122 total properties
Did you mean the neighborhood Winter Park?
View 2973 SANBINA STREET Winter Park, FL MLS# O6407521
$377,880
3

Beds

2.0

Baths

1,128

Sq.Ft.

2973 SANBINA STREET

Winter Park, FL

Courtesy of SUN PROPERTIES, INC.
View 1092 EASTBROOK BOULEVARD Winter Park, FL MLS# O6407251
$399,000
3

Beds

2.0

Baths

1,122

Sq.Ft.

1092 EASTBROOK BOULEVARD

Winter Park, FL

View 2482 ROXBURY ROAD Winter Park, FL MLS# O6406443
$375,000
2

Beds

1.0

Baths

913

Sq.Ft.

2482 ROXBURY ROAD

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 157 E NEW ENGLAND AVENUE 302 Winter Park, FL MLS# O6401783
$425,000
940

Sq.Ft.

157 E NEW ENGLAND AVENUE 302

Winter Park, FL

Courtesy of SANDRONI HOLDINGS REAL ESTATE LLC
View 440 CAMBRIDGE BOULEVARD Winter Park, FL MLS# O6403694
$380,000
2

Beds

1.0

Baths

988

Sq.Ft.

440 CAMBRIDGE BOULEVARD

Winter Park, FL

View 731 BONGART ROAD Winter Park, FL MLS# O6406004
$499,000
4

Beds

3.0

Baths

1,526

Sq.Ft.

731 BONGART ROAD

Winter Park, FL

View 3371 RIVER VIEW WAY 46 Winter Park, FL MLS# O6403947
$205,000
3

Beds

2.1

Baths

1,151

Sq.Ft.

3371 RIVER VIEW WAY 46

Winter Park, FL

View 7327 FOREST HILL COURT 223 Winter Park, FL MLS# O6403841
$180,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7327 FOREST HILL COURT 223

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

View 525 OLOLU DRIVE Winter Park, FL MLS# S5148431
    1 of 42
    OPEN HOUSE: Saturday 7/25 2:30 AM - 5:00 PM
    $495,900
    3

    Beds

    3.0

    Baths

    1,786

    Sq.Ft.

    525 OLOLU DRIVE

    Winter Park, FL

    View 7484 CANFORD COURT 8 Winter Park, FL MLS# O6402492
    $240,000
    3

    Beds

    3.0

    Baths

    1,578

    Sq.Ft.

    7484 CANFORD COURT 8

    Winter Park, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO
    View 639 SAINT JOHNS COURT 639 Winter Park, FL MLS# O6402025
    $194,900
    2

    Beds

    2.0

    Baths

    1,120

    Sq.Ft.

    639 SAINT JOHNS COURT 639

    Winter Park, FL

    View 2889 ROUEN AVENUE Winter Park, FL MLS# L4961275
    $365,000
    3

    Beds

    2.0

    Baths

    1,144

    Sq.Ft.

    2889 ROUEN AVENUE

    Winter Park, FL

    View 3651 N GOLDENROD ROAD D102 Winter Park, FL MLS# O6401114
    $157,500
    2

    Beds

    2.0

    Baths

    840

    Sq.Ft.

    3651 N GOLDENROD ROAD D102

    Winter Park, FL

    Courtesy of COLDWELL BANKER REALTY
    View 814 DENSMORE DR Winter Park, FL MLS# O6399773
    • Virtual Tour
    1 of 24
    $425,000
    4

    Beds

    2.0

    Baths

    1,610

    Sq.Ft.

    814 DENSMORE DR

    Winter Park, FL

    View 811 OVERSPIN DRIVE Winter Park, FL MLS# O6400009
    $349,000
    2

    Beds

    1.0

    Baths

    749

    Sq.Ft.

    811 OVERSPIN DRIVE

    Winter Park, FL

    View 7454 WYNNEWOOD SQUARE 188 Winter Park, FL MLS# O6386578
    • Adult Community with Virtual Tour
    1 of 29
    $229,000
    3

    Beds

    2.1

    Baths

    1,151

    Sq.Ft.

    7454 WYNNEWOOD SQUARE 188

    Winter Park, FL

    View 3054 BLUEBROOK DRIVE Winter Park, FL MLS# O6398450
    $389,500
    3

    Beds

    2.0

    Baths

    1,939

    Sq.Ft.

    3054 BLUEBROOK DRIVE

    Winter Park, FL

    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

    View 950 HANOVER AVENUE Winter Park, FL MLS# O6398273
    $460,000
    3

    Beds

    2.0

    Baths

    1,606

    Sq.Ft.

    950 HANOVER AVENUE

    Winter Park, FL

    Courtesy of COMPASS FLORIDA 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

    381

    Estimated median home price

    $799,000
    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 - 300K24
    $300K - 400K18
    $400K - 500K29
    $500K - 600K24
    $600K - 700K33
    $700K - 800K14
    $800K - 900K15
    $900K - 1M9
    $1M - Max165

    Homes for Sale by Type in Winter Park, FL

    Property TypeCount
    Single Family233
    Townhouse20
    Condo84
    Commercial11
    Rental68
    Lots and Land24
    Condo/Town/CoOp0
    CoOp0
    Multi Family4
    Mobile Home0
    Farms0

    (Data as of 7/23/2026)

    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 7/24/2026.