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289 Properties

289 Featured Properties Available In Winter Park

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FL >Winter Park >
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  • 1453 LYNDALE BLVD, Winter Park, FL 32789
    1/51 51
    Open Sat 12PM-4PM

    $ 1,595,000

    5 Beds4 Baths3,292 SqFt

    1453 LYNDALE BLVD, Winter Park, FL 32789

    Single Family Home

    Listed by ALIGN REAL ESTATE LLC

    Stellar MLS
  • 1174 WILDMEADOW RUN, Winter Park, FL 32792
    1/48 48
    Open Sat 12PM-3PM

    $ 689,000

    3 Beds3 Baths1,770 SqFt

    1174 WILDMEADOW RUN, Winter Park, FL 32792

    Single Family Home

    Listed by EXP REALTY LLC

    Stellar MLS
  • 3642 PERIWINKLE DR, Winter Park, FL 32792
    1/29 29
    Open Sat 11AM-4PM

    $ 455,000

    5 Beds3 Baths1,945 SqFt

    3642 PERIWINKLE DR, Winter Park, FL 32792

    Single Family Home

    Listed by HONEST REAL ESTATE COMPANY

    Stellar MLS
  • 1920 CARRIGAN AVE, Winter Park, FL 32792
    1/25 25
    Open Sun 1PM-4PM

    $ 339,000

    3 Beds2 Baths1,242 SqFt

    1920 CARRIGAN AVE, Winter Park, FL 32792

    Single Family Home

    Listed by WATSON REALTY CORP

    Stellar MLS
  • 5346 CYPRESS DR, Winter Park, FL 32792
    1/39 39
    Open Sat 11AM-2PM

    $ 419,900

    3 Beds2 Baths1,670 SqFt

    5346 CYPRESS DR, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS ADVANTAGE REALTY

    Stellar MLS
  • 1001 EARLY AVE, Winter Park, FL 32789
    1/24 24
    Open Sat 11AM-2PM

    $ 399,000

    2 Beds1 Bath1,222 SqFt

    1001 EARLY AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COLDWELL BANKER REALTY

    Stellar MLS
  • 1981 BLUE RIDGE RD, Winter Park, FL 32789
    1/51 51
    Open Sun 11AM-2PM

    $ 1,285,000

    4 Beds2 Baths2,750 SqFt

    1981 BLUE RIDGE RD, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
  • 2320 HIGH ST, Winter Park, FL 32792
    3D
    Open Sat 11AM-1PM

    $ 400,000

    3 Beds2 Baths1,071 SqFt

    2320 HIGH ST, Winter Park, FL 32792

    Single Family Home

    Listed by THE AGENCY ORLANDO

    Stellar MLS
  • 7706 WAUNATTA CT, Winter Park, FL 32792
    1/50 50
    Open Sun 2PM-4PM

    $ 1,050,000

    5 Beds3 Baths3,858 SqFt

    7706 WAUNATTA CT, Winter Park, FL 32792

    Single Family Home

    Listed by SAND DOLLAR REALTY GROUP INC

    Stellar MLS
  • 915 GARDEN DR, Winter Park, FL 32789
    3D
    Open Sat 11AM-2PM

    $ 945,000

    3 Beds3 Baths2,456 SqFt

    915 GARDEN DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS CLASSIC

    Stellar MLS
  • 2074 LAURELWOOD WAY, Winter Park, FL 32792
    1/45 45
    Open Sun 1AM-3PM

    $ 815,000

    4 Beds3 Baths2,185 SqFt

    2074 LAURELWOOD WAY, Winter Park, FL 32792

    Single Family Home

    Listed by RE/MAX PRIME PROPERTIES

    Stellar MLS
  • 7104 WRENWOOD WAY, Winter Park, FL 32792
    1/32 32
    Open Sat 11AM-2PM

    $ 475,000

    4 Beds2 Baths1,778 SqFt

    7104 WRENWOOD WAY, Winter Park, FL 32792

    Single Family Home

    Listed by THE WILKINS WAY LLC

    Stellar MLS
  • 3490 BOUGAINVILLEA DR, Winter Park, FL 32792
    1/54 54
    Open Sat 12PM-4PM

