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    300 Properties
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    300 Properties Available

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    • Newest Listings
    • Beds (Most)
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    • 1981 BLUE RIDGE RD, Winter Park, FL 32789
      4 Beds2 Baths2,750 SqFt
      1/51 51
      Open Sat 12PM-2PM

      $1,285,000

      1981 BLUE RIDGE RD, Winter Park, FL 32789

      Listed by KELLER WILLIAMS REALTY AT THE PARKS

      Stellar MLS
    • 2812 WOODSIDE AVE, Winter Park, FL 32789
      3 Beds2 Baths1,842 SqFt
      1/24 24
      Open Sat 1PM-3PM

      $625,000

      2812 WOODSIDE AVE, Winter Park, FL 32789

      Listed by KELLER WILLIAMS WINTER PARK

      Stellar MLS
    • 2500 LEE RD #219, Winter Park, FL 32789
      2 Beds1 Bath851 SqFt
      1/35 35
      Open Sun 12PM-2PM

      $210,000

      2500 LEE RD #219, Winter Park, FL 32789

      Listed by SUNDIAL REAL ESTATE LLC

      Stellar MLS
    • 1752 CHESTNUT AVE, Winter Park, FL 32789
      4 Beds5 Baths3,314 SqFt
      1/64 64
      Open Sun 2PM-4PM

      $2,199,999

      1752 CHESTNUT AVE, Winter Park, FL 32789

      Listed by KELLER WILLIAMS WINTER PARK

      Stellar MLS
    • 595 HUNTINGTON AVE #4, Winter Park, FL 32789
      3 Beds3 Baths1,951 SqFt
      1/37 37
      Open Sun 1PM-3PM

      $649,000

      595 HUNTINGTON AVE #4, Winter Park, FL 32789

      Listed by COLDWELL BANKER RESIDENTIAL RE

      Stellar MLS
    • 1516 PINEWOOD DR, Winter Park, FL 32789
      2 Beds1 Bath1,028 SqFt
      1/29 29
      Open 9/6 1PM-4PM

      $369,000

      1516 PINEWOOD DR, Winter Park, FL 32789

      Listed by LIST NOW REALTY, LLC

      Stellar MLS
    • 957 DUPONT AVE, Winter Park, FL 32789
      3 Beds3 Baths1,152 SqFt
      1/29 29
      Open Fri 2:30PM-5:30PM

      $2,750

      957 DUPONT AVE, Winter Park, FL 32789

      Listed by HOME & HIVE REALTY

      Stellar MLS
    • 922 N PENNSYLVANIA AVE, Winter Park, FL 32789
      3 Beds4 Baths3,440 SqFt
      1/39 39
      Open Thu 4PM-6PM

      $2,249,000

      922 N PENNSYLVANIA AVE, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 2607 LAFAYETTE AVE, Winter Park, FL 32789
      4 Beds4 Baths2,770 SqFt
      1/72 72
      Open Sat 1PM-3PM

      $1,095,000

      2607 LAFAYETTE AVE, Winter Park, FL 32789

      Listed by FORTUNE INTERNATIONAL REALTY

      Stellar MLS
    • 1600 BARCELONA WAY, Winter Park, FL 32789
      4 Beds4 Baths3,014 SqFt
      1/65 65
      Open Sun 12PM-2PM

      $1,299,000

      1600 BARCELONA WAY, Winter Park, FL 32789

      Listed by LPT REALTY, LLC

      Stellar MLS
    • 1001 EARLY AVE, Winter Park, FL 32789
      2 Beds1 Bath1,222 SqFt
      1/24 24
      New

      $399,000

      1001 EARLY AVE, Winter Park, FL 32789

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 1661 HILLCREST AVE, Winter Park, FL 32789
      4 Beds4 Baths3,104 SqFt
      1/97 97
      New

