Olde Naples Homes for Sale – Luxury Living in Downtown Naples

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Olde Naples is the heart of Naples, Florida, perfectly positioned between U.S. 41 and the Gulf of Mexico. This historic and prestigious neighborhood is defined by Fifth Avenue South and Third Street South, two of Naples’ most iconic avenues filled with upscale shopping, fine dining, and vibrant coastal charm.

A Coveted Downtown Naples Address

Living in Olde Naples means being within walking or biking distance to the beach, Naples Pier, and the best of downtown life. The combination of seaside tranquility and urban sophistication makes this one of the most desirable communities in Southwest Florida.

Olde Naples Homes – From Beach Cottages to Modern Mansions

Olde Naples homes for sale offer a unique blend of architectural styles and eras — from classic Old-Florida cottages shaded by palms to newly constructed modern luxury estates. Many homes feature:

Spacious open-concept floor plans
Private pools and tropical landscaping
Large lanais and outdoor entertaining spaces
Proximity to the beach and downtown attractions

Buyers can find both historic charm and contemporary elegance, often on tree-lined streets just steps from the Gulf of America.

Why Buyers Love Olde Naples

Unmatched location near Fifth Avenue South & Third Street South
Walkable, beachside lifestyle
High-value properties in Naples’ most exclusive zip code
Vibrant culture surrounded by art, dining, and leisure

Whether you’re seeking a cozy beach cottage, a luxury estate, or a seasonal retreat, Olde Naples offers timeless appeal and exceptional investment potential.

View all homes for sale in Olde and Downtown Naples below, or contact us today for more information or to schedule a private showing of available properties.

Olde Naples Homes - Newest Listings

30 3rd AVE S, Naples $29,500,000 ▼

An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an...

6 Beds
5.5 Baths
226001239 MLS

140 3rd AVE S, Naples $12,500,000 ▼

A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of re...

5 Beds
7.5 Baths
226002046 MLS

405 7TH AVE N, Naples $6,950,000

Just steps from the Gulf, this exceptional coastal contemporary residence offers the perfect blend of refined style and relaxed Naples living. Designed through the collab...

4 Beds
4.5 Baths
225077814 MLS

1441 Gulf Shore BLVD S, Naples $9,900,000 ▼

One block from the beach and two blocks from the fine dining and boutiques of historic Third Street South. An exceptional all-concrete custom home crafted by Grand Bay De...

5 Beds
5.5 Baths
225078983 MLS

349 2nd AVE N, Naples $10,999,000 ▼

This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated R...

4 Beds
5.5 Baths
225077098 MLS

285 Central AVE, Naples $17,950,000

Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney...

5 Beds
7.5 Baths
225073939 MLS

273 10th AVE S, Naples $11,995,000 ▼

Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the he...

5 Beds
6.5 Baths
225068377 MLS

1160 8th ST S, Naples $4,950,000 ▼

One or more photo(s) has been virtually staged, AI generated or rendered. Price significantly reduced and now priced to sell. Offering nearly 6,000 square feet of luxuri...

6 Beds
4.5 Baths
225064774 MLS

581 14th AVE S, Naples $10,499,000 ▼

A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples re...

4 Beds
6.5 Baths
225056392 MLS

71 18th AVE S, Naples $44,000,000

No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinna...

6 Beds
4 Baths
224039753 MLS

690 7th AVE N, Naples $10,895,000 ▼

Newly constructed Olde Naples cottage w 4,998 sf of living, southern exposure, built by award winning Calusa Construction. Interiors by award winning deClare Interiors. O...

5 Beds
7.5 Baths
224028308 MLS

626 S Golf DR, Naples $12,995,000 ▼

Just completed, this new home in Olde Naples with southern exposure is located just blocks to gulf beaches and the future Four Seasons Resort. Designed by Falconer Jones ...

6 Beds
6.5 Baths
223075606 MLS

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Olde Naples - Quick Facts

- Olde or Downtown Naples. The heart of Naples, FL.
- Around Fifth Avenue S, Third Street S and the Gulf of Mexico.
- Constructions from early 1920s to 21st century.