24 total properties
Did you mean the neighborhood Winter Park?
View 200 ST ANDREWS BOULEVARD 906 Winter Park, FL MLS# O6453614
  • Recently Listed with Virtual Tour
1 of 30
$175,000
1

Beds

1.0

Baths

727

Sq.Ft.

200 ST ANDREWS BOULEVARD 906

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
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 4832 TANGERINE AVENUE 4832 Winter Park, FL MLS# O6451613
  • Recently Listed with Virtual Tour
1 of 15
$188,800
2

Beds

2.0

Baths

1,058

Sq.Ft.

4832 TANGERINE AVENUE 4832

Winter Park, FL

Courtesy of STARHOMES 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 4882 TANGERINE AVENUE 4882 Winter Park, FL MLS# O6448605
$185,000
2

Beds

1.1

Baths

1,281

Sq.Ft.

4882 TANGERINE AVENUE 4882

Winter Park, FL

Courtesy of SIMPLYSOLD REAL ESTATE PREMIER
View 200 SAINT ANDREWS BOULEVARD 3408 Winter Park, FL MLS# O6446586
$170,000
1

Beds

1.0

Baths

793

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 3408

Winter Park, FL

Courtesy of PARK 26 REALTY LLC
View 450 N LAKEMONT AVE Winter Park, FL MLS# O6445021
$200,000

450 N LAKEMONT AVE

Winter Park, FL

Courtesy of DOVER INTERNATIONAL CO., INC.
View 7476 WOODBURN COURT 38 Winter Park, FL MLS# O6434437
$170,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7476 WOODBURN COURT 38

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 623 GRENADINE COURT 623 Winter Park, FL MLS# O6434195
$194,900
2

Beds

2.0

Baths

1,037

Sq.Ft.

623 GRENADINE COURT 623

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 7468 CANFORD COURT 24 Winter Park, FL MLS# O6433680
$184,900
2

Beds

1.1

Baths

1,365

Sq.Ft.

7468 CANFORD COURT 24

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 1695 LEE ROAD D107 Winter Park, FL MLS# O6425124
$180,000
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD D107

Winter Park, FL

Courtesy of PRIMESTATE REALTY, INC.
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 7450 WYNNEWOOD SQUARE 189 Winter Park, FL MLS# O6425486
$170,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7450 WYNNEWOOD SQUARE 189

Winter Park, FL

Courtesy of REAL ESTATE PROFESSIONALS SE
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
$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 7327 FOREST HILL COURT 223 Winter Park, FL MLS# O6403841
$175,000
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 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

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

360

Estimated median home price

$799,999
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 - 100K3
$100K - 200K35
$200K - 300K20
$300K - 400K15
$400K - 500K31
$500K - 600K26
$600K - 700K35
$700K - 800K16
$800K - 900K15
$900K - 1M13
$1M - Max151

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family215
Townhouse22
Condo77
Commercial15
Rental90
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 10/30/2026)

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 10/31/2026.