OLD NAPLES LIVING: A GLIMPSE INTO PRESTIGIOUS RESIDENCES

Discover the Timeless Charm of Classic Elegance in Old Naples Homes and Lots

From the beautiful beaches to shopping and restaurants on Third Street South or Fifth Avenue South, Old Naples, also known as Olde Naples, is a highly desired luxury Naples neighborhood in Downtown Naples.  Sought out by many because of its central location and walkable landscape, people can always be found walking, biking, grabbing a coffee, or coming back from lunch. The name “Olde Naples” reflects the neighborhood’s origins, dating back to some of the earliest beachfront estates once known as Millionaires Row. Old Naples Real Estate early history gives way for mature landscaping, beautiful lots and homes, and classic Naples estates.

In fact, many famous celebrities and entrepreneurs, including William Seone and Mary Carillo, have chosen to live in Old Naples. To learn more about celebrity homes in Naples, check out our blog post on ‘Celebrities & Entrepreneurs Who Call Naples/Southwest Florida Home‘.

We invite you to explore the Old Naples Real Estate market to its fullest, search and preview properties below as well as read the additional content after the properties/map.

Old Naples Properties For Sale

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If you’re specifically searching for new construction homes, visit our search page for New Construction Properties in Old Naples.

Explore Old Naples with Matt Brown

Discover timeless charm and luxury living in Old Naples with Matt Brown, a trusted real estate advisor known for his deep expertise in Southwest Florida’s premier neighborhoods. With over $650+ million in career sales and a recognition by RealTrends Verified as one of the top 1000 individual agents in the country by volume, Matt brings proven results and a personalized approach to every client.

Whether you’re searching for a historic cottage, a beachfront estate, or a low-maintenance luxury condo, Matt understands the nuances of Old Naples real estate and can help you navigate its unique offerings with confidence.

Connect with Matt today to begin your search in one of Naples’ most iconic neighborhoods.

What Makes Old Naples Real Estate Stand Out?

  • Exceptional architecture has something for every taste.  With historic beach cottages dating back to the early 1900s, quaint condos, to the very best in locally designed homes.
  • Pristine white beaches renowned for their cleanliness and natural beauty steal the show as scenic Gulf of America (formerly known as the Gulf of Mexico) sunsets aren’t obstructed by hi-rise condo buildings. Voted the best all-around beach in America by the Travel Channel, Old Naples’ fabulous 1.75 mile-long stretch of beach has 20 public access points for your convenience.
  • A world-class retail and dining experience.  With boutique clothing stores, exquisite gift shops, superb restaurants, and art galleries, you won’t be short of entertainment between Fifth Avenue South and Third Street South.  Living in Old Naples, a short walk or scenic bike ride will take you through the beautifully landscaped homes of Old Naples Real Estate.
  • Naples was ranked No. 1 Small Arts Town in America by John Villani in his book ‘100 Best Art Towns in America’.  From regular exhibitions to art stores and galleries, if you love art, you’ll love living close to all the action in downtown Naples. To know historical facts about Old Naples visit this blog post.
  • Easily Walkable. Unlike some neighborhoods that seem to sprawl on forever, Old Naples is a fairly compact neighborhood that is easy to get around on foot or bicycle.  In just a few minutes, you can stroll to the beach, walk to the downtown Naples action or pick up a game of tennis at the Arthur L. Allen Tennis Center.  You will never be far from the amenities you need.

Lifestyle Amenities Around Old Naples

Living in Old Naples offers more than just historic charm and beachfront beauty. As a local real estate agent, I often highlight the array of nearby amenities that enhance the daily lives of residents. Here’s a concise overview of what you can enjoy in and around the neighborhood:

Parks and Recreation:

  • Cambier Park: Located in the heart of Old Naples, this park features lighted tennis courts, a playground, shuffleboard courts, and an outdoor amphitheater hosting concerts and events.
  • Naples Beach and Pier: A historic 1,000-foot pier ideal for fishing, sunset views, and dolphin spotting. The adjacent beach offers volleyball courts and is a popular spot for both locals and visitors.

