82 total properties
Did you mean the neighborhood Winter Park?
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 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 609 GALLERY DRIVE B204 Winter Park, FL MLS# O6357629
$275,000
2

Beds

2.0

Baths

893

Sq.Ft.

609 GALLERY DRIVE B204

Winter Park, FL

Courtesy of A2Z REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 615 WARRENTON ROAD Winter Park, FL MLS# O6356439
$320,000
2

Beds

2.0

Baths

1,221

Sq.Ft.

615 WARRENTON ROAD

Winter Park, FL

Courtesy of RE/MAX DOWNTOWN
View 2009 CORNELL AVENUE Winter Park, FL MLS# O6353956
$269,000
2

Beds

1.0

Baths

762

Sq.Ft.

2009 CORNELL AVENUE

Winter Park, FL

Courtesy of ORLANDO HOME DEALER LLC
View 311 SCOTTSDALE SQUARE 311 Winter Park, FL MLS# O6355536
$110,000
1

Beds

1.0

Baths

785

Sq.Ft.

311 SCOTTSDALE SQUARE 311

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 7309 Daniel Webster Dr 0-2B Winter Park, FL MLS# A11902093
$109,999
1

Beds

1.0

Baths

7309 Daniel Webster Dr 0-2B

Winter Park, FL

Courtesy of RE/MAX - CITY CENTRE REALTY
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 2905 ANTIQUE OAKS CIRCLE 6 Winter Park, FL MLS# O6354114
$159,000
1

Beds

1.0

Baths

749

Sq.Ft.

2905 ANTIQUE OAKS CIRCLE 6

Winter Park, FL

Courtesy of CLARA HERRERA REALTY
View 1083 EASTBROOK BOULEVARD Winter Park, FL MLS# S5136728
$379,990
4

Beds

2.0

Baths

1,530

Sq.Ft.

1083 EASTBROOK BOULEVARD

Winter Park, FL

Courtesy of ORANGE SLICE PROPERTIES
View 107 SCOTTSDALE SQUARE 107 Winter Park, FL MLS# O6352884
$100,000
1

Beds

1.0

Baths

756

Sq.Ft.

107 SCOTTSDALE SQUARE 107

Winter Park, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 3028 GEORGE MASON AVENUE 7 Winter Park, FL MLS# O6352795
$40,000
2

Beds

2.0

Baths

1,088

Sq.Ft.

3028 GEORGE MASON AVENUE 7

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 7341 DANIEL WEBSTER DRIVE c-2b Winter Park, FL MLS# O6350080
$80,000
1

Beds

1.0

Baths

525

Sq.Ft.

7341 DANIEL WEBSTER DRIVE c-2b

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1695 LEE ROAD C214 Winter Park, FL MLS# S5136332
$123,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C214

Winter Park, FL

Courtesy of PROFESSIONAL REAL ESTATE TEAM
View 7471 CANFORD COURT 19 Winter Park, FL MLS# G5103114
$210,000
2

Beds

1.1

Baths

1,393

Sq.Ft.

7471 CANFORD COURT 19

Winter Park, FL

Courtesy of IAD FLORIDA LLC
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 7326 SWALLOW RUN 7326 Winter Park, FL MLS# O6337449
$136,000
2

Beds

2.0

Baths

800

Sq.Ft.

7326 SWALLOW RUN 7326

Winter Park, FL

Courtesy of CREATIVE HOMES OF ORLANDO
View 770 CARVER STREET Winter Park, FL MLS# O6349509
$375,000
4

Beds

1.1

Baths

1,248

Sq.Ft.

770 CARVER STREET

Winter Park, FL

Courtesy of LEGENDS REALTY
View 1500 GAY ROAD 24B Winter Park, FL MLS# O6348568
$275,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 24B

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 700 MELROSE AVENUE J 23 Winter Park, FL MLS# O6347944
  • Adult Community with Virtual Tour
1 of 26
$235,000
1

Beds

1.0

Baths

772

Sq.Ft.

700 MELROSE AVENUE J 23

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES

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

299

Estimated median home price

$649,000
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 - 100K7
$100K - 200K40
$200K - 300K21
$300K - 400K18
$400K - 500K30
$500K - 600K26
$600K - 700K21
$700K - 800K22
$800K - 900K5
$900K - 1M11
$1M - Max98

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family174
Townhouse19
Condo78
Commercial5
Rental107
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 12/26/2025)

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 12/27/2025.