86 total properties
Did you mean the neighborhood Winter Park?
View 274 N RANGER BOULEVARD Winter Park, FL MLS# O6440175
$3,990
3

Beds

2.0

Baths

1,420

Sq.Ft.

274 N RANGER BOULEVARD

Winter Park, FL

Courtesy of EXPLORE FLORIDA REALTY SERVICES LLC
View 350 N PHELPS AVENUE Winter Park, FL MLS# O6440072
  • Virtual Tour
1 of 50
$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
  • Virtual Tour
1 of 13
$1,600
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD A113

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 7336 FOREST HILL COURT 240 Winter Park, FL MLS# O6438878
$1,680
2

Beds

1.1

Baths

990

Sq.Ft.

7336 FOREST HILL COURT 240

Winter Park, FL

Courtesy of REALIZE INTERNATIONAL REALTY L
View 3651 N GOLDENROD ROAD A103 Winter Park, FL MLS# O6439090
$1,575
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD A103

Winter Park, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 1939 GUNN ROAD Winter Park, FL MLS# O6437716
  • Virtual Tour
1 of 28
$3,400
3

Beds

2.0

Baths

1,438

Sq.Ft.

1939 GUNN ROAD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 652 SAINT JOHNS COURT 652 Winter Park, FL MLS# O6437920
$1,600
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
  • Virtual Tour
1 of 38
$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
  • Virtual Tour
1 of 42
$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 1741 MIZELL AVENUE Winter Park, FL MLS# O6435821
  • Virtual Tour
1 of 37
$4,200
3

Beds

2.0

Baths

2,015

Sq.Ft.

1741 MIZELL AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View Address not provided Winter Park, FL MLS# O6435262
$2,500
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
  • Virtual Tour
1 of 15
$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
  • Virtual Tour
1 of 40
$1,850
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 2028 ALBERT LEE PARKWAY Winter Park, FL MLS# O6432598
$1,995
3

Beds

1.1

Baths

1,514

Sq.Ft.

2028 ALBERT LEE PARKWAY

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 2341 DEVON COURT Winter Park, FL MLS# O6433527
  • Virtual Tour
1 of 31
$4,079
3

Beds

2.0

Baths

1,428

Sq.Ft.

2341 DEVON COURT

Winter Park, FL

Courtesy of EXIT REALTY PREMIER LEGACY
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

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

Price Count
$0 - 100K 3
$100K - 200K 34
$200K - 300K 20
$300K - 400K 17
$400K - 500K 31
$500K - 600K 24
$600K - 700K 35
$700K - 800K 16
$800K - 900K 14
$900K - 1M 15
$1M - Max 142

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 206
Townhouse 22
Condo 76
Commercial 15
Rental 85
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 6
Mobile Home 0
Farms 0

(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.