93 total properties
Did you mean the neighborhood Winter Park?
View 1000 S SEMORAN BOULEVARD 305 Winter Park, FL MLS# O6435992
$1,050
1

Beds

1.0

Baths

735

Sq.Ft.

1000 S SEMORAN BOULEVARD 305

Winter Park, FL

Courtesy of MAINFRAME REAL ESTATE
View 1000 S SEMORAN BOULEVARD 715 Winter Park, FL MLS# S5153133
$1,150
1

Beds

1.0

Baths

735

Sq.Ft.

1000 S SEMORAN BOULEVARD 715

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 1600 INDIANA AVENUE Winter Park, FL MLS# O6431665
$1,195
1

Beds

1.0

Baths

620

Sq.Ft.

1600 INDIANA AVENUE

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 300 N Knowles Ave 205 Winter Park, FL MLS# A12099244
$1,330
Studio

Beds

1.0

Baths

475

Sq.Ft.

300 N Knowles Ave 205

Winter Park, FL

Courtesy of PROPERTY PROFESSIONALS, INC.
View 1695 LEE ROAD A103 Winter Park, FL MLS# O6421564
$1,350
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD A103

Winter Park, FL

Courtesy of TRUSTHOME PROPERTIES INC
View 3651 N GOLDENROD ROAD A103 Winter Park, FL MLS# O6439090
$1,350
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD A103

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 3651 N GOLDENROD ROAD C201 Winter Park, FL MLS# O6440571
$1,350
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C201

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 4818 TANGERINE AVENUE 4818 Winter Park, FL MLS# O6451903
$1,400
1

Beds

1.0

Baths

753

Sq.Ft.

4818 TANGERINE AVENUE 4818

Winter Park, FL

Courtesy of BENCHMARK REAL ESTATE GRP INC
View 1434 MINNESOTA AVENUE Winter Park, FL MLS# O6429250
$1,450
2

Beds

1.0

Baths

1,000

Sq.Ft.

1434 MINNESOTA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1111 WASHINGTON AVENUE 3 Winter Park, FL MLS# O6448230
$1,450
2

Beds

2.0

Baths

1,084

Sq.Ft.

1111 WASHINGTON AVENUE 3

Winter Park, FL

Courtesy of WILSON MANAGEMENT GROUP
View 1250 S DENNING DRIVE 121 Winter Park, FL MLS# O6453710
  • Recently Listed with Virtual Tour
1 of 10
$1,450
1

Beds

1.0

Baths

653

Sq.Ft.

1250 S DENNING DRIVE 121

Winter Park, FL

Courtesy of CENTRAL FLORIDA REALTY, INC.
View 1695 LEE ROAD C206 Winter Park, FL MLS# TB8562929
  • Recently Listed with Virtual Tour
1 of 21
$1,450
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C206

Winter Park, FL

Courtesy of INVESTMENT REALTY
View 651 TRINIDAD COURT 651 Winter Park, FL MLS# O6455493
  • Recently Listed with Virtual Tour
1 of 25
$1,450
1

Beds

1.0

Baths

759

Sq.Ft.

651 TRINIDAD COURT 651

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 7314 SWALLOW RUN 7314 Winter Park, FL MLS# O6455843
  • Recently Listed with Virtual Tour
1 of 33
$1,495
2

Beds

2.0

Baths

775

Sq.Ft.

7314 SWALLOW RUN 7314

Winter Park, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 7453 DANIEL WEBSTER DRIVE A5 Winter Park, FL MLS# O6442640
$1,500
2

Beds

2.0

Baths

1,063

Sq.Ft.

7453 DANIEL WEBSTER DRIVE A5

Winter Park, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 851 MILES AVENUE 11 Winter Park, FL MLS# O6454285
  • Recently Listed with Virtual Tour
1 of 16
$1,500
2

Beds

1.0

Baths

808

Sq.Ft.

851 MILES AVENUE 11

Winter Park, FL

Courtesy of MAY HO REALTY
View 3651 N GOLDENROD ROAD B102 Winter Park, FL MLS# O6454593
  • Recently Listed with Virtual Tour
1 of 16
$1,500
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD B102

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 2941 ANTIQUE OAKS CIRCLE 80 Winter Park, FL MLS# O6446276
$1,525
2

Beds

2.0

Baths

1,018

Sq.Ft.

2941 ANTIQUE OAKS CIRCLE 80

Winter Park, FL

Courtesy of BELMONT REALTY
View 2918 ANTIQUE OAKS CIRCLE 30 Winter Park, FL MLS# O6442306
$1,550
2

Beds

2.0

Baths

1,018

Sq.Ft.

2918 ANTIQUE OAKS CIRCLE 30

Winter Park, FL

Courtesy of EXIT REAL ESTATE RESULTS
View 7262 SWALLOW RUN 7262 Winter Park, FL MLS# O6446527
$1,550
2

Beds

2.0

Baths

756

Sq.Ft.

7262 SWALLOW RUN 7262

Winter Park, FL

Courtesy of LUMINA PROPERTY MANAGEMENT LLC

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

359

Estimated median home price

$825,000
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

PriceCount
$0 - 100K4
$100K - 200K32
$200K - 300K23
$300K - 400K18
$400K - 500K29
$500K - 600K27
$600K - 700K29
$700K - 800K16
$800K - 900K17
$900K - 1M13
$1M - Max151

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family213
Townhouse24
Condo79
Commercial15
Rental93
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 11/8/2026)

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 11/9/2026.