Windy City Flip Episodes

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Season 1, Episode 1

Bucktown Rebuild

Alison Victoria buys a rundown historic home in the heart of Chicago. This Windy City home comes with many surprises, however, and when the house unexpectedly has to be taken down to the studs, Alison must do whatever it takes to stay on time and on budget.

Season 1, Episode 2

Wabansia Made Wonderful

Alison and Donovan take a huge risk when they buy an oddball, boxlike house from the 90s. A flooded basement is just the beginning of a myriad of problems they encounter, so Alison must find a way to bring big design to a house that's rapidly hurdling over budget while still turning a profit.

Season 1, Episode 3

Historic Pain or Economic Gain?

Alison Victoria and contractor Donovan Eckhardt tackle an 1800s landmarked home in Chicago's Wicker Park neighborhood. They think the home's massive size and profit potential make it a no-brainer, but some major structural issues and a tenant who won't vacate cause them to lose control of the already maxed-out budget.

Season 1, Episode 4

To Sell or Not to Sell

Alison Victoria wants to give a neglected Bucktown home an upscale, English-style makeover. However, she faces a tough financial decision when a potential buyer makes a full-price offer that requires her to change the entire design.

Season 1, Episode 5

Lincoln Park Fourplex

Alison and Donovan are faced with a gamble when they find a converted four-unit historic home in Lincoln Park. They can either turn it back into a single-family home or keep it as a four-unit -- which for them is uncharted territory.

Season 1, Episode 6

Massive Giddings Street Rebuild

Alison and Donovan decide to renovate a huge early-1900s home in Lincoln Square that's been split into a two-flat and convert it back to a single-family home. But with enormous size comes additional expenses and delays that threaten every dollar of their profit.

Season 1, Episode 7

House of Horrors

Alison Victoria and Donovan Eckhardt take their chances on a split-level home that is full of disasters. Faced with numerous setbacks, they must put their differences aside to turn the nightmare into a dream home for potential buyers.

Season 1, Episode 8

Fire Sale Fail to Dream Duplex

While looking for a property in Wicker Park, designer Alison Victoria and contractor Donovan Eckhardt discover what seems like a great deal on an 1885 triplex with fire damage. But even as Alison starts picking out some old Chicago pieces to mix in with the new sophisticated design, hidden structural damage from the fire starts burning up their hopes for a profit.

Season 1, Episode 9

Historical Headache

A tip from a friend lands Alison Victoria and Donovan Eckhardt one of the first landmarked cottages in the Ukrainian Village neighborhood of Chicago. They hope to return the property to its former glory, but strict historical build guidelines and expensive property loss make them wonder if they bit off more than they can chew.

Season 1, Episode 10

Skyline Penthouse

Alison Victoria and Donovan Eckhardt take on a penthouse with the potential for some serious profit. However, what seems like an easy renovation quickly goes off the rails when an inexperienced superintendent tries to hide his shoddy work.

Season 1, Episode 11

Roof-Raising Race for Space

Alison Victoria and Donovan Eckhardt are back in Chicago's Bucktown neighborhood, where they find a Civil War-era house on a corner lot with only 1,200 square feet of living space. Their challenge is to wring enough additional space and fresh design from the small home to get their price point without destroying its original history and charm.

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