Ole Homes with Pickleball Amenities

Ole Homes with Pickleball Amenities

Welcome to Ole, a vibrant and charming subdivision nestled in the heart of Naples, Florida, within Collier County. This picturesque community is a hidden gem that captures the essence of Florida living, blending modern amenities with a warm, welcoming atmosphere. Ole is renowned for its stunning Mediterranean-inspired architecture, lush landscaping, and a rich sense of community that makes it a perfect place to call home.

One of the standout features of Ole is its commitment to an active lifestyle, particularly for pickleball enthusiasts. Imagine stepping out of your beautifully designed home and having immediate access to top-notch pickleball amenities. Whether you’re a seasoned player or just starting, the well-maintained courts provide the perfect setting to enjoy this fun and engaging sport. The community hosts regular tournaments and social events, making it easy to meet neighbors and forge lasting friendships.

In addition to pickleball, Ole offers a wealth of recreational options, including resort-style pools, a state-of-the-art fitness center, and scenic walking trails. The community’s clubhouse serves as a hub for social gatherings and events, fostering a sense of belonging among residents.

Located just a short drive from Naples' stunning beaches, upscale shopping, and gourmet dining, Ole offers the perfect blend of relaxation and excitement. If you’re looking for a home that embodies the vibrant lifestyle of Southwest Florida, Ole is the ideal choice. Come discover your new sanctuary today!

Newest Ole Homes with Pickleball Amenities

$449,000
3 Beds ⋅ 2.5 Baths ⋅ 226029087 MLS ⋅ Ole BLDG.
Discover this beautifully renovated fully furnished 3-bedroom, 2.5-bath Santa Ana in the highly desirable Ole at Lely Resort. Ideally located just 0.5 miles from the Ole Village Center, this light-filled residence offers a private covered front entry, an open-concept floor plan with spacious living and dining areas, soaring ceilings, 8-foot doors, a convenient half bath, and a well-appointed kitchen featuring light gray wood cabinetry, granite countertops, stainless steel appliances, and a generous walk-in pantry. Enjoy the privacy with peaceful landscaped views .Upstairs you’ll find all three bedrooms, a versatile loft with a built-in desk, a laundry room, and two full baths. The primary suite and one guest bedroom feature walk-in closets, while the third bedroom includes a standard closet. Hurricane Impact windows and doors provide added peace of mind, and a private attached new epoxy two-car garage. Residents enjoy exceptional resort-style amenities at the Ole Village Center, including a resort-style pool, children’s pool, fitness center, movie theater, pub and restaurant, café, ice cream parlor, library, business center, tennis, pickleball, bocce, basketball, beach volleyball, and a variety of social activities. Conveniently located approximately 9 miles from Downtown Naples and 5 miles to Marco Island, and within walking distance of restaurants and grocery stores, this home offers easy access to beaches, shopping, dining, and entertainment. Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, this property is an excellent choice, with rentals permitted up to 12 times per year with a 30-day minimum lease, and comes turnkey ready to enjoy.

9108 Capistrano ST S Unit 7405, Naples
$419,000
3 Beds ⋅ 2.5 Baths ⋅ 226031124 MLS ⋅ Ole BLDG.
Imagine being next to the clubhouse and on the most desired street in Ole. Image living on Rialto with all the wonderful fountains across from your front door, plus a semiprivate quad pool outside your back door. Tucked away in the heart of Ole at Lely Resort, this charming Santa Ana End Unit townhome feels more like a private retreat than a typical condo. With three spacious bedrooms, two and a half baths, and an open, inviting layout, it’s the perfect place to call home—whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity. The kitchen features granite countertops, a walk-in pantry, and sleek stainless-steel appliances (owner is installing), all opening up to a bright and airy living space where you can unwind or entertain with ease. Upstairs, the primary suite is your own personal sanctuary, complete with a walk-in closet and an en-suite bath that boasts dual sinks, a soaking tub, and a separate shower. Two additional bedrooms offer plenty of space for family, guests, or even a home office. A large two-car garage provides extra storage, and impact-resistant windows offer peace of mind. One of the best parts? You’re just a short walk from the Village Center, where you can grab a drink at the pub, catch a movie in the private theater, lounge by the resort-style pool, or get a workout in at the fitness center. The community also offers tennis, basketball, bocce, and volleyball courts, plus miles of bike and walking trails to soak in the Florida sunshine. And with Naples' famous beaches, Marco Island, and the shopping and dining of Fifth Avenue South just minutes away, you’ll have the best of Southwest Florida right at your fingertips. This home is more than just a place to live—it’s a lifestyle. Come see it for yourself!

