Listings in 21620 - KENT County, Maryland
Displaying 201 – 400 of 250 Real estate listings
118 GRANT COURT
CHESTERTOWN, MD | Closed
Listed: May, 21, 2026
Price: $457,500
Living Area: 1,664 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: May, 21, 2026
Price: $457,500
Living Area: 1,664 Sq. Ft.
105 HIGH STREET
CHESTERTOWN, MD | Active
Listed: Nov, 07, 2025
Price: $1,245,500
Living Area: 3,243 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Nov, 07, 2025
Price: $1,245,500
Living Area: 3,243 Sq. Ft.
210 N QUEEN STREET
CHESTERTOWN, MD | Coming Soon
Listed: Jun, 26, 2026
Price: $735,000
Living Area: 2,730 Sq. Ft.
CHESTERTOWN, MD | Coming Soon
Listed: Jun, 26, 2026
Price: $735,000
Living Area: 2,730 Sq. Ft.
611 CANNON STREET
CHESTERTOWN, MD | Closed
Listed: May, 26, 2023
Price: $240,000
Living Area: 920 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: May, 26, 2023
Price: $240,000
Living Area: 920 Sq. Ft.
108 PINE STREET
CHESTERTOWN, MD | Closed
Listed: Mar, 31, 2026
Price: $115,000
Living Area: 910 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: Mar, 31, 2026
Price: $115,000
Living Area: 910 Sq. Ft.
2010 MCGINNES ROAD
CHESTERTOWN, MD | Closed
Listed: Sep, 23, 2025
Price: $359,900
Living Area: 1,253 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: Sep, 23, 2025
Price: $359,900
Living Area: 1,253 Sq. Ft.
22681 WOOD YARD LANE
CHESTERTOWN, MD | Active
Listed: Jan, 05, 2026
Price: $15,000
Living Area: 0 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jan, 05, 2026
Price: $15,000
Living Area: 0 Sq. Ft.
#37 LANDING LANE
CHESTERTOWN, MD | Active
Listed: Dec, 04, 2025
Price: $765,900
Living Area: 1,964 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Dec, 04, 2025
Price: $765,900
Living Area: 1,964 Sq. Ft.
#36 LANDING LANE
CHESTERTOWN, MD | Active
Listed: Dec, 04, 2025
Price: $753,500
Living Area: 1,964 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Dec, 04, 2025
Price: $753,500
Living Area: 1,964 Sq. Ft.
104 LITTLE HARBOR WAY
CHESTERTOWN, MD | Active
Listed: Nov, 10, 2025
Price: $849,900
Living Area: 1,980 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Nov, 10, 2025
Price: $849,900
Living Area: 1,980 Sq. Ft.
104 LANDING LANE
CHESTERTOWN, MD | Active
Listed: Dec, 04, 2025
Price: $813,900
Living Area: 2,192 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Dec, 04, 2025
Price: $813,900
Living Area: 2,192 Sq. Ft.
#25 LANDING LANE
CHESTERTOWN, MD | Active
Listed: Dec, 04, 2025
Price: $1,099,900
Living Area: 2,784 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Dec, 04, 2025
Price: $1,099,900
Living Area: 2,784 Sq. Ft.
101 MORGNEC ROAD
CHESTERTOWN, MD | Active
Listed: Jan, 11, 2023
Price: $1,300
Living Area: 785 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jan, 11, 2023
Price: $1,300
Living Area: 785 Sq. Ft.
6 BYFORD COURT
CHESTERTOWN, MD | Closed
Listed: Jan, 01, 2026
Price: $749,500
Living Area: 3,136 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: Jan, 01, 2026
Price: $749,500
Living Area: 3,136 Sq. Ft.
206 CAMELOT DRIVE
CHESTERTOWN, MD | Closed
Listed: Feb, 15, 2026
Price: $499,000
Living Area: 2,186 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: Feb, 15, 2026
Price: $499,000
Living Area: 2,186 Sq. Ft.
