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

560 9th AVE S, Naples $6,250,000

Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128' x 150' lot offers a rare ...

4 Beds
4 Baths
226031870 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
226031758 MLS

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

One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf an...

4 Beds
5.5 Baths
226031431 MLS

774 S GOLF DR, Naples $14,500,000

Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmans...

5 Beds
6.5 Baths
226031429 MLS

909 10th AVE S, Naples $5,195,000

In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South...

3 Beds
4.5 Baths
226031441 MLS

570 2nd AVE N, Naples $6,100,000

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 c...

4 Beds
3.5 Baths
226031446 MLS

645 Broad AVE S, Naples $4,599,000

Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and mome...

3 Beds
3.5 Baths
226031335 MLS

1140 8th ST S, Naples $6,795,000

This exemplary home in a walk-to-beach-and-town location lives like brand new and is beautifully maintained. Built by Provident Beach Houses, this elegant home was featur...

5 Beds
5.5 Baths
226029571 MLS

40 5th AVE S, Naples $13,500,000

Everyone Stops to Take a Picture. There are homes you walk past—and then there are homes that make you stop. Just one house from the beach in the heart of downtown ...

5 Beds
6.5 Baths
226029919 MLS

888 10th AVE S, Naples $4,750,000

Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to th...

5 Beds
5.5 Baths
226025231 MLS

742 11th AVE S, Naples $6,300,000

TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offers a rare opportunity...

4 Beds
5.5 Baths
226024974 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

1100 Gulf Shore BLVD S, Naples $25,000,000

One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to own a newly constructed estate on one of Olde Naples’ most covete...

6 Beds
7.5 Baths
226022104 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 $9,750,000 ▼

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

912 9th AVE S, Naples $4,950,000 ▼

(PRICE DECREASE 09/03/26: $5,195,000 - > $4,950,000) || Accented by the warm tones of morning-lit palms, this 2016 West Indies-style home by Jeff Harrell and Associates...

4 Beds
4.5 Baths
226014208 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

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

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

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

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

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

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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.