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

Homes for sale on Wilderness Drive

As of October 16, 2026, 6 homes are for sale in Wilderness Drive, Naples, FL, priced from $330K to $949K with a median asking price of $688K (about $314 per square foot).

6Active homes
$330K – $949KList price range
$314Median list $ / sq ft
9Closed sales, 12 months

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Homes on Wilderness Drive

106 Wilderness Dr #137, Naples1 / 22
$949,000
106 Wilderness Dr #137Wilderness Country Club · Naples
3 bd2.5 ba3,516 sf
Listing courtesy of Gulf Coast International Prop
108 Wilderness Dr #233, Naples1 / 36
$870,000
108 Wilderness Dr #233Wilderness Country Club · Naples
3 bd2 ba1,965 sf
Listing courtesy of John R Wood Properties
110 Wilderness Dr #129, Naples1 / 32
$775,000
110 Wilderness Dr #129Wilderness Country Club · Naples
3 bd2 ba1,965 sf
Listing courtesy of John R Wood Properties
104 Wilderness Dr #341, Naples1 / 50
$600,000
104 Wilderness Dr #341Wilderness Country Club · Naples
3 bd2 ba1,965 sf
Listing courtesy of Premier Sotheby's Int'l Realty
104 Wilderness Dr #j239, Naples1 / 16
$495,000
104 Wilderness Dr #j239Wilderness Country Club · Naples
2 bd2 ba1,533 sf
Listing courtesy of Harbour Point Real Estate Inc.
106 Wilderness Dr #i-236, Naples1 / 14
$329,900
106 Wilderness Dr #i-236Wilderness Country Club · Naples
2 bd2 ba1,758 sf
Listing courtesy of Gulf Coast International Prop

Listings are shown courtesy of the listing brokerages. Information is deemed reliable but not guaranteed.

Questions about Wilderness Drive

How many homes over $3M are for sale in Wilderness Drive?

There are no homes listed at $3M or more in Wilderness Drive right now, and 6 active listings overall. Listings change daily.

What do luxury homes cost in Wilderness Drive?

Current asking prices run $330K to $949K, with a median of $688K or roughly $314 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 Wilderness Drive?

Wilderness Drive is a street in Naples in Naples, FL. Current listings include homes with 2 to 3 bedrooms, 1,533 sq ft to 3,516 sq ft, built 1977 to 1978.

How fast do homes sell in Wilderness Drive?

9 sales closed in the past 12 months at a median of $435K, with a median of about 108 days on market and a median sale-to-list ratio of 92.3%. A small number of sales means these medians are only a guide.

Which communities are on Wilderness Drive?

Current listings on Wilderness Drive sit in Wilderness Country Club (6). Each community has its own association rules, fees and amenities, so compare them before you choose.

Who can show me homes in Wilderness Drive?

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 Wilderness Drive. Call or text (239) 851-2556.

Along and near Wilderness Drive