Fifth Avenue South’s Four Corners

A Rich History and a Promising Future

The four corners of Fifth Avenue South, where 9th Street (U.S. 41) turns toward Marco and west to the beach, is now mostly vacant. At one time it was the site of a sliver of Naples history where community leaders and politicians pored over big decisions, and families celebrated anniversaries, birthdays, and holidays. Perhaps the ghosts of a quieter and more reserved Naples still roam the grounds where the revered restaurant St. George and the Dragon once stood. It was a time when women wore dresses and men suits and ties and waited patiently in line, as there were no reservations. They sipped martinis, sometimes slurped the sherry-seasoned conch chowder and savored the restaurant’s prime rib specials, including one called the King Arthur cut which was enormous, but don’t take it from me, here’s what a long-time customer posted some years back.

 

"Christmas time throwback to one of the more memorable restaurants in downtown Naples-this place really pulled out all the stops for Christmas! The old days of dark dining rooms, prime rib, multiple martinis! It was always a celebration to go there over the holidays at St. George and the Dragon..."

The restaurant, a family-owned operation by George and Marylin Ginos and their children Kevin and Eileen, opened its doors in November 1969 and continued operation until July 2012. Marylin, who passed away in 2017, actually had the property on the market for around $5 million in 2012. She finally sold it in 2014 to Adam Smith, a local real estate developer, who built Lake Park Diner. Smith moved the famous bright red phone booth that stood in front of St. George and the Dragon and placed it at the diner on 7th Avenue South, where it remains a reminder to long-time residents of the Naples of yore.

 

Fast forward to today, the spot where St. George and the Dragon was located and adjacent properties damaged by Hurricane Ian now comprise a 4.32-acre development site, which M Development of Aspen, Colorado purchased from Brookline Companies in 2021 for around $45 million. The new development will be called "The Avenue."

Initial plans for a luxury mixed-use project of stores and residences included underground parking, a Whole Foods grocery store, and a Restoration Hardware, but this plan was put on hold last year when Naples City Council expressed significant concern about the underground parking and potential flooding.

As a result, Fifth Avenue South Holdings, an affiliate of M Development, filed a lawsuit against the City of Naples in 2023, claiming any City actions would virtually shut the project down. However, earlier this year a negotiated settlement was reached, and the development will go forward, but without Whole Foods or Restoration Hardware, and no underground parking.

 

Instead, there will be above ground parking in the southwest corner of the project to support the commercial side of the development, which will include 75,000 square feet of high-end restaurants and luxury boutiques with generous storefronts. Previously proposed commercial square footage was around 125,000 square feet when the big box stores were in the plan.

M Development’s Andy Penev, head of development for the company, says, "The Avenue will be an elevated, elegant, and inclusive addition to Naples, which will serve as a natural connector between Fifth Avenue South, Old Naples, the Design District, and Naples Bay, while reviving and transforming a central and vital part of downtown."

Boutique shopping and dining will line all sides of the development, including the alley, and 50 sophisticated residences with resort-style amenities will sit on top. Each residence will have private ground-floor parking.

 

The trend toward mixed-use development, including urban living on iconic main streets, like Fifth Avenue South, is growing. Projects like this one are designed to meet the desire of downtown dwellers for convenience, access, and a unique quality of life. When you combine the 50 new residences included in this project and existing ones along Fifth Avenue South, the street will boast approximately 150 luxury residences.

The entire M Development project is geared toward pedestrian engagement with wide sidewalks, vias, which are pedestrian breezeways, and a feature alley, all surrounded by beautiful architecture, high-quality materials, and lush landscaping. According to Penev, the project is designed to work in harmony not only within its own location, but also with the broader downtown Naples, enhancing the existing fabric of the area and seamlessly integrating with its surroundings.

When asked why M Development chose Fifth Avenue South as the site of the project, Penev responded, "Fifth Avenue South is the heartbeat of Naples. It has a pivotal role in Naples' cultural and social scene and is also one of the most desirable areas to live. It inspired us to contribute to its growth with a project that is both respectful of its rich heritage and forward-thinking in its design."

 



Sept 5th - 25th is the time to #DineWithPurpose


In the past 3 years, Sizzle Dining has helped Lee and Collier's children have over 25,000 hunger-free weekends.

Announcing the 2024 Fifth Avenue South restaurants
bha! bha! Persian Bistro | BiCE | Bistro 821 | Caffé Milano | Chops City Grill | Del Mar Naples | Keewaydin's on Fifth | Pazzo! Cucina Italiana


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Did you know by Weisberg Wealth Management

To successfully build wealth it is essential to have a financial plan in place and monitor it regularly. Only 46% of Americans engage in financial planning regularly, and 30% only make financial plans prior to a large purchase or investment. If you have questions, please reach out to Rich Weisberg, CRPS, Financial Advisor, RJFS and President of Weisberg Wealth Management at 239-367-7152 or rich@weisbergwealth.com. Located at 400 Fifth Avenue South Suite 302.

Securities offered through Raymond James Financial Services, Inc., member FINRA/SIPC Investment advisory services are offered through Raymond James Financial Services Advisors, Inc. Weisberg Wealth Management is not a registered broker/dealer and is independent of Raymond James Financial Services.

 

Arts, Culture & Entertainment

Join us here on Fifth Avenue South for these upcoming events.
 

