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.

Hide Map
New Search Refine Search Save Search
43 listings match your search criteria.
Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built
Active
1511 Whispering Oaks Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1564Sq Ft
  • 2006Year Built
$1,050,000

Discover a stunning 3-bedroom, 2-bathroom private residence that has undergone a complete transformation, exuding a sophisticated and contemporary vibe. Every corner of this home has been meticulously designed with avant-garde elements in mind, ensuring a seamless blend of style and functionality. Step inside to find modern finishes and thoughtful touches throughout, creating a fully furnished…

Active
1057 Silverstrand Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1777Sq Ft
  • 2004Year Built
$675,000

MOTIVATED SELLER!! POOL Home with 2 car garage!! Welcome to one of the most exclusive Gated communities in Sought after North Naples! Sterling Oaks is the Tennis Capital! Offering a spectacular tennis club set amid 100 acres of breathtaking nature preserves. This extremely sought after 3 bed 2 bath POOL Ranch Home is yours to…

Active
14472 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2007Sq Ft
  • 2003Year Built
$644,000

Enjoy a "taste of the tropics" with this beautifully appointed home that served as the Toll Brothers Model Show Home with all of the bells and whistles including soaring ceilings, 6" Crown Molding and speakers throughout. This spacious 3 bedroom, 2 bath SALTWATER pool home with diving platform offers secluded privacy but is also perfect…

Active
1347 Old Oak Ln   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1857Sq Ft
  • 1996Year Built
$610,000

Think: Peace. As you enter the open foyer, listen to the calming fountain spray. This listing offers an amazing opportunity to purchase a lakefront, single-family home in Sterling Oaks. This very desirable sun-filled “Bougainvillea” property is rarely offered. Within a five-minute walk to 12 tennis courts and 5 pickleball courts, this lovely home boasts an…

Active
1784 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1799Sq Ft
  • 2004Year Built
$609,900

Step into luxury with this exceptional 3-bedroom, 3-bathroom home featuring a private pool on a screened lanai—your perfect blend of comfort and sophistication. From the soaring 12' ceilings in the great room and master suite to the crown molding in every room, every detail has been carefully curated for elegance and ease. The master suite is…

Active
14516 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1921Sq Ft
  • 2003Year Built
$599,000

Fantastic opportunity to own a single family home in a great location in Naples with a large yard big enough for a pool and your pets. This three bedroom two bath home also has a brand new roof! Open floor plan with a large kitchen overlooking the family room and dining room. Plenty of cabinet…

Active
1195 Silverstrand Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1525Sq Ft
  • 1999Year Built
$585,000

This single family home has two bedrooms plus a den and offers solar power, only $25 monthly electric bills! Open floor plan, spacious remodeled kitchen with quartz counters and new cabinetry, remodeled vanity's in baths, huge extended screened lanai overlooking a peaceful wooded preserve. The home also offers plantation shutters and impact windows and sliders…

Active
1785 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1888Sq Ft
  • 2004Year Built
$578,000

This three bedroom two bath home is being sold tastefully turnkey furnished and offers many upgrades including an extended lanai, crown molding, paver driveway and walkway, stainless steel appliances, upgraded fans and fixtures and more. Enjoy this Aruba floor plan and all the amenities that Sterling Oaks has to offer. The home is located in…

Active
1242 Silverstrand Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1862Sq Ft
  • 1995Year Built
$575,000

Live the Naples Dream! Perfectly Located Home with Resort-Style Amenities at an Unbeatable Price! Imagine a vibrant and convenient Naples lifestyle in this charming 3-bedroom, 2-bathroom single-family home, now offered at a fantastic value of $575,000! Located in a sought-after community renowned for its exceptional amenities and prime location, this is an opportunity you won't…

Active
14489 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1906Sq Ft
  • 2004Year Built
$550,000

This well-maintained Aruba floor plan home in the prestigious Sanctuary Pointe subdivision of Sterling Oaks is a must-see! Step through the inviting entrance foyer with its elegant chandelier and light tile floors into a spacious living room featuring a raised ceiling. The updated kitchen boasts brand-new stainless-steel appliances, white cabinetry, and a convenient kitchen peninsula…

Active
15064 Sterling Oaks Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1338Sq Ft
  • 1998Year Built
$537,000

