Ole Homes with Two Story Style

Ole Homes with Two Story Style

Welcome to Ole, a vibrant and picturesque subdivision nestled in the heart of Naples, Florida, within the beautiful Collier County. This charming community is renowned for its stunning architecture, lush landscapes, and an array of amenities that cater to a lifestyle of comfort and leisure.

Ole is a delightful blend of Mediterranean-inspired homes and modern conveniences, making it an ideal choice for families, retirees, and anyone seeking a serene yet active lifestyle. One of the standout features of this community is its selection of two-story homes, which offer both spacious living and the perfect backdrop for creating lasting memories. These homes are designed with elegance in mind, boasting open floor plans, high ceilings, and abundant natural light.

As you step into a two-story residence in Ole, you’ll be greeted by inviting living spaces that seamlessly connect to gourmet kitchens, perfect for entertaining friends and family. The upper levels often feature generous bedrooms, including luxurious master suites, providing a private retreat for relaxation. Many homes also come with outdoor spaces, allowing residents to enjoy the beautiful Florida weather year-round.

Beyond the homes, Ole offers a wealth of amenities that enhance the community experience. Residents can enjoy a resort-style clubhouse, a sparkling pool, fitness facilities, and scenic walking trails, all within a friendly neighborhood atmosphere. With its prime location in Naples, you’ll also have easy access to pristine beaches, upscale shopping, and exquisite dining options.

Experience the charm and elegance of Ole, where your dream home awaits!

Newest Ole Homes with Two Story Style

$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
$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
$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
$374,000
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
$345,000
2 Beds ⋅ 2.5 Baths ⋅ 226007772 MLS ⋅ Ole BLDG.
Experience the best of Naples living with this stunning two-bedroom, 2.5-bath townhouse located in the heart of Ole at Lely Resort. This is a rare chance to own a turnkey property in one of Southwest Florida’s most vibrant communities, perfectly suited for those seeking a permanent residence or a high-end seasonal escape. The home comes fully furnished and equipped, featuring a bright, open floor plan that flows naturally from the modern kitchen into the main living areas. It is designed for a low-maintenance lifestyle where you can spend less time on upkeep and more time enjoying the Florida sun. One of the standout features of this particular unit is the immediate access to a semi-private pool and grilling station located right behind the property. It offers a quiet, intimate spot to unwind just steps from your door, while the world-class amenities of the Ole Village Center are only a short stroll away. As an owner, you gain full access to the resort’s massive lagoon-style pool, private movie theater, tennis and pickleball courts, and the popular neighborhood pub and bistro. The location puts you in the center of everything. You are perfectly positioned between the upscale dining and shopping of 5th Avenue South in downtown Naples and the pristine, white-sand beaches of Marco Island. Whether you are looking for a lock-and-leave winter retreat or a year-round home that feels like a permanent vacation, this townhouse offers the perfect home base. Move right in and start enjoying the luxury, convenience, and social lifestyle that makes Lely Resort a premier destination.

9055 Capistrano ST N Unit 4206, Naples
$439,000
3 Beds ⋅ 2.5 Baths ⋅ 226007243 MLS ⋅ Ole BLDG.
Step into a beautifully updated Santa Barbara townhome, fully furnished and styled with standout décor and finishes. Rarely available Santa Barbara model in Quad 5, the only Santa Barbara on the market in this quad. This expansive 2,008 sq. ft. residence, one of the community’s largest floor plans, features an open-concept layout connecting the family room, dining area and a sophisticated entertainer’s bar. Enjoy three generous bedrooms, 2.5 baths and covered lanais on both levels for true indoor-outdoor Florida living. The chef’s kitchen showcases newer stainless steel appliances, granite countertops, a modern tile backsplash and pool views. This home includes the largest oversized two-car garage in Ole Resort and steps directly out to Quad 5’s private pool and outdoor seating area reserved for Quad owners. Meticulously maintained with recent upgrades — new HVAC (2024), garage A/C (2024), dishwasher (2024), hot water heater (2024), dryer (2024), new carpet (2025), new tile accent wall in family room (2024) and a brand-new master bedroom mattress (2026). Sold fully furnished with like-new or never-used furniture and décor, truly move-in ready. This property is just a short distance to the vibrant Ole Resort 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. Nestled 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 in luxury living in the heart of Naples, Florida! Ole Resort allows owners up to two pets, bring your furry friends to paradise!

