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$550,000
2 Beds ⋅ 2 Baths ⋅ 226023078 MLS ⋅ Country Hollow BLDG.
Experience elevated golf course living in this beautifully renovated second-floor residence located within one of Naples' premier bundled golf communities. Offering immediate golf membership and breathtaking fairway views, this exceptional home combines luxury, comfort, and style in every detail. Completely renovated just a few years ago, the residence showcases stunning custom European cabinetry throughout, providing a sleek, sophisticated aesthetic along with exceptional storage and functionality. Soaring vaulted ceilings create an open, airy atmosphere filled with natural light, making the living spaces feel both spacious and inviting. The thoughtfully designed floor plan seamlessly blends indoor and outdoor living. Relax and entertain year-round in the glass-enclosed lanai, featuring pocketing sliding doors that open wide to welcome beautiful breezes while showcasing panoramic golf course views. Whether enjoying your morning coffee or evening sunsets, this space serves as a true extension of the home. The updated interiors reflect quality craftsmanship and modern finishes, creating a move-in-ready opportunity for buyers seeking a refined Naples lifestyle. Residents enjoy immediate access to golf, resort-style amenities, dining, tennis, fitness, and an active social calendar.

470 Country Hollow CT Unit I201, Naples

Courtesy of Egdell & Associates Realty.

$560,000
2 Beds ⋅ 2 Baths ⋅ 226006664 MLS ⋅ Country Hollow BLDG.
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.

458 Country Hollow CT Unit H102, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: Blue Heron Realty of Naples.

$440,000
2 Beds ⋅ 2 Baths ⋅ 226003748 MLS ⋅ Country Hollow BLDG.
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.

470 Country Hollow CT Unit I204, Naples

Courtesy of Blue Heron Realty of Naples.

Selling Office: John R Wood Properties.

$418,000
2 Beds ⋅ 2 Baths ⋅ 225084000 MLS ⋅ Country Hollow BLDG.
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.

421 Country Hollow CT Unit D202, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: Coldwell Banker Realty.

$440,000
2 Beds ⋅ 2 Baths ⋅ 225076625 MLS ⋅ Country Hollow BLDG.
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.

458 Country Hollow CT Unit H204, Naples

Courtesy of Sellstate on 5th.

Selling Office: Coldwell Banker Realty.

$460,000
2 Beds ⋅ 2 Baths ⋅ 225067903 MLS ⋅ Country Hollow BLDG.
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.

457 Country Hollow CT Unit A101, Naples

Courtesy of Blue Heron Realty of Naples.

Selling Office: Coldwell Banker Realty.

$520,000
2 Beds ⋅ 2 Baths ⋅ 225072994 MLS ⋅ Country Hollow BLDG.
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

457 Country Hollow CT Unit A201, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: Coldwell Banker Realty.

$450,000
2 Beds ⋅ 2 Baths ⋅ 225032843 MLS ⋅ Country Hollow BLDG.
Welcome to the Hollow and to this charming and freshly remodeled 2 bedroom plus den offering in Countryside. With an updated kitchen with new appliances and additional cabinetry, tile flooring throughout, and two beautifully remodeled baths, this home is ready for a new owner. The primary bedroom has a bay window offering a view of the golf course and tastefully furnished with new furniture and bedding. Watch the sunset over the lake and the golf course from your back lanai and enjoy the spaciousness of this unit with a large den/guest bedroom or office. Countryside will be opening in June as a brand-new resort style club, with additional outdoor dining, a large pool with an outdoor bar for gathering with friends, fire pits and lounge seating for relaxation. The clubhouse is being expanded to accommodate more large dinners and events, a large circular bar is added inside, more pickleball courts will be ready for you in December. With proximity to major highways, fine food and shopping, major banks and the glorious Gulf of Mexico we truly believe that it doesn't get any better than this!!!

433 Country Hollow CT Unit C105, Naples

Courtesy of Blue Heron Realty of Naples.

Selling Office: Blue Heron Realty of Naples.

$430,000
2 Beds ⋅ 2 Baths ⋅ 224052597 MLS ⋅ Country Hollow BLDG.
Rare 2nd floor unit with den, 2 bedrooms, 2 lanais plus 1 car garage Wonderful view overlooking water and golf course, Countryside Golf and Country Club is a friendly community with 18 hole golf course, practice arears, state of the art fitness center, many activities and out door concerts, and only minutes to down town Naples with great dining, entertainment, shopping and sand beaches, Countryside is Presently undergoing a renovation to improve dining and bar area as well as adding outside dining and bar, updating of community pool, the seller has paid the assessment of appx $10,000 for this improvement,

422 Country Hollow CT Unit E205, Naples

Courtesy of Blue Heron Realty of Naples.

Selling Office: Blue Heron Realty of Naples.

