Sterling Oaks - Naples

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:

📞 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

1523 Whispering Oaks CIR, Naples
$949,000
3 Beds ⋅ 2.5 Baths ⋅ 226034493 MLS
Nestled on a peaceful preserve within the vibrant tennis community of Sterling Oaks, this exquisitely renovated pool home offers a rare blend of luxury, privacy, and modern efficiency in the heart of North Naples. Extensively updated inside and out, this residence showcases sophisticated designer finishes and exceptional craftsmanship throughout. The stunning 2021 renovation introduced wide-ranging interior improvements, including custom kitchen cabinetry, premium appliances with an induction range and a wine refrigerator, beautifully redesigned baths, new flooring, custom trim and doors, upgraded lighting, custom closet systems, and an epoxy-finished garage with built-in cabinetry. Outdoor living is equally refined, featuring resurfaced pool and patio areas, updated landscaping, refreshed pool cage screening, a brand-new pool pump, and tranquil preserve views that create an exceptionally private setting. Peace of mind comes with an impressive list of major upgrades, including a new roof, impact-resistant windows and doors throughout, updated irrigation, a new garage door and opener, an EV charging station, and fully paid solar panels with a battery backup system. Experience Sterling Oaks, one of Naples’ most active and sought-after resort-style communities. At the heart of the community is an exceptional tennis program featuring 12 Har-Tru courts, organized play, leagues, and professional instruction. Beyond tennis, residents enjoy pickleball and bocce courts, clubhouse dining, a well-equipped fitness center, a beautifully appointed resort-style pool and cabana, and a vibrant year-round social calendar. Whether your perfect day begins on the courts, poolside, or at the clubhouse with friends, Sterling Oaks offers an active, engaging lifestyle in an exceptional North Naples setting. This beautifully move-in-ready home is poised to welcome you and your family.

1523 Whispering Oaks CIR, Naples
1511 Whispering Oaks CIR, Naples
$925,000
3 Beds ⋅ 2 Baths ⋅ 226034404 MLS
A tranquil escape nestled in the heart of the Sterling Oaks community! Don’t miss out on this stunning 3 bed, 2 bath, 1853 ac/sf Naples residence where sophisticated design meets effortless Florida living. This home offers a fresh, modern aesthetic with thoughtful upgrades throughout and a seamless connection to its private outdoor retreat. At the heart of the home is an expansive kitchen featuring quartz countertops, a striking waterfall island, and custom shaker-style cabinetry with soft-close doors and drawers. The open-concept design creates an inviting space for everyday living and entertaining, while the carefully selected finishes bring a timeless, elevated feel. The primary suite offers a peaceful escape, highlighted by an elegant bathroom with a spacious walk-in shower designed for a luxurious, spa-like experience. Every detail of the home has been thoughtfully considered to create a space that feels both stylish and comfortable. Step outside and discover your own private oasis. The screened lanai overlooks a sparkling plunge pool/spa, creating the perfect setting for morning coffee, afternoon relaxation, or evening entertaining. Beyond the lanai, the tranquil backyard space provides a serene backdrop. The private, gated community of Sterling Oaks offers 12 Har-Tru Tennis courts (10 lighted), 5 Pickleball courts, a 135,000-gallon community pool, pool-side cabana, elegant clubhouse with 100 seat “Oak Room” dining venue, state-of-the-art fitness facility, and a social calendar that will always keep you entertained. If luxury living, resort amenities, and close beach proximity is what you have been searching for, look no further!...... Capture the Naples Lifestyle!

