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 *
13
Recent sales
$365K - $6M
Price range
$838K
Median price
18
Years experience

Recent Listings & Sales

Address Sold Date Sold Price Represented
3250 Cypress Glen Way #402
Naples, FL 34109
7/26/2026 Not available Seller
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

Transaction History *

Seller Deals

Total Deals
6
Total Value
$7,735,000
Median Sale Price
$800,000
Price Range
$455K - $4.98M

Buyer Deals

Total Deals
7
Total Value
$14,480,000
Median Sale Price
$1,350,000
Price Range
$365K - $6M

Sales Volume Timeline

Jeremy O'Guinn’s production volume for the past 3 year period Q4 ’23 Q4 2023 (Oct 1–Dec 31, 2023): $630K Q1 ’24 Q1 2024 (Jan 1–Mar 31, 2024): $510K Q2 ’24 Q2 2024 (Apr 1–Jun 30, 2024): $13M Q3 ’24 Q3 2024 (Jul 1–Sep 30, 2024): $5M Q4 ’24 Q4 2024 (Oct 1–Dec 31, 2024): $0 Q1 ’25 Q1 2025 (Jan 1–Mar 31, 2025): $610K Q2 ’25 Q2 2025 (Apr 1–Jun 30, 2025): $800K Q3 ’25 Q3 2025 (Jul 1–Sep 30, 2025): $875K Q4 ’25 Q4 2025 (Oct 1–Dec 31, 2025): $455K Q1 ’26 Q1 2026 (Jan 1–Mar 31, 2026): $365K Q2 ’26 Q2 2026 (Apr 1–Jun 30, 2026): $0 Q3 ’26 Q3 2026 (Jul 1–Sep 30, 2026): $0 Q4 ’26 Q4 2026 (Oct 1–Oct 29, 2026) — Partial quarter: $0 Q4 2023 Total Sales $630K Q1 2024 Total Sales $510K Q2 2024 Total Sales $13M Q3 2024 Total Sales $5M Q4 2024 Total Sales $0 Q1 2025 Total Sales $610K Q2 2025 Total Sales $800K Q3 2025 Total Sales $875K Q4 2025 Total Sales $455K Q1 2026 Total Sales $365K Q2 2026 Total Sales $0 Q3 2026 Total Sales $0 Q4 2026 Oct 1–Oct 29, 2026 Partial quarter Total Sales $0

Lighter, dashed segments indicate partial quarters. Totals include only dates within the displayed period.

Ratings & Reviews
5.0 (108)

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

flip4emu1
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

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

pammonteiro1949
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

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.