Sterling Oaks Naples Real Estate - 11 Homes, 7 Condos For Sale

Welcome to your own piece of paradise in the heart of Southwest Florida! Nestled on an oversized corner lot with serene preserve views, this 3-bed + den, 3-bath courtyard-style home offers a perfect blend of elegance, privacy, and functionality. From the moment you arrive, the Mediterranean-inspired tile flooring and volume vaulted ceilings invite you to step into a space that feels like home. The heart of this property is the private screened courtyard—a tranquil retreat featuring a sparkling pool and a covered seating area perfect for al fresco dining or unwinding with a good book. Adding to the allure is the rare private mother-in-law suite, complete with its own bedroom, bathroom, and separate entrance, offering unparalleled versatility for guests or extended family. Inside, the thoughtful design continues. The bonus family room showcases a custom built-in entertainment center, while the naturally lit kitchen boasts newer stainless steel appliances, stone countertops, under-cabinet lighting, and a pantry. Every detail, from the solar panels to the 2-car attached garage, speaks to modern convenience and efficiency. As part of the prestigious Sterling Oaks community, you’ll enjoy resort-style amenities including a pool and spa, cabanas, clubhouse, on-site dining, a fitness center, and courts for tennis, pickleball, and bocce. And when you’re ready to explore, you’re just minutes away from beaches, shopping, dining, and quick access to I-75. Don’t miss the chance to experience this one-of-a-kind oasis!

Welcome to 1527 Whispering Oaks Cir., single family living at its finest. This single story pool home is located in one of the best locations Naples has to offer. The three spacious bedrooms and the den offer gorgeous Acacia wood floors with upgraded baseboards, plantation shutters and ceilings fans. The main bedroom bath has been beautifully remodeled with tiled flooring, new cabinets and granite countertops and new light fixtures. The large kitchen offers custom cabinets and granite counters with plenty of counter and cabinet space. Stainless Steel appliances complement the kitchens appeal. The kitchen overlooks the family room, also with plantation shutters, tile flooring and a view out the back to the preserve. There is a separate living room and formal dining area with tiled flooring more plantation shutters and soaring ceilings. The living room looks out to the large pool with spillover water feature, spacious under roof area and the preserve. The driveway and pool lanai offer pavers. This single family opportunity has fantastic features, a great location in Sterling Oaks and includes the resort style amenities of Sterling Oaks. Location is within minutes drive to four beautiful white sandy beaches, shopping, restaurants and every other amenity imaginable. Enjoy resort pools, a cabana bar where you can enjoy lunch and a cold beverage, happy hours, bocci and pickle ball, fitness center with locker rooms, sauna, a restaurant for special occasions and holidays plus Friday night dinners, walking paths, a kids play area all in a very social environment. There is also an optional tennis membership that offers 12 Har Tru tennis courts, a USTA teaching pro for clinics and private lessons and team play at a very reasonable monthly rate.

Enjoy this homes gorgeous private backyard oasis with heated pool and hot tub with full privacy and serenity. Open floor plan, high ceilings and tile throughout. The kitchen has plenty of cabinet and counter space and granite counters. Three bedrooms and two baths and just a short walk to the resort style amenities. This home is located in the resort community of Sterling Oaks. Location is great and is within minutes drive to four beautiful white sandy beaches, shopping, restaurants and every other amenity imaginable. Enjoy resort pools, a cabana bar where you can enjoy lunch and a cold beverage, happy hours, bocci and pickle ball, fitness center with locker rooms, sauna, a restaurant for special occasions and holidays plus Friday night dinners, walking paths, a kids play area all in a very social environment. There is also an optional tennis membership that offers 12 Har Tru tennis courts, a USTA teaching pro for clinics and private lessons and team play at a very reasonable monthly rate.

Nestled in the amenity-rich community of Sterling Oaks, this stunning four-bedroom plus den and upstairs bonus room home offers a perfect blend of luxury and functionality. Boasting a private setting with no neighbors on one side and lush, meticulously maintained landscaping in the back, this property provides a serene retreat. Inside, you’ll find large, spacious rooms ideal for spreading out, with the upstairs en-suite bedroom offering versatile options such as a man cave, playroom, or game room. Recent updates include two new AC units (2020 and 2022), a new roof (2018), and fresh exterior paint (2022), ensuring peace of mind for years to come. Sterling Oaks residents enjoy an unparalleled lifestyle with access to a 10,000-square-foot clubhouse featuring casual and fine dining, a fitness center, a junior Olympic pool and spa, a tiki bar, pickleball, bocce ball, basketball, table tennis, and an electric piano. Optional tennis memberships, for a nominal fee further elevate the resort-like experience. For nature enthusiasts, the community is surrounded by a breathtaking 100-acre Audubon preserve. This home is truly a gem in an exceptional community.

