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Get To Know Us

The Shane “Waterfront” Wilson Team brings together deep local knowledge, waterfront expertise, and a passion for helping clients find their place in the Florida Keys. From oceanfront estates and canal homes to vacation retreats and investment properties, the team delivers a personalized experience rooted in authentic local insight.

Known for their understanding of boating access, waterfront property nuances, and the unique lifestyle the Keys offer, the team helps buyers and sellers navigate every step with confidence, professionalism, and care.

Known for their professionalism, responsiveness, and strong understanding of waterfront living, the team is committed to creating a seamless experience while helping clients make confident, informed real estate decisions.

What Our Clients Say

He is not only a professional realtor but a dutiful representative of the greater Fort Myers area. Shane has a wealth of knowledge of the waterways throughout South Florida. I highly recommend Shane to all of my friends when looking for a home in Southwest Florida.

— Buyer & Seller

What Our Clients Say

Made buying a house an easy and pleasurable experience. His assistance and local knowledge came to the rescue time and time again. He always had time for even the smallest of details and truly seemed to care about his customers. Because of his prior experience and knowledge of inventory, we were able to find the right house quickly and efficiently, and his assistant was always available to answer questio...

— Joules

What Our Clients Say

Wow! What an outstanding agent Shane turned out to be. He found just the right house and has jumped through so many hoops to help make this dream a reality. I highly recommend Shane and his wonderful team.

— Ariell P.

What Our Clients Say

We couldn't be more satisfied with Shane Wilson. He has all the attributes of a fine Realtor. He is professional, courteous, and knowledgeable. Shane goes out of his way to make you feel comfortable from the listing to the closing and stays involved personally during the entire process. If a question, you can call him directly and he'll answer. We would not hesitate to recommend Shane to anyone who is th...

— L. C.

What Our Clients Say

Shane and his group are the best! Shane found exactly what we were looking for. He got "us". You will be treated like a friend, not a payday. From the first phone call through to closing, everything was a breeze.

— Todd F.

What Our Clients Say

Call this man, he's one of the best agents I've ever dealt with. He helped us find a fabulous home in Cape Coral. He gave us great advice on a host of service people. As Canadian buyers, we couldn't have anyone with more knowledge and resources for our purchase.

— Tuffy M.

What Our Clients Say

Shane grew up in the Keys and is an outdoorsman who involves his whole family, so he has a very broad perspective of this area and lifestyle. His referrals for all the details that go into a new home in a new area are first-class in quality, service, and competitive rates. He is patient and helpful and will work hard to find you a good fit for what you are looking for.

— Simmon M.

What Our Clients Say

Shane has the rare gift of advising you like a friend and not a salesman. He listens to what you want in a home, and what you don't, and helps guide you to the right fit. He is very knowledgeable about the area and helped us make the right decision for our family. We love our new home, and love the area he helped us choose. When you are with him, you are his priority, meaning he doesn't spend all his tim...

— Buyer

What Our Clients Say

Shane is extremely knowledgeable in selling homes. We were always comfortable with his advice. He is professional and truly wants to sell your home. We would definitely recommend and use him again.

— James A.

What Our Clients Say

Can’t recommend Shane and his team enough! You will not be disappointed as he is the hardest-working realtor in the business. They are caring and realize that your purchase is a life changer. I have had dealings with Shane over the years, and it’s always been nothing less than professional. Shane has a way of making all his customers feel comfortable and welcomed. There is no other realtor in SW Florida ...

— Bill H.

What Our Clients Say

Shane and his team have been outstanding. He drove us around for days trying to find the perfect home. His responsiveness (even while on vacation) and attentiveness are stellar. I highly recommend him!

— Heather S.

What Our Clients Say

Shane and Anne were just as vested in the success of our family finding the right property for our lifestyle as we were! We saw an unusual number of homes in 2 days, and found the best option for our family!

— Cassandra B.

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The Key to LRE® – Cypress Realty

As a luxury real estate leader, Cypress Realty has been hand-selected to represent the Who’s Who in Luxury Real Estate and LuxuryRealEstate.com brands.

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Recent Blog Posts

Why Health is Your True Wealth: Lessons from a Lifetime of Hustle and Wisdom

Now they’re in their 60s, 70s, even 80s, sitting on piles of cash, but they can’t enjoy it.

