Sterling Oaks

Sterling Oaks is a gated community of single family homes, condos, and townhomes in Naples, Florida, with a range of options priced between $259,900 and $544,000. There are currently a total of 12 homes for sale in Sterling Oaks. The smallest Sterling Oaks home presently available is a three bedroom two bathroom residence that is 1,176 square feet (1,054SF Under Air living space), and the largest of the Sterling Oaks homes currently on the market has three beds and three baths and is a 3,000 square foot (1,849SF Under Air) residence.

The Sterling Oaks community offers a plethora of amenities for its residents to enjoy, including a clubhouse, swimming pool, spa / hot tub, cabana, a state-of-the-art fitness center, sauna, billiards room, hobby room, business center, and a library. Sports facilities include tennis courts, pickleball courts, Bocce ball, basketball court, and shuffleboard. Onsite dining venues consist of a restaurant, picnic area, and a barbecue area. There is also a community park, a playground, a dog park, walking or jogging trails, as well as guest suites for visitors.

Pets are allowed in Sterling Oaks.

There are three commercial airports that serve Sterling Oaks - Southwest Florida International Airport (RSW), which is sixteen miles away; Page Field (FMY), which is nineteen miles away, and Punta Gorda (PGD), which is 44 miles away.

Sterling Oaks real estate activity on the Naples MLS during the past year (as of June 2026) reflects 33 homes changing hands, with an average asking price of $488,452 and an average selling price of $472,118. This represents a healthy list-to-sell price ratio of 97% and $215 per square foot. During this period, Sterling Oaks homes for sale have taken an average of 168 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 Sterling Oaks are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Sterling Oaks 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.

Sterling Oaks Homes For Sale

$579,000

MLS#226016047

14811 Sterling Oaks Dr
Naples, FL 34110

3

3

2

Water Front

66 Days

$510,000

MLS#226016533

14855 Sterling Oaks Dr
Naples, FL 34110

3

3

2

2,300 SqFt

Water Front

49 Days

$499,000

MLS#226018184

15040 Sterling Oaks Dr
Naples, FL 34110

3

3

2

Water Front

47 Days

Reduced

$497,000

$522,000

MLS#225082122

14927 Sterling Oaks Dr
Naples, FL 34110

3

3

2

2,300 SqFt

201 Days

Under Contract

$495,000

MLS#226010605

1242 Silverstrand Dr
Naples, FL 34110

3

2

2

2,299 SqFt

0.19 Acres

101 Days

Reduced

$390,000

$425,000

MLS#226003254

1285 Sweetwater Cv 2106
Naples, FL 34110

2

2

1

1,378 Sq Ft

153 Days

Reduced

$314,000

$319,000

MLS#226009265

1360 Sweetwater Cv 102
Naples, FL 34110

2

2

1,400 Sq Ft

111 Days

$310,000

MLS#226013980

1415 Sweetwater Cv 102
Naples, FL 34110

2

2

1,398 Sq Ft

80 Days

Reduced

$299,900

$314,000

MLS#226018926

1290 Sweetwater Cv 5101
Naples, FL 34110

3

2

1,230 Sq Ft

45 Days

Reduced

$279,900

$299,900

MLS#226002458

1380 Sweetwater Cv 102
Naples, FL 34110

2

2

1,370 Sq Ft

157 Days

Reduced

$259,900

$299,000

MLS#226005202

1149 Sweetwater Ln 4102
Naples, FL 34110

2

2

1,200 Sq Ft

140 Days

$259,900

MLS#225078544

1295 Sweetwater Cv 8203
Naples, FL 34110

2

2

1,176 Sq Ft

223 Days

12 Active Listings in Sterling Oaks