683

Recently Sold Windermere, FL Homes

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  • 14234 Desert Haven St Unit 14234, Windermere, FL 34786
    14234 Desert Haven St Unit 14234, Windermere, FL 34786
    /2

    $360,000 Sold Nov 14, 2025

    14234 Desert Haven St Unit 14234, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,067 Sq Ft
    • Built 2012

    Last Sold Summary

    • 6% Below List Price
    • $174/SF
    • 113 Days On Market

    Current Estimated Value $377,574

    Last Listing Agent Debi Roldan KELLER WILLIAMS ADVANTAGE III

    14234 Desert Haven St Unit 14234, Windermere, FL 34786
  • 11555 Charnock Dr, Windermere, FL 34786
    11555 Charnock Dr, Windermere, FL 34786
    /2

    $482,000 Sold Apr 21, 2025

    11555 Charnock Dr, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,886 Sq Ft
    • Built 2018

    Last Sold Summary

    • 12% Below List Price
    • $256/SF
    • 71 Days On Market

    Current Estimated Value $495,373

    Last Listing Agent Jeffrey Stocks STOCKS FAMILY REALTY LLC

    11555 Charnock Dr, Windermere, FL 34786
  • 2106 Ridgewind Way, Windermere, FL 34786
    2106 Ridgewind Way, Windermere, FL 34786
    /2

    $1,100,000 Sold Aug 07, 2025

    2106 Ridgewind Way, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,838 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $388/SF
    • 25 Days On Market

    Current Estimated Value $1,090,344

    Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

    2106 Ridgewind Way, Windermere, FL 34786
  • 8160 Iron Mountain Trail, Windermere, FL 34786
    8160 Iron Mountain Trail, Windermere, FL 34786
    /2

    $475,000 Sold Dec 30, 2025

    8160 Iron Mountain Trail, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 2,009 Sq Ft
    • Built 2016

    Last Sold Summary

    • 16% Below List Price
    • $236/SF
    • 201 Days On Market

    Last Listing Agent Francine Arroyo Santowski BHHS FLORIDA REALTY

    8160 Iron Mountain Trail, Windermere, FL 34786
  • 10545 Down Lakeview Cir, Windermere, FL 34786
    10545 Down Lakeview Cir, Windermere, FL 34786
    /2

    $3,450,000 Sold Jan 23, 2026

    10545 Down Lakeview Cir, Windermere, FL 34786

    • 5 Beds
    • 7 Baths
    • 7,263 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Below List Price
    • $475/SF
    • 143 Days On Market

    Last Listing Agent Valerie Kennedy COLONIALTOWN REALTY

    10545 Down Lakeview Cir, Windermere, FL 34786
  • 12428 Summerport Ln, Windermere, FL 34786
    12428 Summerport Ln, Windermere, FL 34786
    /2

    $2,580,000 Sold Jun 10, 2025

    12428 Summerport Ln, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 3,072 Sq Ft
    • Built 2003

    Last Sold Summary

    • 19% Below List Price
    • $840/SF
    • 239 Days On Market

    Current Estimated Value $2,503,171

    Last Listing Agent Norma Lipscomb COLDWELL BANKER RESIDENTIAL RE

    12428 Summerport Ln, Windermere, FL 34786
  • 5910 Caymus Loop, Windermere, FL 34786
    5910 Caymus Loop, Windermere, FL 34786
    /2

    $1,387,500 Sold Mar 31, 2025

    5910 Caymus Loop, Windermere, FL 34786

    • 4 Beds
    • 4 Baths
    • 3,476 Sq Ft
    • Built 2004

    Last Sold Summary

    • 7% Below List Price
    • $399/SF
    • 19 Days On Market

    Current Estimated Value $1,352,988

    Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

    5910 Caymus Loop, Windermere, FL 34786
  • 12936 Freeman St, Windermere, FL 34786
    12936 Freeman St, Windermere, FL 34786
    /2

    $528,000 Sold Jul 03, 2025

    12936 Freeman St, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 2,151 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $245/SF
    • 38 Days On Market