$400,000
2 Beds ⋅ 2 Baths ⋅ 224032413 MLS ⋅ Country Hollow BLDG.
Step into a refreshing take on condo living with this thoughtfully renovated unit in Countryside Golf & Country Club. This home offers a seamless blend of comfort and contemporary flair, set against the backdrop of one of Naples' cherished golf communities. With its practical open-plan layout, modern updates, and serene views of the golf course and a distant lake, it's a space that invites relaxation and easy living. This condo features two bedrooms and a flexible den space, along with two well-appointed bathrooms. It's a setup that's just right for a variety of needs, whether you're looking for a home office, a cozy spot to unwind, or extra room for guests. The added bonus of a detached garage means you have plenty of space for your car and extra storage, making day-to-day life a little easier. Living in Countryside means more than just a great home; it's about enjoying a lifestyle. The golf course, designed by Arthur Hills, is a highlight here, offering challenging play amidst stunning natural beauty. But the perks don't stop there. The community clubhouse, recently updated, is a vibrant gathering place, while the pool and various outdoor areas offer spaces to relax or meet up with friends. For those who like to stay active, the tennis courts and fitness center are perfect, and the convenience of living near Naples' array of shops, restaurants, and beaches means you're never far from what you love to do. This condo is all about finding balance - between private retreat and social hub, modern living and timeless golf course views, all within a friendly, welcoming community. It's not just a place to live; it's a home where life can be enjoyed to the fullest.

433 Country Hollow CT Unit C105, Naples

Courtesy of Waterfront Realty Group Inc.

Selling Office: Waterfront Realty Group Inc.

$469,000
2 Beds ⋅ 2 Baths ⋅ 224022643 MLS ⋅ Country Hollow BLDG.
This is it! Full Golf Membership, camaraderie like no other community, and a ready to go condo. This 2 bedroom plus den 2-bath condo has both front and rear lanais enclosed. Being an end unit there is an extra window in the combination living dining area. Currently the community is going through a 14.2-million-dollar renovation. This will bring in a pool cafe, new main pool with a lap pool area, a remodeled kitchen, lounge area in the club building, additional outdoor dining, and at the end of this process pickleball court construction is also planned. Buyer to assume the quarterly payments of $293.85 through 2033 for the improvements to the club, amongst other improvements. There are many activities outside of Countryside as well. Naples has theaters, art shows, car shows, restaurants and more restaurants. Window shopping on 5th and 3rd in Olde Naples is a pleasant evening stroll. Last but certainly not least there is the beautiful Gulf of Mexico beckoning you to dip your toes in while catching some sun. All you need are your golf clubs or tennis racket, summer attire, your toothbrush, sunscreen, and a desire to be part of a private membership community that has outstanding activities such as day trips, card playing, mahjong, bridge, kayaking, baseball games, football games, and outdoor concerts.

457 Country Hollow CT Unit A105, Naples

Courtesy of Blue Heron Realty of Naples.

Selling Office: Coldwell Banker Realty.

$436,000
2 Beds ⋅ 2 Baths ⋅ 224019360 MLS ⋅ Country Hollow BLDG.
ITS ALL ABOUT THE VIEW! This 2 bedroom plus den and 2 bath unit is in the highly desirable Country Hollow neighborhood in Countryside. This lovely unit is in fabulous shape with newer kitchen, countertops, appliances and master bathroom with glassed in lanai's both front and back. The community of Countryside is going through a $14 million renovation of the clubhouse with new outdoor seating, tiki bar, resort area and more. The unique amenities at Countryside include live concerts at the driving range and bus trips to sporting events and cultural attractions. Do not miss this opportunity to purchase in Countryside before the construction is completed. Rumor has it that prices will be increasing after the construction is done. Act now to get your piece of paradise!!

422 Country Hollow CT Unit E106, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: Blue Heron Realty of Naples.

$425,000
2 Beds ⋅ 2 Baths ⋅ 224010508 MLS ⋅ Country Hollow BLDG.
This two bedroom plus a den is in the friendly community of Countryside. It is located in the best neighborhood in the community in Country Hollow. It has everything one could want in a vacation home or primary residence. Newer flooring, countertops, cabinetry and bathrooms. It even has electric hurricane shutters for ease of use and protection against the harsh FL storms in the summer. Just bring a tooth brush! Countryside is currently going through a major renovation to the clubhouse, community pool, adding outdoor dining and a tiki bar for relaxing after a round of golf or drinks with family and friends. with friends. The golf course was redone in 2021 with new irrigation and drainage. In fact, it was open for play only a coupe of day after hurricane Ian. The Countryside community is unique in that there are concerts on the recently upgraded driving range "in season", parking lot parties with live music and karaoke for those with talent and lots of community activities. Do not miss the opportunity to buy before the inevitable rise in prices after the construction is finished. Welcome to your piece of PARADISE!

421 Country Hollow CT Unit D103, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: Coldwell Banker Realty.

$315,000
2 Beds ⋅ 2 Baths ⋅ 224004055 MLS ⋅ Country Hollow BLDG.
RE-MODELERS DREAM. Bring your imagination! This 2 bedroom plus den and 2 bathroom veranda style condominium is located in the welcoming community of Countryside. The unit is all original and ready for your style and touch to be remodeled into a dream home. Country Hollow is the most desirable of all the neighborhoods in Countryside. The neighbors are very active and enjoy pool parties, pickleball play and clinics, fund raisers with food and cocktails by the community pool and many other activities. Countryside is currently investing $12 million in a new clubhouse, pool, outdoor seating, tiki lounge and more. Buy now and enjoy the future increase in property values after the 2.0 project is completed. Timing is everything with real estate and this is the time to invest in your own future.

433 Country Hollow CT Unit C105, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: Waterfront Realty Group Inc.

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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.

Country Hollow Real Estate & Homes