22 total properties
Did you mean the neighborhood Winter Park?
View 7463 CANFORD COURT 15 Winter Park, FL MLS# O6452947
$270,000
3

Beds

2.1

Baths

1,580

Sq.Ft.

7463 CANFORD COURT 15

Winter Park, FL

Courtesy of EXP REALTY LLC
View 220 KILLARNEY BAY COURT 6-2 Winter Park, FL MLS# O6450663
$339,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

220 KILLARNEY BAY COURT 6-2

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2640 BEVERLY AVENUE Winter Park, FL MLS# TB8559088
  • Recently Listed with Virtual Tour
1 of 29
$305,000
3

Beds

1.0

Baths

1,216

Sq.Ft.

2640 BEVERLY AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 148 OAK GROVE RD Winter Park, FL MLS# O6450470
  • Recently Listed with Virtual Tour
1 of 41
$320,000
3

Beds

2.0

Baths

1,156

Sq.Ft.

148 OAK GROVE RD

Winter Park, FL

Courtesy of CENTRAL FLORIDA REALTY EXPERTS
View 700 MELROSE AVENUE M23 Winter Park, FL MLS# O6447242
  • Recently Listed with Virtual Tour
1 of 29
$354,000
2

Beds

2.0

Baths

1,074

Sq.Ft.

700 MELROSE AVENUE M23

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 4910 SEMINOLE AVENUE Winter Park, FL MLS# O6442279
$329,900
3

Beds

2.0

Baths

1,216

Sq.Ft.

4910 SEMINOLE AVENUE

Winter Park, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 310 GRANADA DRIVE Winter Park, FL MLS# O6447315
$325,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

310 GRANADA DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 170 BALFOUR DRIVE 1 Winter Park, FL MLS# O6446433
$299,000
2

Beds

2.0

Baths

1,032

Sq.Ft.

170 BALFOUR DRIVE 1

Winter Park, FL

Courtesy of RE/MAX ASSURED
View 188 SANDLEWOOD 1 Winter Park, FL MLS# O6445407
  • Virtual Tour
1 of 25
$290,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

188 SANDLEWOOD 1

Winter Park, FL

Courtesy of NOELKE REALTY
View 192 BALFOUR DRIVE 2 Winter Park, FL MLS# O6443731
  • Adult Community with Virtual Tour
1 of 52
$319,000
2

Beds

2.0

Baths

1,287

Sq.Ft.

192 BALFOUR DRIVE 2

Winter Park, FL

Courtesy of BHHS FLORIDA REALTY
View 1306 S PENNSYLVANIA AVENUE 5 Winter Park, FL MLS# O6443013
    1 of 33
    OPEN HOUSE: Saturday 10/31 12:00 PM - 2:00 PM
    $349,000
    2

    Beds

    1.0

    Baths

    830

    Sq.Ft.

    1306 S PENNSYLVANIA AVENUE 5

    Winter Park, FL

    Courtesy of KELLER WILLIAMS WINTER PARK
    View 500 N PENNSYLVANIA AVENUE G Winter Park, FL MLS# G5117377
    $349,500
    2

    Beds

    1.0

    Baths

    709

    Sq.Ft.

    500 N PENNSYLVANIA AVENUE G

    Winter Park, FL

    Courtesy of OLYMPUS EXECUTIVE REALTY INC
    View 7506 CRANES CREEK COURT 30 Winter Park, FL MLS# S5156844
    $365,000
    3

    Beds

    2.1

    Baths

    1,861

    Sq.Ft.

    7506 CRANES CREEK COURT 30

    Winter Park, FL

    Courtesy of TRANSCONTINENTAL REALTY GROUP,
    View 7530 CRANES CREEK COURT Winter Park, FL MLS# O6436269
    $307,900
    3

    Beds

    2.1

    Baths

    1,545

    Sq.Ft.

    7530 CRANES CREEK COURT

    Winter Park, FL

    Courtesy of ROO REALTY LLC
    View 283 SANDLEWOOD TRAIL 3 Winter Park, FL MLS# O6431475
    $279,000
    2

    Beds

    2.1

    Baths

    960

    Sq.Ft.

    283 SANDLEWOOD TRAIL 3

    Winter Park, FL

    Courtesy of RE/MAX INNOVATION
    View 2526 PASSAMONTE DRIVE 10F Winter Park, FL MLS# O6418710
    $335,000
    3

    Beds

    2.1

    Baths

    1,790

    Sq.Ft.

    2526 PASSAMONTE DRIVE 10F

    Winter Park, FL

    Courtesy of LEGACY CORNERSTONE INC
    View 885 CARNATION DRIVE Winter Park, FL MLS# S5153456
    $368,000
    4

    Beds

    2.0

    Baths

    1,240

    Sq.Ft.

    885 CARNATION DRIVE

    Winter Park, FL

    Courtesy of RADIUS REALTY GROUP LLC
    View 2006 CORNELL AVENUE Winter Park, FL MLS# O6412789
    $328,000
    2

    Beds

    1.0

    Baths

    797

    Sq.Ft.

    2006 CORNELL AVENUE

    Winter Park, FL

    Courtesy of FLORIDA HOME TEAM REALTY LLC
    View 700 MELROSE AVENUE J24 Winter Park, FL MLS# R4911307
    • Adult Community with Virtual Tour
    1 of 28
    $350,000
    1

    Beds

    1.0

    Baths

    987

    Sq.Ft.

    700 MELROSE AVENUE J24

    Winter Park, FL

    Courtesy of KIMBRIDGE REALTY, LLC
    View 151 N ORLANDO AVENUE #115 Winter Park, FL MLS# O6362403
    $285,000
    2

    Beds

    1.0

    Baths

    710

    Sq.Ft.

    151 N ORLANDO AVENUE #115

    Winter Park, FL

    Courtesy of CREEGAN GROUP

    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

    351

    Estimated median home price

    $775,000
    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 - 100K3
    $100K - 200K34
    $200K - 300K20
    $300K - 400K16
    $400K - 500K32
    $500K - 600K24
    $600K - 700K36
    $700K - 800K16
    $800K - 900K13
    $900K - 1M14
    $1M - Max143

    Homes for Sale by Type in Winter Park, FL

    Property TypeCount
    Single Family207
    Townhouse22
    Condo76
    Commercial15
    Rental87
    Lots and Land23
    Condo/Town/CoOp0
    CoOp0
    Multi Family6
    Mobile Home0
    Farms0

    (Data as of 10/28/2026)

    Information deemed reliable but not guaranteed.

    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 10/28/2026.