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    6.1K Properties
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    FL >34786 >
    Market Insights
    • 616 MAGNOLIA ST, Windermere, FL 34786
      4 Beds2 Baths2,582 SqFt
      $830,000 $890,000 6.7%

      616 MAGNOLIA ST, Windermere, FL 34786

      Listed by Darrell Nunnelley VINTAGE REALTY GROUP LLC

      Stellar MLS
    • 9439 WESTOVER CLUB CIR, Windermere, FL 34786
      6 Beds5 Baths4,445 SqFt
      $1,099,995 $1,099,995

      9439 WESTOVER CLUB CIR, Windermere, FL 34786

      Listed by Sean Popat BUYER REBATES REALTY

      Stellar MLS
    • 13527 LAKE CAWOOD DR, Windermere, FL 34786
      5 Beds5 Baths3,379 SqFt
      $1,290,000 $1,275,000 1.2%

      13527 LAKE CAWOOD DR, Windermere, FL 34786

      Listed by Simon Simaan THE SIMON SIMAAN GROUP

      Stellar MLS
    • 12975 CALDERDALE AVE, Windermere, FL 34786
      3 Beds3 Baths1,645 SqFt
      $392,000 $399,990 2.0%

      12975 CALDERDALE AVE, Windermere, FL 34786

      Listed by Stephen Hachey FLAT FEE MLS REALTY

      Stellar MLS
    • 13707 LENSDALE LN, Windermere, FL 34786
      3 Beds3 Baths1,490 SqFt
      $315,000 $350,000 10.0%

      13707 LENSDALE LN, Windermere, FL 34786

      Listed by Cesar Estrada, PA EXP REALTY LLC

      Stellar MLS
    • 9375 WOODBREEZE BLVD, Windermere, FL 34786
      3 Beds2 Baths1,492 SqFt
      $475,000 $535,000 11.2%

      9375 WOODBREEZE BLVD, Windermere, FL 34786

      Listed by Jackie V Patellis COLDWELL BANKER REALTY

      Stellar MLS
    • 12821 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
      5 Beds4 Baths3,689 SqFt
      $735,000 $749,000 1.9%

      12821 WESTSIDE VILLAGE LOOP, Windermere, FL 34786

      Listed by Eric Jia NUMBER 1 BROKER, LLC

      Stellar MLS
    • 9197 OUTLOOK ROCK TRAIL, Windermere, FL 34786
      5 Beds4 Baths4,056 SqFt
      $1,040,000 $1,040,000

      9197 OUTLOOK ROCK TRAIL, Windermere, FL 34786

      Listed by Jo Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 8420 VIVARO ISLE WAY, Windermere, FL 34786
      5 Beds5 Baths4,061 SqFt
      $1,140,000 $1,150,000 0.9%

      8420 VIVARO ISLE WAY, Windermere, FL 34786

      Listed by Tyler Labod COLDWELL BANKER REALTY

      Stellar MLS
    • 11565 MIZZON DR #208, Windermere, FL 34786
      3 Beds2 Baths1,442 SqFt
      $330,000 $350,000 5.7%

      11565 MIZZON DR #208, Windermere, FL 34786

      Listed by Gisele Abrantes Trautman SERHANT

      Stellar MLS
    • 720 MAIN ST, Windermere, FL 34786
      3 Beds2 Baths2,778 SqFt
      $850,000 $925,000 8.1%

      720 MAIN ST, Windermere, FL 34786

      Listed by Deedee Sherman UPSIDE REAL ESTATE INC

      Stellar MLS
    • 1984 WINDERMERE RD, Windermere, FL 34786
      6 Beds6 Baths6,601 SqFt
      $1,950,000 $2,050,000 4.9%

      1984 WINDERMERE RD, Windermere, FL 34786

      Listed by Steven Ritz KELLER WILLIAMS WINTER PARK

      Stellar MLS
    • 5502 MARLEON DR, Windermere, FL 34786
      6 Beds5 Baths6,355 SqFt
      $2,050,000 $2,100,000 2.4%

      5502 MARLEON DR, Windermere, FL 34786

      Listed by Ronald Ziolkowski RE/MAX PRIME PROPERTIES

      Stellar MLS
    • 12755 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
      4 Beds4 Baths3,064 SqFt
      $718,000 $749,000 4.1%