9092 Capistrano ST S Unit 6401, Naples
$449,000
3 Beds ⋅ 2.5 Baths ⋅ 226030541 MLS ⋅ Ole BLDG.
Welcome to a beautiful townhouse in the heart of Olé at Lely Resort, one of Naples' most desirable communities. This charming hard to find Santa Rosa 3-bedroom plus large den that could be a possible 4th bedroom, 2.5-bath split level home offers 2,086 square feet of comfortable living space, perfect for anyone looking to enjoy the Southwest Florida lifestyle. Step inside and feel right at home with the open and airy floor plan. The spacious living and dining areas flow seamlessly, creating an inviting space for relaxing or entertaining. The kitchen is well-equipped with modern appliances, plenty of storage, and a convenient pantry. The master suite is upstairs and is a peaceful retreat, complete a bathroom with dual sinks and a separate tub and shower. Down the hall has 2 bedrooms plus with a huge den that could be a 4th bedroom in the home. A large 2 car attached garage gives you extra space. This Fully Furnished home is ready for you to move in and start living the Naples dream. One of the biggest highlights of this property is its location within Olé at Lely Resort, a vibrant community designed for fun and relaxation. The Village Center is the heart of it all, featuring a stunning resort-style pool with waterfalls, a fully equipped fitness center, a private movie theater, and even an on-site pub and bistro. Whether you're in the mood for a workout, a swim, or just a casual meal with friends, everything you need is right at your fingertips. Love staying active? This community has it all—tennis courts, pickleball, basketball, bocce, and scenic walking paths. Families will love the kiddie pool, while social butterflies can take advantage of the many events and gatherings happening year-round. Located in Naples, you're just a short drive from world-class beaches, upscale shopping, and top-rated restaurants. If you’re a golf enthusiast, you’ll appreciate having three championship golf courses right in Lely Resort: the Mustang and Flamingo Island courses (open to the public) and the private Classics course. Whether you're looking for a full-time home or a seasonal getaway, this townhouse offers the perfect blend of comfort, convenience, and resort-style living. Don't miss your chance to own a piece of paradise in one of Naples' most sought-after communities!

9110 Capistrano ST S Unit 8401, Naples
$293,900
2 Beds ⋅ 2 Baths ⋅ 2026035371 MLS ⋅ Ole BLDG.
We have multiple offers. Seller is asking for your highest and best offer when submitting an offer. SELLER SAYS SELL! BEST-PRICED 2-BEDROOM IN OLE AT LELY RESORT! Move-in ready and fully furnished, this 2-bedroom, 2-bath home with a 2-car garage offers an excellent opportunity to enjoy the Ole lifestyle at an exceptional value. The spacious primary suite features a walk-in closet and large shower. The second bedroom is located on the opposite side of the home for added privacy and also offers a walk-in closet and tub/shower combination. Separate laundry room for added convenience. The owner resides outside the country and has used the property only a few weeks over the past several years. Offered fully furnished for an easy transition—bring your suitcase and start enjoying Naples and all that Ole at Lely Resort has to offer. Easy to show.

