6,869

Chestertown, MD Homes

Section Image
    • 243 Island Lark Way, Chestertown, MD 21620
      243 Island Lark Way, Chestertown, MD 21620
      243 Island Lark Way, Chestertown, MD 21620
      /27

      Est $286,694 Not Listed For Sale

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

      243 Island Lark Way, Chestertown, MD 21620

      243 Island Lark Way, Chestertown, MD 21620
    • 239 Island Lark Way, Chestertown, MD 21620
      239 Island Lark Way, Chestertown, MD 21620
      239 Island Lark Way, Chestertown, MD 21620
      /27

      Est $278,958 Not Listed For Sale

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

      239 Island Lark Way, Chestertown, MD 21620

      239 Island Lark Way, Chestertown, MD 21620
    • 21321 Persimmon Dr, Chestertown, MD 21620
      21321 Persimmon Dr, Chestertown, MD 21620
      21321 Persimmon Dr, Chestertown, MD 21620
      /13

      Est $175,965 Not Listed For Sale

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

      21321 Persimmon Dr, Chestertown, MD 21620

      21321 Persimmon Dr, Chestertown, MD 21620
    • 318 Landing Ln Unit 30, Chestertown, MD 21620
      318 Landing Ln Unit 30, Chestertown, MD 21620
      318 Landing Ln Unit 30, Chestertown, MD 21620
      /39

      Est $742,771 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths

      318 Landing Ln Unit 30, Chestertown, MD 21620

      318 Landing Ln Unit 30, Chestertown, MD 21620
    • 407 S Cross St Unit 4, Chestertown, MD 21620
      407 S Cross St Unit 4, Chestertown, MD 21620
      407 S Cross St Unit 4, Chestertown, MD 21620
      /30

      Est $704,174 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,183 Sq Ft

      407 S Cross St Unit 4, Chestertown, MD 21620

      407 S Cross St Unit 4, Chestertown, MD 21620
    • 0 Landing Ln Unit 12 MDKE2002644, Chestertown, MD 21620
      0 Landing Ln Unit 12 MDKE2002644, Chestertown, MD 21620
      0 Landing Ln Unit 12 MDKE2002644, Chestertown, MD 21620
      /36

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft

      0 Landing Ln Unit 12 MDKE2002644, Chestertown, MD 21620

      0 Landing Ln Unit 12 MDKE2002644, Chestertown, MD 21620
    • 0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620
      0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620
      0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620
      /44

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft

      0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620

      0 Landing Ln Unit 13 MDKE2002616, Chestertown, MD 21620
    • 401 S Cross St Unit 1, Chestertown, MD 21620
      401 S Cross St Unit 1, Chestertown, MD 21620
      401 S Cross St Unit 1, Chestertown, MD 21620
      /29

      Est $701,917 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,181 Sq Ft

      401 S Cross St Unit 1, Chestertown, MD 21620

      401 S Cross St Unit 1, Chestertown, MD 21620
    • 105 N Water St Unit 4, Chestertown, MD 21620
      105 N Water St Unit 4, Chestertown, MD 21620
      105 N Water St Unit 4, Chestertown, MD 21620
      /31

      Est $568,560 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,011 Sq Ft

      105 N Water St Unit 4, Chestertown, MD 21620

      105 N Water St Unit 4, Chestertown, MD 21620
    • 119 Court St, Chestertown, MD 21620
      119 Court St, Chestertown, MD 21620
      119 Court St, Chestertown, MD 21620
      /19

      Not Listed For Sale

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

      119 Court St, Chestertown, MD 21620

      119 Court St, Chestertown, MD 21620
    • 113 Court St, Chestertown, MD 21620
      113 Court St, Chestertown, MD 21620
      113 Court St, Chestertown, MD 21620
      /4

      Est $235,808 Not Listed For Sale

      • 3 Beds
      • 2 Baths

      113 Court St, Chestertown, MD 21620

      113 Court St, Chestertown, MD 21620
    • 117 Court St, Chestertown, MD 21620
      117 Court St, Chestertown, MD 21620
      117 Court St, Chestertown, MD 21620
      /18