1511 Whispering Oaks CIR, Naples
1182 Sweetwater LN Unit 1807, Naples
$389,900
2 Beds ⋅ 2 Baths ⋅ 226033196 MLS ⋅ Eagle Cove BLDG.
Prime North Naples Location! Immaculate and beautifully maintained 2-bedroom plus den, 2-bath second-floor coach home. Located within the amenity-rich (Gated) Sterling Oaks. Residents enjoy a Jr. Olympic saltwater pool, hot tub, cabana bar, fitness center, sauna, clubhouse, social activities and Friday evening dinners. Bonus- the home is located in a low traffic area within the community. Enjoy the beautiful south-facing lake views with water feature and stunning skies from morning to sunset. An attached garage provides added convenience and storage. The bright, open living space features crown molding, while recent updates include an updated Roof (2020) hvac system, washer and dryer, dishwasher, micro and a freshly painted exterior (2025). The primary suite enjoys tranquil lake views, with a spacious bath featuring dual sinks and a large walk-in shower. Surrounded by 100 acres of beautiful Audubon nature preserves, Sterling Oaks offers an active, social and pet-friendly lifestyle. Tennis and pickleball enthusiasts will love 12 lighted Har-Tru tennis courts, an onsite USTA professional and 5 pickleball courts, plus bocce! Ideally located less than 8 minutes to Barefoot and Bonita Beach, and the popular Mercato. RSW Airport is less than 30 minutes away. This beauty can be your full time residence or a tropical escape! Call today to make your appointment!

1182 Sweetwater LN Unit 1807, Naples
1651 Sanctuary Pointe DR, Naples
$690,000
3 Beds ⋅ 2 Baths ⋅ 226033013 MLS
Enjoy the best of the Naples lifestyle in this beautifully maintained three-bedroom, two-bath, single-story home overlooking a peaceful wooded preserve in the highly desirable Sterling Oaks community. Offered tastefully furnished and thoughtfully updated, this inviting residence is ready to enjoy from day one. The home features impact-resistant glass for added storm protection, energy efficiency, and peace and quiet. The completely remodeled kitchen showcases shaker-style cabinetry, quartz countertops, new stainless steel appliances, and a fresh, contemporary design. A brand-new screened lanai overlooks the tranquil preserve and provides a wonderful setting for relaxing, dining, and entertaining with it's "picture window"style view. An additional glass-enclosed sunroom extends the living space and takes full advantage of the beautiful preserve views. The spacious primary suite features a beautifully remodeled bath with dual sinks, a large walk-in shower, separate soaking tub, and private enclosed water closet. The guest bath has also been tastefully remodeled. Flooring includes large-format tile laid on the diagonal throughout the main living areas and attractive wood-look luxury vinyl plank flooring in the bedrooms. A paver driveway and entryway add to the home's curb appeal. Newer water heater as well. Sterling Oaks offers a true resort-style lifestyle with an impressive array of amenities, including a beautifully renovated clubhouse, restaurant and bar, resort-style pool and spa, fitness center, pickleball, bocce, and miles of scenic sidewalks winding through this gated community. For tennis enthusiasts, Sterling Oaks is also home to an outstanding tennis program featuring 12 Har-Tru courts, organized play, leagues, and professional instruction, available through a separate tennis membership. Court time is complimentary to homeowners in the afternoon and early evenings. The North Naples location is hard to beat! You're just minutes from the white-sand beaches of the Gulf, including Delnor-Wiggins Pass State Park and Vanderbilt Beach, while some of Naples' best shopping, dining, and entertainment are close at hand. Mercato, Waterside Shops, Coconut Point, and an incredible selection of restaurants are all within easy reach. Enjoy the perfect combination of a beautifully updated home, peaceful preserve setting, exceptional community amenities, and a location that puts the very best of Naples right at your fingertips.

1651 Sanctuary Pointe DR, Naples
14994 Sterling Oaks DR, Naples
$439,000
2 Beds ⋅ 2 Baths ⋅ 226030456 MLS
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 sunscreen bottle or are ready to right-size into a low-maintenance lifestyle, this layout offers the perfect amount of space. Use the versatile den as a cozy media room, a home office, or a spare space for visiting guests! The interior of this well-maintained home is move-in ready, freeing up your time to focus on what really matters: enjoying the view. The property overlooks a serene lake, serving up front-row seats to spectacular, vibrant sunsets every single night. It’s the perfect backdrop for unwinding after a day out on the town. Location is everything, and this villa places you right in the center of convenience. You are just minutes from everyday shopping, trendy local restaurants, and the stunning shores of the Gulf of Mexico. Within the gates, you have access to a neighborhood pool right in Wildcat Cove. Looking for more action? The Sterling Oaks amenities are unmatched: enjoy world-class tennis courts offering professional instruction, lively pickleball matches, bocce ball, and a clubhouse. Treat yourself to lunch or a cocktail right by the community pool and spa, or partake in the community's seasonal dining and entertainment events. Priced to sell this gem is ready for you to move right in.