JOHNSONTOWN ROAD
CHESTERTOWN, MD | Active
Listed: Aug, 05, 2025
Price: $25,000
Living Area: 0 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Aug, 05, 2025
Price: $25,000
Living Area: 0 Sq. Ft.
HAACKE DRIVE LOT 3
CHESTERTOWN, MD | Active
Listed: Mar, 26, 2026
Price: $225,000
Living Area: 0 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Mar, 26, 2026
Price: $225,000
Living Area: 0 Sq. Ft.
956 WASHINGTON AVENUE
CHESTERTOWN, MD | Active
Listed: May, 24, 2026
Price: $285,000
Living Area: 1,248 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: May, 24, 2026
Price: $285,000
Living Area: 1,248 Sq. Ft.
23043 BAY SHORE SPUR
CHESTERTOWN, MD | Active
Listed: Aug, 28, 2025
Price: $385,000
Living Area: 2,630 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Aug, 28, 2025
Price: $385,000
Living Area: 2,630 Sq. Ft.
349 & 351 HIGH STREET
CHESTERTOWN, MD | Closed
Listed: Apr, 19, 2024
Price: $395,000
Living Area: 3,664 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: Apr, 19, 2024
Price: $395,000
Living Area: 3,664 Sq. Ft.
6746 QUAKER ROAD
CHESTERTOWN, MD | Active
Listed: Jan, 02, 2026
Price: $384,000
Living Area: 3,371 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jan, 02, 2026
Price: $384,000
Living Area: 3,371 Sq. Ft.
22360 GREAT OAK LANDING ROAD
CHESTERTOWN, MD | Closed
Listed: May, 02, 2026
Price: $525,000
Living Area: 2,688 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: May, 02, 2026
Price: $525,000
Living Area: 2,688 Sq. Ft.
214 SILVER HEEL ROAD
CHESTERTOWN, MD | Active
Listed: May, 04, 2026
Price: $340,000
Living Area: 1,972 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: May, 04, 2026
Price: $340,000
Living Area: 1,972 Sq. Ft.
6746 QUAKER NECK ROAD
CHESTERTOWN, MD | Active
Listed: Jan, 02, 2026
Price: $384,000
Living Area: 3,371 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jan, 02, 2026
Price: $384,000
Living Area: 3,371 Sq. Ft.
21172 WYOMING AVENUE
CHESTERTOWN, MD | Active
Listed: Jun, 05, 2026
Price: $200,000
Living Area: 2,920 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jun, 05, 2026
Price: $200,000
Living Area: 2,920 Sq. Ft.
206 BURCHARD SAWMILL ROAD
CHESTERTOWN, MD | Pending
Listed: Mar, 17, 2026
Price: $29,000
Living Area: 0 Sq. Ft.
CHESTERTOWN, MD | Pending
Listed: Mar, 17, 2026
Price: $29,000
Living Area: 0 Sq. Ft.
25440 LEARMAN ROAD
CHESTERTOWN, MD | Active Under Contract
Listed: May, 23, 2026
Price: $3,000,000
Living Area: 3,142 Sq. Ft.
CHESTERTOWN, MD | Active Under Contract
Listed: May, 23, 2026
Price: $3,000,000
Living Area: 3,142 Sq. Ft.
CROMWELL CLARK ROAD
CHESTERTOWN, MD | Pending
Listed: May, 07, 2025
Price: $3,000,000
Living Area: 0 Sq. Ft.
CHESTERTOWN, MD | Pending
Listed: May, 07, 2025
Price: $3,000,000
Living Area: 0 Sq. Ft.
105 HICKORY LANE
CHESTERTOWN, MD | Closed
Listed: Jul, 10, 2023
Price: $95,000
Living Area: 0 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: Jul, 10, 2023
Price: $95,000
Living Area: 0 Sq. Ft.
