🌊 Welcome to Summerland Key Real Estate
Summerland Key is one of the most exclusive and unique islands in the Lower Florida Keys. Known for its deep-water canals, luxury estates, and private airstrip, this community attracts boaters, pilots, and anyone seeking a quieter, more spacious island lifestyle. Located just 25 miles from Key West, Summerland combines privacy and convenience in a way few other Keys destinations can. At The Island Collective Realty, we help buyers and sellers navigate this high-demand market with confidence and ease.
🏝 Summerland Key Real Estate – Homes for Sale in the Florida Keys
🏡 Why Buy a Home in Summerland Key?
Summerland Key stands out for its luxury lifestyle and boating access. Homeowners here enjoy:
Deep canals ideal for larger boats and yachts.
Private airstrip access, one of the only in the Keys.
Spacious properties and upscale homes with open-water views.
Close proximity to Key West, but a more peaceful setting.
Additional insight: Summerland is popular among luxury buyers who want both boating and aviation access — a rare combination that makes this market truly special.
📍 Summerland Key Neighborhoods & Communities
A premier waterfront neighborhood with deep canals and elegant homes designed for boaters and water lovers.
Unique homes with direct access to Summerland’s private runway — perfect for pilots who want to fly directly to their residence.
Luxury homes on larger lots offering sweeping ocean or bay views and private docks.
Just minutes away, Duck Key offers luxury properties and resort-style living via Hawks Cay Resort.
Summerland Cove Isles
Airstrip Properties
Open-Water Estates
🌴 The Summerland Key Lifestyle
Life in Summerland is upscale, private, and built around the water:
Boating & Fishing 🎣: Deep canals provide easy access to the Atlantic and Gulf.
Flying ✈️: The private airstrip makes Summerland one of the most accessible Keys for private aviation.
Relaxed Privacy 🏡: Spacious lots and quiet streets create a serene island atmosphere.
Proximity 🚗: Just a short drive to Key West’s restaurants, culture, and entertainment.
📊 Summerland Key Real Estate Market Insights
Summerland’s market is highly desirable and caters to luxury buyers.
Median Prices: Many homes are priced above $1.5M, with waterfront estates commanding more.
Property Types: Canal-front homes, open-water estates, and airstrip properties.
Investment Potential: Primarily a second-home and luxury buyer market rather than short-term rentals.
Buyer Considerations: Flood zones, elevation, windstorm insurance, and airstrip restrictions should be reviewed.
Explore listings: Summerland Key Homes for Sale
🙋 Work with The Island Collective Realty
Summerland Key requires specialized local expertise and a nuanced understanding of luxury island real estate. At The Island Collective Realty, we help buyers and sellers navigate every step — from flood zones and insurance to market positioning and negotiations — so they can achieve their goals with confidence.
📞 Contact Us today to begin your Summerland Key real estate journey.
❓ FAQs About Summerland Key Real Estate
Yes — it’s one of the only Florida Keys communities with its own private runway, making it ideal for pilots and aviation enthusiasts.
While some properties are rented seasonally, Summerland is more focused on luxury residential buyers than high-turnover short-term rentals.
It combines privacy, boating, and aviation access in one location, offering a more exclusive lifestyle.
It’s about 25 miles northeast of Key West — close enough for convenience, but quiet and residential.
Does Summerland Key have a private airstrip?
Are Summerland homes good for vacation rentals?
What makes Summerland different from other Keys?
How close is Summerland 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.
"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
"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
Buying in the Florida Keys
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:
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.
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.