Your Trusted Guide For Real Estate & Travel

Hi, I’m Ashley!

I believe some of life’s biggest moments deserve someone you can truly trust.

Whether you’re buying or selling a home, planning an unforgettable vacation, or simply looking for honest guidance, my goal is to make every step feel clear, exciting, and completely tailored to you.

With more than 20 years of experience valuing homes, as an appraiser, years of helping families buy and sell real estate, and a passion for creating incredible travel experiences, I’ve built my business around one simple philosophy:

Treat every client like they’re the only one.

When people work with me, I want them to feel informed, cared for, and confident that someone is looking out for their best interests from beginning to end.

Because finding your place isn’t just about where you live…

It’s about where life takes you next.

One Trusted Guide.
Two Meaningful Journeys.

Real Estate + Travel

Whether you’re moving closer to home or planning somewhere new, I offer thoughtful guidance from the first conversation through every important detail.

Real Estate

Strategic guidance for buying, selling, and preparing for your next move. With clear advice and experience you can trust.

Explore Real Estate

Travel Planning

Personalized vacations designed around how you want to travel, with carefully chosen stays, thoughtful details, and support along the way.

Plan Your Trip

The Key & Compass Experience

A personal, informed approach to life’s biggest transitions-whether you’re finding a new home, discovering a new destination, or doing both.

Meet Ashley

Featured Places & Stories

A glimpse at the homes, destinations, and experiences that inspire The Key & Compass Co.

Dina Sherwood

Thoughtful Guidance, Every Step of the Way

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Start the Conversation

Tell me what you’re considering, what matters most, and where you hope to go next.

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Create the Plan

I’ll organize your options, explain the details, and recommend a clear path forward.

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Put It Into Motion

From listings and negotiations to reservations and itineraries, I’ll manage the important moving parts.

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Feel Supported

You’ll have thoughtful guidance, clear communication, and someone in your corner from beginning to end.

Ready to Find Your Next Place?