92 total properties
Did you mean the neighborhood Winter Park?
View 3367 RIVER VIEW WAY 450 Winter Park, FL MLS# O6436412
$1,800
3

Beds

2.1

Baths

1,151

Sq.Ft.

3367 RIVER VIEW WAY 450

Winter Park, FL

Courtesy of CINO INTERNATIONAL INC
View 350 N PHELPS AVENUE Winter Park, FL MLS# O6440072
$4,677
4

Beds

3.0

Baths

2,267

Sq.Ft.

350 N PHELPS AVENUE

Winter Park, FL

Courtesy of GOYAL & DECOSTER REALTY
View 660 OSCEOLA AVENUE 101 Winter Park, FL MLS# O6439850
$8,500
3

Beds

3.1

Baths

2,714

Sq.Ft.

660 OSCEOLA AVENUE 101

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1695 LEE ROAD A113 Winter Park, FL MLS# O6439662
$1,600
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD A113

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 652 SAINT JOHNS COURT 652 Winter Park, FL MLS# O6437920
$1,595
2

Beds

2.0

Baths

1,037

Sq.Ft.

652 SAINT JOHNS COURT 652

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 450 W CANTON AVENUE Winter Park, FL MLS# O6434931
$3,000
3

Beds

2.0

Baths

1,782

Sq.Ft.

450 W CANTON AVENUE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 7033 EASTER STREET Winter Park, FL MLS# O6428828
$2,850
4

Beds

3.0

Baths

2,151

Sq.Ft.

7033 EASTER STREET

Winter Park, FL

Courtesy of REAL BROKER, LLC
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 Address not provided Winter Park, FL MLS# O6435262
$2,400
Studio

Beds

0.0

Baths

Address not provided

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1720 MILLER AVENUE Winter Park, FL MLS# O6435312
$1,650
2

Beds

1.0

Baths

800

Sq.Ft.

1720 MILLER AVENUE

Winter Park, FL

Courtesy of KEEN REALTY GROUP, INC.
View 524 N LAKEMONT AVENUE Winter Park, FL MLS# O6434416
$2,000
3

Beds

2.0

Baths

1,432

Sq.Ft.

524 N LAKEMONT AVENUE

Winter Park, FL

Courtesy of ALLIANCE RENTAL HOMES
View 1695 LEE ROAD E215 Winter Park, FL MLS# O6434749
$1,750
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD E215

Winter Park, FL

Courtesy of FOWLKES REALTY CO
View 1618 INDIANA AVENUE 1616 Winter Park, FL MLS# O6434163
  • Adult Community with Virtual Tour
1 of 14
$1,800
2

Beds

1.0

Baths

802

Sq.Ft.

1618 INDIANA AVENUE 1616

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 1751 WESTCHESTER AVENUE Winter Park, FL MLS# O6433149
$2,100
3

Beds

2.0

Baths

1,068

Sq.Ft.

1751 WESTCHESTER AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 7446 WYNNEWOOD SQUARE 190 Winter Park, FL MLS# R4911800
$1,495
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
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 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

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

360

Estimated median home price

$849,000
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 - 300K27
$300K - 400K18
$400K - 500K31
$500K - 600K22
$600K - 700K25
$700K - 800K17
$800K - 900K16
$900K - 1M10
$1M - Max158

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family212
Townhouse22
Condo82
Commercial15
Rental100
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 11/15/2026)

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 11/15/2026.