Oyster Bay Naples

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Oyster Bay is a luxury waterfront community of single family homes, condos, and townhomes in Naples, Florida, with a range of options priced between $389,000 and $8,900,000. There are currently a total of 39 homes for sale in Oyster Bay. The smallest Oyster Bay home presently available is a three bedroom three bathroom residence that is 886 square feet, and the largest of the Oyster Bay homes currently on the market has five beds and five baths and is a 7,000 square foot (5,500SF 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 June 2026) reflects twenty homes changing hands, with an average asking price of $2,195,190 and an average selling price of $2,025,725. This represents a healthy list-to-sell price ratio of 92% and $773 per square foot. During this period, Oyster Bay homes for sale have taken an average of 177 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 BEX Realty agent, who would happily assist you further with all your Gulf Coast real estate needs.

Oyster Bay Homes For Sale

1690 Chesapeake Ave, Naples
$8.9 Million

MLS#226020026

1690 Chesapeake Ave
Naples, FL 34102

4

5

2

5,800 SqFt

Pool

Water Front

0.28 Acres

23 Days

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

229 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

320 Days

1566 Curlew Ave, Naples
$5.995 Million

MLS#226020832

1566 Curlew Ave
Naples, FL 34102

5

6

2

4,991 SqFt

Pool

Water Front

0.26 Acres

15 Days

New Construction

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

226 Days

1456 Curlew Ave, Naples
Under Contract
$5,295,000

MLS#226017450

1456 Curlew Ave
Naples, FL 34102

4

5

2

4,662 SqFt

Pool

Water Front

0.26 Acres

140 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

66 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

168 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

42 Days

1559 Chesapeake Ave, Naples
Reduced
$2,495,000
$2,895,000

MLS#225077747

1559 Chesapeake Ave
Naples, FL 34102

3

4

2

Pool

Water Front

188 Days

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

MLS#226018219

1301 Chesapeake Ave 1b
Naples, FL 34102

3

3

2

Water Front

219 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

105 Days

You may also be interested in Oyster Bay in Vero Beach.

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.

High School

The data relating to homes for sale or lease or other real estate for sale or for rent on the BEX Realty 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. BEX Realty, 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.

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