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Country Hollow Countryside Naples Condos for Sale: Outstanding opportunity to own a 2-bedroom plus den residence in the highly desirable, gated golf community of Countryside. This inviting home features two bedrooms, two bathrooms, and a versatile den—ideal as a home office, guest space, or bonus room. The unit has been used as a rental for several years and is ready for your personal finishing touches. Any existing rental income will convey to the new owner and can be used to help fund updates and customization. Countryside has recently completed a three-year, $14 million community renovation, delivering a brand-new clubhouse, outdoor dining, resort-style pool, pickleball courts, and enhanced social spaces. Importantly, the assessment has already been paid. The community also completed a golf course renovation in recent years, resulting in a beautifully maintained Arthur Hills–designed course residents can truly be proud of. Beyond the golf, Countryside is known for its vibrant and welcoming lifestyle, offering outdoor music, live concerts during season, karaoke nights, and organized day trips to cultural and sporting events. Make this home your own and enjoy life as a neighbor in one of the friendliest and most active communities in Naples.
$549,000
Sold Price:
$560,000
Sold Date:
03/23/2026
View Details Country Hollow Countryside Naples Condos: Exceptional opportunity to own one of the most beautifully renovated condominiums in Countryside. This residence was completely gutted and remodeled just two years ago, featuring high-end flooring, premium appliances, custom cabinetry, upgraded countertops, and fully redesigned bathrooms — offering a truly move-in-ready experience. Both the front and rear lanais are tastefully finished in neutral tones, creating versatile spaces ideal for a home office, reading lounge, or additional entertaining area. Countryside recently completed a major community transformation, including a brand-new clubhouse, outdoor dining and social seating areas, a resort-style pool with fire pits and heated gathering spaces, and expanded pickleball facilities. Residents enjoy an active lifestyle centered around the Arthur Hills–designed golf course, which was fully redesigned in recent years. Social offerings include concerts, themed events, dancing, bingo, karaoke, fashion shows, football gatherings, and organized day trips to local cultural and sporting events. Countryside is widely recognized as one of Naples’ most well-managed and welcoming gated golf communities — offering an outstanding place to call home.
$499,500
Sold Price:
$520,000
Sold Date:
12/01/2025
View Details Country Hollow Countryside Naples Condos: Welcome to this beautifully updated end-unit residence in the highly desirable gated community of Countryside Golf & Country Club in Naples, Florida. This spacious home offers a perfect blend of modern upgrades, comfort, and access to one of Naples’ most active and amenity-rich communities. Inside, you’ll find a newly renovated kitchen with stylish cabinetry, modern appliances, and ample counter space, ideal for both casual dining and entertaining. Fresh new flooring throughout creates a clean and contemporary flow, while the open layout enhances natural light. The enclosed and leveled lanai extends your living space, providing a versatile area to relax, dine, or entertain year-round while enjoying peaceful views. ALL ASSESSMENTS HAVE BEEN PAID ON THE NEW CONSTRUCTION PROJECT THAT WAS COMPLETED IN SEPTEMBER The floor plan features two bedrooms plus a den, giving you flexibility for a home office, media room, or guest space. The home is being offered with high-quality Denmark Interior furnishings, allowing you to move in with ease and enjoy the tasteful design right away. Countryside Golf & Country Club is one of Naples’ most welcoming gated communities, centered around a renowned Arthur Hills–designed golf course. The community has recently completed a $14 million renovation, elevating its amenities to resort-style living. Enhancements include a stunning new clubhouse, expanded outdoor dining and bar areas, upgraded driving range, and newly added pickleball courts—all designed to foster an active and social lifestyle. Beyond golf, Countryside is known for its full calendar of social activities, from concerts and live music to themed events and group gatherings, ensuring residents always feel connected and engaged. With a vibrant atmosphere and amenities to match, this is truly a community where neighbors become friends. Ideally located just minutes from Naples’ pristine Gulf beaches, world-class dining, and boutique shopping on Fifth Avenue South, Countryside offers the best of both relaxation and convenience. This move-in ready end unit presents a rare opportunity to own a beautifully updated home in one of Naples’ most distinctive lifestyle communities. Don’t miss your chance to experience the perfect combination of comfort, style, and resort living. ALL ASSESSMENTS HAVE ALREADY BEEN PAID ON THE CONSTRUCTION PROJECT THAT WAS COMPLETED IN SEPTEMBER
$480,000
Sold Price:
$440,000
Sold Date:
03/12/2026
View Details Country Hollow Countryside Naples Condos: A must see lovely 2nd floor Veranda in desirable Country Hollow that includes a one car detached garage. This 2 bedroom / den, 2 bath home has ample living and entertainment space. Includes bundled golf membership along with all the resort style amenities. Enjoy the refurbished indoor and outdoor dining as well as pool and fitness complex.
$478,500
Sold Price:
$460,000
Sold Date:
12/15/2025
View Details Country Hollow Countryside Naples Condos: Welcome to the newly expanded and remodeled Countryside Golf and Country Club and to this beautiful 2 bedroom plus den end unit in the Country Hollow subdivision of Countryside. With a full golf membership included, this home boasts a front and back glassed in lanai for extra space to use as an office, reading or hobby room, for extra entertaining space or to watch the sunset at the end of the day. With a combination of tile, wood and carpet this home is spacious and updated, with stainless steel appliances and impact windows and neutral colors throughout. All of the appliances are less than 6 years old, including the air conditioner. Add to this the home's proximity to shopping, the highway, restaurants, banks, and the glorious Gulf of Mexico which is 15 minutes away, it really doesn't get any better than this. Countryside has something for everyone. ...a brand new resort style pool and outdoor bar, 3 different dining venues, an enlarged clubhouse, additional pickleball courts and entertainment, outdoor concerts, fitness programs and great food all being continuously offered at Countryside. Guest speakers, road trips, karaoke, Name the Tune, trivia, book clubs, cards, tennis and golf and so much more make Countryside a great value for those who are looking for Florida living at its finest.
$449,900
Sold Price:
$440,000
Sold Date:
12/08/2025
View Details Country Hollow Countryside Naples Condos: Enjoy the Beauty and Tranquility of This Turnkey Veranda in Countryside Golf and Country Club Nestled on the 12th hole, this stunning veranda offers a peaceful retreat with beautiful views. The home is just steps away from the recently completed, state-of-the-art clubhouse, which includes a new outdoor pool bar and pool, providing the perfect spot to relax. The spacious, open-concept layout includes two bedrooms, a den that can easily be converted into a third bedroom, and a bright, welcoming living space ideal for entertaining. The kitchen features granite countertops, and the unit has been updated with new flooring throughout the common area, fresh paint, and a newer dishwasher. The roof is roughly four years old, and the home includes a detached one-car garage for added convenience. Additionally, you’re just steps away from a gorgeous inground pool and tennis court. With the special 10,000 assessment already paid, this home is not only a fantastic place to live but is also ideally located just a short distance from the world-renowned 5th Avenue, where you can enjoy dining, shopping, and entertainment. Whether you’re relaxing at home or exploring the vibrant surroundings, this is the perfect place to create new memories.

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