🌊 Welcome to Sugarloaf Key Real Estate

Sugarloaf Key is one of the most sought-after islands in the Lower Florida Keys, offering quiet waterfront living, stunning natural surroundings, and easy access to Key West. Known for its large lots, peaceful vibe, and proximity to both the Atlantic and Gulf, it’s an ideal location for those who want the best of both worlds β€” tranquility and convenience. At The Island Collective Realty, we help buyers and sellers navigate this highly desirable market with expertise and ease.

Browse Sugarloaf Properties

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

🏑 Why Buy a Home in Sugarloaf Key?

Sugarloaf Key has a loyal following among homeowners who want more space and privacy without being far from Key West. Buyers are drawn to:

Spacious waterfront lots and open-water views.

Easy boating access to the backcountry and open ocean.

Proximity to Key West β€” just 15 minutes away.

Peaceful, natural surroundings, perfect for boating, kayaking, and fishing.

Additional insight: Sugarloaf Key attracts a mix of full-time residents and second-home buyers who value privacy, luxury, and access to world-class fishing without the hustle of downtown Key West.

πŸ“ Sugarloaf Key Neighborhoods & Communities



One of the most desirable neighborhoods in the Lower Keys, featuring deep canals, open-water homes, and larger estate lots.

Quieter residential zones with more affordable canal-front homes, ideal for those seeking a Keys lifestyle without the ultra-premium price tag.

Spacious homes with panoramic water views, private docks, and unmatched access to boating and backcountry adventures.

Sugarloaf Shores

Lower Sugarloaf Residential Areas

Open-Water Estates

🌴 The Sugarloaf Key Lifestyle

Life in Sugarloaf Key is peaceful and outdoorsy β€” the perfect balance between privacy and access:

Boating & Fishing 🎣: Quick access to both the Gulf and Atlantic.

Kayaking & Nature 🌿: Explore mangroves, hidden flats, and Sugarloaf Creek.

Space & Privacy 🏑: Homes often sit on larger lots compared to neighboring islands.

Proximity πŸš—: Only 15 minutes from the restaurants, shops, and nightlife of Key West.

πŸ“Š Sugarloaf Key Real Estate Market Insights

Sugarloaf Key offers a mix of luxury properties, classic Keys homes, and investment opportunities:

Median Prices: Many homes range from $1M–$2.5M, with open-water estates commanding higher prices.

Property Types: Canal-front homes, open-water estates, and large-lot residences.

Investment Potential: Popular among second-home buyers, but vacation rental regulations vary by area.

Buyer Considerations: Flood zones, windstorm insurance, and zoning restrictions should be reviewed during due diligence.

Explore listings: Sugarloaf Key Homes for Sale

πŸ™‹ Work with The Island Collective Realty

Whether you’re buying your dream waterfront home, selling an existing property, or investing in a Lower Keys estate, The Island Collective Realty offers local knowledge, modern marketing, and personalized service to guide you every step of the way.

πŸ“ž Contact Us today to start your Sugarloaf Key real estate journey.

❓ FAQs About Sugarloaf Key Real Estate



Yes. Sugarloaf is a favorite among year-round residents thanks to its quiet setting, larger lots, and quick access to Key West.


Yes, though rental rules vary by neighborhood. Always confirm local regulations before purchasing an investment property.


Sugarloaf Key is just 15 minutes from Key West, making it ideal for those who want space and privacy close to town.


Sugarloaf has a more spacious, natural feel with larger lots and a slightly closer proximity to Key West, while still offering excellent boating access.

Is Sugarloaf Key a good place to live full-time?

Are there vacation rentals on Sugarloaf Key?

How far is Sugarloaf from Key West?

What makes Sugarloaf different from Summerland and Cudjoe?

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.

NEXT β†’

"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

NEXT β†’

"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

β€œKey West? That's not a place it's a dream.”

β€” 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 β€” 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

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.

I'm ready to chat!

We're about as low-pressure as they come, but we'd love to chat when you're ready.

Ready to Talk About Working Together?

lets do this.