    Current Estimated Value $537,177

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    12936 Freeman St, Windermere, FL 34786
  • 5502 Marleon Dr, Windermere, FL 34786
    5502 Marleon Dr, Windermere, FL 34786
    /2

    $2,050,000 Sold Oct 20, 2025

    5502 Marleon Dr, Windermere, FL 34786

    • 6 Beds
    • 4.5 Baths
    • 6,355 Sq Ft
    • Built 2011

    Last Sold Summary

    • 2% Below List Price
    • $323/SF
    • 17 Days On Market

    Current Estimated Value $2,040,758

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    5502 Marleon Dr, Windermere, FL 34786
  • 7358 Tattant Blvd, Windermere, FL 34786
    7358 Tattant Blvd, Windermere, FL 34786
    /2

    $615,000 Sold Apr 22, 2025

    7358 Tattant Blvd, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,623 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $234/SF
    • 53 Days On Market

    Current Estimated Value $619,840

    Last Listing Agent Hanna Zhang INTOP REALTY LLC

    7358 Tattant Blvd, Windermere, FL 34786
  • 6326 Swanson St, Windermere, FL 34786
    6326 Swanson St, Windermere, FL 34786
    6326 Swanson St, Windermere, FL 34786
    /43

    $1,175,000 Sold Mar 10, 2025

    6326 Swanson St, Windermere, FL 34786

    • 4 Beds
    • 4 Baths
    • 3,295 Sq Ft
    • Built 2014

    Last Sold Summary

    • 6% Below List Price
    • $357/SF
    • 61 Days On Market

    Current Estimated Value $1,181,630

    Last Listing Agent Thomas Moffett BHHS FLORIDA REALTY

    6326 Swanson St, Windermere, FL 34786
  • 6106 Marleon Dr, Windermere, FL 34786
    6106 Marleon Dr, Windermere, FL 34786
    /2

    $2,000,000 Sold Jun 10, 2025

    6106 Marleon Dr, Windermere, FL 34786

    • 4 Beds
    • 6 Baths
    • 3,966 Sq Ft
    • Built 2023

    Last Sold Summary

    • 13% Below List Price
    • $504/SF
    • 45 Days On Market

    Current Estimated Value $1,987,401

    Last Listing Agent Edgar Navas SUNNY 365 REALTY GROUP

    6106 Marleon Dr, Windermere, FL 34786
  • 5892 Soter Ln, Windermere, FL 34786
    5892 Soter Ln, Windermere, FL 34786
    /2

    $415,000 Sold Jul 22, 2025

    5892 Soter Ln, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft
    • Built 2019

    Last Sold Summary

    • 10% Below List Price
    • $207/SF
    • 82 Days On Market

    Current Estimated Value $425,620

    Last Listing Agent Claire Jesso SERHANT

    5892 Soter Ln, Windermere, FL 34786
  • 8256 Maritime Flag St Unit 103, Windermere, FL 34786
    8256 Maritime Flag St Unit 103, Windermere, FL 34786
    /2

    $330,000 Sold Jun 25, 2025

    8256 Maritime Flag St Unit 103, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 2009

    Last Sold Summary

    • $229/SF
    • 33 Days On Market

    Current Estimated Value $333,752

    Last Listing Agent Brad Rosel EXP REALTY LLC

    8256 Maritime Flag St Unit 103, Windermere, FL 34786
  • 400 W 2nd Ave, Windermere, FL 34786
    400 W 2nd Ave, Windermere, FL 34786
    /2

    $905,000 Sold May 02, 2025

    400 W 2nd Ave, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 2,346 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $386/SF
    • 20 Days On Market

    Current Estimated Value $956,846

    Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

    400 W 2nd Ave, Windermere, FL 34786
  • 1448 Glenwick Dr, Windermere, FL 34786
    1448 Glenwick Dr, Windermere, FL 34786
    /2

    $708,000 Sold Jun 24, 2025

    1448 Glenwick Dr, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,585 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Below List Price
    • $274/SF
    • 10 Days On Market

