The community of Countryside is situated in Naples. Superbly situated for access to all of the Naples region facilities and advantages available.

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20 listings match your search criteria.
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Active
200 Saint James Way   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2128Sq Ft
  • 1991Year Built
$799,000

Live the Dream in Countryside Golf & Country Club! One of Naples’ premier gated communities with a rare blend of privacy, luxury, and convenient coastal living. Nestled on a tranquil lakeside lot with lush vegetation and calusia hedges that buffer the pool and entertaining area for extra seclusion, this impeccably maintained three bedroom, three bath,…

Active
209 Countryside Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1791Sq Ft
  • 1990Year Built
$725,000

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…

Active
401 Countryside Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2487Sq Ft
  • 1988Year Built
$699,000

WOW!! A New Year price change on this one of a kind home. Walk right in to this bright, modern, and totally renovated 3 bedroom, 3 bath home home at the newly remodeled Countryside Golf and Country Club. With full golf privileges built into the sale of this home, this home boasts…

Active
256 Countryside Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1812Sq Ft
  • 1990Year Built
$659,900

Live the Dream in Countryside Golf & Country Club! One of Naples’ premier gated communities with a rare blend of privacy, luxury, and convenient coastal living. This property features one of Countryside's largest pool/lanai entertaining areas (over 1,400 sq. ft.) with plenty of privacy thanks to lush vegetation surrounding the pool cage. The rear of…

Active
478 Countryside Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1652Sq Ft
  • 1988Year Built
$635,000

GOLF INCLUDED!!! As you enter this charming home, picture yourself enjoying and entertaining in this elegant separate dining room or outdoor dining on the large lanai overlooking the 2nd tee on the newly renovated Club. Move on the the large open kitchen suited for casual dinners. This home offers a owner's suite with walk-in closet…

Active
7260 Coventry Ct  405 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1200Sq Ft
  • 1990Year Built
$369,000

Are you looking for two-bedroom two bathrooms, and a REMODELED condo? HERE IT IS! This condo has an island in the updated kitchen with beautiful granite counters, split bedrooms, a glass enclosed lanai, and is Nestled in Countryside Golf and Country Club/Country Manor Community. The club house reopened fully late 2025 where…

Active
7320 Glenmoor Ln  2304 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1053Sq Ft
  • 1990Year Built
$339,000

TURNKEY PARADISE ALERT Forget everything you know about "move-in ready." This Naples gem isn't just updated—it's COMPLETELY REIMAGINED. HURRICANE SLIDING DOOR, BRAND NEW EVERYTHING (we're talking appliances, paint, fixtures, vanities, and flooring) CLOSED LANAI = Extra living space (sliders open right into your home), PORCELAIN TILE EVERYWHERE (even the lanai), smart home ready (Nest thermostat +…

Active
7360 Glenmoor Ln  4301 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 954Sq Ft
  • 1991Year Built
$320,000

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…

Active
7380 Saint Ives Way  1108 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1053Sq Ft
  • 1987Year Built
$299,000

MOTIVATED SELLER and will consider all offers presented. 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…

Active
7340 Glenmoor Ln  3207 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1053Sq Ft
  • 1990Year Built
$292,000

Well maintained inside and out. Are you looking for an investment property, a personal piece of paradise, southwest Florida sports activities like pickleball, tennis, bocce, or some occasional games of golf? Here it is. This two-bedroom, two bath condo fits your criteria if you are looking for any of the above. …

Active
7340 Saint Ives Way  3201 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 954Sq Ft
  • 1988Year Built
$280,000

The Best Value in Paradise! Welcome to this beautifully updated 2-bedroom, 2-bath end-unit condo located in the highly desirable Country Haven Condos within Countryside Golf & Country Club. This light-filled residence features an open-concept layout thanks to a thoughtfully opened kitchen, creating an inviting flow ideal for both everyday living and entertaining. The kitchen offers…

Active
7340 Coventry Ct  809 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1146Sq Ft
  • 1992Year Built
$269,900

Enjoy peaceful water views from this spacious first-floor condo in desirable Coventry at Naples Lakes. This 2-bedroom, 2-bath residence offers over 1,100 square feet of living space with a bright, open layout, enhanced by 9-foot ceilings that create an airy, expansive feel. The floor plan is larger than many other buildings in the community. The…

Active
7300 Saint Ives Way  5109 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 954Sq Ft
  • 1990Year Built
$259,900

This charming 2 bedroom and 2 full bath home can be yours at the newly renovated Countryside Golf and Country Club in Naples. Featuring maintenance free tile and laminate flooring throughout, this home is located on the first floor and has a wonderful view of the 11th hole from the back screened in lanai. Being…

Active
7360 Glenmoor Ln  4306 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1053Sq Ft
  • 1991Year Built
$239,000

Country Glen is part of Countryside Golf and Country Club, a well established and active golf community in a highly convenient central Naples location. This condo has been owned by the original family since new and has only been used seasonally. It has never been rented, and the condition reflects the care it has received…

Active
458 Countryside Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2127Sq Ft
  • 1991Year Built
$9,000

Available for 2026 off season and 2027 season! This beautifully maintained 3-bedroom, 3-bath single-family pool home offers the perfect Naples retreat in the highly sought-after, amenity-rich Countryside gated community. Just 15 minutes from 5th Avenue’s upscale shopping, dining, and world-famous white sand beaches, this spacious residence features a 2-car garage, private pool (no spa), a…

Active
7320 Glenmoor Ln  2206 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1053Sq Ft
  • 1990Year Built
$6,000

Enjoy the Naples lifestyle from this 2-bedroom, 2-bath second-floor condo located in the desirable Country Glen community within Countryside Golf & Country Club. This well-maintained residence offers a bright, open layout designed for easy living and relaxed entertaining. The main living area flows seamlessly to a private screened lanai, perfect for morning coffee or unwinding after…

Active
7360 Glenmoor Ln  4301 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 954Sq Ft
  • 1991Year Built
$5,000

Discover a rare gem in the prestigious, gated community of Countryside. Perched on the top floor, this beautifully updated end-unit condo offers comfort, style, and exceptional value. Step inside to a fully turn-key furnished 2-bedroom, 2-bath residence featuring refreshed bathrooms, vinyl plank flooring, modern fans and fixtures, and sleek stainless steel appliances. Convenience is key,…

Active
7380 Saint Ives Way  1204 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1053Sq Ft
  • 1988Year Built
$4,800

Come enjoy everything Countryside has to offer in this second-floor, 2-bedroom, 2-bath condo overlooking the golf course. Ideally located near the Country Haven pool and tennis courts, this condo provides the perfect getaway if you are seeking relaxation and recreation. The primary bedroom features a king-size bed, walk-in closet, and TV, while the guest bedroom…

Active
7360 Glenmoor Ln  4301 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 954Sq Ft
  • 1991Year Built
$2,300

Welcome to an exceptional rental opportunity in the highly sought-after, gated community of Countryside. This rare top-floor, end-unit condo has been thoughtfully updated and impeccably maintained, offering an ideal blend of comfort, style, and convenience. Offered fully furnished, this well-appointed 2-bedroom, 2-bath residence includes a desirable carport and is truly move-in ready. The home features…

Active
7360 Saint Ives Way  2205 Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1053Sq Ft
  • 1988Year Built
$1,925

Discover the comfort and tranquility of this lovely 2-bedroom, 2-bathroom, in the sought-after Countryside community. With an inviting open layout, a bright kitchen with plenty of storage, and a spacious primary suite, this condo is designed for easy, relaxed living. Step onto your private screened lanai and enjoy stunning golf course views, perfect for morning coffee…

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