Countryside Homes under $500,000

Welcome to Countryside, a charming neighborhood nestled in the heart of Naples, Florida, where the sun shines bright and the lifestyle is as inviting as the warm Gulf breezes. This serene community is known for its lush landscapes, friendly atmosphere, and a perfect blend of suburban tranquility and urban convenience. With its prime location in Collier County, Countryside offers residents easy access to Naples' stunning beaches, vibrant downtown, and an array of shopping and dining options.

One of the most appealing aspects of Countryside is its diverse selection of homes, particularly those under $500,000. Here, prospective homeowners can find a variety of properties that cater to different tastes and preferences, from cozy single-family homes to charming villas, all surrounded by the natural beauty of Florida. This affordability in a desirable location makes Countryside an attractive option for first-time buyers, families, and retirees alike.

In addition to its appealing real estate options, Countryside boasts an array of amenities that enhance the quality of life for its residents. Enjoy leisurely strolls along tree-lined streets, take advantage of community parks, or engage in recreational activities at the nearby golf courses. With a strong sense of community, residents often gather for neighborhood events, fostering connections that make Countryside feel like home.

If you’re looking for a vibrant community with affordable housing options, Countryside in Naples, FL, is the perfect place to start your next chapter. Discover the charm and warmth of this delightful neighborhood today!

Newest Countryside Homes under $500,000

$299,000

2 Beds ⋅ 2 Baths ⋅ 226037264 MLS ⋅ Country Manor BLDG.

Beautifully remodeled and ready for the season! This TURN KEY REIMAGINED 2-bedroom, 2-bath Social Unit at Countryside Golf and Country Club features a new kitchen and baths, with granite countertops throughout, stainless steel appliances, and a splendid western sunset view. Enjoy Countryside GCC recent transformation through the $15 million Countryside 2.0 project, completed in late 2025. Enhancements include an expanded clubhouse with three dining venues, an 80,000-gallon resort-style pool with beach entry and lap lanes, and four lighted pickleball courts, Boccee Har Tru tennis facility and attended state of the art wellness center. and more. Countryside is recognized as one of the country's most fiscally responsible clubs and calls its vision “Best Value in Paradise,” reflecting its combination of amenities, lifestyle, and location. The location is hard to beat: about eight minutes to downtown Fifth Avenue, Third Street, shopping, dining, and the beaches; approximately 20 minutes to Marco Island; and quick access to I-75. Walk out the back gate to Publix, Walgreens, Starbucks, banks, and a variety of wonderful restaurants. Truly one of the best locations in Naples.

7340 Coventry CT Unit 818, Naples

7380 Saint Ives WAY NW Unit 1202, Naples

$229,000

2 Beds ⋅ 2 Baths ⋅ 226037205 MLS ⋅ Country Haven BLDG.

If you are just searching for a two bedroom two bath condo to enjoy winter weather in Southwest Florida there are many to choose from at an affordable price. However if you are looking for more than than just a two bedroom two bath condo at a price you can afford featuring all kinds of amenities than Countryside Golf and Country Club is that community ! If you are coming for the winter weather why not indulge yourself in it in a gated community with a recently renovated clubhouse with indoor and outdoor dining, brand new resort style pool with bar area and food , fitness center with classes, pickleball, bocce ball and tennis complex. All of this and even the odd round of golf in one of Naples friendliest resort and lifestyle communities where neighbors become friends. This social membership still provides you the opportunity to play occasional golf. This fully furnished ready to move into two bed two bath condo with a magnificent view overlooking the championship 18 hole golf course. This the Naples condo you have been searching for. Tastefully decorated in neutral decor to suit any discernible Buyer. Imagine yourself looking off the lanai overlooking the golf course at those magnificent Naples sunsets. Do as much or as little as you want Countryside has it all ! So many amenities something for everyone . All of this and just minutes away to Fifth Avenue and the majestic Naples beaches. You've earned the Naples lifestyle now it's time to live it to it's fullest. Fitness enthususuast there are fitness classes. Pickleball and Bocce ball player there are groups and fellow members that play regularly. Tennis teams and leagues are available. Card game and bridge clubs for those that play. Countryside has it all , come see this property in one of Naples friendliest golf and lefstyle communities.

