Our Founders' Story

The Winthrop Story

How a young family built a walkable town from a dairy farm.

But first a dream

Nothing happens unless first a dream.

— Carl Sandburg

Before they founded Winthrop, Kay and John Sullivan were like so many young parents looking to make the best possible life for their family. In 1989, they moved with their two young daughters from St. Petersburg — where Kay was born and raised, and where John had lived since age 13 — to the greater Brandon area. Kay was a social worker and counselor; John, a CPA and tax attorney. They moved across the Bay to set up a new law office for John in the budding suburbs of Brandon.

John fixed up a dilapidated old house and turned it into his gorgeous law office on Paul’s Drive. He had so much fun with the design that the couple bought the property next door, and over several years in the 1990s, the Sullivans designed and built ten beautiful office buildings. Their love for design and beautiful buildings was born.

All the while, they did everything you do to plug into a new place. Kay started an active Girl Scout troop and joined the PTA. John served in the Rotary Club and at the Chamber of Commerce. But despite doing everything right, they didn’t feel the kinds of connections they were used to in St. Pete. They both felt something missing.

A book changes everything

Kay had already been reading voraciously about community and belonging, trying to understand why she didn’t feel it in her new town. Then a book fell in her lap that changed their lives.

The Lennards — an architect and a sociologist — laid out what Kay couldn’t quite see before. Kay and John realized:

There it was. The exploding suburbs of Brandon — and so many places around the country — were being built for efficiency, but not for community, beauty, or people.

In 2000, the Sullivans pinched together the savings they had — made possible only by the generosity of John’s older brother, Neil — and made a down payment on the 148-acre old Hobbes dairy farm at the corner of Bloomingdale and Providence in Riverview. This would be the home for their vision.

They were short on cash, but rich in dreams. In fact, once the Sullivans had the property, their first act was to put a huge sign out on Bloomingdale that read:

Nothing happens
unless first a dream.

— The sign on Bloomingdale Avenue, 2000

Visit Us

Come see what a dream looks like.

Walk the streets. Sit on a bench. Stay for dinner.