Ole Homes with Pickleball Amenities

Ole Homes with Pickleball Amenities

Welcome to Ole, an enchanting subdivision nestled in the heart of Naples, Florida, within Collier County. This picturesque community is designed for those who crave a vibrant lifestyle, blending the charm of Mediterranean-inspired architecture with modern conveniences. Ole is not just a place to live; it’s a lifestyle that encourages connection, recreation, and relaxation.

One of the standout features of Ole is its commitment to providing residents with top-notch amenities, particularly for pickleball enthusiasts. With a growing popularity, pickleball courts are a highlight of this community, offering a fantastic way to stay active and socialize with neighbors. Whether you’re a seasoned player or just looking to learn the ropes, the courts are always buzzing with friendly competition and camaraderie.

Beyond pickleball, Ole boasts a wealth of amenities designed to elevate your living experience. Picture yourself lounging by the resort-style pool, enjoying a refreshing drink at the clubhouse, or taking a leisurely stroll along the beautifully landscaped paths. The community is also conveniently located near Naples’ stunning beaches, exquisite dining options, and upscale shopping, making it the perfect blend of relaxation and excitement.

Homes in Ole are thoughtfully designed, often featuring open floor plans, gourmet kitchens, and spacious outdoor areas, perfect for entertaining or unwinding after a long day. With a strong sense of community and an array of activities at your fingertips, Ole is more than just a neighborhood; it’s a place to call home. Come discover the charm of Ole and experience the lifestyle you’ve always dreamed of!

Newest Ole Homes with Pickleball Amenities

$424,900
3 Beds ⋅ 2.5 Baths ⋅ 2026032465 MLS
Enjoy living the Naples lifestyle in this fabulously maintained light and bright townhome in the amenity rich community of Ole within Lely Resort. This home feels and looks like a single family home and boasts 3 beds and 2.5 baths, a 2 car attached garage and with almost 1,800 square feet of living space under air conditioning. This home is situated in arguably the quietest location in the community and features tile flooring throughout in all the main living areas for easy maintenance and carpet upstairs for comfort. The open eat-in kitchen boasts granite counters, a spacious center island ideal for entertaining and preparing your favorite meals and a breakfast bar. The main living area leads out to the private and screened lanai perfect to relax and sip on your favorite beverage or read a book. The bedrooms are located upstairs ideal for privacy and quiet. The master bedroom features an ensuite bath with dual sinks, a deep soaking tub and separate tiled walk-in shower. The laundry room is located upstairs for convenience. The community is known for having some of the best resort style amenities in all of Naples including a resort-style swimming pool, a community spa and hot tub, a restaurant and cafe’, its own movie theater, library, gym and sports courts including tennis, volleyball, bocce, pickleball and basketball. There are also scenic walking and jogging paths throughout the community and all ideally situated close to downtown Naples and 5th Avenue shopping and dining and just a few minutes away from some of the finest beaches in all of Naples. Offered fully furnished turnkey.

9153 Chula Vista ST Unit 13203, 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
$324,900
2 Beds ⋅ 2.5 Baths ⋅ 226024620 MLS
Welcome to paradise in the highly sought-after Olé at Lely Resort! This beautifully maintained 2-bedroom, 3-bathroom home offers the perfect blend of comfort, style, and the ultimate Southwest Florida lifestyle. Featuring soaring vaulted ceilings and an open, spacious floor plan, this home is designed for both everyday living and entertaining. The expansive kitchen is a chef's delight with gorgeous quartz countertops, abundant cabinetry, and plenty of workspace, seamlessly flowing into the large dining area—perfect for hosting family and friends. An attached one-car garage provides added convenience and storage. Upstairs, you'll find a spacious primary suite offering a peaceful retreat with a large ensuite bathroom and generous closet space. The second floor also features a convenient laundry room and a versatile flex space complete with custom built-in cabinetry, making it the perfect home office, reading nook, or hobby area. Step outside onto the oversized front porch, where you can enjoy your morning coffee, relax with an evening cocktail, or simply soak in the beautiful Florida weather while enjoying the charming neighborhood setting. Life in Olé means access to one of Naples' most impressive resort-style amenity centers, offering over 20,000 square feet of recreation and entertainment. Residents enjoy a spectacular resort-style swimming pool with food and beverage service, a state-of-the-art fitness center, private movie theater, pub and bistro dining, ice cream parlor, and a dedicated kiddie pool. Stay active with tennis, pickleball, basketball, bocce ball, volleyball, beautifully landscaped walking paths, and inviting green spaces that create a vibrant yet relaxing community atmosphere. Perfectly positioned near Marco Island and just a short drive to downtown Naples and iconic 5th Avenue South, this exceptional home places you close to world-class beaches, championship golf, fine dining, upscale shopping, and endless entertainment. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this home offers the perfect combination of luxury, comfort, location, and the unmatched Olé lifestyle. Don't miss your opportunity to own a piece of paradise in one of Southwest Florida's most desirable communities!

