Ole Homes under $500,000

Welcome to Ole, a charming subdivision nestled in the heart of Naples, Florida, within the picturesque Collier County. Known for its vibrant community spirit and stunning surroundings, Ole offers an enchanting lifestyle that perfectly balances relaxation and recreation. This delightful neighborhood is designed to cater to a variety of lifestyles, making it an ideal choice for families, retirees, and everyone in between.

One of the standout features of Ole is its impressive selection of homes priced under $500,000, making it an accessible option for those looking to invest in the Naples lifestyle without breaking the bank. These thoughtfully designed residences boast modern amenities, open floor plans, and beautiful outdoor spaces, allowing you to enjoy the warm Florida sunshine year-round. With a variety of styles and layouts to choose from, you're sure to find the perfect home that suits your needs and preferences.

Residents of Ole enjoy a wealth of amenities, including a resort-style pool, a well-equipped fitness center, and scenic walking trails that wind through lush landscaping. The vibrant community center is the perfect gathering spot for social events, while nearby shopping, dining, and entertainment options ensure that you're never far from the excitement that Naples has to offer.

Whether you're seeking a serene retreat or an active lifestyle, Ole in Naples, FL, is the perfect place to call home. Embrace the opportunity to live in this idyllic community, where you can create lasting memories and enjoy the best of Florida living—all within your budget!

Newest Ole Homes under $500,000

$399,900

3 Beds ⋅ 2.5 Baths ⋅ 226034993 MLS ⋅ Ole BLDG.

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 ST N Unit 5002, Naples

$399,900

3 Beds ⋅ 2 Baths ⋅ 226034996 MLS ⋅ Ole BLDG.

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 ST Unit 1304, Naples

$399,000

3 Beds ⋅ 2.5 Baths ⋅ 226033263 MLS ⋅ Ole BLDG.

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 ST N Unit 4502, Naples

$449,000

3 Beds ⋅ 2.5 Baths ⋅ 226029087 MLS ⋅ Ole BLDG.

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

9108 Capistrano ST S Unit 7405, Naples

$419,000

3 Beds ⋅ 2.5 Baths ⋅ 226031124 MLS ⋅ Ole BLDG.

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

9092 Capistrano ST S Unit 6401, Naples

$419,000

3 Beds ⋅ 2.5 Baths ⋅ 226030541 MLS ⋅ Ole BLDG.

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

9110 Capistrano ST S Unit 8401, Naples

$293,900

2 Beds ⋅ 2 Baths ⋅ 2026035371 MLS ⋅ Ole BLDG.

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

9064 Capistrano ST N Unit 5004, Naples

$359,000

2 Beds ⋅ 2.5 Baths ⋅ 226029182 MLS ⋅ Ole BLDG.

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

9081 Albion LN S Unit 6509, Naples

$399,500

3 Beds ⋅ 2.5 Baths ⋅ 226026015 MLS ⋅ Ole BLDG.

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

9163 Delano ST Unit 10006, Naples

$299,000

2 Beds ⋅ 2 Baths ⋅ 226022912 MLS ⋅ Ole BLDG.

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

9126 Chula Vista ST Unit 12303, Naples

$400,000

3 Beds ⋅ 2 Baths ⋅ 226020588 MLS ⋅ Ole BLDG.

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

9076 Rialto ST Unit 6204, Naples

$445,000

3 Beds ⋅ 2.5 Baths ⋅ 226020009 MLS ⋅ Ole BLDG.

Newly renovated, designer furnishings, new HVAC and a new 2025 roof, turnkey Florida living with new pictures coming soon. Sophisticated, beautifully appointed and move-in ready, this newly renovated residence in the sought-after Ole community at Lely Resort offers a refined approach to Southwest Florida living. Thoughtfully redesigned with stylish finishes, designer furnishings and a fresh, contemporary aesthetic, this three-bedroom, two-full-bath plus one-half-bath residence combines comfort, elegance and exceptional resort-style amenities. At the heart of the home, the renovated kitchen makes a striking impression with quartz countertops, a full quartz backsplash, new sink and fixtures, soft-close cabinetry and a new slide-in range, complemented by fresh paint, new LVP flooring, a new HVAC system and a new 2025 roof. The interior feels polished, bright and impeccably maintained. The open living spaces are designed for relaxed living and entertaining. The kitchen flows naturally into the dining area and spacious living room, where abundant natural light creates an airy, inviting ambiance. Glass French doors open to a private balcony, while a screened and covered lanai just off the kitchen provides a tranquil outdoor setting for morning coffee, alfresco dining or evening cocktails. The primary suite offers a serene retreat with new LVP flooring, a ceiling fan, generous natural light and a spacious walk-in closet. The en-suite bath features dual vanities, a deep soaking tub, an enclosed glass walk-in shower and a private water closet. Two guest bedrooms are positioned on the first level, each featuring new LVP flooring and ceiling fans, with one offering a walk-in closet. A beautifully finished guest bath with dual vanities and a shower/tub combination serves the guest suites. A versatile sitting and dining area offers additional space for entertaining, guests or a private retreat. A dedicated laundry area with washer and dryer and an attached two-car garage completes the residence. Impact-resistant doors and windows provide added protection and peace of mind, while the desirable location within Ole places you moments from the community clubhouse, resort-style pool and fitness center. Life at Ole is distinctly resort-inspired, offering residents amenities including a tropical pool, fitness center, 80-seat movie theater, café, pub and welcoming social spaces. Outdoor pursuits include pickleball, tennis, bocce, basketball, sand volleyball and scenic recreational and biking paths. Beyond Ole, Lely Resort offers access to three championship golf courses, with optional Players Club & Spa providing opportunities for golf, spa, dining and social experiences. Ideally just minutes from the beaches, restaurants and shopping of Naples and Marco Island, this turnkey residence captures the essence of refined Florida living, beautifully renovated, thoughtfully furnished and ready to enjoy from day one.

9066 Albion LN N Unit 5101, 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.