This fantastic two bedroom PLUS den waterfront villa has numerous upgrades and is being offered tastefully turnkey furnished. This villa offers two spacious bedrooms and a decorated den/office. The upgraded kitchen overlooks the dining and family rooms and includes granite tops and upgraded cabinetry. The flooring is large tile laid on diagonal throughout. The family…

Active
15143 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1795Sq Ft
  • 2003Year Built
$500,000

Discover Resort-Style Living in Sterling Oaks – North Naples’ Premier Tennis Community Welcome to Wildcat Cove in Sterling Oaks, one of North Naples’ most desirable gated communities, where this charming two-story home offers the perfect blend of privacy, comfort, and resort-style amenities. Backing up to a protected preserve, this residence provides serene natural views and exceptional…

Active
14955 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2003Year Built
$495,000

This home is in a great location within minutes drive to four beautiful award winning beaches! Enjoy resort style amenities and the relaxed Florida lifestyle when you purchase this fantastic three bedroom three bath villa in Sterling Oaks. Three bedrooms and two baths on the main floor plus a spacious loft/media room with full bath…

Active
1118 Sweetwater Ln  1305 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2005Year Built
$475,000

Gorgeous second floor coach home LOADED with upgrades. Check out the beautiful kitchen that has been remodeled with new cabinets and quartz counter tops and backsplash. High ceilings and crown molding are throughout this lovely home. There is large tile laid on diagonal in living areas and vinyl plank style flooring (tile size) in bedrooms…

Active
1150 Sweetwater Ln  1207 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1703Sq Ft
  • 2004Year Built
$444,900

Turnkey furnished and ready to go! Beautiful second floor coach home overlooking the water and fountain from the lanai, family room and primary bedroom. This home also has a garage and is being sold tastefully turnkey furnished, just bring your suitcase and start enjoying this wonderful home. NEW AC, newer roof, granite counter tops in…

Active
1182 Sweetwater Ln  1801 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1621Sq Ft
  • 2003Year Built
$419,000

Enjoy the Naples lifestyle the way it was meant to be in this fantastic first floor end unit Coach Home with a one car attached garage. This home has "premium exposure" and overlooks the pond and fountain and offers southern exposure with some beautiful westerly sunset views as well. Two spacious bedrooms and two baths…

Active
1285 Sweetwater Cv  2101 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1621Sq Ft
  • 2004Year Built
$390,000

LOWEST PRICED COACH HOME IN STERLING OAKS. Don't miss this fantastic opportunity and pricing on this first floor end unit coach home with 1621 sq ft under air, single car garage, two bedrooms plus a den and two baths at a great new price! Light fixtures fans and toilets all updated, Waterford Chandeliers, wood plank…

Active
1300 Sweetwater Cv  6202 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1054Sq Ft
  • 2004Year Built
$389,900

Model-like 2-Bedroom, 2-Bathroom Condo in Sterling Oaks, North Naples, FL Don’t miss this rare opportunity to own a stunning, partially-furnished, move-in-ready condo that truly shows like a model home! This beautifully remodeled 2-bedroom, 2-bathroom condo offers modern comfort and luxury in the highly desirable gated community of Sterling Oaks in North Naples, FL. The home features high-end…

Active
1305 Sweetwater Cv  104 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2003Year Built
$357,000

Welcome to your dream home in the exclusive North Naples community! This former Azalea model is in pristine condition, showcasing an array of fantastic upgrades. Featuring all solid surface flooring and plantation shutters, this residence offers the perfect blend of style and comfort. High ceilings and walk-in closets add an element of luxury to the…

Active
1360 Sweetwater Cv  102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2003Year Built
$329,000

Welcome to Sweetwater Bay at Sterling Oaks. This two-bedroom, two baths plus den home is a five-minute walk to the pool, restaurant and huge tennis facility. The home has great natural light from the East and from the West. The location in North Naples is a short drive to public beaches, shopping and numerous…

Active
1330 Sweetwater Cv  102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2004Year Built
$309,000

Fantastic Naples location near four beaches and every amenity imaginable for ultimate convenience. This two bedroom plus den two bath first floor condo is in excellent condition and offers lots on vinyl plank wood look flooring. The kitchen offers plenty of cabinet and counter space, granite tops and stainless steel appliances. This condo is a…

Active
1370 Sweetwater Cv  101 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2004Year Built
$299,500

