View 4100 Looking Glass LN # 3008 Naples, FL MLS# 226031126
$255,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

4100 Looking Glass LN # 3008

Naples, FL

Naples_Area_Board_of_Realtors
View 4038 Northlight Dr 1506 Naples, FL MLS# A12079628
  • Recently Listed with Virtual Tour
1 of 39
$259,900
2

Beds

2.0

Baths

1,234

Sq.Ft.

4038 Northlight Dr 1506

Naples, FL

Courtesy of MARZUCCO REAL ESTATE
View 4038 Northlight DR # 1506 Naples, FL MLS# 226030364
  • Recently Listed with Virtual Tour
1 of 39
$259,900
2

Beds

2.0

Baths

1,234

Sq.Ft.

4038 Northlight DR # 1506

Naples, FL

Naples_Area_Board_of_Realtors
The time to sell is now! THE TIME TO SELL IS NOW!
View 4027 Northlight DR # 4 Naples, FL MLS# 226030748
  • Recently Listed
1 of 31
$259,900
2

Beds

2.0

Baths

1,234

Sq.Ft.

4027 Northlight DR # 4

Naples, FL

Naples_Area_Board_of_Realtors
View 4038 NORTHLIGHT DRIVE 1506 Naples, FL MLS# TB8542303
  • Recently Listed with Virtual Tour
1 of 38
$259,900
2

Beds

2.0

Baths

1,234

Sq.Ft.

4038 NORTHLIGHT DRIVE 1506

Naples, FL

View 4230 Jack Frost CT # 4402 Naples, FL MLS# 226028571
$250,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

4230 Jack Frost CT # 4402

Naples, FL

Naples_Area_Board_of_Realtors
View 3574 Antarctic CIR # 2107 Naples, FL MLS# 226028684
$255,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

3574 Antarctic CIR # 2107

Naples, FL

Naples_Area_Board_of_Realtors
View 4001 Ice Castle WAY # 1 Naples, FL MLS# 226026798
$245,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

4001 Ice Castle WAY # 1

Naples, FL

Naples_Area_Board_of_Realtors
View 3420 Frosty WAY # 4902 Naples, FL MLS# 226027202
$262,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

3420 Frosty WAY # 4902

Naples, FL

Naples_Area_Board_of_Realtors
View 3532 Antarctic CIR # 2216 Naples, FL MLS# 226020005
$248,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

3532 Antarctic CIR # 2216

Naples, FL

Naples_Area_Board_of_Realtors
View 4140 Looking Glass LN # 7 Naples, FL MLS# 226019156
$329,900
2

Beds

2.0

Baths

1,246

Sq.Ft.

4140 Looking Glass LN # 7

Naples, FL

Naples_Area_Board_of_Realtors
View 3420 Frosty WAY # 4910 Naples, FL MLS# 226017233
$249,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

3420 Frosty WAY # 4910

Naples, FL

Naples_Area_Board_of_Realtors
View 4050 Ice Castle WAY # 2812 Naples, FL MLS# 226016168
$239,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

4050 Ice Castle WAY # 2812

Naples, FL

Naples_Area_Board_of_Realtors
View 4030 Northlight DR Naples, FL MLS# 226015387
$309,900
2

Beds

2.0

Baths

1,200

Sq.Ft.

4030 Northlight DR

Naples, FL

Naples_Area_Board_of_Realtors
View 4031 Ice Castle WAY # 3306 Naples, FL MLS# 226011974
$250,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

4031 Ice Castle WAY # 3306

Naples, FL

Naples_Area_Board_of_Realtors
View 4070 Looking Glass Lane 3101 Naples, FL MLS# 2026009632
$209,500
2

Beds

2.0

Baths

1,246

Sq.Ft.

4070 Looking Glass Lane 3101

Naples, FL

Courtesy of CENTURY 21 ALLPOINTS REALTY
View 4100 Looking Glass LN # 3002 Naples, FL MLS# 226009042
  • Adult Community with Virtual Tour
1 of 31
$240,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

4100 Looking Glass LN # 3002

Naples, FL

Naples_Area_Board_of_Realtors
View 4180 Looking Glass LN # 4102 Naples, FL MLS# 226005552
$339,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

4180 Looking Glass LN # 4102

Naples, FL

Naples_Area_Board_of_Realtors
View 4200 Looking Glass Lane 4204 Naples, FL MLS# 2026010114
$209,000
2

Beds

2.0

Baths

1,246

Sq.Ft.

4200 Looking Glass Lane 4204

Naples, FL

Courtesy of PORTSIDE PROPERTY GROUP
View 4079 Northlight Drive 1802 Naples, FL MLS# 2025014071
$259,000
2

Beds

2.0

Baths

1,234

Sq.Ft.

4079 Northlight Drive 1802

Naples, FL

Courtesy of ATLAS REALTY COMPANY, INC.

About Winter Park

Listings in Winter Park, Naples, FL

20

Estimated median home price

$255,000
Winter Park, Naples Real Estate

Search Winter Park, Florida Real Estate Listings & New Homes for Sale in Winter Park, FL. Find Winter Park Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Winter Park, Naples, FL

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K17
$300K - 400K3
$400K - 500K0
$500K - 600K0
$600K - 700K0
$700K - 800K0
$800K - 900K0
$900K - 1M0
$1M - Max0

Homes for Sale by Type in Winter Park, Naples, FL

Property TypeCount
Single Family0
Townhouse0
Condo20
Commercial0
Rental22
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 9/12/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 9/16/2026.

Data is updated as of 9/16/2026.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.