About Jeremy O’Guinn
Jeremy O'Guinn is a Naples-based Broker Associate and Certified Negotiation Expert (CNE) with more than 18 years of Southwest Florida real estate experience. He is the founder of Naples Nest and a member of Downing-Frye Realty, representing buyers and sellers of luxury, waterfront, and high-value homes throughout Naples, Bonita Springs, Marco Island, and surrounding communities.
Naples Nest was created to give homeowners and buyers in Southwest Florida access to clear, thoughtful real estate guidance rooted in genuine local knowledge, experience, and trust — not high-pressure sales tactics or inflated promises.
Clear Guidance, Local Knowledge, and Calm Execution
Real estate decisions in Naples often involve high stakes, limited time windows, and meaningful financial risk. Naples Nest is designed to help buyers and sellers move forward with accurate information, strong representation, and a clear strategy — whether the goal is maximizing sale proceeds, finding the right property, or simply understanding current market conditions before committing.
Providing professional real estate representation throughout Naples and Southwest Florida with experience, discretion, and deep local market expertise.
Background and Local Roots
Jeremy O'Guinn grew up in Ocala, Florida, and attended Florida State University. He relocated to Naples in 2008 and has since built a long-standing real estate practice focused on serving buyers and sellers throughout Naples and the surrounding Southwest Florida communities.
Living and working in the area for more than 18 years has provided firsthand insight into local neighborhoods, pricing trends, seasonal demand, waterfront dynamics, and buyer behavior across a wide range of communities — from Port Royal and Pelican Bay to Bonita Springs and Marco Island. This depth of local perspective allows Jeremy to guide clients with accuracy and confidence in a market where the details matter.
A Calm, Data-Driven Approach to Real Estate
Real estate transactions often carry emotional weight, financial pressure, and time-sensitive decisions. Jeremy's role is to bring clarity and structure to that process — so clients feel informed and confident rather than rushed or pressured.
Every recommendation is grounded in current local data, market trends, and firsthand Naples market experience. Pricing guidance is based on what the market actually supports, not an inflated number designed to win a listing. Communication is direct, consistent, and free from unnecessary complexity at every stage of the transaction.
Negotiation Experience and Professional Credentials
Jeremy holds the Certified Negotiation Expert (CNE) designation, reflecting advanced training in negotiation strategy, offer structuring, and contract analysis. This credential plays a critical role in protecting client interests — particularly in competitive, complex, or high-value transactions where terms matter as much as price.
He has successfully facilitated more than 200 real estate transactions in the Naples area, representing both buyers and sellers across single-family homes, condominiums, waterfront properties, and luxury estates. His approach emphasizes preparation, clear strategy, and steady execution — not reactive decision-making under pressure.
For sellers, this means a disciplined pricing and negotiation framework designed to protect net proceeds. For buyers, it means offer positioning and contract terms structured to minimize risk and protect long-term value.
Client Relationships Built on Trust and Referrals
Much of Jeremy's business comes through referrals and repeat clients — a consistent reflection of outcomes-focused representation rather than volume-driven practice. Clients frequently cite clear communication, responsiveness, and honest guidance as reasons they felt confident throughout the process.
The consistent thread across buyer and seller experiences: straightforward advice, no pressure, and steady professional leadership from first conversation through closing.
Representing Buyers and Sellers Throughout Southwest Florida
Naples Nest provides representation for buyers and sellers across a range of property types and price points — from primary residences and seasonal second homes to waterfront estates and investment properties.
Service areas include Naples, Bonita Springs, Marco Island, Estero, and Fort Myers Beach, with particular depth in luxury and waterfront communities throughout Collier and Lee counties.
- — Selling a home in Naples — pricing strategy, marketing, and negotiation
- — Buying a home in Naples — objective guidance, community insight, and offer strategy
- — Confidential home valuation — personally reviewed, not algorithm-only
Start a Thoughtful Conversation
If you are considering buying or selling in the Naples area, evaluating your options, or simply planning ahead, Jeremy welcomes the opportunity to provide guidance and answer questions without pressure or obligation.
Providing professional real estate representation throughout Naples and Southwest Florida with experience, discretion, and local market expertise.