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 for entertaining with its open floor plan featuring an expansive chef's kitchen and island/bar area. Tucked away within the great room, there is a "bonus" sitting nook for quiet reading or a kids playroom. Here you'll discover peace of mind with a NEWER TILE ROOF and electric shutters throughout plus plantation shutters allow for HOMEOWNER INSURANCE OF ONLY $2466 PER YEAR! The paver driveway is one of the longest in Sanctuary Pointe with plenty of room for parking and guests. According to the recent DFIRM, this home is in AN X FLOOD ZONE AND NO FLOOD INSURANCE IS REQUIRED. Experience the amenity rich, gated community of Sterling Oaks with its renovated Clubhouse, Restaurant, Fitness Center, Sauna, Jr. Olympic Pool, Hot Tub, Bocci, Pickleball and a Cabana Bar where you can enjoy lunch and a cold beverage. All of this is included in your purchase and there's an optional tennis membership for a small monthly fee that covers 12 beautiful clay tile courts, private lessons, clinics and league play. Very few Naples communities offer the these high quality, resort like amenities for a minimal HOA fee. Have it all in Sanctuary Pointe, overlooking the Audubon Preserve--where nature and play unite harmoniously to compliment the Florida lifestyle.

This three bedroom two and one half bath single family home is loaded with upgrades and is being sold turnkey furnished! Two bedrooms and a bath upstairs and main bedroom with bath on first floor with easy access to the massive screened in lanai. There is also a half bath off the dining room. The beautiful upgraded kitchen looks out to the family room plus there is a separate living room and formal dining room. The home has a two car garage and parking in the driveway for six other cars. This home is located on a large corner lot. Very private screened in lanai area in the back of the home with above ground hot tub. This home is located in the resort style community of Sterling Oaks. Location is great and is within minutes drive to four beautiful white sandy beaches, shopping, restaurants and every other amenity imaginable. Enjoy resort pools, a cabana bar where you can enjoy lunch and a cold beverage, happy hours, bocci and pickle ball, fitness center with locker rooms, sauna, a restaurant for special occasions and holidays plus Friday night dinners, walking paths, a kids play area all in a very social environment. There is also an optional tennis membership that offers 12 Har Tru tennis courts, a USTA teaching pro for clinics and private lessons and team play at a very reasonable monthly rate.

This meticulously maintained 2-bedroom, 2-bathroom home with a den and expansive loft offers both comfort and style in a prime location just on the outskirts of Bonita and in Collier County. Featuring an open-concept floor plan with tile laid throughout diagonally in the main livingin and wet areas, this spacious home is flooded with natural light from the moment you step into the foyer. The kitchen, with its granite countertops, tall white shaker cabinetry, and breakfast nook, opens up to the living area, making it perfect for entertaining and or enjoying meals in. The owner’s suite is almost its own section of the houses with tray ceilings, a large walk-in shower, soaking tub, and dual sinks, while the guest bedroom and den ( set up and currently being used as a third bedroom) offer additional space at the front of the home. A large upstairs loft provides flexibility as a bonus room, office, or entertainment space. Surrounded by lush, mature landscaping, this home offers a peaceful setting while being just a short drive from local beaches, dining, and shopping. Recent updates include a brand-new roof, new A/C, and appliances that are less than two years old. Lightly lived in and move-in ready, this home combines modern comfort with an unbeatable location close to the beaches, entertainment and bunch of dining and shopping options.