9064 Capistrano ST N Unit 5004, Naples
$389,000
2 Beds ⋅ 2.5 Baths ⋅ 226029182 MLS ⋅ Ole BLDG.
Rarely available Santa Monica on Quad 2 —Spacious 2BR, 2.5BA townhome offering over 1,500 sq. ft. of elegant living. The first floor is living, dining and kitchen with all stainless appliances and a Granite top breakfast bar. There is also room for the eat-in kitchen that overlooks the community pool. The second level showcases two expansive en-suite bedrooms, the primary suite has dual vanities and two walk-in closets with custom storage systems, an upstairs laundry and a versatile office/flex space with custom built-ins. A single-car garage adds convenience and extra storage. Enjoy direct access to your semi-private Quad 2 pool—just steps from outside your door, resort-style pool, barbecue stations, and lounge chairs. This property offers central access to the community’s exceptional resort-style amenities. A short stroll along the beautiful, fountain-lined boulevard leads you to Ole’s vibrant Town Center offering an array of resort-style amenities, including a stunning lagoon-style pool with waterfalls, a children’s pool, a café, pub, and bistro, as well as a movie theater, library, and a state-of-the-art fitness center. Sports enthusiasts will appreciate the basketball, bocce, pickleball, sand volleyball, and tennis courts available within the community. All located within the renowned Lely Resort, residents also have access to two public championship golf courses, scenic walking and running trails, serene lakes, and lush preserves. The HOA fees cover cable, internet, water, and full access to all Olé amenities, ensuring a stress-free, resort-style lifestyle. Experience the ultimate luxury living in the heart of Naples, Florida. Ole is located within the highly desirable Lely Resort community, home to two public golf courses and one private course. You’re also conveniently located within half a mile of shopping, dining, entertainment, and grocery stores. A short drive just minutes from downtown Naples’ renowned 5th Avenue featuring world-class shopping, dining, and beaches. New A/C system 2024

9081 Albion LN S Unit 6509, Naples
$425,000
3 Beds ⋅ 2.5 Baths ⋅ 226028444 MLS ⋅ Ole BLDG.
Experience the ultimate Southwest Florida lifestyle in this beautifully maintained Santa Clarita end-unit, perfectly positioned within the desirable Ole’ at Lely Resort community. This stylish residence offers enhanced privacy and an ideal location between the world-class beaches of Marco Island and the upscale shopping, dining, and entertainment of downtown Naples. Inside, you’ll find a bright and inviting open-concept layout designed for modern living. The spacious kitchen features granite countertops, stainless-steel appliances, a breakfast bar, and white cabinetry, seamlessly flowing into the living and dining areas—perfect for everyday living or entertaining. The home offers three comfortable bedrooms and two-and-a-half baths, including a luxurious primary suite with dual vanities, a soaking tub, separate shower, and a large walk-in closet. A flexible lower-level den provides extra space for a home office, gym, or guest area. Ole’ at Lely Resort is known for its award-winning amenities, where residents enjoy a resort-style lagoon pool with cabanas and poolside service, a spa, fitness center, movie theater, pub and café, library, and courts for pickleball, tennis, basketball, and volleyball. The community is also pet-friendly and offers access to two public championship golf courses, scenic walking paths, and lush green spaces. This turnkey-furnished home has been thoughtfully updated with a new roof (2024) and new AC (2023)—providing peace of mind and move-in readiness. Whether you’re seeking a full-time residence, a seasonal retreat, or an investment with flexible rental options, this property combines comfort, elegance, and convenience in one exceptional package.

