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The van der Woodsen penthouse, located at 300 East 55th Street, is not actually  in the Upper East Side but is shown in the show as it is for the residence of the van der Woodsen family. The family moved back into the penthouse in season two, as it was undergoing renovations throughout the entire first season.


Ownership and residents

Ownership

Current resident(s)

Former resident(s)

History

Season 1

In season one, Serena reveals to Nate Archibald that she is staying at the New York Palace Hotel because her mom is redecorating, saying, "You know my mom. If it's not broke, break it!"

The van der Woodsens maintain their residence at the Palace for the remainder of the season, moving back into the penthouse with Lily's new husband, Bart Bass, and his son, Chuck.

Season 2

In the second season, the Bass and van der Woodsen family is still living in the penthouse. However, when Bart dies in a car accident, Chuck moves out, leaving the grieving van der Woodsens by themselves. When Lily becomes engaged to Rufus Humphrey, Rufus decides to move out of his loft and into the penthouse.

Season 3

With Lily's marriage to Rufus, Rufus and his daughter, Jenny Humphrey, move into the penthouse. Surrounded by the wealth of the van der Woodsens, Jenny grows accustomed to her new lifestyle and begins to solidify her place as Constance's new queen bee. Once Jenny is banished, however, she goes to live with her mom in Hudson. Meanwhile, Dan Humphrey decides to remain at the loft as he attends New York University.

Season 4

In the fourth season, Serena decides to move in with Blair Waldorf for college, leaving the penthouse occupied by Rufus, Lily, and Eric. When Jenny comes back for a few weeks, she stays at the penthouse with them before moving away for good.

Season 5

In season five, it is revealed that the van der Woodsen penthouse is owned by Lily's mother, CeCe Rhodes, who bought it for her daughter and then-son-in-law for tax purposes. When CeCe dies, the penthouse is among the possessions in CeCe's estate left to Ivy Dickens, the girl hired by Carol Rhodes to mime CeCe's real granddaughter. However, as the will dictated "Ivy Dickens" as CeCe's beneficiary, it is revealed that she was aware of Ivy's true identity.

After learning of her proprietorship of the penthouse, Ivy evicts Lily and Rufus and claims it as her own. However, Ivy is soon tricked out of her inheritance by Lily, who then kicks Ivy onto the streets. With the revelation that Lily's former husband, Bart Bass, was alive, Lily and Rufus' marriage comes into question. Because of Rufus' kindness towards Ivy, his relationship with Lily had already become strained. With the annulment of their marriage, Rufus moves out and back into the loft with Dan while Bart moves back into the penthouse with Lily.

Season 6

In the series finale, Lily is seen to be back with her ex-husband, William van der Woodsen. But she kissed Rufus Humphrey at Serena's wedding

Gallery

Gossip1 rect540 via apartmenttherapy

Chuck's Bedroom

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