22852 Buccaneer Lane, Cudjoe Key, FL 33042
Active$945,000
Cudjoe Key, FL
3 bd2 ba1,356 sqft
WaterfrontSingle Family Residence
MLS #618798 · Expert Realty LLC (HQ)
Florida Keys Real Estate · Expert Realty
Austin Kimbler
Fourth-generation Key West native. Deep market knowledge from Key Largo to Stock Island. Whether you're buying, selling, or investing, you deserve an agent who actually lives this market.
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Born & Raised
Key West, Florida
$65M+
Closed Sales Volume Since 2020
100+
Transactions Closed
5.0★
Zillow Rating, 13 Reviews
How Can I Help
About Austin
Fourth-Generation Key West Native.
Austin Kimbler has been selling real estate in the Florida Keys since 2019. A fourth-generation Key West native with local connections built over a lifetime, he brings the kind of market knowledge that cannot be imported: zoning codes, ROGO allocations, flood zone designations, and what a transient rental license is actually worth.
He works Key West, Stock Island, the Lower Keys, Marathon, and Islamorada. When you hire Austin, you get Austin. He responds personally to every call and text; no assistant, no hand-off, no runaround.
Born & Raised
Key West, Florida
$65M+
Closed Sales Volume Since 2020
100+
Transactions Closed
5.0★
Zillow Rating, 13 Reviews
Where I Work
Florida Keys, End to End.
Case Studies
Real Deals. The Full Story.
Deepwater single family home in Islamorada with private dock and open water views
Deepwater Single Family
Off-Market Waterfront, Islamorada
Islamorada, FL
Representing a buyer who needed discretion, speed, and leverage in one of the most competitive island markets in the Keys.
Price
$2.4M
Result
Acquired below comparable sales
Historic conch-style home in Key West Old Town with wraparound porch and lush tropical landscaping
Historic Conch Home
Seller Rescue, Key West Old Town
Key West, FL
A historic conch home that sat on the market for four months before Austin relisted it and sold it in under three weeks.
Price
$1.85M
Result
Full asking price, no concessions
Canal front vacation rental home in Marathon with private dock, boat lift, and Keys-style outdoor living
Vacation Rental / Canal Front
Investment Buy & Hold, Marathon
Marathon, FL
Helping a mainland investor identify the right vacation rental asset in a market they had never operated in before.
Price
$975K
Result
Projected X% gross rental yield
Common Questions
What Buyers and Sellers Ask Most
Straight answers on how the Florida Keys market works, before you make a move.
All FAQs →What areas of the Florida Keys does Austin Kimbler specialize in?
Austin works the full stretch of the Keys, from Key Largo and Islamorada through Marathon and the Middle Keys, down to Big Pine Key, Stock Island, and Key West. His focus areas are Key West (including Old Town, New Town, and Key Haven), the Lower Keys, and Islamorada. He also works commercial and multifamily transactions throughout Monroe County.
What types of properties does Austin handle in the Florida Keys?
Austin represents buyers and sellers across all residential property types: waterfront and deepwater homes, canal-front properties with boat lifts, historic conch homes in Old Town Key West, vacation rental properties with active transient licenses, and raw land. He also handles commercial real estate and has deep knowledge of the zoning and permitting considerations unique to Monroe County.
What should buyers know before purchasing a home in the Florida Keys?
Florida Keys real estate comes with a set of rules that mainland buyers are rarely prepared for. ROGO (Rate of Growth Ordinance) limits how many new building permits are issued each year, which affects land value and development rights. Transient rental licenses (required for short-term rentals) are capped and highly sought after. Flood insurance, FEMA zone designations, and wind mitigation all affect carrying costs significantly. Austin walks every buyer through these details before they make an offer.
How does the Florida Keys real estate market differ from mainland Florida?
The inventory is geographically constrained. The Keys are a finite chain of islands with no room to sprawl. That drives consistent demand and limits how much prices soften even in slow markets. Waterfront and deepwater properties in particular hold value well. The buyer pool is national and international, which means strong properties move quickly when priced correctly. Austin tracks active, pending, and sold data across the MLS weekly and can give you a current read on any sub-market.
How does Austin approach pricing strategy for sellers?
Austin runs a full comparable sales analysis before recommending a list price, not just recent sales but active competition, days-on-market trends, and price reduction history in the neighborhood. He has seen what overpricing costs in this market: stale listings lose negotiating leverage fast. His process starts with data, then layers in presentation strategy: professional photography, targeted outreach to active buyer agents, and a pre-launch window when appropriate.
Client Reviews
5.0 on Zillow. Every time.
13 reviews
Read All →Austin is a superstar real estate agent. Superbly kind, a great listener, and very creative and effective in structuring the right offer. He worked with us across 2.5 years to help us find and purchase the perfect home in Key West. He patiently showed us numerous homes, both in-person and over video when we were out of state. The selling broker eventually told us our offer was one of five, all acceptable to the seller, and that Austin had made ours stand out.
Buyer · August 2023
Bought a home in Key West after a 2.5-year search.
Austin was a complete pro from start to finish. His local knowledge was outstanding and I feel he maximized the value of my property. He found the right buyer quickly and was like a hawk on top of every detail. I recommend him highly and without reservation. If you are buying or selling in the Keys, he is the man.
Seller · March 2023
Sold a home in 2023. A hawk on every detail.
We lucked out finding Austin. We had been looking for a home in the Lower Keys for several years. Once we found the property we liked, he secured our offer in less than 24 hours. Living out of state, we depended on Austin to be there when we could not be, overseeing the inspection and appraisal. He is well connected with local contractors, mortgage brokers, and professionals that helped get our deal done quickly.
Buyer · April 2022
Bought a Single Family home in 2022 in Ramrod Key, FL.
Work With Austin
Ready to Buy, Sell, or Invest in the Florida Keys?
Call, text, or email. Austin responds personally. No assistant, no runaround. Just a straight answer from someone who knows this market inside and out.
Austin Kimbler · Florida Sales Associate · Lic. SL3454100
Expert Realty, LLC