Ole Homes under $500,000

Ole Homes under $500,000

Welcome to Ole, a vibrant community nestled in the heart of Naples, Florida, where the charm of coastal living meets modern convenience. This exceptional development is designed to offer a resort-style lifestyle, featuring a blend of stunning architecture and lush landscapes that create an inviting atmosphere for residents and visitors alike.

Ole is renowned for its impressive array of amenities, including a luxurious clubhouse, a state-of-the-art fitness center, and a sparkling pool that beckons you to unwind under the Florida sun. The community also boasts picturesque walking trails, tennis courts, and a vibrant social calendar filled with events that foster a strong sense of community among neighbors.

One of the most appealing aspects of Ole is the availability of homes priced under $500,000. This makes it an ideal choice for first-time homebuyers, retirees, or anyone looking to invest in the Naples real estate market without breaking the bank. These thoughtfully designed residences offer spacious layouts, modern finishes, and the perfect blend of comfort and style. Whether you’re seeking a quaint villa or a contemporary townhouse, you’ll find a variety of options that cater to different lifestyles and preferences.

Living in Naples means enjoying the best of Florida’s natural beauty, with pristine beaches, world-class dining, and vibrant shopping just moments away. Ole is not just a place to live; it’s a lifestyle. Experience the charm and convenience of this remarkable community today and discover why Ole is the perfect place to call home in sunny Naples, Florida.

Newest Ole Homes under $500,000

9138 Chula Vista Street Unit 12703, Naples
$274,900
2 Beds ⋅ 3 Baths ⋅ 226037813 MLS
Welcome to Olé at Lely Resort, where every day feels like a vacation! Experience the best of Southwest Florida living in this vibrant, Mediterranean-inspired community, where resort-style amenities, beautiful surroundings, and an active social lifestyle come together in one of Naples' most desirable locations. Discover this rarely available, casita-style residence offering the charm and privacy of a standalone home with the convenience of condominium living. Featuring 2 bedrooms, 2.5 bathrooms, 1,487 square feet of living space, and an attached two-car garage, this two-story residence offers a comfortable and inviting floor plan. The spacious main living area flows into the dining space and kitchen, complete with granite countertops, ample cabinetry, a breakfast bar, and pantry. Upstairs, both bedrooms offer privacy from the main living areas, while the primary suite features dual sinks and a separate tub and shower. A convenient first-floor powder room and private outdoor courtyard add to the home's appeal. **But the real magic of Olé is the lifestyle!** At the heart of the community is the spectacular Village Center, a gathering place designed to bring neighbors together and make every day feel like a getaway. Spend your afternoons relaxing by the resort-style pool with cascading waterfalls, enjoy a workout in the fitness center, catch a movie in the private theater, or meet friends for a casual meal or refreshing drink at the on-site pub and bistro. For those who enjoy staying active, Olé offers tennis, pickleball, basketball, bocce, walking paths, and an exciting calendar of community activities and social events. Beyond the community, you're surrounded by everything that makes Naples such a sought-after destination. Enjoy easy access to beautiful Gulf beaches, exceptional shopping and dining, and the renowned golf courses of Lely Resort, including the Mustang, Flamingo Island, and Classics courses. Whether you're searching for a year-round residence, winter retreat, or investment property, this is an opportunity to enjoy more than just a beautiful home. It's a chance to embrace the relaxed, social, resort-inspired lifestyle that makes Olé at Lely Resort so special. **Come for the home. Stay for the lifestyle. Welcome to Olé!**

9138 Chula Vista Street Unit 12703, Naples
8957 Malibu Street Unit 502, Naples
$389,000
2 Beds ⋅ 3 Baths ⋅ 226037431 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. 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 newer HVAC system, newer 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 Street Unit 502, Naples
9064 Capistrano Street N Unit 5002, Naples
$399,900
3 Beds ⋅ 3 Baths ⋅ 226034993 MLS
ENJOY EASY, TURNKEY LIVING IN THE HEART OF OLÉ AT LELY RESORT! This furnished 3-bedroom, 2.5-bath townhome with a 2-car attached garage makes it easy to arrive, settle in and start enjoying the Naples lifestyle from day one. The main level features an open kitchen, dining and living area with stainless steel appliances, abundant cabinetry and an oversized island with seating, plus a screened front porch for enjoying the Florida weather and a convenient half bath. Upstairs, all three bedrooms are thoughtfully separated from the main living area, including a spacious primary suite with an en-suite bath and Juliette balcony. A pocket door separates the primary suite from the guest wing, creating added privacy for both owners and overnight guests. With established rental history, the property also offers added flexibility for owners looking to rent the residence when they’re away. Everything is already in place—just move in and enjoy your own slice of paradise. At the heart of Olé is the 20,000-square-foot Village Center, where resort-style amenities are just minutes from your front door. Spend the day at the lagoon-style pool with waterfalls, relax in the hot tub, work out at the fitness center, catch a movie in the 90-seat theater, or meet friends at the Pub, Bistro or café. The community also offers tennis, pickleball, bocce, basketball, beach volleyball, a library, internet café and a full calendar of social activities and events. Lely Resort is also home to 54 holes of championship golf across The Mustang, Flamingo Island and The Classics. And when you're ready to venture out, you're just a short drive from 5th Avenue South, Marco Island, Gulf beaches, shopping, dining and everything Naples has to offer. Furnished, move-in ready and surrounded by resort-style amenities, all that's left to do is arrive and start enjoying the Southwest Florida lifestyle.

