Movies Like The Young and the Foolish

If you liked The Young and the Foolish (1979), a movie directed by Terry Rich, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Pacific Heights (1990)
★ 6.3/10
A couple works hard to renovate their dream house and become landlords to pay for it. Unfortunately one of their tenants has plans of his own.
2
The Money Pit (1986)
★ 6.5/10
After being evicted from their Manhattan apartment, a couple buy what looks like the home of their dreams—only to find themselves saddled with a bank-account-draining nightmare. Struggling to keep their relationship…
3
Playdate (2025)
★ 6.2/10
When out-of-work accountant Brian joins stay-at-home dad Jeff for a playdate with their sons, he expects a laid-back afternoon. Instead, they're chased by mercenaries, and Brian—totally unprepared—must survive one…
4
The Million Pound Note (1954)
★ 7/10
An impoverished American sailor is fortunate enough to be passing the house of two rich gentlemen who have conceived the crazy idea of distributing a note worth one million pounds. The sailor finds that whenever he…
5
Little Brother (2026)
★ 6.4/10
A tightly wound realtor's picture-perfect life gets an extreme makeover when his lovably chaotic "little brother" suddenly reappears.
6
Laughing Gravy (1931)
★ 7.2/10
Stan and Ollie try to hide their pet dog Laughing Gravy from their exasperated, mean tempered landlord, who has a "No Pets" policy.
7
Duplex (2003)
★ 6.1/10
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
8
Pain & Gain (2013)
★ 6.3/10
Daniel Lugo, manager of the Sun Gym in 1990s Miami, decides that there is only one way to achieve his version of the American dream: extortion. To achieve his goal, he recruits musclemen Paul and Adrian as accomplices…
9
Seems Like Old Times (1980)
★ 6.3/10
After being falsely accused of robbing a bank, a writer seeks the help of his lawyer ex-wife to clear his name. However, hilarity ensues when he must hide from her husband, who’s throwing a party for law enforcement…
10
Knight and Day (2010)
★ 6.2/10
A fugitive couple goes on a glamorous and sometimes deadly adventure where nothing and no one – even themselves – are what they seem. Amid shifting alliances and unexpected betrayals, they race across the globe, with…
11
Six Degrees of Separation (1993)
★ 6.4/10
The story of a young, gay, black, con artist who, posing as the son of Sidney Poitier, cunningly maneuvers his way into the lives of a white, upper-class New York family.
12
Catch Me If You Can (2002)
★ 8/10
A true story about Frank Abagnale Jr. who, before his 19th birthday, successfully conned millions of dollars worth of checks as a Pan Am pilot, doctor, and legal prosecutor. An FBI agent makes it his mission to put him…
13
Housesitter (1992)
★ 6.2/10
Con artist Gwen moves into Newton's empty home without his knowledge and begins setting up house, posing as his new wife.
14
The Wedding Ringer (2015)
★ 6.5/10
Doug Harris is a loveable but socially awkward groom-to-be with a problem: he has no best man. With less than two weeks to go until he marries the girl of his dreams, Doug is referred to Jimmy Callahan, owner and CEO…
15
Swindle (2014)
★ 7/10
A boy named Griffin finds a valuable multi-million dollar baseball card. After accidentally selling the card for a million dollar loss, he enlists the help of his best friend Ben and his colleagues to regain the…
16
The Distinguished Gentleman (1992)
★ 6/10
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
17
American Dreamer (2022)
★ 6/10
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
18
Good Neighbor Sam (1964)
★ 6.6/10
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral…
19
Glengarry Glen Ross (1992)
★ 7.3/10
An examination of the machinations behind the scenes at a real estate office. Unscrupulous salesmen try to hawk dubious real estate to suckers.
20
Pocket Listing (2016)
★ 6.5/10
A satirical thriller about L.A.'s real estate roller coaster. Double crosses, adultery, murder, mistaken identity, and revenge ensues when a mysterious power player and his sultry wife hire a disgraced Los Angeles…