Sterling Oaks Homes with Pickleball Amenities

Sterling Oaks Homes with Pickleball Amenities

Welcome to Sterling Oaks, a charming neighborhood located in Naples, Florida, in the beautiful Collier County. Known for its picturesque streets and friendly community atmosphere, Sterling Oaks is the perfect place to call home.

One of the highlights of living in Sterling Oaks is the abundance of homes with pickleball amenities. Whether you're a seasoned pro or looking to try your hand at this popular sport, you'll find plenty of opportunities to stay active and socialize with your neighbors. Imagine starting your day with a friendly game of pickleball, followed by a relaxing afternoon by the pool or a leisurely stroll through the neighborhood.

In addition to the fantastic pickleball amenities, Sterling Oaks offers a range of housing options to suit your lifestyle. From cozy townhomes to spacious single-family residences, there's something for everyone in this vibrant community.

When you're not enjoying the amenities within Sterling Oaks, you'll find that Naples has a lot to offer. From pristine beaches and world-class dining to cultural attractions and outdoor adventures, there's always something new to explore in this dynamic city.

Come discover the beauty and convenience of living in Sterling Oaks, where you can enjoy the best of Florida living with the added bonus of pickleball amenities right at your fingertips.

Newest Sterling Oaks Homes with Pickleball Amenities

$535,000
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
$475,000
2 Beds ⋅ 2 Baths ⋅ 2026029079 MLS ⋅ Eagle Cove BLDG.
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 kitchen, a true showpiece featuring gorgeous new cabinetry, gleaming quartz countertops, and a stunning backsplash that ties the space together beautifully. Whether you're preparing a casual meal or entertaining guests, this kitchen delivers both style and function. The expansive great room showcases large tile flooring laid on the diagonal, creating a sense of flow and sophistication throughout the main living areas. The bedrooms and den feature luxury vinyl tile, offering the perfect blend of beauty and durability. A rich real wood staircase adds warmth and character, making a striking first impression as you enter. Outside, a brand new paver driveway enhances the home's curb appeal and provides a welcoming arrival experience. Living here means enjoying resort style amenities every day. Take a dip in the sparkling pools, grab a drink at the cabana bar, or stay active with pickleball courts and a fully equipped fitness center. An on site restaurant means dining out is just steps from your door. The location is simply unbeatable. Situated in an excellent central location, you're just a short drive to the beach, top rated restaurants, and premier shopping. Everything you need is right at your fingertips. This coach home truly has it all — extensive upgrades, spacious living, resort style amenities, and a prime location. Schedule your private showing today and experience the lifestyle for yourself.

1118 Sweetwater LN Unit 1305, Naples
$399,900
2 Beds ⋅ 2 Baths ⋅ 226025528 MLS
Welcome to Sterling Oaks, where location truly sets this home apart. Situated off Bonita Beach Rd and US-41 in one of North Naples' most desirable gated communities, this residence places Barefoot Beach just minutes from your door, with the shopping and dining corridors of both Naples and Bonita Springs within easy reach. The home features 2 bedrooms plus a den and 2 baths, with a freshly painted interior that presents beautifully throughout. The den lends itself equally well to a home office, study, or additional guest accommodations, and the home is offered partially furnished, allowing for a seamless transition whether you intend to reside seasonally or year-round. Outdoor living is a defining feature of this residence. The extended lanai captures a serene lake view and is equipped with an electric storm shutter for both convenience and peace of mind, while a sunny patio provides a second setting for morning coffee or evening gatherings. Sterling Oaks is known for its exceptional amenities, including a clubhouse with on-site dining, a community pool and spa, fitness center, sauna, tennis, pickleball, bocce, a cabana, and a play area. The community fosters an active, social atmosphere that residents enjoy throughout the year. Schedule your private showing to appreciate the lake view, the lifestyle, and the location firsthand.

14932 Sterling Oaks DR, Naples
$574,900
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
$299,900
3 Beds ⋅ 2 Baths ⋅ 226018926 MLS ⋅ Sweetwater Bay BLDG.
Seller financing possible. Experience effortless Southwest Florida living in this beautifully turnkey-furnished 3-bedroom, 2-bath first-floor corner residence in the highly sought-after gated community of Sterling Oaks. Bathed in natural light and thoughtfully refreshed with elegant finishes and sophisticated touches throughout, this exceptional condominium offers a bright, open-concept design perfectly suited for both relaxing and entertaining. Peaceful preserve views create a tranquil backdrop, while premium Landi electronic shades add a touch of modern luxury, comfort, and privacy at the touch of a button. The desirable first-floor location provides effortless access and convenient everyday living with no stairs to navigate. Embrace the resort-inspired lifestyle that makes Sterling Oaks one of North Naples’ most desirable communities. Residents enjoy a spectacular tropical pool and spa, a state-of-the-art fitness center, pickleball and bocce courts, beautifully maintained walking paths, and an active social atmosphere that truly captures the essence of Florida living. Tennis enthusiasts can also join the community’s renowned tennis program featuring 12 Har-Tru courts, professional instruction, clinics, and competitive team play. At the heart of the community is the elegant Sterling Oaks clubhouse, offering a full-service restaurant and bar with inviting indoor and outdoor dining spaces. Enjoy casual poolside lunches, sunset cocktails with friends, or refined evening dinners featuring rotating seasonal menus inspired by fresh local ingredients—all within the gates of your own community. Ideally located just minutes from Naples’ world-famous white sandy beaches and only moments from Bonita Springs to the north and Mercato to the south offering fine dining, upscale shopping, entertainment, and every amenity imaginable, this residence offers the perfect combination of luxury, convenience, and value. Whether you are seeking a full-time residence, an elegant seasonal retreat, or a high-demand investment property, this exceptional home delivers the very best of the Naples lifestyle.

