262 total properties
View 1660 ORANGE AVENUE Winter Park, FL MLS# L4965340
  • Recently Listed with Virtual Tour
1 of 61
$479,900
3

Beds

2.0

Baths

1,614

Sq.Ft.

1660 ORANGE AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 188 SANDLEWOOD 1 Winter Park, FL MLS# O6445407
  • Recently Listed with Virtual Tour
1 of 25
OPEN HOUSE: Sunday 10/11 12:00 PM - 2:00 PM
$290,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

188 SANDLEWOOD 1

Winter Park, FL

Courtesy of NOELKE REALTY
View 2614 PARKLAND DRIVE Winter Park, FL MLS# O6444165
  • Recently Listed with Virtual Tour
1 of 55
$1,890,000
4

Beds

3.1

Baths

3,307

Sq.Ft.

2614 PARKLAND DRIVE

Winter Park, FL

Courtesy of JW GASTON LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1951 WINTER PARK ROAD Winter Park, FL MLS# O6441816
  • Recently Listed with Virtual Tour
1 of 73
$2,089,000
4

Beds

3.1

Baths

3,479

Sq.Ft.

1951 WINTER PARK ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 100 S VIRGINIA AVENUE 201 Winter Park, FL MLS# O6442678
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Saturday 10/10 1:00 PM - 3:00 PM
$1,450,000
3

Beds

3.0

Baths

2,756

Sq.Ft.

100 S VIRGINIA AVENUE 201

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 532 LANGHOLM DRIVE Winter Park, FL MLS# O6442823
  • Recently Listed with Virtual Tour
1 of 18
$2,990,000
5

Beds

4.1

Baths

4,050

Sq.Ft.

532 LANGHOLM DRIVE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1695 LEE ROAD C206 Winter Park, FL MLS# TB8551269
  • Recently Listed with Virtual Tour
1 of 24
$140,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C206

Winter Park, FL

Courtesy of INVESTMENT REALTY
View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6440960
  • Recently Listed with Virtual Tour
1 of 34
$1,250,000
3

Beds

2.0

Baths

1,747

Sq.Ft.

120 BROADVIEW AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6440974
  • Recently Listed with Virtual Tour
1 of 37
$1,450,000
0.0

Baths

120 BROADVIEW AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 533 COUNTRY CLUB DRIVE Winter Park, FL MLS# O6440841
  • Recently Listed with Virtual Tour
1 of 31
OPEN HOUSE: Saturday 10/10 12:00 PM - 3:00 PM
$1,599,000
4

Beds

3.1

Baths

2,942

Sq.Ft.

533 COUNTRY CLUB DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1602 ALABAMA DRIVE 107 Winter Park, FL MLS# O6442900
  • Recently Listed with Virtual Tour
1 of 33
$1,150,000
2

Beds

2.0

Baths

993

Sq.Ft.

1602 ALABAMA DRIVE 107

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 1306 S PENNSYLVANIA AVENUE 5 Winter Park, FL MLS# O6443013
$359,000
2

Beds

1.0

Baths

830

Sq.Ft.

1306 S PENNSYLVANIA AVENUE 5

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1742 TEMPLE DRIVE Winter Park, FL MLS# O6443437
  • Recently Listed with Virtual Tour
1 of 41
$3,695,999
4

Beds

5.0

Baths

3,658

Sq.Ft.

1742 TEMPLE DRIVE

Winter Park, FL

Courtesy of ROI AVE LLC
View 1421 CHESTNUT AVENUE Winter Park, FL MLS# O6442587
$750,000
3

Beds

1.0

Baths

1,325

Sq.Ft.

1421 CHESTNUT AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 662 GRANVILLE DRIVE Winter Park, FL MLS# O6442030
  • Recently Listed with Virtual Tour
1 of 78
$3,495,000
5

Beds

5.1

Baths

4,478

Sq.Ft.

662 GRANVILLE DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 250 CAROLINA AVENUE 202 Winter Park, FL MLS# O6442686
  • Recently Listed with Virtual Tour
1 of 30
$699,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

250 CAROLINA AVENUE 202

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1421 CHESTNUT AVENUE Winter Park, FL MLS# O6442995
$750,000
0.0

Baths

1421 CHESTNUT AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1517 HARMON AVENUE Winter Park, FL MLS# O6443217
  • Recently Listed
1 of 48
OPEN HOUSE: Saturday 10/10 10:30 AM - 3:00 PM
$1,095,000
4

Beds

3.1

Baths

2,135

Sq.Ft.

1517 HARMON AVENUE

Winter Park, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 1166 PALMER AVENUE Winter Park, FL MLS# O6442798
  • Recently Listed with Virtual Tour
1 of 13
$5,500,000
5

Beds

5.2

Baths

5,181

Sq.Ft.

1166 PALMER AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 555 E LAKE SUE AVENUE Winter Park, FL MLS# O6442775
  • Recently Listed with Virtual Tour
1 of 96
$2,095,000
4

Beds

4.0

Baths

3,776

Sq.Ft.

555 E LAKE SUE AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include 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 10/8/2026.

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.

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 10/8/2026.