Winterpark

Winterpark is a condominium building in Naples, Florida, with a range of options priced between $209,000 and $309,900. There are currently a total of 22 condos for sale in Winterpark. The smallest Winterpark condo presently available is a two bedroom two bathroom residence that is 1,200 square feet, and the largest of the Winterpark condos currently on the market has two beds and two baths and is a 1,350 square foot (1,300SF Under Air) residence.

Building amenities include a clubhouse, swimming pool, spa / hot tub, cabana, a state-of-the-art fitness center, business center, and a library. Sports facilities include tennis courts, pickleball courts, Bocce ball, basketball court, and shuffleboard. Onsite dining venues consist of a picnic area, and a barbecue area. There is also a community park, a playground, walking or jogging trails, as well as guest suites for visitors.

Pets are allowed in Winterpark. There is a limit of how many pets you may have, and there is a restriction on pet size. Dogs and cats are allowed.

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

Winterpark real estate activity on the Naples MLS during the past year (as of September 2025) reflects twenty two condos changing hands, with an average asking price of $269,732 and an average selling price of $255,523. This represents a healthy list-to-sell price ratio of 95% and $198 per square foot. During this period, Winterpark condos for sale have taken an average of 186 days to sell.

In addition, there are numerous other condo buildings in Naples to choose from, or you may browse all available Condos for sale in Naples. Condos for sale in Winterpark are selling quickly. Set up a new listing alert, and we will notify you immediately when a new condo in Winterpark 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.

Winterpark Condos For Sale

$309,900

MLS#225037833

4030 Northlight Dr
Naples, FL 34112

2

2

1,200 Sq Ft

166 Days

$305,000

MLS#225071492

4180 Looking Glass Ln 4108
Naples, FL 34112

2

2

1,246 Sq Ft

11 Days

$299,000

MLS#225051552

4031 Ice Castle Way 3303
Naples, FL 34112

2

2

1,246 Sq Ft

123 Days

Reduced

$299,000

$319,000

MLS#225053787

4220 Looking Glass Ln 4304
Naples, FL 34112

2

2

1,246 Sq Ft

116 Days

$294,900

MLS#225070242

3430 Frosty Way 12
Naples, FL 34112

2

2

1,300 Sq Ft

20 Days

Reduced

$284,999

$300,000

MLS#225051903

3410 Frosty Way 4802
Naples, FL 34112

2

2

1,246 Sq Ft

116 Days

Reduced

$279,000

$309,000

MLS#225035581

4021 Ice Castle Way 3407
Naples, FL 34112

2

2

1,246 Sq Ft

176 Days

$275,000

MLS#225071202

4040 Ice Castle Way 2802
Naples, FL 34112

2

2

1,246 Sq Ft

11 Days

Reduced

$269,900

$299,900

MLS#224098633

4200 Looking Glass Ln 4202
Naples, FL 34112

2

2

1,246 Sq Ft

298 Days

$269,900

MLS#225068740

4200 Looking Glass Ln 4207
Naples, FL 34112

2

2

1,246 Sq Ft

29 Days

Reduced

$269,000

$289,000

MLS#225007245

3832 Snowflake Ln 1207
Naples, FL 34112

2

2

1,300 Sq Ft

246 Days

Reduced

$265,000

$280,000

MLS#225047507

3450 Frosty Way 5210
Naples, FL 34112

2

2

1,346 Sq Ft

138 Days

22 Active Listings in Winterpark