6,882

Chestertown, MD Homes

Section Image
    • 117 Court St, Chestertown, MD 21620
      117 Court St, Chestertown, MD 21620
      117 Court St, Chestertown, MD 21620
      /18

      Est $387,594 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,280 Sq Ft

      117 Court St, Chestertown, MD 21620

      117 Court St, Chestertown, MD 21620
    • 143 E Step Rd, Chestertown, MD 21620
      143 E Step Rd, Chestertown, MD 21620
      143 E Step Rd, Chestertown, MD 21620
      /20

      Est $339,027 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,400 Sq Ft

      143 E Step Rd, Chestertown, MD 21620

      143 E Step Rd, Chestertown, MD 21620
    • 151 E Step Rd, Chestertown, MD 21620
      151 E Step Rd, Chestertown, MD 21620
      151 E Step Rd, Chestertown, MD 21620
      /35

      Est $347,584 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,400 Sq Ft

      151 E Step Rd, Chestertown, MD 21620

      151 E Step Rd, Chestertown, MD 21620
    • 0 Oak St, Chestertown, MD 21620
      0 Oak St, Chestertown, MD 21620
      0 Oak St, Chestertown, MD 21620
      /9

      Not Listed For Sale

      0 Oak St, Chestertown, MD 21620

      0 Oak St, Chestertown, MD 21620
    • 0 Fall St Unit MDKE2001806, Chestertown, MD 21620
      0 Fall St Unit MDKE2001806, Chestertown, MD 21620
      0 Fall St Unit MDKE2001806, Chestertown, MD 21620
      /3

      Not Listed For Sale

      0 Fall St Unit MDKE2001806, Chestertown, MD 21620

      0 Fall St Unit MDKE2001806, Chestertown, MD 21620
    • 148 E Step Rd, Chestertown, MD 21620
      148 E Step Rd, Chestertown, MD 21620
      148 E Step Rd, Chestertown, MD 21620
      /20

      Est $348,818 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,400 Sq Ft

      148 E Step Rd, Chestertown, MD 21620

      148 E Step Rd, Chestertown, MD 21620
    • 111 Court St, Chestertown, MD 21620
      111 Court St, Chestertown, MD 21620
      111 Court St, Chestertown, MD 21620
      /6

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,140 Sq Ft

      111 Court St, Chestertown, MD 21620

      111 Court St, Chestertown, MD 21620
    • 10108 3rd Point Rd, Chestertown, MD 21620
      10108 3rd Point Rd, Chestertown, MD 21620
      10108 3rd Point Rd, Chestertown, MD 21620
      /123

      Est $1,576,193 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,221 Sq Ft

      10108 3rd Point Rd, Chestertown, MD 21620

      10108 3rd Point Rd, Chestertown, MD 21620
    • 107 Court St, Chestertown, MD 21620
      107 Court St, Chestertown, MD 21620
      107 Court St, Chestertown, MD 21620
      /9

      Est $390,489 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,140 Sq Ft

      107 Court St, Chestertown, MD 21620

      107 Court St, Chestertown, MD 21620
    • 0 Second Point Rd Unit MDKE2001328, Chestertown, MD 21620
      0 Second Point Rd Unit MDKE2001328, Chestertown, MD 21620
      0 Second Point Rd Unit MDKE2001328, Chestertown, MD 21620
      /10

      Not Listed For Sale

      0 Second Point Rd Unit MDKE2001328, Chestertown, MD 21620

      0 Second Point Rd Unit MDKE2001328, Chestertown, MD 21620
    • 7280 Swan Creek, Chestertown, MD 21620
      7280 Swan Creek, Chestertown, MD 21620
      7280 Swan Creek, Chestertown, MD 21620
      /57

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,896 Sq Ft

      7280 Swan Creek, Chestertown, MD 21620

      7280 Swan Creek, Chestertown, MD 21620
    • 136 E Step Rd, Chestertown, MD 21620
      136 E Step Rd, Chestertown, MD 21620
      136 E Step Rd, Chestertown, MD 21620
      /22

      Est $348,543 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,400 Sq Ft

      136 E Step Rd, Chestertown, MD 21620

      136 E Step Rd, Chestertown, MD 21620
    • 105 Chester Arms Dr, Chestertown, MD 21620
      105 Chester Arms Dr, Chestertown, MD 21620
      105 Chester Arms Dr, Chestertown, MD 21620
      /6

      Est $256,886 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,140 Sq Ft

      105 Chester Arms Dr, Chestertown, MD 21620

      105 Chester Arms Dr, Chestertown, MD 21620
    • 103 Chester Arms Dr, Chestertown, MD 21620
      103 Chester Arms Dr, Chestertown, MD 21620
      103 Chester Arms Dr, Chestertown, MD 21620
      /6