    Current Estimated Value $701,502

    Last Listing Agent Jose Fleming PREFERRED REAL ESTATE BROKERS

    1448 Glenwick Dr, Windermere, FL 34786
  • 13290 Orange Isle Dr, Windermere, FL 34786
    13290 Orange Isle Dr, Windermere, FL 34786
    /2

    $620,000 Sold Feb 12, 2026

    13290 Orange Isle Dr, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 2,146 Sq Ft
    • Built 2022

    Last Sold Summary

    • 5% Below List Price
    • $289/SF
    • 23 Days On Market

    Last Listing Agent Christian Posegger EMPIRE NETWORK REALTY

    13290 Orange Isle Dr, Windermere, FL 34786
  • 6125 Foxfield Ct, Windermere, FL 34786
    6125 Foxfield Ct, Windermere, FL 34786
    6125 Foxfield Ct, Windermere, FL 34786
    /45

    $900,000 Sold Sep 05, 2025

    6125 Foxfield Ct, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,868 Sq Ft
    • Built 2000

    Last Sold Summary

    • 36% Below List Price
    • $314/SF
    • 104 Days On Market

    Current Estimated Value $975,964

    Last Listing Agent Mary Ann Thompson RE/MAX Elite

    6125 Foxfield Ct, Windermere, FL 34786
  • 5507 Worsham Ct, Windermere, FL 34786
    5507 Worsham Ct, Windermere, FL 34786
    /2

    $6,600,000 Sold Aug 11, 2025

    5507 Worsham Ct, Windermere, FL 34786

    • 5 Beds
    • 11 Baths
    • 10,200 Sq Ft
    • Built 2008

    Last Sold Summary

    • 24% Below List Price
    • $647/SF
    • 494 Days On Market

    Current Estimated Value $6,652,940

    Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

    5507 Worsham Ct, Windermere, FL 34786
  • 14244 Crest Palm Ave, Windermere, FL 34786
    14244 Crest Palm Ave, Windermere, FL 34786
    /2

    $1,035,000 Sold Dec 30, 2025

    14244 Crest Palm Ave, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,764 Sq Ft
    • Built 2025

    Last Sold Summary

    • $275/SF

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    14244 Crest Palm Ave, Windermere, FL 34786
  • 7675 Fordson Ln, Windermere, FL 34786
    7675 Fordson Ln, Windermere, FL 34786
    /2

    $430,000 Sold Jun 16, 2025

    7675 Fordson Ln, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $265/SF
    • 20 Days On Market

    Current Estimated Value $430,197

    Last Listing Agent Reina Mendez REILE REALTY CORP

    7675 Fordson Ln, Windermere, FL 34786
  • 6030 Greatwater Dr, Windermere, FL 34786
    6030 Greatwater Dr, Windermere, FL 34786
    /2

    $3,178,500 Sold Nov 12, 2025

    6030 Greatwater Dr, Windermere, FL 34786

    • 6 Beds
    • 6.5 Baths
    • 6,489 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $490/SF
    • 4 Days On Market

    Current Estimated Value $3,134,131

    Last Listing Agent TJ Cosgrove REAL BROKER, LLC

    6030 Greatwater Dr, Windermere, FL 34786
  • 14262 Crest Palm Ave, Windermere, FL 34786
    14262 Crest Palm Ave, Windermere, FL 34786
    /2

    $1,236,498 Sold Mar 21, 2025

    14262 Crest Palm Ave, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,404 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $363/SF
    • 0 Days On Market

    Current Estimated Value $1,191,500

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14262 Crest Palm Ave, Windermere, FL 34786
  • 2 Oakdale St, Windermere, FL 34786
    2 Oakdale St, Windermere, FL 34786
    /2

    $1,160,000 Sold Jan 09, 2026

    2 Oakdale St, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 2,152 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $539/SF
    • 3 Days On Market

    Last Listing Agent Christopher Bauman REVEL REALTY LLC

    2 Oakdale St, Windermere, FL 34786
  • 14360 Crest Palm Ave, Windermere, FL 34786
    14360 Crest Palm Ave, Windermere, FL 34786
    /2