9114 Capistrano ST S Unit 8501, Naples
$430,000
3 Beds ⋅ 2.5 Baths ⋅ 226026015 MLS ⋅ Ole BLDG.
Discover this beautifully furnished 3-bedroom, 2.5-bath Santa Ana end-unit in the highly desirable Ole at Lely Resort. Ideally located just 0.5 miles from the Ole Village Center, this light-filled residence offers a private covered front entry, an open-concept floor plan with spacious living and dining areas, soaring ceilings, 8-foot doors, a convenient half bath, and a well-appointed kitchen featuring wood cabinetry, granite countertops, stainless steel appliances, and a generous walk-in pantry. Enjoy the privacy of an end unit with peaceful landscaped views and no buildings directly behind. Upstairs you’ll find all three bedrooms, a versatile loft with a built-in desk, a laundry room, and two full baths. The primary suite and one guest bedroom feature walk-in closets, while the third bedroom includes a standard closet. Hurricane shutters provide added peace of mind, and a private attached two-car garage with a tennis court directly across the street adds to the home’s appeal. Residents enjoy exceptional resort-style amenities at the Ole Village Center, including a resort-style pool, children’s pool, fitness center, movie theater, pub and restaurant, café, ice cream parlor, library, business center, tennis, pickleball, bocce, basketball, beach volleyball, and a variety of social activities. Conveniently located approximately 10 miles from Downtown Naples and 12 miles from Marco Island, and within walking distance of restaurants and grocery stores, this home offers easy access to beaches, shopping, dining, and entertainment. Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, this property is an excellent choice, with rentals permitted up to 12 times per year with a 30-day minimum lease, and furnishings are negotiable.

9163 Delano ST Unit 10006, Naples
$299,000
2 Beds ⋅ 2 Baths ⋅ 226022912 MLS ⋅ Ole BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. No stairs! Enter this adorable home through a lush, tropical courtyard setting. The San Clemente ground-level flat is one of only two floor plans in all of Ole that easily accommodate wheelchair access. This desirable floor plan boasts two primary suites each with its private lanai. The expansive great room with a spacious dining area is ideal for entertaining or simply relaxing at home. Over $18,000 of builder upgrades include granite countertops, stainless steel kitchen appliances, 42-inch upper kitchen cabinets, crown molding, tile on the diagonal and wood shelving, just to name a few. The spacious two-car garage adds valuable storage space, while impact-resistant windows enhance security and comfort. One of the greatest benefits is being just a short distance from the Village Center, where you can enjoy a drink at the pub, watch a film in the old-time theater, relax by the resort-style pool or exercise in the fitness center. The community also features tennis, basketball, bocce and volleyball courts, as well as scenic bike and recreational trails ideal for enjoying the Florida sunshine. With Naples renowned beaches, Marco Island, and the shopping and dining options of Fifth Avenue South only minutes away, you can easily experience everything Southwest Florida has to offer. This property isn't simply a home, it's a way of life. Offered unfurnished, tenant furniture has been digitally removed from photos. A monthly annual lease is in place until 6/7/2027.

9126 Chula Vista ST Unit 12303, Naples
$364,000
2 Beds ⋅ 2.5 Baths ⋅ 226022280 MLS ⋅ Ole BLDG.
Lowest-Priced Cordova Casita in Award-Winning Lely Resort! Only One owner and no flood insurance required! This 2 bedroom, 2.5 bath home with dual en-suites and a two-car garage with extra storage is a perfect blend of privacy, luxury, and location. Recent updates include a new roof (2024, paid through special assessment), new dryer and new dishwasher. Ideally situated on sought after Chula Vista Street, this home enjoys one of the community's most private settings, nestled beside a beautifully landscaped preserve. The bright eat-in kitchen features granite countertops, while the spacious upstairs layout includes a private primary suite, a second en-suite bedroom, and a dedicated office nook with granite desk across from the laundry area. Just a short walk to the Lely Resort Village Center with resort-style pool, fitness center, movie theater, pub, coffee shop, and restaurant. Optional memberships available for The Players Club and golf, including 2 public and 1 private course within the community. Located between Naples and Marco Island, minutes from 5th Avenue, beaches, dining, and shopping. Perfect for full-time living, vacationing, or rental income.

