Olde Naples

Waterfront Homes For Sale in Olde Naples

Experience the Enduring Elegance of Old Naples

From its beautiful beaches to the vibrant shopping and dining on Third Street South and Fifth Avenue South, Old Naples (or “Olde Naples”) remains one of the most desirable neighborhoods in Downtown Naples. With its walkable layout, mature landscaping, and rich architectural diversity, Old Naples exudes timeless charm. It’s not uncommon to see residents walking or biking home from the beach or a café.

The neighborhood’s name pays tribute to its early days dating back to the Millionaire’s Row era of beachfront estates. Today, its prestige continues, attracting notable residents including celebrities and entrepreneurs such as William Seone and Mary Carillo.

Explore Homes in Old Naples with Lori Fowler

Old Naples real estate ranges from historic cottages and low-rise condos to modern beachfront estates. Whether you're searching for new construction, a luxury condo, or a classic Florida home, you'll find it here.

Why Old Naples Stands Out

Architectural Diversity

From 1930s beach cottages to Mediterranean villas and sleek modern builds, the area’s homes tell the story of Naples’ evolution.

Gulf Beaches & Naples Pier

The white-sand beach stretches 1.75 miles, with 20 public access points and no obstructive high-rises. The Naples Pier is a beloved destination for sunsets and dolphin spotting.

Walkable Lifestyle

One of the most pedestrian- and bike-friendly communities in Naples. Residents are always close to parks, shops, dining, and the beach.

Cultural and Artistic Life

Old Naples is the cultural heart of the city. From The Naples Players at Sugden Theater to galleries on Third and Fifth, the arts are everywhere. Naples was even named the #1 Small Arts Town in America by John Villani.

Dining, Shopping & Entertainment

Old Naples offers some of the city’s best dining, all within walking distance. On Third Street South, enjoy favorites like Tommy Bahama, Campiello, and Jane’s Garden Café. Fifth Avenue South features standout options like Ocean Prime, Bar Tulia, and The French.

For casual charm, visit Crayton Cove, home to Blue Provence, The Dock, and The Boathouse on Naples Bay.

Locally owned cafés like Bad Ass Coffee of Hawaii, Divine Naples Coffee & Wine, and 5th Avenue Coffee Company round out the scene with cozy ambiance and excellent coffee.

The area’s retail is equally impressive, with boutique fashion, gifts, galleries, and artisan finds sprinkled throughout downtown.

Lifestyle & Amenities

While the beach is a big draw, Old Naples offers a well-rounded lifestyle:

  • Cambier Park: Tennis courts, amphitheater, shuffleboard, and events
  • Naples Botanical Garden: 170-acre oasis of exotic plants and eco-education
  • The Naples City Dock: For boating, kayaking, and waterfront living
  • Revs Institute: One of the finest automotive museums in the U.S.

Nearby community centers like River Park offer classes, fitness, and events that keep residents active and connected.

Old Naples Homes

Old Naples spans about 1.5 square miles, with 2,850 residences, including roughly 1,100 single-family homes and 1,750 condos. Despite the condo-to-house ratio, single-family homes often sit on larger lots and offer more privacy.

Home styles include:

  • • Historic Florida cottages from the 1930s and 40s
  • • Renovated coastal homes with open layouts
  • • Mediterranean and transitional-style estates
  • • Luxury condos with rooftop decks, city views, and concierge services

Whether you're drawn to historic charm or modern luxury, there's a home that fits your lifestyle.

Golf & Outdoor Activities

Naples is known as the Golf Capital of the World, and residents of Old Naples enjoy access to over 80 championship courses nearby. Private clubs such as Grey Oaks, The Moorings, and Bear’s Paw are just minutes away.

Outdoor lovers can enjoy:

  • Morning runs along the beach
  • Paddleboarding at the Naples Pier
  • Events at Cambier Park
  • Picnics and art festivals in Baker Park

Old Naples FAQs

What types of homes are available?

You’ll find beachfront estates, historic cottages, newly built condos, and custom luxury homes.

Is Old Naples walkable?

Yes, it’s one of Naples’ most walkable neighborhoods. Shops, restaurants, and beaches are all within reach.

Are HOA fees required?

There’s no master HOA. Individual buildings or communities may have association fees.

Is Old Naples in a flood zone?

Yes. Due to its coastal location, flood insurance is often recommended. Check FEMA maps and consult your insurer.

Are pets allowed?

Most properties allow pets, but rules may vary by building or association.

Are short-term rentals permitted?

Some buildings allow seasonal rentals. Be sure to check local and HOA regulations for restrictions.

What’s the typical price range?

Condos begin around $1 million. Homes can range from $3 million to over $30 million, depending on size, location, and amenities.

Work with Lori Fowler

Experience the best of Old Naples with Lori Fowler, your trusted local real estate expert. Lori brings in-depth market knowledge, exceptional client care, and a passion for luxury properties. Her personalized approach has helped buyers and sellers successfully navigate the Naples real estate market with confidence.

Whether you're searching for a beachfront estate, a historic cottage, or a luxury condo, Lori will guide you through every step of the journey.