    $1,158,517 Sold Aug 08, 2025

    14360 Crest Palm Ave, Windermere, FL 34786

    • 6 Beds
    • 4.5 Baths
    • 4,443 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $261/SF
    • 0 Days On Market

    Current Estimated Value $1,171,500

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14360 Crest Palm Ave, Windermere, FL 34786
  • 14466 Bridgewater Crossings Blvd, Windermere, FL 34786
    14466 Bridgewater Crossings Blvd, Windermere, FL 34786
    /2

    $400,000 Sold Nov 18, 2025

    14466 Bridgewater Crossings Blvd, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 1,642 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $244/SF
    • 87 Days On Market

    Current Estimated Value $398,006

    Last Listing Agent Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

    14466 Bridgewater Crossings Blvd, Windermere, FL 34786
  • 8607 Crescendo Ave, Windermere, FL 34786
    8607 Crescendo Ave, Windermere, FL 34786
    /2

    $540,000 Sold Jun 26, 2025

    8607 Crescendo Ave, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,073 Sq Ft
    • Built 2014

    Last Sold Summary

    • 5% Below List Price
    • $260/SF
    • 6 Days On Market

    Current Estimated Value $542,300

    Last Listing Agent Shirlei Devito CENTURY 21 CARIOTI

    8607 Crescendo Ave, Windermere, FL 34786
  • 11725 Sprawling Oak Dr, Windermere, FL 34786
    11725 Sprawling Oak Dr, Windermere, FL 34786
    /2

    $675,000 Sold Apr 11, 2025

    11725 Sprawling Oak Dr, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 2,591 Sq Ft
    • Built 2016

    Last Sold Summary

    • 1% Below List Price
    • $261/SF
    • 5 Days On Market

    Current Estimated Value $679,134

    Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

    11725 Sprawling Oak Dr, Windermere, FL 34786
  • 8329 Lookout Pointe Dr, Windermere, FL 34786
    8329 Lookout Pointe Dr, Windermere, FL 34786
    /2

    $580,000 Sold Apr 11, 2025

    8329 Lookout Pointe Dr, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 2,633 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $220/SF
    • 56 Days On Market

    Current Estimated Value $591,251

    Last Listing Agent Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

    8329 Lookout Pointe Dr, Windermere, FL 34786
  • 5232 Tildens Grove Blvd, Windermere, FL 34786
    5232 Tildens Grove Blvd, Windermere, FL 34786
    /2

    $1,050,000 Sold Sep 23, 2025

    5232 Tildens Grove Blvd, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 3,079 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $341/SF
    • 17 Days On Market

    Current Estimated Value $1,076,328

    Last Listing Agent Steve Healy CORCORAN PREMIER REALTY

    5232 Tildens Grove Blvd, Windermere, FL 34786
  • 1984 Windermere Rd, Windermere, FL 34786
    1984 Windermere Rd, Windermere, FL 34786
    /2

    $1,950,000 Sold Oct 20, 2025

    1984 Windermere Rd, Windermere, FL 34786

    • 6 Beds
    • 5.5 Baths
    • 6,601 Sq Ft
    • Built 2014

    Last Sold Summary

    • 10% Below List Price
    • $295/SF
    • 180 Days On Market

    Current Estimated Value $1,966,596

    Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

    1984 Windermere Rd, Windermere, FL 34786
  • 8778 Peachtree Park Ct, Windermere, FL 34786
    8778 Peachtree Park Ct, Windermere, FL 34786
    /2

    $974,900 Sold Jul 02, 2025

    8778 Peachtree Park Ct, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,235 Sq Ft
    • Built 2017

    Last Sold Summary

    • 1% Below List Price
    • $301/SF
    • 16 Days On Market

    Last Listing Agent Ronald Haywood BHHS FLORIDA REALTY

    8778 Peachtree Park Ct, Windermere, FL 34786
  • 1927 Watermere Ln, Windermere, FL 34786
    1927 Watermere Ln, Windermere, FL 34786
    /2

