365 5th AVE S Unit 307, Naples
Old Naples Florida Real Estate and Homes for Sale
Old Naples is the most historic and walkable luxury neighbourhood in Naples, Florida, situated between Third Street South to the south and Fifth Avenue South to the north, bordered by the Gulf of Mexico to the west. The neighbourhood is characterised by tree-lined streets, a mix of historic Florida bungalows, renovated estates, and newer custom construction, and a walkability to beaches, dining, and culture that no other Naples neighbourhood can match. Old Naples is consistently one of Florida's most sought-after addresses, recognised for its charm, its proximity to the Naples Pier and Gulf beaches, and its position as the original heart of the Naples community.
Naples Nest is led by Jeremy O'Guinn, a Broker Associate and Certified Negotiation Expert (CNE) with more than 18 years of Southwest Florida real estate experience, providing data-driven guidance to buyers and sellers throughout Old Naples.
Key Facts About Old Naples Florida
What Makes Old Naples Unlike Any Other Naples Neighbourhood
Old Naples is the only Naples neighbourhood where luxury real estate and genuine walkability coexist at a premium level. Buyers can walk to the Gulf, the Naples Pier, Fifth Avenue South restaurants, Third Street South galleries and boutiques, and the Naples Botanical Garden vicinity, all within a few blocks. This level of walkability in a luxury setting is simply not available anywhere else in Southwest Florida at comparable quality. It is the defining reason Old Naples commands a sustained premium and consistently attracts buyers who have lived in great walkable cities and refuse to give that up.
Old Naples Property Types: Bungalows, Estates, and New Construction
Old Naples is exclusively single-family residential, with a mix of three distinct property categories. Historic bungalows from the 1940s through the 1960s represent the neighbourhood's architectural heritage and are often purchased for land value and renovation. Renovated mid-century homes and extensively updated estates occupy the middle market. Newer custom luxury construction on infill lots represents the top of the market. Pricing is driven by lot size, proximity to the Gulf, renovation completeness, and whether the property is positioned as land-value, renovation candidate, or turnkey luxury.
How Old Naples Compares to Aqualane Shores and Port Royal
Old Naples, Aqualane Shores, and Port Royal form the three-neighbourhood coastal cluster that defines the pinnacle of Naples real estate. Old Naples has the highest walkability and strongest neighbourhood character but limited deepwater boating access. Aqualane Shores offers deepwater canals with direct Gulf access immediately south of Old Naples at comparable walkability. Port Royal, south of Aqualane Shores, commands the highest prices in Naples with the largest lots and premier Gulf and Naples Bay frontage. Buyers evaluating this cluster typically weigh walkability vs boating access vs lot scale as their primary decision variables.
| Neighbourhood | Walkability | Deepwater Boating | Price Tier |
|---|---|---|---|
| Old Naples | Highest in Naples | Limited | Ultra-luxury |
| Aqualane Shores | High, 5th Ave walkable | Yes, no fixed bridges | Ultra-luxury |
| Port Royal | Moderate | Yes, premier Gulf and bay | Highest in Naples |
Old Naples Florida: Frequently Asked Questions
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Speak With an Old Naples Real Estate Specialist
Jeremy O'Guinn is a Broker Associate and CNE with 18+ years of Southwest Florida experience and deep knowledge of the Old Naples market.
Available Homes for Sale in Old Naples
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.