228 MERGANSER DRIVE
CHESTERTOWN, MD | Active
Listed: May, 13, 2026
Price: $59,999
Living Area: 0 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: May, 13, 2026
Price: $59,999
Living Area: 0 Sq. Ft.
8276 BROAD NECK ROAD
CHESTERTOWN, MD | Active
Listed: Mar, 14, 2026
Price: $1,395,000
Living Area: 3,383 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Mar, 14, 2026
Price: $1,395,000
Living Area: 3,383 Sq. Ft.
8629 AIRY HILL ROAD
CHESTERTOWN, MD | Closed
Listed: May, 09, 2026
Price: $425,000
Living Area: 1,440 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: May, 09, 2026
Price: $425,000
Living Area: 1,440 Sq. Ft.
Parcel BUCK NECK LDG ROAD
CHESTERTOWN, MD | Active
Listed: Apr, 15, 2025
Price: $8,000
Living Area: 0 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Apr, 15, 2025
Price: $8,000
Living Area: 0 Sq. Ft.
8355 BROAD NECK ROAD
CHESTERTOWN, MD | Closed
Listed: Mar, 17, 2026
Price: $2,800
Living Area: 2,910 Sq. Ft.
CHESTERTOWN, MD | Closed
Listed: Mar, 17, 2026
Price: $2,800
Living Area: 2,910 Sq. Ft.
105 N WATER STREET 2
CHESTERTOWN, MD | Active
Listed: Jun, 25, 2026
Price: $475,000
Living Area: 1,011 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jun, 25, 2026
Price: $475,000
Living Area: 1,011 Sq. Ft.
1904 PONDTOWN ROAD
CHESTERTOWN, MD | Active
Listed: Jun, 01, 2026
Price: $265,000
Living Area: 1,967 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jun, 01, 2026
Price: $265,000
Living Area: 1,967 Sq. Ft.
9126 FAIRLEE ROAD
CHESTERTOWN, MD | Active
Listed: Jul, 01, 2026
Price: $344,000
Living Area: 1,216 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jul, 01, 2026
Price: $344,000
Living Area: 1,216 Sq. Ft.
116 CROSS STREET
CHESTERTOWN, MD | Pending
Listed: Apr, 24, 2026
Price: $109,999
Living Area: 0 Sq. Ft.
CHESTERTOWN, MD | Pending
Listed: Apr, 24, 2026
Price: $109,999
Living Area: 0 Sq. Ft.
7680 COUNTRY CLUB LANE
CHESTERTOWN, MD | Active
Listed: Jul, 03, 2026
Price: $885,000
Living Area: 2,639 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jul, 03, 2026
Price: $885,000
Living Area: 2,639 Sq. Ft.
103 S LYNCHBURG STREET
CHESTERTOWN, MD | Pending
Listed: Jun, 18, 2026
Price: $1,400
Living Area: 1,040 Sq. Ft.
CHESTERTOWN, MD | Pending
Listed: Jun, 18, 2026
Price: $1,400
Living Area: 1,040 Sq. Ft.
103 LANDING LN,CHESTERTOWN,MD,21620,KENT
CHESTERTOWN, MD | Active
Listed: Sep, 02, 2025
Price: $499,999
Living Area: 2,100 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Sep, 02, 2025
Price: $499,999
Living Area: 2,100 Sq. Ft.
222 MOUNT VERNON AVE,CHESTERTOWN,MD,21620,KENT
CHESTERTOWN, MD | Active
Listed: Oct, 27, 2025
Price: $419,999
Living Area: 1,656 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Oct, 27, 2025
Price: $419,999
Living Area: 1,656 Sq. Ft.
MD,QUEEN ANNES
CHESTERTOWN, MD | Active
Listed: Jun, 19, 2026
Price: $299,900
Living Area: 1,248 Sq. Ft.
CHESTERTOWN, MD | Active
Listed: Jun, 19, 2026
Price: $299,900
Living Area: 1,248 Sq. Ft.