    $1,120,000 Sold Nov 20, 2025

    1927 Watermere Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,053 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $367/SF
    • 11 Days On Market

    Current Estimated Value $1,100,198

    Last Listing Agent Guang Yang YOUR HOME SOLD GUARANTEED REALTY

    1927 Watermere Ln, Windermere, FL 34786
  • 13413 Zori Ln, Windermere, FL 34786
    13413 Zori Ln, Windermere, FL 34786
    /2

    $640,000 Sold Feb 13, 2026

    13413 Zori Ln, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,830 Sq Ft
    • Built 2003

    Last Sold Summary

    • 5% Below List Price
    • $226/SF
    • 85 Days On Market

    Last Listing Agent Annie Kwan ORLANDO SUNSHINE REALTY

    13413 Zori Ln, Windermere, FL 34786
  • 5243 W Lake Butler Rd, Windermere, FL 34786
    5243 W Lake Butler Rd, Windermere, FL 34786
    /2

    $1,700,000 Sold Oct 27, 2025

    5243 W Lake Butler Rd, Windermere, FL 34786

    • 3 Beds
    • 3 Baths
    • 3,255 Sq Ft
    • Built 1996

    Last Sold Summary

    • 46% Below List Price
    • $522/SF
    • 211 Days On Market

    Last Listing Agent Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

    5243 W Lake Butler Rd, Windermere, FL 34786
  • 5188 Isleworth Country Club Dr, Windermere, FL 34786
    5188 Isleworth Country Club Dr, Windermere, FL 34786
    /2

    $3,500,000 Sold Apr 11, 2025

    5188 Isleworth Country Club Dr, Windermere, FL 34786

    • Land
    • 0.73 Acre
    • $4,794,521 per Acre

    Last Sold Summary

    • 0 Days On Market

    Current Estimated Value $3,440,528

    Last Listing Agent Carey Sheffield ISLEWORTH REALTY LLC

    5188 Isleworth Country Club Dr, Windermere, FL 34786
  • 7348 Yoder St, Windermere, FL 34786
    7348 Yoder St, Windermere, FL 34786
    /2

    $370,000 Sold Sep 03, 2025

    7348 Yoder St, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,479 Sq Ft
    • Built 2008

    Last Sold Summary

    • 11% Below List Price
    • $250/SF
    • 95 Days On Market

    Current Estimated Value $362,676

    Last Listing Agent Christopher Gabriel EXP REALTY LLC

    7348 Yoder St, Windermere, FL 34786
  • 9641 Crown Prince Ln, Windermere, FL 34786
    9641 Crown Prince Ln, Windermere, FL 34786
    /2

    $1,070,000 Sold Sep 30, 2025

    9641 Crown Prince Ln, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,924 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $273/SF
    • 2 Days On Market

    Current Estimated Value $1,078,253

    Last Listing Agent Anderson Tiu REIKI REALTY LLC

    9641 Crown Prince Ln, Windermere, FL 34786
  • 2532 Waterview Place, Windermere, FL 34786
    2532 Waterview Place, Windermere, FL 34786
    /2

    $850,000 Sold Jun 26, 2025

    2532 Waterview Place, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,478 Sq Ft
    • Built 1978

    Last Sold Summary

    • $343/SF
    • 21 Days On Market

    Current Estimated Value $843,957

    Last Listing Agent Tammy Schuster COMPASS FLORIDA LLC

    2532 Waterview Place, Windermere, FL 34786
  • 12963 Garridan Ave, Windermere, FL 34786
    12963 Garridan Ave, Windermere, FL 34786
    /2

    $378,250 Sold Jul 08, 2025

    12963 Garridan Ave, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,535 Sq Ft
    • Built 2009

    Last Sold Summary

    • 3% Below List Price
    • $246/SF
    • 6 Days On Market

    Current Estimated Value $382,630

    Last Listing Agent Chase Morton Tate COMPASS FLORIDA LLC

    12963 Garridan Ave, Windermere, FL 34786

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