What Makes Old Naples One of Naples’ Most Sought-After Luxury Communities?
Old Naples is a walkable historic beachfront neighborhood in downtown Naples, FL, spanning 1.5 square miles with approximately 2,850 residences. In 2025, single-family homes averaged $6.28 million and condos averaged $1.48 million. The neighborhood offers everything from 1930s cottages to new luxury estates, all within walking distance of Fifth Avenue South and the Gulf.
Market analysis by Matt Brown · William Raveis Real Estate
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Matt Brown has represented luxury buyers and sellers across Old Naples' beachfront estates, historic cottages, and luxury condominiums for over 23 years.
What Is It Like to Live in Old Naples, Florida?
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.
What Homes Are For Sale In Old Naples, Florida?
If you’re specifically searching for new construction homes, visit our search page for New Construction Properties in Old Naples.
Why Explore Old Naples With Matt Brown?
Discover timeless charm and luxury living in Old Naples with Matt Brown, Naples luxury real estate advisor, known for his deep expertise in Southwest Florida’s premier neighborhoods. With $700M+ in career sales and a recognition of #922 nationally by RealTrends Verified 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?
What Lifestyle Amenities Does Old Naples Offer Residents?
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.
What Are The Key Highlights Of Old Naples Real Estate?
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.
| Property Type | Units Sold | Avg Sale Price | Avg $/Sq Ft | Avg Size (Sq Ft) | Highest Sale | Highest Sale — Key Details |
|---|---|---|---|---|---|---|
| Single-Family Homes | 60 | $6,282,083 | $2,026 | 3,487 sq ft | $19,000,000 | Built 2023 | 0.36-acre lot | 6,770 sq ft | 5 bed + den | 7 full bath | 2 half bath | 7 garage spaces | Fully furnished |
| Condominiums | 79 | $1,482,085 | $876 | 1,572 sq ft | $6,500,000 | Nautilus Naples | 3rd floor | Built 2022 | 4,371 sq ft | 4 bed | 4 full bath | 1 half bath | 3 garage spaces |
For current Old Naples market data and monthly trends, visit our Naples luxury market reports.
What Does the Old Naples Housing Market Look Like?
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.
What Do Clients Say About Buying and Selling in Old Naples?
100% of Clients Give Us , “…best realtor I have ever worked with!”
What Dining, Shopping, And Entertainment Options Are Near Old Naples?
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 La Pescheria, Del Mar, 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.
What Can You Do Near 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+
STAYING ACTIVE
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.
BOATING
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.
CALENDAR OF EVENTS
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.
WHERE TO STAY
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.
HOW TO KEEP BUSY
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.
What Schools Serve Old Naples?
Naples has an excellent reputation for its education department, with the Collier County Public Schools maintaining an “A” rating from the Florida Department of Education since 2017, the only district in Southwest Florida to hold that designation. As of the 2024-2025 school year, the district serves approximately 48,000 students across more than 100 public and private schools countywide, giving families a wide range of educational options around the 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.
Where Is Old Naples Located?
Old Naples enjoys one of the most sought-after locations in all of Southwest Florida. Bordered by the Gulf of America (formerly 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.
What Are The Best Nearby Places To Visit From Old Naples?
- 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
How Close Is Old Naples To Naples And Southwest Florida Airports?
- 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
How Can You Find Your Next Home In Old Naples?
Experience the timeless charm of Old Naples with Matt Brown, your trusted Naples real estate advisor. Recognized as #922 nationally by RealTrends Verified in the country by volume and #13 in Naples by RealTrends Verified, 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.
Why Does William Raveis Lead the Old Naples Market?
In 2024, William Raveis ranked #1 in total transactions and total volume sold in Olde Naples. Strong performance in this walkable downtown neighborhood reflects consistent activity across beachfront, historic cottages, and new construction residences.
With Matt Brown and William Raveis, buyers and sellers in Olde Naples gain access to detailed market knowledge and national marketing reach. That alignment supports informed pricing, broad exposure, and steady negotiation in a highly competitive environment.
William Raveis was #1 in total transactions and total volume sold (market share) in 2024 for Olde Naples according to SWFLMLS data for the period 1/1/2024–12/31/2024.
What Should You Know Before Buying In Old Naples?
What types of homes are available in Old Naples?
Old Naples offers a diverse mix of property types: historic Florida-style cottages from the 1930s and 1940s, Mediterranean estates, modern coastal homes, and luxury beachfront condos. The neighborhood spans roughly 1.5 square miles and includes approximately 2,850 residences, with condominiums outnumbering single-family homes nearly 3 to 1. Single-family properties typically sit on larger lots, and beachfront estates can exceed $30 million. Matt Brown can help narrow your search to the right property type and price range, contact him at (239) 580-8864.
Is Old Naples a walkable neighborhood?
Yes, Old Naples is one of the most walkable neighborhoods in Naples, FL. Residents can easily walk or bike to the beach, Fifth Avenue South, Third Street South, the Naples Pier, and a wide variety of restaurants, cafes, and shops. The neighborhood stretches 1.75 miles along the coast, giving most residents direct or near-direct beach access without a car. It is this combination of beach proximity and urban convenience that consistently draws buyers to Old Naples real estate.
What is the price range for homes in Old Naples?
Prices in Old Naples range widely based on property type, location, and condition. In 2025, single-family homes sold at an average price of $6,282,083 ($2,026 per square foot), with the highest sale reaching $19 million. Condos averaged $1,482,085 ($876 per square foot), with the top condo sale at $6.5 million. Entry-level condos can start near $1 million, while beachfront estates can exceed $30 million. Contact Matt Brown for a current market analysis specific to your budget and property goals.
Are there HOA fees in Old Naples?
Old Naples does not have a master homeowners association, so there are no community-wide HOA fees for single-family homes. Individual condominium buildings maintain their own association fees, which vary by building and typically cover amenities such as pools, fitness facilities, concierge services, and maintenance. Buyers should review condo documents carefully before purchasing. Matt Brown can help evaluate association financials as part of the due diligence process.
Does Old Naples offer beachfront living?
Yes. Some properties in Old Naples are directly on the Gulf of America (formerly 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.
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.
What streets in Old Naples are most sought-after for luxury homes?
Some of the most prestigious addresses in Old Naples include Gulf Shore Boulevard North (directly on the Gulf), 3rd Avenue South, Broad Avenue, and streets within walking distance of Fifth Avenue South. Properties closest to the beach or the downtown corridor command the highest prices. Lot size, orientation, and proximity to the waterfront are the primary value drivers. Matt Brown can provide a detailed breakdown by street for buyers focused on specific locations.
How does Old Naples compare to other luxury Naples neighborhoods?
Old Naples stands out for its walkability, historic character, and direct beach access, qualities that differentiate it from gated communities like Pelican Bay or ultra-luxury enclaves like Port Royal. Where Port Royal emphasizes waterfront estates with deep-water dockage, Old Naples delivers a pedestrian-friendly downtown lifestyle with boutique dining and cultural venues at your doorstep. Matt Brown provides a side-by-side neighborhood analysis tailored to your lifestyle and budget.
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.
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.
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.
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.
What Other Premier Communities Can You Explore In Naples And 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.
