86 total properties
Did you mean the neighborhood Winter Park?
View 7446 WYNNEWOOD SQUARE 190 Winter Park, FL MLS# R4911800
$1,595
2

Beds

2.1

Baths

1,031

Sq.Ft.

7446 WYNNEWOOD SQUARE 190

Winter Park, FL

Courtesy of KIMBRIDGE 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
View 1136 S PENNSYLVANIA AVENUE Winter Park, FL MLS# O6430077
$5,600
3

Beds

3.0

Baths

2,434

Sq.Ft.

1136 S PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of CENTRAL FLORIDA PRIME REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1409 MICHIGAN AVENUE Winter Park, FL MLS# O6430070
$3,100
3

Beds

2.1

Baths

1,803

Sq.Ft.

1409 MICHIGAN AVENUE

Winter Park, FL

Courtesy of UNIONE REALTY INC
View 616 ELLENDALE DRIVE Winter Park, FL MLS# O6428076
$4,000
4

Beds

2.0

Baths

1,405

Sq.Ft.

616 ELLENDALE DRIVE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY LLC
View 612 TRINIDAD COURT 612 Winter Park, FL MLS# O6429437
$1,750
2

Beds

2.0

Baths

1,037

Sq.Ft.

612 TRINIDAD COURT 612

Winter Park, FL

Courtesy of JEXOR LLC
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 1368 HIBISCUS AVENUE Winter Park, FL MLS# O6429182
$7,250
4

Beds

2.1

Baths

2,394

Sq.Ft.

1368 HIBISCUS AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1695 LEE ROAD C103 Winter Park, FL MLS# O6425155
$1,600
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C103

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 1442 PALM AVENUE Winter Park, FL MLS# O6421394
  • Virtual Tour
1 of 33
$9,900
5

Beds

6.0

Baths

2,735

Sq.Ft.

1442 PALM AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 700 MELROSE AVENUE A5 Winter Park, FL MLS# O6428424
  • Adult Community with Virtual Tour
1 of 21
$2,250
2

Beds

2.0

Baths

1,074

Sq.Ft.

700 MELROSE AVENUE A5

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 151 N ORLANDO AVENUE 207 Winter Park, FL MLS# O6425110
$2,150
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE 207

Winter Park, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
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 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 4812 TANGERINE AVENUE 4812 Winter Park, FL MLS# O6420610
$1,700
2

Beds

2.0

Baths

1,058

Sq.Ft.

4812 TANGERINE AVENUE 4812

Winter Park, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 301 S CAPEN AVE Winter Park, FL MLS# O6416050
  • Virtual Tour
1 of 26
$2,200
3

Beds

2.0

Baths

1,158

Sq.Ft.

301 S CAPEN AVE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 3220 OAK LAWN PLACE PLACE 210 Winter Park, FL MLS# S5150258
$1,800
3

Beds

2.1

Baths

1,151

Sq.Ft.

3220 OAK LAWN PLACE PLACE 210

Winter Park, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 330 W MORSE BLVD 104 Winter Park, FL MLS# O6416951
$98,450
1,790

Sq.Ft.

330 W MORSE BLVD 104

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 2530 PASSAMONTE DRIVE 10E Winter Park, FL MLS# O6400096
$2,600
3

Beds

2.1

Baths

1,837

Sq.Ft.

2530 PASSAMONTE DRIVE 10E

Winter Park, FL

Courtesy of EXP REALTY LLC
View 2306 LEE ROAD Winter Park, FL MLS# O6390092
  • Virtual Tour
1 of 30
$29,150
550

Sq.Ft.

2306 LEE ROAD

Winter Park, FL

Courtesy of CENTURY 21 CARIOTI

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

351

Estimated median home price

$775,000
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 - 100K3
$100K - 200K34
$200K - 300K20
$300K - 400K17
$400K - 500K31
$500K - 600K24
$600K - 700K35
$700K - 800K16
$800K - 900K14
$900K - 1M15
$1M - Max142

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family206
Townhouse22
Condo76
Commercial15
Rental85
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 10/25/2026)

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 10/26/2026.