7380 Saint Ives WAY NW Unit 1202, Naples

$374,900

2 Beds ⋅ 2 Baths ⋅ 226035113 MLS ⋅ Country Manor BLDG.

Welcome to Country Manor Three in Countryside Golf and Country Club. This condo offers a deeded full golf membership along with the opportunity to enjoy all that Countryside has to offer. Perfectly situated within the Country Manor Community, steps away from the glistening swimming pool, hot tub, popular combination pickleball, tennis, and bocce courts. There are additional lighted clay tennis courts, pickleball courts, bocce courts, and an attended wellness center. There is cardio equipment, strengthening equipment, classes to join, and dry saunas as well. The recently updated clubhouse interior and new pool bar/cafe is the heart of the community! This third floor updated 2-bedroom 2 bath condo has an exceptional golf course and water view from the screened lanai and comes with a detached carport. Nearby you will find downtown Naples, beaches, shopping, dining, and many venues for concerts, plays, musicals, the opportunities are endless. Whatever you are seeking, whether to relax, entertain, stay active, or simply enjoy Southwest Florida, this fully furnished condo will meet your criteria.

7240 Coventry CT Unit 329, Naples

$359,000

2 Beds ⋅ 2 Baths ⋅ 226034291 MLS ⋅ Countryside Condos BLDG.

Welcome to Province Way, the most sought-after addresses within Countryside Golf & Country Club. This beautifully updated, partially furnished first-floor condo features a renovated kitchen, bathrooms and decor. Step from your back lanai onto lush green space overlooking a pond and the 18th fairway. Golf membership is included with the home, and Countryside’s completed $15 million renovation (2025) makes the lifestyle even more appealing. Walk to the expanded clubhouse with three dining venues, including a casual poolside café; casual inside dining and a formal dining room. The new resort-style pool features lap lanes and spa. The 18-hole Arthur Hill golf course, state of the art wellness center, har tru tennis, lighted pickleball and bocce, and a lively friendly social is recognized as one of the five financially strongest clubs nationally. It’s an exceptional value for golf and resort-style living in Naples. Walk out either gate to a host of restaurants, banks and shopping. Eight minutes to the beach, Fifth Avenue, Third Street South, Marco Island and I75 Close today. Golf tomorrow. One or more photo(s) has been virtually staged to showcase the home’s potential.

7320 Province WAY Unit 2105, Naples

$379,000

2 Beds ⋅ 2 Baths ⋅ 226032333 MLS ⋅ Countryside Condos BLDG.

Here it is this is that one, that special property so many have been waiting for, the third floor turnkey furnished Province Way condo with every conceivable upgrade, completely remodeled and ready to move into without the hassles of renovating. Stunning from the moment you enter you will be impressed by this property. The open concept kitchen with enlarged granite countertop itself is sure enough to win over any potential Buyer. The property also features a glassed in lanai with levelled floor which gives this condo extra space for those special times when extended family visit. Professionally and beautifully decorated in contemporary neutral decor to suit even the most discerning Buyer. Beautiful neutral tile throughout the entire condo. Upon entrance you will be captivated by the stunning view of the water the moment you enter the property. All of this, and this building is the closest to the clubhouse, amenities and golf, no need for that second car. If you have not seen the enhanced new Countryside, you really must see the modernized clubhouse with indoor and outdoor dining, the fabulous resort style pool and bar area, the fitness center with classes, the tennis complex, bocce ball, pickleball...Countryside has it all and is receiving rave reviews for the enhancements! Come see why Countryside is so popular with all of its recent additions. Countryside one of Naples friendliest golf and resort style communities, where neighbors become friends. Assessment for the newer club renovations is paid in full.

7300 Province WAY Unit 1305, Naples

$265,000

2 Beds ⋅ 2 Baths ⋅ 226031634 MLS ⋅ Country Glen BLDG.

Discover exceptional value and resort-style living in this two-bedroom, two-bath, furnished, second-floor condominium in Country Glen at Countryside Golf & Country Club. Enjoy the long golf course views from your lanai in this social only residence that offers a bright, comfortable floor plan with spacious living and dining areas, a well-appointed kitchen, two generously sized bedrooms, and two full baths—ideal for year-round living or a seasonal Naples retreat. Known as “The Best Value in Paradise,” Countryside recently completed an impressive $14 million club renovation, transforming the community with elevated resort-style amenities. Highlights include a 6,500-square-foot, fully equipped and staffed Wellness Center; a lighted sports complex with tennis, pickleball, and bocce courts; a geothermal-heated resort pool with lap lanes; and multiple upscale, casual, outdoor, and poolside dining options. Select Social Golf Opportunities and club access are available immediately with no waiting list—all at a fraction of the cost of comparable Naples communities. Ideally located just eight minutes from downtown Naples and the beaches, with convenient five minute walkability to Publix, Aldi, Sbux, Walgreens and a variety of restaurants, other shopping, and banking. This is a wonderful opportunity to enjoy the active, social, and amenity-rich Countryside lifestyle from the moment you arrive.

