Winterpark

Winterpark is a condominium building in Naples, Florida, with a range of options priced between $195,000 and $349,000. There are currently a total of 23 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 February 2026) reflects seventeen condos changing hands, with an average asking price of $266,006 and an average selling price of $248,912. This represents a healthy list-to-sell price ratio of 94% and $194 per square foot. During this period, Winterpark condos for sale have taken an average of a long 210 or more 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

$349,000

MLS#226005552

4180 Looking Glass Ln 4102
Naples, FL 34112

2

2

1,246 Sq Ft

8 Days

$309,900

MLS#225037833

4030 Northlight Dr
Naples, FL 34112

2

2

1,200 Sq Ft

302 Days

$299,000

MLS#225051552

4031 Ice Castle Way 3303
Naples, FL 34112

2

2

1,246 Sq Ft

259 Days

Reduced

$289,900

$294,900

MLS#225070242

3430 Frosty Way 12
Naples, FL 34112

2

2

1,300 Sq Ft

156 Days

Reduced

$284,999

$300,000

MLS#225051903

3410 Frosty Way 4802
Naples, FL 34112

2

2

1,246 Sq Ft

252 Days

Reduced

$279,000

$289,000

MLS#2025014071

4079 Northlight Dr 1802
Naples, FL 34112

2

2

1,234 Sq Ft

127 Days

Reduced

$274,500

$279,000

MLS#225083305

4180 Looking Glass Ln 4108
Naples, FL 34112

2

2

1,246 Sq Ft

137 Days

$270,000

MLS#2025023850

3574 Antarctic Cir 2107
Naples, FL 34112

2

2

1,246 Sq Ft

64 Days

Under Contract

$265,000

$275,000

MLS#225071202

4040 Ice Castle Way 2802
Naples, FL 34112

2

2

1,246 Sq Ft

147 Days

Under Contract

$265,000

MLS#226004763

4000 Ice Castle Way 2601
Naples, FL 34112

2

2

1,350 Sq Ft

13 Days

$264,900

MLS#225073147

3676 Arctic Cir 112
Naples, FL 34112

2

2

1,246 Sq Ft

127 Days

Under Contract

$259,000

$269,000

MLS#225084742

4220 Looking Glass Ln 4302
Naples, FL 34112

2

2

1,246 Sq Ft

50 Days

23 Active Listings in Winterpark