***Friendly, cooperative listing agent wants to work with you and your buyers. Motivated sellers said “Bring all offers”.*** This spacious first-floor 3-bedroom condo is perfectly located within walking distance to the pool, on-site restaurant, and clubhouse. Each bedroom offers generous dimensions and ample closet space for comfortable living. Situated in the sought-after gated community of Sterling…

Active
1447 Serenity Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2467Sq Ft
  • 2003Year Built
$12,000

AVAILABLE MARCH and APRIL 2026!!! $12,000 per month. HURRY! Also available 5/1/2025 to 12/30/2025 for 4800 Per Month. One Month Minimum. Not available January 1 to February 28, 2026! Spacious open floor plan 3 bedroom, plus den 2 bath, 2 car garage lakefront Estate Home in prestigious Deer Creek in gated community.This…

Active
1579 Whispering Oaks Cir   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1820Sq Ft
  • 1998Year Built
$11,000

Seasonal lease now available in North Naples Gated Community of Sterling Oaks. House with 3 Bedroom plus Den, 3 full baths, includes large pool and hot tub with screened cage. House was fully renovated 4 years ago and includes a large great room with high cathedral ceilings. House has King, Queen, and 2 twin beds.…

Active
1595 Whispering Oaks Cir   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1907Sq Ft
  • 1997Year Built
$9,500

2026 RENTAL NOW AVAILABLE! Book your seasonal months early before they’re gone! This turnkey, fully updated single-family pool and spa home is ready for you—just bring your clothes! Located in the highly sought-after community of Sterling Oaks, this 3-bedroom, 3-bath property offers ideal flexibility: the main house features 2 bedrooms and 2 full baths, while a…

Active
14508 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2599Sq Ft
  • 2003Year Built
$9,000

RENTED FOR SEASON 2026! **FABULOUS POOL HOME!** 90 DAYS MINIMUM PREFERRED - WILL CONSIDER 2 MONTHS BETWEEN DECEMBER & FEBRUARY. 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.…

Active
14819 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2003Year Built
$7,500

Everything you have been looking for awaits at this newly updated, clean, bright and elegant home in Sterling Oaks. Spacious floorplan with 2 floors of living space, 3 bedrooms and 3 bathrooms. Updated all-white kitchen with new countertops and stainless steel appliances. Private lanai off the main living area faces the lake and offers a…

Active
14907 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1760Sq Ft
  • 2003Year Built
$7,500

AVAILABLE FOR SEASON 2026 -90 DAY MINIMUM PREFERRED...Also available MAY THROUGH DECEMBER 2025 monthly. ~SINGLE FAMILY HOME ACROSS THE STREET FROM THE SUBDIVISION POOL! Enjoy your winter vacation in this fabulous, meticulously clean 3 Bedroom,3 Bath home! Beautifully decorated and well appointed, vaulted ceilings lend to an open and comfortable living space with Tile…

Active
1696 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2207Sq Ft
  • 2004Year Built
$7,000

Pricing Annually $4000. Jan $6.5K, April $7K This elegant three-bedroom, three-bath home with a den/loft and private pool is located in the highly desirable, amenity-rich community of Sterling Oaks. Highlighted by high-recessed ceilings, designer-painted walls, and tasteful decor, this fully furnished residence offers an atmosphere of comfort and sophistication. The home includes TVs in every…

Active
1117 Sweetwater Ln  2201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1193Sq Ft
  • 1995Year Built
$6,500

Have a vacation like no other. This beautiful two bedroom plus den two bath condo in Sterling Oaks has all the resort amenities one would want to make your stay just perfect here in Naples Florida. Quartz counter tops and shaker style cabinets in the open kitchen, new furniture throughout and gorgeous western sunset views…

Active
1345 Sweetwater Cv  203 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2002Year Built
$5,500

FURNISHED Seasonal condo in 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…

Active
1680 Sanctuary Pointe Ct   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1888Sq Ft
  • 2004Year Built
$5,000

Available from April 15, 2025 to December 1, 2025 and from April 5, 2026. 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 entertainment. Quick access to I-75. Enjoy…

Active
1325 Sweetwater Cv  204 Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1381Sq Ft
  • 2002Year Built
$5,000