The Power of Real Estate: Changing Lives, One Closing at a Time

It’s what I’ve seen in those long marriages: beyond the ups and downs, there’s mutual admiration.

Kickin’ Off our “Lovin’ the Florida Lifestyle” Podcast – Get Fired Up and Inspired!

Catch you on the next episode – soon we’ll be takin’ these podcasts out in the field!

Port Largo: One of the Best Waterfront Neighborhoods in Key Largo

And when you’re ready to take the next step, reach out. We can tour by land — or by water.

Best Waterfront Condo Communities in Key Largo

It’s ideal for buyers who want luxury + flexibility + boating all in one place.

The Ultimate Guide to Waterfront Condos in Islamorada

Let’s break down a few of the most popular and well-appointed communities.

Big Boats. Big Family. Big Lifestyle. Welcome to 136 San Remo Drive, Venetian Shores

Homes with this kind of size, dockage, and access don’t hit the market often.

Looking for Acreage in the Florida Keys? This Rare Waterfront Property Might Be the One

3+ acres, deepwater dockage, ocean views, and privacy—this is the one you’ve been waiting for.

What to Know Before Buying a Waterfront Property in the Florida Keys

When I tour waterfront homes with clients, I often take them out by boat too.

Living the Florida Keys Dream: How My Passion for Waterfront Real Estate Fuels My Everyday Life

Growing up in Florida, real estate wasn’t just a career choice—it was practically in my DNA.

The Ultimate Guide to Waterfront Condos in the Florida Keys

Affordable waterfront condos with boat slips, resort amenities, and short-term rental ability.

Waterfront Homes in the Florida Keys – Pricing Your Home in Today’s Market

Recently, I sat down with a wonderful couple whose property wasn’t moving.

Living the Dream in Venetian Shores, Islamorada

It’s measured in sunsets, tight lines, and how quickly you can get from your dock to open water.

Your Guide to Key Largo Neighborhoods

Because at the end of the day, finding the right home isn’t just about the house itself.

Best Waterfront Restaurants in Key Largo With Dockage

Want to know which neighborhoods make it easiest to boat to these restaurants?

Key Largo Real Estate Market Update: March 2025

If you’ve been waiting for the right time to jump in, this could be it.

Just Listed: Renovated Old Town Key West Pool Home — 1215 Margaret Street

You’re in the heart of it all, without being stuck in the middle of the buzz.

Islamorada Residential Real Estate Market Update: January 2025

As the sun rises on a new year, so does the real estate landscape in Islamorada.

How Key Largo’s Growing Inventory Impacts Buyers and Sellers: November 2024

Active listings climbed by 46.4% year-over-year, with 303 homes now available.

Fishing, Feasting, and Finding Homes: Shane’s Signature Florida Keys Client Experience

Once the cooler is full, we head straight to one of my favorite waterfront restaurants.

October 2024 Market Update: Florida Keys Townhouses and Condos

Here’s a standout stat: 88.6% of closed sales in October were cash transactions.

Hooked on Islamorada: Your Expert Guide to Waterfront Homes

Not all canals are created equal, though, and here’s where my local expertise comes into play.

Raising kids in the Florida Keys

Stay up to date on the latest Florida community and real estate trends by reading our blogs.

At Home

Find something you love to do, and you’ll never have to work a day in your life.

Waterfront Wilson Welcomes Newest Team Member

Becoming a real estate agent in the Florida Keys was a role he was born for.

Mini Season Lobstering in the Florida Keys

The United States Coast Guard approached us and asked permission to board our vessel.

Real Estate Q&A: Creative Mortgage May Be Too Risky

Our credit is not so great, and the seller can’t afford to pay off the existing mortgage.

We Love Helping People

Both men were raised in the Keys, and not only call it home, but make it their goal to help people.

Your Own Slice of Paradise

Making sure people experience “the Keys way of life” is something this talented team does well.

Selling a Waterfront Home in the Florida Keys

The Florida Keys is not a market where generalist experience translates directly.

Let’s Find Your Dream Home

Decades of waterfront expertise, deep local roots, and a passion for the Florida lifestyle define every client experience. The Shane “Waterfront” Wilson combines extensive real estate knowledge with unmatched insight into the Florida Keys and Southwest Florida markets—helping buyers and sellers navigate every step with confidence and ease.