Old Naples Luxury Condos and Villas for Sale
Experience the charm of Olde Naples at Villa Avellino! Ideally located just moments from the renowned shops and restaurants of Third Street South, this spacious 3-bedroom...
- 3 Beds
- 4 Baths
- 226039157 MLS
- Villa Avellino Bldg.
Courtesy of John R Wood Properties.
Live in the heart of Fifth Avenue South, where Naples' celebrated dining, upscale boutiques and vibrant downtown atmosphere are just outside your door. Perfectly position...
- 2 Beds
- 2 Baths
- 226038572 MLS
- Olde Naples Bldg.
Courtesy of Premier Sotheby's Int'l Realty.
Naples lifestyle is at its best with this updated and rarely available Hamilton Club condominium, ideally on a quiet street just three short blocks from the sandy white b...
- 3 Beds
- 2 Baths
- 226038442 MLS
- Hamilton Club Bldg.
Courtesy of Premier Sotheby's Int'l Realty.
Perfectly positioned in the heart of Old Naples, this beautifully transformed two-story villa offers an exceptional combination of privacy, sophisticated coastal style an...
- 3 Beds
- 3 Baths
- 226035212 MLS
- Royal Palm Villas Bldg.
Courtesy of William Raveis Real Estate.
Introducing Residence 205 at Stella Naples, an award-winning boutique collection of just nine signature residences in the heart of Olde Naples. Completed in 2024 and idea...
- 2 Beds
- 2 Baths
- 226034262 MLS
- Stella Naples Bldg.
Courtesy of William Raveis Real Estate.
Experience the allure of waterfront living in the highly desirable Olde Naples Seaport area. This fully furnished three-bedroom, three- bathroom residence is a true haven...
- 3 Beds
- 3 Baths
- 226031463 MLS
- Olde Naples Seaport Bldg.
Courtesy of Gulf Coast International Prop.
Sophisticated coastal living in the heart of Olde Naples, just one block north of iconic 5th Avenue South. Beautifully renovated and thoughtfully designed, this three-bed...
- 3 Beds
- 2 Baths
- 226031052 MLS
- La Majorca Bldg.
Courtesy of John R Wood Properties.
Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beaut...
- 2 Beds
- 2.5 Baths
- 226028107 MLS
- Olde Naples Bldg.
Courtesy of Gulf Coast International Prop.
Experience the very best of Olde Naples from this exceptional 3 bedroom, 3.5 bath condo at The Residences at 382, ideally positioned just off iconic Third Street South an...
- 3 Beds
- 3.5 Baths
- 226028927 MLS
- 382 Building Bldg.
Courtesy of Waterfront Realty Group Inc.
A rare opportunity to own a completely renovated residence in the heart of Old Naples, just one mile from the Gulf's white sand beaches and moments from renowned shopping...
- 3 Beds
- 3.5 Baths
- 226028473 MLS
- Victor Del Rey Bldg.
Courtesy of Premier Sotheby's Int'l Realty.
One or more photo(s) has been virtually staged, AI generated or rendered. Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overloo...
- 4 Beds
- 4.5 Baths
- 226028036 MLS
- Vela Bay Bldg.
Courtesy of John R Wood Properties.
Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal l...
- 4 Beds
- 4.5 Baths
- 226028042 MLS
- Vela Bay Bldg.
Courtesy of John R Wood Properties.
Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal l...
- 4 Beds
- 4.5 Baths
- 226028046 MLS
- Vela Bay Bldg.
Courtesy of John R Wood Properties.
This is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condomi...
- 3 Beds
- 3.5 Baths
- 226025430 MLS
- Olde Naples Bldg.
Courtesy of William Raveis Real Estate.
TOTALY RENOVATED AT THE HIGHEST STANDARD! You will LOVE this thoughtfully reimagined 2nd floor condo featuring: 3 Bedrooms and a RARE 3rd bathroom, an amazing open floor ...
- 3 Beds
- 3 Baths
- 226021821 MLS
- Barclay Bldg.
Courtesy of John R Wood Properties.
One or more photo(s) has been virtually staged, AI generated or rendered. Set directly in the heart of Fifth Avenue South, this exceptional penthouse at 505 on Fifth off...
- 2 Beds
- 2.5 Baths
- 226012328 MLS
- 505 On Fifth Bldg.
Courtesy of Premier Sotheby's Int'l Realty.
A rare opportunity in the heart of Olde Naples. Originally two residences, Units A & B have been masterfully combined into the only 3-bedroom residence in Petit Square, o...
- 3 Beds
- 3 Baths
- 226010662 MLS
- Pettit Square Bldg.
Courtesy of Compass Florida LLC. 239-273-8374
Presenting a rare Olde Naples oasis in Isla Mar. These units rarely come to market and live like a single family home. With close proximity to the beach and 3rd street sh...
- 3 Beds
- 3.5 Baths
- 226003495 MLS
- Isla Mar Bldg.
Courtesy of Compass Florida LLC.
Steps from the boutique shopping and dining of Crayton Cove and offering nearly 5,000 square feet of living space, this 2019-built townhouse is an exceptional option for ...
- 3 Beds
- 4.5 Baths
- 225081202 MLS
- Olde Naples Bldg.
Courtesy of Harbour Point Real Estate Inc..
Experience the epitome of luxury living in the heart of downtown Naples, located above Provident Jewelers on prestigious 5th Avenue. This completely remodeled unit featur...
- 2 Beds
- 2.5 Baths
- 225078901 MLS
- Olde Naples Bldg.
Courtesy of John R Wood Properties. 239-595-0097
Offering spectacular southern exposure with direct water views over Naples Bay, this private residence features soaring 10-foot ceilings, a private elevator, elegant wood...
- 3 Beds
- 3 Baths
- 225022012 MLS
- Olde Naples Bldg.
Courtesy of Downing Frye Realty Inc..
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.
Old Naples Luxury Condos for Sale
For buyers who want the Old Naples lifestyle without maintaining a house, the neighborhood's boutique condo and villa buildings offer elevators, garages and resort-style finishes a short walk from the beach and 5th Avenue South. The listings above include every active Old Naples condo, villa and townhome asking $2 million or more.
Old Naples Luxury Condo Market (November 2026)
- About 20 active listings from roughly $2 million to $7.7 million, averaging near $3.4 million.
- Typical residence: 2 to 3 bedrooms and about 1,700 to 3,000 square feet.
- Buildings range from 1990s and 2000s villa communities to new boutique residences completed in the last few years.
- Recent Old Naples condo closings included new-construction residences near 9th Street South and 8th Street South.
What Sets Old Naples Luxury Condos Apart
- Small buildings. Many have fewer than 20 residences, with private elevators or semi-private landings.
- Walkability. Most are within a few blocks of 5th Avenue South, 3rd Street South or the beach.
- Lock-and-leave living for seasonal owners, with exterior maintenance handled by the association.
Private Previews of New Luxury Listings
Some Old Naples luxury condos sell quietly or before they are widely marketed. Tell us what you want and we will reach out first.
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- All Old Naples condos | Condos under $600K
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Talk With an Old Naples Real Estate Specialist
Glen Bigness, REALTOR®
Bigness Group LLC with Premiere Plus Realty
Serving Southwest Florida buyers and sellers since 1986
Call or text 239-272-4663 or email glenbigness@gmail.com.