Welcome to our luxurious 3-bedroom, 2-bathroom second floor condo located in the vibrant city of Naples, FL. Situated in a prime location, this condo offers a plethora of amenities. Stay active and enjoy a friendly game of basketball, bocce, or tennis on our well-maintained courts. Need to catch up on work? Our convenient business center…

Active
1093 Silverstrand Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1562Sq Ft
  • 1995Year Built
$4,850

Available starting April 15th 2025 special off season rate available. Season 2026 open. 3 month min preferred for season 2026 This Simply adorable, cozy, furnished 2 bedroom, plus a den, single-family home with garage is located in the community of Sterling Oaks. Main bedroom has a king bed and guest bedroom has a queen bed. Spacious…

Active
14478 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2416Sq Ft
  • 2003Year Built
$3,800

Stunning Saltwater Pool Oasis in North Naples available in May 2025! Welcome to highly coveted Sterling Oaks community! Nestled against the serene backdrop of a picturesque preserve, this beautifully updated residence is just minutes away from the pristine beaches. This 3-bedroom home with a versatile loft/office/den is designed for both comfort and elegance. The main…

Active
1370 Sweetwater Cv   102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1379Sq Ft
  • 2004Year Built
$3,300

Attention nature lovers and tennis players! This property is in the Sterling Oaks community, within a 100-acre Audobon Preserve, perfect for biking and walking. You have the option to join the exclusive tennis club here as a seasonal visitor if you want to access some of the best tennis in Naples, with 12 professionally groomed…

Active
15071 Sterling Oaks Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 1730Sq Ft
  • 2003Year Built
$3,000

A beautiful 3 bedroom/3 bath rental in a fantastic location! Natural light throughout in this peaceful turnkey villa. This beautiful home offers first floor living with two bedrooms and a den on the first floor as well as second floor privacy with a full bath for visiting family and guests! New low maintenance tiled flooring…

Active
1262 Sweetwater Ln  1505 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2004Year Built
$2,950

Beautifully furnished 2-bedroom, 2-bathroom + den condo, One Car Garage in the sought-after Sterling Oaks community! This spacious and bright unit features an open floor plan, a well-equipped kitchen, and a private screened lanai perfect for enjoying the warm Florida breeze with a gorgeous lake view. As a resident, you'll have access to resort-style amenities,…

Active
1285 Sweetwater Cv  2106 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1378Sq Ft
  • 2004Year Built
$2,500

Annual Rental in Sterling Oaks – Fully Furnished & Move-In Ready! Experience luxury living in the prestigious community of Sterling Oaks! This beautifully furnished coach home features 2 bedrooms plus a den, 2 bath, offering impeccable upgrades and stylish coastal charm. The kitchen is a chef’s dream, boasting granite countertops, tall white cabinetry, and…

Active
1149 Sweetwater Ln  4203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1054Sq Ft
  • 1997Year Built
$2,400

Available for long term or seasonal. Upon entering the Western exposure overlooks preserve/water views for beautiful sunset colors. 2-bedrooms are large and main bedroom has king size bed, en suite bathroom, large closet and window for natural light. Guest bedroom is separate from main for privacy and has nearby access to the guest bathroom.…

Active
1390 Sweetwater Cv  203 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2004Year Built
$2,200

Enjoy resort style living and an active community, whether you are enjoying downtime from work or during retirement. This 2 bedroom, 2 bath plus den property boasts a beautiful lake preserve view and is conveniently located near all amenities. The unit is furnished with new paint and carpet available June 1st. The…

Active
1380 Sweetwater Cv  103 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2006Year Built
$2,200

Enjoy resort living year round in this desirable first floor unit, available for annual rent. Excellent location, short walk to the community pool, and all amenities. 2 bedrooms, 2 bathrooms with den. Tile and laminate flooring throughout, unfurnished. Cable, Internet, water/sewer, security and amenities (not tennis) all included in rent. Resort style…

Active
1420 Sweetwater Cv  102 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1279Sq Ft
  • 2003Year Built
$2,200

Enjoy a month,3 months,a year or any combination at this lovely 2 plus den with plantation shutters, modern coastal theme and tasteful furnishings on the preserve/pond. Enjoy the sun rising as you enjoy your coffee on the lanai as well as the light filtering sunscreens if needed. Just a great condo, turnkey,…

No results found

Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built

Wordpress IDX Plugin