312 total properties
Did you mean the neighborhood Winter Park?
View 187 SCOTTSDALE SQUARE 187 Winter Park, FL MLS# S5144384
$78,000
1

Beds

1.0

Baths

785

Sq.Ft.

187 SCOTTSDALE SQUARE 187

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 282 SCOTTSDALE SQUARE 282 Winter Park, FL MLS# V4947284
$79,000
1

Beds

1.0

Baths

756

Sq.Ft.

282 SCOTTSDALE SQUARE 282

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7309 Daniel Webster Dr 0-2B Winter Park, FL MLS# A11902093
$89,000
1

Beds

1.0

Baths

7309 Daniel Webster Dr 0-2B

Winter Park, FL

Courtesy of RE/MAX - CITY CENTRE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
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 3060 GEORGE MASON AVENUE 10C Winter Park, FL MLS# O6371260
$99,900
1

Beds

1.0

Baths

803

Sq.Ft.

3060 GEORGE MASON AVENUE 10C

Winter Park, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
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 1695 LEE ROAD C214 Winter Park, FL MLS# S5136332
$115,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD C214

Winter Park, FL

Courtesy of PROFESSIONAL REAL ESTATE TEAM
View 1695 LEE ROAD E211 Winter Park, FL MLS# L4957574
$124,990
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E211

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 1000 S SEMORAN BOULEVARD 715 Winter Park, FL MLS# S5144243
  • Recently Listed with Virtual Tour
1 of 14
$125,000
1

Beds

1.0

Baths

735

Sq.Ft.

1000 S SEMORAN BOULEVARD 715

Winter Park, FL

Courtesy of LPT REALTY, 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 1695 LEE ROAD E204 Winter Park, FL MLS# O6366205
$127,400
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD E204

Winter Park, FL

Courtesy of LOKATION
View 1000 S SEMORAN BOULEVARD 512 Winter Park, FL MLS# O6379459
$128,500
2

Beds

2.0

Baths

1,072

Sq.Ft.

1000 S SEMORAN BOULEVARD 512

Winter Park, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 3053 GEORGE MASON AVENUE 8 Winter Park, FL MLS# O6256375
$129,900
2

Beds

2.0

Baths

1,030

Sq.Ft.

3053 GEORGE MASON AVENUE 8

Winter Park, FL

Courtesy of GRAVES REALTY
View 2500 LEE ROAD 243 Winter Park, FL MLS# O6315656
    1 of 28
    OPEN HOUSE: Sunday 3/8 11:00 AM - 1:00 PM
    $145,000
    1

    Beds

    1.0

    Baths

    645

    Sq.Ft.

    2500 LEE ROAD 243

    Winter Park, FL

    Courtesy of KELLER WILLIAMS WINTER PARK
    View 3021 AARON BURR AVENUE 3 Winter Park, FL MLS# S5138926
    $145,000
    2

    Beds

    2.1

    Baths

    1,090

    Sq.Ft.

    3021 AARON BURR AVENUE 3

    Winter Park, FL

    Courtesy of LA ROSA REALTY ORLANDO LLC
    View 2948 ANTIQUE OAKS CIRCLE 94 Winter Park, FL MLS# O6342254
    $150,000
    1

    Beds

    1.0

    Baths

    749

    Sq.Ft.

    2948 ANTIQUE OAKS CIRCLE 94

    Winter Park, FL

    Courtesy of THE PAMPAS REAL ESTATE GROUP, LLC.
    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 3019 ANTIQUE OAKS CIRCLE 124 Winter Park, FL MLS# O6337083
    $154,000
    1

    Beds

    1.0

    Baths

    749

    Sq.Ft.

    3019 ANTIQUE OAKS CIRCLE 124

    Winter Park, FL

    Courtesy of COLDWELL BANKER REALTY
    View 2905 ANTIQUE OAKS CIRCLE 6 Winter Park, FL MLS# O6354114
    $155,000
    1

    Beds

    1.0

    Baths

    749

    Sq.Ft.

    2905 ANTIQUE OAKS CIRCLE 6

    Winter Park, FL

    Courtesy of CLARA HERRERA REALTY
    View 2500 LEE ROAD 110 Winter Park, FL MLS# O6375907
    $159,900
    1

    Beds

    1.0

    Baths

    645

    Sq.Ft.

    2500 LEE ROAD 110

    Winter Park, FL

    Courtesy of COLDWELL BANKER RESIDENTIAL RE

    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

    314

    Estimated median home price

    $725,000
    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 - 100K5
    $100K - 200K38
    $200K - 300K31
    $300K - 400K19
    $400K - 500K25
    $500K - 600K17
    $600K - 700K18
    $700K - 800K21
    $800K - 900K7
    $900K - 1M8
    $1M - Max125

    Homes for Sale by Type in Winter Park, FL

    Property TypeCount
    Single Family180
    Townhouse15
    Condo83
    Commercial4
    Rental78
    Lots and Land23
    Condo/Town/CoOp0
    CoOp0
    Multi Family5
    Mobile Home0
    Farms0

    (Data as of 3/6/2026)

    Information deemed reliable but not guaranteed.

    The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

    The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes the name of the listing brokers.

    The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    Data is updated as of 3/6/2026.

    The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

    The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    Data is updated as of 3/6/2026.

    The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

    The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    Data is updated as of 3/6/2026.

    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 3/6/2026.