Sterling Oaks

The community of Sterling Oaks is situated in Naples. Wonderfully located for access to all of the Naples region facilities and conveniences has to offer.

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28 listings match your search criteria.
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14811 Sterling Oaks Dr Naples

Villa Attached for Sale in Wildcat Cove

  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2003Year Built
$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 extended lanai overlooks a peaceful pond, creating a private and relaxing setting for morning coffee or evening drinks. This tastefully turnkey furnished home features gorgeous tile flooring throughout, high ceilings,…

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1784 Sanctuary Pointe Ct Naples

Single Family for Sale in Sanctuary Point

  • 3Bedrooms
  • 3Bathrooms
  • 1799Sq Ft
  • 2004Year Built
$569,900

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 entertaining. Inside, soaring 12' ceilings, elegant crown molding, and an open layout create a bright, sophisticated atmosphere. The spacious master suite offers dual vanities, a generous walk-in closet, and a deep soaking tub. Modern…

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1134 Silverstrand Dr Naples

Single Family for Sale in Manatee Bay

  • 3Bedrooms
  • 2Bathrooms
  • 1750Sq Ft
  • 1999Year Built
$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 community of Sterling Oaks. Thoughtfully designed for both everyday living and effortless entertaining, this exceptional home showcases rich bamboo wood flooring throughout the main living areas and in the main bedroom,…

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15040 Sterling Oaks Dr Naples

Villa Attached for Sale in Wildcat Cove

  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2002Year Built
$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 villa with 3 bedrooms + spacious loft, 3 full bathrooms, 2 car garage. Must-see loft-den space that a creative buyer can perhaps convert to a bedroom. Costly…

Active
1118 Sweetwater Ln 1305 Naples

Low Rise for Sale in Eagle Cove

  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2005Year Built
$465,000

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. From the moment you step inside, soaring high ceilings and elegant crown moldings set the tone for the refined living experience that awaits. The heart of this home is the completely remodeled…

Active
14994 Sterling Oaks Dr Naples

Villa Attached for Sale in Wildcat Cove

  • 2Bedrooms
  • 2Bathrooms
  • 1288Sq Ft
  • 1997Year Built
$439,000

Welcome to your slice of paradise in the highly desirable Wildcat Cove neighborhood! Meticulously cared for by its original owner, this pristine, 2-bedroom plus den villa is waiting for its next exciting chapter. Enjoy the updated bathrooms and kitchen with matching stainless steel appliances. Whether you are looking to trade your snow shovel for a…

Active
1415 Sweetwater Cv 102 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2004Year Built
$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, two-full bath masterpiece boasting nearly 1,500 square feet of air conditioned living. With an updated washer and dryer, covered parking directly in front of the unit and a calming, peaceful landscaped view with…

Active
1380 Sweetwater Cv 102 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2006Year Built
$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 bedroom PLUS DEN! MOTIVATED SELLER! NEW A/C 5/2024!!! All NEW recessed LED ceiling lighting! Carport is right outside the front door! CLOSEST building to Resort…

Active
1295 Sweetwater Cv 8203 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1054Sq Ft
  • 1999Year Built
$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 delivers comfort, style, and the perfect blend of indoor-outdoor living. Enjoy peaceful garden views from your private screened balcony, an ideal spot for morning coffee or unwinding evenings. The split-bedroom layout provides privacy for…

Active
1149 Sweetwater Ln 4102 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1200Sq Ft
  • 1997Year Built
$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 rendered. Light and bright first-floor condo with stunning sunset views! Live your SWFL dream in this beautifully maintained 2-bedroom, 2-bath residence featuring a glass-enclosed lanai that seamlessly…

Active
14508 Sterling Oaks Dr Naples

Single Family for Sale in Sanctuary Point

  • 3Bedrooms
  • 2Bathrooms
  • 2599Sq Ft
  • 2003Year Built
$9,500

**FABULOUS POOL HOME!** AVAILABLE FOR SEASON 2027 **90 DAYS MINIMUM PREFERRED - NEWLY RENOVATED KITCHEN AND GUEST BATHROOM, NEW FLOORING throughout main area and Master Bedroom! Beautifully decorated and well appointed, this 3 bedroom plus a den pool home with spa has all the comforts of home. Features include vaulted ceilings and an open floor…

