Chatham Square homes for sale
As of October 15, 2026, 5 homes are for sale in Chatham Square, Naples, FL, priced from $215K to $329K with a median asking price of $249K (about $227 per square foot).

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Homes for sale in Chatham Square
New · 7 days1 / 9
New · 8 days1 / 16
New · 12 days1 / 38
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Waterfront1 / 48Listings are shown courtesy of the listing brokerages. Information is deemed reliable but not guaranteed.
Questions about Chatham Square
How many homes over $3M are for sale in Chatham Square?
There are no homes listed at $3M or more in Chatham Square right now, and 5 active listings overall. Listings change daily.
What do luxury homes cost in Chatham Square?
Current asking prices run $215K to $329K, with a median of $249K or roughly $227 per square foot. Floor, view, finish and, for single-family homes, lot and water frontage account for most of the spread.
What kinds of homes are in Chatham Square?
Chatham Square is a condominium community in Naples, FL. Current listings include homes with 2 bedrooms, 1,097 sq ft to 1,308 sq ft, built 1991 to 1992.
Are homes in Chatham Square on the water?
Of the 5 current listings, 3 are waterfront, per MLS data. Water type and access vary by street and building, so confirm each home's details before relying on them.
What are the association fees in Chatham Square?
Current listings report association fees of $1,256 per quarter. What a fee covers differs by building or community, so ask for the budget and the reserve and milestone-inspection documents before you buy.
How fast do homes sell in Chatham Square?
9 sales closed in the past 12 months at a median of $265K, with a median of about 76 days on market and a median sale-to-list ratio of 93.7%. A small number of sales means these medians are only a guide.
Who can show me homes in Chatham Square?
Mindy Dolle, a licensed Florida real estate sales associate with Domain Realty, can arrange showings, pull comparable sales and review association documents for homes in Chatham Square. Call or text (239) 851-2556.
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