    $ 362,000

    3 Beds2 Baths1,461 SqFt

    3490 BOUGAINVILLEA DR, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS ADVANTAGE III

    Stellar MLS
  • 2812 WOODSIDE AVE, Winter Park, FL 32789
    1/24 24
    Open Sat 12PM-2PM

    $ 625,000

    3 Beds2 Baths1,842 SqFt

    2812 WOODSIDE AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 8136 LAZY BEAR LN, Winter Park, FL 32792
    1/25 25
    Open Sat 12PM-2PM

    $ 514,900

    4 Beds2 Baths1,843 SqFt

    8136 LAZY BEAR LN, Winter Park, FL 32792

    Single Family Home

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 3521 BALSAM DR, Winter Park, FL 32792
    1/27 27
    Open Sun 12:30PM-5PM

    $ 359,900

    4 Beds2 Baths1,678 SqFt

    3521 BALSAM DR, Winter Park, FL 32792

    Single Family Home

    Listed by DALTON WADE INC

    Stellar MLS
  • 1713 W CHERYL DR, Winter Park, FL 32792
    1/32 32
    Open Sat 1PM-3PM

    $ 525,000

    4 Beds2 Baths2,030 SqFt

    1713 W CHERYL DR, Winter Park, FL 32792

    Single Family Home

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 2478 WHITEHALL CIR, Winter Park, FL 32792
    1/36 36
    Open Sat 1PM-3PM

    $ 720,000

    3 Beds2 Baths2,256 SqFt

    2478 WHITEHALL CIR, Winter Park, FL 32792

    Single Family Home

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 1516 PINEWOOD DR, Winter Park, FL 32789
    1/29 29
    Open Sat 1PM-4PM

    $ 369,000

    2 Beds1 Bath1,028 SqFt

    1516 PINEWOOD DR, Winter Park, FL 32789

    Single Family Home

    Listed by LIST NOW REALTY, LLC

    Stellar MLS
  • 1270 ARLINGTON PL, Winter Park, FL 32789
    1/74 74
    Open Sun 1PM-4PM

    $ 1,700,000

    3 Beds4 Baths2,964 SqFt

    1270 ARLINGTON PL, Winter Park, FL 32789

    Single Family Home

    Listed by RE/MAX 200 REALTY

    Stellar MLS
  • 1921 DARTMOUTH AVE, Winter Park, FL 32789
    1/23 23
    Open Sat 1PM-3PM

    $ 330,000

    3 Beds2 Baths987 SqFt

    1921 DARTMOUTH AVE, Winter Park, FL 32789

    Single Family Home

    Listed by THOMAS LYNNE REALTY GROUP LLC

    Stellar MLS
  • 7895 PLEASANT PINE CIR, Winter Park, FL 32792
    1/47 47
    Open Sat 10AM-1PM

    $ 725,000

    5 Beds4 Baths3,568 SqFt

    7895 PLEASANT PINE CIR, Winter Park, FL 32792

    Single Family Home

    Listed by ALL REAL ESTATE & INVESTMENTS

    Stellar MLS
  • 1761 LEGION DR, Winter Park, FL 32789
    1/44 44
    Open Sun 2PM-4PM

    $ 3,499,999

    5 Beds6 Baths4,955 SqFt

    1761 LEGION DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1564 CAVENDISH RD, Winter Park, FL 32789
    1/30 30
    Open Sun 1PM-3PM

    $ 450,000

    3 Beds1 Bath1,140 SqFt

    1564 CAVENDISH RD, Winter Park, FL 32789

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
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Charles Rutenberg Realty

Brian Gangawer License ID: 3257638

+1(407) 754-4219 brian@orlandosold.com

631 S. Orlando Ave. Suite 200, Winter Park, FL, 32789, United States

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Charles Rutenberg Realty

Brian Gangawer License ID: 3257638

+1(407) 754-4219 brian@orlandosold.com

631 S. Orlando Ave. Suite 200, Winter Park, FL, 32789, United States

    • Search for Homes
    • Our Marketing Plan
    • Home Value Report

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.