Naples, FL · Waterfront & Boating Communities

Oyster Bay

Oyster Bay is a residential community in Naples, Collier County, Southwest Florida.

Waterfront & Boating Communitiessingle-familyLuxury · $900K+FEMA Zone AE

Market Snapshot

Oyster Bay market data

Live from the MLS · updated continuously. See all 10 listings →

Active Listings
10
for sale now
Median List Price
$869,450
active inventory
Median $/Sq Ft
$642
list price ÷ sqft
Avg Days on Market
84
days listed
Price Range
$399,000-$7,995,000
low to high
Sold (90 days)
$2,085,000
2 closed · median
Homes Built
1970-2026
Typical Home
2 bed · 1,368 sq ft
Waterfront
90% of homes
Median sold price · Oyster Bay
$2,085,000last 3 monthsnot enough sold data to compare

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

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Recently Sold

Recent sales in Oyster Bay

HomeBd / BaSq FtSoldSold Price
1686 Blue Point Avenue B9, Naples2 / 2917Aug 2026$590,000
1506 Jewel Box Avenue, Naples4 / 32,777Jun 2026$3,580,000
1485 Chesapeake Avenue, Naples2 / 21,796Nov 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

Price Range
Luxury
Typically $900K+
Flood Zone
Zone AE
High risk · 1% annual chance · BFE established
high-confidence estimate, verify by address
Community Type
single-family
Region
Naples

Amenities & Lifestyle

What you get living in Oyster Bay

Waterfront

Drive Times

Location & access

  • 🏖️ Nearest Beach10 min
  • ✈️ RSW Airport43 min
  • 🏙️ Downtown Fort Myers4 min
  • 🏥 Nearest Hospital6 min
  • 🛣️ I-75 Access23 min

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.

Property Tax
$16,250
~$1,354/mo · Collier County millage ~1.3%
Insurance (incl. flood)
$15,000, $27,500
Flood + wind in high-risk zone
HOA Estimate
$0, $150/mo
Typically low/none

Estimates only. Florida Homestead Exemption (when you qualify) can knock $750-1,500 off the annual tax bill.

⚠️ Flood Zone Accuracy Note

Oyster Bay is mapped primarily in Zone AE

All sample points within Oyster Bay returned Zone AE. Individual parcels may differ, flood zones are assigned per parcel by FEMA, not per community.

Before making an offer, always verify the exact flood zone for the specific property address:

Source: FEMA National Flood Hazard Layer · sampled at 5 points per community · confidence: high

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?
Oyster Bay is mapped primarily in FEMA Zone AE, High risk · 1% annual chance · BFE established. Individual parcels can differ; Rick verifies the exact zone for any address.
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, $15,000-$27,500/yr insurance (incl. flood), 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.