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900 5th Naples

List Price:  $1,995,000

Experience Luxury Living in Olde Naples! Step into this exquisite furnished penthouse condo, ideally situated just steps away from the vibrant 5th Avenue South. Immerse yourself in the charm of downtown Naples, with world-class dining, boutique…

Details

Courtesy of Berkshire Hathaway FL Realty

980 7th Naples

List Price:  $464,000

RARE OPPORTUNITY IN OLDE NAPLES – TURNKEY & FULLY REMODELED! Experience the ultimate Naples lifestyle in this stunning, 1st-floor residence at the gated Castleton Gardens. Perfectly situated just blocks from the world-class dining of 5th…

Details

Courtesy of Re/Max Alliance Group

187 10th Naples

List Price:  $17,999,000

Discover a one-of-a-kind new construction opportunity in the heart of Olde Naples. Located just six houses from the beach, this corner homesite offers a unique blend of modern luxury and timeless charm with alley access…

Details

Courtesy of Compass Florida LLC

339 4th Naples

Rental Price:  $14,995

Final availability: 04/07-05/31. Exquisitely renovated (11/2025) Olde Naples beach home. With soaring ceilings and boundless outdoor living spaces, this house flows exceptionally. The house is situated on a larger lot which provides a large outdoor…

Details

Courtesy of Compass Florida LLC

756 8th Naples

List Price:  $3,100,000

Timeless Old Florida charm defines this ideally located residence, positioned between the 3rd Street South and 5th Avenue South entertainment districts and just three blocks from iconic 5th Avenue South. This enchanting four bedroom plus…

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Courtesy of Gulf Coast International Prop

1963 Gulf Shore Naples

List Price:  $19,900,000

Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney…

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Courtesy of John R Wood Properties

135 7th Naples

List Price:  $6,495,000

BRAND-NEW 2026-BUILT LUXURY ESTATE, JUST COMPLETED & NOT YET LIVED IN, PERFECTLY LOCATED IN OLDE NAPLES, APPROX HALF A MILE TO WORLD CLASS BEACHES & LESS THAN 1 MILE TO ICONIC 5TH AVE WITH WORLD-CLASS…

Details

Courtesy of John R Wood Properties

25 2nd Naples

List Price:  $14,000,000

Awaken each morning to gentle Gulf breezes and the soothing rhythm of the surf in this thoughtfully designed Naples beachfront single-family residence. Tucked away at the end of a quiet lane, the home offers…

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Courtesy of Douglas Elliman Florida,LLC

255 2nd Naples

List Price:  $1,899,000

Two blocks from Naples’ renowned sugar-sand beaches and within close proximity to shopping and dining on 5th Avenue South, this updated three-bedroom, three-bath first-floor condominium offers approximately 2,000 square feet of comfortable, single-level living. The…

Details

Courtesy of Douglas Elliman Florida, LLC

900 8th Naples

Rental Price:  $5,000

Welcome to your dream rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style. Perfectly situated to enjoy all the charming amenities of Old Naples,…

Details

Courtesy of Naples Vacation Properties

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