80 total properties
Did you mean the neighborhood Winter Park?
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

View 301 S CAPEN AVE Winter Park, FL MLS# O6416050
  • Virtual Tour
1 of 26
$2,300
3

Beds

2.0

Baths

1,158

Sq.Ft.

301 S CAPEN AVE

Winter Park, FL

View 3220 OAK LAWN PLACE PLACE 210 Winter Park, FL MLS# S5150258
$1,900
3

Beds

2.1

Baths

1,151

Sq.Ft.

3220 OAK LAWN PLACE PLACE 210

Winter Park, FL

Courtesy of AGENT TRUST REALTY CORPORATION
The time to sell is now! THE TIME TO SELL IS NOW!
View 887 EASTBROOK BOULEVARD Winter Park, FL MLS# O6420055
$2,450
4

Beds

2.0

Baths

1,701

Sq.Ft.

887 EASTBROOK BOULEVARD

Winter Park, FL

View 1791 SPRUCE AVENUE Winter Park, FL MLS# O6420234
$4,900
3

Beds

2.0

Baths

1,776

Sq.Ft.

1791 SPRUCE AVENUE

Winter Park, FL

View 1695 LEE ROAD A101 Winter Park, FL MLS# O6419704
$1,650
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD A101

Winter Park, FL

View 1695 LEE ROAD B204 Winter Park, FL MLS# O6418108
$1,500
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD B204

Winter Park, FL

View 330 W MORSE BLVD 104 Winter Park, FL MLS# O6416951
$93,080
1,790

Sq.Ft.

330 W MORSE BLVD 104

Winter Park, FL

View 652 SAINT JHONS 652 Winter Park, FL MLS# TB8514256
$1,800
2

Beds

2.0

Baths

1,037

Sq.Ft.

652 SAINT JHONS 652

Winter Park, FL

View 7864 BROKEN ARROW TRAIL Winter Park, FL MLS# O6406209
$3,200
4

Beds

2.1

Baths

2,219

Sq.Ft.

7864 BROKEN ARROW TRAIL

Winter Park, FL

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 7307 SANDSCOVE COURT 5 Winter Park, FL MLS# O6392725
$37,800
23,760

Sq.Ft.

7307 SANDSCOVE COURT 5

Winter Park, FL

Courtesy of FUSILIER MANAGEMENT GROUP
View 2306 LEE ROAD Winter Park, FL MLS# O6390092
  • Virtual Tour
1 of 7
$29,150
550

Sq.Ft.

2306 LEE ROAD

Winter Park, FL

Courtesy of CENTURY 21 CARIOTI
View 663 HAROLD AVENUE Winter Park, FL MLS# O6387903
$42,000
10,429

Sq.Ft.

663 HAROLD AVENUE

Winter Park, FL

View 687 HAROLD AVENUE Winter Park, FL MLS# O6387921
  • New Construction
1 of 3
$84,000
4,500

Sq.Ft.

687 HAROLD AVENUE

Winter Park, FL

View 151 N ORLANDO AVENUE 118 Winter Park, FL MLS# O6386414
$2,000
2

Beds

1.0

Baths

1,500

Sq.Ft.

151 N ORLANDO AVENUE 118

Winter Park, FL

View 301 W COMSTOCK AVENUE Winter Park, FL MLS# O6385827
  • New Construction with Virtual Tour
1 of 17
$6,000
2

Beds

2.1

Baths

1,500

Sq.Ft.

301 W COMSTOCK AVENUE

Winter Park, FL

View 3651 N GOLDENROD ROAD 110 Winter Park, FL MLS# O6377754
$1,450
2

Beds

2.0

Baths

840

Sq.Ft.

3651 N GOLDENROD ROAD 110

Winter Park, FL

Courtesy of RIGHTHOUSE REALTY LLC
View 1049 N KENTUCKY AVENUE Winter Park, FL MLS# O6373029
$6,000
3

Beds

2.1

Baths

2,112

Sq.Ft.

1049 N KENTUCKY AVENUE

Winter Park, FL

View 3029 FORSYTH ROAD Winter Park, FL MLS# O6348919
$42,000
1,500

Sq.Ft.

3029 FORSYTH ROAD

Winter Park, FL

Courtesy of C BRENNER INC

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

373

Estimated median home price

$695,000
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 - 200K41
$200K - 300K23
$300K - 400K15
$400K - 500K32
$500K - 600K34
$600K - 700K38
$700K - 800K14
$800K - 900K11
$900K - 1M11
$1M - Max147

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family226
Townhouse22
Condo85
Commercial9
Rental80
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 8/22/2026)

Information deemed reliable but not guaranteed.

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 8/22/2026.