14 total properties
Did you mean the neighborhood Winter Park?
View 126 SCOTTSDALE SQUARE 126 Winter Park, FL MLS# S5140472
  • Recently Listed with Virtual Tour
1 of 25
$99,900
2

Beds

1.1

Baths

1,085

Sq.Ft.

126 SCOTTSDALE SQUARE 126

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 1695 LEE ROAD E204 Winter Park, FL MLS# O6366205
  • Recently Listed with Virtual Tour
1 of 27
$129,900
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E204

Winter Park, FL

Courtesy of LOKATION
View 1695 LEE ROAD E211 Winter Park, FL MLS# L4957574
$129,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E211

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
The time to sell is now! THE TIME TO SELL IS NOW!
View 311 SCOTTSDALE SQUARE 311 Winter Park, FL MLS# O6355536
$110,000
1

Beds

1.0

Baths

785

Sq.Ft.

311 SCOTTSDALE SQUARE 311

Winter Park, FL

Courtesy of EMPIRE NETWORK REALTY
View 7309 Daniel Webster Dr 0-2B Winter Park, FL MLS# A11902093
$109,999
1

Beds

1.0

Baths

7309 Daniel Webster Dr 0-2B

Winter Park, FL

Courtesy of RE/MAX - CITY CENTRE REALTY
View 107 SCOTTSDALE SQUARE 107 Winter Park, FL MLS# O6352884
$100,000
1

Beds

1.0

Baths

756

Sq.Ft.

107 SCOTTSDALE SQUARE 107

Winter Park, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 3028 GEORGE MASON AVENUE 7 Winter Park, FL MLS# O6352795
$40,000
2

Beds

2.0

Baths

1,088

Sq.Ft.

3028 GEORGE MASON AVENUE 7

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 7341 DANIEL WEBSTER DRIVE c-2b Winter Park, FL MLS# O6350080
$80,000
1

Beds

1.0

Baths

525

Sq.Ft.

7341 DANIEL WEBSTER DRIVE c-2b

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1695 LEE ROAD C214 Winter Park, FL MLS# S5136332
$123,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C214

Winter Park, FL

Courtesy of PROFESSIONAL REAL ESTATE TEAM
View 182 SCOTTSDALE SQUARE 182 Winter Park, FL MLS# O6346135
$80,000
1

Beds

1.0

Baths

756

Sq.Ft.

182 SCOTTSDALE SQUARE 182

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
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 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 334 SCOTTSDALE SQUARE 334 Winter Park, FL MLS# V4940331
$130,000
3

Beds

2.0

Baths

1,250

Sq.Ft.

334 SCOTTSDALE SQUARE 334

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 126 SCOTTSDALE SQUARE 126 Winter Park, FL MLS# O6261570
$100,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

126 SCOTTSDALE SQUARE 126

Winter Park, FL

Courtesy of LPT REALTY, LLC

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

303

Estimated median home price

$639,000
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 - 100K7
$100K - 200K40
$200K - 300K21
$300K - 400K19
$400K - 500K32
$500K - 600K26
$600K - 700K21
$700K - 800K22
$800K - 900K5
$900K - 1M11
$1M - Max99

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family177
Townhouse20
Condo78
Commercial5
Rental111
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 12/24/2025)

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 12/25/2025.