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 August in Oyster Bay

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

August 8–9, 2026

Third Street South Farmers Market

Third Street South parking lot (corner of Gordon Drive & 13th Ave S) • 7:30 AM–11:30 AM

A beloved year‑round Saturday market offering local produce, flowers, seafood, prepared foods, baked goods, and artisan items—just a short drive from Oyster Bay, ideal for weekend shopping and family outings.

August 26, 2026

Cool Down & Connect: Sailing into Sunset

Naples Princess, 550 Port‑O‑Call Way, Naples • 6:00 PM–8:30 PM

An elevated sunset networking cruise for local professionals aboard the Naples Princess—great for Oyster Bay residents looking to mix business networking with scenic enjoyment of Naples waterways.

August 27, 2026

EMBELLISHED Wearable Art Fashion Show

WANG Opera Center, Bayshore Arts District, Naples • 7:00 PM–9:30 PM

A vibrant wearable arts runway event featuring glam‑rock themed creations, live music, cocktails, and live auction—perfect for creative patrons near Oyster Bay seeking a stylish arts‑forward night out.

August 15, 2026

Plant Poetry: Writers’ Circle

Naples Botanical Garden • 10:00 AM

A morning of nature‑inspired poetry after a guided garden exploration—ideal for families and creative locals in Oyster Bay wanting a peaceful artistic activity outdoors.

August 28, 2026

August Food Truck Night

Big Corkscrew Island Regional Park • 6:00 PM–8:00 PM

An evening of food trucks, live music, and games at Big Corkscrew Island Park—fun for Oyster Bay families looking for a casual night out with variety and community atmosphere.

August 16, 2026

Cars and Coffee Powered by Porsche Naples

Mercato, Naples • 9:00 AM

A relaxed car‑enthusiast gathering featuring exotic cars and espresso at Mercato—a short drive for Oyster Bay residents who enjoy automobiles, community meet‑ups, and a vibrant weekend atmosphere.

From the Neighborhood

Stories, updates, and things to know in Oyster Bay

Know Your Neighborhood

Local characteristics and demographics for Oyster Bay

Neighborhood Characteristics

Full Guide →

Demographics

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