7300 Glenmoor LN Unit 205, Naples

$299,000

2 Beds ⋅ 2 Baths ⋅ 226031474 MLS ⋅ Country Glen BLDG.

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 has been 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.

7360 Glenmoor LN Unit 4301, Naples

$259,500

2 Beds ⋅ 2 Baths ⋅ 226030227 MLS ⋅ Country Haven BLDG.

Enjoy peaceful lake and golf course views from a beautifully refreshed first-floor condo in Country Haven at Countryside, where thoughtful updates and an amenity-rich Naples lifestyle come together. Offering approximately 1,023 square feet with 2 bedrooms and 2 full baths, this inviting residence features all-new flooring, fresh interior paint, new lighting throughout, new furniture and a new washer and dryer, creating a bright, updated space that is ready to enjoy. Step inside to an open living and dining area filled with natural light and a fresh, neutral feel. The kitchen offers crisp white cabinetry, generous counter space, stainless steel appliances, a pantry and a convenient breakfast area. The split-bedroom floor plan provides added privacy, with a spacious primary suite featuring dual sinks and a walk-in shower, while the secondary bedroom and guest bath offer comfortable accommodations for family and visitors. The living area flows effortlessly to the screened lanai, where tranquil lake and golf course views set the scene for morning coffee, afternoon reading or unwinding at the end of the day. An in-residence laundry with a new washer and dryer and a detached carport add everyday convenience. Located within the gated Countryside community, residents enjoy an impressive collection of amenities including bundled golf, a community pool, clubhouse, fitness facilities, pickleball, tennis, bocce, sidewalks and more. With its desirable first-floor location, beautiful views, extensive interior updates and new furnishings, this move-in-ready condo offers an easy opportunity to settle into the Naples lifestyle as a seasonal retreat or year-round home.

7340 Saint Ives WAY Unit 3102, Naples

$325,000

2 Beds ⋅ 2 Baths ⋅ 226029201 MLS ⋅ Country Glen BLDG.

Welcome to Countryside Country Club — where refined living meets the beauty of Southwest Florida. Nestled in the desirable Countryside Country Club community in Southeast Naples, this exquisitely renovated 2-bedroom, 2-bathroom condominium offers an elevated lifestyle with serene golf-course views and sophisticated coastal design. From the moment you enter, you’ll appreciate the thoughtfully curated renovations, including brand-new coastal plank tile flooring throughout and fresh, neutral paint that creates a bright and inviting ambiance. The beautifully appointed guest bathroom features a stylish gooseneck faucet, elegant subway-tile shower surround, and luxurious stone flooring. The primary suite offers a true retreat, complete with a designer vanity, custom lighting, a beautifully tiled subway-shower, and sophisticated stone flooring. The gourmet-inspired kitchen is designed for both entertaining and everyday elegance, featuring gleaming granite countertops, a designer backsplash, and stainless-steel appliances. A charming breakfast or office nook just off the kitchen captures picturesque golf-course views, creating an inspiring space to work or enjoy your morning coffee. The screened-in lanai extends the living space outdoors, offering peaceful southern golf-course views and the perfect setting for al fresco relaxation, evening cocktails, or simply enjoying the gentle Naples breeze. Countryside Country Club offers an exceptional bundled-golf lifestyle with an impressive collection of amenities, including golf, elegant formal dining, a state-of-the-art fitness center, a resort-style pool area, and much more. Perfectly positioned just minutes from Naples’ finest shopping and dining, the pristine Gulf beaches, Marco Island, and the renowned restaurants, galleries, and entertainment of Fifth Avenue South.

