37 total properties
Did you mean the neighborhood Winter Park?
View 2803 BANCHORY ROAD Winter Park, FL MLS# O6404011
  • Recently Listed
1 of 30
OPEN HOUSE: Sunday 5/31 10:00 AM - 2:00 PM
$495,000
4

Beds

2.0

Baths

1,596

Sq.Ft.

2803 BANCHORY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1871 BRYAN AVENUE Winter Park, FL MLS# O6410779
$499,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

1871 BRYAN AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 316 BECKETT COURT Winter Park, FL MLS# O6411108
  • Recently Listed with Virtual Tour
1 of 33
$450,000
4

Beds

2.0

Baths

1,651

Sq.Ft.

316 BECKETT COURT

Winter Park, FL

Courtesy of ITS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 333 CORNWALL ROAD Winter Park, FL MLS# O6409379
  • Recently Listed with Virtual Tour
1 of 32
$579,000
4

Beds

2.0

Baths

1,660

Sq.Ft.

333 CORNWALL ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 731 BONGART ROAD Winter Park, FL MLS# O6406004
    1 of 44
    OPEN HOUSE: Sunday 5/31 12:00 PM - 2:00 PM
    $499,000
    4

    Beds

    3.0

    Baths

    1,526

    Sq.Ft.

    731 BONGART ROAD

    Winter Park, FL

    Courtesy of FANNIE HILLMAN & ASSOCIATES
    View 2237 WOODCREST DRIVE Winter Park, FL MLS# O6404115
    $490,000
    3

    Beds

    2.0

    Baths

    1,492

    Sq.Ft.

    2237 WOODCREST DRIVE

    Winter Park, FL

    Courtesy of FANNIE HILLMAN & ASSOCIATES
    View 4947 N PALM AVENUE Winter Park, FL MLS# O6403459
    $545,000
    1,088

    Sq.Ft.

    4947 N PALM AVENUE

    Winter Park, FL

    Courtesy of FLORIDA REALTY INVESTMENTS
    View 525 OLOLU DRIVE Winter Park, FL MLS# S5148431
    $515,000
    3

    Beds

    3.0

    Baths

    1,786

    Sq.Ft.

    525 OLOLU DRIVE

    Winter Park, FL

    Courtesy of CAISSA REALTY INVESTMENT INC
    View 1745 INDIANA AVENUE J Winter Park, FL MLS# O6402920
    $524,000
    3

    Beds

    2.1

    Baths

    1,616

    Sq.Ft.

    1745 INDIANA AVENUE J

    Winter Park, FL

    Courtesy of COLDWELL BANKER REALTY
    View 2829 ALOMA Winter Park, FL MLS# O6404107
    • Virtual Tour
    1 of 36
    $579,000
    4

    Beds

    2.0

    Baths

    1,821

    Sq.Ft.

    2829 ALOMA

    Winter Park, FL

    Courtesy of LPT REALTY, LLC
    View 1261 INDIANA AVENUE Winter Park, FL MLS# O6400698
    $539,000
    3

    Beds

    2.1

    Baths

    1,660

    Sq.Ft.

    1261 INDIANA AVENUE

    Winter Park, FL

    Courtesy of FANNIE HILLMAN & ASSOCIATES
    View 1010 GARDEN DRIVE Winter Park, FL MLS# O6400287
    $485,000
    Studio

    Beds

    0.0

    Baths

    1010 GARDEN DRIVE

    Winter Park, FL

    Courtesy of WATSON REALTY CORP.
    View 950 HANOVER AVENUE Winter Park, FL MLS# O6398273
    $470,000
    3

    Beds

    2.0

    Baths

    1,606

    Sq.Ft.

    950 HANOVER AVENUE

    Winter Park, FL

    Courtesy of COMPASS FLORIDA LLC
    View 517 ROUGHBEARD ROAD Winter Park, FL MLS# O6399029
    $565,000
    3

    Beds

    2.0

    Baths

    1,873

    Sq.Ft.

    517 ROUGHBEARD ROAD

    Winter Park, FL

    Courtesy of KELLER WILLIAMS WINTER PARK
    View 405 LAKE FAIR LANE Winter Park, FL MLS# O6393594
    $455,000
    3

    Beds

    2.0

    Baths

    1,491

    Sq.Ft.

    405 LAKE FAIR LANE

    Winter Park, FL

    Courtesy of EXP REALTY LLC
    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 1807 HAMMERLIN AVENUE G Winter Park, FL MLS# O6391277
      1 of 25
      OPEN HOUSE: Sunday 5/31 1:00 PM - 3:00 PM
      $525,000
      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
      $479,900
      4

      Beds

      2.0

      Baths

      1,376

      Sq.Ft.

      501 HERITAGE BOULEVARD

      Winter Park, FL

      Courtesy of EXP REALTY LLC
      View 4033 YACHT COURT Winter Park, FL MLS# O6379135
      • Virtual Tour
      1 of 26
      $549,000
      3

      Beds

      2.0

      Baths

      2,268

      Sq.Ft.

      4033 YACHT COURT

      Winter Park, FL

      Courtesy of COLDWELL BANKER REALTY
      View 1036 ARAGON AVENUE Winter Park, FL MLS# O6382491
      $500,000
      2

      Beds

      1.0

      Baths

      1,073

      Sq.Ft.

      1036 ARAGON AVENUE

      Winter Park, FL

      Courtesy of WATSON REALTY CORP

      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

      399

      Estimated median home price

      $800,000
      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 - 300K24
      $300K - 400K25
      $400K - 500K29
      $500K - 600K22
      $600K - 700K30
      $700K - 800K22
      $800K - 900K15
      $900K - 1M10
      $1M - Max174

      Homes for Sale by Type in Winter Park, FL

      Property TypeCount
      Single Family261
      Townhouse13
      Condo86
      Commercial7
      Rental77
      Lots and Land26
      Condo/Town/CoOp0
      CoOp0
      Multi Family4
      Mobile Home0
      Farms0

      (Data as of 5/31/2026)

      Information deemed reliable but not guaranteed.

      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 5/31/2026.

      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 5/31/2026.