Sterling Oaks Homes with Pickleball Amenities

Welcome to Sterling Oaks, a hidden gem nestled in the heart of Naples, Florida, within Collier County. This vibrant community is renowned for its lush landscapes, friendly atmosphere, and a lifestyle that seamlessly blends relaxation with recreation. Sterling Oaks is a haven for those who appreciate the beauty of nature and the comforts of modern living.

One of the standout features of Sterling Oaks is its commitment to an active lifestyle, particularly for pickleball enthusiasts. The community boasts top-notch pickleball amenities, making it a perfect destination for both seasoned players and newcomers eager to learn the game. With multiple courts available, residents can enjoy friendly matches or join organized leagues, fostering a sense of camaraderie among neighbors.

The homes in Sterling Oaks are as inviting as the community itself. Ranging from charming single-family residences to luxurious villas, each home is designed with comfort and style in mind. Many properties feature open floor plans, spacious backyards, and modern finishes, perfect for entertaining friends and family or enjoying peaceful evenings at home.

Beyond the courts, residents can take advantage of Sterling Oaks' impressive amenities, including a resort-style pool, fitness center, and clubhouse. The community is also conveniently located near Naples’ stunning beaches, shopping, and dining options, ensuring that everything you need is just a short drive away.

If you're seeking a community that offers an active lifestyle, beautiful homes, and a warm, welcoming environment, look no further than Sterling Oaks. Experience the charm of Naples living and discover your perfect home in this exceptional neighborhood!

Newest Sterling Oaks Homes with Pickleball Amenities

$278,900

2 Beds ⋅ 2 Baths ⋅ 226040258 MLS ⋅ Sweetwater Bay BLDG.

2+DEN, 2 Baths, 2nd Floor, 1 car carport. Closest Building to POOL, Clubhouse, Restaurant, Tiki Bar, Tennis and Pickle Courts! X500 Flood Zone!!! IMPACT rated WINDOWS make the interior super QUIET and very energy efficient! NEW Range, Microwave, Dishwasher in 2026. All NEW interior PAINT 2025. ALL NEW Plumbing Fixtures in both baths. NEW Cabinet door fronts in both baths. All Hard surface floors! SATURDAY & SUNDAY showings. Welcome to the Gated community of Sterling Oaks! CARPORT is right outside the front door! CLOSEST building to Resort style POOL and RESTAURANT/CLUBHOUSE. Located in an X500 flood zone! The view from the Lanai is a rolling lawn with tree canopy, and looking left is a small body of water! Features GRANITE counter tops raised panel cabinets, tall arched doors, TRAY Ceilings, STORAGE CLOSET and hurricane shutters for the Sliding Glass door. This is a GATED community with a Junior Olympic heated pool, hot tub, TIKI BAR with food and beverage, a RESORT STYLE atmosphere, fitness, CLUBHOUSE with a BAR/RESTAURANT. Near beaches (3), great shopping, and restaurants. Enjoy RESORT style AMMENITIES which include a Florida style clubhouse that has been recently remodeled, a fitness center with locker rooms and SAUNA, a cabana bar for lunch and cold beverages, bocce and PICKLE BALL courts and an OPTIONAL TENNIS membership that offers 12 clay courts and a USTA teaching pro for lessons and clinics. A great place to live and play!

1380 Sweetwater CV Unit 203, Naples

$545,000

3 Beds ⋅ 2 Baths ⋅ 226039226 MLS

Welcome to Sterling Oaks, a gated community in desirable North Naples! This single-family home offers several recent updates, including an updated kitchen, wood-look laminate flooring throughout much of the home, an updated guest bathroom and an improved driveway. According to Collier County records, the roof was replaced in 2024. The home also features a Florida room located off the living room, providing additional space to relax and enjoy the peaceful surroundings. The attached two-car garage includes a mini-split air-conditioning unit for additional climate control. The rear of the property overlooks a natural preserve area, offering privacy with no homes directly behind the property. Sterling Oaks offers a variety of community amenities, including a clubhouse, resort-style pool, fitness center, tennis courts and more. Conveniently located approximately 5 to 7 miles from beautiful Bonita Beach, as well as shopping, dining, entertainment and everything North Naples has to offer. Enjoy the convenience of being just a short drive from the Gulf beaches while living in one of North Naples' established gated communities! Being sold AS IS, WHERE IS, Buyer is responsible for all inspections and certifications needed to close. All information & property details set forth in this listing, including all utilities & all room dimensions, are approximate, are deemed reliable but not guaranteed, & should be independently verified if any person intends to engage in a transaction based upon it. Seller/current owner does not represent and/or guarantee that all property information & details have been provided in this MLS listing.

1231 Silverstrand DR, Naples

$370,000

2 Beds ⋅ 2 Baths ⋅ 226038394 MLS ⋅ Eagle Cove BLDG.

DISCOVER THE PERFECT COMBINATION OF STYLE, COMFORT, AND RESORT-STYLE LIVING IN STERLING OAKS! This beautifully RENOVATED, FULLY FURNISHED & TURNKEY coach home offers 2 bedrooms plus a den, 2 completely updated bathrooms, and a private garage, all within one of North Naples' most desirable gated communities. With extensive improvements throughout, including a NEW A/C (June 2026), this residence is truly move-in ready and designed for effortless Florida living. From the moment you enter, you'll appreciate the bright, open feel, tasteful finishes, and thoughtfully selected furnishings that make this home both inviting and functional. The beautifully remodeled kitchen features quartz countertops, a decorative tile backsplash, extended white cabinetry, stainless steel appliances, a newer refrigerator (2024), and a spacious pantry. Whether entertaining guests or enjoying a quiet evening at home, the kitchen flows effortlessly into the comfortable living and dining areas. Neutral tile flooring throughout the main living spaces adds to the home's clean, cohesive appearance. The generously sized primary suite offers a welcoming place to unwind, complete with a stunningly renovated bathroom featuring dual vanities, quartz countertops, and beautiful finishes. The second bathroom has also been fully remodeled, while the additional bedroom and versatile den provide flexibility for visiting family, a home office, or extra living space. Step outside to the private screened lanai and enjoy tranquil views of the surrounding landscaping, creating an inviting extension of the indoor living space. Living in Sterling Oaks means enjoying far more than just a beautiful home. Residents have access to an outstanding selection of amenities, including a resort-style pool overlooking the lake, comfortable poolside chaise lounges, multiple tennis courts with league play, pickleball courts, basketball and bocce courts, a well-equipped fitness center, children's play area, and an on-site restaurant offering fine dining. The community's beautifully maintained grounds and welcoming atmosphere make it easy to embrace an active and social Southwest Florida lifestyle. AN EXCEPTIONAL NORTH NAPLES LOCATION! Just minutes from Barefoot Beach, Wiggins Pass Beach, premier shopping, and an abundance of dining and entertainment options, Sterling Oaks offers the convenience of having everything you love about Naples close to home. RENOVATED, TURNKEY, AND READY TO ENJOY! Whether you're searching for a full-time residence or a seasonal escape, this beautifully appointed coach home offers the opportunity to move right in without the hassle of renovations or furnishing. Enjoy the convenience, amenities, and lifestyle that make Sterling Oaks such a special place to call home!

1285 Sweetwater CV Unit 2106, Naples

$929,000

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

$895,000

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

$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

$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

$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

$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

$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

$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

$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

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

Sterling Oaks Homes with Pickleball Amenities

Newest Sterling Oaks Homes with Pickleball Amenities

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