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    418 Properties

    418 Properties Available

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    • Newest Listings
    • Beds (Most)
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    • Year Built (Newest)
    • Square Feet (Biggest)
    • 6920 HELMSLEY CIR, Windermere, FL 34786
      1/20 20
      Active

      $ 3,100

      3 Beds2 Baths2,156 SqFt

      6920 HELMSLEY CIR, Windermere, FL 34786

      Single Family Home

      Listed by Jessica Cueva PA CHARLES RUTENBERG REALTY ORLANDO

      Stellar MLS
    • 11318 FENIMORE COURT CT, Windermere, FL 34786
      1/75 75
      Active

      $ 1,279,000

      4 Beds3 Baths2,523 SqFt

      11318 FENIMORE COURT CT, Windermere, FL 34786

      Single Family Home

      Listed by Simone Esteves FSM REALTY INVESTMENTS

      Stellar MLS
    • 6132 PAYNE STEWART DR, Windermere, FL 34786
      1/45 45
      Active

      $ 12,000

      3 Beds4 Baths2,848 SqFt

      6132 PAYNE STEWART DR, Windermere, FL 34786

      Single Family Home

      Listed by Ryan Rapolti LPT REALTY, LLC

      Stellar MLS
    • 6242 GOLDEN DEWDROP TRL, Windermere, FL 34786
      1/20 20
      Active

      $ 2,700

      4 Beds4 Baths2,176 SqFt

      6242 GOLDEN DEWDROP TRL, Windermere, FL 34786

      Single Family Home

      Listed by Alice Wang FOURSQUARE REAL ESTATE

      Stellar MLS
    • 4226 DOWNEAST LN, Windermere, FL 34786
      1/15 15
      Active

      $ 14,800,000

      5 Beds3 Baths5,316 SqFt

      4226 DOWNEAST LN, Windermere, FL 34786

      Single Family Home

      Listed by Thad Czapka COLDWELL BANKER RESIDENTIAL RE

      Stellar MLS
    • 8180 BOAT HOOK LOOP #106/306, Windermere, FL 34786
      1/34 34
      Active

      $ 339,000

      3 Beds2 Baths1,455 SqFt

      8180 BOAT HOOK LOOP #106/306, Windermere, FL 34786

      Condo

      Listed by Steven Ritz KELLER WILLIAMS WINTER PARK

      Stellar MLS
    • 7231 SANGALLA DR, Windermere, FL 34786
      1/37 37
      Active

      $ 8,800

      5 Beds5 Baths3,835 SqFt

      7231 SANGALLA DR, Windermere, FL 34786

      Single Family Home

      Listed by Darrell Nunnelley VINTAGE REALTY GROUP LLC

      Stellar MLS
    • 11049 BAGLEY ALY, Windermere, FL 34786
      1/25 25
      Active

      $ 2,700

      3 Beds3 Baths1,880 SqFt

      11049 BAGLEY ALY, Windermere, FL 34786

      Single Family Home

      Listed by Amanda Yuan MULTI CHOICE REALTY LLC

      Stellar MLS
    • 5426 GEMGOLD CT, Windermere, FL 34786
      1/62 62
      Active

      $ 4,500

      4 Beds3 Baths2,648 SqFt

      5426 GEMGOLD CT, Windermere, FL 34786

      Single Family Home

      Listed by Hector Leon LPT REALTY, LLC

      Stellar MLS
    • 13094 KEGAN ST, Windermere, FL 34786
      Active

      $ 3,100

      3 Beds3 Baths2,203 SqFt

      13094 KEGAN ST, Windermere, FL 34786

      Single Family Home

      Listed by Angela Mavarez Suarez PM ELITE REALTY LLC

      Stellar MLS
    • 7448 LEIGHSIDE DR, Windermere, FL 34786
      1/35 35
      Active

      $ 2,700

      3 Beds3 Baths1,881 SqFt

      7448 LEIGHSIDE DR, Windermere, FL 34786

      Townhouse

      Listed by Vicente Virgilio ALTIS REALTY

      Stellar MLS
    • 1238 LAKE WHITNEY DR, Windermere, FL 34786
      1/42 42
      Active

      $ 2,400,000

      4 Beds6 Baths5,266 SqFt

      1238 LAKE WHITNEY DR, Windermere, FL 34786

      Single Family Home

      Listed by Nidhi Gupta HOME WISE REALTY GROUP, INC.

