54 total properties
Did you mean the neighborhood Winter Park?
View 1037 N VIRGINIA AVENUE Winter Park, FL MLS# O6419694
  • Recently Listed with Virtual Tour
1 of 35
OPEN HOUSE: Saturday 6/27 11:00 AM - 1:00 PM
$649,000
3

Beds

1.0

Baths

1,101

Sq.Ft.

1037 N VIRGINIA AVENUE

Winter Park, FL

View 1037 N VIRGINIA AVENUE Winter Park, FL MLS# O6419696
$649,000
Studio

Beds

0.0

Baths

1037 N VIRGINIA AVENUE

Winter Park, FL

View 2774 BANCHORY ROAD Winter Park, FL MLS# O6418821
  • Recently Listed
1 of 34
OPEN HOUSE: Sunday 6/28 2:00 AM - 4:00 PM
$645,000
4

Beds

2.0

Baths

1,560

Sq.Ft.

2774 BANCHORY ROAD

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1003 LAKE BELL DRIVE Winter Park, FL MLS# O6418278
$649,900
3

Beds

2.0

Baths

1,837

Sq.Ft.

1003 LAKE BELL DRIVE

Winter Park, FL

View 1826 BANCHORY ROAD Winter Park, FL MLS# O6419474
$779,000
4

Beds

2.1

Baths

2,391

Sq.Ft.

1826 BANCHORY ROAD

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2652 ABBEY ROAD Winter Park, FL MLS# O6419026
  • Recently Listed with Virtual Tour
1 of 44
OPEN HOUSE: Saturday 6/27 1:00 PM - 3:00 PM
$625,000
5

Beds

2.0

Baths

1,938

Sq.Ft.

2652 ABBEY ROAD

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2344 WOODCREST DRIVE Winter Park, FL MLS# O6418782
  • Recently Listed with Virtual Tour
1 of 22
OPEN HOUSE: Saturday 6/27 12:00 PM - 2:00 PM
$729,900
4

Beds

2.0

Baths

1,764

Sq.Ft.

2344 WOODCREST DRIVE

Winter Park, FL

View 275 N RANGER BOULEVARD Winter Park, FL MLS# O6415904
  • Recently Listed with Virtual Tour
1 of 32
OPEN HOUSE: Sunday 6/28 11:00 AM - 2:00 PM
$775,000
4

Beds

3.0

Baths

1,950

Sq.Ft.

275 N RANGER BOULEVARD

Winter Park, FL

View 2831 MULFORD AVENUE Winter Park, FL MLS# O6414319
  • Recently Listed with Virtual Tour
1 of 28
$735,000
4

Beds

2.1

Baths

1,647

Sq.Ft.

2831 MULFORD AVENUE

Winter Park, FL

View 300 CAROLINA AVENUE 301 Winter Park, FL MLS# O6413279
$739,000
2

Beds

2.0

Baths

1,305

Sq.Ft.

300 CAROLINA AVENUE 301

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 685 OVERSPIN DRIVE Winter Park, FL MLS# O6415537
$629,000
3

Beds

2.1

Baths

2,112

Sq.Ft.

685 OVERSPIN DRIVE

Winter Park, FL

View 860 N DENNING DRIVE Winter Park, FL MLS# O6412589
  • Virtual Tour
1 of 52
OPEN HOUSE: Saturday 6/27 11:00 AM - 2:00 PM
$699,900
3

Beds

2.1

Baths

1,411

Sq.Ft.

860 N DENNING DRIVE

Winter Park, FL

View 738 S PENNSYLVANIA AVENUE Winter Park, FL MLS# S5151458
$735,000
3

Beds

2.0

Baths

1,739

Sq.Ft.

738 S PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2157 LAKE DRIVE Winter Park, FL MLS# O6412258
  • Virtual Tour
1 of 45
$689,000
3

Beds

3.0

Baths

2,124

Sq.Ft.

2157 LAKE DRIVE

Winter Park, FL

Courtesy of SHORES REAL ESTATE
View 840 W CANTON AVENUE Winter Park, FL MLS# O6412754
$675,000
3

Beds

2.0

Baths

1,370

Sq.Ft.

840 W CANTON AVENUE

Winter Park, FL

View 1946 STRATHAVEN ROAD Winter Park, FL MLS# O6411329
$650,000
4

Beds

2.0

Baths

2,102

Sq.Ft.

1946 STRATHAVEN ROAD

Winter Park, FL

View 300 CAROLINA AVENUE 402C Winter Park, FL MLS# O6410016
$750,000
3

Beds

2.0

Baths

1,350

Sq.Ft.

300 CAROLINA AVENUE 402C

Winter Park, FL

View 1009 LAKE BELL DRIVE Winter Park, FL MLS# O6409849
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 6/27 12:00 PM - 2:00 PM
$650,000
3

Beds

2.0

Baths

1,467

Sq.Ft.

1009 LAKE BELL DRIVE

Winter Park, FL

View 1009 LAKE BELL DRIVE Winter Park, FL MLS# O6410167
    1 of 16
    OPEN HOUSE: Saturday 6/27 12:00 PM - 2:00 PM
    $650,000
    Studio

    Beds

    0.0

    Baths

    1009 LAKE BELL DRIVE

    Winter Park, FL

    View 7740 LAKE DAWN DR Winter Park, FL MLS# O6410689
    $685,000
    5

    Beds

    3.0

    Baths

    2,495

    Sq.Ft.

    7740 LAKE DAWN DR

    Winter Park, FL

    Courtesy of KELLER WILLIAMS CLASSIC

    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

    404

    Estimated median home price

    $750,000
    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 - 200K45
    $200K - 300K26
    $300K - 400K20
    $400K - 500K30
    $500K - 600K33
    $600K - 700K34
    $700K - 800K19
    $800K - 900K14
    $900K - 1M9
    $1M - Max171

    Homes for Sale by Type in Winter Park, FL

    Property TypeCount
    Single Family259
    Townhouse18
    Condo90
    Commercial7
    Rental72
    Lots and Land24
    Condo/Town/CoOp0
    CoOp0
    Multi Family4
    Mobile Home0
    Farms0

    (Data as of 6/27/2026)

    Information deemed reliable but not guaranteed.

    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 6/27/2026.

    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 6/27/2026.