Expert Connection
Naples

Oyster Bay, Naples Neighborhood

Old Naples offers a peaceful neighborhood with well-maintained single detached homes, small apartments, and larger apartment buildings, providing a range of housing sizes from lofts to multi-bedroom properties. The area benefits from a gentle terrain and a strong bicycling infrastructure, making it convenient to navigate by bike. A variety of restaurants, cafes, and supermarkets are nearby, facilitating easy access to daily necessities. Schools in the area are close at hand, supporting convenient educational needs. Bus lines connect the neighborhood, and parking is generally uncomplicated, contributing to an accessible and comfortable community environment.

Old Naples is a neighborhood to buy a house in for those who prefer a chill atmosphere. Since there are few pedestrians, Old Naples remains relatively quiet,.

Highlights of Oyster Bay

Parks, schools, dining, and what makes this neighborhood special

⛵ Private Boat Docks & Gulf Access

Oyster Bay is celebrated for its strong boating culture, with many residences boasting private docks and direct Gulf access—often with no bridge obstructions—making it a haven for watersports, shelling and stunning sunset views right from home.

🏘️ Proximity to 5th Avenue Shopping & Dining

Located just about 500 yards east of downtown’s iconic 5th Avenue South, Oyster Bay offers residents quick, walkable access to upscale boutiques, gourmet restaurants, and charming cafés, blending waterfront serenity with vibrant urban amenities.

🥊 River Park Aquatic & Tennis Center

Although technically just outside the core neighborhood, Oyster Bay residents benefit from nearby recreational gems like the River Park Aquatic Center with its heated lap pool and children’s area, and the Arthur L. Allen Tennis Center featuring lit Har‑Tru courts and pro instruction.

🌳 Tree‑lined Streets & Historic Old‑Florida Charm

The neighborhood features lush canopied streets, mature landscaping and a mix of charming condominium and single‑family architecture, helping preserve that signature Old‑Florida aesthetic just steps from Naples Bay.

🏫 Access to Highly Rated Schools

Families in Oyster Bay are served by top Collier County schools including Manatee Elementary, Manatee Middle and Lely High—well‑regarded public schools offering strong academics and a convenient commute for neighborhood students.

Oyster Bay

This September in Oyster Bay

Things to do, events, and what's happening this month

September 5, 2026

Weekly Farmers Market on Third Street South

Parking lot behind Tommy Bahama, Third Street South, Naples • 7:30 AM–11:30 AM

A beloved weekly market offering fresh produce, baked goods, flowers and more—a great way for Oyster Bay residents to support local growers and enjoy a stroll in vibrant Old Naples.

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September 2, 2026

Art After Dark in the Naples Art District

Naples Art District • 5:00 PM–8:00 PM

An evening of free art openings and cultural exploration—perfect for Oyster Bay locals seeking creative nightlife just a short drive away.

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September 12, 2026

Hands‑On History Family Day: The Creative Calusa

Collier Museum at Government Center • 11:00 AM–2:00 PM

Family‑friendly history programming that brings the story of the Calusa to life—ideal for parents in Oyster Bay looking for educational weekend outings.

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September 19, 2026

Open Studios in the Naples Art District

Naples Art District • 11:00 AM–4:00 PM

A free chance to meet local artists and explore studios—great for residents of Oyster Bay interested in artsy weekend explorations.

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September 19, 2026

2026 International Coastal Cleanup

Clam Pass, Naples • 8:00 AM–11:00 AM

A community cleanup event at Clam Pass—perfect for environmentally minded Oyster Bay families to get involved and help protect local beaches.

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September 26–27, 2026

Naples Grape & Arts Festival

Naples (downtown vicinity) • 10:00 AM–5:00 PM

A lively two-day celebration of food, wine, and arts—an excellent regional festival for Oyster Bay residents to enjoy local culture and culinary delights.

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From the Neighborhood

Stories, updates, and things to know in Oyster Bay

Know Your Neighborhood

Local characteristics and demographics for Oyster Bay

Neighborhood Characteristics

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Demographics

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