Countryside Naples

Countryside is a country club community of single family homes and condos in Naples, Florida, with a range of options priced between $239,000 and $799,000. There are currently a total of 22 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 2,616 square foot (2,487SF Under Air) residence.

Property management fees in Collier County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Countryside range from $100 to $7,417 and range from $4,828 to $7,417 for a Countryside condo. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, and security. Also included is irrigation, real estate taxes for common areas, property insurance, water, trash removal, sewer, pest control, Cable TV & internet, laundry facilities, parking, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Countryside home. Golf communities typically entail membership fees (sometimes mandatory) that are in addition to the HOA fees, so please check with your Realtor® or the club membership office.

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.

The Countryside HOA rules do allow homeowners to have pets.

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 April 2026) reflects 45 homes changing hands, with an average asking price of $435,876 and an average selling price of $417,540. This represents a healthy list-to-sell price ratio of 96% and $281 per square foot. During this period, Countryside homes for sale have taken an average of 114 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

Reduced

$799,000

$829,000

MLS#225071956

200 Saint James Way
Naples, FL 34104

3

3

2

2,534 SqFt

Pool

Water Front

0.18 Acres

199 Days

$725,000

MLS#226003980

209 Countryside Dr
Naples, FL 34104

2

2

2

2,233 SqFt

Pool

80 Days

Reduced

$699,000

$739,900

MLS#225079207

401 Countryside Dr
Naples, FL 34104

3

3

2

2,487 SqFt

0.23 Acres

163 Days

Under Contract

$699,000

MLS#226005867

581 Country Walk Ct
Naples, FL 34104

4

2

2

2,199 SqFt

Pool

0.31 Acres

68 Days

$675,000

MLS#225073175

241 Saint James Way
Naples, FL 34104

2

2

2

1,766 SqFt

Pool

0.26 Acres

271 Days

$674,900

MLS#226006931

256 Countryside Dr
Naples, FL 34104

3

2

2

2,616 SqFt

Pool

0.17 Acres

72 Days

Under Contract

$639,000

$724,900

MLS#225066870

229 Countryside Dr
Naples, FL 34104

3

2

2

1,811 SqFt

Pool

0.17 Acres

256 Days

Reduced

$635,000

$645,000

MLS#226001343

478 Countryside Dr
Naples, FL 34104

2

2

2

2,540 SqFt

0.17 Acres

103 Days

Under Contract

$429,900

MLS#225084000

421 Country Hollow Ct D202
Naples, FL 34104

2

2

1

1,500 Sq Ft

124 Days

Under Contract

$429,000

$449,000

MLS#226005909

500 Veranda Way A203
Naples, FL 34104

2

2

1

1,269 Sq Ft

Water Front

71 Days

$369,000

MLS#226012683

7260 Coventry Ct 405
Naples, FL 34104

2

2

1,200 Sq Ft

20 Days

Reduced

$339,000

$359,000

MLS#225073332

7300 Coventry Ct 606
Naples, FL 34104

2

2

1,226 Sq Ft

202 Days

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

22 Active Listings in Countryside