9118 Chula Vista ST Unit 12002, Naples
$400,000
3 Beds ⋅ 2 Baths ⋅ 226020588 MLS ⋅ Ole BLDG.
Stunning TURNKEY condo offering the perfect blend of luxury, comfort & resort-style living. Ideally situated steps from The Village Center amenities, this UPDATED residence features tranquil views of the reflecting pool boulevard w/elegant WATER FEATURES & lush tropical landscaping. This light-filled open floor plan w/split-bedroom design offers 3 bedrooms, 2 full baths & 1771 sqft AC/2439 total sqft. Built w/CONCRETE BLOCK CONSTRUCTION on both levels, the home also features a NEW ROOF, NEW TILE FLOORS, IMPACT GLASS windows/doors & many high-end upgrades throughout.The inviting entry welcomes you w/a covered & enclosed front porch & engineered hardwood stairs leading to the main living area. The open great room & dining area showcase elegant lighting, electric FLOOR OUTLET, & French doors leading to the expansive NO-SEE-UM SCREEN LANAI overlooking the water feature boulevard. The kitchen is beautifully appointed w/QUARTZ COUNTERS, TILE BACKSPLASH, shaker cabinetry, PENDANT LIGHTS, stainless steel LG-IQ SMART APPLIANCES, CONVECTION SELF-CLEANING OVEN, large island w/breakfast bar & single-bowl sink. The luxurious primary suite offers a true retreat w/French doors leading to a charming Juliet balcony w/WATER VIEWS, CROWN MOLDING, chandelier & direct access to the lanai. The REMODELED SPA INSPIRED BATH features a floor-to-ceiling tiled WALK-IN SHOWER w/RAIN SHOWER HEAD & handheld fixture, shower niche,, QUARTZ double vanity, linen closet w/wWOOD VENTED SHELVING & private water closet. The oversized WALK-IN CLOSET includes CUSTOM CLOSET ORGANIZERS. A thoughtfully designed split-bedroom layout creates privacy while offering a dedicated workspace area complete with BUILT-IN DESK w/QUARTZ COUNTERTOP. Secondary bedrooms feature ceiling fans, and spacious closets. Additional highlights include updated hall bath finishes, front-load washer and dryer, wallpaper accents, SMART HOME AUTOMATION, SECURITY SYSTEM & TURNKEY furnishings. The oversized 2-car garage is equally impressive w/a heavy-duty EPOXY FLOOR, STORAGE SHELVES, SURGE PROTECTOR, GENERATOR & HOSE BIB. Recent upgrades provide peace of mind & modern convenience, including: electronic FRONT DOOR KEYPAD (2026), NO-SEE-UM lanai screen (2025), LG-IQ SMART APPLIANCES (2024), AC SYSTEM (2021), WATER HEATER(2015). Residents enjoy exceptional resort-style amenities at The Village Center including a HEATED POOL, HOT TUB, poolside food & beverage service, FITNESS CENTER, aerobics studio, MOVIE THEATER, PUB, BISTRO, ice cream &, internet café, library, TENNIS, PICKLEBALL, BOCCE, basketball, volleyball, and nearby GOLF opportunities. Optional membership to The Player’s Club & Spa is also available. HOA fees include internet, cable TV, water, sewer, trash pickup, lawn & landscape maintenance & irrigation. This extraordinary residence offers the ideal combination of luxury upgrades, smart-home convenience, turnkey living, and unmatched community amenities — all in a PRIME LOCATION. GREAT INVESTMENT OPPORTUNITY!

