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Meet Jason

With a deep appreciation for the beauty, lifestyle, and coastal elegance of Naples, FL, Jason Armstead has built a reputation as a trusted real estate professional known for exceptional service, market expertise, and genuine client relationships. His approach blends local insight with a modern, strategic perspective—allowing buyers and sellers to make confident decisions in one of Florida’s most desirable markets.

Born with a passion for architecture, design, and community development, Jason naturally gravitated toward real estate early in his career. Over the years, he has developed an extensive understanding of Naples’ unique neighborhoods—from its pristine beachfront communities and boating enclaves to its golf course estates and luxury high-rises. His clients value his ability to translate market data into clear, actionable guidance and to identify opportunities that perfectly match their lifestyle and long-term goals.

Proven Results You Can Trust

30

Average Days on Market

15+

Years of Experience

50+

Luxury Listings

20+

Market Coverage

$2.5B+

Homes Sold

300+

Satisfied Clients

Testimonials

Jim & Lisa R.

Jim & Lisa R.

Jason was outstanding during the process of finding our home. He found out what we were looking for and showed us several properties until we found the home we were looking for. After we purchased the home, his expertise and kn...
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Buyer

Buyer

I moved to FL from out of State, and Jason was so helpful and knowledgeable about everything! He also knew I had some specific requirements for my home, and ensured all of my needs were met. He is delightful to work with and wo...
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Seller

Seller

Jason knows this market. He continues to stay on top of this ever-changing market as well. All of his suggestions were spot on. Our trust in Jason made for a very lucrative transaction. Any question we had, he was quick to get ...
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Seller

Seller

We were blessed to have Jason to help us sell our house. He guided us all the way through the process. He was honest and straightforward from the beginning and always there communicating with us, answering all our questions, an...
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Judith P.

Judith P.

We were referred to Jason Armstead through a home inquiry on Zillow. Boy, were we lucky! From “Day One,” Jason was responsive, moved quickly to get us to see homes, and gave us great information to better understand the current...
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Keith F.

Keith F.

Jason helped more than I ever expected. I had never bought and sold any properties before, and I had no idea how complicated the process was. I can't imagine I could have pulled this off without Jason. His patience with me whil...
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Roseann S.

Roseann S.

Absolutely professional and wonderful realtor! Transparent, patient, and fantastic! Diligence and office are absolutely fantastic!
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Nancy K.

Nancy K.

Jason helped us find our new home in Naples! He maintained a great long-distance relationship, acting with integrity and responsibility throughout our negotiations. He is the best combination of calm and kind while being dogged...
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Brian P.

Brian P.

Jason has done an incredible job as our real estate agent. He researched and found listings for the homes that met our requirements and more. We intended to look for a home for several weeks, and we found one in just a few days...
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Teri M.

Teri M.

I had been searching for real estate listings from the SW Florida RE website on my own. Jason contacted me to ask if I needed any assistance, and he was able to help us find the perfect place. He was always quick to answer our ...
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Exceptional Service, Every Step

With Jason, you’re never just a transaction. He prioritizes your needs, understands your ambitions, and works tirelessly to deliver outstanding results.

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