Living in Old Naples: A Buyer’s Guide to the City’s Most Historic and Charming District

Living in Old Naples: A Buyer’s Guide to the City’s Most Historic and Charming District

  • Earls Lappin Team
  • 06/13/25

Why Buyers Are Drawn to Olde Naples

Olde Naples isn’t just a location—it’s a lifestyle. Nestled between the Gulf of Mexico and Naples Bay, the neighborhood offers timeless charm, luxury real estate, and unbeatable walkability. Whether you're in the market for a coastal cottage, a new construction estate, or a villa within steps to Fifth Avenue South, Olde Naples remains one of the most sought-after areas in Southwest Florida.

 

1. Historic Charm Meets Coastal Sophistication

Old Naples is where the city began—home to some of the earliest beachfront cottages dating back to the early 1900s. Today, these charming homes are seamlessly integrated with modern luxury residences, creating a rare architectural blend. Districts such as 3rd Street South and 5th Avenue South highlight the area's character, combining old-world charm with upscale elegance.

 

2. Walkable, Laid-Back Living

One of the biggest draws of Old Naples is its walkability. Residents enjoy strolling or biking to:

  • 5th Avenue South – Naples' main shopping and dining street

  • 3rd Street South – Known for its upscale boutiques and farmers market

  • White-sand beaches – Just steps, a bike ride, or golf-cart ride away

This pedestrian-friendly layout gives Old Naples a village-like feel, ideal for full-time residents, seasonal homeowners, and vacationers alike.

 

3. Diverse Real Estate Options

Real estate in Old Naples spans:

  • Historic cottages with wraparound porches and mature landscaping

  • Modern luxury homes featuring indoor-outdoor living spaces and cutting-edge design

  • Beachfront estates with Gulf views and private beach access

  • Condominiums and villas, offering low-maintenance luxury

 

4. Local Lifestyle Perks

Living in Old Naples means you're close to everything:

  • Fine dining and casual eateries like Campiello, Sea Salt, and Jane’s Café

  • Art and culture, including art galleries and the Naples Players theater

  • Outdoor recreation, from paddleboarding and boating to golf at nearby courses

  • Community events, such as art fairs, farmer's markets, wine festivals, and holiday parades

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5.) Schools and Services

Old Naples is served by some of the top-rated public and private schools in Collier County. Families will also find excellent access to medical services, private clubs, and social activities.

 

Nearby Schools:

  • Lake Park Elementary

  • Gulfview Middle School

  • Naples High School

  • The Village School and other private options

 

Is Old Naples Right for You?

If you’re seeking a luxury coastal lifestyle with character, charm, and unmatched walkability, Old Naples should top your list. It’s not just a place to live—it’s a place to belong.

 

Ready to Explore Homes in Old Naples?

Contact us to explore off-market listings, schedule showings, or learn more about the unique lifestyle this historic district offers.

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