14994 Sterling Oaks DR, Naples
1134 Silverstrand DR, Naples
$499,950
3 Beds ⋅ 2 Baths ⋅ 226027130 MLS
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, beautiful plantation shutters, and fresh interior and exterior paint that create a light, sophisticated ambiance throughout. The well-appointed kitchen features granite countertops, a new refrigerator, abundant cabinetry, and a seamless flow into the living and dining spaces. Expansive sliding glass doors lead to the oversized screened lanai, creating the ideal indoor-outdoor lifestyle that Southwest Florida is known for. Whether enjoying your morning coffee, hosting friends, or unwinding after a day at the beach, this inviting outdoor retreat offers the perfect setting year-round. A brick paver driveway and entrance enhances the homes elegant features. Sterling Oaks is renowned for its resort-style amenities and prime North Naples location. Residents enjoy a stunning clubhouse, resort-style pool and spa, fitness center, pickleball, bocce, walking paths, and a vibrant social calendar. For tennis enthusiasts, optional memberships provide access to one of Southwest Florida's premier tennis facilities featuring 12 lighted Har-Tru courts. Just minutes from the Gulf's white sand beaches, Mercato, fine dining, shopping, and entertainment, this home offers an exceptional opportunity to enjoy the Naples lifestyle at its finest.

1134 Silverstrand DR, Naples
1784 Sanctuary Pointe CT, Naples
$569,900
3 Beds ⋅ 3 Baths ⋅ 226020610 MLS
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 upgrades include stainless steel LG appliances, refaced kitchen cabinetry, a glass-accent backsplash, and luxury vinyl flooring throughout the main living areas and guest bedroom. The master suite features newly installed carpet for added comfort. Additional improvements include a newer pool pump motor, 2020 tile roof, 2021 HVAC system with parts and labor warranty, and a brand-new 2025 water heater. A wide two-car garage and paver driveway add convenience and curb appeal. The split floor plan provides a private guest suite with its own full bath—ideal for visitors, a home office, or multigenerational living. Fresh interior paint enhances the home’s move-in-ready feel. Situated in the highly desirable Sterling Oaks community, residents enjoy resort-style amenities including a clubhouse with dining and bar service, junior Olympic pool, fitness center, sauna, bocce, pickleball, and a children’s play area. Tennis enthusiasts can opt into an affordable membership offering access to 12 lighted Har-Tru courts and on-site professional instruction. All just minutes from world-class beaches, dining, shopping, and the airport.

1784 Sanctuary Pointe CT, Naples
15040 Sterling Oaks DR, Naples
$499,000
3 Beds ⋅ 3 Baths ⋅ 226018184 MLS
Gorgeous lake views with an extended screened lanai with tile surface flooring. Newer roof yr 2022, remodeled modern gorgeous kitchen, at only $288 per sq foot. 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 and impressive brick paver driveway and front walkway. Resort amenity-rich Naples community 3 miles to beach. The new Sterling Oaks enjoyed a major community amenity renovation-rebuild. It is truly stunning, yet affordable fees for enjoying Junior Olympic heated pool, spa, cabana bar at pool, clubhouse, interior bar, dining, fitness center, incredible tennis and pickle ball options. Just 3 miles to beach so close to shops, dining with 24-hour gated along Tamiami Trail. This lot is tucked away with less traffic and is the serene location of Wildcat Cove. You have to see this beautiful villa home and experience the new Sterling Oaks. Must-see photo link revealing a one of the best value gated communities and location you will find at this low purchase price and fees. Tennis is separate and optional membership.

