148 total properties
Did you mean the neighborhood Winter Park?
View 950 HANOVER AVENUE Winter Park, FL MLS# O6398273
    1 of 25
    OPEN HOUSE: Saturday 7/25 1:00 PM - 4:00 PM
    $460,000
    3

    Beds

    2.0

    Baths

    1,606

    Sq.Ft.

    950 HANOVER AVENUE

    Winter Park, FL

    Courtesy of COMPASS FLORIDA LLC
    View 7301 CEDAR CREEK COURT 66 Winter Park, FL MLS# O6397477
    $184,950
    2

    Beds

    2.1

    Baths

    1,031

    Sq.Ft.

    7301 CEDAR CREEK COURT 66

    Winter Park, FL

    Courtesy of BEYCOME OF FLORIDA LLC
    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

    The time to sell is now! THE TIME TO SELL IS NOW!
    View 758 WARRENTON ROAD Winter Park, FL MLS# O6395298
    $318,985
    3

    Beds

    2.0

    Baths

    1,196

    Sq.Ft.

    758 WARRENTON ROAD

    Winter Park, FL

    Courtesy of SUN PROPERTIES, INC.
    View 1695 LEE ROAD E103 Winter Park, FL MLS# S5146352
    $129,900
    2

    Beds

    1.0

    Baths

    881

    Sq.Ft.

    1695 LEE ROAD E103

    Winter Park, FL

    Courtesy of RE/MAX SELECT GROUP
    View 405 LAKE FAIR LANE Winter Park, FL MLS# O6393594
    $444,900
    3

    Beds

    2.0

    Baths

    1,491

    Sq.Ft.

    405 LAKE FAIR LANE

    Winter Park, FL

    View 512 N LAKEMONT AVENUE Winter Park, FL MLS# O6392353
    $500,000
    3

    Beds

    2.0

    Baths

    1,413

    Sq.Ft.

    512 N LAKEMONT AVENUE

    Winter Park, FL

    Courtesy of COLDWELL BANKER REALTY
    View 7300 DANIEL WEBSTER DRIVE M7 Winter Park, FL MLS# O6388668
    $159,000
    2

    Beds

    2.1

    Baths

    1,108

    Sq.Ft.

    7300 DANIEL WEBSTER DRIVE M7

    Winter Park, FL

    View 3027 AARON BURR AVENUE L1 Winter Park, FL MLS# O6390662
    $159,000
    2

    Beds

    2.1

    Baths

    1,090

    Sq.Ft.

    3027 AARON BURR AVENUE L1

    Winter Park, FL

    View 1807 HAMMERLIN AVENUE G Winter Park, FL MLS# O6391277
    $515,000
    3

    Beds

    2.1

    Baths

    1,818

    Sq.Ft.

    1807 HAMMERLIN AVENUE G

    Winter Park, FL

    Courtesy of ALL REAL ESTATE & INVESTMENTS
    View 501 HERITAGE BOULEVARD Winter Park, FL MLS# S5145746
    $458,000
    4

    Beds

    2.0

    Baths

    1,376

    Sq.Ft.

    501 HERITAGE BOULEVARD

    Winter Park, FL

    View 2918 ANTIQUE OAKS CIRCLE 25 Winter Park, FL MLS# O6389113
    $189,000
    2

    Beds

    2.0

    Baths

    1,018

    Sq.Ft.

    2918 ANTIQUE OAKS CIRCLE 25

    Winter Park, FL

    View Address not provided Winter Park, FL MLS# S5145631
    $430,000
    4

    Beds

    2.0

    Baths

    1,296

    Sq.Ft.

    Address not provided

    Winter Park, FL

    View 1354 INDIANA AVENUE Winter Park, FL MLS# O6387500
    $574,900
    3

    Beds

    2.0

    Baths

    1,269

    Sq.Ft.

    1354 INDIANA AVENUE

    Winter Park, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO
    View 7336 FOREST HILL COURT 240 Winter Park, FL MLS# O6386461
    $163,500
    2

    Beds

    1.1

    Baths

    990

    Sq.Ft.

    7336 FOREST HILL COURT 240

    Winter Park, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO
    View 1500 GAY ROAD 20D Winter Park, FL MLS# O6385626
    $258,000
    2

    Beds

    2.0

    Baths

    1,026

    Sq.Ft.

    1500 GAY ROAD 20D

    Winter Park, FL

    View 4768 TANGERINE AVENUE 4768 Winter Park, FL MLS# S5144503
    $174,900
    1

    Beds

    1.0

    Baths

    753

    Sq.Ft.

    4768 TANGERINE AVENUE 4768

    Winter Park, FL

    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

    View 2924 ANTIQUE OAKS CIRCLE 46 Winter Park, FL MLS# S5144196
    $195,000
    2

    Beds

    2.0

    Baths

    1,105

    Sq.Ft.

    2924 ANTIQUE OAKS CIRCLE 46

    Winter Park, FL

    Courtesy of CENTURY 21 EDGE
    View 1695 LEE ROAD E215 Winter Park, FL MLS# O6383089
    $135,000
    3

    Beds

    2.0

    Baths

    1,149

    Sq.Ft.

    1695 LEE ROAD E215

    Winter Park, FL

    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

    377

    Estimated median home price

    $779,000
    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 - 200K43
    $200K - 300K25
    $300K - 400K18
    $400K - 500K29
    $500K - 600K24
    $600K - 700K32
    $700K - 800K14
    $800K - 900K15
    $900K - 1M9
    $1M - Max161

    Homes for Sale by Type in Winter Park, FL

    Property TypeCount
    Single Family228
    Townhouse20
    Condo85
    Commercial11
    Rental69
    Lots and Land24
    Condo/Town/CoOp0
    CoOp0
    Multi Family4
    Mobile Home0
    Farms0

    (Data as of 7/24/2026)

    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 7/25/2026.