79 total properties
Did you mean the neighborhood Winter Park?
View 2500 LEE ROAD 232 Winter Park, FL MLS# O6404916
$159,000
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 232

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3037 ANTIQUE OAKS CIRCLE 156 Winter Park, FL MLS# O6420008
  • Recently Listed with Virtual Tour
1 of 21
$154,900
1

Beds

1.0

Baths

749

Sq.Ft.

3037 ANTIQUE OAKS CIRCLE 156

Winter Park, FL

View 3282 OAK LAKE PLACE 3282 Winter Park, FL MLS# O6403912
$154,500
2

Beds

1.1

Baths

990

Sq.Ft.

3282 OAK LAKE PLACE 3282

Winter Park, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1695 LEE ROAD E215 Winter Park, FL MLS# O6383089
$149,990
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD E215

Winter Park, FL

Courtesy of FOWLKES REALTY CO
View 1000 S SEMORAN BOULEVARD 306 Winter Park, FL MLS# R4911525
  • Recently Listed with Virtual Tour
1 of 13
$148,000
1

Beds

1.0

Baths

796

Sq.Ft.

1000 S SEMORAN BOULEVARD 306

Winter Park, FL

View 1000 S SEMORAN BOULEVARD 404 Winter Park, FL MLS# R4911526
  • Recently Listed with Virtual Tour
1 of 5
$148,000
1

Beds

1.0

Baths

776

Sq.Ft.

1000 S SEMORAN BOULEVARD 404

Winter Park, FL

View 1000 S SEMORAN BOULEVARD 408 Winter Park, FL MLS# R4911527
  • Recently Listed with Virtual Tour
1 of 11
$148,000
1

Beds

1.0

Baths

776

Sq.Ft.

1000 S SEMORAN BOULEVARD 408

Winter Park, FL

View 3019 ANTIQUE OAKS CIRCLE 124 Winter Park, FL MLS# O6337083
$144,500
1

Beds

1.0

Baths

749

Sq.Ft.

3019 ANTIQUE OAKS CIRCLE 124

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 3021 AARON BURR AVENUE 3 Winter Park, FL MLS# S5147382
$140,000
2

Beds

2.1

Baths

1,090

Sq.Ft.

3021 AARON BURR AVENUE 3

Winter Park, FL

Courtesy of NAIM REAL ESTATE LLC
View 1695 LEE ROAD A116 Winter Park, FL MLS# O6420863
  • Recently Listed with Virtual Tour
1 of 18
$135,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD A116

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1695 LEE ROAD E103 Winter Park, FL MLS# S5146352
$134,900
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E103

Winter Park, FL

Courtesy of RE/MAX SELECT GROUP
View 1000 S SEMORAN BOULEVARD 715 Winter Park, FL MLS# S5144243
$122,990
1

Beds

1.0

Baths

735

Sq.Ft.

1000 S SEMORAN BOULEVARD 715

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 311 SCOTTSDALE SQUARE 311 Winter Park, FL MLS# O6355536
$109,500
1

Beds

1.0

Baths

785

Sq.Ft.

311 SCOTTSDALE SQUARE 311

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 1695 LEE ROAD D211 Winter Park, FL MLS# O6396190
$109,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD D211

Winter Park, FL

View 3060 George Mason D Winter Park, FL MLS# A12044474
$107,000
2

Beds

2.0

Baths

1,062

Sq.Ft.

3060 George Mason D

Winter Park, FL

Courtesy of CAPITAL INTL REALTY LLC
View 1695 LEE ROAD B210 Winter Park, FL MLS# O6375872
$95,000
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD B210

Winter Park, FL

View 1695 LEE ROAD B108 Winter Park, FL MLS# O6422568
  • Recently Listed with Virtual Tour
1 of 15
$89,999
1

Beds

1.0

Baths

638

Sq.Ft.

1695 LEE ROAD B108

Winter Park, FL

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 252 SCOTTSDALE SQ 252 Winter Park, FL MLS# O6421977
$85,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

252 SCOTTSDALE SQ 252

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

306

Estimated median home price

$735,000
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 - 200K41
$200K - 300K18
$300K - 400K14
$400K - 500K25
$500K - 600K21
$600K - 700K24
$700K - 800K11
$800K - 900K11
$900K - 1M5
$1M - Max132

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family186
Townhouse14
Condo73
Commercial7
Rental72
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 7/10/2026)

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.