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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…

Details

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…

Details

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…

Details

Courtesy of Douglas Elliman Florida,LLC

739 5th Naples

List Price:  $7,500,000

This 2022 custom-built home in Old Naples offers the perfect blend of luxury and resilience in an unbeatable location—just steps from NCH Baker Hospital, 5th Avenue South, and the beach. Transitional cottage-style residence with nearly 5,000…

Details

Courtesy of Waterfront Realty Group Inc

739 5th Naples

Rental Price:  $15,000

Nestled in prestigious and highly sought-after Old Naples, this exceptional five bedroom, five and a half bath residence offers the ultimate in coastal luxury. Spanning over 5,800 square feet of thoughtfully designed living space—including a…

Details

Courtesy of Gulf Coast International Lux R

590 Lake Naples

Rental Price:  $26,500

LAKE VIEWS! Enjoy Olde Naples at its best! Wonderful 4 bedroom, 3 bath, pool/spa home, sits on a quiet lake just off 5th Avenue South. Walk to fine restaurants, shops and galleries plus 4 blocks…

Details

Courtesy of Royal Shell Real Estate, Inc.

275 Gulf Shore Naples

List Price:  $39,000,000

Discover the exceptional opportunity to design and build a custom beachfront residence on this expansive Gulf-front property featuring approximately 190 feet of beach frontage—one of the most significant parcels in the heart of Old Naples.…

Details

Courtesy of William Raveis Real Estate

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