Oyster Bay Naples

In This Community
38 homes for sale
Get alerted to new listings and price drops in this location!
Email Me Alerts for Oyster Bay

Oyster Bay is a luxury waterfront community of single family homes, condos, and townhomes in Naples, Florida, with a range of options priced between $375,000 and $7,199,000. There are currently a total of 38 homes for sale in Oyster Bay. The smallest Oyster Bay home presently available is a three bedroom two bathroom residence that is 886 square feet, and the largest of the Oyster Bay homes currently on the market has five beds and six baths and is a 7,352 square foot (5,073SF Under Air) residence.

Pets are allowed in Oyster Bay. There is a limit of how many pets you may have.

There are two commercial airports that serve Oyster Bay - Southwest Florida International Airport (RSW), which is twenty eight miles away, and Page Field (FMY), which is 32 miles away.

Oyster Bay real estate activity on the Naples MLS during the past year (as of May 2026) reflects eighteen homes changing hands, with an average asking price of $2,491,883 and an average selling price of $2,263,306. This represents a healthy list-to-sell price ratio of 91% and $833 per square foot. During this period, Oyster Bay homes for sale have taken an average of 195 days to sell.

In addition, there are numerous other communities in Naples to choose from, or you may browse all available Naples Real Estate, including some new construction opportunities. Homes for sale in Oyster Bay are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in Oyster Bay hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Gulf Coast real estate needs.

Oyster Bay Homes For Sale

1380 Pelican Ave, Naples
Under Contract
$7,199,000
$7,499,000

MLS#225041921

1380 Pelican Ave
Naples, FL 34102

5

6

3

7,352 SqFt

Pool

Water Front

0.26 Acres

371 Days

New Construction

1100 Sandpiper St, Naples
Reduced
$7 Million
$7,200,000

MLS#225065690

1100 Sandpiper St
Naples, FL 34102

5

7

2

7,000 SqFt

Pool

Water Front

0.24 Acres

188 Days

New Construction

1435 Osprey Ave, Naples
$6.9 Million

MLS#225064127

1435 Osprey Ave
Naples, FL 34102

4

4

3

5,659 SqFt

Pool

Bay Access

0.26 Acres

279 Days

1400 Jewel Box Ave, Naples
$5,800,000

MLS#225073826

1400 Jewel Box Ave
Naples, FL 34102

4

4

2

4,161 SqFt

Pool

Water Front

0.25 Acres

185 Days

1456 Curlew Ave, Naples
$5,295,000

MLS#226017450

1456 Curlew Ave
Naples, FL 34102

4

5

2

4,662 SqFt

Pool

Water Front

0.26 Acres

99 Days

New Construction

1510 Chesapeake Ave, Naples
$4,349,000

MLS#226013587

1510 Chesapeake Ave
Naples, FL 34102

3

4

2

3,682 SqFt

Pool

Water Front

0.26 Acres

25 Days

1506 Jewel Box Ave, Naples
Under Contract
$3.95 Million
$4,200,000

MLS#225084283

1506 Jewel Box Ave
Naples, FL 34102

4

3

2

3,270 SqFt

Pool

Water Front

0.25 Acres

127 Days

1420 Jewel Box Ave, Naples
$3,395,000

MLS#226018001

1420 Jewel Box Ave
Naples, FL 34102

3

3

2

4,937 SqFt

Pool

Water Front

0.25 Acres

1 Days

1559 Chesapeake Ave, Naples
Reduced
$2,695,000
$2,895,000

MLS#225077747

1559 Chesapeake Ave
Naples, FL 34102

3

4

2

Pool

Water Front

147 Days

1301 Chesapeake Ave 1b, Naples
Reduced
$2,495,000
$2,725,000

MLS#225078086

1301 Chesapeake Ave 1b
Naples, FL 34102

3

3

2

Water Front

178 Days

1525 Blue Point Ave, Naples
Reduced
$2,199,000
$2,350,000

MLS#226009277

1525 Blue Point Ave
Naples, FL 34102

3

3

2

2,690 SqFt

Pool

Water Front

0.26 Acres

64 Days

1311 Chesapeake Ave 4a, Naples
$1,699,000

MLS#226016071

1311 Chesapeake Ave 4a
Naples, FL 34102

3

3

2

3,104 SqFt

Water Front

433 Days

You may also be interested in Oyster Bay in Vero Beach.
Recent home sales in Oyster Bay
Other Oyster Bay listings
Condos Townhouses Rentals

What schools are Oyster Bay homes zoned for?

Where you live in Naples determines which public schools your children may attend, which directly influences home values. Homes in Oyster Bay are zoned for the following Collier County school districts, making school zone boundaries a key factor in property desirability and market demand.

Elementary

Lake Park Elementary School

Middle

Gulfview Middle School

High School

Naples High School

Naples Communities

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

FILTERS ^
Currency
USD CAD EUR GBP BTC