• Sold
    $560,000
    $540,000

    Countryside

    417 Countryside Dr, Naples, FL 34104
    • Homes - 1,641 ft²
    • 2+Den
    • 2 Baths
    • Build 1988

    Welcome to your private retreat in the heart of Naples! This beautifully maintained 2-bedroom + den, 2 bathroom single-family pool home is located in the highly sought-after Countryside Golf & Country Club and includes a DEEDED BUNDLED GOLF MEMBERSHIP. Inside, you'll find a bright and open layout featuring vaulted ceilings, fresh paint, and brand-new LED can lighting throughout. The spacious eat-in kitchen flows seamlessly into the living area and opens to a screened-in lanai with peaceful preserve views — perfect for entertaining or relaxing by your private pool. The primary suite offers direct access to the lanai, a large walk-in closet, and an en-suite bathroom complete with dual sinks, a soaking tub, and a separate shower. The flexible den with French doors is ideal as a home office, guest space, or reading room. Countryside is a gated, active golf community with outstanding amenities including an 18-hole golf course, full-service clubhouse with dining, tennis and bocce courts, fitness center, and a full calendar of social events. Located just 6.5 miles (15 minutes) from Downtown Naples, 14 miles (25 minutes) from Marco Island, and 7 miles (15 minutes) to the Gulf beaches, this home offers the perfect blend of privacy, comfort, and access to the best of Southwest Florida. Don’t miss this opportunity to enjoy year-round resort-style living in one of Naples’ most desirable bundled golf communities.

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    • Sold
    $499,500
    $520,000

    Country Hollow Countryside

    457 Country Hollow Ct # A201, Naples, FL 34104
    • Condos - 1,600 ft²
    • 2+Den
    • 2 Baths
    • Build 1990

    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

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    • UNDER CONTRACT
    $489,909
    $478,500

    Country Hollow Countryside

    457 Country Hollow Ct # A101, Naples, FL 34104
    • Condos - 1,443 ft²
    • 2+Den
    • 2 Baths
    • Build 1990

    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.

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    • UNDER CONTRACT
    $450,000

    Countryside Verandas Countryside

    492 Veranda Way # E103, Naples, FL 34104
    • Condos - 1,388 ft²
    • 2 Bed
    • 2 Baths
    • Build 1988

    This beautifully updated first-floor 2-bedroom, 2-bath veranda with a 1-car garage offers the perfect blend of comfort, style, and resort-style amenities. Enjoy a full golf membership to one of Naples’ most desirable bundled golf communities, complete with a championship course, newly renovated clubhouse, fitness center, tennis courts, and resort-style pool with poolside food and beverage service. Inside, you’ll find a thoughtfully designed split-bedroom floor plan with custom cabinetry, abundant storage, and recently remodeled kitchen and bathrooms. The home features a new AC unit (2024) and is wired for a generator hookup, offering peace of mind during storm season. Relax and unwind in the glass-enclosed rear lanai overlooking the 7th fairway and serene lake views, or take in the evening sunsets from the front lanai. The community pool is just steps away, making every day feel like a vacation. Experience the best of Naples living — golf, sunshine, and community — all within the gated comfort of Countryside Golf & Country Club.

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    • UNDER CONTRACT
    $449,900

    Country Hollow Countryside

    458 Country Hollow Ct # H204, Naples, FL 34104
    • Condos - 1,339 ft²
    • 2+Den
    • 2 Baths
    • Build 1990

    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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  • $359,000

    Country Manor Countryside

    7300 Coventry Ct # 606, Naples, FL 34104
    • Condos - 1,146 ft²
    • 2 Bed
    • 2 Baths
    • Build 1990

    This is the one! Highly sought after first floor condo in Country Manor overlooking water to the fourth hole. This two bed two bath condo with fully enclosed lanai with sliders that open for fresh air offers extra living space for the Buyers who want a little extra room while enjoying some really majestic views. Fully furnished and ready to move into. Kitchen offers granite countertops and the master bathroom has an updated pivoting shower door. Real wood floors throughout the living area. Satellite pool close by. Come and see what everyone is talking about with Countryside's brand newly renovated clubhouse and a resort style pool the envy of other bundled golf communities. Golf, tennis, bocce, pickleball, fitness center with classes, indoor and outdoor dining, and a resort style pool with bar area and dining...Countryside has everything you are searching for. All this and so close to Fifth Avenue and the beaches.

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  • $350,000

    Countryside Condos Countryside

    7340 Province Way # 3210, Naples, FL 34104
    • Condos - 1,032 ft²
    • 2 Bed
    • 2 Baths
    • Build 1987

    Here it is the one you've been waiting for a second floor end unit upgraded golfing condo you will simply love. Updated open concept kitchen sure to win over any Buyer. Contemporary design combined with tasteful decor makes this one the one to see! Tiled throughout living area. Imagine yourself with a happy hour on your screened in lanai and this breathtaking view overlooking water to the golf course. All of this in the newly refurbished Countryside Golf and Country Club Resort!Come see what everyone is talking about with the brand new resort style pool and the completely refurbished indoor and outdoor dining, clubhouse, an Arthur Hills golf course, driving range and putting green, fitness center with classes, tennis complex, pickleball. Countryside's 2025 renovations have won over the potential new Buyers in one of Naples friendliest golf resort communities. Close to the clubhouse and amenities. Fitness center in the morning, followed by a round of golf and perhaps the beach for the afternoon, Naples and Countryside offer it all. You've earned the Naples lifestyle, live it well in Countryside Golf and Country Club.

