Most Similar Movies to Mrs. Winterbourne (1996)
If you are looking for movies like Mrs. Winterbourne (1996), you might like movies tagged with keyword : comedy, romance, drama, mystery, family, heartwarming, female lead, mistaken identity, marriage, pregnancy, wealthy family, deception, redemption, new york, inheritance, social class, romantic comedy, light comedy, 1990s, american film .
Home Fries (1998), Lady by Choice (1934), The Richest Girl in the World (1934), It Happened on 5th Avenue (1947), Her Twelve Men (1954), The Nanny Diaries (2007), Just This Once (1952) ... Let's take a look at the following list...

Home Fries (1998)
Pregnant Sally unknowingly falls for the stepson of the deceased father of her baby and has to deal with his homicidal family.
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Lady by Choice (1934)
An elderly, brash drunk is hired to help improve the image of a controversial dancer, and the two women form an unlikely friendship.
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The Richest Girl in the World (1934)
An heiress switches places with her secretary in order to find a man who will love her for who she is and not for her money.
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It Happened on 5th Avenue (1947)
Two homeless men move into a mansion while its owners are wintering in the South.
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Her Twelve Men (1954)
An inexperienced female teacher is hired at a private elite school for boys where she raises a few eyebrows among the all-male faculty.
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The Nanny Diaries (2007)
A college graduate goes to work as a nanny for a rich New York family. Ensconced in their home, she has to juggle their dysfunction, a new romance, and the spoiled brat in her charge.
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Just This Once (1952)
Mark MacLene owes the IRS, the banks and others a lot of money. The problem is that his trust makes $1,000,000 a year, but he spends $150,000 every month. His trustee, Sam, uses the power of attorney and the spend thrift clause to hire frugal Lucille Duncan to manage Mark's finances. Presented with thousands of dollars for gifts and charges from the night before, she ...Read all
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Opportunity Knocks (1990)
Two con men hide out in a house while the owner is away; one of them assumes the identity of the absent house sitter when the owner's relatives come to visit, only for further complications to set in.
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Catch and Release (2006)
A woman struggles to accept the death of her fiancé and the secrets he kept from her as she rebuilds her life.
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Something to Talk About (1995)
A woman's world is rocked when she discovers her husband is cheating on her.
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One for the Money (2012)
Unemployed and newly-divorced Stephanie Plum lands a job at her cousin's bail-bond business, where her first assignment puts her on the trail of a wanted local cop from her romantic past.
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Oh Darling! Yeh Hai India (1995)
Miss India and an aspiring actor spend a night together roaming the streets of Mumbai and unwittingly clash paths with a megalomaniacal gangster planning to take over India.
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Lady for a Day (1933)
A gangster tries to make Apple Annie, the Times Square apple seller, a lady for a day.
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The Young in Heart (1938)
Thrown out of the Riviera, a family of grifters meets a lonely, vulnerable rich old woman and insinuate themselves into her life while they sponge off her.
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Miss Pettigrew Lives for a Day (2008)
Guinevere Pettigrew, a middle-aged London governess, finds herself unfairly dismissed from her job. An attempt to gain new employment catapults her into the glamorous world and dizzying social whirl of an American actress and singer, Delysia Lafosse.
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Little Miss Marker (1934)
Bookie Sorrowful Jones receives a little girl as an IOU.
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Ladies of Leisure (1930)
An upper-crust artist hires a 'party girl' as a model; romance follows.
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The Major and the Minor (1942)
A military-school major (Ray Milland) eyes a blonde (Ginger Rogers) posing as a half-fare 12-year-old on a train.
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