Placeholder listing image — waterfront home exterior
Placeholder Listing Title — Waterfront Property
Active$0,000,000
Placeholder Location, FL Keys
Aerial view of Florida Keys waterfront property: turquoise water, private dock, island home
Florida Keys Real Estate
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.
Born & Raised
Key West, Florida
$[X]M+
Closed Sales Volume
[X]+
Transactions Closed
5.0★
Zillow Rating, 13 Reviews
Featured Listings
Waterfront homes, canal properties, historic Old Town Key West, and investment opportunities. Updated from the Florida Keys MLS.

About Austin
Austin Kimbler grew up in Key West and has spent his career building a real estate practice grounded in the kind of local knowledge you can't import. He knows the zoning codes, the ROGO system, which neighborhoods are moving, and which listings have problems that won't show up until due diligence. He works Key West, the Lower Keys, the Middle Keys, and Islamorada.
Learn More →The Florida Keys
Austin works the Florida Keys from end to end. Each island has its own market dynamics, zoning rules, and buyer profile. Here is what you need to know about the major markets.
Austin's home market and the most complex to navigate in the Keys. Old Town conch homes, historic districts, vacation rental licensing, and a highly active buyer pool from across the country. Stock Island and Key Haven are increasingly active for buyers who want proximity to Key West with more space and better value.
The sportfishing capital of the world and one of the most sought-after addresses in the Upper Keys. Deepwater frontage commands a serious premium here, and off-market deals are common. Austin has placed buyers in Islamorada through direct outreach when nothing suitable was listed.
The Middle Keys hub with more inventory, broader price range, and the best market in the Keys for investors seeking vacation rental properties with existing transient licenses. Boot Key Harbor and canal-front neighborhoods attract both full-time residents and short-term rental operators.
A quiet, nature-oriented community in the Lower Keys. The National Key Deer Refuge runs through it, placing strict limits on density and development. Properties here offer more space and waterfront access at a lower price per square foot than Key West. Buyers who want seclusion and a working boat dock look here first.
The gateway to the Keys and the largest island in the chain. A broad mix of property types from modest canal homes to high-end oceanfront estates. Close enough to Miami for second-home buyers who want weekend access, creating a distinct buyer demographic and a more liquid resale market.
Case Studies
Beyond the transaction stats. What the client needed, what got in the way, and how it closed.
Deepwater single family home in Islamorada with private dock and open water views
Deepwater Single Family
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
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
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
Straight answers on how the Florida Keys market works, before you make a move.
Client Reviews
Austin was great throughout the entire home buying process. As first-time home buyers we had a ton of questions and concerns but he was able to put our minds at ease. He was efficient, knowledgeable, and always there when we needed him. If you are looking to purchase a home in the Keys, definitely reach out to Austin.
Buyer
October 2023
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
Austin is a true professional. He did an amazing job assisting me in the sale of my house. He was a great sounding board when I had ideas and questions, and gave me honest assessments of pricing and what to expect at different list prices. If you are in the market to sell or buy in Key West, Austin is the agent to choose.
Seller
May 2023
Austin did a great job for us from the original viewing through post-closing. He worked with us answering questions, negotiated with the seller, set us up with a mortgage company, got work completed by the seller before closing, and connected us with contractors after. I have purchased several homes and Austin is one of the best I have worked with.
Buyer
April 2023
Austin was excellent. He has great local knowledge, was patient, timely, and very professional. He listened to our wants and needs and provided great advice. Even after almost a year after purchase, we continue to stay in touch and he has provided assistance when possible. I would gladly work with him again and recommend him highly.
Buyer
April 2023
Since day one when Austin and I started talking, I realized how much I did not know about buying in the Keys. This was not just buying a property, it was a learning experience for my family. Thank you for your patience, your responsiveness, and for making a sometimes stressful experience into something we actually enjoyed from start to finish. We closed yesterday.
Buyer
April 2023
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
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
Very responsive. Responds to texts and phone calls almost immediately. Austin works hard to move the purchasing process forward. Very responsible and dependable throughout.
Buyer
May 2021
Austin is the most knowledgeable broker. He answered all of our questions and helped us get a great house. He was essential in the search, narrowing down choices, negotiation, and closing. He could not have been more accessible and was very quick to spot new listings for us.
Buyer
April 2021
Austin did a great job helping us navigate some tricky situations along with local knowledge that was second to none. We highly recommend Austin to help you find your Key West dream home.
Buyer
April 2021
Austin was really good at negotiating the sale of my lot in Big Pine Key. He went beyond my expectations by knocking on the doors of neighbors, contacting the Monroe County planning office, and reaching out to engineers to answer questions raised by the buyer. He is passionate about his work, trustworthy, and reliable.
Seller
June 2020
Austin was extremely helpful from beginning to end. Very knowledgeable and always available to answer any question or concern that I had. I would highly recommend Austin and look forward to continuing to work with him in the future. I got a beautiful home in Key Largo at a very good price.
Buyer
February 2020
Austin was great throughout the entire home buying process. As first-time home buyers we had a ton of questions and concerns but he was able to put our minds at ease. He was efficient, knowledgeable, and always there when we needed him. If you are looking to purchase a home in the Keys, definitely reach out to Austin.
Buyer
October 2023
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
Austin is a true professional. He did an amazing job assisting me in the sale of my house. He was a great sounding board when I had ideas and questions, and gave me honest assessments of pricing and what to expect at different list prices. If you are in the market to sell or buy in Key West, Austin is the agent to choose.
Seller
May 2023
Austin did a great job for us from the original viewing through post-closing. He worked with us answering questions, negotiated with the seller, set us up with a mortgage company, got work completed by the seller before closing, and connected us with contractors after. I have purchased several homes and Austin is one of the best I have worked with.
Buyer
April 2023
Austin was excellent. He has great local knowledge, was patient, timely, and very professional. He listened to our wants and needs and provided great advice. Even after almost a year after purchase, we continue to stay in touch and he has provided assistance when possible. I would gladly work with him again and recommend him highly.
Buyer
April 2023
Since day one when Austin and I started talking, I realized how much I did not know about buying in the Keys. This was not just buying a property, it was a learning experience for my family. Thank you for your patience, your responsiveness, and for making a sometimes stressful experience into something we actually enjoyed from start to finish. We closed yesterday.
Buyer
April 2023
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
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
Very responsive. Responds to texts and phone calls almost immediately. Austin works hard to move the purchasing process forward. Very responsible and dependable throughout.
Buyer
May 2021
Austin is the most knowledgeable broker. He answered all of our questions and helped us get a great house. He was essential in the search, narrowing down choices, negotiation, and closing. He could not have been more accessible and was very quick to spot new listings for us.
Buyer
April 2021
Austin did a great job helping us navigate some tricky situations along with local knowledge that was second to none. We highly recommend Austin to help you find your Key West dream home.
Buyer
April 2021
Austin was really good at negotiating the sale of my lot in Big Pine Key. He went beyond my expectations by knocking on the doors of neighbors, contacting the Monroe County planning office, and reaching out to engineers to answer questions raised by the buyer. He is passionate about his work, trustworthy, and reliable.
Seller
June 2020
Austin was extremely helpful from beginning to end. Very knowledgeable and always available to answer any question or concern that I had. I would highly recommend Austin and look forward to continuing to work with him in the future. I got a beautiful home in Key Largo at a very good price.
Buyer
February 2020
Work With Austin
Call, text, or email. Austin responds personally. No assistant, no runaround. Just a straight answer from someone who knows this market inside and out.