Naples Square market snapshot
Homes, condos and townhomes. Source: Naples MLS listing data, updated October 27, 2026. Information deemed reliable but not guaranteed.
About Naples Square
Naples Square is a luxury condominium community located at the gateway to Downtown Naples, offering a contemporary residential experience within easy reach of Fifth Avenue South, the Naples Design District, restaurants, shopping, galleries, entertainment and cultural attractions. The community includes several distinct condominium buildings, including Naples Square I, II and III and Quattro at Naples Square, with residences featuring modern architecture, open living spaces, generous terraces and the conveniences associated with newer luxury condominium living.
Location is the defining advantage of Naples Square. Residents can enjoy a genuinely walkable downtown lifestyle, with Fifth Avenue South only blocks away and Gulfshore Playhouse’s Baker Theatre & Education Center immediately nearby. Tin City, Bayfront, the Naples Design District and numerous restaurants and shops are also easily accessible, while Gulf beaches are just a short distance away. For buyers who want the convenience and energy of Downtown Naples without necessarily living directly along Fifth Avenue South, Naples Square offers an appealing combination of residential privacy, modern amenities and urban accessibility.
Why People Like the Naples Square Community
- Walkable Downtown Location: Fifth Avenue South, restaurants, shopping, galleries, entertainment and cultural destinations are easily accessible from the community.
- Contemporary Condominium Living: Modern residences, open interiors, terraces and under-building parking provide a newer alternative to many of Naples’ established downtown condominium buildings.
- Private Building Amenities: Pools, spas, fitness facilities, clubrooms and landscaped courtyard environments provide residents with recreational and social spaces at home.
- Gulfshore Playhouse Nearby: The Baker Theatre & Education Center is located immediately adjacent to Naples Square, adding professional theater and cultural programming to the walkable lifestyle.
- Multiple Residential Buildings: Buyers can compare different buildings, locations, views, floor levels and amenity environments within Naples Square.
- Close to the Beach: Naples’ Gulf beaches are readily accessible while residents remain close to the dining and entertainment of Downtown Naples.
What You Need to Know About Living in Naples Square
- There Are Separate Condominium Associations: Naples Square I, II, III and Quattro have their own association structures, so fees, reserves, insurance, rules and financial positions should be evaluated for the specific building.
- Amenities Are Building-Specific: Buyers should not assume that a pool, fitness center, clubroom or other facility associated with one Naples Square building is available to residents of every building.
- Condominium Due Diligence Is Important: Buyers should review reserves, insurance, association financials, structural and milestone inspection requirements when applicable, maintenance history and planned capital projects.
- Urban Living Has a Different Feel: Naples Square is positioned near Downtown Naples, restaurants, businesses, cultural venues and major roadways. Buyers should consider whether they prefer this active setting or a quieter residential environment.
- Views and Locations Vary: Courtyard, city and surrounding-area views can differ depending on the building, residence location and floor.
- Current Rules Should Be Verified: Leasing, pets, parking, renovations, guest privileges and other requirements should be reviewed through the governing documents for the specific condominium.
Current listings
Naples Square Homes for Sale
See the newest homes for sale in Naples Square, updated throughout the day from the Naples MLS. Want a private showing or an honest read on value? Call Renee Hahn at (239) 287-2576.
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Accuracy of this information is not warranted or guaranteed. Information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Naples Square Amenities
Naples Square’s amenities are designed around a private courtyard lifestyle within each residential building rather than one large shared resort complex serving the entire development. Landscaped courtyards create attractive outdoor environments where residents can enjoy swimming, relaxing and gathering while remaining separated from the surrounding downtown activity. Resort-style swimming pools and spas are complemented by sunning areas, covered pavilions, grilling stations, fire features and comfortable outdoor seating.
Fitness and social amenities further support the lock-and-leave condominium lifestyle. Residential buildings include fitness facilities and clubrooms designed for exercise, entertaining and informal gatherings. Clubroom features can include bar or catering areas, televisions, billiards and terraces opening toward the courtyard and pool environment, although the exact facilities vary by building.
Practical conveniences are also an important part of Naples Square ownership. Under-building parking, private resident storage, bicycle storage, elevators and controlled building access provide many of the features buyers expect from newer luxury condominium living. Professional condominium management and maintenance of the buildings and common areas further support residents who want a lower-maintenance primary or seasonal residence.
Perhaps Naples Square’s greatest amenity, however, is what lies outside the community. Residents are positioned near Fifth Avenue South, the Naples Design District, Tin City, Bayfront and the Baker Theatre & Education Center at Gulfshore Playhouse, creating easy access to dining, shopping, professional theater, galleries and entertainment. Gulf beaches and Third Street South are also nearby, expanding the lifestyle without requiring those amenities to be duplicated within the condominium community.
For buyers who prioritize walkability, modern condominium living and proximity to Downtown Naples, Naples Square offers a distinctly different lifestyle from Naples’ golf, beach high-rise and master-planned communities.
What Is Near Naples Square?
Downtown Naples (5th Avenue South): 0.2 miles
Closest beach: Naples Pier, 1.2 miles
RSW Airport: 26.9 miles
Notable shopping & dining nearby: Mercato Italiano, 0.5 miles
Closest park: Cambier Park, 0.4 miles
(Distances are approximate straight-line distances.)
Naples Square Floor Plans
Floor plans are provided as a complimentary resource to help you understand the layouts available in Naples Square. Plans and specifications can change, so confirm details for any specific home.
View Naples Square floor plans (PDF)
Where Is Naples Square?
Naples Square FAQ
Where is Naples Square located?
Naples Square sits at the gateway to Downtown Naples, just blocks from Fifth Avenue South and right next to Gulfshore Playhouse's Baker Theatre & Education Center. The Naples Design District, Tin City, Bayfront and the Gulf beaches are close by.
What types of homes are in Naples Square?
Naples Square is a luxury condominium community made up of several buildings: Naples Square I, II and III and Quattro at Naples Square. Residences feature modern architecture, open layouts and generous terraces.
Is there an HOA at Naples Square?
Each building, Naples Square I, II, III and Quattro, has its own condominium association. Fees, reserves, insurance and rules should be evaluated for the specific building.
What amenities does Naples Square offer?
Each building centers on a landscaped courtyard with a resort-style pool and spa, pavilions, grilling stations and fire features, plus fitness facilities and clubrooms. Under-building parking, private and bicycle storage, elevators and controlled access are part of the package, though exact facilities vary by building.
How walkable is Naples Square?
Very walkable. Fifth Avenue South is only blocks away and professional theater is next door, so dinner and a show can happen without the car; just keep in mind amenities are building-specific and the setting is livelier than a quiet residential street.
Last updated October 2026 by Renee Hahn, Your Naples Expert. Community details, fees and amenities can change, so confirm specifics for any home you are considering.
