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    405 Properties
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    405 Properties Available

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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    • 6920 HELMSLEY CIR, Windermere, FL 34786
      3 Beds2 Baths2,156 SqFt
      1/20 20
      Exclusive Listing
      Active

      $3,100

      6920 HELMSLEY CIR, Windermere, FL 34786

      Listed by Jessica Cueva PA CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 8507 BOWDEN WAY, Windermere, FL 34786
      4 Beds3 Baths2,398 SqFt
      1/26 26
      Exclusive Listing
      Active

      $6,500

      8507 BOWDEN WAY, Windermere, FL 34786

      Listed by Jessica Cueva PA CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 6844 VALHALLA WAY, Windermere, FL 34786
      5 Beds6 Baths5,339 SqFt
      1/59 59
      Exclusive Listing
      Active

      $15,000

      6844 VALHALLA WAY, Windermere, FL 34786

      Listed by Marilene Auge CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 6102 S HAMPSHIRE CT, Windermere, FL 34786
      4 Beds6 Baths4,810 SqFt
      1/89 89
      Exclusive Listing
      Active

      $2,650,000

      6102 S HAMPSHIRE CT, Windermere, FL 34786

      Listed by Jessica Cueva PA CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 11446 JASPER KAY TER #309 (1022), Windermere, FL 34786
      2 Beds2 Baths1,161 SqFt
      1/35 35
      Exclusive Listing
      Pending

      $295,000

      11446 JASPER KAY TER #309 (1022), Windermere, FL 34786

      Listed by Amanda Volence CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 11096 LEDGEMENT LN, Windermere, FL 34786
      5 Beds5 Baths3,285 SqFt
      3D
      Exclusive Listing
      Active

      $939,500

      11096 LEDGEMENT LN, Windermere, FL 34786

      Listed by James Ellis CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 1661 ROBERTS LANDING RD, Windermere, FL 34786
      2.62 Acres
      1/21 21
      Exclusive Listing
      Active

      $559,000

      1661 ROBERTS LANDING RD, Windermere, FL 34786

      Listed by Lana Watts CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 299 W 4TH AVE, Windermere, FL 34786
      4 Beds3 Baths2,410 SqFt
      1/42 42
      Open Sun 12PM-3PM

      $895,000

      299 W 4TH AVE, Windermere, FL 34786

      Listed by Judy Black UPSIDE REAL ESTATE INC

      Stellar MLS
    • 2509 RIDGEWIND WAY, Windermere, FL 34786
      4 Beds4 Baths3,844 SqFt
      1/38 38
      Open 11/15 1PM-3PM

      $1,585,000

      2509 RIDGEWIND WAY, Windermere, FL 34786

      Listed by Hilary Hall COMPASS FLORIDA LLC

      Stellar MLS
    • 13413 ZORI LN, Windermere, FL 34786
      4 Beds3 Baths2,830 SqFt
      1/38 38
      Open Sun 12PM-4PM

      $675,000

      13413 ZORI LN, Windermere, FL 34786

      Listed by Annie Kwan ORLANDO SUNSHINE REALTY

      Stellar MLS
    • 3328 WAX BERRY CT, Windermere, FL 34786
      4 Beds4 Baths2,636 SqFt
      1/67 67
      Open 11/15 2PM-4PM

      $975,000

      3328 WAX BERRY CT, Windermere, FL 34786

      Listed by Ferris Kassar PREFERRED REAL ESTATE BROKERS

      Stellar MLS
    • 12530 CLIMBING VINE CT, Windermere, FL 34786
      5 Beds4 Baths3,407 SqFt
      1/9 9
      Open 11/15 10AM-1PM

      $999,000

      12530 CLIMBING VINE CT, Windermere, FL 34786

      Listed by Steven Koleno BEYCOME OF FLORIDA LLC

      Stellar MLS
    • 2828 INGEBORG CT, Windermere, FL 34786
      5 Beds5 Baths3,190 SqFt
      1/42 42
      Open Sun 12PM-2PM

