217 total properties
View 922 N PENNSYLVANIA AVENUE Winter Park, FL MLS# O6424685
  • Recently Listed with Virtual Tour
1 of 30
$1,995,000
4

Beds

4.0

Baths

3,440

Sq.Ft.

922 N PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 462 W LYMAN AVENUE Winter Park, FL MLS# O6423842
  • Recently Listed with Virtual Tour
1 of 25
$1,595,000
3

Beds

2.1

Baths

1,944

Sq.Ft.

462 W LYMAN AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1778 MONDRIAN CIRCLE Winter Park, FL MLS# O6422941
  • Recently Listed with Virtual Tour
1 of 52
$1,339,000
3

Beds

3.1

Baths

2,377

Sq.Ft.

1778 MONDRIAN CIRCLE

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1750 WALNUT AVENUE Winter Park, FL MLS# O6422700
  • Recently Listed with Virtual Tour
1 of 55
$2,195,000
4

Beds

4.1

Baths

3,691

Sq.Ft.

1750 WALNUT AVENUE

Winter Park, FL

View 313L SYLVAN DRIVE Winter Park, FL MLS# O6424300
  • Recently Listed
1 of 4
$1,750,000
Studio

Beds

0.0

Baths

313L SYLVAN DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 436 W SWOOPE AVENUE Winter Park, FL MLS# O6423105
  • Recently Listed with Virtual Tour
1 of 59
$719,900
4

Beds

3.1

Baths

2,602

Sq.Ft.

436 W SWOOPE AVENUE

Winter Park, FL

View 1477 W FAIRBANKS AVENUE Winter Park, FL MLS# O6422964
  • Recently Listed with Virtual Tour
1 of 70
$2,500,000
6,049

Sq.Ft.

1477 W FAIRBANKS AVENUE

Winter Park, FL

View 708 BALMORAL ROAD Winter Park, FL MLS# O6423883
$1,690,000
4

Beds

3.0

Baths

2,786

Sq.Ft.

708 BALMORAL ROAD

Winter Park, FL

View 2803 RIDDLE DRIVE Winter Park, FL MLS# O6423829
  • Recently Listed
1 of 35
$589,000
3

Beds

2.1

Baths

1,637

Sq.Ft.

2803 RIDDLE DRIVE

Winter Park, FL

View 1754 TAYLOR AVENUE Winter Park, FL MLS# O6421927
  • Recently Listed with Virtual Tour
1 of 17
$2,569,999
5

Beds

4.1

Baths

3,670

Sq.Ft.

1754 TAYLOR AVENUE

Winter Park, FL

View 2905 PARKLAND DRIVE Winter Park, FL MLS# O6422550
  • New Construction with Virtual Tour
1 of 98
$3,395,000
6

Beds

6.2

Baths

4,850

Sq.Ft.

2905 PARKLAND DRIVE

Winter Park, FL

View 1415 GROVE TERRACE Winter Park, FL MLS# O6423553
  • Recently Listed with Virtual Tour
1 of 20
$2,200,000
Studio

Beds

0.0

Baths

1415 GROVE TERRACE

Winter Park, FL

View 1310 FAIRVIEW AVENUE Winter Park, FL MLS# O6424108
  • Recently Listed with Virtual Tour
1 of 14
$925,000
4

Beds

2.1

Baths

2,552

Sq.Ft.

1310 FAIRVIEW AVENUE

Winter Park, FL

Courtesy of FLORIDA PROPERTY SPECIALIST
View 1823 SUNSET DRIVE Winter Park, FL MLS# O6421690
  • Recently Listed with Virtual Tour
1 of 14
$2,549,000
5

Beds

4.1

Baths

3,479

Sq.Ft.

1823 SUNSET DRIVE

Winter Park, FL

View 2824 WOODSIDE AVENUE Winter Park, FL MLS# O6423146
$600,000
2

Beds

2.0

Baths

912

Sq.Ft.

2824 WOODSIDE AVENUE

Winter Park, FL

Courtesy of PARKSIDE PROPERTIES, LLC
View 250 KILLARNEY Winter Park, FL MLS# O6419382
  • Recently Listed with Virtual Tour
1 of 10
$1,600,000
4

Beds

3.1

Baths

2,568

Sq.Ft.

250 KILLARNEY

Winter Park, FL

Courtesy of FLORIDA PROPERTY SPECIALIST
View 1250 S DENNING DRIVE 109 Winter Park, FL MLS# R4911491
  • Recently Listed with Virtual Tour
1 of 27
$190,000
1

Beds

1.0

Baths

658

Sq.Ft.

1250 S DENNING DRIVE 109

Winter Park, FL

View 1500 GAY ROAD 18D Winter Park, FL MLS# O6422691
  • Recently Listed with Virtual Tour
1 of 30
$275,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 18D

Winter Park, FL

View 730 W SWOOPE AVENUE Winter Park, FL MLS# S5152493
  • Recently Listed with Virtual Tour
1 of 35
$839,000
5

Beds

3.0

Baths

2,132

Sq.Ft.

730 W SWOOPE AVENUE

Winter Park, FL

View 1695 LEE ROAD B108 Winter Park, FL MLS# O6422568
  • Recently Listed with Virtual Tour
1 of 15
$89,999
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD B108

Winter Park, FL

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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 Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes the name of the listing brokers.

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.

Data is updated as of 7/15/2026.

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 7/15/2026.