Active
1150 Sweetwater Ln 1207 Naples

Low Rise for Sale in Eagle Cove

  • 2Bedrooms
  • 2Bathrooms
  • 1703Sq Ft
  • 2004Year Built
$6,500

AVAILABLE DECEMBER 2026 THROUGH APRIL 2027!!! This 2-bedroom, 2 baths plus Den condo in STERLJNG OAKS is a beautiful SEASONAL rental in a resort style community. Just 20 minutes from dining, shopping, entertainment and the beautiful beaches of SW Florida. This well maintained second floor coach home has a spectacular lake view from the lanai and…

Active
1214 Sweetwater Ln 2306 Naples

Townhouse for Sale in Eagle Cove

  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2003Year Built
$6,500

Welcome to your slice of paradise in Sterling Oaks, Naples! This beautifully furnished 2-bedroom plus den, 2-bath second-floor coach home offers serene lake views and a bright, open floor plan designed for comfort and relaxation. Enjoy a spacious great room, a screened lanai perfect for morning coffee or sunset cocktails, and an attached garage for…

Active
1117 Sweetwater Ln 2201 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1193Sq Ft
  • 1995Year Built
$6,500

Available April 2027 and Reduced Rates for Off-Season Months! Have a vacation like no other in this beautifully updated 2-bedroom plus den, 2-bath second-floor end-unit condo in Sterling Oaks, Naples. Tastefully turnkey furnished, this coastal retreat features quartz countertops, shaker-style cabinets, wood and tile flooring, new furniture throughout, and stunning western sunset views from…

Active
1680 Sanctuary Pointe Ct Naples

Single Family for Sale in Sanctuary Pointe

  • 3Bedrooms
  • 2Bathrooms
  • 1888Sq Ft
  • 2004Year Built
$5,900

The house is available for the seasons of 2027-2028. See available months. Call today before it is gone. This beautiful, spacious 3 bedroom, 2 bath, single family home is located on a cul-de-sac at Sterling Oaks, right on Route 41. It is just 4 miles from the beaches and even closer to shopping, restaurants and…

Active
1360 Sweetwater Cv 202 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2003Year Built
$5,500

***NORTH NAPLES***SWEET WATER BAY***FURNISHED SEASONAL RENTAL**This beautifully maintained second-floor residence offers a bright, open layout designed for comfort and relaxation. Featuring tasteful furnishings and thoughtful upgrades, the condo is ideal for enjoying the Southwest Florida lifestyle. The home boasts a spacious living area that flows seamlessly to a screened lanai, perfect for morning coffee or evening…

Active
1230 Sweetwater Ln 2208 Naples

Low Rise for Sale in Eagle Cove

  • 3Bedrooms
  • 2Bathrooms
  • 1829Sq Ft
  • 2004Year Built
$5,500

AVAILABLE DECEMBER 2026 THROUGH APRIL 2027!!! This pristine 3 bedroom, 2 bath condo in STERLING OAKS is a beautiful SEASONAL rental in a resort style community. Just 20 minutes from dinning, shopping, entertainment and night life, and the beautiful beaches of SW Florida.

Active
1415 Sweetwater Cv 104 Naples

Low Rise for Sale in Sweetwater Bay

  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2004Year Built
$5,500

Welcome to Sterling Oaks in North Naples! This beautifully maintained 3-bedroom, 2-bath first-floor end-unit condo is perfectly located just a 2-minute walk to the resort-style amenities and a short drive to four of Naples’ stunning white-sand Gulf beaches. Offered turnkey furnished, this home is ready for you to move right in and start enjoying the…

Active
1285 Sweetwater Cv 2106 Naples

Low Rise for Sale in Eagle Cove

  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2004Year Built
$5,500

Unique seasonal Rental! Tastefully renovated and furnished coach home available for rent in the desirable gated community of Sterling Oaks. This 2-bedroom plus den residence offers 2 remodeled bathrooms, all decorated in coastal blues and white color. The stylish kitchen features quartz countertops, white cabinetry, coastal-blue accents, pantry, stainless-steel appliances. The primary suite offers…

Active
1420 Sweetwater Cv 102 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2003Year Built
$5,000