Cultural and Educational Attractions:

  • Naples Botanical Garden: A 170-acre garden showcasing diverse plant species and offering educational programs for all ages.
  • The Naples Players at Sugden Community Theatre: A renowned community theater presenting a variety of performances throughout the year.
  • Revs Institute: An automotive museum housing over 100 significant automobiles and an extensive library dedicated to automotive history.

Shopping and Dining:

  • Fifth Avenue South: A vibrant street lined with upscale boutiques, art galleries, and a diverse selection of restaurants and cafes.
  • Third Street South: Known for its historic charm, this area offers high-end shopping, fine dining, and hosts a popular Saturday farmers market.

Boating and Water Activities:

  • Naples City Dock: Provides access for boating enthusiasts and is a hub for various water-based activities.
  • Boats on the Beach Program: Allows residents to store non-motorized vessels at designated beach locations, facilitating easy access to the water.

Community Centers:

  • River Park Community Center: Offers a fitness center, recreational classes, and programs for all ages, enhancing the community experience.

These amenities contribute to the vibrant lifestyle that Old Naples residents cherish. If you’re considering making Old Naples your home, feel free to reach out—I’d be happy to provide more insights into the community.

Old Naples Real Estate Highlights

Stretching 1.75 miles along the coast and 0.75 miles from US 41 to the beach, Old Naples covers 1.5 square miles and includes approximately 2,850 residences (1,100 single-family homes and 1,750 condominiums). Contact Matt Brown to find waterfront homes, luxury condos for sale in Olde Naples & homes for sale in Old Naples.

  • 37 single-family homes sold in Old Naples in 2024 at an average price of $7,638,324 ($2,052 per SF) and an average size of 3,601 SF. The highest home sale price of 2024 in Old Naples was $29.5 million ($7,284/SF) for a 4,050 SF home built in 2010 on a 0.86 acre beachfront lot with 106 ft of beach frontage.

  • 113 condos sold in Old Naples in 2024 at an average price of $1,571,765 ($973 per SF) and an average size of 1,498 SF. The highest condo sale price of 2024 in Old Naples was $8,000,000 ($2,045/SF) for a 3rd floor unit at Parkview at Cambier with 3,912 SF of living space, a private 3-car garage and a 1,100 SF private rooftop living area.

Sitemap of Old Naples, Florida Real Estate for Sale

Old Naples Homes

As a long-time real estate agent in Naples, I can say that Old Naples offers one of the most diverse and interesting housing markets in the area. Though it covers just about two square miles, it offers an unmatched range of property styles—from original 1930s cottages to new luxury estates.

Homes in Old Naples reflect the area’s rich history and its continued growth. Many properties date back to the early 1900s, blending old Florida charm with modern renovations. You’ll find everything from small, wood-frame homes and beach cottages to Mediterranean-inspired mansions and sleek coastal builds with open floor plans and high-end finishes.

For those looking for maintenance-free living, Old Naples also has a large selection of luxury condominiums. Many offer rooftop terraces, private pools, concierge service, and water or city views. While condos outnumber single-family homes nearly three to one, the single-family properties occupy much more land, making each one feel more private and spacious.

Whether you’re looking for a cozy one-bedroom condo, a historic home with character, or a modern estate steps from the beach, Old Naples has something to offer.

Old Naples Client Testimonials

100% of Clients Give Us , “…best realtor I have ever worked with!”

“We have worked with Naples Real Estate Agent Matt Brown for both selling in Old Naples and purchasing in Pelican Mash, Naples. Through both transactions he has been the consummate professional. He is extremely detailed orientated and attentive. I highly recommend his services for real estate in Naples.”

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Cheryl Gondek

“With the expert assistance of Naples Realtor, Matt Brown, my husband and I found the perfect condo in Old Naples, FL. Matt listened to everything we were looking for and made himself available in a very competitive and demanding market. Matt’s knowledge and integrity is extraordinary. We would resort to Matt again without any hesitation.”