      Stellar MLS
    • 11450 ARBORSIDE BEND WAY, Windermere, FL 34786
      1/50 50
      Active

      $ 765,000

      4 Beds3 Baths2,622 SqFt

      11450 ARBORSIDE BEND WAY, Windermere, FL 34786

      Single Family Home

      Listed by David Sanchez LOKATION

      Stellar MLS
    • 7654 FAIRGROVE AVE, Windermere, FL 34786
      1/14 14
      Active

      $ 2,700

      4 Beds3 Baths1,866 SqFt

      7654 FAIRGROVE AVE, Windermere, FL 34786

      Townhouse

      Listed by Monza Adnan OLYMPUS EXECUTIVE REALTY INC

      Stellar MLS
    • 9106 PANZANI PL, Windermere, FL 34786
      1/56 56
      Active

      $ 950,000

      5 Beds4 Baths3,610 SqFt

      9106 PANZANI PL, Windermere, FL 34786

      Single Family Home

      Listed by Caitlin Dos Santos EXP REALTY LLC

      Stellar MLS
    • 1803 GLENBAY CT, Windermere, FL 34786
      1/67 67
      Active

      $ 875,000

      4 Beds3 Baths3,040 SqFt

      1803 GLENBAY CT, Windermere, FL 34786

      Single Family Home

      Listed by Melissa Tyrcha LAKESIDE REALTY WINDERMERE INC

      Stellar MLS
    • 6846 HELMSLEY CIR, Windermere, FL 34786
      1/40 40
      Active

      $ 669,000

      5 Beds3 Baths2,555 SqFt

      6846 HELMSLEY CIR, Windermere, FL 34786

      Single Family Home

      Listed by Nickolas Amburgey COMPASS FLORIDA LLC

      Stellar MLS
    • 12716 LANGSTAFF DR, Windermere, FL 34786
      1/37 37
      Active

      $ 364,000

      2 Beds3 Baths1,181 SqFt

      12716 LANGSTAFF DR, Windermere, FL 34786

      Townhouse

      Listed by Ann Wargo UPSIDE REAL ESTATE INC

      Stellar MLS
    • 6115 ORTA CT, Windermere, FL 34786
      1/43 43
      Active

      $ 18,500

      6 Beds8 Baths6,853 SqFt

      6115 ORTA CT, Windermere, FL 34786

      Single Family Home

      Listed by Billy Cannon, Jr BHHS FLORIDA REALTY

      Stellar MLS
    • 11837 CAVE RUN AVE, Windermere, FL 34786
      1/44 44
      Active

      $ 4,800

      4 Beds4 Baths3,407 SqFt

      11837 CAVE RUN AVE, Windermere, FL 34786

      Single Family Home

      Listed by Adam Prada US SQUARE REAL ESTATE

      Stellar MLS
    • 8153 JAILENE DR, Windermere, FL 34786
      1/21 21
      Active

      $ 3,100

      4 Beds3 Baths2,286 SqFt

      8153 JAILENE DR, Windermere, FL 34786

      Single Family Home

      Listed by Jacky Liu YORK MILLS REALTY LLC

      Stellar MLS
    • 1003 DOWN RESERVE CT, Windermere, FL 34786
      1/72 72
      Active

      $ 5,499,999

      6 Beds8 Baths6,816 SqFt

      1003 DOWN RESERVE CT, Windermere, FL 34786

      Single Family Home

      Listed by Peyton Lewis PREMIER SOTHEBYS INT'L REALTY

      Stellar MLS
    • 4012 ISABELLA CIR, Windermere, FL 34786
      1/71 71
      Active

      $ 14,800

      6 Beds9 Baths7,337 SqFt

      4012 ISABELLA CIR, Windermere, FL 34786

      Single Family Home

      Listed by Alejandra Silva METROPOLITAN R.E SOLUTIONS INC

      Stellar MLS
    • 7711 FAIRGROVE AVE, Windermere, FL 34786
      1/44 44
      Active

      $ 394,900

      3 Beds3 Baths1,680 SqFt

      7711 FAIRGROVE AVE, Windermere, FL 34786

      Townhouse

      Listed by Lindsay Kaye Voss VOSS REALTY INC

      Stellar MLS
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    Lori Willis & Carly Mikell

    +1(352) 408-7395 carly.mikell@engelvoelkers.com

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    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.

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      • 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
    Engel & Völkers Americas
    Lori Willis & Carly Mikell

    +1(352) 408-7395 carly.mikell@engelvoelkers.com

    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.