STERLING OAKS! NAPLES, FL! NEED I SAY MORE? Enjoy a month, 3 months or any unique combination to spend quality time at a sweet 2 plus den boasting plantation shutters, new stainless-steel appliances, a modern coastal theme and tasteful furnishings on the preserve/pond. Enjoy the sun rising as you enjoy your morning coffee on the…

Active
1250 Silverstrand Dr Naples

Single Family for Sale in Tavernier

  • 3Bedrooms
  • 2Bathrooms
  • 1848Sq Ft
  • 1999Year Built
$5,000

Stop scrolling—you just found the best rental in Naples. This home features an ultra-high-end kitchen with an oversized granite island, pull-up seating, wine bar with cooler, stainless French-door refrigerator, and double oven. The primary suite offers his-and-her custom California closets, dual vanities, a walk-in shower, and plantation shutters. An open floor plan flows through tile…

Active
1345 Sweetwater Cv 203 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2003Year Built
$4,800

Welcome to Sweetwater Bay at Sterling Oaks. This is where you will find this second floor fully furnished and turnkey 2 bedroom plus den, 2 bath condo. Upon entry your greeted with an open great room floor plan that opens onto a cozy screened lanai with bonus storage. Tiled living areas, volume ceilings and great…

Active
14907 Sterling Oaks Dr Naples

Single Family for Sale in Wildcat Cove

  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2003Year Built
$4,100

Pickleball in the morning, tennis in the afternoon, and cocktails by the pool at sunset—welcome to Sterling Oaks! This beautifully maintained 3-bedroom, 3-bath retreat offers the perfect blend of comfort, convenience, and resort-style living in one of North Naples' most active and sought-after communities. Designed for easy Florida living, the home features vaulted ceilings, an open and…

Active
1250 Silverstrand Dr Naples

Single Family for Sale in Tavernier

  • 3Bedrooms
  • 2Bathrooms
  • 1848Sq Ft
  • 1999Year Built
$3,500

Stop scrolling—you just found the best rental in Naples. This home features an ultra-high-end kitchen with an oversized granite island, pull-up seating, wine bar with cooler, stainless French-door refrigerator, and double oven. The primary suite offers his-and-her custom California closets, dual vanities, a walk-in shower, and plantation shutters. An open floor plan flows through tile…

Active
1285 Sweetwater Cv 2106 Naples

Low Rise for Sale in Eagle Cove

  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2004Year Built
$2,650

Unique Rental in North Naples! Tastefully renovated and furnished coach home available for rent in the desirable gated community of Sterling Oaks. This 2-bedroom plus den residence offers 2 remodeled bathrooms, all decorated in coastal blues and white color. The stylish kitchen features quartz countertops, white cabinetry, coastal-blue accents, pantry, stainless-steel appliances. The primary suite…

Active
1295 Sweetwater Cv 8201 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1193Sq Ft
  • 1999Year Built
$2,500

MOVE-IN READY!! Experience the best of NORTH NAPLES LIVING in this beautifully appointed top-floor end unit located in the highly desirable Sterling Oaks Resort Lifestyle Community. FULLY FURNISHED and turnkey, this gorgeous residence offers everything you need to enjoy the Southwest Florida lifestyle from the day you move in! The spacious floor plan features brand-new…

Active
1117 Sweetwater Ln 2102 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1054Sq Ft
  • 1995Year Built
$2,300

FIRST FLOOR! UNFURNISHED! Beautifully situated overlooking pond and western sunsets! Walking distance to clubhouse and the many amenities offered in the desirable gated community of Sterling Oaks. 12 Har Tru tennis courts, Jr olympic size swimming pool, hot tub, sauna, exercise room and 5 new lighted pickleball courts. Very active social community. Dining available poolside…

Active
1390 Sweetwater Cv 203 Naples

Low Rise for Sale in Sweetwater Bay

  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2004Year Built
$2,000

ANNUAL RENTAL – Experience the best of Southwest Florida resort-style living in this beautifully furnished 2-bedroom, 2-bath plus den residence. Overlooking a tranquil lake and preserve, this inviting home offers the perfect blend of comfort, privacy, and convenience. Enjoy the convenience of being just a 1-minute walk to Sterling Oaks' outstanding amenities. This gated community offers…

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