Matt & Kerry Crile
Owners & Principal Broker

Condo Specialist

1500 Third Street
Suite B
Napa, CA 94559
(503) 640-8019
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“Data is not information, information is not knowledge, knowledge is not understanding, understanding is not wisdom.” - Clifford Stoll
Over the course of more than 20 years as a Windermere Owner, Principal Broker and Agent, I’ve been honored to serve a wide multitude of clients under myriad circumstances. Experience provides the guideposts for a journey from data to wisdom, and the relationship with a trusted, pro-active real estate advisor proves itself over and over as the essential ingredient to success in the housing market.


Every house is home to someone, and no two clients are the same. With a market in constant flux and an escrow process adding dozens of fingerprints along the way, each transaction has a singular composition. Above all, housing choices are deeply personal, with emotional and practical considerations that cannot be overlooked. My role is to study the unique interests of my clients in order to put them in the strongest negotiating position possible, make the process as smooth as it can be, and get buyers and sellers where they need to be - ON TIME. I believe it's the best job a guy could ever hope to have.


Born in Phoenix and raised in the Pacific Northwest, I earned a bachelor's degree in business from the University of Washington before joining the Windermere family in the 90's. Today, my wife and business partner, Kerry, makes every day special at home and at work on the west coast. Together and whenever possible with our grown-up kids, we spend our free time on the things we enjoy most: Extended Family, Athletics & Travel.


You may be a first-time buyer, you-may be a tenth-time seller and you may be anything in-between or beyond. Whoever you are, and whatever your real estate needs, I'd be delighted to connect. Rest assured that there will be no pressure, no sales-pitch, and no persuasion - Just a conversation about your unique interests and our ideas on pursuing them. Let me know if you have any questions - We're here to help!

& Ratings

Kerry Crile

1341 NE Orenco Station Parkway
Hillsboro, OR 97124
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Windy Bailey

1341 NE Orenco Station Parkway
Hillsboro, OR 97124
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Buyer’s Agent & Transaction Coordinator

“Real estate transactions can be a very emotional process but the best part is taking a transaction from the beginning to the finish line and the moment you hand clients the keys to their new home!”

Windy joined the Windermere team in 2012. She brings years of problem-solving and people skills to the team. As a licensed transaction coordinator, Windy assists in helping each deal get signed, sealed, and delivered. In addition to navigating the details of transactions, she is a licensed buyer’s agent and can help you find your next home. She provides enthusiastic and excellent service to clients and works professionally with cooperating agents to ensure deals are put together smoothly and efficiently.

When she’s not working, Windy can be found with her sneakers hitting the pavement as she nurtures her love of running. Fun fact: Windy has a huge hankering for travel and dreams of one day swimming with sharks and going on a safari. Her sunny disposition and love of garden gnomes only further enhances the quality of her service!