47 total properties
Did you mean the neighborhood Winter Park?
View 2923 ANTIQUE OAKS CIRCLE 39 Winter Park, FL MLS# OM695642
$200,000
2

Beds

2.0

Baths

1,105

Sq.Ft.

2923 ANTIQUE OAKS CIRCLE 39

Winter Park, FL

Courtesy of GLOBALWIDE REALTY LLC
View 1786 N SEMORAN BOULEVARD Winter Park, FL MLS# A4671024
$200,000
3,212

Sq.Ft.

1786 N SEMORAN BOULEVARD

Winter Park, FL

Courtesy of BHHS EWM REALTY
View 623 SAINT JOHNS COURT 623 Winter Park, FL MLS# O6362363
$200,000
2

Beds

2.0

Baths

1,120

Sq.Ft.

623 SAINT JOHNS COURT 623

Winter Park, FL

Courtesy of CENTURY 21 CARIOTI
The time to sell is now! THE TIME TO SELL IS NOW!
View 7480 WOODBURN COURT 39 Winter Park, FL MLS# O6356871
$199,999
3

Beds

2.1

Baths

1,151

Sq.Ft.

7480 WOODBURN COURT 39

Winter Park, FL

Courtesy of WEMERT GROUP REALTY LLC
View 7403 GLEN OAKS WAY 82 Winter Park, FL MLS# O6269989
$199,900
3

Beds

2.1

Baths

1,161

Sq.Ft.

7403 GLEN OAKS WAY 82

Winter Park, FL

Courtesy of OUTLET REALTY
View 626 SAINT JOHNS COURT S Winter Park, FL MLS# O6360149
$199,900
2

Beds

2.0

Baths

1,120

Sq.Ft.

626 SAINT JOHNS COURT S

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2500 LEE ROAD 222 Winter Park, FL MLS# O6368580
  • Recently Listed
1 of 25
$199,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 222

Winter Park, FL

Courtesy of HOMESMART
View 700 MELROSE AVENUE D21 Winter Park, FL MLS# O6344026
  • Adult Community with Virtual Tour
1 of 33
$198,800
1

Beds

1.0

Baths

871

Sq.Ft.

700 MELROSE AVENUE D21

Winter Park, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 3370 CEDAR SPRINGS PLACE 156 Winter Park, FL MLS# O6326460
$197,500
2

Beds

2.1

Baths

1,031

Sq.Ft.

3370 CEDAR SPRINGS PLACE 156

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
View 2923 ANTIQUE OAKS CIRCLE 37 Winter Park, FL MLS# A4632112
$196,400
2

Beds

2.0

Baths

1,105

Sq.Ft.

2923 ANTIQUE OAKS CIRCLE 37

Winter Park, FL

Courtesy of FLATFEE.COM
View 2500 LEE ROAD 208 Winter Park, FL MLS# O6297570
$195,000
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 208

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 2941 ANTIQUE OAKS CIRCLE 79 Winter Park, FL MLS# O6360167
$185,000
2

Beds

2.0

Baths

1,018

Sq.Ft.

2941 ANTIQUE OAKS CIRCLE 79

Winter Park, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 7426 WYNNEWOOD SQUARE 195 Winter Park, FL MLS# O6369034
  • Recently Listed with Virtual Tour
1 of 17
$185,000
3

Beds

2.0

Baths

1,117

Sq.Ft.

7426 WYNNEWOOD SQUARE 195

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
View 1250 S DENNING #122 STREET 00122 Winter Park, FL MLS# G5103457
$179,900
1

Beds

1.0

Baths

653

Sq.Ft.

1250 S DENNING #122 STREET 00122

Winter Park, FL

Courtesy of EDEN CREST REALTY, LLC
View 200 SAINT ANDREWS BOULEVARD 1905 Winter Park, FL MLS# O6360351
$179,900
2

Beds

2.0

Baths

987

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 1905

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2500 LEE RD 219 Winter Park, FL MLS# O6332524
  • Virtual Tour
1 of 37
$179,000
2

Beds

1.0

Baths

851

Sq.Ft.

2500 LEE RD 219

Winter Park, FL

Courtesy of SUNDIAL REAL ESTATE LLC
View 2500 LEE ROAD 232 Winter Park, FL MLS# O6340137
$179,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 232

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 7444 WOODBURN COURT 29 Winter Park, FL MLS# S5131940
$177,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7444 WOODBURN COURT 29

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 3651 N GOLDENROD ROAD E205 Winter Park, FL MLS# O6323065
$174,900
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD E205

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3651 N GOLDENROD ROAD E102 Winter Park, FL MLS# O6362614
$168,150
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD E102

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

301

Estimated median home price

$639,000
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 - 100K6
$100K - 200K40
$200K - 300K21
$300K - 400K19
$400K - 500K32
$500K - 600K26
$600K - 700K21
$700K - 800K22
$800K - 900K5
$900K - 1M11
$1M - Max98

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family176
Townhouse19
Condo77
Commercial5
Rental108
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 12/29/2025)

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 12/29/2025.