Naples Luxury Real Estate
Private, precise guidance for waterfront, golf, and beachfront homes across Naples and Southwest Florida.
Jeremy O’Guinn is a Broker Associate and Certified Negotiation Expert with Downing-Frye Realty, representing buyers and sellers of luxury, waterfront, and golf community homes in Naples, Bonita Springs, Marco Island, and Estero, Florida, with more than 18 years of local experience.
A Calm, Data-First Approach to Naples Real Estate
Pricing, negotiation, and discretion for Naples buyers and sellers
Precision Pricing
Guidance grounded in current Naples sales, not national models that miss waterfront exposure, seasonal demand, and community dynamics in neighborhoods from Port Royal and Aqualane Shores to Pelican Bay and Vanderbilt Beach.
Strategic Negotiation
Calm, methodical advocacy built on the Certified Negotiation Expert framework, protecting your price, terms, and net proceeds at every stage of the transaction.
Discretion
Privacy-forward representation when confidentiality matters, for high-value sellers and buyers who prefer to limit public exposure while still reaching qualified buyers.
New Naples Listings, Updated Daily
See the newest homes for sale in Naples, sorted by listing date and pulled directly from the MLS.
Naples Neighborhoods Worth Knowing
Beachfront, golf, and waterfront communities in Naples, Florida
Find Your Naples Lifestyle
Naples waterfront, golf, beach, estate, and gated community homes
Eighteen Years Advising Naples Buyers and Sellers
Broker Associate · Certified Negotiation Expert · Downing-Frye Realty
Jeremy O’Guinn has been licensed in Florida since 2008 and holds a broker’s license and the Certified Negotiation Expert designation. His practice centers on luxury, waterfront, and golf community properties from Naples to Marco Island, with a calm, data-first approach to pricing and negotiation.
- Licensed Florida real estate broker since 2010
- Certified Negotiation Expert (CNE)
- Office at 8950 Fontana Del Sol Way, Naples, FL 34109
What Clients Say About Working With Jeremy
Naples real estate reviews from buyers and sellers
“Jeremy was professional, responsive, and made the entire process feel seamless from start to finish.”
“We always felt informed and supported. Jeremy brought a calm, confident approach that made a stressful process much easier.”
“Jeremy was knowledgeable, strategic, and easy to work with. His communication and follow through stood out from day one.”
“Selling from out of state could have been difficult, but Jeremy handled the details beautifully and kept everything moving.”
“Jeremy went above and beyond for our family and stayed steady even when the transaction became complicated.”
“He was prompt, courteous, and consistently professional. We felt well advised throughout the entire process.”
“Jeremy presented our property beautifully and used a polished, thoughtful marketing approach that gave us confidence right away.”
“Jeremy kept his word on communication and delivered clear advice at every stage. We always knew where things stood.”
“Coming from a distance, we needed someone we could trust. Jeremy helped us stay informed, focused, and confident.”
Swipe for more reviews
Naples Real Estate FAQ
Buying and selling homes in Naples and Southwest Florida
What areas does Jeremy serve?
Jeremy O’Guinn serves Naples, Bonita Springs, Marco Island, Estero, Fort Myers Beach, Sanibel, and Captiva, with a focus on luxury, waterfront, and golf community properties.
Does Jeremy represent both buyers and sellers?
Yes. Jeremy represents both buyers and sellers throughout Naples and Southwest Florida. Buyers receive objective guidance, local market insight, and careful negotiation. Sellers receive accurate pricing, strong marketing, and steady advocacy from listing through closing.
What makes Naples luxury real estate difficult to price?
Value depends on details automated tools miss: Gulf access and bridge clearance, water views, flood zone, community amenities, and seasonal demand. Pricing here starts from current local sales, not national models.
How does Jeremy market a Naples home for sale?
Every listing receives professional photography and video, targeted social media advertising, open houses, and a printed property book for buyers to take home. Condominium listings also include outreach to other owners in the building, and listings can include an interactive AI Property Companion for buyers.
Which Naples communities are best for golf?
It depends on membership style. Mediterra, Grey Oaks, Quail West, and Talis Park are private clubs with different membership structures, while communities like Pelican Marsh offer optional memberships.
Can I sell my Naples home privately?
Yes. Privacy-forward strategies can limit public exposure while still reaching qualified buyers, which suits many high-value sellers.
How does the process work when buying from out of state?
Most steps can be handled remotely, including video tours, electronic signing, and remote closing, with local inspections and walk-throughs coordinated on your behalf.
What is the best first step?
Request a confidential home value or book a free 15-minute consultation to talk through timing and strategy with no obligation.
The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.