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Lynn finnegan

“Matt Brown is a fantastic Naples real estate agent. We recently bought a house in Old Naples. Matt gave us great advice from negotiating to closing. He has great local knowledge and contacts and phone numbers for everything from Florida Power and Light, to the water co (whom he called for us), to repairmen, painters and contractors. Matt took the lead during the inspection and afterward to ensure several repairs were completed by the prior owner. He worked with tremendous competence and attention to detail through out the process. We can’t imagine having gotten thorough this (much of the time in NY) without Matt. He is also a nice guy ! We have recommended Matt to several friends thinking of buying or renting in Naples.”

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Mary C

Dining, Shopping and Entertainment

Naples’ Old Naples neighborhood is famous for its incredible dining and retail experiences, with exceptional stores and eateries. If you are a foodie, highlights on Third Street South include the fabulous Tommy Bahama, Campiello, Jane’s Garden Café, and The Bevy. Fifth Avenue South keeps the standard equally high, with award-winning chefs and incredible dining experiences. Here is the details of some of the places famous for food and drinks. There are options for every taste, but highlights include The French, Ocean Prime, and Bar Tulia. Here are details of restaurants worth trying in and around the Olde Naples downtown district. If you adventure a bit further, there are many dining options at Crayton Cove, where Blue Provence, The Dock at Crayton Grove, and The Boathouse on Naples Bay all have something unique to make your evening a special one. Check some of these upscale restaurants in the area.

Similar to downtown Naples dining, shopping at both Third Street South and Fifth Avenue South are equally impressive. Walking along both downtown streets, you will be drawn to unique boutiques, cute gift shops, and more. And while you venture, there are plenty of pick-me-up local options we recommend trying; 5th Avenue Coffee Company, Bad Ass Coffee of Hawaii, Divine Naples Coffee and Wine, and The Brick Coffee Bar all get my business frequently.

The arts are well represented in Naples with a variety of venues, including The Naples Players, who deliver both indoor and outdoor events, and The Gulfshore Playhouse, which includes plans for an exciting new theatre. A wealth of galleries are found throughout Old Naples too, including 5th Avenue Art Galleries, Naples Art, 3rd Street South Art, and the Naples Art District.

Old Naples is still growing too, aside from the new playhouse construction, there are also plans for constructing the Old Naples Hotel in the 3rd Street South neighborhood and redevelopment of the Naples Beach Club on the North end of Old Naples, which is a premier luxury condominium development.

Things To Do In Old Naples

GOLF

Residents of Old Naples take advantage of Naples 80+ championship golf courses. If you are looking for private membership, area favorites are the Moorings Golf and Country Club (a private Member-owned golf club that offers both golf and social memberships and includes an 18-hole par 63 golf course), Grey Oaks (3 championship courses), and Bear’s Paw (private smaller member-owned country club community, home of the first 18-hole Jack Nicklaus Signature Golf Course in Southwest Florida). Golf+

Whether you love to be outside or enjoy staying physically fit, there are a number of well-maintained, easily accessed parks nearby. Cambier Park incorporates the Arthur Allen Tennis Center, Baker Park includes a kayak launch, outdoor fitness facility, a sunrise terrace overlooking the river – perfect for morning yoga classes and other activities – a grassy knoll, pathways dotted with picnic shelters and playgrounds, and more and then the famous Naples Pier is always a draw for an early morning or sunset beach walk.

There are a number of private clubs in Old Naples that offer the service and exclusivity you may be looking for, including the Naples Yacht Club, Naples Sailing and Yacht Club, along with the Naples Bay Club. Each offers fine dining, a range of quality activities and experiences, as well as a chance to be part of an exclusive community of Neapolitans. Boating+

People interested in building a backyard dock can explore our blog post on The Real Costs of Building and Maintaining a Backyard Boat Dock.

Naples has a vibrant calendar of events covering everything from exhibitions to festivals. With something for everyone, Naples Events alongside a number of location-specific options at 5th Avenue South Events and 3rd Street South Events, there is always something to see or do in Naples.

