6,867

Chestertown, MD Homes

Section Image
    • 5 Rolling Rd, Chestertown, MD 21620
      5 Rolling Rd, Chestertown, MD 21620
      5 Rolling Rd, Chestertown, MD 21620
      /32

      Est $254,274 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,202 Sq Ft

      5 Rolling Rd, Chestertown, MD 21620

      5 Rolling Rd, Chestertown, MD 21620
    • 410 Cannon St, Chestertown, MD 21620
      410 Cannon St, Chestertown, MD 21620
      410 Cannon St, Chestertown, MD 21620
      /23

      Est $334,083 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,584 Sq Ft

      410 Cannon St, Chestertown, MD 21620

      410 Cannon St, Chestertown, MD 21620
    • 106 Pine St, Chestertown, MD 21620
      106 Pine St, Chestertown, MD 21620
      106 Pine St, Chestertown, MD 21620
      /28

      Est $271,424 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,376 Sq Ft

      106 Pine St, Chestertown, MD 21620

      106 Pine St, Chestertown, MD 21620
    • 101 School Rd, Chestertown, MD 21620
      101 School Rd, Chestertown, MD 21620
      101 School Rd, Chestertown, MD 21620
      /39

      Est $351,825 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,424 Sq Ft

      101 School Rd, Chestertown, MD 21620

      101 School Rd, Chestertown, MD 21620
    • 208 N Queen St, Chestertown, MD 21620
      208 N Queen St, Chestertown, MD 21620
      208 N Queen St, Chestertown, MD 21620
      /37

      Est $683,685 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,240 Sq Ft

      208 N Queen St, Chestertown, MD 21620

      208 N Queen St, Chestertown, MD 21620
    • 212 N Queen St, Chestertown, MD 21620
      212 N Queen St, Chestertown, MD 21620
      212 N Queen St, Chestertown, MD 21620
      /69

      Est $942,931 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 3,756 Sq Ft

      212 N Queen St, Chestertown, MD 21620

      212 N Queen St, Chestertown, MD 21620
    • 208 N Lynchburg St, Chestertown, MD 21620
      208 N Lynchburg St, Chestertown, MD 21620
      208 N Lynchburg St, Chestertown, MD 21620
      /16

      Est $205,511 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,026 Sq Ft

      208 N Lynchburg St, Chestertown, MD 21620

      208 N Lynchburg St, Chestertown, MD 21620
    • 401 N Kent St, Chestertown, MD 21620
      401 N Kent St, Chestertown, MD 21620
      401 N Kent St, Chestertown, MD 21620
      /30

      Est $335,939 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 850 Sq Ft

      401 N Kent St, Chestertown, MD 21620

      401 N Kent St, Chestertown, MD 21620
    • 403 N Kent St, Chestertown, MD 21620
      403 N Kent St, Chestertown, MD 21620
      403 N Kent St, Chestertown, MD 21620
      /24

      Est $407,542 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,250 Sq Ft

      403 N Kent St, Chestertown, MD 21620

      403 N Kent St, Chestertown, MD 21620
    • 205 N Water St, Chestertown, MD 21620
      205 N Water St, Chestertown, MD 21620
      205 N Water St, Chestertown, MD 21620
      /32

      Est $1,219,918 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,426 Sq Ft

      205 N Water St, Chestertown, MD 21620

      205 N Water St, Chestertown, MD 21620
    • 355 Calvert St, Chestertown, MD 21620
      355 Calvert St, Chestertown, MD 21620
      355 Calvert St, Chestertown, MD 21620
      /13

      Est $187,609 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,140 Sq Ft

      355 Calvert St, Chestertown, MD 21620

      355 Calvert St, Chestertown, MD 21620
    • 207 Glen St, Chestertown, MD 21620
      207 Glen St, Chestertown, MD 21620
      207 Glen St, Chestertown, MD 21620
      /42

      Est $431,543 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,236 Sq Ft

      207 Glen St, Chestertown, MD 21620

      207 Glen St, Chestertown, MD 21620
    • 301 Lincoln Dr, Chestertown, MD 21620
      301 Lincoln Dr, Chestertown, MD 21620
      301 Lincoln Dr, Chestertown, MD 21620
      /16

      Est $296,092 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,152 Sq Ft

      301 Lincoln Dr, Chestertown, MD 21620

      301 Lincoln Dr, Chestertown, MD 21620
    • 102 Lincoln Dr, Chestertown, MD 21620
      102 Lincoln Dr, Chestertown, MD 21620
      102 Lincoln Dr, Chestertown, MD 21620
      /24

