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Windermere Whidbey

Your home for Real Estate on Whidbey Island

Windermere has the most Professional and Experienced agents on Whidbey Island

Start working with a REALTOR® you can trust today!



The Realtors from our office specialize in real estate on Whidbey Island.  One of our highly trained agents can help you if you are looking to buy a home, purchase some vacant land, or looking for a vacation home or investment property.  We live in and work in our Whidbey Island communities and hence know them inside and out.  Talk with one of our local experts today or check out our buyer's page to learn about the buying process.

Meet with a Whidbey Island real estate expert today!

Search for your perfect home in real time!


When selling a home, the ultimate goal is to get the best price and terms in the shortest period possible. Windermere agents are specialists at this process.  By utilizing our extensive knowledge of the Whidbey Island real estate market we can give you an accurate assessment of what your home or land is worth in the current market.  As Windermere agents we get extensive ongoing training on real estate transaction contracts, marketing, and negotiation strategies to help you get the best outcome specific to your needs and goals.

Meet with a Whidbey Island real estate expert today!

Oliver Grimm Windermere Real Estate Whisby Island

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What's Happening on Whidbey Island?

Check out our blog of interesting and fun articles unique to Whidbey

Whidbey Island's Ultimate Guide to Easter Egg Hunts | Si Fisher

Whidbey Island’s Ultimate Guide to Easter Egg Hunts

Whidbey Island’s Ultimate Guide to Easter Egg Hunts Contributed by Si Fisher Easter on Whidbey Island is like opening a giant, community-wide Easter egg: filled with surprises, wrapped in the beautiful scenery of the Pacific Northwest, and, let’s be honest, probably a bit more chocolate than anyone needs. This year, the island is hopping with […]
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Top 10 Housing Predictions for 2024

Matthew Gardner’s Top 10 Housing Predictions for 2024 by Matthew Gardner Matthew Gardner’s Top 10 Predictions for 2024 1. Still no housing bubble This was number one on my list last year and, so far, my forecast was spot on. The reason why I’m calling it out again is because the market performed better in 2023 […]
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Western Washington Real Estate Market Update – Q3 2023

Q3 2023 Western Washington Real Estate Market     By Windermere Economics The following analysis of select counties of the Western Washington real estate market is provided by Windermere Real Estate. We hope that this information may assist you with making better-informed real estate decisions. For further information about the housing market in your area, […]
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Buying a Home on Whidbey Island The Investment You Can Live In| Si Fisher

Buying a Home on Whidbey Island: The Investment You Can Live In

Buying a Home on Whidbey Island: The Investment You Can Live In Contributed by Si Fisher Lets embark on a journey of financial security and personal fulfillment! In today’s dynamic world, making prudent financial decisions is paramount. When it comes to housing choices, the decision to rent or buy can profoundly impact your long-term financial […]
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U.S. Housing Market 2023: Updated Analysis

U.S. Housing Market 2023: Updated Analysis by Matthew Gardner U.S. Housing Market 2023 Hello there, I’m Windermere Real Estate’s Chief Economist Matthew Gardner and welcome to this month’s episode of Monday with Matthew. The National Association of REALTORS® released their data on the U.S. housing market in August, and it contained a few things which I found interesting […]
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Coats for Kids Whidbey Island Charity Drive 2023

  ❄️ Windermere Whidbey’s Coats for Kids Drive is BACK!   We are proud to announce our sponsorship for another year of Coats for Kids! This Charity is being spearheaded by Paula Peters from our property management division in partnership with the Readiness to Learn Foundation. We are on a mission to ensure no child […]
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Community Resources for Whidbey Island



To download our printable PDF with all the contact information for Schools on S Whidbey

Public Services


To download our printable PDF with all the contact information for Public Services on S Whidbey



To download our printable PDF with all the contact information for Utilities on S Whidbey

Meet the TEAM

Windermere Whidbey Real Estate | Deception Pass Bridge

Joeseph Mosolino

Owner | Managing Broker

Windermere Whidbey Real Estate | Sunset over the Puget sound with a pelican

Jennifer Cox

Designated Broker

Diana Parker Transparent

Diana Parker

Managing Broker | Branch Manager

Whidbey Island

Freeland & Langley

All in, for you.

What does it mean to be all in? It means we love what we do, and it comes across in all that
we do. It means that we sweat the details, so our clients don't have to. And it means we
believe in acting beyond ourselves and caring deeply about our communities. It's what sets
us apart from all the rest.


not transactions

Joyful, compassionate,
and full of deep knowledge,
we help our clients turn their
dreams into reality.


My insight,
your advantage

We offer a proprietary mix of
advocacy, ingenuity, and
insight that helps people
move confidently into their
next chapter.


Building local

Together, we strengthen the
fabric of local communities
through our actions and


The power of windermere


Check out our roster of highly trained agents

Curious to know why Windermere is the best brokerage to work for on Whidbey Island?

What is Driving the Real Estate Market Today?


The Human Algorithm

There's a secret formula that makes Windermere different, and it all starts with our people. This video gives you insight into our unique culture and approach, and what our difference means for you.

We exist to elevate and humanize real estate, every day.