91 total properties
Did you mean the neighborhood Winter Park?
View 7487 CANFORD COURT 5 Winter Park, FL MLS# O6444245
  • Virtual Tour
1 of 20
$2,150
4

Beds

3.0

Baths

1,611

Sq.Ft.

7487 CANFORD COURT 5

Winter Park, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 7453 DANIEL WEBSTER DRIVE A5 Winter Park, FL MLS# O6442640
$1,500
2

Beds

2.0

Baths

1,063

Sq.Ft.

7453 DANIEL WEBSTER DRIVE A5

Winter Park, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 541 W CANTON AVENUE Winter Park, FL MLS# O6442825
  • New Construction with Virtual Tour
1 of 50
$12,000
4

Beds

3.1

Baths

3,553

Sq.Ft.

541 W CANTON AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 931 S SEMORAN BOULEVARD 208 Winter Park, FL MLS# O6442791
$41,886
2,327

Sq.Ft.

931 S SEMORAN BOULEVARD 208

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 163 SCOTTSDALE SQUARE 163 Winter Park, FL MLS# O6442834
$1,600
2

Beds

2.0

Baths

1,020

Sq.Ft.

163 SCOTTSDALE SQUARE 163

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 2918 ANTIQUE OAKS CIRCLE 30 Winter Park, FL MLS# O6442306
$1,550
2

Beds

2.0

Baths

1,018

Sq.Ft.

2918 ANTIQUE OAKS CIRCLE 30

Winter Park, FL

Courtesy of EXIT REAL ESTATE RESULTS
View 2809 W FAIRBANKS AVENUE Winter Park, FL MLS# O6441744
$2,400
3

Beds

2.0

Baths

1,570

Sq.Ft.

2809 W FAIRBANKS AVENUE

Winter Park, FL

Courtesy of H. & H. REALTY, INC.
View 7101 SWALLOW RUN Winter Park, FL MLS# O6441540
  • Virtual Tour
1 of 33
$1,895
3

Beds

2.1

Baths

1,565

Sq.Ft.

7101 SWALLOW RUN

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 3651 N GOLDENROD ROAD C201 Winter Park, FL MLS# O6440571
$1,350
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD C201

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
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
  • 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
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

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

361

Estimated median home price

$825,000
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 4
$100K - 200K 32
$200K - 300K 21
$300K - 400K 16
$400K - 500K 31
$500K - 600K 26
$600K - 700K 32
$700K - 800K 16
$800K - 900K 17
$900K - 1M 13
$1M - Max 153

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 216
Townhouse 23
Condo 77
Commercial 15
Rental 88
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 11/2/2026)

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 11/3/2026.