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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 Holiday Shopping Guide 2022

Whidbey Island Holiday Shopping Guide 2022 Can you believe the holiday season is here? To celebrate the holidays approaching I’ve rounded up some of my favorite local shops to help you find the perfect gifts for everyone on your list.  It’s so important this year (and every year) to support the small businesses in our […]
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How to save 100s on your monthly mortgage payment - Si Fisher

How to Save $100s on Your Monthly Mortgage Payment

How to save $100s on your monthly mortgage payment When buying a home on Whidbey Island As a Whidbey Island homebuyer, you may be searching for affordable housing and having a rough go at it. Mortgage rates are much higher now than they were last year, and this could mean several hundred dollars more a […]
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Real Estate Top 10 Predictions for 2023 – Matthew Gardner

Real Estate Top 10 Predictions for 2023 – Matthew Gardner by Matthew Gardner   Real Estate Top 10 Predictions for 2023 – Matthew Gardner 1. There Is No Housing Bubble Mortgage rates rose steeply in 2022 which, when coupled with the massive run-up in home prices, has some suggesting that we are recreating the housing […]
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10 tips to help you winterize your home on Whidbey Island

10 Tips to Help Winterize Your Home on Whidbey Island As winter approaches, it’s important to take some steps to prepare your home for the colder weather. This can save you big bucks on the heating bill, and as a homeowner we all know how important it is to maintain the greatest investment we have […]
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Halloween Events on Whidbey Island 2022

Halloween Events on Whidbey Island 2022

Halloween Events on Whidbey Island – 2022 Contributed by Si Fisher Halloween is coming up and if you’re looking for something to do on Whidbey Island, we’ve got you covered. From family-friendly events to things that are perfect for adults only, we’ve got something for everyone. Check out our list and start planning your festivities! […]
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Farm to Table Fresh from Whidbey Island Grown Cooperative!

WHIDBEY ISLAND GROWN COOPERATIVE   “Whidbey Island Grown Cooperative is a group of farmers, small businesses, and community members working to build a strong, resilient local food system on Whidbey Island.” Did you know you can find locally sourced, fresh products for purchase directly from farms and other producers here on the Island and other […]
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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 | Designated Broker

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

Jennifer Cox

Managing Broker | Branch Manager

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.

Oak Harbor Office - 32785 State Rte 20 #4, Oak Harbor, WA 98277   |   Coupeville Office - 5 S Main St, Coupeville, WA 98239