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The Heart of Naples Florida

Old Naples, the original City of Naples, stretches from 14th Avenue South to South Golf Drive and includes River Point, Bayfront, Mangrove Bay and Naples Squares communities as well. This charming neighborhood has been a winter retreat for wealthy visitors for over 100 years and was named in honor of the beautiful town of Naples, Italy. Old Naples offers the best Florida lifestyle with easy access to the white sandy beaches of the Gulf of Mexico, and exclusive restaurants and shopping.



The Inn on Fifth is a luxurious boutique hotel located in the heart of downtown Naples, right on Fifth Avenue South. The Escalante, a Mediterranean villa style hotel, is only steps away from the beautiful white sand beach and Fifth Avenue South.


The Naples Pier is located at the West end of 12th Avenue South and extends in the Gulf of Mexico to allow sightseeing and fishing. The Pier features restrooms, showers, a concession stand with covered eating area, and beach supplies. The Palm Cottage, located near the Pier, was built in 1895 and is on the National Register of Historic Places. Cambier Park is a community park in the center of Old Naples where free outdoor movies are shown during the year.  The park also has playgrounds, a community building, and a theater auditorium. Cambier Park hosts many art shows and charity events throughout the season. Residents of Old Naples can enjoy the closeness of the famous Fifth Avenue South and Third Street South for a mix of glamour and laid-back shops and restaurants. Tin City, an old restored fisherman village, is located at the East end of Old Naples. It has over 30 unique boutiques, two waterfront restaurants, an ice cream parlor and a variety of fun water and boating adventures. Old Naples is also minutes away from many golf courses. With so many attractions nearby, Old Naples attracts people of all ages.

Olde Naples Real Estate Insights

Old Naples is an eclectic neighborhood with a variety of beachfront estates, cottages, condos and homes. With many older homes being torn down and rebuilt into modern mansions and condos, Old Naples is a great area for real estate investment. The central location and the proximity to the beach make this gorgeous neighborhood ideal for year-round residents and tourists.


Third Street South offers a delicious menu, wonderful wine lists and beverages for every mood and taste. Great restaurants such as Tommy Bahamas, Campiello, Sea Salt, Jane’s Cafe on Third Street, and Barbatella are located on Third Street South. Fifth Avenue South, in the heart of Old Naples, also proposes casual dining and upscale menus that will please your palate.


From fashion apparel, relaxed clothing to jewelry and art galleries, Third Street South and Fifth Avenue South is the perfect shopping destination for residents of Old Naples. Shop and dine in those two historic districts surrounded by fountains and attractive tropical landscaping right in the heart of downtown Naples.

Let's Connect!

Team Lessard maintains a diverse inventory of exclusive listings and has built relationships with many local agents. Combining these tools with an intimate knowledge of the market, Dave and Anik are able to accomplish their goal of matching the right buyer with the right seller with remarkable success. Their affiliated brokerage, John R. Wood Properties has ranked as the #1 sales company in 2015, 2016, 2017, 2018 and 2019. Their passion for real estate combine with their empathy, honesty and authenticity make Team Lessard a unique team of advisors.

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