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Skip and Michelle Riddle have deep roots in Naples — Michelle was born and raised here, graduated from Lely High School, and has been a licensed Realtor since 2013. She knows every neighborhood personally. Skip brings West Point discipline and 24 years of military leadership. Together they deliver an experience most agents can't match.
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Why Skip & Michelle
Any agent can pull comps from the MLS. What they can't tell you is which streets in Pelican Bay have the best sunset views, which Port Royal lots have direct Gulf access versus bay, or which golf communities are currently accepting outside memberships. That's not data — that's living here.
Michelle grew up in Naples, graduated from Lely High School, and has been a licensed Realtor since 2013. She knows this community at a level that takes decades to develop — the neighborhoods, the hidden streets, the properties that never make it to the MLS. Skip applies the same analytical rigor to real estate that West Point instilled in him — every transaction is planned, every detail is vetted, every client is taken care of.
Together, they cover every part of the Naples market — waterfront, golf, luxury residential, relocation, and investment — with the kind of firsthand knowledge that most agents simply don't have.
Google Reviews
"Working with Skip and Michelle was nothing short of a revelation. The time, attention, and genuine care they brought is simply not what I've experienced from other real estate professionals. They bring an insider's knowledge of Naples that money can't buy."
Andrew Monnot · Naples
"Skip helped us navigate the Naples market as out-of-state buyers. His knowledge of neighborhoods, pricing, and negotiation was exceptional. We got our home at the right price in a market we didn't know — and we felt guided every step of the way."
Alvaro Hidalgo · Naples
"Michelle's knowledge of Naples is unmatched. She grew up here and it shows — she knew details about neighborhoods, schools, and community life that we never would have found on our own. This wasn't just a transaction. It was a partnership."
Alicia Williams · Naples
Whether you're buying, selling, or relocating — Skip and Michelle respond to every inquiry personally. No assistants, no runaround.
Skip: 239.776.1726 · Michelle: 239.776.1589