Naples, FL · Golf & Country Club Communities

Chatham Square

Chatham Square is a residential community in Naples, Collier County, Southwest Florida.

Golf & Country Club CommunitiescondoEntry · $200K – $450K

Market Snapshot

Chatham Square market data

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

Active Listings
2
for sale now
Median List Price
$227,500
active inventory
Median $/Sq Ft
$207
list price ÷ sqft
Avg Days on Market
165
days listed
Price Range
$225,000-$230,000
low to high
Sold (90 days)
$265,000
1 closed · median
Homes Built
1991-1992
Typical Home
2 bed · 1,097 sq ft
Waterfront
50% of homes
Median sold price · Chatham Square
$265,000last 3 monthsnot enough sold data to compare

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

On the Map

Where Chatham Square sits

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Available Now

Homes for sale in Chatham Square

No active listings in Chatham Square right now

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

Recently Sold

Recent sales in Chatham Square

HomeBd / BaSq FtSoldSold Price
7105 Dennis Circle E-302, Naples2 / 21,100Jun 2026$265,000
6985 Dennis Circle H204, Naples2 / 21,400Apr 2026$210,000
6700 Dennis Circle A103, Naples2 / 21,308Feb 2026$310,000
6985 Dennis Circle 308, Naples3 / 21,275Jan 2026$268,000

Closed sales from the last 12 months. Ask Rick for a full comparable-sales report on any home you're considering.

At a Glance

Chatham Square at a glance

Price Range
Entry
Typically $200K – $450K
Community Type
condo
Region
Naples

Amenities & Lifestyle

What you get living in Chatham Square

Golf

Cost of Ownership

Estimated yearly costs for a entry-tier home

Florida estimates based on a $350,000 home in Chatham Square. Actual numbers vary, book a Strategy Session for a live, parcel-specific quote.

Property Tax
$4,550
~$379/mo · Collier County millage ~1.3%
Insurance
$1,750, $3,850
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.

Ready to Look Closer?

Get live numbers for Chatham Square

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

Good Questions

Chatham Square, frequently asked questions

What are home prices like in Chatham Square?
Chatham Square is in the entry price tier, typically Typically $200K – $450K. List prices vary by size, age, condition, and current inventory; search current listings or ask Rick for live comps.
What FEMA flood zone is Chatham Square in?
Flood zone varies by parcel, Rick verifies the exact zone for any address before you offer.
What schools are near Chatham Square?
Closest schools include Cape Coral High School (3.0 mi), Heritage Charter Academy of Cape Coral (3.2 mi). Browse all on the schools directory.
What does it cost to own a home in Chatham Square?
For a $350,000 home, estimate roughly $4,550/yr property tax, $1,750-$3,850/yr insurance, and $300-$900/mo HOA. Full breakdown in the SWFL cost cheatsheet.
What amenities does Chatham Square offer?
Chatham Square features Golf. Compare similar communities on the interactive map.