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 open floor plan including a generous 3rd bedroom/den. Meticulously cared for; owners have updated this home with several improvements, including: master and guest bath renovations, hurricane protection, new driveway/patio pavers, roof, A/C, and water heater. Newly painted throughout, this home invites a fresh start for a vacation retreat or family home. Vaulted ceilings abound, the extra-large kitchen with island and glass front cabinets is sun-filled, and is ready for tranquil hospitality. A lovely wrap-around lanai faces the lake and could be enlarged to accommodate the pool of your dreams. This scenic, outdoor living area is private and embraced by beautifully maintained, mature plantings. This is the place for entertaining, relaxing, and enjoying the view from the privacy of your own home. Sterling Oaks is a vibrant, gated resort, tennis-optional community with state-of-the-art, lighted tennis courts, pickleball courts, bocce, a full-service Clubhouse with dining, fitness center, and a Jr. Olympic-sized pool with a cabana bar. Come see for yourself why this beautiful sanctuary is priced to sell and promises to fly off the market before you can say Namaste!

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 a sanctuary, with dual sinks, a large walk-in closet, and a deep soaking tub. Modern updates abound, including granite kitchen countertops, stainless LG appliances (2022), refaced cabinets, a chic glass accent backsplash, and luxury vinyl flooring in the living area and bedroom 3 (2023). The master suite received new carpet in 2023, while the pool pump motor was also upgraded that year. The home boasts a tile roof replaced in 2020, and an HVAC system installed in 2021, complete with parts and labor warranty. New water heater (2025). A spacious two-car garage with extra width and a paver driveway adds functionality, while a separate suite with its own bath provides privacy for guests, office use, or family. Safety and style come together with a kids' pool safety fence and recent interior and exterior painting. Beyond the home, enjoy the vibrant amenities of the Sterling Oaks community—clubhouse, restaurant, bar, junior Olympic pool, fitness center, sauna, bocce, pickleball courts, and a kids' play area. Optional tennis membership provides access to 12 lighted Har-Tru courts with an on-site pro. Located just minutes from SW Florida’s stunning beaches, fine dining, shopping, and the airport, this home offers an unparalleled lifestyle. Your dream home awaits!

This residence is an absolute treasure! Offering breathtaking views from the expansive new lanai or the inviting sunroom, this bright and airy three-bedroom home features impressive high ceilings and an open-concept layout. The renovated kitchen is a standout, showcasing a large island that seats six, along with elegant granite countertops, stainless steel appliances, and tall shaker cabinets. Recent enhancements include a newer air conditioning unit and a brand-new roof, with fresh paint applied both indoors and outdoors. The garage is fitted with a mini-split AC unit, and the guest bathroom has been completely updated. Stylish luxury vinyl plank flooring runs throughout the entire home. The property also boasts a spacious, stamped concrete driveway. Ideally located, it’s merely a five-minute walk to numerous amenities, including optional tennis, bocce, and pickleball facilities, a clubhouse with dining and bar options, and a fitness center. Enjoy the junior Olympic-sized heated pool and spa, along with a cabana bar perfect for relaxing lunches and refreshing beverages. Moreover, it’s just a short drive to four stunning beaches, excellent restaurants, and premium shopping destinations. Access to I-75 is convenient, and the airport is only 30 minutes away. Checkout this amazing property today!

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 and counter space plus new stainless steel appliances. Fresh paint through out, new carpet in bedrooms and an extended screened in lanai overlooking part of the 100 acre protected Audubon preserve. Location is within minutes drive to four beautiful white sandy beaches, shopping, restaurants and every other amenity imaginable. Enjoy resort pools, a cabana bar where you can enjoy lunch and a cold beverage, happy hours, bocci and pickle ball, fitness center with locker rooms, sauna, a restaurant for special occasions and holidays plus Friday night dinners, walking paths, a kids play area all in a very social environment. There is also an optional tennis membership that offers 12 Har Tru tennis courts, a USTA teaching pro for clinics and private lessons and team play at a very reasonable monthly rate.

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 through out. Newer paver walkway and driveway. This well cared home is being sold turkey furnished. Just a short walk to all the resort style amenities offered by Sterling Oaks. Enjoy resort style amenities that are included with your purchase which include a Jr. Olympic pool, hot tub, a cabana bar by the pool where you can enjoy lunch and happy hours, a fitness facility with locker rooms and sauna, a Florida style clubhouse with restaurant, bar, tennis shop and administration offices. There is also bocci and pickle ball courts, a kids play area and plenty of sidewalks. If you are a tennis player there is an optional tennis membership that offers 12 beautifully kept Har Tru tennis courts that are lighted for night play. The tennis has many levels of play and offers team tennis as well. This gated resort style community is minutes drive away from fantastic shopping, beautiful beaches, theater, shops and the SW Florida International airport. Enjoy a beautiful and social resort community with a fantastic location.