264

Recently Sold Windermere Homes

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  • /2

    $3,120,000

    Sold Jun 10, 2026

    4029 Isabella Cir, Windermere, FL 34786

    • 6 Beds
    • 8 Baths
    • 7,217 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $432/SF
    • 18 Days On Market

    Current Estimated Value $3,252,054

    Last Listing Agent Mauro Costa VISTA CAY REALTY COMPANY

    4029 Isabella Cir, Windermere, FL 34786
  • /2

    $830,000

    Sold Jan 16, 2026

    11031 Ledgement Ln, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 2,788 Sq Ft
    • Built 2003

    Last Sold Summary

    • 8% Below List Price
    • $298/SF
    • 178 Days On Market

    Current Estimated Value $838,499

    Last Listing Agent Billy Wygle THE WILKINS WAY LLC

    11031 Ledgement Ln, Windermere, FL 34786
  • /2

    $1,535,000

    Sold Sep 19, 2025

    11755 Waterstone Loop Dr, Windermere, FL 34786

    • 5 Beds
    • 5 Baths
    • 3,665 Sq Ft
    • Built 2012

    Last Sold Summary

    • 4% Below List Price
    • $419/SF
    • 97 Days On Market

    Current Estimated Value $1,525,333

    Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

    11755 Waterstone Loop Dr, Windermere, FL 34786
  • /2

    $1,800,000

    Sold Jan 15, 2026

    5412 Water Creek Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 4,247 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $424/SF
    • 39 Days On Market

    Current Estimated Value $1,845,512

    Last Listing Agent Kari Fleck THE REAL ESTATE COLLECTION LLC

    5412 Water Creek Dr, Windermere, FL 34786
  • /2

    $1,535,000

    Sold Apr 15, 2026

    1134 Kelso Blvd, Windermere, FL 34786

    • 2 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $751/SF
    • 19 Days On Market

    Current Estimated Value $1,536,121

    Last Listing Agent Jennifer Tyre REALTY AND COMPANY INT., LLC

    1134 Kelso Blvd, Windermere, FL 34786
  • /2

    $1,755,000

    Sold Aug 15, 2025

    11856 Vinci Dr, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 3,680 Sq Ft
    • Built 2011

    Last Sold Summary

    • 5% Below List Price
    • $477/SF
    • 108 Days On Market

    Current Estimated Value $1,737,342

    Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

    11856 Vinci Dr, Windermere, FL 34786
  • /2

    $1,400,000

    Sold May 07, 2026

    17521 Black Rail St, Windermere, FL 34786

    • 6 Beds
    • 4.5 Baths
    • 5,316 Sq Ft
    • Built 2015

    Last Sold Summary

    • 11% Below List Price
    • $263/SF
    • 96 Days On Market

    Current Estimated Value $1,432,634

    Last Listing Agent Rebecca Puig CHARLES RUTENBERG REALTY ORLANDO

    17521 Black Rail St, Windermere, FL 34786
  • /2

    $900,000

    Sold Jan 12, 2026

    11025 Ledgement Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,024 Sq Ft
    • Built 2003

    Last Sold Summary

    • 9% Below List Price
    • $298/SF
    • 222 Days On Market

    Current Estimated Value $891,849

    Last Listing Agent Christina Fata REAL BROKER, LLC

    11025 Ledgement Ln, Windermere, FL 34786
  • /2

    $800,000

    Sold Feb 02, 2026

    1061 Spring Mill Dr, Winter Garden, FL 34787

    • 5 Beds
    • 3 Baths
    • 3,502 Sq Ft
    • Built 2000

    Last Sold Summary

    • 10% Below List Price
    • $228/SF
    • 68 Days On Market

    Current Estimated Value $802,322

    Last Listing Agent Helen Thompson RE/MAX SELECT GROUP

    1061 Spring Mill Dr, Winter Garden, FL 34787
  • /2

    $940,000

    Sold Aug 29, 2025

    11474 Claymont Cir, Windermere, FL 34786

    • 4 Beds
    • 4 Baths
    • 3,318 Sq Ft
    • Built 2001

    Last Sold Summary

    • 25% Below List Price
    • $283/SF
    • 174 Days On Market

    Current Estimated Value $1,345,139

    Last Listing Agent Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

    11474 Claymont Cir, Windermere, FL 34786
  • /2

    $1,400,000

    Sold Jul 16, 2025

    12848 Jacob Grace Ct, Windermere, FL 34786

    • 4 Beds
    • 4 Baths
    • 4,079 Sq Ft
    • Built 2003

    Last Sold Summary

    • 10% Below List Price
    • $343/SF
    • 48 Days On Market

    Current Estimated Value $1,433,571

    Last Listing Agent Thad Czapka COLDWELL BANKER REALTY

    12848 Jacob Grace Ct, Windermere, FL 34786
  • /2

    $1,010,000

    Sold May 27, 2026

    10915 Ledgement Ln, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,818 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $358/SF
    • 113 Days On Market

    Current Estimated Value $1,014,244

    Last Listing Agent Eric Zimmerman RE/MAX ADVANTAGE

    10915 Ledgement Ln, Windermere, FL 34786
  • /2

    $1,335,000

    Sold May 11, 2026

    11044 Hawkshead Ct Unit 2, Windermere, FL 34786

    • 5 Beds
    • 4.5 Baths
    • 4,257 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $314/SF
    • 31 Days On Market

