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

356 11th AVE S, Naples $5,990,000

Step into a rare piece of Naples history with this exquisitely renovated coastal cottage, once owned by legendary interior designer Albert Hadley. As co-founder of the ic...

4 Beds
3 Baths
226025317 MLS

55 13th AVE S, Naples $22,995,000

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The...

6 Beds
6.5 Baths
226024712 MLS

32 6th ST S, Naples $4,995,000

On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from the pristine Gulf beaches and the a...

3 Beds
3.5 Baths
226022088 MLS

950 8th ST S, Naples $6,495,000

Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed...

5 Beds
4.5 Baths
226020603 MLS

160 Broad AVE S, Naples $12,000,000

One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South...

4 Beds
5.5 Baths
226019430 MLS

61 12th AVE S, Naples $6,450,000 ▼

PRICED AT LAND VALUE! LOWEST PRICED LISTING ON THE BEACH BLOCK IN ALL OF OLDE NAPLES — (Optional 50’ boat slip at the Cove Inn available for purchase with the property.) ...

4 Beds
4.5 Baths
226019479 MLS

912 9th AVE S, Naples $5,195,000

Accented with the color of morning-lit palms, this 2016 West Indies style home by Jeff Harrell and Associates offers a modern touch to the classic Naples charm. Located i...

4 Beds
4.5 Baths
226014208 MLS

180 7th AVE S, Naples $6,995,000 ▼

Old Florida charm meets modern sophistication in this beautifully updated Old Naples residence, located just over a block to the beach and 2 blocks to Fifth Avenue South....

3 Beds
4.5 Baths
226019201 MLS

23 6TH AVE N, Naples $27,900,000

Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance....

6 Beds
5.5 Baths
226018147 MLS

685 2nd ST S, Naples $8,350,000

Perfectly positioned on a coveted corner of 2nd Street South and 7th Avenue South, this exceptional Olde Naples estate captures the essence of timeless coastal elegance p...

5 Beds
5.5 Baths
226017504 MLS

545 13th AVE S, Naples $6,495,000

Discover an exquisite retreat in the heart of Olde Naples, just 2.5 blocks from 3rd Street South, featuring some of Naples’ most desirable shopping and dining experiences...

4 Beds
5.5 Baths
226017050 MLS

493 8th AVE S, Naples $9,950,000

Experience the epitome of luxury living in this exceptional new construction home, perfectly situated in the heart of Olde Naples. Crafted by Refined Builders, this remar...

4 Beds
5.5 Baths
226016685 MLS

660 8th AVE S, Naples $3,295,000

Ideally located in the heart of Olde Naples, this beautifully renovated five-bedroom, four-bath Key West–style residence offers an exceptional blend of coastal charm and ...

5 Beds
4 Baths
226014758 MLS

264 8th AVE S, Naples $13,995,000

Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultima...

5 Beds
6.5 Baths
226013404 MLS

740 5th AVE N, Naples $2,995,000

This charming coastal cottage offers an unbeatable location just moments from the beach and the world-class dining and shopping of 5th Avenue South. Embrace the quinte...

3 Beds
3 Baths
226014803 MLS

778 Broad CT S, Naples $2,593,000 ▼

Prime Olde Naples homesite on a quiet Broad Ct S street, offering southern rear exposure and desirable "high and dry" X500 elevation. This 74’ x 115’ interior lot provide...

3 Beds
3 Baths
226014309 MLS

1355 4th ST S, Naples $6,495,000 ▼

Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property inc...

4 Beds
5.5 Baths
226011370 MLS

200 S Golf DR, Naples $6,950,000

One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. One of the few Old Na...

4 Beds
4.5 Baths
226011149 MLS

560 9th AVE S, Naples $6,250,000 ▼

Exceptional Redevelopment Opportunity in the Heart of Downtown Olde Naples. Enjoy pleasant views, a premier Olde Naples location, and the option to create a remarkable e...

4 Beds
4 Baths
226009255 MLS

901 10th AVE S, Naples $4,900,000 ▼

Ideally positioned on a sun-filled corner lot in the heart of Old Naples, this exceptional 2020-built residence blends timeless coastal elegance with thoughtful modern de...

4 Beds
4.5 Baths
226009201 MLS

2080 Gordon DR, Naples $6,900,000

In the private, gated enclave of Gordon Drive Estates a mere three doors from the sugar sand coastline, lies this meticulously maintained, custom home enveloped by lush, ...

3 Beds
3.5 Baths
225075505 MLS

135 7th ST N, Naples $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 I...

4 Beds
5 Baths
225071448 MLS

1963 Gulf Shore BLVD S, Naples $17,995,000 ▼

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, span...

6 Beds
7.5 Baths
226005600 MLS

739 5th AVE N, Naples $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...

5 Beds
8.5 Baths
226005784 MLS

835 11TH AVE S, Naples $8,995,000

Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship w...

4 Beds
5.5 Baths
226004868 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.