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 18, 2025
Price: $749,900
Living Area: 2,791 Sq. Ft.
135 NAUSET LANE
CHESTER, MD | Active
Listed: Sep, 30, 2025
Price: $799,999
Living Area: 2,795 Sq. Ft.
CHESTER, MD | Active
Listed: Sep, 30, 2025
Price: $799,999
Living Area: 2,795 Sq. Ft.
109 WARBLER WAY
CHESTER, MD | Closed
Listed: Mar, 12, 2024
Price: $699,900
Living Area: 2,791 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 12, 2024
Price: $699,900
Living Area: 2,791 Sq. Ft.
242 PEREGRINE DRIVE
CHESTER, MD | Closed
Listed: Nov, 18, 2024
Price: $699,900
Living Area: 2,971 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 18, 2024
Price: $699,900
Living Area: 2,971 Sq. Ft.
29 QUEEN MARY COURT D
CHESTER, MD | Active
Listed: Mar, 24, 2026
Price: $2,700
Living Area: 1,440 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 24, 2026
Price: $2,700
Living Area: 1,440 Sq. Ft.
1405 LITTLE CREEK ROAD
CHESTER, MD | Active
Listed: Jul, 17, 2025
Price: $19,500
Living Area: 764 Sq. Ft.
CHESTER, MD | Active
Listed: Jul, 17, 2025
Price: $19,500
Living Area: 764 Sq. Ft.
176 FLAGSTAFF WAY 2424
CHESTER, MD | Pending
Listed: Jan, 07, 2026
Price: $935,990
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Pending
Listed: Jan, 07, 2026
Price: $935,990
Living Area: 2,602 Sq. Ft.
47 QUEEN ANNE WAY D
CHESTER, MD | Closed
Listed: Aug, 26, 2025
Price: $549,000
Living Area: 1,550 Sq. Ft.
CHESTER, MD | Closed
Listed: Aug, 26, 2025
Price: $549,000
Living Area: 1,550 Sq. Ft.
121 WHEELHOUSE WAY 2112
CHESTER, MD | Closed
Listed: Jul, 10, 2025
Price: $541,900
Living Area: 2,003 Sq. Ft.
CHESTER, MD | Closed
Listed: Jul, 10, 2025
Price: $541,900
Living Area: 2,003 Sq. Ft.
170 HARRIER WAY 34
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $699,900
Living Area: 2,602 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $699,900
Living Area: 2,602 Sq. Ft.
154 HARRIER WAY
CHESTER, MD | Closed
Listed: Mar, 15, 2025
Price: $639,450
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Closed
Listed: Mar, 15, 2025
Price: $639,450
Living Area: 1,900 Sq. Ft.
114 ADDISON COURT
CHESTER, MD | Closed
Listed: Jan, 23, 2026
Price: $549,900
Living Area: 2,342 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 23, 2026
Price: $549,900
Living Area: 2,342 Sq. Ft.
201 GOLDEN EYE COURT
CHESTER, MD | Closed
Listed: Sep, 17, 2025
Price: $285,000
Living Area: 1,073 Sq. Ft.
CHESTER, MD | Closed
Listed: Sep, 17, 2025
Price: $285,000
Living Area: 1,073 Sq. Ft.
110 BOATSWAIN WAY 3042
CHESTER, MD | Active
Listed: Mar, 04, 2026
Price: $799,990
Living Area: 1,900 Sq. Ft.
CHESTER, MD | Active
Listed: Mar, 04, 2026
Price: $799,990
Living Area: 1,900 Sq. Ft.
1150 LITTLE CREEK ROAD
CHESTER, MD | Active
Listed: Feb, 24, 2026
Price: $375,000
Living Area: 2,200 Sq. Ft.
CHESTER, MD | Active
Listed: Feb, 24, 2026
Price: $375,000
Living Area: 2,200 Sq. Ft.
112 CHESSIE COURT
CHESTER, MD | Closed
Listed: Nov, 05, 2025
Price: $519,900
Living Area: 2,066 Sq. Ft.
CHESTER, MD | Closed
Listed: Nov, 05, 2025
Price: $519,900
Living Area: 2,066 Sq. Ft.
6 QUEEN VICTORIA WAY G
CHESTER, MD | Active Under Contract
Listed: Jan, 08, 2026
Price: $294,900
Living Area: 724 Sq. Ft.
CHESTER, MD | Active Under Contract
Listed: Jan, 08, 2026
Price: $294,900
Living Area: 724 Sq. Ft.
1 QUEEN VICTORIA COURT F
CHESTER, MD | Active
Listed: Apr, 17, 2026
Price: $389,900
Living Area: 1,260 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 17, 2026
Price: $389,900
Living Area: 1,260 Sq. Ft.
15 QUEEN ANNE WAY E E
CHESTER, MD | Closed
Listed: Dec, 23, 2025
Price: $465,000
Living Area: 1,680 Sq. Ft.
CHESTER, MD | Closed
Listed: Dec, 23, 2025
Price: $465,000
Living Area: 1,680 Sq. Ft.
1926 SHERMAN DRIVE
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $219,600
Living Area: 0 Sq. Ft.
CHESTER, MD | Closed
Listed: Jan, 01, 2026
Price: $219,600
Living Area: 0 Sq. Ft.
1812 MAIN STREET 202
CHESTER, MD | Active
Listed: Apr, 07, 2026
Price: $1,650
Living Area: 926 Sq. Ft.
CHESTER, MD | Active
Listed: Apr, 07, 2026
Price: $1,650
Living Area: 926 Sq. Ft.







































































































































































































