18 total properties
Did you mean the neighborhood Winter Park?
View 3462 SEAGRAPE DRIVE Winter Park, FL MLS# O6453385
  • Recently Listed with Virtual Tour
1 of 28
$225,000
3

Beds

1.0

Baths

1,227

Sq.Ft.

3462 SEAGRAPE DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 4940 TANGERINE AVENUE 4940 Winter Park, FL MLS# O6450304
  • Recently Listed with Virtual Tour
1 of 66
$249,000
3

Beds

2.0

Baths

1,345

Sq.Ft.

4940 TANGERINE AVENUE 4940

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 7463 CANFORD COURT 15 Winter Park, FL MLS# O6452947
  • Recently Listed
1 of 44
$270,000
3

Beds

2.1

Baths

1,580

Sq.Ft.

7463 CANFORD COURT 15

Winter Park, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 4786 TANGERINE AVENUE 4786 Winter Park, FL MLS# S5159925
  • Recently Listed with Virtual Tour
1 of 52
$220,000
2

Beds

1.1

Baths

1,281

Sq.Ft.

4786 TANGERINE AVENUE 4786

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1500 GAY ROAD 26-C Winter Park, FL MLS# O6448226
  • Virtual Tour
1 of 25
$255,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 26-C

Winter Park, FL

Courtesy of SOTERA LIVING
View 1250 S DENNING DRIVE 119 Winter Park, FL MLS# O6444618
$265,000
2

Beds

2.0

Baths

908

Sq.Ft.

1250 S DENNING DRIVE 119

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 450 N LAKEMONT AVE Winter Park, FL MLS# O6445021
  • Virtual Tour
1 of 25
$200,000

450 N LAKEMONT AVE

Winter Park, FL

Courtesy of DOVER INTERNATIONAL CO., INC.
View 1250 S DENNING DRIVE 127 Winter Park, FL MLS# O6439854
$245,000
2

Beds

2.0

Baths

908

Sq.Ft.

1250 S DENNING DRIVE 127

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 151 N ORLANDO AVENUE 242 Winter Park, FL MLS# O6437574
$269,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE 242

Winter Park, FL

Courtesy of COLONIALTOWN REALTY
View 1250 S DENNING DR Unit 233 Winter Park, FL MLS# O6430611
$242,500
2

Beds

2.0

Baths

913

Sq.Ft.

1250 S DENNING DR Unit 233

Winter Park, FL

Courtesy of STOCKWORTH REALTY GROUP
View 7413 BELLE RIVER COURT 3 Winter Park, FL MLS# O6430667
$214,900
3

Beds

2.1

Baths

1,151

Sq.Ft.

7413 BELLE RIVER COURT 3

Winter Park, FL

Courtesy of OUTLET REALTY
View 669 W COMSTOCK AVENUE Winter Park, FL MLS# TB8535201
$210,000
0.0

Baths

669 W COMSTOCK AVENUE

Winter Park, FL

Courtesy of HOMECOIN.COM
View 7488 WHISPERWOOD DRIVE 28 Winter Park, FL MLS# O6419151
$210,000
2

Beds

2.1

Baths

1,578

Sq.Ft.

7488 WHISPERWOOD DRIVE 28

Winter Park, FL

Courtesy of PARKVIEW REAL ESTATE
View 1500 GAY ROAD 3C Winter Park, FL MLS# O6417533
  • Virtual Tour
1 of 26
$235,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 3C

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 151 NORTH ORLANDO AVENUE 142 Winter Park, FL MLS# O6412768
$199,900
1

Beds

1.0

Baths

582

Sq.Ft.

151 NORTH ORLANDO AVENUE 142

Winter Park, FL

Courtesy of CREEGAN GROUP
View 2500 LEE ROAD 220 Winter Park, FL MLS# O6411927
  • Virtual Tour
1 of 28
$199,900
2

Beds

1.0

Baths

851

Sq.Ft.

2500 LEE ROAD 220

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 7454 WYNNEWOOD SQUARE 188 Winter Park, FL MLS# O6386578
  • Adult Community with Virtual Tour
1 of 29
$229,000
3

Beds

2.1

Baths

1,151

Sq.Ft.

7454 WYNNEWOOD SQUARE 188

Winter Park, FL

Courtesy of APPLE REALTY
View 1695 LEE ROAD C202 Winter Park, FL MLS# O6285607
$205,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD C202

Winter Park, FL

Courtesy of PRIMESTATE REALTY, 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

365

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 34
$200K - 300K 21
$300K - 400K 16
$400K - 500K 31
$500K - 600K 26
$600K - 700K 33
$700K - 800K 16
$800K - 900K 17
$900K - 1M 13
$1M - Max 154

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 218
Townhouse 23
Condo 79
Commercial 15
Rental 90
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 11/1/2026)

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 11/2/2026.