Cuyahoga Falls · Northeast Ohio
A coach's heart, now in your corner.
For 30 years, H. Michael Winland mentored students and led teams as an educator and coach. Today he brings that same patience, strategy, and deep-seated commitment to Northeast Ohio real estate — because his clients deserve an advocate as invested in their success as a coach is in a championship season.
Plum Tree Realty — North East Ohio · Ohio license 2024005145
Retired educator & coach · Cuyahoga Falls, OH
the community
home turf
Why Michael
Your trusted local guide.
The heart of a teacher
Michael doesn't just "sell" houses; he ensures his clients understand every step of the process, empowering them to make confident, informed decisions.
A coach's competitive edge
With 30 years of experience in high-pressure environments, Michael knows how to strategize, negotiate, and cross the finish line prioritizing his clients' best interests.
Deep community roots
Having served local families for three decades, Michael's knowledge of the area and its people is unmatched.
About Michael
A legacy of service, a future in your home.
For over 30 years, H. Michael Winland has been a pillar of the community, dedicated to the growth and success of those around him. As a retired educator and coach, Michael spent decades mentoring students and leading teams — roles that required patience, strategic thinking, and a deep-seated commitment to helping others reach their goals.
Today, Michael brings that same "coach's heart" to the world of real estate. He understands that buying or selling a home is one of life's biggest transitions, and he believes his clients deserve an advocate who is as invested in their success as a coach is in a championship season.
When he isn't helping neighbors navigate the market, Michael enjoys the simple, meaningful things in life. You might find him picking up his guitar for a quiet afternoon of music, catching a classic movie, or simply enjoying well-deserved downtime with his family.
"For Michael, real estate is about more than just houses — it's about the families who live in them and the communities they build together."
At a glance
- Realtor® — Plum Tree Realty, North East Ohio
- Ohio license 2024005145
- Based in Cuyahoga Falls, OH
- Retired educator & coach — 30 years
- Languages: English
Life beyond the listing
Guitar on quiet afternoons, classic movies, and well-deserved downtime with family — the simple, meaningful things.
Find him online
The game plan
Every championship season starts with one.
The scouting report
Michael listens first — your goals, your timeline, your must-haves — and teaches you the playbook so nothing about the process feels like a mystery.
Strategy & negotiation
Pricing, positioning, offers, and counters — handled with the calm determination of someone who has spent 30 years performing under pressure.
Crossing the finish line
From accepted offer to closing table, Michael stays in your corner until the keys are in your hand — and usually well after.
Get in touch
Put a coach on your side of the table.
Buying, selling, or just thinking about it — Michael would love to talk it through.