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725 2nd Naples

List Price:  $3,695,000

Beauty, sophistication & elegance embrace each other in this truly exquisite and one-of-a-kind property in Olde Naples less than 1000ft from the beach! A recent complete remodel of this 3bed/3bath (all en-suite) reveals tons…

Details

Courtesy of Waterfront Realty Group Inc

570 2nd Naples

List Price:  $6,555,000

Four blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and…

Details

Courtesy of Douglas Elliman Florida, LLC

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

584 Banyan Naples

List Price:  $18,500,000

Vista Lago. On a prized southern-facing waterfront estate lot, this newly constructed, custom-curated home offers unmatched luxury, two blocks from Gulf beaches and the anticipated Naples Four Seasons Resort, capturing sweeping panoramic views across tranquil…

Details

Courtesy of Premier Sotheby's Int'l Realty

1100 3rd Naples

List Price:  $1,495,000

Tucked away in a quiet, four-residence enclave, this beautifully reimagined top-floor 2 bedroom, 2 full bath home places you at the center of everything Olde Naples has to offer—just a short stroll to the beach,…

Details

Courtesy of John R Wood Properties

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:  $24,995

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:  $3,500,000

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…

Details

Courtesy of Gulf Coast International Prop

1963 Gulf Shore Naples

List Price:  $22,500,000

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…

Details

Courtesy of John R Wood Properties

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