Naples, FL · Waterfront & Boating Communities
Oyster Bay
Oyster Bay is a residential community in Naples, Collier County, Southwest Florida.
Market Snapshot
Oyster Bay market data
Live from the MLS · updated continuously. See all 4 listings →
Figures reflect current active listings (and recent closed sales where available) tagged to Oyster Bay. Medians are indicative, not an appraisal, ask Rick for a comparative market analysis on a specific home.
On the Map
Where Oyster Bay sits
Available Now
Homes for sale in Oyster Bay
No active listings in Oyster Bay right now
New homes list here weekly, search nearby or ask Rick to watch this community for you.
Recently Sold
Recent sales in Oyster Bay
| Home | Bd / Ba | Sq Ft | Sold | Sold Price |
|---|---|---|---|---|
| 1506 Jewel Box Avenue, Naples | 4 / 3 | 2,777 | Jun 2026 | $3,580,000 |
| 1485 Chesapeake Avenue, Naples | 2 / 2 | 1,796 | Nov 2025 | $715,000 |
Closed sales from the last 12 months. Ask Rick for a full comparable-sales report on any home you're considering.
At a Glance
Oyster Bay at a glance
Amenities & Lifestyle
What you get living in Oyster Bay
Cost of Ownership
Estimated yearly costs for a luxury-tier home
Florida estimates based on a $1,250,000 home in Oyster Bay. Actual numbers vary, book a Strategy Session for a live, parcel-specific quote.
Estimates only. Florida Homestead Exemption (when you qualify) can knock $750-1,500 off the annual tax bill.
Schools Nearby
Top schools within 8 miles of Oyster Bay
Compare
Similar communities to consider
Ready to Look Closer?
Get live numbers for Oyster Bay
HOA dues, current listings, recent sales, builder incentives, all change weekly. Book a free Strategy Session and I'll pull a live snapshot for Oyster Bay tailored to your timeline and budget.
Good Questions
Oyster Bay, frequently asked questions
- What are home prices like in Oyster Bay?
- Oyster Bay is in the luxury price tier, typically Typically $900K+. List prices vary by size, age, condition, and current inventory; search current listings or ask Rick for live comps.
- What FEMA flood zone is Oyster Bay in?
- Flood zone varies by parcel, Rick verifies the exact zone for any address before you offer.
- What schools are near Oyster Bay?
- Closest schools include Cape Coral High School (5.5 mi), Heritage Charter Academy of Cape Coral (5.7 mi). Browse all on the schools directory.
- What does it cost to own a home in Oyster Bay?
- For a $1,250,000 home, estimate roughly $16,250/yr property tax, $6,250-$13,750/yr insurance, and $0-$150/mo HOA. Full breakdown in the SWFL cost cheatsheet.
- What amenities does Oyster Bay offer?
- Oyster Bay features Waterfront. Compare similar communities on the interactive map.