Jeremy O'Guinn

Downing-Frye Realty, Inc.

Looking to sell your property, buy a new home, or just need some expert real estate advice?

About
I’m Jeremy O’Guinn, a Broker Associate and Certified Negotiation Expert with Downing-Frye Realty. As a Florida native and Naples real estate professional since 2008, I’ve helped clients successfully navigate more than 250 transactions throughout Naples, Bonita Springs, Estero, and surrounding Southwest Florida communities.

I represent both buyers and sellers, with particular experience in luxury homes, condominiums, waterfront properties, seasonal residences, relocation, and investment properties. My approach is calm, responsive, and data-driven. I take the time to understand each client’s priorities, provide honest local insight, and negotiate strategically without pressure. Whether you are buying or selling, my goal is to help you make a well-informed decision and provide steady guidance from our first conversation through closing.
Highlights *
12
Recent sales
$365K-$6M
Price range
$800K
Median price
18
Years experience

Recent Listings & Sales

Address Sold Date Sold Price Represented
4191 Sawgrass Point Dr #203
Bonita Springs, FL 34134
3/23/2026 $365,000 Buyer
3093 Futuna Ln
Naples, FL 34119
12/30/2025 $455,000 Seller
820 102nd Ave N
Naples, FL 34108
7/11/2025 $875,000 Seller
85 Shores Ave
Naples, FL 34110
6/30/2025 $800,000 Seller
744 Wiggins Bay Dr #12R
Naples, FL 34110
1/28/2025 $610,000 Buyer

Ratings & Reviews
5.0 (90)

Liza Pistorio
Bonita Springs, FL - Jan 8, 2026

My husband and I highly recommend Jeremy O’Guinn with Downing-Frye Realty, Inc. Jeremy is top notch and goes out of his way to make your buying experience as seamless as possible. He is extremely polite, personable and a wealth of knowledge. His effectiveness in obtaining information and documentation immediately upon your request far exceeds any other realtors we have worked with in the past 2 years. Jeremy’s attention to detail, and his follow-up is exceptional. We were out of town and wanted to see a few homes and Jeremy was so kind to take videos of the neighborhood and the homes we were interested in. He went out of his way each time to accommodate us. We ended up purchasing one of the homes Jeremy video tapped for us while we were still out of town. We feel as if we’ve know Jeremy for many years and it’s only been a few months, he welcomes you and makes you feel comfortable and assist you no matter the situation. Not only is Jeremy an exceptional Realtor, but we feel he is a dear friend. We can’t thank Jeremy enough for all he has done to find our lovely Florida home. We owe it all to Jeremy. Thank you.

Source: Google

Gay Ferris
Naples, FL - Apr 1, 2025

Jeremy was wonderful to work with. He worked with my family members previously. Based on their experiences, I felt very comfortable working with him. He made good use of my time by showing me homes within my purchasing guidelines. I feel Jeremy is honest, kind and respectful. I love my new home!

Source: Google

Brooke Taylor
Punta Gorda, FL - May 23, 2022

Jeremy was amazing to work with. He is very professional, quick to respond, and personable as well. He was always able to move his schedule around to be a available for us. In this competitive market he helped us buy our dream home for our family of six. He helped the whole process go smoothly. He is very knowledgeable and experienced. The best part was after we purchased our home and no longer needed an agent, we had gained a friend. We love Jeremy and recommend him to anyone who is looking to buy or sell!

Source: Zillow

Pam Monteiro
Bonita Springs, FL - May 11, 2022

Jeremy was a fantastic agent to work with. I would give him more than 5 stars if I could! He was knowledgeable, prompt in his responses, courteous and professional. He was NOT "pushy", which I appreciated. I would definitely work with Jeremy again and recommend him to anyone in the market either to buy or sell.

Source: Zillow

Michael Bauer
Naples, FL - Aug 4, 2021

We were quite concerned about the logistics of selling our condominium in Naples, Florida, in that we are residents of New Jersey, and hadn’t been to Naples since the outbreak of COVID. As a result, we reached out to several real estate agents and were very pleased with the expertise that Jeremy O’Guinn demonstrated regarding the Naples real estate market. From the get-go, Jeremy did an excellent job in marketing our condominium through an aggressive online marketing strategy that included first class photos accompanied by a property video tour, a custom website for our home, and placement on leading real estate and local brokerage websites in the Naples area. The result of these efforts is our condo sold in just three days at above our asking price. While obviously this was very important, what made Jeremy really stand out in our mind was how he went out of his way to assist us in handling the contents of our Naples condo being that we reside over a thousand miles away. Besides prepping the home for the photo shoot, Jeremy made frequent trips to the home to ensure that the condo remained safe, while gathering up those items that we wished to have shipped to New Jersey. In this regard, Jeremy worked with us in identifying the items we wished to have sent to New Jersey, while disposing of those items that we requested. He then single-handedly packed up the items we had requested, and shipped the contents to our home in New Jersey. Needless to say based on the very favorable experience we had with Jeremy, I would heartily recommend he be considered for anyone wishing to buy or sell real estate in the Naples area.

Source: Zillow

Professional Info

Brokerage

Downing-Frye Realty, Inc.
8950 Fontana Del Sol Way 100
Naples, FL 34109

Licensed

Licensed REALTOR®
FL BK3214577

Awards

  • Consistent Platinum Award Winner

Specialties

  • Age-restricted communities
  • First-time buyers
  • Flipping & rehab
  • Foreclosures & Short sales
  • Investment & property management
  • Luxury properties
  • Recreation & Vacation
  • Relocation

Designations

  • CNE

Hobbies

  • Arts & Crafts
  • Cars & Automobiles
  • Entertaining
  • Family
  • Fitness & Exercise
  • Food & Cooking
  • Health & Wellness
  • Music
  • Outdoor Activities
  • Sports
  • Technology
  • Television & Film
  • Travel

Education

Florida State University
Bachelor’s Degree, Business Psychology
2000 - 2005

* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.