      $1,275,000

      2828 INGEBORG CT, Windermere, FL 34786

      Listed by Tiffany Pantozzi ALIGN REAL ESTATE LLC

      Stellar MLS
    • 11818 WATER RUN ALY, Windermere, FL 34786
      3 Beds3 Baths1,588 SqFt
      1/31 31
      Open 11/15 11AM-3PM

      $428,000

      11818 WATER RUN ALY, Windermere, FL 34786

      Listed by Nelia Perez Urdaneta LA ROSA REALTY LLC

      Stellar MLS
    • 11636 WATER RUN ALY, Windermere, FL 34786
      3 Beds3 Baths1,584 SqFt
      1/18 18
      Open Sun 10AM-2PM

      $428,000

      11636 WATER RUN ALY, Windermere, FL 34786

      Listed by Jose Jimenez EXP REALTY LLC

      Stellar MLS
    • 14395 CREST PALM AVE, Windermere, FL 34786
      4 Beds4 Baths3,404 SqFt
      1/4 4
      Open Sun 1PM-5PM

      $1,084,558

      14395 CREST PALM AVE, Windermere, FL 34786

      Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

      Stellar MLS
    • 13327 FERNOW ST, Windermere, FL 34786
      5 Beds6 Baths3,600 SqFt
      3D
      Open 11/15 12PM-2PM

      $795,000

      13327 FERNOW ST, Windermere, FL 34786

      Listed by Jonathan Ruiz KELLER WILLIAMS WINTER PARK

      Stellar MLS
    • 436 E 7TH AVE, Windermere, FL 34786
      4 Beds5 Baths3,136 SqFt
      1/28 28
      Open Sun 11:59AM-3PM

      $2,425,000

      436 E 7TH AVE, Windermere, FL 34786

      Listed by Deniley Valdes TALENT REALTY SOLUTIONS

      Stellar MLS
    • 7019 WINDY PALM WAY, Windermere, FL 34786
      4 Beds4 Baths3,404 SqFt
      1/2 2
      Open Sun 1PM-5PM

      $1,099,198

      7019 WINDY PALM WAY, Windermere, FL 34786

      Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

      Stellar MLS
    • 7007 WINDY PALM WAY, Windermere, FL 34786
      6 Beds5 Baths3,628 SqFt
      1/10 10
      Open Sun 12PM-3PM

      $1,048,337

      7007 WINDY PALM WAY, Windermere, FL 34786

      Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

      Stellar MLS
    • 8778 PEACHTREE PARK CT, Windermere, FL 34786
      4 Beds4 Baths3,235 SqFt
      1/65 65
      Open Sun 12PM-2PM

      $900,000

      8778 PEACHTREE PARK CT, Windermere, FL 34786

      Listed by Erica Diaz HOMEVEST REALTY

      Stellar MLS
    • 13430 HOPKINTON CT, Windermere, FL 34786
      3 Beds2 Baths1,732 SqFt
      3D
      Open 11/15 12PM-2PM

      $585,000

      13430 HOPKINTON CT, Windermere, FL 34786

      Listed by Lynn London EXP REALTY LLC

      Stellar MLS
    • 7628 BILLINGHAM ST, Windermere, FL 34786
      3 Beds3 Baths1,480 SqFt
      1/18 18
      Open 11/15 11AM-3PM

      $405,000

      7628 BILLINGHAM ST, Windermere, FL 34786

      Listed by Nelia Perez Urdaneta LA ROSA REALTY LLC

      Stellar MLS
    • 14225 CREST PALM AVE, Windermere, FL 34786
      6 Beds5 Baths4,443 SqFt
      1/3 3
      Open Sun 1PM-5PM

      $1,139,000

      14225 CREST PALM AVE, Windermere, FL 34786

      Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

      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.