1290 Sweetwater CV Unit 5101, 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. 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. This seller will pay half of 1x transfer fee.

15040 Sterling Oaks DR, Naples
$579,000
3 Beds ⋅ 3 Baths ⋅ 226016047 MLS
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
$310,000
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
$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
$390,000
2 Beds ⋅ 2 Baths ⋅ 226003254 MLS ⋅ Eagle Cove BLDG.
Experience refined coastal living in this FULLY RENOVATED, TURNKEY coach home with a private garage. This impeccably updated residence features a NEW A/C (June 2026). The property offers 2 bedrooms plus a den and 2 fully renovated baths, showcasing a sophisticated modern design enhanced by a timeless white and coastal-blue palette. THE REMODELED KITCHEN features elegant quartz countertops, an ocean-blue backsplash, tall white cabinetry, a pantry, and STAINLESS-STEEL-APPLIANCES, including a NEWER REFRIGERATOR (2024), seamlessly blending style and functionality while providing ample storage. Neutral tile flooring flows throughout the main living areas, while thoughtfully curated furnishings and serene coastal décor create a bright, tranquil retreat. The spacious primary bedroom offers a peaceful sanctuary and is complemented by a FULLY REMODELED SPA-INSPIRED PRIMARY BATH, featuring dual sinks and quartz countertops designed for comfort and relaxation. Step onto the private lanai and enjoy your morning coffee while taking in peaceful landscaped views—an ideal setting for unwinding and outdoor enjoyment. Sterling Oaks delivers an exceptional resort-style lifestyle with amenities including a scenic lake-view, community pool, multiple tennis courts with league play, basketball and bocce courts, a state-of-the-art fitness center, a children’s play area, and an on-site fine-dining restaurant with outdoor chaise lounge seating. Ideally located in North Naples within the gated community of Sterling Oaks, this residence is just minutes from Barefoot Beach, Wiggins Pass Beach, upscale shopping, and renowned dining destinations. Unit is ready for occupancy!

1285 Sweetwater CV Unit 2106, Naples
$279,900
2 Beds ⋅ 2 Baths ⋅ 226002458 MLS ⋅ Sweetwater Bay BLDG.
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 style POOL and Restaurant/Clubhouse. Located in an X500 flood zone! The view from the Lanai is a rolling lawn with tree canopy. Features GRANITE counter tops raised panel cabinets, tall arched doors, brick pavers in the lanai, storage space and hurricane shutters. 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 102, Naples
$497,000
3 Beds ⋅ 3 Baths ⋅ 225082122 MLS
This beautifully maintained single-family home offers 3 bedrooms all on the first floor plus a large loft/media room (ideal as a potential 4th bedroom), 3 full baths (two on first floor), a 2-car garage, an extended screened lanai, and a fenced backyard. Located in a highly desirable gated community within an excellent school district, this home combines comfort, style, and an outstanding Naples location. New roof installed 12/14/2024. Inside, you'll find an updated kitchen and baths, tile and luxury vinyl plank flooring, soaring ceilings, and upgraded lighting and ceiling fans throughout. Situated in the resort-style community of Sterling Oaks, this home is just minutes from four of Naples' beautiful white-sand beaches, premier shopping, dining, and countless everyday conveniences. Residents enjoy an impressive array of amenities, including a resort-style pool and spa, cabana bar serving lunch and refreshing beverages, happy hours, bocce, pickleball, a fitness center with locker rooms and sauna, a clubhouse restaurant featuring special holiday events and Friday night dinners, scenic walking paths, and a children's play area—all within a vibrant and welcoming social atmosphere. For tennis enthusiasts, an optional membership provides access to 12 Har-Tru tennis courts, a USTA teaching professional offering clinics and private lessons, and organized team play at a very reasonable monthly rate. This is Naples resort-style living at its finest.

14927 Sterling Oaks DR, 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.