9076 Rialto ST Unit 6204, Naples
$419,000
3 Beds ⋅ 2.5 Baths ⋅ 226017987 MLS ⋅ Ole BLDG.
Perfectly positioned within the highly sought-after Lely Resort community of Olé at Lely Resort, this beautifully updated and impeccably maintained Casita-Capistrano floorplan model townhouse at 9128 Delano Street #89-2 offers the comfort and spaciousness of a single-family home paired with the ease of maintenance-free resort living. Guests are welcomed through a charming arched entry framed by lush jasmine-covered wrought iron arbor and picturesque paver walkways, creating a warm and inviting arrival experience. Inside, the residence showcases a fresh, sophisticated aesthetic with gorgeous lighter hardwood flooring flowing throughout both levels, crisp neutral interiors, and abundant natural light. The open-concept kitchen has been tastefully updated with white cabinetry, sleek black granite countertops, subway tile backsplash, center island, and newer stainless-steel Samsung appliances including a French-door refrigerator, dishwasher, microwave, and electric range. A spacious walk-in pantry with shelving and additional utility storage adds exceptional functionality, while a cozy breakfast nook offers the perfect setting for morning coffee or evening cocktails. The expansive great room seamlessly combines comfortable living and dining spaces and opens to a private outdoor patio and courtyard ideal for entertaining or relaxing in the Florida sunshine. A stylish first-floor powder bath features a pedestal sink and bidet toilet. Upstairs, all three generously sized bedrooms feature hardwood flooring, walk-in closets, and neutral finishes and blinds. The spacious guest suites are connected by an oversized Jack-and-Jill bath with dual vanities, separate water closet, and private shower/tub area, while the luxurious owner’s suite offers a spa-inspired bath complete with dual sinks, soaking tub, walk-in shower, and tiled flooring. The oversized two-car garage, accessed from the rear of the townhome with a side street entrance, provides abundant storage space rarely found in townhome living at this price point. Offered completely furnished, this barely lived-in residence is move-in ready—simply bring your suitcase and begin enjoying the exceptional Olé lifestyle. Residents enjoy access to an unmatched amenity-rich environment featuring a spectacular resort-style pool with food and beverage service, fitness center, pub, bistro, private movie theater, ice cream parlor, library, tennis, pickleball, bocce, basketball, volleyball, miles of scenic biking and walking paths throughout Lely Resort. Ideally located just minutes from Downtown Naples, world-class dining and shopping along Fifth Avenue South, pristine Gulf beaches, and Marco Island, this extraordinary residence delivers the very best of Southwest Florida resort-style living.

9128 Delano ST Unit 89-2, Naples
$359,500
2 Beds ⋅ 2.5 Baths ⋅ 226015827 MLS ⋅ Ole BLDG.
Welcome to the ultimate Casita lifestyle in the heart of Olé at Lely Resort, where you get the privacy and space of a single-family home with the effortless maintenance of a luxury condo. This rarely available two-story residence is a standout, boasting an attached two-car garage and a bright, open floor plan that feels incredibly expansive from the moment you walk through the door. Offered unfurnished and ready for your personal touch, the home features a modern kitchen finished with sleek stainless-steel appliances and a large center island that’s perfect for casual morning coffee or hosting friends before a night out. The layout is thoughtfully designed for flexibility, featuring two generous bedrooms and a massive upstairs loft that is the true "wild card" of the property. Since the closet is already in place, this space can easily be converted into a third bedroom, a high-end home office, or a media room depending on your needs. With two and a half bathrooms and a private patio for enjoying the Florida breeze, this home offers a level of comfort and utility that is hard to find in this price point. Location is everything in Olé, and this property hits the sweet spot. Tucked away in a quiet, private position on Chula Vista Street, you escape the noise of the main thoroughfares, yet you are still just a three-minute stroll from the legendary Olé Village Center. You’ll have the main resort-style pool, the pub, the bistro, and the 80-seat movie theater almost at your doorstep, allowing you to enjoy world-class amenities without the need to ever get in your car. Beyond the boundaries of Olé, you are perfectly positioned to take advantage of the quintessential Naples and Marco Island lifestyle. Whether you’re heading to the sugar-sand beaches for sunset, hitting the designer boutiques on Fifth Avenue South, or exploring the vibrant dining scene nearby, everything is just a short drive away. This is more than just a home; it’s an invitation to join one of Southwest Florida’s most active and sought-after communities.

9080 Chula Vista ST Unit 10401, 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.