26 total properties
Did you mean the neighborhood Winter Park?
View 1920 WOODCREST DRIVE 9 Winter Park, FL MLS# O6369943
$229,000
2

Beds

2.0

Baths

1,010

Sq.Ft.

1920 WOODCREST DRIVE 9

Winter Park, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 2500 LEE ROAD 222 Winter Park, FL MLS# O6368580
  • Recently Listed
1 of 25
$199,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 222

Winter Park, FL

Courtesy of HOMESMART
View 851 MILES AVENUE 13 Winter Park, FL MLS# O6368234
  • Recently Listed with Virtual Tour
1 of 24
OPEN HOUSE: Saturday 1/3 12:00 PM - 2:00 PM
$219,000
2

Beds

1.0

Baths

808

Sq.Ft.

851 MILES AVENUE 13

Winter Park, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 200 Saint Andrews 3001 Winter Park, FL MLS# A11924851
$237,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

200 Saint Andrews 3001

Winter Park, FL

Courtesy of KLEROS REALTY
View 1913 WOODCREST DRIVE B Winter Park, FL MLS# O6366067
  • Virtual Tour
1 of 22
OPEN HOUSE: Sunday 1/4 1:00 PM - 3:00 PM
$225,000
2

Beds

2.0

Baths

987

Sq.Ft.

1913 WOODCREST DRIVE B

Winter Park, FL

Courtesy of FUTURE HOME REALTY INC
View 623 SAINT JOHNS COURT 623 Winter Park, FL MLS# O6362363
$200,000
2

Beds

2.0

Baths

1,120

Sq.Ft.

623 SAINT JOHNS COURT 623

Winter Park, FL

Courtesy of CENTURY 21 CARIOTI
View 151 N ORLANDO AVENUE 226 Winter Park, FL MLS# O6361027
$215,000
2

Beds

1.0

Baths

768

Sq.Ft.

151 N ORLANDO AVENUE 226

Winter Park, FL

Courtesy of LOKATION
View 626 SAINT JOHNS COURT S Winter Park, FL MLS# O6360149
$199,900
2

Beds

2.0

Baths

1,120

Sq.Ft.

626 SAINT JOHNS COURT S

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1786 N SEMORAN BOULEVARD Winter Park, FL MLS# A4671024
$200,000
3,212

Sq.Ft.

1786 N SEMORAN BOULEVARD

Winter Park, FL

Courtesy of BHHS EWM REALTY
View 7480 WOODBURN COURT 39 Winter Park, FL MLS# O6356871
$199,999
3

Beds

2.1

Baths

1,151

Sq.Ft.

7480 WOODBURN COURT 39

Winter Park, FL

Courtesy of WEMERT GROUP REALTY LLC
View 2009 CORNELL AVENUE Winter Park, FL MLS# O6353956
$269,000
2

Beds

1.0

Baths

762

Sq.Ft.

2009 CORNELL AVENUE

Winter Park, FL

Courtesy of ORLANDO HOME DEALER LLC
View 7471 CANFORD COURT 19 Winter Park, FL MLS# G5103114
$210,000
2

Beds

1.1

Baths

1,393

Sq.Ft.

7471 CANFORD COURT 19

Winter Park, FL

Courtesy of IAD FLORIDA LLC
View 1500 GAY ROAD 24B Winter Park, FL MLS# O6348568
  • Virtual Tour
1 of 17
OPEN HOUSE: Sunday 1/4 2:00 PM - 4:00 PM
$269,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 24B

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 700 MELROSE AVENUE J 23 Winter Park, FL MLS# O6347944
  • Adult Community with Virtual Tour
1 of 26
$235,000
1

Beds

1.0

Baths

772

Sq.Ft.

700 MELROSE AVENUE J 23

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 151 N ORLANDO AVENUE 101 Winter Park, FL MLS# G5102278
$260,000
2

Beds

1.0

Baths

804

Sq.Ft.

151 N ORLANDO AVENUE 101

Winter Park, FL

Courtesy of THE FLORIDA PROPERTY SHOP SALE
View 7457 BELLE RIVER COURT 12 Winter Park, FL MLS# O6340434
$210,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7457 BELLE RIVER COURT 12

Winter Park, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 3370 CEDAR SPRINGS PLACE 156 Winter Park, FL MLS# O6326460
$197,500
2

Beds

2.1

Baths

1,031

Sq.Ft.

3370 CEDAR SPRINGS PLACE 156

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
View 3580 ALOMA AVENUE A Winter Park, FL MLS# O6312531
$225,000
1,104

Sq.Ft.

3580 ALOMA AVENUE A

Winter Park, FL

Courtesy of EXP REALTY LLC
View 151 N ORLANDO AVENUE 204 Winter Park, FL MLS# O6307468
$229,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE 204

Winter Park, FL

Courtesy of MAINFRAME REAL ESTATE
View 2500 LEE ROAD 208 Winter Park, FL MLS# O6297570
$195,000
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 208

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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

279

Estimated median home price

$679,000
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 - 100K6
$100K - 200K35
$200K - 300K20
$300K - 400K16
$400K - 500K24
$500K - 600K22
$600K - 700K21
$700K - 800K22
$800K - 900K4
$900K - 1M11
$1M - Max98

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family162
Townhouse19
Condo68
Commercial5
Rental108
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 1/3/2026)

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 1/3/2026.