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Meet Your Team The Patrick Dearborn Team

The Patrick Dearborn Team

Welcome!

The Patrick Dearborn Team

Board of Directors member, Greater Naples Fire Commissioner, Collier County Planning Commissioner, TOP producer and one of the most respected-well known Realtors in Naples, Patrick has assisted his clients on almost a BILLION Dollars of Real Estate transactions. He is consistently recognized as one of the very best at John R. Wood Properties and throughout Naples since 2005.

Patrick’s professional background can be traced back to his service for our country where he served honorably in the US ARMY – 82nd AIRBORNE Division. He was awarded the Army’s Good Conduct Medal and the US Army Achievement Award for superior service above and beyond the call of duty. He has taken the meaning of these awards and applied it to his life and the way he conducts his Real Estate business. His wife Lisa and son Cooper all enjoy what Patrick calls “The Naples Lifestyle.” And always ask the question : #YRUNotHere?!

Patrick’s involvement in the community as a current fire commissioner and a past planning commissioner as well as his support in many of Naples’ charity events allows him to provide a unique point of view of the inner workings of Naples.  This and his real estate expertise are what gives him the edge amongst his competition.

Patrick attributes most of his real estate success to his rock-solid team. “I am so blessed to have amazing individuals who each offer such unique expertise and skills that our clients truly appreciate (We call it the ‘Patrick Dearborn Team Difference’!) The support they provide me, and our clients on a daily basis is unmatched.” in our industry!

Bring your HIGHEST expectations to Patrick and his amazing team!

  • Board of Directors – John R. Wood Properties 2011-current
  • Inducted into the John R Wood Hall of Fame
  • Greater Naples Fire Commissioner 2023-current
  • Collier County Planning Commissioner 2016-2020
  • Veteran U.S. Army 82nd Airborne
  • Coach, FBA Football 2016-2020
  • 5 Star Award Recipient (Top Realtor’s in Naples) – Gulfshore Life Magazine
  • Top 10 Realtors Company Wide – John R. Wood Properties 2011-current
3255 Tamiami Trail North
Naples, FL 34103 Office: 239-261-6622 Mobile: 239-877-4340 pdearborn@johnrwood.com
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What makes John R. Wood Properties
world class

Agents

850+

Offices

21

Total Sales Volume

$4B+

the unrivaled leader in real estate

Testimonials

We have bought and sold several properties over the years, and working with Kara in Windstar was truly exceptional. Because we were out of town much of the time, she represented us at inspections, [...]

22 February 2026

Working with Kara was truly a great experience. Even in today’s tough market, she went above and beyond to market our property and get it SOLD. Since we were out of the state, Kara handled everything [...]

27 August 2025

Lisa and Patrick Dearborn are world class professionals and they work very hard on behalf of the buyer. They are friendly, supportive and compassionate people who obviously love what they do and we [...]

01 August 2025

Kara possesses a unique combination of skillsets in marketing, interpersonal skills, sales techniques, organization and transparency. She is the epitome of a master agent. We can't say enough good [...]

22 July 2025

Kara is a pleasure to work with....ZERO HESITATION in recommending her!

22 July 2025

It was an excellent experience working with Jay and Patrick. Excellent communication and they handled any and all situations. Great experience working with these two men.Would highly recommend!!!!

13 July 2025

As a broker with Premier Sotheby's out of state, I certainly could have chosen a local Premier Sotheby’s agent to list my home in Windstar on Naples Bay. But after reading Kara's outstanding reviews [...]

03 June 2025

If you need to buy or sell anything in Naples, Kara Heaslip is your girl, especially if you are living in The Bayshore Arts District or Windstar on Naples Bay, she is the ultimate expert. There is no [...]

03 June 2025

Kara did a fantastic job throughout and was a delight to work with. She was very professional and responsive and made the whole transaction experience smooth and low-stress. I hope I have the [...]

31 May 2025

The Dearborn Team was absolutely fantastic! Lisa & Patrick were professional and attentive to all our questions and requests. They made the transaction easy and stress free providing the background [...]

27 May 2025
All Testimonials

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