Results 5 of 5
Sold - May 15, 2026
Country Hollow, 421 Country Hollow Ct #D202, Naples, Florida 34104, image 1
$418,000 $12K
  • 2 Beds
  • 2 Baths
  • 1,339 SqFt
  • $312/SqFt
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Condo sold in Country Hollow
421 Country Hollow Ct #D202, Naples, FL 34104
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.
Sold - Mar 23, 2026
Country Hollow, 458 Country Hollow Ct, Naples, Florida 34104, image 1
$560,000
  • 2 Beds
  • 2 Baths
  • 1,400 SqFt
  • $400/SqFt
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Condo sold in Country Hollow
458 Country Hollow Ct, Naples, FL 34104
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.
Sold - Mar 12, 2026
Country Hollow, 470 Country Hollow Ct, Naples, Florida 34104, image 1
$440,000 $40K
  • 2 Beds
  • 2 Baths
  • 1,433 SqFt
  • $307/SqFt
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Condo sold in Country Hollow
470 Country Hollow Ct, Naples, FL 34104
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.
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Sold - Dec 15, 2025
Country Hollow, 457 Country Hollow Ct, Naples, Florida 34104, image 1
$460,000 $30K
  • 2 Beds
  • 2 Baths
  • 1,443 SqFt
  • $319/SqFt
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Condo sold in Country Hollow
457 Country Hollow Ct, Naples, FL 34104
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.
Sold - Dec 8, 2025
Country Hollow, 458 Country Hollow Ct #H204, Naples, Florida 34104, image 1
$440,000 $10K
  • 2 Beds
  • 2 Baths
  • 1,339 SqFt
  • $329/SqFt
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Condo sold in Country Hollow
458 Country Hollow Ct #H204, Naples, FL 34104
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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Subdivision Amenities

Bike Storage
Bocce Court
Business Center
Cabana
Car Wash Area
Clubhouse
Community Room
Fitness Center
Golf Course
Guest Room
Internet Access
Library
Pickleball
Play Area
Pool
Private Membership
Putting Green
Restaurant
Sauna
See Remarks
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Bike And Jog Path
Bike Storage
Bocce Court
Clubhouse
Pool

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Nearby Subdivisions

(0.10 miles)
For Sale (3)
$259.9K - $299K
For Rent (1)
$4.8K - $4.8K
(0.23 miles)
For Sale (1)
$369K - $369K
(0.32 miles)
For Sale (5)
$179K - $230K
For Rent (1)
$2.5K - $2.5K

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
7

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
38

100
Sound Score®
Bearable noise
79

100

Countryside Communities in Naples, FL

Naples
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