8993 Cambria CIR Unit 1907, Naples
$399,900
3 Beds ⋅ 2 Baths ⋅ 226003232 MLS ⋅ Ole BLDG.
This BEAUTIFULLY UPDATED 3-bedroom, 2-bath residence in the highly sought-after Olé at Lely Resort welcomes you with a LIGHT-FILLED foyer adorned in soft, neutral tones and direct access to a PRIVATE TWO-CAR GARAGE. Designed for both effortless everyday living and a LOCK-AND-LEAVE lifestyle, all main living areas are thoughtfully situated on the upper level. Upstairs, an AIRY OPEN-CONCEPT SAN PABLO floor plan showcases a seamless blend of COMFORT and SOPHISTICATION. The GREAT ROOM and dining area flow effortlessly from the kitchen, creating an inviting yet refined space ideal for entertaining or relaxed coastal living. The kitchen is appointed with warm wood cabinetry, RICH GRANITE countertops, and an OVERSIZED ISLAND—perfect for casual dining, gathering, or hosting guests. Step outside to the EXPANSIVE PRIVATE BALCONY, offering generous space for both dining and lounging—an ideal setting for morning coffee or evening cocktails while enjoying the gentle coastal breeze. A thoughtfully designed SPLIT-BEDROOM FLOOR PLAN ensures both privacy and flexibility. Two well-appointed guest bedrooms feature ample storage, including WALK-IN CLOSETS, and share a full bath—perfect for visitors or extended stays. The PRIMARY SUITE serves as a SERENE RETREAT, complete with private balcony access and a charming JULIET BALCONY that fills the space with natural light. The SPA-INSPIRED primary bath features dual vanities, a FRAMELESS GLASS SHOWER, separate SOAKING TUB, private water closet, and an EXCEPTIONALLY SPACIOUS walk-in closet. Additional highlights include WHITE OAK–TONED LUXURY VINYL flooring in all bedrooms, tile throughout the main living areas, and HIGH CEILINGS that enhance the home’s bright, COASTAL ELEGANCE. Set within the picturesque, MEDITERRANEAN-INSPIRED village of Olé, residents are surrounded by lush landscaping, ARTISTIC FOUNTAINS, and charming architectural details. The community offers a vibrant, RESORT-STYLE LIFESTYLE centered around a 20,000-SQUARE-FOOT SOCIAL HUB featuring a lagoon-style pool, sand volleyball, basketball, a poolside café and BISTRO DINING, PRIVATE MOVIE THEATER, and a state-of-the-art FITNESS CENTER. Additional amenities include TENNIS, PICKLEBALL, and a dynamic SOCIAL CALENDAR. Ideally located just minutes from Marco Island and downtown Naples, this residence provides convenient access to WHITE-SAND BEACHES, world-class dining, and premier shopping and arts. With STRONG RENTAL POTENTIAL and LOW-MAINTENANCE LIVING, this is an exceptional opportunity as a primary residence, seasonal retreat, or investment property.

9144 Delano ST Unit 9504, Naples
$499,000
3 Beds ⋅ 3 Baths ⋅ 226003292 MLS ⋅ Ole BLDG.
Step into your own slice of paradise with this beautifully appointed home, offering over 2,000 square feet of spacious, thoughtfully designed living. With the feel of a standalone home, this three-bedroom attached villa also includes a versatile den, along with three full bathrooms to accommodate family and guests alike. Enjoy peaceful preserve views from the kitchen, dining, and living areas, filling the home with light and tranquility. Nestled on a palm-lined street, you're just a short stroll from the vibrant and unique Ole’ Town Center. Unwind at the resort-style pool, break a sweat in the state-of-the-art fitness center, enjoy casual dining at the bistro, or catch a movie at the private theater—Ole’ offers a lifestyle that has something for everyone. Don't miss your chance to live the Naples dream. Your paradise awaits!

9145 Chula Vista ST Unit 13004, 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.