83 total properties
Did you mean the neighborhood Winter Park?
View 7471 CANFORD COURT 19 Winter Park, FL MLS# G5103114
$199,000
2

Beds

1.1

Baths

1,393

Sq.Ft.

7471 CANFORD COURT 19

Winter Park, FL

Courtesy of IAD REAL ESTATE
View 2924 ANTIQUE OAKS CIRCLE 46 Winter Park, FL MLS# S5144196
$195,000
2

Beds

2.0

Baths

1,105

Sq.Ft.

2924 ANTIQUE OAKS CIRCLE 46

Winter Park, FL

Courtesy of CENTURY 21 EDGE
View 4756 TANGERINE AVENUE 4756 Winter Park, FL MLS# R4911483
$195,000
2

Beds

2.0

Baths

1,058

Sq.Ft.

4756 TANGERINE AVENUE 4756

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 639 SAINT JOHNS COURT 639 Winter Park, FL MLS# O6402025
$194,900
2

Beds

2.0

Baths

1,120

Sq.Ft.

639 SAINT JOHNS COURT 639

Winter Park, FL

View 1250 S DENNING DRIVE 109 Winter Park, FL MLS# R4911491
  • Recently Listed with Virtual Tour
1 of 27
$190,000
1

Beds

1.0

Baths

658

Sq.Ft.

1250 S DENNING DRIVE 109

Winter Park, FL

View 2918 ANTIQUE OAKS CIRCLE 25 Winter Park, FL MLS# O6389113
$189,000
2

Beds

2.0

Baths

1,018

Sq.Ft.

2918 ANTIQUE OAKS CIRCLE 25

Winter Park, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
View 3370 CEDAR SPRINGS PLACE 156 Winter Park, FL MLS# O6326460
$185,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

3370 CEDAR SPRINGS PLACE 156

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
View 2923 ANTIQUE OAKS CIRCLE 39 Winter Park, FL MLS# OM695642
$184,999
2

Beds

2.0

Baths

1,105

Sq.Ft.

2923 ANTIQUE OAKS CIRCLE 39

Winter Park, FL

View 7301 CEDAR CREEK COURT 66 Winter Park, FL MLS# O6397477
$184,950
2

Beds

2.1

Baths

1,031

Sq.Ft.

7301 CEDAR CREEK COURT 66

Winter Park, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 2500 LEE RD. 222 Winter Park, FL MLS# O6368580
$184,900
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE RD. 222

Winter Park, FL

View 7327 FOREST HILL COURT 223 Winter Park, FL MLS# O6403841
$180,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7327 FOREST HILL COURT 223

Winter Park, FL

Courtesy of M L VAZ REALTY INC
View 2923 ANTIQUE OAKS CIRCLE 34 Winter Park, FL MLS# S5150301
$180,000
2

Beds

2.0

Baths

1,105

Sq.Ft.

2923 ANTIQUE OAKS CIRCLE 34

Winter Park, FL

View 4798 TANGERINE AVENUE 4798 Winter Park, FL MLS# S5150136
$180,000
2

Beds

2.0

Baths

1,058

Sq.Ft.

4798 TANGERINE AVENUE 4798

Winter Park, FL

View 3381 CEDAR SPRINGS PLACE 151 Winter Park, FL MLS# O6419959
  • Recently Listed with Virtual Tour
1 of 32
$179,900
2

Beds

2.1

Baths

1,031

Sq.Ft.

3381 CEDAR SPRINGS PLACE 151

Winter Park, FL

View 3360 ROYAL STREET Winter Park, FL MLS# O6423106
  • Recently Listed
1 of 2
$179,900
2

Beds

2.0

Baths

981

Sq.Ft.

3360 ROYAL STREET

Winter Park, FL

View 2923 ANTIQUE OAKS CIRCLE 37 Winter Park, FL MLS# A4632112
$178,900
2

Beds

2.0

Baths

1,105

Sq.Ft.

2923 ANTIQUE OAKS CIRCLE 37

Winter Park, FL

Courtesy of FLATFEE.COM
View 2500 LEE ROAD 208 Winter Park, FL MLS# O6297570
$175,000
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 208

Winter Park, FL

View 4768 TANGERINE AVENUE 4768 Winter Park, FL MLS# S5144503
$174,900
1

Beds

1.0

Baths

753

Sq.Ft.

4768 TANGERINE AVENUE 4768

Winter Park, FL

View 200 SAINT ANDREWS BOULEVARD 312 Winter Park, FL MLS# S5145794
$170,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 312

Winter Park, FL

View 7336 FOREST HILL COURT 240 Winter Park, FL MLS# O6386461
$169,900
2

Beds

1.1

Baths

990

Sq.Ft.

7336 FOREST HILL COURT 240

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

309

Estimated median home price

$725,000
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 - 200K43
$200K - 300K18
$300K - 400K13
$400K - 500K26
$500K - 600K21
$600K - 700K25
$700K - 800K11
$800K - 900K9
$900K - 1M6
$1M - Max133

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family189
Townhouse13
Condo76
Commercial6
Rental70
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 7/9/2026)

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 7/10/2026.