Visitors also enjoy a broad choice of hotels covering every taste and need. With 1.75 miles of beach frontage, Old Naples has been a prime site for hotels since the early 1900s, and today, that means impressive options. Highlights include The Inn on Fifth, Trianon Old Naples, Hyatt House Naples 5th Avenue, Bellasera Resort, and Naples Bay Resort.

It shouldn’t come as a surprise, but Naples has long been a popular destination for visitors. Naples’ stunning Southwest Florida location has much to offer including a number of tours and experiences. For a trip back in time, the Historic Palm Cottage House & Walking Tours, Naples Trolley Tours, and Segway Tours take you through the history of Naples and its fabulous neighborhoods including Old Naples. If you prefer life on the water, Pure Florida, Naples Princess Cruise, Naples Explorer Cruise, and Sweet Liberty Sailing Cruise give you a chance to explore the waters surrounding Naples. For those who like to see nature up close, venture locally at the Naples Zoo and Naples Botanical Garden or plan to make a special trip to Crystal Springs to swim with the manatees or kayak/paddleboard the Weeki Wachee State Park natural springs.

Schooling

Naples has an excellent reputation for its education department, with the Collier County Public Schools District winning an “A-” rating from the Florida Department of Education three years running. As of the 2021-2022 school year, there are approximately 54,000 students and over 100 public and private schools throughout Collier County with a wide choice of both public and private schools around Old Naples neighborhood, including:
Public:

  • Lake Park Elementary
  • Gulfview Middle School
  • Naples High School
  • Mason Classical Academy (Charter)
  • Naples Classical Academy (Charter)

Private:

  • Saint Ann School
  • Community School of Naples
  • Seacrest Country Day School
  • The Village School

For more information, check out GreatSchools to explore the local schools.

Prime Central Location

Old Naples enjoys one of the most sought-after locations in all of Southwest Florida. Bordered by the Gulf of America (formerly known as the Gulf of Mexico) to the west and Naples Bay to the east, it offers direct access to both beach and boating lifestyles, all within walking distance to downtown shops, dining, and cultural attractions.

As someone who works closely with buyers in this area, I often point out that the heart of Old Naples is centered around the Naples Pier—a historic landmark that serves as both a gathering spot and a symbol of the community’s coastal roots.

Geographically, Old Naples stretches roughly from South Golf Drive to Aqualane Shores, and from 7th Avenue North to 13th Avenue South, west of US-41. Coquina Sands lies just to the north, and Aqualane Shores borders it to the south.

Its location makes it perfectly situated to enjoy everything Naples has to offer—morning walks on the beach, afternoon coffee on Fifth Avenue South, and sunset views over the Gulf—without ever needing to get in the car.

Nearby Places to Visit (drive time)

  • Cambier Park – 2 minutes
  • Downtown Naples – 3 minutes
  • Baker Park – 6 minutes
  • The Naples Preserve – 6 minutes
  • Lowdermilk Park – 7 minutes
  • Fleischmann Park – 7 minutes
  • Conservancy of Southwest Florida – 9 minutes
  • Freedom Park – 10 minutes
  • Naples Zoo at Caribbean Gardens – 10 minutes
  • Gordon River Greenway park – 10 minutes
  • Sugden Regional Park – 11 minutes
  • Naples Botanical Garden – 12 minutes
  • National Pickleball Center – 12 minutes
  • The Village Shops on Venetian Bay – 13 minutes
  • Bayview Park – 13 minutes
  • Waterside Shops – 14 minutes
  • Clam Pass Park – 15 minutes
  • Artis—Naples – 15 minutes
  • Mercato – 19 minutes
  • Golisano Childrens Museum of Naples – 24 minutes
  • Delnor-Wiggins Pass State Park – 25 minutes
  • Wonder Gardens – 31 minutes
  • Marco Island – 34 minutes
  • Venetian Village – 57 minutes
  • Sanibel Island – 1 hour 25 minutes

Old Naples: Proximity to Airports (drive time)

