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Sterling Oaks - Naples

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Sterling Oaks Homes for Sale – Naples, FL

Home > Naples > Sterling Oaks - Homes & Condos 

Sterling Oaks is a highly desirable gated community in Naples, Florida, ideally located off US-41 and just minutes from the Gulf of Mexico beaches, shopping, dining, and top-rated schools. Known for its resort-style amenities and wide variety of housing options, Sterling Oaks offers something for everyone — from seasonal residents to full-time homeowners.

Community Highlights

  • Location: Off US-41, near beaches & shopping

  • School District: Excellent North Naples schools

  • Lifestyle: Family-friendly, active, and convenient

Sterling Oaks Amenities

Sterling Oaks provides an abundance of resort-style amenities, making it one of Naples’ most active lifestyle communities:

  • 10,000 sq. ft. clubhouse with social spaces

  • Junior Olympic swimming pool & spa

  • Poolside Tiki Bar and casual dining restaurant

  • 12 Har-Tru clay tennis courts with a very active tennis program

  • Fitness center with modern equipment

Real Estate in Sterling Oaks

Sterling Oaks offers a diverse selection of property types to meet a variety of lifestyle needs and budgets:

  • Single-Family Homes & Villas – Spacious residences with private lots, ideal for families or year-round living.

  • Condos & Coach Homes – Low-maintenance properties perfect for seasonal residents, investors, or those seeking a lock-and-leave lifestyle.

This mix of properties makes Sterling Oaks one of the most flexible and welcoming gated communities in North Naples.

Find Your Home in Sterling Oaks

Browse the latest listings in Sterling Oaks:

  • Sterling Oaks – Villas & Single-Family Homes for Sale

  • Sterling Oaks – Condos & Coach Homes for Sale

📞 Contact us today for more information or to schedule a private showing of available properties in Sterling Oaks Naples FL.

Sterling Oaks - Homes & Condos For Sale

1134 Silverstrand DR, Naples image
1134 Silverstrand DR, Naples $535,000

Experience the perfect blend of elegance, comfort, and location in this beautifully updated 3-bedroom, 2-bath residence with a 2-car garage in the highly desirable commun...

  • 3 Beds
  • 2 Baths
  • 226027130 MLS
1118 Sweetwater Lane Unit 1305, Naples image
1118 Sweetwater Lane Unit 1305, Naples $475,000

Stunning Second Floor Coach Home with Premium Upgrades! Welcome to this beautifully upgraded second floor coach home, where luxury and comfort meet in perfect harmony. F...

  • 2 Beds
  • 2 Baths
  • 2026029079 MLS
14932 Sterling Oaks Dr, Naples image
14932 Sterling Oaks Dr, Naples — Sterling Oaks $429,000 ▼

Welcome to Sterling Oaks, where location truly sets this home apart. Situated off Bonita Beach Rd and US-41 in one of North Naples' most desirable gated communities, this...

  • 2 Beds
  • 2 Baths
  • 226025528 MLS
  • Sterling Oaks Bldg.
1784 Sanctuary Pointe CT, Naples image
1784 Sanctuary Pointe CT, Naples $579,900

Experience refined Florida living in this beautifully updated 3-bedroom, 3-bath home featuring an in-ground pool and private screened lanai—perfect for relaxing or entert...

  • 3 Beds
  • 3 Baths
  • 226020610 MLS
1290 Sweetwater CV Unit 5101, Naples image
1290 Sweetwater CV Unit 5101, Naples — Sweetwater Bay $299,900 ▼

Seller financing possible. Experience effortless Southwest Florida living in this beautifully turnkey-furnished 3-bedroom, 2-bath first-floor corner residence in the high...

  • 3 Beds
  • 2 Baths
  • 226018926 MLS
  • Sweetwater Bay Bldg.
15040 Sterling Oaks DR, Naples image
15040 Sterling Oaks DR, Naples $499,000

Gorgeous lake views with an extended screened lanai with tile surface flooring. Newer roof yr 2022, remodeled modern gorgeous kitchen. Spacious and bright attached vill...

  • 3 Beds
  • 3 Baths
  • 226018184 MLS
14811 Sterling Oaks DR, Naples image
14811 Sterling Oaks DR, Naples $579,000

Beautifully remodeled paired villa with three bedrooms, three full baths, a den, and a loft, offering spacious and comfortable living in a prime Naples location. The exte...

  • 3 Beds
  • 3 Baths
  • 226016047 MLS
1415 Sweetwater CV Unit 102, Naples image
1415 Sweetwater CV Unit 102, Naples — Sweetwater Bay $310,000

No stairs! Perfectly nestled within one of North Naples' most coveted tennis and pickleball guard-gated communities, arrives this two-bedroom, plus office/den/flex rom, t...

  • 2 Beds
  • 2 Baths
  • 226013980 MLS
  • Sweetwater Bay Bldg.
1360 Sweetwater CV Unit 102, Naples image
1360 Sweetwater CV Unit 102, Naples — Sweetwater Bay $314,000 ▼

Bathed in beautiful eastern morning light and overlooking peaceful garden views, this charming first-floor residence in Sweetwater Bay at Sterling Oaks offers a warm and ...

  • 2 Beds
  • 2 Baths
  • 226009265 MLS
  • Sweetwater Bay Bldg.
1149 Sweetwater LN Unit 4102, Naples image
1149 Sweetwater LN Unit 4102, Naples — Sweetwater Bay $249,900 ▼

One or more photo(s) has been virtually staged, AI generated or rendered. Another price reduction! One or more photo(s) has been virtually staged, AI generated or render...

  • 2 Beds
  • 2 Baths
  • 226005202 MLS
  • Sweetwater Bay Bldg.
1285 Sweetwater CV Unit 2106, Naples image
1285 Sweetwater CV Unit 2106, Naples — Eagle Cove $390,000 ▼

Experience refined coastal living in this FULLY RENOVATED, TURNKEY coach home with a private garage. This impeccably updated residence features a NEW A/C (June 2026). The...

  • 2 Beds
  • 2 Baths
  • 226003254 MLS
  • Eagle Cove Bldg.
1380 Sweetwater CV Unit 102, Naples image
1380 Sweetwater CV Unit 102, Naples — Sweetwater Bay $279,900 ▼

INVESTOR ALERT! This is TENANT loaded, with excellent tenant!! MOTIVATED SELLER!! Welcome to Amazing Sterling Oaks! ALL NEW FLOORS Throughout!!!! NO CARPET! FIRST FLOOR...

  • 2 Beds
  • 2 Baths
  • 226002458 MLS
  • Sweetwater Bay Bldg.
14927 Sterling Oaks DR, Naples image
14927 Sterling Oaks DR, Naples $497,000 ▼

This beautifully maintained single-family home offers 3 bedrooms all on the first floor plus a large loft/media room (ideal as a potential 4th bedroom), 3 full baths (two...

  • 3 Beds
  • 3 Baths
  • 225082122 MLS
1295 Sweetwater CV Unit 8203, Naples image
1295 Sweetwater CV Unit 8203, Naples — Sweetwater Bay $259,900

Step into resort-style living with this beautifully furnished 2-bedroom, 2-bathroom condo in the highly coveted Sterling Oaks community. This second-floor residence deliv...

  • 2 Beds
  • 2 Baths
  • 225078544 MLS
  • Sweetwater Bay Bldg.
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