Oyster Bay Naples

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

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

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

$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

$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

$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

$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

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

$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

Reduced

$2,695,000

$2,895,000

MLS#225077747

1559 Chesapeake Ave
Naples, FL 34102

3

4

2

Pool

Water Front

147 Days

Reduced

$2,495,000

$2,725,000

MLS#225078086

1301 Chesapeake Ave 1b
Naples, FL 34102

3

3

2

Water Front

178 Days

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

$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.

38 Active Listings in Oyster Bay