Ole Homes under $500,000

Ole Homes under $500,000

Welcome to Ole, an enchanting community nestled in the heart of Naples, Florida, where the sun-kissed lifestyle meets vibrant living. This picturesque development is part of the esteemed Lely Resort, renowned for its stunning landscapes and exceptional amenities, making it a coveted destination for homebuyers seeking both comfort and sophistication.

At Ole, you'll discover a delightful selection of homes priced under $500,000, offering an incredible opportunity to own a slice of paradise without breaking the bank. These charming residences are designed with modern aesthetics and functional layouts, perfect for families, retirees, or anyone looking to enjoy the Florida lifestyle. With a variety of floor plans, you can find the ideal space that suits your needs, whether it's a cozy villa or a spacious townhome.

The community is not just about beautiful homes; it’s a lifestyle that encourages connection and leisure. Residents can indulge in resort-style amenities such as a stunning lagoon-style pool, a state-of-the-art fitness center, and a vibrant clubhouse that hosts social events and gatherings. The picturesque walking trails and serene lakes provide the perfect backdrop for morning strolls or evening relaxation.

Located in Collier County, Ole is conveniently situated near the pristine beaches of Naples, renowned shopping districts, and exquisite dining options. With easy access to major highways, you can explore all that Southwest Florida has to offer.

Experience the charm and warmth of Ole, where your dream home awaits at an unbeatable price. Discover the joys of living in Naples, where every day feels like a vacation!

Newest Ole Homes under $500,000

9102 Capistrano Street S Unit 7204, Naples
$319,000
2 Beds ⋅ 2 Baths ⋅ 226040200 MLS
Live the Mediterranean village lifestyle at Olé at Lely Resort, where palm lined promenades, a bandstand, a café, and a sprawling resort pool are just steps from your door. This two level residence offers 2 bedrooms, 2 baths, and 1,493 square feet made for easy Florida living. Upstairs, warm tones and soaring ceilings open to a spacious great room, a vaulted dining area, and a covered balcony for morning coffee and evening breezes. The kitchen has granite counters, stainless steel appliances, generous wood cabinetry, and a breakfast bar for casual gatherings. Plantation shutters, crown molding, and tile floors run through the main living space. The primary suite is a private retreat with a dual vanity, a soaking tub, and a glass enclosed shower. A second bedroom, a guest bath, and a dedicated laundry room complete the plan. An attached one car garage adds everyday convenience. Your HOA includes access to the 20,000 sq. ft. Village Center, with a pub, restaurant, fitness center, movie theater, and tennis and pickleball courts. You’re 15 minutes from the beaches of Marco Island and 20 minutes from the dining and shopping of 5th Avenue South, so this home works as a seasonal retreat, an investment, or a full time residence.

