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    299 Properties
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    299 Properties Available

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    • Newest Listings
    • Beds (Most)
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    • 1535 WILLIAMS DR, Winter Park, FL 32789
      5 Beds4 Baths3,568 SqFt
      1/17 17
      Exclusive Listing
      Pending

      $2,050,000

      1535 WILLIAMS DR, Winter Park, FL 32789

      Listed by CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 311 E MORSE BLVD #7-5, Winter Park, FL 32789
      1 Bed1 Bath482 SqFt
      1/40 40
      Exclusive Listing
      Active

      $359,000

      311 E MORSE BLVD #7-5, Winter Park, FL 32789

      Listed by CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 446 ALBERTA DR, Winter Park, FL 32789
      4 Beds3 Baths3,263 SqFt
      1/69 69
      Exclusive Listing
      Active

      $1,750,000

      446 ALBERTA DR, Winter Park, FL 32789

      Listed by CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 690 OSCEOLA AVE #502, Winter Park, FL 32789
      2 Beds2 Baths1,400 SqFt
      1/45 45
      Exclusive Listing
      Active

      $2,750

      690 OSCEOLA AVE #502, Winter Park, FL 32789

      Listed by CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 690 OSCEOLA AVE #502, Winter Park, FL 32789
      2 Beds2 Baths1,400 SqFt
      1/49 49
      Exclusive Listing
      Active

      $485,000

      690 OSCEOLA AVE #502, Winter Park, FL 32789

      Listed by CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 1564 CAVENDISH RD, Winter Park, FL 32789
      3 Beds1 Bath1,140 SqFt
      1/30 30
      Exclusive Listing
      Active

      $450,000

      1564 CAVENDISH RD, Winter Park, FL 32789

      Listed by CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 450 LAKEWOOD DR, Winter Park, FL 32789
      5 Beds6 Baths4,676 SqFt
      1/87 87
      Exclusive Listing
      Active

      $2,500,000

      450 LAKEWOOD DR, Winter Park, FL 32789

      Listed by CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 786 W CANTON AVE, Winter Park, FL 32789
      0.11 Acres
      1/15 15
      Exclusive Listing
      Active

      $425,000

      786 W CANTON AVE, Winter Park, FL 32789

      Listed by CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 2129 FOSGATE DRIVE, Winter Park, FL 32789
      3 Beds3 Baths2,515 SqFt
      1/49 49
      Open Sun 2PM-4PM

      $975,000

      2129 FOSGATE DRIVE, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 1611 TIOGA TRL, Winter Park, FL 32789
      4 Beds2 Baths2,388 SqFt
      1/43 43
      Open Sun 1PM-3PM

      $1,175,000

      1611 TIOGA TRL, Winter Park, FL 32789

      Listed by KELLER WILLIAMS WINTER PARK

      Stellar MLS
    • 1001 EARLY AVE, Winter Park, FL 32789
      2 Beds1 Bath1,222 SqFt
      1/24 24
      Open Sat 11AM-2PM

      $389,000

      1001 EARLY AVE, Winter Park, FL 32789

      Listed by COLDWELL BANKER REALTY

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

      $349,000

      1516 PINEWOOD DR, Winter Park, FL 32789

      Listed by LIST NOW REALTY, LLC

      Stellar MLS
    • 240 KILLARNEY BAY CT #4, Winter Park, FL 32789
      2 Beds3 Baths1,536 SqFt
      1/32 32
      Open Sat 1PM-3PM

      $410,000

      240 KILLARNEY BAY CT #4, Winter Park, FL 32789

      Listed by KELLER WILLIAMS WINTER PARK

      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 FORTUNE INTERNATIONAL REALTY

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

      $3,895,000

      1820 GLENCOE RD, Winter Park, FL 32789

      Listed by CORCORAN PREMIER REALTY

      Stellar MLS
    • 212 BLOSSOM LN, Winter Park, FL 32789
      3 Beds2 Baths1,771 SqFt
      1/44 44
      Open Fri 11AM-1PM

      $565,000

      212 BLOSSOM LN, Winter Park, FL 32789

      Listed by BHHS FLORIDA REALTY

      Stellar MLS
    • 1268 PRESERVE POINT DR, Winter Park, FL 32789
      4 Beds4 Baths4,315 SqFt
      1/36 36
      New

      $2,350,000

      1268 PRESERVE POINT DR, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 1860 VIA CONTESSA, Winter Park, FL 32789
      8 Beds6 Baths7,000 SqFt
      1/90 90
      New

      $17,550

      1860 VIA CONTESSA, Winter Park, FL 32789

      Listed by SIERRA REALTY GROUP LLC

      Stellar MLS
    • 460 CAMBRIDGE BLVD #B, Winter Park, FL 32789
      2 Beds2 Baths945 SqFt
      1/15 15
      New

      $1,850

      460 CAMBRIDGE BLVD #B, Winter Park, FL 32789

      Listed by 4 ACRE REALTY LLC

      Stellar MLS
    • 1900 W FAWSETT RD, Winter Park, FL 32789
      4 Beds5 Baths4,600 SqFt
      1/61 61
      New

      $3,350,000

      1900 W FAWSETT RD, Winter Park, FL 32789

      Listed by KELLER WILLIAMS WINTER PARK

      Stellar MLS
    • 660 NORTHWOOD CIR, Winter Park, FL 32789
      4 Beds3 Baths2,008 SqFt
      1/46 46
      New

      $825,000

      660 NORTHWOOD CIR, Winter Park, FL 32789

      Listed by LUXE HUNTER REAL ESTATE

      Stellar MLS
    • 1500 GAY RD #24B, Winter Park, FL 32789
      2 Beds2 Baths1,026 SqFt
      1/17 17
      New

      $275,000

      1500 GAY RD #24B, Winter Park, FL 32789

      Listed by REALCOM REAL ESTATE SERVICES INC

      Stellar MLS
    • 1410 BORDER DR, Winter Park, FL 32789
      3 Beds2 Baths998 SqFt
      1/14 14
      New

      $2,300

      1410 BORDER DR, Winter Park, FL 32789

      Listed by PARKVIEW REAL ESTATE

      Stellar MLS
    • 2004 INDIANA AVE, Winter Park, FL 32789
      3 Beds2 Baths1,340 SqFt
      1/23 23
      New

      $2,100

      2004 INDIANA AVE, Winter Park, FL 32789

      Listed by KELLER WILLIAMS LEGACY REALTY

      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 2025. 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.