What are home prices like in Windward Cay?

Windward Cay is in the luxury price tier, typically Typically $900K+. List prices vary by size, age, condition, and inventory. Search current listings at /search.

What FEMA flood zone is Windward Cay in?

Flood zone varies by parcel; Rick verifies the exact zone for any address.

What schools are near Windward Cay?

Closest schools to Windward Cay: Cape Coral High School (6.4 mi), Heritage Charter Academy of Cape Coral (6.6 mi). Browse all at /schools.

What does it cost to own a home in Windward Cay?

For a $1,250,000 home in Windward Cay: ~$16,250/yr property tax, $6,250-$13,750/yr insurance, and $300-900/mo HOA. See the cost cheatsheet at /swfl-relocation-cost-cheatsheet.

What amenities does Windward Cay offer?

Windward Cay features Golf. Compare similar communities at /communities.

Naples, FL · Golf & Country Club Communities

Windward Cay

Windward Cay is a residential community in Naples, Collier County, Southwest Florida.

Golf & Country Club CommunitiescondoLuxury · $900K+

Market Snapshot

Windward Cay market data

Live from the MLS · updated continuously. See all 2 listings →

Active Listings

for sale now

Median List Price

$900,000

active inventory

Median $/Sq Ft

$432

list price ÷ sqft

Avg Days on Market

days listed

Price Range

$425,000-$1,375,000

low to high

Homes Built

2003

Typical Home

3 bed · 2,004 sq ft

Median sold price · Windward Cay

$695,000last 6 monthsnot enough sold data to compare

Figures reflect current active listings (and recent closed sales where available) tagged to Windward Cay. Medians are indicative, not an appraisal, ask Rick for a comparative market analysis on a specific home.

On the Map

Where Windward Cay sits

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Available Now

Homes for sale in Windward Cay

No active listings in Windward Cay right now

New homes list here weekly, search nearby or ask Rick to watch this community for you.

Search nearby homes →

At a Glance

Windward Cay at a glance

Price Range

Luxury

Typically $900K+

Community Type

condo

Region

Naples

Amenities & Lifestyle

What you get living in Windward Cay

Golf

Cost of Ownership

Estimated yearly costs for a luxury-tier home

Florida estimates based on a $1,250,000 home in Windward Cay. 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

$6,250, $13,750

Standard homeowners + wind

HOA Estimate

$300, $900/mo

Condo association range

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 Windward Cay

Cape Coral High School

6.4 mi

Highpublic· DOE Grade B· Score 65/100

Heritage Charter Academy of Cape Coral

6.6 mi

K-8charter· Score 40/100

Compare

Ready to Look Closer?

Get live numbers for Windward Cay

HOA dues, current listings, recent sales, builder incentives, all change weekly. Book a free Strategy Session and I'll pull a live snapshot for Windward Cay tailored to your timeline and budget.

Ask About Windward Cay →Browse All Communities

Good Questions

Windward Cay, frequently asked questions

What are home prices like in Windward Cay?: Windward Cay 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 Windward Cay in?: Flood zone varies by parcel, Rick verifies the exact zone for any address before you offer.
What schools are near Windward Cay?: Closest schools include Cape Coral High School (6.4 mi), Heritage Charter Academy of Cape Coral (6.6 mi). Browse all on the schools directory.
What does it cost to own a home in Windward Cay?: For a $1,250,000 home, estimate roughly $16,250/yr property tax, $6,250-$13,750/yr insurance, and $300-$900/mo HOA. Full breakdown in the SWFL cost cheatsheet.
What amenities does Windward Cay offer?: Windward Cay features Golf. Compare similar communities on the interactive map.