Winterpark
Naples, FL Homes for Sale

location_on Naples, Florida

See the 13 Homes for Sale arrow_downward

Winterpark Pricing & Market Trends

Based on 13 active listings in Winterpark, updated from the Naples MLS.

$209,500
Lowest Price
$339,000
Highest Price
$249,000
Median Price
$264,015
Average Price
$213
Avg $/Sq Ft

Thinking about Winterpark?

Let's find your home here. Get new-listing alerts and a local expert in your corner — no pressure, no obligation.

chat Get in Touch call (239) 248-8171

Frequently Asked Questions About Winterpark

Pricing & the Market
What do homes in Winterpark cost? expand_more
Homes for sale in Winterpark currently range from $209,500 to $339,000 with a median list price around $249,000. That's roughly $213 per square foot. These figures update automatically from the Naples MLS.
Chris Farrugia, REALTOR Portrait

Chris Farrugia, M.B.A.

Realtor® at The Listing Naples Group

📞 (239) 248-8171
📧 chris@listingnaples.com

Get New Winterpark Listings First

Homes here move fast. Be the first to know when one hits the market — and ask me anything about the community.

Live MLS Data

Winterpark - Naples Florida Real Estate & Homes for Sale

Homes from $209,500 to $339,000

View every active home for sale in Winterpark. Listings are pulled directly from the Naples MLS and updated every 15 minutes.

13 homes for sale across 1 subdivision in Winterpark

Winterpark

13 homes
View of front of house featuring a balcony and stucco siding — 4180 Looking Glass Ln #4102, Naples, FL 34112
4180 Looking Glass Ln #4102, Naples, FL 34112
$339,000
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

Premiere Plus Realty Company

2-bed Condo for sale at 4140 Looking Glass Ln #7, Naples, FL 34112
4140 Looking Glass Ln #7, Naples, FL 34112
$329,900
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

Keller Williams Realty Naples

2-bed Condo for sale at 4030 Northlight Dr, Naples, FL 34112
4030 Northlight Dr, Naples, FL 34112
$309,900
  • 2 Bed
  • 2 Baths
  • 1,200 SqFt

Premier Property Management

View of exterior entry with stucco siding — 4150 Looking Glass Ln #3903, Naples, FL 34112
4150 Looking Glass Ln #3903, Naples, FL 34112
$284,900
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

LPT Realty, LLC

Entrance to property with stucco siding — 4079 Northlight Dr #1802, Naples, FL 34112
4079 Northlight Dr #1802, Naples, FL 34112
$259,000
  • 2 Bed
  • 2 Baths
  • 1,234 SqFt

Atlas Realty Company, Inc.

View of building exterior with stairway — 4031 Ice Castle Way #3306, Naples, FL 34112
4031 Ice Castle Way #3306, Naples, FL 34112
$250,000
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

Realty World Top Producers Rlt

2-bed Condo for sale at 3420 Frosty Way #4910, Naples, FL 34112
3420 Frosty Way #4910, Naples, FL 34112
$249,000
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

William Raveis Real Estate

2-bed Condo for sale at 3816 Snowflake Ln #1303, Naples, FL 34112
3816 Snowflake Ln #1303, Naples, FL 34112
$249,000
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

Broker Brothers LLC

Experience a wonderful community in Winter Park — 3532 Antarctic Cir #2216, Naples, FL 34112
3532 Antarctic Cir #2216, Naples, FL 34112
$248,000
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

Re/Max Alliance Group

2-bed Condo for sale at 4100 Looking Glass Ln #3002, Naples, FL 34112
4100 Looking Glass Ln #3002, Naples, FL 34112
$240,000
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

Saggio Realty, Inc

Stucco exterior with a balcony and dark railings — 4050 Ice Castle Way #2812, Naples, FL 34112
4050 Ice Castle Way #2812, Naples, FL 34112
$239,000
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

Waterfront Realty Group Inc

Bird's eye view of a pool — 4200 Looking Glass Ln #4204, Naples, FL 34112
4200 Looking Glass Ln #4204, Naples, FL 34112
$225,000
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

Portside Property Group

Entrance to property with stucco siding — 4070 Looking Glass Ln #3101, Naples, FL 34112
4070 Looking Glass Ln #3101, Naples, FL 34112
$209,500
  • 2 Bed
  • 2 Baths
  • 1,246 SqFt

Century 21 AllPoints Realty

Get In Touch with The Listing Naples Group

Ready to tour Winterpark? We would love to show you the neighborhood.

Let's start the process of getting to know each other. We want to hear your goals and see some properties that could help you achieve them! Get in touch!

We're looking forward to hearing from you.

Please fill out the form below and we will respond as soon as possible. No obligation, of course.

call Call forum Text event Request Info