Homes for sale on Chesapeake Avenue
As of October 16, 2026, 1 home listed at $3M and up is for sale in Chesapeake Avenue, Naples, FL, priced from $3.9M with a median asking price of $3.9M (about $1,273 per square foot).
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Homes on Chesapeake Avenue
Gulf access1 / 34
Gulf access1 / 41
New · 14 days1 / 50
Gulf access1 / 50
Gulf access1 / 34
Gulf access1 / 32
Gulf access1 / 21
Gulf access1 / 38
Gulf access1 / 22Listings are shown courtesy of the listing brokerages. Information is deemed reliable but not guaranteed.
Questions about Chesapeake Avenue
How many homes over $3M are for sale in Chesapeake Avenue?
1 home priced at $3M or more is listed for sale in Chesapeake Avenue, Naples, FL, according to the MLS as of October 16, 2026, out of 9 active listings overall. The list changes daily.
What do luxury homes cost in Chesapeake Avenue?
Current asking prices at $3M and up run $3.9M, with a median of $3.9M or roughly $1,273 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 Chesapeake Avenue?
Chesapeake Avenue is a street in Naples in Naples, FL. Current listings include homes with 3 bedrooms, 3,062 sq ft, built 2002.
Are homes in Chesapeake Avenue on the water?
Of the 1 current listing, 1 is waterfront, 1 has Gulf access, 1 has 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.
How fast do homes sell in Chesapeake Avenue?
4 sales closed in the past 12 months at a median of $444K, with a median of about 100 days on market and a median sale-to-list ratio of 95.1%. A small number of sales means these medians are only a guide.
Which communities are on Chesapeake Avenue?
Current listings on Chesapeake Avenue sit in Chesapeake Landings (3), Bayview Estates (2), Oyster Bay (2), Chesapeake Manor (1), Casa Granada (1). Each community has its own association rules, fees and amenities, so compare them before you choose.
Who can show me homes in Chesapeake Avenue?
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 Chesapeake Avenue. Call or text (239) 851-2556.
Along and near Chesapeake Avenue
- Chesapeake Landings3 listings on this street
- Bayview Estates2 listings on this street
- Oyster Bay2 listings on this street
- Chesapeake Manor1 listing on this street
- Casa Granada1 listing on this street
- Gulf Shore Boulevard North160 homes for sale
- Pelican Bay Boulevard51 homes for sale
- Gulf Shore Drive23 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