9102 Capistrano Street S Unit 7204, Naples
9159 Delano Street Unit 9904, Naples
$285,000
2 Beds ⋅ 2 Baths ⋅ 226039027 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. **Remarkable opportunity—this unit is proudly offered as the best-priced property for sale right now in all of Olé at Lely Resort!** Welcome to this highly sought-after San Clemente floor plan offering the absolute finest resort lifestyle experience in Naples. This meticulously maintained residence was occupied by only one owner, leaving it in pristine condition. The open-concept design flows seamlessly across a spacious main living arena where the kitchen, dining and family spaces unite. The kitchen centers around premium granite countertops with a raised, split-level outer tier built for barstool seating—creating a classic, highly functional breakfast bar. Designed for maximum privacy, the primary suite and secondary bedroom are positioned on entirely opposite sides of the central living space. Both bedrooms serve as luxurious private retreats, boasting spacious wardrobes upgraded with custom built-in cabinet organizers, en suite bathrooms, and direct access to independent, private screened lanais through beautiful multi-pane glass classic French doors. High-efficiency single-hung impact-rated glass windows and impact-resistant doors are installed throughout, featuring insulated dual-pane thermal glass engineered to block Florida heat and lower monthly electricity bills. Additional features include a dedicated laundry room, rear-attached spacious two-car garage with a newer automatic garage door (2021). Mechanical systems are top-tier, including a Lennox split HVAC system installed new through Costco (2021) with an active warranty, a built-in medical-grade Patriot UV Germicidal air purification system (2022) to eliminate biological contaminants and a brand-new water heater (2026). Interior walls are freshly painted and carpets have been professionally cleaned. The property transfers with a washer/dryer combo; Any remaining select furniture may be negotiated separately. The community includes a brand-new 2024 tile roof replacement, paid in full with a transferable 30-year manufacturer material warranty and an active 7-year structural workmanship warranty on file under documents. Lely Resort is a world-renowned master-planned Golf Community featuring three Championship courses—two public pay-as-you-play courses and a private Classics course by Gary Player. No bundled membership required to purchase. Olé features unmatched resort-style amenities found nowhere else! Enjoy manicured landscaped Sidewalks, Reflecting Pools and dedicated Tennis & Pickleball courts a minute away from your home. Discover the multi-million dollar Olé Village Center containing a tropical Lagoon Resort Pool with rock waterfalls, Splash Pad, Hot Tub Spa, thatched Tiki Cabanas, dual professional Bocce courts, sand Volleyball, private Movie Theater, high-end Gym, Library, Pub, Bistro and Ice Cream Parlor.

9159 Delano Street Unit 9904, Naples
9055 Capistrano Street N Unit 4206, Naples
$299,000
2 Beds ⋅ 3 Baths ⋅ 226039776 MLS
This furnished two-bedroom, 2.5-bath townhouse in Ole at Lely Resort comes with income already in place. Seasonal tenants are booked through the end of April, so the next owner starts collecting rent right away. The buyer will need to honor the existing rental agreements. The open floor plan connects the kitchen to the main living areas. Major updates are already done, with a new roof and new air conditioning, both installed in 2024. The primary suite has a king bed and the guest bedroom has a queen, and the furnishings and housewares stay, so the unit is ready for guests or for you. Right behind the property is a semi-private pool and grilling area shared only with the other units in the quad. It’s a quiet spot a few steps from the back door, and it’s in addition to the resort’s main amenities. Those include the lagoon-style pool, private movie theater, tennis and pickleball courts, and the neighborhood pub and bistro at the Ole Village Center, all within walking distance. The location sits between the shops and restaurants of 5th Avenue South in downtown Naples and the beaches of Marco Island. It works as a seasonal rental, a winter retreat, or a full-time home in one of Southwest Florida’s most active communities.

9055 Capistrano Street N Unit 4206, Naples
9141 Chula Vista Street Unit 12801, Naples
$349,000
2 Beds ⋅ 3 Baths ⋅ 226038797 MLS
Single-family living with maintenance-free ease is what you’ll find in this Cordova Casita, offering the space of a private home with the convenience of condo living. Inside, enjoy diagonal tile, granite counters, 42" cabinets, upgraded kitchen appliances, and a large walk-in pantry. Upstairs are two ensuite bedrooms and a desk area, with a second desk area in the kitchen and a half bath downstairs. Closets feature wood shelving, and the enclosed screened lanai is ready for year-round Florida living. The two-car garage includes a 10' x 5' storage area and an electric vehicle charger. Recent updates include the kitchen appliances in 2018, a new HVAC system in 2021, a water heater in 2024, and a washer and dryer in 2025. Located in Phase One of Olé, the home features concrete block construction on both floors. You’re just a short walk from the Village Center, the heart of the community, with a pub, bistro, fitness center, ice cream parlor, movie theater, dining, and library, plus tennis, pickleball, volleyball, bocce, basketball, and more. The location is ideal, between the pristine white-sand beaches of Naples and Marco Island, and minutes from Fifth Avenue South’s fine dining and shopping and Third Street South’s bistros, boutiques, and hidden courtyard cafés.

