When Joe and Kathleen are at the green market and they sit down to talk, she tells him "I hope your mango is ripe". The green market in New York City does not sell mangoes since they are not grown locally. Only local produce and good are sold, as the produce is harvested no more than 24 hours before sale.
When Kathleen leaves her home to meet with NY152 at the end of the film, she is wearing a thin sweater and a skirt, clearly without pockets. She shuts the door behind her when she leaves home. But where does she keep her keys?
Joe misquotes The Godfather: When Joe Fox and Kathleen Kelly first meet at the cocktail party, Joe says, "I didn't know who you were with," quoting the movie producer Jack Woltz. The actual line is, "Why didn't you say you worked for Corleone, Tom?"
At the cocktail party, Joe tells Kathleen, "There's only one place to find a children's book in the neighborhood...that will not always be the case" as if the opening of his own store is yet to happen, but by this time in the story it has already occurred.
Joe tells Kathleen that he only visited her store because he was buying presents for Annabelle and Matt and it was the only place to find children's books in the neighborhood. However, before they visited the store he was asking the kids if they wanted to go see a movie and they only stopped because Annabelle saw the sign for the storybook lady, so he was clearly not looking for the store.
When Kathleen is in the cafe waiting for NY152 to show up she rearranges the book and flower and ends up putting the flower inside the book, then Joe comes in and she picks up the book to cover her face and the flower is now on top of it and the book is in a different position.
When Joe comes to visit Kathleen at her apartment when she is sick, he tells her to sit down at the table. When she sits down, there is a large pile of tissues on the table, but in later shots, they are gone.
When Joe is in the Shop Around the Corner with Annabelle and Matt they head to the counter to check out. You can see that Christine (Heather Burns) is behind the counter checking out a customer. The camera instantly cuts to Joe and you can then see Christine behind him helping another customer. The camera then goes back to facing Kathleen and you can see Christine behind the counter again, this time leaving to go help that customer. The camera faces Joe again and Christine is behind him again helping a customer without enough time for her to walk over there that far yet.
When Frank is showing off his typewriter to Kathleen and asks her to lean in to listen to it gentle whirling sound, the height of the paper in the typewriter changes between the wide and close-up shots.
At a party where Kathleen realizes that Joe is in fact Joe Fox, she is talking to him as he helps himself to the caviar garnish from a plate. He scrapes a section of the garnish from around the edge of the plate. When he does this again a moment later, the caviar garnish is back in the exact same position it was before he first scraped it off.
When Frank leaves the apartment at the beginning of the movie, the computer is at a table at the end of their bed. After Kathleen checks on him as he leaves the building and runs around to sit down at the computer, it is now on a table facing the living room furniture.
Considering his line of work and his position, Joe Fox is highly literate in personal computers. He would have known the keyboard combination to select and delete the text in his message and would not have had to backspace through a lot of text. While the above may be true in the real world, this was clearly done for comedic purposes.
When Kathleen writes the email to Joe about how she just told off someone at the café, Joe reads the email and logs off. You hear the AOL voice say "Goodbye."; so when he replies to her email, he just begins typing the email, without logging back on. AOL allows you to write emails offline.
When Joe and Patricia get stuck in the elevator, the elevator man suggests they all jump up to trick the elevator into thinking no one is inside so the doors will open. Yet you know from their entry on the ground floor (and earlier scenes) that the elevator doors are operated BY HAND, and by that same elevator man.
It is shown several times that a key is needed to get into Kathleen's apartment building. However, when she leaves her building to go meet NY152 for the final time, she does not have her keys (and no purse or pockets).
Kathleen buys a sizable pumpkin at the beginning of the movie but carries it with one arm, which would indicate that it is not real. She hands it to Christina with one hand, and then Christina carries it through the store with one arm before briskly setting it down on a glass countertop with hardly a thud or concern that she might break the glass with such a heavy object. Afterwards George transports the pumpkin more realistically by carrying it in front of himself using both arms.
The goof items below may give away important plot points.
In the final scene at the 91st St gardens, when Kathleen and Joe kiss, a hot dog vendor behind them opens up his umbrella fully, and it is open for the rest of this kiss. A second later, as the film cuts to the dolly/crane shoot pull-away, the vendor is again opening his umbrella.
Toward the end of the movie, Joe and Kathleen are standing at a hot dog stand by a window. To avoid reflections/glare there is no glass in the window, which would be fine except that the glass is present in adjacent panes and the reflections of passers-by come and go as they walk along the street.