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Relocating to Naples is one of the biggest decisions you'll make — and most agents will show you homes without ever helping you understand the city. Michelle was born and raised in Naples, graduated from Lely High School, and has been a licensed Realtor since 2013. Skip is a West Point graduate and 24-year Army veteran with firsthand experience guiding military and corporate relocations. They know the neighborhoods, the schools, the lifestyle, and the market.
Tell us where you're coming from and what you're looking for. We'll be in touch same day.
Your information is never shared or sold.
Why Skip & Michelle
Most agents can show you a home. Very few can tell you which neighborhoods have the best school options, which communities have the fastest highways for commuters, which golf clubs are actually accepting new members, or which areas flood in a bad storm. Relocating without that knowledge is a risk you don't need to take.
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
Skip and Michelle specialize in relocation — military, corporate, and lifestyle moves. They respond to every inquiry personally. No assistants, no runaround.
Skip: 239.776.1726 · Michelle: 239.776.1589
Skip & Michelle Riddle Compass Naples