9141 Chula Vista Street Unit 12801, Naples
8992 Cambria Circle Unit 1603, Naples
$360,000
2 Beds ⋅ 3 Baths ⋅ 226039198 MLS
Enjoy resort-style living at 8992 Cambria Cir #1603 in Olé at Lely Resort. This rarely available, fully furnished Santa Monica townhome offers 2 bedrooms, 2.5 baths, and 1,509 square feet with a distinctive split-level layout featuring an elevated dining room and sunken living room. Highlights include an eat-in kitchen with abundant cabinetry, tile and wood finishes, an oversized front porch, and an attached one-car garage. Upstairs, two en-suite bedrooms include a primary suite with dual vanities and two custom walk-in closets, plus a convenient laundry area and office/flex space with built-ins. Steps away, enjoy a semi-private pool, barbecue stations, and lounge areas. Walk to Olé’s Town Center for a lagoon-style pool, dining, movie theater, library, and fitness center. Additional amenities include pickleball, tennis, basketball, bocce, and sand volleyball, with trails and two public championship golf courses within Lely Resort. HOA fees include cable, internet, water, and Olé amenities. Fully furnished and move-in ready. Your Naples retreat awaits!

8992 Cambria Circle Unit 1603, Naples
9146 Chula Vista Street Unit 12905, Naples
$379,500
3 Beds ⋅ 3 Baths ⋅ 226038155 MLS
Enjoy resort-style living in this furnished 3-bedroom, 2.5-bath Santa Ana townhome in Ole at Lely Resort. A screened entry porch welcomes you into a thoughtfully designed layout featuring main-level living and dining areas and an attached two-car garage. Upstairs, the spacious primary suite offers Juliet balconies, a walk-in closet, and an en-suite bath with a separate tub and shower. A built-in desk and upstairs laundry add everyday convenience, while impact-resistant windows provide added peace of mind. Situated on quiet Chula Vista Street, the home offers convenient access to the Ole Village Center, where amenities include a resort-style pool with food and beverage service, a fitness center, movie theater, pub, and bistro. Tennis, pickleball, basketball, and scenic walking paths offer even more ways to enjoy the community. Nearby shopping, dining, and the renowned beaches of Naples and Marco Island complete the Southwest Florida lifestyle.

9146 Chula Vista Street Unit 12905, Naples
9093 Capistrano Street S Unit 7501, Naples
$375,000
2 Beds ⋅ 3 Baths ⋅ 226037889 MLS
Discover the comfort and privacy of this beautifully upgraded, turnkey furnished, detached Casita in Olé at Lely Resort! Unlike attached residences, this charming two-story home offers no shared walls, abundant natural light, and the convenience of a spacious two-car garage. Featuring 2 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, the interior showcases elegant crown molding, custom paint, decorative wall accents, shiplap details, tile flooring, and stylish contemporary finishes. The beautifully updated kitchen features granite countertops, a sophisticated backsplash, refreshed cabinetry with modern hardware, and newer stainless steel appliances. Upstairs, both bedrooms offer private full bathrooms, creating comfortable retreats for owners and guests. A private interior courtyard provides an inviting outdoor space for morning coffee, alfresco dining, or relaxing evenings, with the potential to add screening and a covered lanai, subject to HOA approval. Tastefully decorated and offered fully furnished, this residence is ready to enjoy from day one. Beyond the home, Olé residents enjoy an exceptional resort-style lifestyle featuring a spectacular swimming pool, fitness center, movie theater, pickleball, tennis, basketball, volleyball, an on-site restaurant and pub, and a vibrant Village Center. Conveniently located near Naples’ beautiful beaches, championship golf courses, shopping, and dining, this charming Casita combines the privacy of a detached home with the convenience of resort-style living.

9093 Capistrano Street S Unit 7501, Naples
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
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