      $11,000

      1661 HILLCREST AVE, Winter Park, FL 32789

      Listed by ROYALTY R E BOUTIQUE INC

      Stellar MLS
    • 775 MARYLAND AVE, Winter Park, FL 32789
      2 Beds1 Bath900 SqFt
      1/20 20
      New

      $3,400

      775 MARYLAND AVE, Winter Park, FL 32789

      Listed by ROAM FLORIDA REALTY LLC

      Stellar MLS
    • 850 JUANITA RAEL, Winter Park, FL 32789
      5 Beds5 Baths3,183 SqFt
      1/18 18
      New

      $3,950,000

      850 JUANITA RAEL, Winter Park, FL 32789

      Listed by PHIL KEAN REAL ESTATE LLC

      Stellar MLS
    • 1641 CHESTNUT AVE, Winter Park, FL 32789
      3 Beds3 Baths1,750 SqFt
      1/16 16
      New

      $3,995

      1641 CHESTNUT AVE, Winter Park, FL 32789

      Listed by REAL PROPERTY MANAGEMENT AND REALTY

      Stellar MLS
    • 1250 S DENNING DR #232, Winter Park, FL 32789
      2 Beds2 Baths913 SqFt
      1/25 25
      New

      $1,900

      1250 S DENNING DR #232, Winter Park, FL 32789

      Listed by RE/MAX DOWNTOWN

      Stellar MLS
    • 715 VIA BELLA, Winter Park, FL 32789
      5 Beds4 Baths4,328 SqFt
      1/60 60
      New

      $2,369,000

      715 VIA BELLA, Winter Park, FL 32789

      Listed by COMPASS FLORIDA LLC

      Stellar MLS
    • 430 W CANTON AVE, Winter Park, FL 32789
      3 Beds2 Baths1,434 SqFt
      1/6 6
      New

      $2,700

      430 W CANTON AVE, Winter Park, FL 32789

      Listed by OLDE TOWN BROKERS INC

      Stellar MLS
    • 104 S INTERLACHEN AVE #114, Winter Park, FL 32789
      2 Beds2 Baths1,143 SqFt
      1/58 58
      New

      $4,850

      104 S INTERLACHEN AVE #114, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 141 W LAKE SUE AVE, Winter Park, FL 32789
      2 Beds1 Bath1,559 SqFt
      1/2 2
      New

      $1,690,000

      141 W LAKE SUE AVE, Winter Park, FL 32789

      Listed by RE/MAX 200 REALTY

      Stellar MLS
    • 100 S INTERLACHEN AVE #404, Winter Park, FL 32789
      2 Beds2 Baths1,220 SqFt
      1/53 53
      New

      $1,200,000

      100 S INTERLACHEN AVE #404, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 100 S INTERLACHEN AVE #203D, Winter Park, FL 32789
      2 Beds2 Baths1,267 SqFt
      1/27 27
      Pending

      $775,000

      100 S INTERLACHEN AVE #203D, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 1340 PELHAM RD, Winter Park, FL 32789
      3 Beds2 Baths2,042 SqFt
      1/38 38
      Pending

      $765,000

      1340 PELHAM RD, Winter Park, FL 32789

      Listed by MILLER GRANT AND COMPANY

      Stellar MLS
    • 1161 VALENCIA AVE, Winter Park, FL 32789
      4 Beds5 Baths4,181 SqFt
      1/64 64
      New

      $4,650,000

      1161 VALENCIA AVE, Winter Park, FL 32789

      Listed by THE REAL ESTATE COLLECTION LLC

      Stellar MLS
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    Black with Red
    Engel & Völkers

    Marisa Gillman Denton License ID: BK 3335871

    +1(386) 682-9776 marisa.gillmandenton@engelvoelkers.com

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    Black with Red
    Engel & Völkers

    Marisa Gillman Denton License ID: BK 3335871

    +1(386) 682-9776 marisa.gillmandenton@engelvoelkers.com

      • Home
        About
        1. About Us
        2. Contact Us
        3. 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.