      Est $262,056 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,260 Sq Ft

      103 Chester Arms Dr, Chestertown, MD 21620

      103 Chester Arms Dr, Chestertown, MD 21620
    • 110 Landing Ln Unit 43, Chestertown, MD 21620
      110 Landing Ln Unit 43, Chestertown, MD 21620
      110 Landing Ln Unit 43, Chestertown, MD 21620
      /4

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,300 Sq Ft

      110 Landing Ln Unit 43, Chestertown, MD 21620

      110 Landing Ln Unit 43, Chestertown, MD 21620
    • 128 Conley Dr, Chestertown, MD 21620
      128 Conley Dr, Chestertown, MD 21620
      128 Conley Dr, Chestertown, MD 21620
      /14

      Est $247,204 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,178 Sq Ft

      128 Conley Dr, Chestertown, MD 21620

      128 Conley Dr, Chestertown, MD 21620
    • 0 Old Morgnec Rd Unit MDKE2000015, Chestertown, MD 21620
      0 Old Morgnec Rd Unit MDKE2000015, Chestertown, MD 21620
      0 Old Morgnec Rd Unit MDKE2000015, Chestertown, MD 21620
      /14

      Not Listed For Sale

      0 Old Morgnec Rd Unit MDKE2000015, Chestertown, MD 21620

      0 Old Morgnec Rd Unit MDKE2000015, Chestertown, MD 21620
    • 116 Riverside Terrace Unit 7, Chestertown, MD 21620
      116 Riverside Terrace Unit 7, Chestertown, MD 21620
      116 Riverside Terrace Unit 7, Chestertown, MD 21620
      /38

      Est $403,296 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 900 Sq Ft

      116 Riverside Terrace Unit 7, Chestertown, MD 21620

      116 Riverside Terrace Unit 7, Chestertown, MD 21620
    • 21336 Persimmon Dr Unit 13, Chestertown, MD 21620
      21336 Persimmon Dr Unit 13, Chestertown, MD 21620
      21336 Persimmon Dr Unit 13, Chestertown, MD 21620
      /41

      Est $185,893 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,269 Sq Ft

      21336 Persimmon Dr Unit 13, Chestertown, MD 21620

      21336 Persimmon Dr Unit 13, Chestertown, MD 21620
    • 21341 Persimmon Dr Unit 17, Chestertown, MD 21620
      21341 Persimmon Dr Unit 17, Chestertown, MD 21620
      21341 Persimmon Dr Unit 17, Chestertown, MD 21620
      /23

      Est $159,092 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,269 Sq Ft

      21341 Persimmon Dr Unit 17, Chestertown, MD 21620

      21341 Persimmon Dr Unit 17, Chestertown, MD 21620
    • 515 Cannon St, Chestertown, MD 21620
      515 Cannon St, Chestertown, MD 21620
      515 Cannon St, Chestertown, MD 21620
      /30

      Est $429,331 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,714 Sq Ft

      515 Cannon St, Chestertown, MD 21620

      515 Cannon St, Chestertown, MD 21620
    • 21362 Lynn Ln, Chestertown, MD 21620
      21362 Lynn Ln, Chestertown, MD 21620
      21362 Lynn Ln, Chestertown, MD 21620
      /26

      Est $174,854 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,098 Sq Ft

      21362 Lynn Ln, Chestertown, MD 21620

      21362 Lynn Ln, Chestertown, MD 21620
    • 119 Wood Duck Ln, Chestertown, MD 21620
      119 Wood Duck Ln, Chestertown, MD 21620
      119 Wood Duck Ln, Chestertown, MD 21620
      /32

      Est $361,402 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,328 Sq Ft

      119 Wood Duck Ln, Chestertown, MD 21620

      119 Wood Duck Ln, Chestertown, MD 21620
    • 114 Truslow Farm Ln, Chestertown, MD 21620
      114 Truslow Farm Ln, Chestertown, MD 21620
      114 Truslow Farm Ln, Chestertown, MD 21620
      /7

      Est $252,309 Not Listed For Sale

      114 Truslow Farm Ln, Chestertown, MD 21620

      114 Truslow Farm Ln, Chestertown, MD 21620
    • 500 Truslow Rd, Chestertown, MD 21620
      500 Truslow Rd, Chestertown, MD 21620
      500 Truslow Rd, Chestertown, MD 21620
      /6

      Est $142,921 Not Listed For Sale

      500 Truslow Rd, Chestertown, MD 21620

      500 Truslow Rd, Chestertown, MD 21620
    • 109 Snyder Ln, Chestertown, MD 21620
      109 Snyder Ln, Chestertown, MD 21620
      109 Snyder Ln, Chestertown, MD 21620
      /22

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 924 Sq Ft

      109 Snyder Ln, Chestertown, MD 21620

      109 Snyder Ln, Chestertown, MD 21620
    • 405 Oriole Rd, Chestertown, MD 21620
      405 Oriole Rd, Chestertown, MD 21620
      405 Oriole Rd, Chestertown, MD 21620
      /9

