Homes for sale on Gulf Shore Drive
As of October 16, 2026, 4 homes listed at $3M and up are for sale in Gulf Shore Drive, Naples, FL, priced from $4M to $20.8M with a median asking price of $5.17M (about $1,381 per square foot).
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Homes on Gulf Shore Drive
Gulf access1 / 26
Waterfront1 / 27
Waterfront1 / 38
Gulf access1 / 34
Gulf access1 / 50
Waterfront1 / 41
Waterfront1 / 50
Waterfront1 / 49
New · 11 days1 / 31
Gulf access1 / 33
Waterfront1 / 16
Gulf access1 / 20
Gulf access1 / 34
Gulf access1 / 25
Gulf access1 / 46
Gulf access1 / 44
Waterfront1 / 45
Gulf access1 / 23
Waterfront1 / 43
New · 8 days1 / 38
Gulf access1 / 41
Gulf access1 / 41Listings are shown courtesy of the listing brokerages. Information is deemed reliable but not guaranteed.
Questions about Gulf Shore Drive
How many homes over $3M are for sale in Gulf Shore Drive?
4 homes priced at $3M or more are listed for sale in Gulf Shore Drive, Naples, FL, according to the MLS as of October 16, 2026, out of 22 active listings overall. The list changes daily.
What do luxury homes cost in Gulf Shore Drive?
Current asking prices at $3M and up run $4M to $20.8M, with a median of $5.17M or roughly $1,381 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 Gulf Shore Drive?
Gulf Shore Drive is a street in Naples in Naples, FL. Current listings include homes with 3 to 4 bedrooms, 1,892 sq ft to 4,522 sq ft, built 1967 to 2009.
Are homes in Gulf Shore Drive on the water?
Of the 4 current listings, 4 are waterfront, 2 have Gulf access, per MLS data. Water type and access vary by street and building, so confirm each home's details before relying on them.
How fast do homes sell in Gulf Shore Drive?
38 sales closed in the past 12 months at a median of $1.55M, with a median of about 94 days on market and a median sale-to-list ratio of 94.1%. A small number of sales means these medians are only a guide.
Which communities are on Gulf Shore Drive?
Current listings on Gulf Shore Drive sit in Vanderbilt Bay (3), Manatee (2), Vanderbilt Gulfside (2), Le Dauphin (2), Vanderbilt Beach (1), Conners (1) and others. Each community has its own association rules, fees and amenities, so compare them before you choose.
Who can show me homes in Gulf Shore 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 Gulf Shore Drive. Call or text (239) 851-2556.
Along and near Gulf Shore Drive
- Vanderbilt Bay3 listings on this street
- Manatee2 listings on this street
- Vanderbilt Gulfside2 listings on this street
- Le Dauphin2 listings on this street
- Vanderbilt Beach1 listing on this street
- Conners1 listing on this street
- Moraya Bay1 listing on this street
- Watermark1 listing on this street
- Gulf Shore Boulevard North160 homes for sale
- Pelican Bay Boulevard51 homes for sale
- Arbor Lake Drive22 homes for sale
- Central Avenue22 homes for sale
- Bluebill Avenue20 homes for sale
- Borghese Lane20 homes for sale
- Crayton Road19 homes for sale
- Mainsail Drive18 homes for sale