7360 Glenmoor LN Unit 205, Naples

$294,900

2 Beds ⋅ 2 Baths ⋅ 226029425 MLS ⋅ Country Haven BLDG.

Wow...this home has it all..top floor, end unit, beauiful view, is sold totally furnished with a glassed in lanai to add more living space for leisure and entertaining. There are newer kitchen cabinets and counter tops and cathedrail ceilings which add to the feeling of openess and space. And as an added bonus, the assessment for club renovations has already been paid for this unit providing a nice saving for the buyer. This home comes with a social membership, which means that you can enjoy all of the club's amenities and can even play golf, but when golfing. greens fees and cart would be your responsibility and a full golf membership would not be yours. Wood floors and carpeting provide a nice floorig balance and plantaion shuttetrs adorn all windows. Add to this your membership to Countryside with its multi million dollar renovation that has something for everyone...pools, restaurants, a fullly attended fitness center, outdoor concerts, field trips, weekly dine and dance events, pickleball, tennis, golf, Name that Tune, trivia, outdoor and indoor bar, karaoke and so much more. Countryside is close to major highways, downtown restaurants, shopping, and the glorious Gulf of Mexico whixh is only 12 minutes away. As we often say about living in Naples and in Countryside, it really doesn't get any better than this!!

7360 Saint Ives WAY Unit 2301, Naples

$259,168

2 Beds ⋅ 2 Baths ⋅ 226027379 MLS ⋅ Country Haven BLDG.

Welcome to your 2-bedroom 2 bath SOCIAL MEMBERSHIP condominium. The kitchen has been updated with all new cabinets, black appliances, a farmers sink and an eat in kitchen where you have a spectacular view of the golf course and a water view. The primary bedroom and bath ensuite has been updated to be a carefree area to maintain. The lanai has been enclosed giving you an extra interior area off of the kitchen and living room. This community has 150 members, and the commons area has a bocce court, tennis/pickleball courts, community pool and a spa. Community activity is very popular especially during the January, February, March timeframe when almost every condo is occupied. The main club house has been reopened for one year now after the extensive updates made throughout. There is a new pool with lap lanes, an outdoor dining area, a firepit area for relaxing with friends, and a great outdoor pool cafe/bar. There is a beautiful well equipped wellness center with dry saunas to relax in after your workout. In season there are classes to join also. Activities are many, here are a few, bridge, mahjong, hand and foot, day trips, trivia, and when you have free time, you can always visit the beautiful Gulf of Mexico and the sandy beaches, 5th Avenue and 3rd in Old Naples, both for dining, window shopping, and Sugden Theater. Naples has an Opera House, Gulf Coast Playhouse, and of course Artis-Naples. As a Social Member you can golf where space is available paying green and car fees. League play is not available to Social Members. Exclusions are wine glasses, sail boats, artwork and master bedroom furniture except for the bed. The $14.2 Million renovation has been paid in full by the seller so you as a buyer will not have to pay it. Check it out.

7340 Saint Ives WAY Unit 3203, Naples

$269,900

2 Beds ⋅ 2 Baths ⋅ 226026102 MLS ⋅ Country Glen BLDG.

Seller will pay the $15,000 transfer fee! A must see unit. Enjoy the ultimate Southwest Florida lifestyle in this beautifully updated 2nd floor unit. This move-in-ready condo offers fantastic views and modern upgrades, perfect as an investment property, seasonal or full-time residence. The interior features a new kitchen with upgraded finishes, newer tile flooring and carpeting in bedrooms and an updated guest bath. A spacious primary suite serves as a private sanctuary, complete with a beautifully renovated bath featuring a tiled walk-in shower extra closet space and upgraded fixtures. Major systems offer complete peace of mind, including a newer A/C and hot water heater. Newly tiled lanai overlooking the golf course plus a reserved covered carport space. This unit is located in one of the few sections in the community that don't charge the mandatory golf bundle which saves approximately $2500 per year. With a Social Membership, residents still enjoy access to the championship 18-hole golf course, tennis, pickleball, bocce, and a state-of-the-art fitness center with daily classes. The remodeled clubhouse includes a beautifully designed dining and bar area. A large outdoor café with new bar, firepits and comfortable seating that leads to a large walk in resort style pool. Don't miss this rare opportunity to own a piece of paradise in one of Naples' most prestigious communities. Price has been reduced. MOTIVATED SELLER Bring all offers!

7360 Glenmoor LN Unit 4207, 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.

Countryside Homes under $500,000

Newest Countryside Homes under $500,000

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