Winterpark

Discover your dream home in Winterpark, a sought-after real estate gem in Southeast Naples, known for its charming low-rise condo development. With an impressive collection of 695 units, Winterpark stands as a pinnacle of Naples' real estate market. Each unit is a testament to comfort and style, featuring spacious two-bedroom/two-bath floor plans, which encompass an inviting 1,246 square feet of living space, complemented by serene lanais.

Constructed between 1985 and 1990, Winterpark properties are not just homes but pieces of Naples' rich history. Many of these units have been recently renovated, blending contemporary amenities with classic charm. Explore the homes for sale in Winterpark and immerse yourself in the luxury of Naples living. Winterpark is more than just a community; it's a lifestyle. Read more to find your slice of paradise in Naples' thriving real estate market. Read More

Real Estate Statistics

Total Listings: 30
Average Price: $131,831
Highest Price: $309,900
Lowest Price: $1,795

DiscoverWinterpark Homes For Sale

30 Properties Found. Showing Page 1 of 3

4030 Northlight Drive

Naples, Fl 34112

$309,900

  • 2 Beds
  • 2 Full Baths
  • 1,200 SqFt

Charming 2 Bed, 2 Bath In Desirable Winterpark – Prime Naples Location Nestled In The Heart Of Sunny Naples, This Beautifully Updated 2-bedroom, 2-bathroom Condo In Winter Park Offers The Perfe...

3430 Frosty Way 12

Naples, Fl 34112

$294,900

  • 2 Beds
  • 2 Full Baths
  • 1,246 SqFt

Welcome To Winterpark, One Of Naples’ Most Popular Communities Just Minutes From Downtown. This Beautifully Updated 2-bedroom, 2-bath Corner Condo Has Been Fully Remodeled From Top To Bottom. T...

Photo of 4180 Looking Glass Ln 4108, NAPLES FL

$289,000

  • 2 Beds
  • 2 Full Baths
  • 1,246 SqFt

Welcome Home! This 2-bedroom 2-bathroom Unfurnished Condo With Vaulted Ceilings And Tons Of Natural Sunlight Is Ready For You. So Many Updates, You Will Feel Like You Are In A Brand-new Home! All-...

Photo of 4085 Northlight Dr 5607, NAPLES FL

4085 Northlight Dr 5607

Naples, Fl 34112

$289,000

  • 2 Beds
  • 2 Full Baths
  • 1,246 SqFt

Investor’s Tropical Paradise - Winterpark Ix ! A Rare Opportunity In One Of The Most Desirable Buildings, Where Condos Are Often Sold Before They Even Hit The Market. Up To 12 Leases Allowed Per Y...

3410 Frosty Way 4802

Naples, Fl 34112

$284,999

  • 2 Beds
  • 2 Full Baths
  • 1,246 SqFt

Welcome To This Beautifully Maintained 2-bedroom, 2-bath Second-floor End Unit In The Highly Sought-after Western Section Of The Winterpark Community Of Naples, Fl. This Light-filled Home Enjoys A...

3832 Snowflake Ln 1207

Naples, Fl 34112

$269,000

  • 2 Beds
  • 2 Full Baths
  • 1,300 SqFt

Winterpark Is A Hidden Gem With A Very Desirable Location... 2 Bdrm 2 Bath First Floor Unit With Large Screened In Patio Looking Out To Lush Landscaping... 2-3 Miles To Bayfront, 5th Ave, Downtown...

$263,000

  • 2 Beds
  • 2 Full Baths
  • 1,246 SqFt

A Slice Of Sunshine In Winterpark! Live Like Royalty Without The Royal Price Tag In This Beautifully Updated Turnkey-furnished 2-bedroom, 2-bath Condo In The Heart Of Naples. Located In The Pop...

$259,500

  • 2 Beds
  • 2 Full Baths
  • 1,246 SqFt

Wonderful Furnished, 2 Bedroom/ 2 Bath, End Unit, 1st Floor Condo In Winterpark. Impact Windows And Doors, New Plumbing Throughout, New Ac, Mostly New Appliances. Fully Furnished, Turn Key. Seclud...

4092 Northlight Dr 1707

Naples, Fl 34112

$258,800

  • 2 Beds
  • 2 Full Baths
  • 1,264 SqFt

Escape To Your Naples Oasis. A Turnkey Treasure In Winterpark. Get Ready To Fall In Love With This Stunning, Immaculately Maintained 2 Bedroom, 2 Bathroom, First-floor Condominium In The Vibrant W...

3603 Arctic Cir 402

Naples, Fl 34112

$257,500

  • 2 Beds
  • 2 Full Baths
  • 1,246 SqFt

Location, Location, Location! This Is The One! It's All About The Location Of Your Home Within The Winterpark Community! This 2nd Floor, End Condo Features A Coveted Location Close Enough To All T...




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Charleston Trident Association of Realtors Logo The data relating to real estate for sale on this web site comes in part from the Broker ReciprocitySM Program of the Charleston Trident Multiple Listing Service. Real estate listings held by brokerage firms other than NV Realty Group are marked with the Broker ReciprocitySM logo or the Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.

The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.

Copyright 2025 Charleston Trident Multiple Listing Service, Inc. All rights reserved.

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