56 total properties
Did you mean the neighborhood Winter Park?
View 151 N ORLANDO AVENUE 204 Winter Park, FL MLS# O6307468
$229,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE 204

Winter Park, FL

Courtesy of MAINFRAME REAL ESTATE
View 1695 LEE ROAD E215 Winter Park, FL MLS# S5125345
$160,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD E215

Winter Park, FL

Courtesy of LA ROSA REALTY CENTRAL FLORIDA
View 200 SAINT ANDREWS BOULEVARD 2306 Winter Park, FL MLS# O6301808
$219,000
2

Beds

2.0

Baths

1,015

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2306

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 3254 OAK LAKE PLACE 137 Winter Park, FL MLS# O6298927
$214,900
2

Beds

2.1

Baths

1,031

Sq.Ft.

3254 OAK LAKE PLACE 137

Winter Park, FL

Courtesy of GLOBAL ENTERPRISE REALTY GROUP
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 3071 GEORGE MASON AVENUE 5 Winter Park, FL MLS# O6289736
$89,900
Studio

Beds

1.0

Baths

549

Sq.Ft.

3071 GEORGE MASON AVENUE 5

Winter Park, FL

Courtesy of CASTLE & COTTAGE REALTY LLC
View 1695 LEE ROAD C202 Winter Park, FL MLS# O6285607
$210,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD C202

Winter Park, FL

Courtesy of PRIMESTATE REALTY, INC.
View 3011 GEORGE MASON AVENUE 3 Winter Park, FL MLS# G5093322
$135,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

3011 GEORGE MASON AVENUE 3

Winter Park, FL

Courtesy of WHEATLEY REALTY GROUP
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 334 SCOTTSDALE SQUARE 334 Winter Park, FL MLS# V4940331
$130,000
3

Beds

2.0

Baths

1,250

Sq.Ft.

334 SCOTTSDALE SQUARE 334

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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 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 126 SCOTTSDALE SQUARE 126 Winter Park, FL MLS# O6261570
$100,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

126 SCOTTSDALE SQUARE 126

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 1695 LEE ROAD B216 Winter Park, FL MLS# O6260106
$134,900
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD B216

Winter Park, FL

Courtesy of RE/MAX ASSURED
View 3053 GEORGE MASON AVENUE 8 Winter Park, FL MLS# O6256375
$139,900
2

Beds

2.0

Baths

1,030

Sq.Ft.

3053 GEORGE MASON AVENUE 8

Winter Park, FL

Courtesy of GRAVES REALTY
View 3038 ANTIQUE OAKS CIRCLE 166 Winter Park, FL MLS# O6156853
$220,000
2

Beds

2.0

Baths

1,018

Sq.Ft.

3038 ANTIQUE OAKS CIRCLE 166

Winter Park, FL

Courtesy of YOUNG REAL ESTATE

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 12/28/2025)

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.