      Est $81,500 Not Listed For Sale

      405 Oriole Rd, Chestertown, MD 21620

      405 Oriole Rd, Chestertown, MD 21620
    • 105 Hickory Ln, Chestertown, MD 21620
      105 Hickory Ln, Chestertown, MD 21620
      105 Hickory Ln, Chestertown, MD 21620
      /7

      Est $105,835 Not Listed For Sale

      105 Hickory Ln, Chestertown, MD 21620

      105 Hickory Ln, Chestertown, MD 21620
    • 1414 Ewingtown Rd, Chestertown, MD 21620
      1414 Ewingtown Rd, Chestertown, MD 21620
      1414 Ewingtown Rd, Chestertown, MD 21620
      /4

      Est $101,667 Not Listed For Sale

      1414 Ewingtown Rd, Chestertown, MD 21620

      1414 Ewingtown Rd, Chestertown, MD 21620
    • 716 Deep Landing Rd, Chestertown, MD 21620
      716 Deep Landing Rd, Chestertown, MD 21620
      716 Deep Landing Rd, Chestertown, MD 21620
      /18

      Est $362,993 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,311 Sq Ft

      716 Deep Landing Rd, Chestertown, MD 21620

      716 Deep Landing Rd, Chestertown, MD 21620
    • 702 Deep Landing Rd, Chestertown, MD 21620
      702 Deep Landing Rd, Chestertown, MD 21620
      702 Deep Landing Rd, Chestertown, MD 21620
      /32

      Est $367,884 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,364 Sq Ft

      702 Deep Landing Rd, Chestertown, MD 21620

      702 Deep Landing Rd, Chestertown, MD 21620
    • 201 Deep Landing Rd, Chestertown, MD 21620
      201 Deep Landing Rd, Chestertown, MD 21620
      201 Deep Landing Rd, Chestertown, MD 21620
      /18

      Est $134,426 Not Listed For Sale

      201 Deep Landing Rd, Chestertown, MD 21620

      201 Deep Landing Rd, Chestertown, MD 21620
    • 9183 Queen Anne St, Chestertown, MD 21620
      9183 Queen Anne St, Chestertown, MD 21620
      9183 Queen Anne St, Chestertown, MD 21620
      /11

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      9183 Queen Anne St, Chestertown, MD 21620

      9183 Queen Anne St, Chestertown, MD 21620
    • 21123 Montana Ave, Chestertown, MD 21620
      21123 Montana Ave, Chestertown, MD 21620
      21123 Montana Ave, Chestertown, MD 21620
      /27

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,188 Sq Ft

      21123 Montana Ave, Chestertown, MD 21620

      21123 Montana Ave, Chestertown, MD 21620
    • 126 Metcalf Rd, Chestertown, MD 21620
      126 Metcalf Rd, Chestertown, MD 21620
      126 Metcalf Rd, Chestertown, MD 21620
      /24

      Est $246,284 Not Listed For Sale

      • 3 Beds
      • 2 Baths

      126 Metcalf Rd, Chestertown, MD 21620

      126 Metcalf Rd, Chestertown, MD 21620
    • 120 Metcalf Rd, Chestertown, MD 21620
      120 Metcalf Rd, Chestertown, MD 21620
      120 Metcalf Rd, Chestertown, MD 21620
      /19

      Est $259,873 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths

      120 Metcalf Rd, Chestertown, MD 21620

      120 Metcalf Rd, Chestertown, MD 21620
    • 118 Metcalf Rd, Chestertown, MD 21620
      118 Metcalf Rd, Chestertown, MD 21620
      118 Metcalf Rd, Chestertown, MD 21620
      /18

      Est $259,037 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,140 Sq Ft

      118 Metcalf Rd, Chestertown, MD 21620

      118 Metcalf Rd, Chestertown, MD 21620
    • 116 Metcalf Rd, Chestertown, MD 21620
      116 Metcalf Rd, Chestertown, MD 21620
      116 Metcalf Rd, Chestertown, MD 21620
      /27

      Est $248,722 Not Listed For Sale

      • 3 Beds
      • 2 Baths

      116 Metcalf Rd, Chestertown, MD 21620

      116 Metcalf Rd, Chestertown, MD 21620
    • 114 Metcalf Rd, Chestertown, MD 21620
      114 Metcalf Rd, Chestertown, MD 21620
      114 Metcalf Rd, Chestertown, MD 21620
      /18

      Est $244,752 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths

      114 Metcalf Rd, Chestertown, MD 21620

      114 Metcalf Rd, Chestertown, MD 21620
    • 112 Metcalf Rd, Chestertown, MD 21620
      112 Metcalf Rd, Chestertown, MD 21620
      112 Metcalf Rd, Chestertown, MD 21620
      /20

      Est $260,674 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths

      112 Metcalf Rd, Chestertown, MD 21620

      112 Metcalf Rd, Chestertown, MD 21620

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