A Celebration of Champagne Palmer

September 12 | 6:30 p.m.

Sails Restaurant We are excited to welcome Champagne Palmer as the first grower champagne house in our series of upcoming events to celebrate the boutique wines of the world. $195 per person plus tax and service charge.

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National Night Out

October 1 | 5:30 p.m. - 7:00 p.m.

City of Naples/Fleischmann Park The Parks, Recreation and Facilities Department, along with the Naples Police Department and Naples Fire, will celebrate the annual National Night Out. Naples Police will grill hotdogs. The Recreation Department will have bounce houses, a climbing wall, games, activities, and other treats. A DJ will provide music during the event.

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Evening on Fifth

September 12 | 6:30 p.m. - 9:30 p.m.

An array of live musical performances up and down the sidewalks of Fifth Avenue South, plus dining, shopping, and more.

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Fifth Avenue South Business' Updates

Inn on Fifth


Gather on Fifth Avenue South
When planning your next event, be it a business conference, board meeting or a grand celebration, keep Inn on Fifth top of mind. Our location in the heart of Fifth Avenue South is guaranteed to draw the attention of your attendees and guests, and our service and polished meeting spaces will ensure you and your team are just as satisfied.

September Spa Promotions
Enjoy the Refreshing Florida Citrus Massage, Berry Buff Body Polish, or the Very Berry Facial treatment for $125 ($185 value). Available in September, Sunday through Thursday, and not combinable with other offers. Call the Inn on Fifth directly to book at (239) 403-8777 or (239) 280-2777.

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Ocean Prime


Introducing Rose & Garnet by Ocean Prime
Our team is proud to announce our partnership with Cape Cod Oyster Co. to introduce our private-label East Coast oyster, available at locations nationwide.

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bha! bha! Persian Bistro


Summer Offering
Enjoy a Prix Fixe three-course dinner for $49. Call 239.594.5557 for reservations.

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Truluck’s


Join us for half-price Happy Hour from 5:00 pm to 6:30 pm seven days a week.
For a limited time, visitors to the bar during Happy Hour can enjoy 50% off cocktails, including our full lineup of must-try summer cocktails, 50% off select wines by the glass, and 50% off a selection of 50 wines by the bottle, plus half-price oyster platters!

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Aldo Castillo Gallery


Lluís Barba “Travellers in Time” Masterpieces of the Past
Born in 1952 in Barcelona, Spain, Barba's work is characterized by his skillful manipulation of iconic historical artworks and his ability to reinterpret them in a contemporary context.

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Naples Art Institute


Art Education Classes & Workshops Now Open For Registration!
Discover an exciting lineup of courses for both adults and youth, featuring watercolor, acrylic painting, drawing, Photoshop, clay, and so much more! Don't miss out on this incredible opportunity to dive into the world of art!

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Esquire Land Title of Naples


Esquire Land Title of Naples is a boutique title company dedicated to excellence, collaboration, and building lasting relationships. Our expert team ensures seamless closings and is committed to your success. With offices throughout Southwest Florida, we are your trusted partner for all your real estate closing needs. For information call Greisy Rodriguez at 239-799-7171.

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The Siegel Law Group, P.A.


Living Trust Seminar
Protect yourself and your loved ones from losing your hard-earned assets to the government, attorneys, and the IRS. To register for the seminar, call (855) FLA – ESTATE. September 3 or 17, 10:00 a.m. to 11:30 a.m. at the AC Marriott.

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Will Taylor & Associates


Your trusted partner in private client risk management, serving Naples, Florida, and beyond.

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Journeys 360 Travel


Embark on an unforgettable journey with our exclusive travel offer from Oceania Cruises!
Each Oceania Cruise voyage is an invitation to discover your next travel story and reignite your passions. Experience faraway places you have always dreamed of and encounter new ways of looking at the world. Book now and avail yourself of the complimentary gratuities per stateroom and let the extraordinary adventure begin. *Certain conditions apply.

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In The News

The Naples Players’ Beloved Costume Designer To Retire After 22 Years


Resident Costume Designer, Dot Auchmoody, has announced her retirement after an unparalleled and accomplished 22-year tenure with The Naples Players. Hired in September of 2002, Dot has been a significant driving force in the great success of Downtown's local theater, says The Naples Players' CEO...

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Gulf Coast International Properties Luxury Rentals Joins Greater Naples Chamber Of Commerce


Gulf Coast International Properties (GCIP) Luxury Rentals division is pleased to announce their recent membership with the Greater Naples Chamber of Commerce. The Chamber was founded in 1947 with the aim of fostering business advancement and advocate for effective government policy to ensure a healthy...

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Dine on Fifth

Join us here on Fifth Avenue South for a great meal.




See All Restaurants on 5th

 

Shop on Fifth

Shop a variety of stores here on Fifth Avenue South.




See All Shops on 5th

 

Play on Fifth

Join us here on Fifth Avenue South for some fun.




See All the Ways to Play on 5th

 

Concierge Services on Fifth

Many concierge services are offered right here on Fifth Avenue South.




See All Services on 5th

 



Fifth Avenue South | The Crown Jewel of Naples

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© 2024 Fifth Avenue South Business Improvement District. All rights reserved.
649 Fifth Avenue South I Naples, Florida 34102

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