      Est $371,074 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 $348,869 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 $346,914 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
    • 10108 3rd Point Rd, Chestertown, MD 21620
      10108 3rd Point Rd, Chestertown, MD 21620
      10108 3rd Point Rd, Chestertown, MD 21620
      /123

      Est $1,659,240 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
    • 0 Annie Crow Rd Unit MDKE2001556, Chestertown, MD 21620
      0 Annie Crow Rd Unit MDKE2001556, Chestertown, MD 21620
      0 Annie Crow Rd Unit MDKE2001556, Chestertown, MD 21620
      /8

      Not Listed For Sale

      0 Annie Crow Rd Unit MDKE2001556, Chestertown, MD 21620

      0 Annie Crow Rd Unit MDKE2001556, Chestertown, MD 21620
    • 308 Landing Ln Unit 17, Chestertown, MD 21620
      308 Landing Ln Unit 17, Chestertown, MD 21620
      308 Landing Ln Unit 17, Chestertown, MD 21620
      /6

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths

      308 Landing Ln Unit 17, Chestertown, MD 21620

      308 Landing Ln Unit 17, 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 $401,305 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
    • 21320 Persimmon Dr, Chestertown, MD 21620
      21320 Persimmon Dr, Chestertown, MD 21620
      21320 Persimmon Dr, Chestertown, MD 21620
      /27

      Est $181,156 Not Listed For Sale

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

      21320 Persimmon Dr, Chestertown, MD 21620

      21320 Persimmon Dr, 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 $197,657 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 $175,432 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 $428,758 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
    • 0 Gateway Dr, Chestertown, MD 21620
      0 Gateway Dr, Chestertown, MD 21620
      0 Gateway Dr, Chestertown, MD 21620
      /6

      Not Listed For Sale

      0 Gateway Dr, Chestertown, MD 21620

      0 Gateway Dr, 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 $370,348 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
    • 210 Truslow Farm Ln, Chestertown, MD 21620
      210 Truslow Farm Ln, Chestertown, MD 21620
      210 Truslow Farm Ln, Chestertown, MD 21620
      /7

      Est $468,500 Not Listed For Sale

      210 Truslow Farm Ln, Chestertown, MD 21620

      210 Truslow Farm 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 $261,189 Not Listed For Sale

      114 Truslow Farm Ln, Chestertown, MD 21620

      114 Truslow Farm Ln, Chestertown, MD 21620
    • 510 Truslow Rd, Chestertown, MD 21620
      510 Truslow Rd, Chestertown, MD 21620
      510 Truslow Rd, Chestertown, MD 21620
      /7

      Est $272,336 Not Listed For Sale

      510 Truslow Rd, Chestertown, MD 21620

      510 Truslow Rd, Chestertown, MD 21620
    • 500 Truslow Rd, Chestertown, MD 21620
      500 Truslow Rd, Chestertown, MD 21620
      500 Truslow Rd, Chestertown, MD 21620
      /6

      Est $168,227 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 $120,000 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 $121,515 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 $127,048 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 $385,017 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 $389,988 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 $142,982 Not Listed For Sale

      201 Deep Landing Rd, Chestertown, MD 21620

      201 Deep Landing Rd, Chestertown, MD 21620
    • 231 Blakefield Dr, Chestertown, MD 21620
      231 Blakefield Dr, Chestertown, MD 21620
      231 Blakefield Dr, Chestertown, MD 21620
      /4

      Est $451,493 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft

      231 Blakefield Dr, Chestertown, MD 21620

      231 Blakefield Dr, 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
    • 6595 Quaker Neck Rd, Chestertown, MD 21620
      6595 Quaker Neck Rd, Chestertown, MD 21620
      6595 Quaker Neck Rd, Chestertown, MD 21620
      /27

      Not Listed For Sale

      • Studio
      • 2 Baths
      • 3,090 Sq Ft

      6595 Quaker Neck Rd, Chestertown, MD 21620

      6595 Quaker Neck Rd, 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

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