  • Southwest Florida International Airport (RSW) – 36 minutes
  • Naples Airport (APF) – 8 minutes
  • Punta Gorda Airport (PGD) – 1 hour 1 minute
  • Sarasota Bradenton International Airport (SRQ) – 2 hours 2 minutes
  • Fort Lauderdale–Hollywood International Airport (FLL) – 1 hour 37 minutes
  • Miami International Airport (MIA) – 2 hours 14 minutes
  • Tampa International Airport (TPA) – 2 hours 50 minutes

Find Your Home in Old Naples with Matt Brown

Experience the timeless charm of Old Naples with Matt Brown, your trusted Naples real estate advisor. Recognized by RealTrends Verified as one of the top 1000 individual agents in the country by volume and one of the top 50 in Naples, FL, Matt offers expert guidance and local insight to help you navigate this historic and highly desirable neighborhood. From vintage beach cottages to luxury condos and estate homes, Matt understands the unique character and value each property brings.

Buyers and sellers alike trust Matt for his professionalism, market knowledge, and commitment to delivering a seamless experience from start to finish. Read his client testimonials to find out why.

Contact Matt Brown at (239) 580-8864 or fill out the Let’s Connect form to begin your Old Naples real estate journey.

Matt Brown Real Estate—your expert in Naples’ most iconic neighborhoods.

Old Naples FAQs

  1. What types of homes are available in Old Naples?
    Old Naples offers a mix of property types, including historic Florida-style cottages, Mediterranean estates, modern coastal homes, and luxury beachfront condos. Condominiums outnumber single-family homes, but single-family properties typically sit on larger lots.
  2. Is Old Naples a walkable neighborhood?
    Yes, Old Naples is one of the most walkable areas in Naples, FL. Residents can easily walk or bike to the beach, Fifth Avenue South, Third Street South, the Naples Pier, and a variety of restaurants, cafes, and shops.
  3. What is the price range for homes in Old Naples?
    Prices vary widely depending on location, size, and condition. Condos may start around $1 million, while renovated cottages and luxury estates can range from $3 million to over $30 million, especially for beachfront properties.
  4. Are there any HOA fees in Old Naples?
    Old Naples does not have a master homeowner association, but individual condo buildings and smaller communities within the area may charge HOA or condo fees. These fees typically cover maintenance, amenities, and reserves.
  5. Does Old Naples offer beachfront living?
    Yes. Some properties in Old Naples are directly on the Gulf of America (formerly known as the Gulf of Mexico), offering private beach access and panoramic waterfront views. Others are within a short walk or bike ride to the beach and Naples Pier.
  6. How close is Old Naples to downtown attractions?
    Old Naples is the heart of downtown. Fifth Avenue South and Third Street South are located within the neighborhood, offering dining, shopping, art galleries, and regular community events just steps from most homes.
  7. Is Old Naples in a flood zone?
    Yes, much of Old Naples is in a designated flood zone due to its coastal location. Buyers should review FEMA flood maps and consult their insurance provider to understand flood insurance requirements.
  8. Are pets allowed in Old Naples properties?
    Yes, pets are generally allowed in Old Naples. However, individual condominium associations may have restrictions on the number, size, or breed of pets. It’s important to review specific community or building rules before purchasing.
  9. Are short-term rentals allowed in Old Naples?
    Short-term rentals are permitted in some parts of Old Naples, but rental policies vary by property and building. Certain condominiums and associations have minimum lease terms, often ranging from 30 to 90 days. Always confirm local regulations and HOA rules before listing a property for rent.
  10. What schools serve Old Naples?
    Old Naples is zoned for several top-rated public schools, including Lake Park Elementary, Gulfview Middle School, and Naples High School. There are also several nearby private and charter school options, such as Saint Ann School and Naples Classical Academy.

Discover More Premier Communities Across Naples & Southwest Florida

If you’re captivated by the charm and walkability of Old Naples, explore even more luxury communities throughout Southwest Florida. From historic beachfront enclaves to exclusive waterfront neighborhoods and renowned golf communities, Naples offers the ideal setting for every lifestyle. Whether you’re seeking coastal elegance, boating access, or country club living, your perfect home awaits.