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    • New
    $349,900

    Country Haven Countryside

    7380 Saint Ives Way # 1108, Naples, FL 34104
    • Condos - 1,053 ft²
    • 2 Bed
    • 2 Baths
    • Build 1987

    What a lovely first floor two bedroom two bathroom condo that can easily be a year round HOME, winter home, summer home, or a seasonal rental investment property! There is a detached carport included and many new amenities both in this SOCIAL MEMBERSHIP itself and in Countryside as a whole. Pickleball, tennis, bocce, book club, a recently opened renovated club house, pool cafe/bar, and a fantastic resort pool with lap lanes for the people that like to do laps often. There is an attended fitness center which you will see in the photos for this listing. Now then, back to the condo itself. There is a gray wood look tile throughout the complete unit. Kitchen has gone through an update featuring drawer pullouts, shaker cabinetry, quartz countertops, and stainless steel appliances. The windows have plantation shutters with split louvers to let in natural light on top portion while allowing privacy on the lower portion. Guest bath has a jacuzzi tub with surround subway tile, while the primary bath has a walk in shower with the surround subway as well. The buyer assumes the assessment going forward for the resort pool, outdoor dining amongst other enhancements at $293.85 per quarter until 5/1/2033.

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  • $340,000

    Country Glen Countryside

    7360 Glenmoor Ln # 4301, Naples, FL 34104
    • Condos - 954 ft²
    • 2 Bed
    • 2 Baths
    • Build 1991

    Discover a rare gem in the prestigious, gated community of Countryside. This top-floor end-unit condo exceeds expectations with its meticulously maintained, turn-key furnished 2-bedroom, 2-bath layout, a coveted deeded carport, and Social Membership. Recent upgrades include refreshed bathrooms, luxurious vinyl plank flooring, updated fans and fixtures, and stainless steel appliances. Enjoy an 18-hole championship golf course, along with access to outstanding amenities: onsite dining, a state-of-the-art fitness center, tennis and pickleball courts, pool, spa, and bocce courts. A major clubhouse renovation soon to be completed, further enhancing the lifestyle experience. With the clubhouse assessment already paid, this unit offers exceptional value—just moments from Naples' upscale boutiques, fine dining, and pristine Gulf beaches.

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    • Sold
    $325,000
    $320,000

    Country Glen Countryside

    7360 Glenmoor Ln # 4308, Naples, FL 34104
    • Condos - 1,053 ft²
    • 2 Bed
    • 2 Baths
    • Build 1991

    MOVE IN READY!! This beautifully furnished freshly painted SOCIAL condo in Countryside Golf and Country Club/Country Glen, has been updated with LVP flooring, new bathroom vanities, quartz counters, stainless steel range, dishwasher, microwave and refrigerator. The lanai has tile flooring making it easy to maintain and the electric hurricane shutter for storm protection. The complete condo is sparkling clean and has dishes, pots and pans, glasses, you name it, it is there. The third-floor unit has vaulted ceiling, with a beautiful view of the golf course, cart path, and back landscaped area so all you need is your toothbrush and swimsuit. Countryside is currently going through a renovation adding a lap pool, pool cafe, outdoor dining, and updated indoor lounge. Soft opening will occur this summer and a Grand Reopening Gala will be late fall so the time to purchase is now before the prices climb throughout the community. Late 2025 there will be 4 pickleball courts built by the lighted Bocce and Tennis Courts. NOTE: The buyer assumes the assessment going forward for the resort pool, outdoor dining amongst other enhancements at $293.85 per quarter until 5/1/2033.

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    • New
    $315,000

    Country Glen Countryside

    7320 Glenmoor Ln # 2203, Naples, FL 34104
    • Condos - 1,053 ft²
    • 2 Bed
    • 2 Baths
    • Build 1990

    Resort-Style Living in Countryside Golf & Country Club! Enjoy the perfect Naples lifestyle in this charming 2-bedroom, 2-bath condo located in one of the area’s premier bundled-golf communities. This light and airy unit features an open layout, updated kitchen with stainless-steel appliances, and a spacious great room designed for comfort and easy entertaining. Step out to your private screened lanai overlooking one of the community’s beautiful greens, offering peaceful sunrise views and a true Florida ambiance. Residents now enjoy the stunningly renovated Clubhouse, complete with a lap/resort-style pool, outdoor dining, fire-pit lounge, and enhanced wellness amenities. Ideally situated just minutes from 5th Ave, shopping, dining, and Naples’ pristine beaches, this condo delivers the best of comfort, convenience, and resort living. Schedule your private showing today!

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    • Sold
    $329,000
    $315,000

    Countryside Condos Countryside

    7340 Province Way # 3106, Naples, FL 34104
    • Condos - 1,032 ft²
    • 2 Bed
    • 2 Baths
    • Build 1988

    Come and see what they're all talking about ! Here you go a full golf membership first floor fully furnished two bedroom , two bath impeccable condo with a fabulous view you will truly appreciate ! Just move in and enjoy this beautifully decorated condo. New paint and carpeting. Newer stainless steel appliances in kitchen. New hot water heater. One minute walk to the newly renovated clubhouse ( July 2025) and resort style pool as well as golf . No need for a second car the amenities are so close by to enjoy. Fantastic 18 hole golf , driving range, beautifully brand new renovated indoor and now outdoor dining, brand new resort style pool with bar area and food, tennis complex, attended fitness center with classes, bocce ball and pickle ball ! Countryside has it all now a completely renovated resort style community with reasonable fees. ! All of this and so close to downtown Naples and the beaches . Fitness center in the morning followed by golf before heading to the beach for the afternoon , then back to the club for dinner with friends . You will love the Naples lifestyle in one of Naples friendliest full golf and resort communities Countryside!

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