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    289 Properties
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    289 Properties Available

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    • Newest Listings
    • Beds (Most)
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    • 516 HENKEL CIR, Winter Park, FL 32789
      5 Beds6 Baths4,143 SqFt
      1/46 46
      Open Sat 11AM-2PM

      $3,795,000

      516 HENKEL CIR, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1150 KENWOOD AVE, Winter Park, FL 32789
      3 Beds3 Baths2,557 SqFt
      1/41 41
      Open Sat 2PM-4PM

      $1,290,000

      1150 KENWOOD AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 451 FAIRFAX AVE., Winter Park, FL 32789
      3 Beds3 Baths2,227 SqFt
      1/49 49
      Open Sun 12PM-2PM

      $879,000

      451 FAIRFAX AVE., Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1267 MICHIGAN AVE, Winter Park, FL 32789
      3 Beds3 Baths1,798 SqFt
      1/31 31
      Open Sun 1PM-3PM

      $665,000

      1267 MICHIGAN AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 607 ELLEN DR, Winter Park, FL 32789
      4 Beds5 Baths2,812 SqFt
      1/45 45
      Open Sun 2PM-4PM

      $1,630,000

      607 ELLEN DR, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1442 PALM AVE, Winter Park, FL 32789
      4 Beds5 Baths3,611 SqFt
      1/68 68
      Open Sat 11AM-2PM

      $9,900

      1442 PALM AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1861 TAYLOR AVE, Winter Park, FL 32789
      5 Beds7 Baths3,116 SqFt
      1/32 32
      Open Sat 1PM-3PM

      $1,975,000

      1861 TAYLOR AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 2001 LAKE DR, Winter Park, FL 32789
      5 Beds4 Baths4,798 SqFt
      1/66 66
      Open Sat 12PM-2PM

      $2,190,000

      2001 LAKE DR, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1875 STAUNTON AVE, Winter Park, FL 32789
      4 Beds2 Baths2,036 SqFt
      1/16 16
      Open Sat 11AM-2PM

      $560,000

      1875 STAUNTON AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 720 W WEBSTER AVE, Winter Park, FL 32789
      3 Beds2 Baths1,356 SqFt
      1/22 22
      Open Sat 11PM-2PM

      $575,000

      720 W WEBSTER AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 2211 AZALEA PL, Winter Park, FL 32789
      5 Beds7 Baths7,278 SqFt
      1/99 99
      Open Sun 12PM-2PM

      $5,495,000

      2211 AZALEA PL, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1820 GLENCOE RD, Winter Park, FL 32789
      5 Beds7 Baths4,055 SqFt
      1/75 75
      Open Sun 12PM-2PM

      $3,895,000

      1820 GLENCOE RD, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1761 LEGION DR, Winter Park, FL 32789
      5 Beds6 Baths4,955 SqFt
      1/44 44
      Open Sat 1PM-3PM

      $3,399,999

      1761 LEGION DR, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 922 N PENNSYLVANIA AVE, Winter Park, FL 32789
      3 Beds4 Baths3,440 SqFt
      1/39 39
      Open Sat 12PM-2PM

      $2,195,000

      922 N PENNSYLVANIA AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1018 TURNER RD, Winter Park, FL 32789
      3 Beds2 Baths2,237 SqFt
      1/39 39
      Open Sun 11AM-1PM

      $835,000

      1018 TURNER RD, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 184 SANDLEWOOD TRL #2, Winter Park, FL 32789
      2 Beds3 Baths1,133 SqFt
      1/23 23
      Open Fri 12:01PM-2PM

      $315,000

      184 SANDLEWOOD TRL #2, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1560 WOODLAND AVE, Winter Park, FL 32789
      5 Beds5 Baths3,851 SqFt
      1/48 48
      Open Sun 12PM-3PM

      $1,999,000

      1560 WOODLAND AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 2009 CORNELL AVE, Winter Park, FL 32789
      2 Beds1 Bath762 SqFt
      1/35 35
      New

      $269,000

      2009 CORNELL AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 731 NORTHWOOD CIR, Winter Park, FL 32789
      4 Beds3 Baths2,990 SqFt
      1/27 27
      New

      $4,500

      731 NORTHWOOD CIR, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 918 GLORIOSA AVE, Winter Park, FL 32789
      2 Beds2 Baths1,232 SqFt
      1/12 12
      New

      $1,795

      918 GLORIOSA AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 2111 BISCAYNE DR, Winter Park, FL 32789
      3 Beds2 Baths1,280 SqFt
      1/16 16
      New

      $2,300

      2111 BISCAYNE DR, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 2381 ROXBURY RD, Winter Park, FL 32789
      3 Beds2 Baths1,785 SqFt
      1/41 41
      New

      $510,000

      2381 ROXBURY RD, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 1822 GREENWICH AVE, Winter Park, FL 32789
      3 Beds2 Baths1,627 SqFt
      1/6 6
      New

      $1,200,000

      1822 GREENWICH AVE, Winter Park, FL 32789

      Listed by

      Stellar MLS
    • 100 S INTERLACHEN AVE #415, Winter Park, FL 32789
      2 Beds2 Baths1,267 SqFt
      1/32 32
      New

      $1,195,000

      100 S INTERLACHEN AVE #415, Winter Park, FL 32789

      Listed by

      Stellar MLS
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    Black with Red
    Engel & Völkers

    Marisa Gillman Denton License ID: BK 3335871

    +1(407) 529-9919 marisa.gillmandenton@engelvoelkers.com

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    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.
    Black with Red
    Engel & Völkers

    Marisa Gillman Denton License ID: BK 3335871

    +1(407) 529-9919 marisa.gillmandenton@engelvoelkers.com

      • Home
        About
        1. About Me
        2. Reviews
      • Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
      • Sell
        1. Sell My Home
        2. Home Valuation

    Get My App

    Download for iOS
    iOS
    Download for Android
    Android

    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.