Countryside Real Estate

Welcome to Countryside, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming subdivision is renowned for its lush landscapes, serene environment, and a vibrant community atmosphere that invites you to experience the best of Florida living.

Countryside offers a diverse selection of homes, from cozy villas to spacious single-family residences, catering to a variety of lifestyles and preferences. The meticulously manicured lawns and mature trees create an inviting ambiance, making it a perfect place for families, retirees, and everyone in between. Residents enjoy the convenience of modern amenities, including a community clubhouse, swimming pools, and tennis courts, providing endless opportunities for recreation and relaxation.

One of the standout features of Countryside is its prime location. Just minutes away, you’ll find the stunning beaches of Naples, renowned for their soft white sands and crystal-clear waters. The vibrant downtown area is bursting with life, offering a plethora of dining, shopping, and entertainment options that cater to every taste. Nature enthusiasts will appreciate the nearby parks and nature preserves, perfect for hiking, biking, and enjoying the breathtaking Florida scenery.

Living in Countryside means being part of a close-knit community where neighbors become friends, and every day feels like a vacation. With its blend of tranquility, convenience, and charm, Countryside is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home in this idyllic subdivision and start making memories in beautiful Naples, FL!

Newest Listings in Countryside

$769,000

3 Beds ⋅ 3 Baths ⋅ 226026782 MLS

Experience the best of Naples living in this beautifully maintained pool home nestled within the highly sought-after bundled golf community of Countryside Golf & Country Club! Offering 3 bedrooms, 3 full bathrooms, and nearly 2,000 square feet of thoughtfully designed furnished living space, this single-story residence blends comfort, elegance, and the ultimate Florida lifestyle. Step inside to soaring vaulted ceilings, an inviting great room floor plan, and an abundance of natural light that creates an open and airy feel throughout. The spacious kitchen flows seamlessly into the breakfast area and living spaces, making it ideal for both everyday living and entertaining. The generous primary suite serves as a private retreat with dual sinks, a soaking tub, and separate shower, while two additional bedrooms and baths provide comfortable accommodations for family and guests. Outside, your private screened lanai and sparkling pool offer the perfect place to relax, entertain, or simply enjoy peaceful golf course views and spectacular western sunsets. Whether you're sipping your morning coffee or unwinding after a day on the course, this outdoor living space is designed to be enjoyed year-round. As a resident of Countryside Golf & Country Club, you'll enjoy a deeded bundled golf membership along with exceptional amenities including an 18-hole championship golf course, clubhouse, restaurant, fitness center, pickleball, bocce, putting green, community pool and spa, sauna, and an active social calendar. Ideally located just minutes from Downtown Naples, world-famous Gulf beaches, shopping, dining, and entertainment, this home offers the perfect combination of luxury, convenience, and resort-style living.

453 Countryside DR, Naples

$650,000

3 Beds ⋅ 3 Baths ⋅ 226022218 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to this beautiful 3-bedroom, 3-bath home located in the highly sought-after Countryside Golf & Country Club community. Perfectly positioned on the private preserve lot, this bright and inviting residence offers breathtaking views and modern upgrades throughout. The spacious open-concept floor plan features a beautifully updated kitchen that flows seamlessly into the living and dining areas, creating the perfect space for entertaining family and friends. A bonus room provides additional living space and endless possibilities for a home office, media room, or gym. The kitchen boasts abundant cabinetry, generous counter space, a large center island with granite countertops, and seating for four. Additional storage is provided by a walk-in pantry and combination laundry room conveniently located off the kitchen. Recent upgrades include luxury vinyl plank flooring throughout, electric storm shutters, and a whole-house generator with a 500 gal long propane tank that provides peace of mind during Florida storms. The home also features a private well irrigation system, helping maintain a lush, green lawn while reducing water costs. Residents enjoy access to the newly renovated Countryside Golf & Country Club, featuring championship golf, tennis, pickleball, fitness facilities, dining, social activities, and resort-style amenities. Located just minutes from Naples’ world-famous beaches, Fifth Avenue South, fine dining, shopping, and entertainment.

401 Countryside DR, Naples

$575,000

3 Beds ⋅ 2 Baths ⋅ 226020891 MLS

Lowest Priced Home in Countryside! Don't miss this incredible opportunity to own a beautifully maintained 3-bedroom, 2-bath home in the highly sought-after Countryside Golf & Country Club. Freshly painted and move-in ready, this home features an updated kitchen with elegant granite countertops, stylish European cabinetry, and soaring cathedral ceilings that create a bright and spacious feel throughout. Enjoy the ultimate Southwest Florida lifestyle in this premier bundled golf community, where ownership includes access to an impressive array of amenities. Play the challenging 18-hole championship golf course, sharpen your game at the staffed pro shop, stay active in the brand-new fitness center and state-of-the-art clubhouse, or enjoy gourmet dining, tennis, new pickleball courts, and bocce. A full social calendar ensures there's always something exciting happening. Perfect for seasonal residents, year-round living, or investment rental opportunities, this home offers exceptional value in one of Naples' most desirable communities. Conveniently located just minutes from downtown Naples, world-class shopping, dining, and the stunning Gulf beaches. Well-priced, move-in ready, and packed with lifestyle amenities—this is a must-see property that won't last long! Schedule your private showing today and discover why Countryside is one of Naples' best-kept secrets.

441 Countryside DR, Naples

$725,000

2 Beds ⋅ 2 Baths ⋅ 226003980 MLS

This two bedroom plus den home has been recently renovated, embracing a fully open living concept. The den features a built-in queen sized Murphy bed with oversized mattress where the only problem is that it is so comfortable, your guests will never want to leave. Large white and gray scratch-free designer marble tiles have been laid throughout the house, extending onto the front and the back pool lanai, providing a bright and airy feeling with very little maintenance. The front entryway is fully enclosed, providing a wonderful area to just sit and watch the world go by with a glass of wine at the end of a round of golf. The back lanai features a built in outdoor kitchen, electric grill and marble countertops. The oversized electric heated pool has been newly resurfaced and updated with white and blue French tiles, all surrounded with outdoor non-slip tiles complementing the similar tiles inside. What sets this house apart from all the others at Countryside is the kitchen. It is the heart of this home. It features a "state of the art" design with quartz countertops and white European style cabinets. This gives the space a "Wow!" modern Florida Resort appearance as soon as anyone enters the front door. The roomy gourmet kitchen will satisfy the needs of any award winning chef and will be where everyone hangs out. The layout makes it easy to entertain and to have friends and family come together to make lasting memories. The oversized waterfall island, along with a farmhouse country sink and an induction stove top before a charcoal gray quartz backsplash encompasses the entire back wall. The kitchen is equipped with over $20,000 of "Smart" high end appliances only two years old. While all paintings and wall hangings, and some marked antique pieces and personal items will be retained by the Seller, the remaining furnishings are beautifully matched and provide a move in ready home for the discriminating buyer. Productive Meyers Lemon and Key Lime trees further enhance both the eye appeal and the practical addition of twice a year edible crops to enhance your dining pleasure. On top of all this is the beauty and wonderful amenities of Countryside Golf and Country Club with its spectacularly modernized clubhouse and gourmet restaurant, 18 hole golf course with fully furnished and friendly staffed pro shop and course attendants, attended fitness center, tennis, bocci and pickleball courts and a friendly and exciting membership bringing wonderful dynamics to daytime and evening events You can't beat Countryside for a fine country club at reasonable cost for resort living and you can't beat this offered home for your own piece of the total Naples experience.

209 Countryside DR, 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.