      12755 WESTSIDE VILLAGE LOOP, Windermere, FL 34786

      Listed by Eric Jia NUMBER 1 BROKER, LLC

      Stellar MLS
    • 635 BUTLER ST, Windermere, FL 34786
      3 Beds3 Baths2,353 SqFt
      $975,000 $995,000 2.0%

      635 BUTLER ST, Windermere, FL 34786

      Listed by Scott Arthur KELLER WILLIAMS REALTY AT THE LAKES

      Stellar MLS
    • 13218 ORANGE ISLE DR, Windermere, FL 34786
      4 Beds4 Baths3,109 SqFt
      $760,000 $780,000 2.6%

      13218 ORANGE ISLE DR, Windermere, FL 34786

      Listed by Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

      Stellar MLS
    • 11508 DELWICK DR, Windermere, FL 34786
      4 Beds3 Baths3,206 SqFt
      $966,400 $999,990 3.4%

      11508 DELWICK DR, Windermere, FL 34786

      Listed by Ziad El Aryan FLORIDA REALTY INVESTMENTS

      Stellar MLS
    • 1932 REED HILL DR, Windermere, FL 34786
      4 Beds3 Baths2,867 SqFt
      $797,000 $809,900 1.6%

      1932 REED HILL DR, Windermere, FL 34786

      Listed by Michael Blank FL PRO BROKERS LLC

      Stellar MLS
    • 4509 INDIAN DEER RD, Windermere, FL 34786
      4 Beds3 Baths2,412 SqFt
      $840,000 $849,999 1.2%

      4509 INDIAN DEER RD, Windermere, FL 34786

      Listed by Clementine Costantini KELLER WILLIAMS REALTY AT THE LAKES

      Stellar MLS
    • 13225 CHARFIELD ST, Windermere, FL 34786
      4 Beds4 Baths2,628 SqFt
      $649,000 $649,000

      13225 CHARFIELD ST, Windermere, FL 34786

      Listed by Karlene Grimes KELLER WILLIAMS ADVANTAGE III

      Stellar MLS
    • 11646 HAMPSTEAD ST, Windermere, FL 34786
      4 Beds3 Baths2,798 SqFt
      $960,000 $1,050,000 8.6%

      11646 HAMPSTEAD ST, Windermere, FL 34786

      Listed by Justin Pekarek ORLANDO PROPERTY ADVISORS

      Stellar MLS
    • 8424 LAKE BURDEN CIR, Windermere, FL 34786
      5 Beds4 Baths3,810 SqFt
      $1,625,000 $1,635,000 0.6%

      8424 LAKE BURDEN CIR, Windermere, FL 34786

      Listed by Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

      Stellar MLS
    • 7266 PENKRIDGE LN, Windermere, FL 34786
      3 Beds2 Baths1,971 SqFt
      $560,000 $555,000 0.9%

      7266 PENKRIDGE LN, Windermere, FL 34786

      Listed by Dennis Raffeo REALTY EXECUTIVES IN THE VILLAGES

      Stellar MLS
    • 8156 BOAT HOOK LOOP #107, Windermere, FL 34786
      3 Beds2 Baths1,455 SqFt
      $318,500 $326,500 2.5%

      8156 BOAT HOOK LOOP #107, Windermere, FL 34786

      Listed by Corey Cannon BHHS FLORIDA REALTY

      Stellar MLS
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    simpliHŌM

    Nicholas Rapisardi License ID: BK3229484

    +1(941) 735-0244 nicholas@simplihom.com

    3859 Bee Ridge Rd | Suite 102 | Sarasota FL | 34233

    Realtor: Nicholas V Rapisardi PLLC

    Broker: Nicholas V Rapisardi

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    output-onlinegiftools (1)
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Mortgage Calculator
        4. Buying Vocab
        Sell
        1. Home Estimate
        2. Selling Vocab
        About
        1. About Us
        2. Meet Nicholas
        3. The Brokerage
        4. Join Us
        Contact
    simpliHŌM

    Nicholas Rapisardi License ID: BK3229484

    +1(941) 735-0244 nicholas@simplihom.com

    3859 Bee Ridge Rd | Suite 102 | Sarasota FL | 34233

    Realtor: Nicholas V Rapisardi PLLC

    Broker: Nicholas V Rapisardi

    Custom Design by Lofty Inc

    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.