Countryside Naples

Countryside is a country club community of single family homes and condos in Naples, Florida, with a range of options priced between $250,000 and $829,000. There are currently a total of 20 homes for sale in Countryside. The smallest Countryside home presently available is a two bedroom two bathroom residence that is 954 square feet, and the largest of the Countryside homes currently on the market has four beds and three baths and is a 2,534 square foot (2,210SF Under Air) residence.

The Countryside community offers a plethora of amenities for its residents to enjoy, including a clubhouse, swimming pool, spa / hot tub, cabana, a state-of-the-art fitness center, sauna, billiards room, hobby room, business center, vehicle wash area, and a library. Sports facilities include a championship golf course, a putting green, tennis courts, pickleball courts, Bocce ball, racquetball, basketball court, and shuffleboard. Onsite dining venues consist of a restaurant, picnic area, and a barbecue area.

Boating enthusiasts will love the fact that the community has boat facilities including. There is also a community park, a playground, walking or jogging trails, as well as guest suites for visitors.

Pets are allowed in Countryside.

There are two commercial airports that serve Countryside - Southwest Florida International Airport (RSW), which is twenty seven miles away, and Page Field (FMY), which is 32 miles away.

Countryside real estate activity on the Naples MLS during the past year (as of October 2025) reflects 45 homes changing hands, with an average asking price of $382,927 and an average selling price of $365,078. This represents a healthy list-to-sell price ratio of 95% and $262 per square foot. During this period, Countryside homes for sale have taken an average of 127 days to sell.

In addition, there are numerous other communities in Naples to choose from, or you may browse all available Naples Real Estate, including some new construction opportunities. Homes for sale in Countryside are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Countryside hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Gulf Coast real estate needs.

Countryside Homes For Sale

$829,000

MLS#225071956

200 Saint James Way
Naples, FL 34104

3

3

2

2,534 SqFt

Pool

Water Front

0.18 Acres

16 Days

$799,000

MLS#225073717

421 Countryside Dr
Naples, FL 34104

3

2

2

2,382 SqFt

Pool

0.2 Acres

20 Days

$769,000

MLS#225072871

509 Countryside Dr
Naples, FL 34104

3

2

2

2,210 SqFt

Pool

0.17 Acres

26 Days

Reduced

$759,900

$799,900

MLS#225039804

522 Countryside Dr
Naples, FL 34104

3

2

2

2,261 SqFt

Pool

0.17 Acres

186 Days

Reduced

$739,000

$789,000

MLS#225059870

581 Country Walk Ct
Naples, FL 34104

4

2

2

2,199 SqFt

Pool

0.31 Acres

117 Days

Under Contract

$724,900

MLS#225066870

229 Countryside Dr
Naples, FL 34104

3

2

2

1,811 SqFt

Pool

0.17 Acres

72 Days

$700,000

MLS#225073611

161 Saint James Way
Naples, FL 34104

3

2

2

1,975 SqFt

Pool

0.17 Acres

13 Days

$675,000

MLS#225073175

241 Saint James Way
Naples, FL 34104

2

2

2

1,766 SqFt

Pool

0.26 Acres

88 Days

$619,000

MLS#225064140

157 Saint James Way
Naples, FL 34104

3

2

2

1,957 SqFt

Pool

0.17 Acres

97 Days

Under Contract

$499,500

MLS#225072994

457 Country Hollow Ct A201
Naples, FL 34104

2

2

1

1,900 Sq Ft

20 Days

Reduced

$489,900

$489,909

MLS#225067903

457 Country Hollow Ct A101
Naples, FL 34104

2

2

1

1,443 Sq Ft

16 Days

$359,000

MLS#225073332

7300 Coventry Ct 606
Naples, FL 34104

2

2

1,226 Sq Ft

19 Days

You may also be interested in Countryside in Vero Beach, Countryside in Lake Worth, Countryside in Port Orange, Countryside in Clearwater or Countryside in Gainesville.

20 Active Listings in Countryside