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 June in Oyster Bay

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

June 6, 2026

Vanderbilt Farmers' Market

Galleria Shoppes at Vanderbilt • 8:00 AM–1:00 PM

A convenient weekend market offering fresh produce, seafood, honey, and prepared foods, perfect for residents of Oyster Bay looking to shop local without venturing far.

Saturdays, June 2026 (e.g., June 27, 2026)

Third Street South Farmers Market

Third Street South, Naples • 7:30 AM–11:30 AM

Naples’ beloved year‑round Saturday market with nearly 60 vendors offering everything from pastries and pasta to flowers and dog treats, ideal for a Saturday outing close by.

June 8–14, 2026

Library Cardholder Days at Naples Botanical Garden

Naples Botanical Garden • 8:00 AM–2:00 PM

Local library cardholders get free garden admission—an affordable and enriching activity for families in Oyster Bay to enjoy tropical plants and garden exhibits together.

June 6, 2026

Family Fun Day

1455 Pine Ridge Road (Naples Area Board of REALTORS®)

A free, family‑friendly event featuring games, face painting, a petting zoo, safety presentations and more—great for locals with children to spend an active morning nearby.

June 15–19, 2026

Creative Art Camp (Ages 5–13)

Norris Center • 9:00 AM–12:00 PM (June 15–19); 1:00 PM–4:00 PM (June 22–26)

A week of hands‑on art activities including collages, paintings and 3D art, ideal for Oyster Bay parents seeking local enrichment programs for kids.

June 27, 2026

CHEACC Heart of Homeschooling Conference

Covenant Church of Naples • 10:00 AM–4:00 PM

A free one‑day conference offering workshops, guest speakers, and resources for homeschooling families across Collier County—useful for parents in the area exploring educational options.

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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