Paige Dooley
A Lifetime of Finding Homes
Real estate has been a big part of REALTOR ® Paige Dooley’s life since she was a child. Her father’s executive career saw the family move ten times, even internationally, by the time she turned sixteen, so Paige experienced firsthand what it takes to find a new place to call home. This constant change not only exposed her to a variety of architectural styles and lifestyles, but also instilled in her an appreciation for the concept of “home.”
Whenever the family moved, Paige’s mother, a gifted interior designer, turned the house into a warm and welcoming space, teaching Paige the importance of creating a true home wherever you are. In fact, one of Paige’s favorite family traditions was, whenever they were on vacation, they’d explore new neighborhoods around the world and imagine which house they would choose if they lived there. “It was our way of getting to know a place and truly appreciate its charm,” she recalls.
This childhood foundation along with her ten-year career in consumer advertising and
marketing for national brands like Mr. Clean and Cap’n Crunch, equipped Paige with a perfect blend of sageness, creativity, strategy, and consumer insight when she entered real estate full-time in 1994. Her background gave her a unique edge, allowing her to see real estate through both an artistic and analytical lens.
For Paige, a successful real estate transaction means helping clients make informed decisions that align with their long-term goals and personal values as well as the perfect house. “Real estate is the ultimate consumer purchase,” she says. “It’s not just about buying a house—it’s about choosing a lifestyle and a place where memories are made.”
Paige’s idea of success is rooted in her ability to help clients achieve their goals. This
client-first approach has allowed her to cultivate a business that’s built on trust, with many clients becoming lifelong friends. “The most rewarding part of my business is fostering and maintaining multi-generational relationships,” she says. “I now have the privilege of working with the children and parents of past clients. I relish the opportunity to teach younger generations about real estate and investing.”
Looking ahead, Paige can’t imagine not being involved in real estate. Knowing that the
industry is always changing, she’s investing in her team to ensure that her clients continue to receive top-notch service. “By building a strong team, we can adapt and continue to serve our clients well,” she explains. “Our goal is to bring a 360-degree approach to real estate and to always uphold the highest standard of service.”
The Paige Dooley Team is made up of dedicated professionals with diverse backgrounds—everything from fine arts and tech to finance, education, and construction. “I’m proud to have a collection of exceptional agents who are not only hard-working, honorable, ethical, and fun people to be around, but are also known for their expertise in real estate and of the North Shore,” Paige says. “Our primary mission is to navigate the art and science of real estate with excellence.”
Paige’s love for history and architecture influence her life both professionally and personally. A longtime board member of the Winnetka Historical Society, she feels a strong responsibility to preserve North Shore’s rich history and stunning architecture. “I help clients understand the value of a home’s unique architectural elements and the quality of the original construction, while also helping them transform it into something fresh and current,” she claims. “Each time another historic house is ‘saved,’ it’s a success for the buyers, the neighborhood, and the community at large.”
Outside of real estate, Paige’s life is centered around her family and community. She and her husband, Joe, recently celebrated their fortieth wedding anniversary and their three grown sons are all thriving in their own careers. And Joe, an attorney and a lifelong coach and community leader, shares Paige’s passion for supporting the local culture and schools and progressive education, particularly in Winnetka. They are actively involved in the Winnetka Public School foundation, the Winnetka Music Festival, and other community events.
Paige also enjoys traveling, spending time at her family’s home in Mexico, gathering with friends, practicing yoga, listening to music, and sharing delicious food. “Moments of connection and laughter bring a sense of peace and happiness to my life,” Paige shares.
Such moments are created nearly every morning, when Paige, Joe, and their beloved dog, Milagro, walk to Starbucks—a cherished ritual that sets a positive tone for the day ahead by giving them the space to bond, connect with neighbors, and enjoy the beauty of nature.
For Paige, real estate is a calling—a calling to help people find a place that feels like home, wherever they are in life. There’s no doubt she will continue to establish a legacy that’s rooted in service, integrity, and meaningful relationships.