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    301 Properties
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    301 Properties Available

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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
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    • 1927 ELAND AVE, Winter Park, FL 32789
      5 Beds3 Baths2,242 SqFt
      1/68 68
      Open 8/29 10AM-12PM

      $820,000

      1927 ELAND AVE, Winter Park, FL 32789

      Listed by Ryan Leitter CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 1368 HIBISCUS AVE, Winter Park, FL 32789
      4 Beds3 Baths2,394 SqFt
      1/46 46
      Active

      $7,500

      1368 HIBISCUS AVE, Winter Park, FL 32789

      Listed by Patricia Zimath, LLC CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 2501 LAFAYETTE AVE, Winter Park, FL 32789
      4 Beds4 Baths2,819 SqFt
      1/22 22
      Pending

      $1,795,000

      2501 LAFAYETTE AVE, Winter Park, FL 32789

      Listed by Michael Elias CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 125 S INTERLACHEN AVE #2, Winter Park, FL 32789
      3 Beds5 Baths3,244 SqFt
      1/50 50
      Active

      $3,150,000

      125 S INTERLACHEN AVE #2, Winter Park, FL 32789

      Listed by Erin Legler CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 1571 WOODLAND AVE, Winter Park, FL 32789
      5 Beds8 Baths7,397 SqFt
      1/75 75
      Active

      $6,000,000

      1571 WOODLAND AVE, Winter Park, FL 32789

      Listed by Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 450 LAKEWOOD DR, Winter Park, FL 32789
      5 Beds6 Baths4,572 SqFt
      1/96 96
      Active

      $2,500,000

      450 LAKEWOOD DR, Winter Park, FL 32789

      Listed by Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 1441 CARDINAL CT, Winter Park, FL 32789
      4 Beds6 Baths4,066 SqFt
      3D
      Active

      $4,285,000

      1441 CARDINAL CT, Winter Park, FL 32789

      Listed by Damian Bergler CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 1354 INDIANA AVE, Winter Park, FL 32789
      3 Beds2 Baths1,269 SqFt
      1/39 39
      Active

      $574,900

      1354 INDIANA AVE, Winter Park, FL 32789

      Listed by Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 1523 MILLER AVE, Winter Park, FL 32789
      5 Beds4 Baths3,164 SqFt
      1/65 65
      Active

      $1,400,000

      1523 MILLER AVE, Winter Park, FL 32789

      Listed by Eric Trumble II CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 1526 MILLER AVE, Winter Park, FL 32789
      5 Beds5 Baths3,252 SqFt
      1/27 27
      Open Sat 12PM-3PM

      $1,574,900

      1526 MILLER AVE, Winter Park, FL 32789

      Listed by Kim Griffin RE/MAX EXCLUSIVE COLLECTION

      Stellar MLS
    • 311 E MORSE BLVD #4-5, Winter Park, FL 32789
      2 Beds2 Baths1,763 SqFt
      1/39 39
      Open Sat 11AM-2PM

      $1,050,000

      311 E MORSE BLVD #4-5, Winter Park, FL 32789

      Listed by Kim Garcia KELLER WILLIAMS ADVANTAGE REALTY

      Stellar MLS
    • 2333 WESTMINSTER CT, Winter Park, FL 32789
      4 Beds2 Baths1,877 SqFt
      1/40 40
      Open Sat 1PM-4PM

      $664,900

      2333 WESTMINSTER CT, Winter Park, FL 32789

      Listed by Steven Luppert COMPASS FLORIDA LLC

      Stellar MLS
    • 720 PANSY AVE, Winter Park, FL 32789
      3 Beds4 Baths2,191 SqFt
      1/58 58
      Coming Soon

      $1,350,000

      720 PANSY AVE, Winter Park, FL 32789

      Listed by Nick McKee KELLER WILLIAMS WINTER PARK

      Stellar MLS
    • 565 HUNTINGTON AVE #565, Winter Park, FL 32789
      3 Beds3 Baths2,015 SqFt
      1/27 27
      Open Sat 12PM-2PM

      $635,000

      565 HUNTINGTON AVE #565, Winter Park, FL 32789

      Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 1417 WILLIAMS DR, Winter Park, FL 32789
      5 Beds6 Baths4,891 SqFt
      1/55 55
      Open Sat 12PM-3PM

      $3,999,000

      1417 WILLIAMS DR, Winter Park, FL 32789

      Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC

      Stellar MLS
    • 2343 VERSAILLES AVE, Winter Park, FL 32789
      4 Beds4 Baths3,307 SqFt
      1/43 43
      Open Sat 1PM-4PM

      $1,865,000

      2343 VERSAILLES AVE, Winter Park, FL 32789

      Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 1431 PALM AVE, Winter Park, FL 32789
      2 Beds2 Baths1,540 SqFt
      1/38 38
      Open Sat 10:30AM-1:30PM

      $850,000

      1431 PALM AVE, Winter Park, FL 32789

      Listed by Kelsey Payton ALL REAL ESTATE & INVESTMENTS

      Stellar MLS
    • 1652 BERKSHIRE AVE, Winter Park, FL 32789
      3 Beds2 Baths1,498 SqFt
      1/29 29
      Open Sun 2PM-4PM

      $549,900

      1652 BERKSHIRE AVE, Winter Park, FL 32789

      Listed by Brian Teach COLDWELL BANKER REALTY

      Stellar MLS
    • 2881 TEMPLE TRL, Winter Park, FL 32789
      2 Beds3 Baths1,704 SqFt
      1/58 58
      Open Sat 12PM-2PM

      $575,000

      2881 TEMPLE TRL, Winter Park, FL 32789

      Listed by Alexis Davis FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 1525 GRANVILLE DR, Winter Park, FL 32789
      5 Beds6 Baths5,211 SqFt
      1/56 56
      Open Sat 12PM-2PM

      $4,750,000

      1525 GRANVILLE DR, Winter Park, FL 32789

      Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

      Stellar MLS
    • 645 PANSY AVE, Winter Park, FL 32789
      4 Beds5 Baths3,661 SqFt
      1/60 60
      Open Sun 2PM-4PM

      $2,390,000

      645 PANSY AVE, Winter Park, FL 32789

      Listed by Jamie Sharon PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 341 E READING WAY, Winter Park, FL 32789
      4 Beds4 Baths3,723 SqFt
      1/57 57
      Open Sun 2PM-4PM

      $1,565,000

      341 E READING WAY, Winter Park, FL 32789

      Listed by Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 644 N KNOWLES AVE #3, Winter Park, FL 32789
      1 Bed1 Bath767 SqFt
      1/27 27
      Open Sat 1:30PM-3PM

      $424,400

      644 N KNOWLES AVE #3, Winter Park, FL 32789

      Listed by Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 1411 MILLER AVE, Winter Park, FL 32789
      3 Beds4 Baths1,824 SqFt
      1/37 37
      Open Sat 12AM-2PM

      $899,000

      1411 MILLER AVE, Winter Park, FL 32789

      Listed by Sue Gilman KELLER WILLIAMS WINTER PARK

      Stellar MLS
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    Anne Rutherford License ID: 3351296

    +1(386) 624-5726 annesellsflahomes@gmail.com

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        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        Blogs
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
    LPT Realty

    Anne Rutherford License ID: 3351296

    +1(386) 624-5726 annesellsflahomes@gmail.com

    Get My App

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

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    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.