Olde Naples

Widely considered the heart of the city, Olde Naples is a beautiful and historic community with stunning architectural landmarks and rich cultural traditions that help give the neighborhood the distinct social atmosphere it’s now known for. 

An elegant and historic community filled with rich culture and beautiful architecture

Widely considered the heart of the city, Olde Naples is a beautiful and historic community with stunning architectural landmarks and rich cultural traditions that help give the neighborhood the distinct social atmosphere it’s now known for. 

One of Naples’ most walkable neighborhoods, residents can often be found enjoying afternoon strolls down the picturesque tree-lined streets. Elegant mansions and beautiful historic beach cottages make up most of the local architecture, housing some of Naples’ most affluent residents. Intermingled with these beautiful bungalows and Victorian estates are stunning modern cinemas, world-class restaurants, and state-of-the-art recreational activities, which help make Olde Naples the ideal combination of old and new.

What to Love

  • Beautiful single-family homes 

  • Family-friendly sense of community 

  • Incredible beach views 

  • Plethora of dining and shopping opportunities

Local Lifestyle 

Olde Naples offers residents an array of advantages from outstanding beaches to an ideal central location, all of which have helped make it one of the most desirable areas in the state. Because of this, some of Florida’s wealthiest residents have chosen to call this exclusive community home, making it one of the most affluent neighborhoods in Naples. The average annual household income for the community is nearly twice the national average, and homes in Olde Naples are typically valued between $2 million and $5 million. 

The lifestyle here is relaxing and elegant. While most of the city offers 24-hour service, the majority of bars, restaurants, and entertainment venues close at midnight in this quaint community, making it much more popular for residents to get an early start playing tennis or bocce rather than staying out ‘til the last call.

Dining, Entertainment & Shopping 

Olde Naples’ dining scene is as high-end and sophisticated as the rest of the community, with exceptional eateries and upscale restaurants on every corner. If residents are looking to start their day off right, there’s no place better than Jane’s Garden Café. This laid-back eatery serves some of the best breakfast and lunch in the area, with guests returning time and time again for their crab and shrimp scrambler, fried egg BLT, and fabulous challah French toast. 

Sails Restaurant is certainly a local favorite. Their innovative and exquisite approach to contemporary American cuisine has put them at the top of everyone’s list. Their highly regarded menu includes hamachi crudo with melon and pickled radish, slow-cooked crispy pork belly, lobster ravioli, and Wagyu tenderloin with garlic confit. 

Campiello serves some of Florida’s best Italian cuisine. Their refined menu includes spicy fried calamari, corn and mushroom pizza with house-made ricotta, fusilli pasta with Gulf shrimp, and grilled beef tenderloin with parmigiano fonduta. The Bevy is the “it” place for fantastic food and drinks. This social hotspot serves an array of signature cocktails as well as delicious bites like tropical ceviche, lobster fra diavolo, and a mouthwatering marinated skirt steak. 

The Dock at Crayton Cove is the best fine dining restaurant with seaside dining in all of Naples. The elegant yet relaxed ambiance perfectly matches the elevated comfort food menu, including pan-roasted black mussels, pineapple Chilean sea bass, la Florida paella, and world-class fish and chips.

Things to Do

Residents never run out of things to do in this wonderful community, which is filled to the brim with shopping areas, entertainment opportunities, and recreational activities. Shopping on 5th Avenue South is guaranteed to be a quality experience. With several national brand shops and small boutiques as well as a variety of outstanding restaurants, it’s easy to spend hours, if not an entire day, wandering up and down the streets. 

Cambier Park is a beautiful place to spend the morning, afternoon, or evening. This pristine park offers various sports courts, a softball field, picturesque green spaces, and a delightful bandstand that acts as a host for various concerts and events. 

There are also several events put on in the neighborhood throughout the year for residents to enjoy. Paradise Coast Wine & Food Experience is one of the most highly-anticipated events. Celebrating the rich and colorful bounty of the region, this food festival brings together some of the area’s best chefs and producers.


Several families live in Olde Naples, all of whom are dedicated to the quality education of their children. This is especially evident in the number of highly-rated schools in the area, including:

Gulfview Middle School, 6-8, top-ranking public middle school



Michael Lawler and his staff of knowledgeable associates are readily available to lead and advise you every step of the way making the process simple and efficient while achieving results for you.

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