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 $285,000 and $619,000. There are currently a total of 15 homes for sale in Sterling Oaks. The smallest Sterling Oaks home presently available is a three bedroom two bathroom residence that is 1,230 square feet (1,186SF Under Air living space), and the largest of the Sterling Oaks homes currently on the market has three beds and two baths and is a 3,000 square foot (2,007SF 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 September 2025) reflects 51 homes changing hands, with an average asking price of $498,210 and an average selling price of $473,689. This represents a healthy list-to-sell price ratio of 95% and $217 per square foot. During this period, Sterling Oaks homes for sale have taken an average of 129 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 ZFC Real Estate agent, who would happily assist you further with all your Gulf Coast real estate needs.

Sterling Oaks Homes For Sale

Reduced

$619,000

$699,000

MLS#225015874

14472 Sterling Oaks Dr
Naples, FL 34110

3

2

2

2,400 SqFt

Pool

0.15 Acres

218 Days

Under Contract

$610,000

MLS#225041198

1347 Old Oak Ln
Naples, FL 34110

3

2

2

2,173 SqFt

Water Front

0.18 Acres

146 Days

Reduced

$599,500

$619,000

MLS#225060488

1057 Silverstrand Dr
Naples, FL 34110

3

2

2

3,000 SqFt

Pool

73 Days

Under Contract

$599,000

$639,000

MLS#225035438

14516 Sterling Oaks Dr
Naples, FL 34110

3

2

2

2,800 SqFt

0.17 Acres

164 Days

Reduced

$575,000

$652,000

MLS#224087181

1242 Silverstrand Dr
Naples, FL 34110

3

2

2

2,749 SqFt

0.25 Acres

321 Days

Reduced

$550,000

$595,000

MLS#225012737

14489 Sterling Oaks Dr
Naples, FL 34110

3

2

2

2,256 SqFt

0.123 Acres

228 Days

Under Contract

$495,000

$580,000

MLS#224027305

14955 Sterling Oaks Dr
Naples, FL 34110

3

3

2

544 Days

$425,000

MLS#225007266

1182 Sweetwater Ln 1803
Naples, FL 34110

2

2

1

1,297 Sq Ft

Water Front

242 Days

Under Contract

$385,000

MLS#225056200

1118 Sweetwater Ln 1303
Naples, FL 34110

2

2

1

2,000 Sq Ft

211 Days

Reduced

$359,000

$365,000

MLS#225060037

1325 Sweetwater Cv 204
Naples, FL 34110

3

2

1,381 Sq Ft

78 Days

Reduced

$328,000

$339,900

MLS#225061166

1290 Sweetwater Cv 5101
Naples, FL 34110

3

2

1,230 Sq Ft

62 Days

Reduced

$309,000

$329,000

MLS#225031407

1360 Sweetwater Cv 102
Naples, FL 34110

2

2

1,400 Sq Ft

175 Days

15 Active Listings in Sterling Oaks