Sterling Oaks Homes with Cabana Amenities

Welcome to Sterling Oaks, a hidden gem nestled in the heart of Naples, Florida, where the charm of suburban living meets the allure of upscale amenities. This vibrant community is perfectly situated in Collier County, offering residents a serene lifestyle while being just a stone's throw away from the stunning Gulf Coast beaches.

Sterling Oaks is renowned for its lush landscapes and meticulously maintained grounds, creating a picturesque backdrop for family life and leisure. The community boasts an array of amenities that cater to a luxurious lifestyle, including a stunning clubhouse, a resort-style swimming pool, and an active tennis program with multiple courts. For those who enjoy outdoor activities, the surrounding nature trails and parks provide ample opportunities for walking, jogging, and biking.

One of the standout features of Sterling Oaks is its exquisite homes, many of which come with cabana amenities. These thoughtfully designed residences offer private retreats where you can unwind after a long day or entertain friends and family in style. Imagine enjoying your morning coffee in a cozy cabana, surrounded by the soothing sounds of nature, or hosting a weekend barbecue in your spacious backyard oasis.

Living in Sterling Oaks means embracing a lifestyle of comfort, convenience, and community. With top-rated schools, shopping, dining, and cultural attractions nearby, you’ll find everything you need just moments from your doorstep. Discover the perfect blend of tranquility and vibrancy in Sterling Oaks, where your dream home awaits!

Newest Sterling Oaks Homes with Cabana 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

$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

$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

$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

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.