9041 Alturas ST Unit 3803, Naples
$325,000
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
$425,000
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
$440,000
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
$425,000
3 Beds ⋅ 2 Baths ⋅ 226017452 MLS
INVEST, ESCAPE, or LIVE the RESORT LIFESTYLE year-round in this beautifully maintained 3-bedroom, 2-bath residence located in the vibrant community of Olé at Lely Resort. Offering the highly desirable San Pablo floor plan, with a PRIVATE TWO-CAR GARAGE, this home is designed for both comfort and convenience with all main living areas situated on the upper level. The interior welcomes you with LIGHT, NEUTRAL TONES, abundant NATURAL LIGHT, and an open-concept layout that feels both spacious and inviting. The main living area is enhanced by LIGHT TILE FLOORING and flows seamlessly into the dining space and kitchen—creating an ideal setting for entertaining or relaxed everyday living. The kitchen features timeless WOOD CABINETRY, GRANITE COUNTERTOPS, and a generous island perfect for casual meals, hosting guests, or gathering with family and friends. Just beyond, enjoy indoor-outdoor living with access to a PRIVATE BALCONY—ideal for morning coffee or unwinding in the evening. The thoughtfully designed SPLIT FLOOR PLAN offers privacy for residents and guests alike. The primary suite provides a peaceful retreat with ample natural light, while guest bedrooms offer flexibility for visitors, seasonal living, or rental potential. Set within the charming, MEDITERRANEAN-INSPIRED community of Olé, residents enjoy a truly unmatched AMENITY-RICH lifestyle. The impressive 20,000-SQUARE-FOOT VILLAGE CENTER features a RESORT-STYLE POOL, POOLSIDE BISTRO, PRIVATE MOVIE THEATER, FITNESS CENTER, and lively social spaces. Outdoor enthusiasts will appreciate access to TENNIS, PICKLEBALL, basketball, and scenic walking paths—all complemented by a full SOCIAL CALENDAR. Ideally located just minutes from DOWNTOWN NAPLES and the white-sand beaches of Marco Island, this home offers easy access to renowned dining, shopping, and coastal attractions. With STRONG RENTAL APPEAL and LOW-MAINTENANCE ownership, this property presents an exceptional opportunity for investment, seasonal use, or full-time living.

9140 Delano ST Unit 9302, 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
$295,000
2 Beds ⋅ 2.5 Baths ⋅ 226014518 MLS ⋅ Ole BLDG.
Welcome to Olé at Lely Resort, intentionally built to transport residents to a walkable, Mediterranean-inspired small town. This beautifully landscaped community is designed to be inspiring, whether taking in a concert at the bandstand, sharing coffee at the café, or unwinding at the massive resort-style pool. This charming 2 bedroom and 2.5 bath Santa Isabella townhome with a new roof offers the best of Southwest Florida, featuring a beautifully tiled living area that flows into a gourmet kitchen complete with brand new appliances, granite counters, and shaker cabinets. Upstairs, a grand staircase leads to a master suite that is sure to impress, with brand new carpet, a large walk-in closet, double vanity, and walk-in shower. Enjoy the perfect nook for work and study or invite guests over in the spacious spare bedroom with full bath. Unlike most homes in Olé, this residence is part of an exclusive QUAD, offering a luxurious pool, patio, and grilling area for privacy and escape. Meanwhile, your HOA also grants full access to the 20,000 sq. ft. Village Center’s pub, restaurant, gym, movie theater, and tennis and pickleball courts. Located just 15 minutes from Marco Island’s beaches and 20 minutes from the world-class dining of Naples’ 5th Avenue South, this home includes an attached one-car garage and impact-resistant windows for total peace of mind.

9098 Capistrano ST S Unit 7103, Naples
$369,000
3 Beds ⋅ 2 Baths ⋅ 226009552 MLS ⋅ Ole BLDG.
Near the Village Center of Ole at Lely Resort, this San Pablo townhome offers a refined residential experience. Featuring three generously sized bedrooms and two spacious baths, the residence is designed with an open layout that enhances comfort and functionality. The kitchen is equipped with granite countertops and black appliances, seamlessly connecting to a bright living area ideal for relaxing or entertaining. The entire living space is upstairs. The primary suite provides a tranquil retreat, including a walk-in closet and an en-suite bath with dual sinks, a soaking tub and separate shower. The two additional bedrooms provide generous accommodation for family members or guests, complemented by a built-in desk conveniently between them. 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. Discover it for yourself! Please note the home is unfurnished. The images provided include actual photographs of the property and virtually staged pictures to assist with visualization.

9037 Alturas ST Unit 3702, Naples
$429,000
2 Beds ⋅ 2.5 Baths ⋅ 225085193 MLS ⋅ Ole BLDG.
This vibrant, two-story Carmel Casita in Ole at Lely Resort, constructed by Stock Development, offers a detached two-bedroom, 2.5-bath condominium layout with complete privacy and no shared walls. The residence includes a convenient two-car attached garage. Enjoy alfresco dining or relaxation on the private patio. This low-maintenance home features recent upgrades, including a new HVAC system, new roof, impact-resistant windows, and impact-resistant doors for enhanced peace of mind and durability. Designed with an artistic touch, the home is optionally furnished turnkey with tasteful, contemporary pieces, including negotiable custom art and furnishings specifically created for this residence. Residents of Ole enjoy beautifully landscaped streets with sparkling fountains, ideal for exploring, biking or jogging in prestigious Lely Resort community. Resort-style amenities include pools with poolside service, a state-of-the-art fitness center, café, restaurant, movie theater, tennis courts and pickleball courts. Optional membership to the Players Club and Spa provides additional luxury access.

8957 Malibu ST Unit 502, 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.