      Est $294,463 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,404 Sq Ft

      102 Lincoln Dr, Chestertown, MD 21620

      102 Lincoln Dr, Chestertown, MD 21620
    • 10605 Tonopah Rd, Chestertown, MD 21620
      10605 Tonopah Rd, Chestertown, MD 21620
      10605 Tonopah Rd, Chestertown, MD 21620
      /18

      Est $312,125 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,248 Sq Ft

      10605 Tonopah Rd, Chestertown, MD 21620

      10605 Tonopah Rd, Chestertown, MD 21620
    • 10609 Klamath Rd, Chestertown, MD 21620
      10609 Klamath Rd, Chestertown, MD 21620
      10609 Klamath Rd, Chestertown, MD 21620
      /23

      Est $314,031 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft

      10609 Klamath Rd, Chestertown, MD 21620

      10609 Klamath Rd, Chestertown, MD 21620
    • 10674 Kasota Rd, Chestertown, MD 21620
      10674 Kasota Rd, Chestertown, MD 21620
      10674 Kasota Rd, Chestertown, MD 21620
      /9

      Est $253,501 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,350 Sq Ft

      10674 Kasota Rd, Chestertown, MD 21620

      10674 Kasota Rd, Chestertown, MD 21620
    • 27985 River Rd, Chestertown, MD 21620
      27985 River Rd, Chestertown, MD 21620
      27985 River Rd, Chestertown, MD 21620
      /6

      Est $171,968 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 912 Sq Ft

      27985 River Rd, Chestertown, MD 21620

      27985 River Rd, Chestertown, MD 21620
    • 112 Riverside Terrace Unit 5, Chestertown, MD 21620
      112 Riverside Terrace Unit 5, Chestertown, MD 21620
      112 Riverside Terrace Unit 5, Chestertown, MD 21620
      /18

      Est $282,927 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft

      112 Riverside Terrace Unit 5, Chestertown, MD 21620

      112 Riverside Terrace Unit 5, Chestertown, MD 21620
    • 125 High St, Chestertown, MD 21620
      125 High St, Chestertown, MD 21620
      125 High St, Chestertown, MD 21620
      /22

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,146 Sq Ft

      125 High St, Chestertown, MD 21620

      125 High St, Chestertown, MD 21620
    • 7514 Muirfield Dr, Chestertown, MD 21620
      7514 Muirfield Dr, Chestertown, MD 21620
      7514 Muirfield Dr, Chestertown, MD 21620
      /20

      Est $778,831 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths

      7514 Muirfield Dr, Chestertown, MD 21620

      7514 Muirfield Dr, Chestertown, MD 21620
    • 21345 Persimmon Dr, Chestertown, MD 21620
      21345 Persimmon Dr, Chestertown, MD 21620
      21345 Persimmon Dr, Chestertown, MD 21620
      /6

      Est $169,880 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,232 Sq Ft

      21345 Persimmon Dr, Chestertown, MD 21620

      21345 Persimmon Dr, Chestertown, MD 21620
    • 117 N Water St Unit 3A, Chestertown, MD 21620
      117 N Water St Unit 3A, Chestertown, MD 21620
      117 N Water St Unit 3A, Chestertown, MD 21620
      /23

      Est $761,860 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 729 Sq Ft

      117 N Water St Unit 3A, Chestertown, MD 21620

      117 N Water St Unit 3A, Chestertown, MD 21620
    • 0 Foxchase Dr, Chestertown, MD 21620
      0 Foxchase Dr, Chestertown, MD 21620
      0 Foxchase Dr, Chestertown, MD 21620
      /29

      Not Listed For Sale

      0 Foxchase Dr, Chestertown, MD 21620

      0 Foxchase Dr, Chestertown, MD 21620
    • 235 Island Lark Way, Chestertown, MD 21620
      235 Island Lark Way, Chestertown, MD 21620
      235 Island Lark Way, Chestertown, MD 21620
      /22

      Est $303,308 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,420 Sq Ft

      235 Island Lark Way, Chestertown, MD 21620

      235 Island Lark Way, Chestertown, MD 21620
    • 0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
      /13

      Not Listed For Sale

      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620

      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
    • 104 W Campus Ave, Chestertown, MD 21620
      104 W Campus Ave, Chestertown, MD 21620
      104 W Campus Ave, Chestertown, MD 21620
      /36

      Est $383,732 Not Listed For Sale

      • 3 Beds
      • 5 Baths
      • 2,884 Sq Ft

      104 W Campus Ave, Chestertown, MD 21620

      104 W Campus Ave, Chestertown, MD 21620
    • 245 Island Lark Way, Chestertown, MD 21620
      245 Island Lark Way, Chestertown, MD 21620
      245 Island Lark Way, Chestertown, MD 21620
      /27

