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Expert Real Estate Services in the Florida Keys

How Close Are You to Living the Island Life?

Closer than you think. Whether you're buying, selling, or just starting to explore, our local team is here to guide you every step of the way in the Florida Keys.

Florida Keys Realty Group, LLC is a boutique real estate firm based in Sugarloaf Key, Florida, specializing in residential sales and investment properties across the Upper, Middle, and Lower Keys. Led by licensed broker Margaret E. Crowley, our firm is built on over 30 years of experience, local insight, and a legacy of trusted client relationships — including a successful tenure with Hawks Cay Realty. We continue to deliver the same exceptional service with the familiar associates our clients know and trust.


Leading the way are REALTORS® Lissete Cadwell and Maggi Huff — the trusted duo behind your Island Home Experts. As longtime Keys residents, they bring unmatched knowledge of the local market, a personalized approach to every client, and a true passion for helping others call the Keys home.


Whether you're buying your first island retreat, selling a cherished property, or exploring investment opportunities, our team is here to guide you with professionalism, care, and a deep understanding of island living.

Island Living Guide

Discover the unique charm of each island community in the Florida Keys. From vibrant nightlife to serene beaches, find your perfect spot in paradise.

A pier leading into the ocean with palm trees in the background.

Key Largo


The first of the Keys, known for its stunning coral reefs and vibrant marine life. Perfect for diving and fishing enthusiasts.

An old rusty anchor is sitting on top of a large rock on the beach.

Islamorada


Famous for its sport fishing and beautiful sunsets, this village is a haven for those seeking adventure and relaxation.

An aerial view of a bridge over a body of water.

Marathon


A family-friendly destination with beautiful beaches and parks, ideal for those looking to enjoy the outdoors.

We're your neighbors

Moving to the Florida Keys is about more than just finding a house; it's about settling into a lifestyle and becoming part of a tight-knit community. That's why we're here. We're your neighbors, not only real estate agents, and we want to be your first friends in this incredible place.


Think of us as your go-to for everything Keys living. We'll help you get acquainted, share the best local spots, and connect you with the vibrant community that makes this place feel like home. We're here to help you make unforgettable memories from day one. Because here in the Keys, it's not just where you live, it's where life truly happens, surrounded by good company and unparalleled beauty. Ready to dive in?

Why choose us

Trusted Advisors

Your goals become our mission. Lisi and Maggi prioritize open communication, honest advice, and ethical practices, earning your trust every step of the way in one of the most unique markets.

Personalized Service

You're not just a transaction to us. We take the time to understand your individual needs, dreams, and preferences, crafting a tailored approach that fits your specific real estate journey in the Keys.

Deep Local Connections

Our knowledge isn't from a textbook; it's from living the Keys life. We share insider perspectives on everything from school districts to hidden gems, ensuring you make informed decisions about your future home.

Beyond the Sale

Our relationship doesn't end at closing. We're here to help you get settled, introduce you to local resources, and ensure you feel truly at home in your new Keys community.

Testimonials

Island Home Experts

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We recently listed and sold two of our units at Hawks Cay with Lissete. Throughout the sales process she did a great job of keeping us informed at every step from listing through closing. Lissete is extremely responsive, a great communicator, and very professional. She did an awesome job for us, and we would not hesitate to strongly recommend her if you are thinking about buying or selling in the Keys.

J. Greer

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Ms. Cadwell is a very professional realtor. She was extremely helpful with the purchase of our home. Her knowledge and expertise in the Florida Keys area are second to none. I will recommend Ms. Caldwell to any customer looking for a reliable and knowledgeable realtor in the Keys area.

E. Rubio

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Extremely Professional and helpful beyond my purchase. Expert in her area with many contacts. Couldn't imagine how difficult it would be to maintain property without Lissete's assistance.

R. Salerno

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Lissete Cadwell is great. We contacted her many times before we were ready to buy. She was always patient with us, answering all our questions until we were ready. She stuck with us while we made many offers until finally the right property came along. Even after our purchase she still continues to help us along the way. She gets a 5 star recommendation from us!

L. Slotnick

Have a question?

We’re here to answer all your questions. Don’t hesitate to reach out and talk to our agents to find out everything you wish to know about the property, the neighborhood and anything in between.

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Schedule a Consultation

Take a moment to schedule a consultation with us.

Island Home Experts Blog

florida keys landing strips

Fly-In Luxury: Homes for Sale Near Landing Strips in the Florida Keys

By Lisi Caldwell • January 30, 2024
For aviation enthusiasts, owning a home near a landing strip or within a flight-friendly neighborhood is the ultimate convenience. The Florida Keys offer a unique blend of coastal beauty and aviation accessibility, making them an ideal location for pilots who want the freedom to land and take off with ease.
Moving to the Florida Keys? Things You Should Know

Moving to the Florida Keys? Things You Should Know

By Lisi Caldwell • January 30, 2024
If you’ve ever dreamed of swapping concrete jungles for salty breezes, the Florida Keys might be your perfect escape. I’ve helped many clients make the transition to island life, and if you’re considering the move, there are a few important realities to bear in mind.
Resort Communities in the Middle Keys Offering Home Ownership

Resort Communities in the Middle Keys Offering Home Ownershi

By Lisi Caldwell • March 28, 2022
The Middle Keys are home to some of the most desirable resort style communities in the Florida Keys, offering a blend of luxury, waterfront access, and investment potential. Whether you're looking for a vacation retreat, investment property, or full-time residence, these communities provide exceptional opportunities for homeownership.

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