Most Similar Movies to Sidewalks of New York (2001)
If you are looking for movies like Sidewalks of New York (2001), you might like movies tagged with keyword : romance, comedy, new york, urban life, relationships, multiple storylines, independent film, modern love, emotional entanglements, marriage, dating, single life, romantic comedy, american film, urban romance, slice of life, light comedy, ensemble cast, modern relationships, urban comedy .
Splendor (1999), What Love Is (2006), Baby, Baby, Baby (2015), Just a Little Harmless Sex (1999), A Case of You (2013), The Perfect Match (2016), Puccini for Beginners (2006) ... Let's take a look at the following list...

Splendor (1999)
Veronica, 22, meets a writer and a drummer hunk at a club on Halloween. Why choose when she can have both? 3some? But then a third man comes along.
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What Love Is (2006)
When Tom comes home on Valentine's Day to a "Dear John" Letter from his girlfriend, he spends the rest of the night talking to his four best friends about woman, sex & love until five women show up and the battle of the sexes begins.
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Baby, Baby, Baby (2015)
The relationship between two mismatched people who try to move past their baggage to make their love work.
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Just a Little Harmless Sex (1999)
A ticket scalper wants to make one last big deal on the pope's visit to finally do something worthwhile about his relationship.
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A Case of You (2013)
A young writer tries to impress a girl he meets online with an embellished profile, but he finds himself in a real mess when she falls for him and he has to keep up the act.
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The Perfect Match (2016)
Complications arise when a lifelong playboy (Terrence J) bets his friends that he can date the same woman (Cassie Ventura) for one month without falling in love.
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Puccini for Beginners (2006)
A recently-singled New York writer finds herself in two surprising and complicated relationships.
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The Best Man (2005)
A guy tries to help his best friend win the attention of the girl of his dreams.
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50 Ways to Leave Your Lover (2004)
A writer decides to leave Los Angeles to restart his life but before leaving, he meets the woman of his dreams and his plans quickly go awry.
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Just a Walk in the Park (2002)
A group of thirtysomethings having problems with fidelity gets an opportunity to turn back the clock.
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If Lucy Fell (1996)
Two NYC roomies have a pact to jump off Brooklyn Bridge, if they haven't found life partners before she's 30. That's less than a month away.
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The Third Wheel (2002)
When Stanley met Diana, he hadn't been on a date in years. She was easily the most appealing woman he'd ever seen. For months now, he's been writing down the perfect way to ask her out, and imagining the perfect date. Much to his surprise, when he finally has the nerve to ask her out, she says yes. When the big night finally comes, everything that can go wrong on a date, does -- thanks to an uninvited stranger. What starts out as an annoyance turns into something that surprises them all.
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Someone Marry Barry (2014)
Three friends plot to get rid of their socially inappropriate friend by finding him a wife, but when he meets a woman just like him, their problems double.
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Eloïse's Lover (2009)
A beautiful woman (Ariadna Cabrol) begins a lesbian affair with an 18-year-old high-school student (Diana Gómez).
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Dog Park (1998)
Two dog lovers meet at a singles bar, recognizing each other from the dog park. Andy and Lorna are recent singles after their exes met.
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You Can't Hurry Love (1988)
A comedy of a guy who is told the only way to be successful in LA is by "pretending to be someone else." Through a series of dates at a video dating service, he learns that isn't the case, and that it's better to be yourself, rather than what you think others want you to be. Based on the comedy short film "Video Valentino."
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Love & Sex (2000)
While writing a story on modern dating, a journalist (Famke Janssen) reflects on her own bad choices stemming from her fear of commitment.
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