      Est $288,583 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      245 Island Lark Way, Chestertown, MD 21620

      245 Island Lark Way, Chestertown, MD 21620
    • 247 Island Lark Way, Chestertown, MD 21620
      247 Island Lark Way, Chestertown, MD 21620
      247 Island Lark Way, Chestertown, MD 21620
      /27

      Est $278,181 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      247 Island Lark Way, Chestertown, MD 21620

      247 Island Lark Way, Chestertown, MD 21620
    • 251 Island Lark Way, Chestertown, MD 21620
      251 Island Lark Way, Chestertown, MD 21620
      251 Island Lark Way, Chestertown, MD 21620
      /27

      Est $281,016 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      251 Island Lark Way, Chestertown, MD 21620

      251 Island Lark Way, Chestertown, MD 21620
    • 253 Island Lark Way, Chestertown, MD 21620
      253 Island Lark Way, Chestertown, MD 21620
      253 Island Lark Way, Chestertown, MD 21620
      /27

      Est $289,524 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      253 Island Lark Way, Chestertown, MD 21620

      253 Island Lark Way, Chestertown, MD 21620
    • 0 Caulks Field Rd Unit MDKE2003398, Chestertown, MD 21620
      0 Caulks Field Rd Unit MDKE2003398, Chestertown, MD 21620
      0 Caulks Field Rd Unit MDKE2003398, Chestertown, MD 21620
      /7

      Not Listed For Sale

      0 Caulks Field Rd Unit MDKE2003398, Chestertown, MD 21620

      0 Caulks Field Rd Unit MDKE2003398, Chestertown, MD 21620
    • 22900 Handy Point Rd, Chestertown, MD 21620
      22900 Handy Point Rd, Chestertown, MD 21620
      22900 Handy Point Rd, Chestertown, MD 21620
      /68

      Est $1,698,836 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,885 Sq Ft

      22900 Handy Point Rd, Chestertown, MD 21620

      22900 Handy Point Rd, Chestertown, MD 21620
    • 106-1 N Water St Unit 1/2, Chestertown, MD 21620
      106-1 N Water St Unit 1/2, Chestertown, MD 21620
      106-1 N Water St Unit 1/2, Chestertown, MD 21620
      /41

      Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,866 Sq Ft

      106-1 N Water St Unit 1/2, Chestertown, MD 21620

      106-1 N Water St Unit 1/2, Chestertown, MD 21620
    • 424 Chester River Heights Rd, Chestertown, MD 21620
      424 Chester River Heights Rd, Chestertown, MD 21620
      424 Chester River Heights Rd, Chestertown, MD 21620
      /31

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,491 Sq Ft

      424 Chester River Heights Rd, Chestertown, MD 21620

      424 Chester River Heights Rd, Chestertown, MD 21620
    • 0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620
      0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620
      0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620
      /3

      Not Listed For Sale

      0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620

      0 Buck Neck Rd Unit MDKE2003206, Chestertown, MD 21620
    • 10044 John Carvill (4th Point) Rd, Chestertown, MD 21620
      10044 John Carvill (4th Point) Rd, Chestertown, MD 21620
      10044 John Carvill (4th Point) Rd, Chestertown, MD 21620
      /85

      Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,477 Sq Ft

      10044 John Carvill (4th Point) Rd, Chestertown, MD 21620

      10044 John Carvill (4th Point) Rd, Chestertown, MD 21620
    • 237 Island Lark Way, Chestertown, MD 21620
      237 Island Lark Way, Chestertown, MD 21620
      237 Island Lark Way, Chestertown, MD 21620
      /27

      Est $278,143 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,356 Sq Ft

      237 Island Lark Way, Chestertown, MD 21620

      237 Island Lark Way, Chestertown, MD 21620
    • 241 Island Lark Way, Chestertown, MD 21620
      241 Island Lark Way, Chestertown, MD 21620
      241 Island Lark Way, Chestertown, MD 21620
      /27

      Est $278,198 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,356 Sq Ft

      241 Island Lark Way, Chestertown, MD 21620

      241 Island Lark Way, Chestertown, MD 21620
    • 0 Muirfield Dr Unit MDKE2002984, Chestertown, MD 21620
      0 Muirfield Dr Unit MDKE2002984, Chestertown, MD 21620
      0 Muirfield Dr Unit MDKE2002984, Chestertown, MD 21620
      /4

      Not Listed For Sale

      0 Muirfield Dr Unit MDKE2002984, Chestertown, MD 21620

      0 Muirfield Dr Unit MDKE2002984, Chestertown, MD 21620

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