ABOUT NICOLE

Nicole Woolery works at the intersection of real estate, relationships, and opportunity — helping people navigate important decisions with clarity, perspective, and care.
Throughout her career, a common thread has emerged: helping people recognize possibilities, gain confidence in their decisions, and move forward in a direction that feels aligned with the life they’re trying to create.
She has always been fascinated by the connections between people, ideas, and opportunities — and by what becomes possible when those connections come together in the right way.
Her background spans business development, consultative sales, event planning, and partnership development across multiple industries, shaping an entrepreneurial foundation that continues to influence how she approaches real estate today.
Earlier in her career, Nicole focused on identifying growth opportunities, building relationships, and bringing people together in ways that created meaningful momentum.
That experience carries into her work now, where real estate decisions are viewed not simply as transactions, but as moments that often connect to larger goals around lifestyle, investment strategy, business growth, and long-term planning.
While property is often part of the conversation, the deeper conversation is usually about lifestyle, priorities, freedom, family, community, and building a life that reflects what matters most.
Today, Nicole works with individuals, families, investors, entrepreneurs, and collaborators exploring opportunities across real estate, investments, land, development projects, partnerships, and pursuits that don’t always fit neatly into a traditional box.

Nicole tends to see potential where others see uncertainty.
She’s particularly energized by helping people uncover possibilities they may not have fully recognized for themselves — and exploring what it might take to bring them to life.
Her work has included supporting relocating professionals, entrepreneurs, and individuals in the public eye who value discretion and thoughtful guidance throughout the process.
She holds certifications as a Certified Real Estate Investment Planning Specialist (CREIPS) and National Commercial Real Estate Advisor (NCREA), reflecting her interest in thoughtful investment strategy and a broader market perspective.
Nicole graduated summa cum laude from the University of Arizona’s Eller College of Management, where she studied Business Management and developed a deep interest in leadership, entrepreneurship, and organizational growth. She also completed a certification in Sports Management, reflecting a longstanding fascination with teamwork and high-performance environments.
Beyond Real Estate
Nicole has long been involved in community initiatives and nonprofit partnerships, particularly those supporting animal welfare and community wellbeing.
She’s also endlessly curious about health, longevity, personal growth, and the systems that help people thrive over the long term. That curiosity has deepened her appreciation for intentional living and reinforced her belief that growth is most meaningful when it leaves people, places, and communities better than we found them.
Nicole lives in Illinois with her family, and being a mother is one of the roles she values most deeply. That perspective reinforces the way she approaches her work — with care, responsibility, optimism, and a deep sense of stewardship for the people she serves.
At the core of her work is a simple belief:
Meaningful progress happens when people connect, collaborate, and help one another move toward what’s possible.

Let's Start The Conversation
REAL ESTATE IS RARELY
JUST ABOUT PROPERTY
REAL ESTATE IS RARELY JUST ABOUT PROPERTY
It’s about the life you’re building, the opportunities you’re considering, and the decisions that shape what comes next.
Whether you’re making a move, exploring an investment, pursuing a new idea, or simply wondering what’s possible, I’d love to connect.


Licensed in Illinois
& Florida
Licensed in Illinois & Florida

Member of The Katie Kenny Group

Certified Real Estate Investment
Planning Specialist

National Commercial
Real Estate Advisor
© Nicole Michaels Woolery
Nicole Woolery is a licensed REALTOR® affiliated with Real Broker LLC and a
member of The Katie Kenny Group.