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Exquisite Homes.
Exclusive Islamorada Living.

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Kristin Herold

Meet Kristin Herold

Welcome — I’m Kristin Herold, and I’m here to help you experience the very best of Florida Keys living. With a career built in Los Angeles real estate and refined here in Islamorada, I specialize in guiding discerning buyers and sellers through seamless, sophisticated transactions. My mission is simple: to transform what can often feel stressful into an experience defined by confidence, ease, and elegance.

Representing clients in Los Angeles gave me the privilege of working in one of the world’s most competitive luxury markets. There, I developed a reputation for professionalism, discretion, and an unwavering commitment to putting my clients first. Today, I bring that same level of excellence to the Florida Keys, where luxury meets paradise.

“My clients’ priorities are my number one focus,” I often say. Real estate, to me, isn’t just about buying or selling a home — it’s about curating an extraordinary lifestyle, whether that means a waterfront retreat, an elegant island estate, or an investment in paradise.

Since my first visit in 2002, Islamorada has been my sanctuary, and now I’m honored to help others make it their home. For those seeking privacy, sophistication, and the very best the Keys have to offer, I look forward to welcoming you to a life of true luxury in paradise.

Why Work With Kristin

The Power Of Experience
Kristin Herold brings a wealth of real estate expertise shaped in Los Angeles, one of the most competitive luxury markets in the world. Having represented elite clients and navigated high-stakes transactions, she delivers a level of professionalism, discretion, and precision that sets her apart in the Florida Keys. Her experience ensures clients receive world-class representation with every move.
The Advantage Of Local Insight
Since first visiting Islamorada in 2002, Kristin has cultivated a deep connection to the community and its unique lifestyle. Now a proud resident, she combines her insider knowledge of the Keys with her global perspective from Los Angeles, offering clients unmatched guidance. Whether buying a waterfront estate or selling an island retreat, Kristin’s expertise ensures opportunities are maximized and expectations exceeded.
The Standard Of Excellence
Kristin is committed to delivering a seamless, stress-free experience defined by trust, discretion, and results. Her proven ability to prioritize client needs, paired with a reputation for integrity and service, makes her the trusted choice for those seeking luxury real estate in Islamorada. For discerning clients, Kristin offers more than representation — she offers peace of mind and the promise of excellence.

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Discover the most coveted communities in Islamorada, from exclusive waterfront estates to elegant island retreats. With Kristin Herold’s local insight and luxury expertise, finding your perfect Islamorada home becomes a seamless and sophisticated experience.

What My Clients Are Saying

Kristin Herold’s remarkable real estate skills are demonstrated effectively throughout the listing for each home she represents or a buyer’s purchase she pursues. From relocating from the Beverly Hills reals estate market to the Florida Keys, Kristin’s knowledge is exceptional. Her opinion on purchasing or selling a home is highly valued and beneficial. She has […] TL Barken
Kristen,what a joy it was working with you,And still as we pursue other avenues,The consistency of your delivery is unmatched,Your dedication to your kraft is a testimony to your nature,willing to show a property at a drop of a dime.something you just do not see in any field today,looking forward to more deals in the […] Johnny Saggio
Kristin is an exceptional agent and an absolute pleasure to work with. We’ve worked together on several transactions, and every time she has been extremely attentive, responsive, and fully committed to her clients. She works hard, communicates clearly, and stays on top of every detail from start to finish. What really stands out is how […] Anthony Pallaria
Kristin was great, very attentive to me. And she was very corteous to me. Francine Wagner
We’ve been extremely impressed with the amount of effort our listing broker, Kristin Herold put into preparing our home for market. Nothing was left to chance, and I mean nothing — “let’s take care of anything and everything now so that when that very special person enters the home and begins casting off the vibes […] Duncan McIntosh

Compassion Beyond Real Estate

Compassion Beyond Real Estate

Beyond real estate, Kristin Herold is passionate about giving back — especially through her work in dog rescue. She believes every animal deserves safety, care, and a loving home, and she actively supports rescue efforts that make this possible. For Kristin, philanthropy is about compassion in action, whether it’s guiding clients to their dream home or helping a rescue dog find one of their own.

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