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

Homes for sale on Cayman Drive

As of October 16, 2026, 7 homes are for sale in Cayman Drive, Naples, FL, priced from $559K to $1.4M with a median asking price of $650K (about $381 per square foot).

7Active homes
$559K – $1.4MList price range
$381Median list $ / sq ft
2Closed sales, 12 months

Live from the MLS and refreshed through the day.

Free market snapshot

Get the Cayman Drive market report

Current prices, what is for sale and what has sold, in your inbox right now. Then Mindy's occasional updates, and you can stop them any time.

By submitting, you agree to receive the Cayman Drive market snapshot now and Mindy Dolle's market updates by email. Unsubscribe any time. No obligation. See our Privacy Policy.

For sale now

Homes on Cayman Drive

9257 Cayman Dr, NaplesWaterfront1 / 50
$1,395,000
9257 Cayman DrAzure At Hacienda Lakes · Naples
3 bd3 ba2,297 sf
Listing courtesy of Realty One Group MVP
9288 Cayman Dr, Naples1 / 50
$999,999
9288 Cayman DrAzure At Hacienda Lakes · Naples
3 bd2.5 ba2,136 sf
Listing courtesy of Realty One Group MVP
9241 Cayman Dr, Naples1 / 49
$874,900
9241 Cayman DrAzure At Hacienda Lakes · Naples
3 bd2.5 ba2,380 sf
Listing courtesy of Premier Property Management
9195 Cayman Dr, NaplesWaterfront1 / 36
$650,000
9195 Cayman DrAzure At Hacienda Lakes · Naples
2 bd2 ba1,575 sf
Listing courtesy of Coldwell Banker Realty
9225 Cayman Dr, Naples1 / 40
$599,900
9225 Cayman DrAzure At Hacienda Lakes · Naples
2 bd2 ba1,575 sf
Listing courtesy of Realty One Group MVP
9209 Cayman Dr, NaplesWaterfront1 / 18
$565,000
9209 Cayman DrAzure At Hacienda Lakes · Naples
2 bd2 ba1,573 sf
Listing courtesy of William Raveis Real Estate
9175 Cayman Dr, NaplesWaterfront1 / 31
$559,000
9175 Cayman DrAzure At Hacienda Lakes · Naples
2 bd2 ba1,569 sf
Listing courtesy of Premiere Plus Realty Company

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

Questions about Cayman Drive

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

There are no homes listed at $3M or more in Cayman Drive right now, and 7 active listings overall. Listings change daily.

What do luxury homes cost in Cayman Drive?

Current asking prices run $559K to $1.4M, with a median of $650K or roughly $381 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 Cayman Drive?

Cayman Drive is a street in Naples in Naples, FL. Current listings include homes with 2 to 3 bedrooms, 1,569 sq ft to 2,380 sq ft, built 2022 to 2023.

Are homes in Cayman Drive on the water?

Of the 7 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 Cayman Drive?

Current listings report association fees of $1,593 to $1,700 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 Cayman Drive?

2 sales closed in the past 12 months at a median of $663K, with a median of about 159 days on market and a median sale-to-list ratio of 96.1%. A small number of sales means these medians are only a guide.

Which communities are on Cayman Drive?

Current listings on Cayman Drive sit in Azure at Hacienda Lakes (8). Each community has its own association rules, fees and amenities, so compare them before you choose.

Who can show me homes in Cayman 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 Cayman Drive. Call or text (239) 851-2556.

Along and near Cayman Drive