58 total properties
Did you mean the neighborhood Winter Park?
View 2500 LEE RD. 222 Winter Park, FL MLS# O6368580
$189,500
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE RD. 222

Winter Park, FL

Courtesy of HOMESMART
View 126 SCOTTSDALE SQUARE 126 Winter Park, FL MLS# S5140472
$150,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

126 SCOTTSDALE SQUARE 126

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 851 MILES AVENUE 13 Winter Park, FL MLS# O6368234
$209,999
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 1695 LEE ROAD E204 Winter Park, FL MLS# O6366205
$114,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E204

Winter Park, FL

Courtesy of LOKATION
View 7470 CANFORD COURT 23 Winter Park, FL MLS# O6360198
$248,900
3

Beds

2.1

Baths

1,580

Sq.Ft.

7470 CANFORD COURT 23

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 311 SCOTTSDALE SQUARE 311 Winter Park, FL MLS# O6355536
$109,900
1

Beds

1.0

Baths

785

Sq.Ft.

311 SCOTTSDALE SQUARE 311

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
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 FLORIDA LLC
View 3019 ANTIQUE OAKS CIRCLE 124 Winter Park, FL MLS# O6337083
$148,500
1

Beds

1.0

Baths

749

Sq.Ft.

3019 ANTIQUE OAKS CIRCLE 124

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 7444 WOODBURN COURT 29 Winter Park, FL MLS# S5131940
$165,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7444 WOODBURN COURT 29

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 2500 LEE RD 219 Winter Park, FL MLS# O6332524
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1 of 37
$164,000
2

Beds

1.0

Baths

851

Sq.Ft.

2500 LEE RD 219

Winter Park, FL

Courtesy of SUNDIAL REAL ESTATE LLC
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 3057 AARON BURR AVENUE 2 Winter Park, FL MLS# O6314262
$127,000
2

Beds

2.0

Baths

1,066

Sq.Ft.

3057 AARON BURR AVENUE 2

Winter Park, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
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

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 3071 GEORGE MASON AVENUE 5 Winter Park, FL MLS# O6289736
$89,900
Studio

Beds

1.0

Baths

549

Sq.Ft.

3071 GEORGE MASON AVENUE 5

Winter Park, FL

Courtesy of CASTLE & COTTAGE REALTY LLC
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.
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

Courtesy of GLOBALWIDE REALTY LLC
View 2500 LEE ROAD 202 Winter Park, FL MLS# O6277579
$224,999
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 202

Winter Park, FL

Courtesy of THE ANDERSON GROUP & CO PL
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

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

399

Estimated median home price

$775,000
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 - 100K3
$100K - 200K41
$200K - 300K25
$300K - 400K26
$400K - 500K29
$500K - 600K26
$600K - 700K31
$700K - 800K22
$800K - 900K15
$900K - 1M9
$1M - Max172

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family262
Townhouse16
Condo84
Commercial7
Rental71
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 6/4/2026)

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 6/4/2026.