15040 Sterling Oaks DR, Naples
14811 Sterling Oaks DR, Naples
$579,000
3 Beds ⋅ 3 Baths ⋅ 226016047 MLS
$21k rental funds included plus seller will pay $6500 transfer fee for buyer! 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, neutral tones, and Hunter Douglas blinds. The remodeled kitchen and bathrooms are beautifully finished with quartz countertops, wood cabinetry, and stainless steel appliances, making this residence truly move-in ready. Enjoy the exceptional resort-style amenities Sterling Oaks is known for, including a tropical pool and spa, poolside cabana bar for lunch and beverages, pickleball and bocce courts, fitness center with sauna and locker rooms, walking paths, children’s play area, and an on-site restaurant with Friday night dinners, holiday gatherings, and special events. Optional tennis membership is available and includes 12 Har-Tru courts, a USTA teaching pro, clinics, private lessons, and team play at a very reasonable monthly rate. Located just minutes from four beautiful Gulf beaches, shopping, dining, and entertainment, this property offers an outstanding opportunity to enjoy the Naples lifestyle. Wildcat Cove residents also have access to their own community pool, just a short walk away. HOA dues include reserves for a new roof every 20 years and exterior paint every 9-11 years, also cable, internet, lawn care, resort amenities, security, reserves for common grounds.

14811 Sterling Oaks DR, Naples
1415 Sweetwater CV Unit 102, Naples
$290,000
2 Beds ⋅ 2 Baths ⋅ 226013980 MLS ⋅ Sweetwater Bay BLDG.
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 Northwestern exposure for picturesque sunsets all year long, opportunities are endless to entertain with family and friends. An optional tennis membership provides access to five pickleball courts, 12 Har-Tru tennis courts with USTA programs, clinics and competitive play. Whether seeking a seasonal escape or full-time residence, this first-floor Sweetwater Bay residence offers endless opportunities for socializing, entertaining and enjoyment. Within short distance to Sterling Oaks vibrant resort-style lifestyle, residents also have access to an expansive clubhouse, private junior Olympic-sized pool, fitness center with sauna and locker rooms, spa bocce ball courts, a restaurant and bar, and scenic recreational paths. Act now and make the dream a reality on this exceptional piece of Naples real estate.

1415 Sweetwater CV Unit 102, Naples
1149 Sweetwater LN Unit 4102, Naples
$249,900
2 Beds ⋅ 2 Baths ⋅ 226005202 MLS ⋅ Sweetwater Bay BLDG.
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 expands the living space. Enjoy tranquil views of the preserve and water, creating a peaceful and private setting to enjoy SWFL's famous sunsets. The kitchen is equipped with newer stainless-steel appliances and a newly installed dishwasher. A/C and water heater were replaced in 2019. Washer/Dryer combo replaced in 2024. The primary bathroom has been completely remodeled with gorgeous flooring, a quartz countertop, bidet, new sink and a fabulous walk-in shower with a large double shower head. Tile flooring runs throughout the main living areas, with fresh new carpeting in both bedrooms. The guest bathroom also features updated flooring to match the primary bath. Sliding doors from the guest bedroom open to a charming patio. French doors provide the option to close off one side of the primary bedroom for added privacy and pocket door to close off guest bedroom/bath. Located in the highly desirable Sterling Oaks community, residents enjoy resort-style amenities including a new clubhouse, bocce ball, new redesigned pickleball courts, 12 Har-Tru tennis courts, a junior Olympic-size pool with tiki bar, on-site restaurant, sauna and fitness center. Your maintenance includes: Cable, Internet/WiFi Access, Irrigation Water, Lawn/Land Maintenance, Pest Control Exterior, Reserve, Sewer, Water, trash and security guard. Just minutes from white sandy beaches, shopping, dining, and RSW International Airport - this is Florida living at its finest. Schedule your showing today!

1149 Sweetwater LN Unit 4102, Naples
1295 Sweetwater CV Unit 8203, Naples
$259,900
2 Beds ⋅ 2 Baths ⋅ 225078544 MLS ⋅ Sweetwater Bay BLDG.
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 both owners and guests, while the spacious primary suite features a full bath and generous closet space. An in-unit laundry room and a covered carport add everyday convenience. Sterling Oaks is known for its exceptional amenities, and this home places you steps away from a vibrant clubhouse with a resort-style pool, fitness center, top-tier tennis facilities, dining areas, and active social events. All of this, just minutes from white-sand beaches, shopping, and dining. A beautiful opportunity to enjoy the best of Naples living.

1295 Sweetwater CV Unit 8203, Naples
Start Your Search

How much is your home worth?

Get instant property value now!