Mindy DolleDomain Realty · Naples
(239) 851-2556
Naples, FL · Street guide

Homes for sale on Cherry Oaks Trail

As of October 16, 2026, 5 homes are for sale in Cherry Oaks Trail, Naples, FL, priced from $719K to $995K with a median asking price of $895K (about $433 per square foot).

5Active homes
$719K – $995KList price range
$433Median list $ / sq ft
14Closed sales, 12 months

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Questions about Cherry Oaks Trail

How many homes over $3M are for sale in Cherry Oaks Trail?

There are no homes listed at $3M or more in Cherry Oaks Trail right now, and 5 active listings overall. Listings change daily.

What do luxury homes cost in Cherry Oaks Trail?

Current asking prices run $719K to $995K, with a median of $895K or roughly $433 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 Cherry Oaks Trail?

Cherry Oaks Trail is a street in Naples in Naples, FL. Current listings include homes with 3 bedrooms, 1,876 sq ft to 3,010 sq ft, built 2004 to 2006.

Are homes in Cherry Oaks Trail on the water?

Of the 5 current listings, 4 are waterfront, 3 have a private pool, 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 Cherry Oaks Trail?

Current listings report association fees of $1,045 to $1,149 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 Cherry Oaks Trail?

14 sales closed in the past 12 months at a median of $740K, with a median of about 72 days on market and a median sale-to-list ratio of 94.9%. A small number of sales means these medians are only a guide.

Which communities are on Cherry Oaks Trail?

Current listings on Cherry Oaks Trail sit in Cranberry Crossing (3), Cherry Oaks (2). Each community has its own association rules, fees and amenities, so compare them before you choose.

Who can show me homes in Cherry Oaks Trail?

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 Cherry Oaks Trail. Call or text (239) 851-2556.

Along and near Cherry Oaks Trail