9064 Capistrano Street N Unit 5002, Naples
8975 Malibu Street Unit 1304, Naples
$399,900
3 Beds ⋅ 2 Baths ⋅ 226034996 MLS
TURNKEY FURNISHED & READY TO ENJOY IN OLÉ AT LELY RESORT! This 3-bedroom, 2-bath residence with a private 2-car garage is ready from day one—just arrive and start enjoying the Naples lifestyle. All of the living space is located upstairs on one level, with an open kitchen, dining and living area featuring stainless steel appliances, abundant cabinetry and a large center island with seating. Just off the main living area, an oversized private balcony creates an extension of the home with plenty of space for morning coffee, outdoor dining or relaxing in the Florida sunshine. The primary suite offers a private retreat with custom built-in closets, while the two guest bedrooms are positioned together in their own separate wing, creating added privacy for owners and guests. A built-in desk provides a dedicated space for working from home or staying organized, and additional custom closet systems throughout maximize storage. Offered turnkey furnished with established rental history, this home is equally suited for enjoying yourself or renting while you're away. At the heart of Olé is the 20,000-square-foot Village Center, where resort-style amenities are just minutes from your front door. Enjoy the lagoon-style pool with waterfalls, hot tub, fitness center, 90-seat movie theater, Pub, Bistro and café, along with tennis, pickleball, bocce, basketball, beach volleyball, a library, internet café and year-round social activities. Lely Resort also offers access to 54 holes of championship golf across The Mustang, Flamingo Island and The Classics. With 5th Avenue, Marco Island, Gulf beaches, shopping and dining all just a short drive away, everything is in place to start enjoying your own slice of Southwest Florida paradise.

8975 Malibu Street Unit 1304, Naples
9067 Capistrano Street N Unit 4502, Naples
$389,000
3 Beds ⋅ 3 Baths ⋅ 226033263 MLS
YOUR FLORIDA OASIS AWAITS! Experience the Naples resort lifestyle in this beautifully maintained, TURNKEY FURNISHED Santa Ana townhome located in the colorful, Spanish-inspired community of Olé at Lely Resort. Offering approximately 1,715 sq. ft. of living area, this impressive residence features 3 bedrooms, 2½ baths, 2-car garage, and spacious living, dining, and kitchen areas designed for comfortable Florida living. Major improvements include a NEW TILE ROOF and HVAC installed in 2024. Located within a desirable QUAD, enjoy a private pool and outdoor living/BBQ area just steps from your residence. A short walk brings you to Olé’s spectacular Village Center, featuring a resort-style pool, children’s pool, tiki huts, café, pub, bistro, ice cream shop, movie theater, library, fitness center, tennis, pickleball, bocce, basketball, and beach volleyball. Golfers will appreciate nearby access to the Flamingo Island and Mustang championship golf courses, with The Classics private course also nearby. And the location is exceptional—approximately 15 minutes from the white-sand beaches of Naples and Marco Island, with outstanding dining, shopping, entertainment, and everyday conveniences just minutes away. No Players Club membership mandate. Non-gated. Turnkey furnished. Resort-style amenities. Exceptional Naples location. LIVE WHERE OTHERS VACATION! Your opportunity to own a piece of the Southwest Florida lifestyle is here.

9067 Capistrano Street N Unit 4502, Naples
9108 Capistrano Street S Unit 7405, Naples
$449,000
3 Beds ⋅ 3 Baths ⋅ 226029087 MLS
"SELLER MOTIVATED" 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 Street S Unit 7405, Naples
9092 Capistrano Street S Unit 6401, Naples
$399,000
3 Beds ⋅ 3 Baths ⋅ 226031124 MLS
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 Street S Unit 6401, Naples
9110 Capistrano Street S Unit 8401, Naples
$419,000
3 Beds ⋅ 3 Baths ⋅ 226030541 MLS
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 Street S Unit 8401, Naples
9064 Capistrano Street N Unit 5004, Naples
$293,900
2 Beds ⋅ 2 Baths ⋅ 2026035371 MLS
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 Street N Unit 5004, Naples
9081 Albion Lane S Unit 6509, Naples
$359,000
2 Beds ⋅ 3 Baths ⋅ 226029182 MLS
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 Lane S Unit 6509, Naples
9163 Delano Street Unit 10006, Naples
$399,500
3 Beds ⋅ 3 Baths ⋅ 226026015 MLS
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 Street Unit 10006, Naples
9126 Chula Vista Street Unit 12303, Naples
$299,000
2 Beds ⋅ 2 Baths ⋅ 226022912 MLS
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 Street Unit 12303, Naples
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