🌊 Welcome to Key West Real Estate

Key West is the crown jewel of the Florida Keys — a vibrant island city known for its colorful architecture, rich history, and tropical beauty. With its world-famous lifestyle, iconic neighborhoods, and strong demand for both primary and vacation homes, Key West real estate offers something for everyone.

At The Island Collective Realty, we help buyers, sellers, and investors find their perfect property on the island — whether it’s a charming Old Town cottage, a luxury waterfront estate, or a high-performing vacation rental.

🏝 Key West Real Estate – Homes for Sale in the Florida Keys

🏡 Why Buy a Home in Key West?

Key West is unlike anywhere else in the U.S. — a lively island community with historic charm and world-class amenities. Buyers love:

Historic Old Town homes and colorful conch cottages.

Luxury waterfront estates with stunning sunset views.

Walkable neighborhoods near restaurants, shops, and nightlife.

High rental demand, making it a strong investment market.

Additional insight: With year-round tourism, a thriving cultural scene, and strong property values, Key West continues to be one of the most desirable destinations in Florida.

📍 Key West Neighborhoods & Communities

The heart of Key West known for its historic homes, conch architecture, and charming streets lined with palm trees and pastel cottages.

An upscale neighborhood near the water, home to larger estates, tree-lined streets, and the historic Casa Marina Resort.

A gated community offering privacy, luxury, and close proximity to Mallory Square and Duval Street.

Residential areas with larger lots and more modern homes, offering a quieter lifestyle just minutes from downtown.

Old Town

Casa Marina

Truman Annex

The Meadows & New Town

🌴 The Key West Lifestyle

Key West is famous for its “live where others vacation” way of life:

Walkability 🚶: Nearly everything is accessible by bike or on foot.

Boating & Beaches 🏝: Easy access to the Gulf and Atlantic, plus beaches like Fort Zachary Taylor and Higgs Beach.

Dining & Nightlife 🍸: From iconic spots like Sloppy Joe’s to upscale dining and live music on every corner.

Culture & History 🏛: Ernest Hemingway’s home, historic seaports, and nightly sunset celebrations at Mallory Square.

📊 Key West Real Estate Market Insights

Key West is a high-demand market with limited inventory and strong year-over-year appreciation.

Median Prices: Homes typically range from $1M–$3M, with luxury waterfront estates exceeding $5M.

Property Types: Historic homes, modern residences, waterfront estates, and condos.

Investment Potential: High short-term rental demand with strong occupancy rates.

Buyer Considerations: Flood zones, insurance, and local rental regulations should be carefully reviewed.

Explore listings: Key West Homes for Sale

🙋 Work with The Island Collective Realty

As locals deeply connected to the island community, The Island Collective Realty combines insider knowledge, modern marketing, and personalized service to help clients thrive in the competitive Key West market. Whether you’re buying a cottage, investing in a rental, or selling a luxury estate, we’ll guide you every step of the way.

📞 Contact Us today to start your Key West real estate journey.

❓ FAQs About Key West Real Estate

Yes. Key West has one of the strongest short-term rental markets in Florida, with high occupancy and property appreciation.

You’ll find everything from historic conch cottages and bungalows to luxury waterfront estates and modern condos.

Key West is one of the most walkable cities in the U.S. — perfect for a car-free, island lifestyle.

It’s the cultural, culinary, and historic heart of the Florida Keys — offering vibrant energy, investment potential, and world-class amenities.

Is Key West a good place to invest in real estate?

What types of homes are in Key West?

How walkable is Key West?

What makes Key West different from other Keys?

Explore More of the Florida Keys

The Island Collective Realty proudly serves buyers and sellers across the Florida Keys, including Islamorada, Marathon, Key Colony Beach, Duck Key, Summerland Key, Sugarloaf Key, Cudjoe Key, Shark Key, Key Haven, and Key West.

Explore homes across the Florida Keys with The Island Collective Realty — your local experts from Islamorada to Key West.

You're in the right place.

It's no mystery that we are in our own little island bubble down here in the Florida Keys. From island time to island life, we do things a bit differently. But, if you get it you get it and when you're ready we're here to help. Whether buying your own piece of paradise, selling some Keys real estate, restoring a historic property, or renting out your home as a vacation rental, we'd love to chat with you. Ready to make some real estate moves down here in the islands?

Owning a piece of the Florida Keys means owning a slice of paradise. The process of buying, selling, renovating, and renting on the island can come with challenges so we are here to help.

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"What made me happiest is that Stephanie was ON it. I thought I was diligent about combing through listings. But, she was always a step ahead of me. In the past, we've attempted to make progress in moving to the island. But we were not able to get the traction that we needed to strike while the iron was hot. Without Stephanie, I would still be shivering up north."

is always of the essence

Time

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"Stephanie and Greg treated us like we were not just clients, but old friends. They answered panicked emails and texts with a sweet sense of humor."

the secret sauce

levity

real results

Buying your perfect piece of paradise is such an exciting time. We are here to help make the process as fruitful, fun, and easy as possible.

Buying

Renting your property can be challenging. Our team is here to do the heavy lifting so you can enjoy the cash and skip the headaches.

VACATION RENTAL MANAGEMENT

When it's time to embark on your next adventure, we're here to help get your house sold. Our consultative process keeps you feeling supported from start to finish!

Selling

Ways to Work Together

“Key West? That's not a place it's a dream.”

— anonymous

You want to sell a piece of Keys property but you'd like to just skip to the good part.

A GOOD FIT FOR YOU IF:

let's chat

Selling a home in the Keys requires more than a listing — it requires storytelling. We combine strategic pricing, luxury marketing, professional photography, and social reach to showcase your home to the right buyers. From preparation to closing, we make the process smooth and rewarding.

It's a relief to have a trusted ally in your corner when selling your home. No need to walk the path alone.

Selling Your Keys Home

How we're Different

Buying in the Florida Keys

let's chat

From waterfront estates in Islamorada to historic Old Town Key West cottages, we guide buyers through every step of the process. Our team offers local insight, market strategy, and personalized tours to help you discover not just a property, but your perfect island home.

Owning a piece of the Florida Keys is a dream you're ready to realize. Say no more!

A GOOD FIT FOR YOU IF:

You're ready to own a little slice of paradise but you're a little overwhelmed and not sure where to start. The islands are calling but you aren't quite sure how to answer!

You want the vacation rental revenues but not the vacation rental headaches. Oh! And proactive, customized marketing for your property would be swell.

A GOOD FIT FOR YOU IF:

let's chat

Yes, we take care of your property like it is our own. Yes, we represent it on the usual online rental platforms. Here's our real difference: Our social media reach is millions. We have a large devoted following who look to us for recommendations on where to stay on the island. We actively and innovatively promote your property to increase occupancy and thus revenue.

Rental Management in Key West

Your vacation rental can be a blessing and a headache. Keep the cash leave the headaches to us.