    Current Estimated Value $1,366,939

    Last Listing Agent Jennie Ho MAY HO REALTY

    11044 Hawkshead Ct Unit 2, Windermere, FL 34786
  • /2

    $850,000

    Sold Oct 21, 2025

    720 Main St, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 2,778 Sq Ft
    • Built 1980

    Last Sold Summary

    • 8% Below List Price
    • $306/SF
    • 4 Days On Market

    Current Estimated Value $876,558

    Last Listing Agent Deedee Sherman UPSIDE REAL ESTATE INC

    720 Main St, Windermere, FL 34786
  • /2

    $2,500,000

    Sold Sep 05, 2025

    2624 Midsummer Dr, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 4,667 Sq Ft
    • Built 1977

    Last Sold Summary

    • $536/SF
    • 0 Days On Market

    Current Estimated Value $2,884,775

    Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

    2624 Midsummer Dr, Windermere, FL 34786
  • /2

    $4,100,000

    Sold Aug 13, 2025

    3428 Chaine Du Lac Blvd, Windermere, FL 34786

    • 5 Beds
    • 7 Baths
    • 6,196 Sq Ft
    • Built 2018

    Last Sold Summary

    • 7% Below List Price
    • $662/SF
    • 41 Days On Market

    Current Estimated Value $3,953,815

    Last Listing Agent Mauro Costa VISTA CAY REALTY COMPANY

    3428 Chaine Du Lac Blvd, Windermere, FL 34786
  • /2

    $305,000

    Sold Mar 30, 2026

    8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Built 2006

    Last Sold Summary

    • 11% Below List Price
    • $210/SF
    • 39 Days On Market

    Current Estimated Value $308,107

    Last Listing Agent Corey Cannon BHHS FLORIDA REALTY

    8168 Boat Hook Loop Unit 207/714, Windermere, FL 34786
  • /2

    $2,065,000

    Sold Jul 14, 2025

    729 Main St, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,950 Sq Ft
    • Built 2015

    Last Sold Summary

    • 10% Below List Price
    • $523/SF
    • 208 Days On Market

    Current Estimated Value $2,041,706

    Last Listing Agent Billinda Boldt COLDWELL BANKER REALTY

    729 Main St, Windermere, FL 34786
  • /2

    $1,400,000

    Sold Jul 29, 2025

    13112 Luntz Point Ln, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,694 Sq Ft
    • Built 1994

    Last Sold Summary

    • 9% Below List Price
    • $379/SF
    • 97 Days On Market

    Current Estimated Value $1,394,071

    Last Listing Agent Gale Springer KELLER WILLIAMS ELITE PARTNERS III REALTY

    13112 Luntz Point Ln, Windermere, FL 34786
  • /2

    $680,000

    Sold Aug 27, 2025

    12411 Scarlett Sage Ct, Winter Garden, FL 34787

    • 4 Beds
    • 3 Baths
    • 3,571 Sq Ft
    • Built 2001

    Last Sold Summary

    • 11% Below List Price
    • $190/SF
    • 90 Days On Market

    Current Estimated Value $698,762

    Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

    12411 Scarlett Sage Ct, Winter Garden, FL 34787
  • /2

    $765,000

    Sold Sep 10, 2025

    9447 Westover Club Cir, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,568 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $298/SF
    • 30 Days On Market

    Current Estimated Value $775,418

    Last Listing Agent Erica Sadelfeld THE REAL ESTATE COLLECTION LLC

    9447 Westover Club Cir, Windermere, FL 34786
  • /2

    $440,000

    Sold Sep 05, 2025

    11420 Center Lake Dr, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,881 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $234/SF
    • 9 Days On Market

    Current Estimated Value $441,740

    Last Listing Agent Millie Brockmeyer RE/MAX INNOVATION

    11420 Center Lake Dr, Windermere, FL 34786
  • /2

    $420,000

    Sold Jul 25, 2025

    11213 Grander Dr, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,884 Sq Ft
    • Built 2013

    Last Sold Summary

    • 7% Below List Price
    • $223/SF
    • 55 Days On Market

    Current Estimated Value $431,518

    Last Listing Agent Farzana Zalil CHARLES RUTENBERG REALTY ORLANDO

    11213 Grander Dr, Windermere, FL 34786
  • /2

    $1,350,000

    Sold Apr 17, 2026

    11802 Waterstone Loop Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 3,396 Sq Ft
    • Built 2012

    Last Sold Summary

    • 3% Below List Price
    • $398/SF
    • 20 Days On Market

    Current Estimated Value $1,387,234

    Last Listing Agent Catherine Lambert BHHS FLORIDA REALTY

    11802 Waterstone Loop Dr, Windermere, FL 34786
  • /2

    $1,150,000

    Sold May 15, 2026

    6012 Roseate Spoonbill Dr, Windermere, FL 34786

    • 8 Beds
    • 5 Baths
    • 4,758 Sq Ft
    • Built 2013

    Last Sold Summary

    • 4% Below List Price
    • $242/SF
    • 3 Days On Market

    Current Estimated Value $1,180,261

    Last Listing Agent Nicole Dege REDFIN CORPORATION

    6012 Roseate Spoonbill Dr, Windermere, FL 34786
  • /2

    $4,125,000

    Sold Sep 05, 2025

    805 W 2nd Ave, Windermere, FL 34786

    • 5 Beds
    • 6 Baths
    • 4,783 Sq Ft
    • Built 1999

    Last Sold Summary

    • 17% Below List Price
    • $862/SF
    • 103 Days On Market

    Current Estimated Value $3,904,175

    Last Listing Agent Nick Cotton FOREVER MAGIC REALTY INC

    805 W 2nd Ave, Windermere, FL 34786
  • /2

    $2,050,000

    Sold Aug 21, 2025

    6143 Cartmel Ln, Windermere, FL 34786

    • 4 Beds
    • 5.5 Baths
    • 4,582 Sq Ft
    • Built 2003

    Last Sold Summary

    • 9% Below List Price
    • $447/SF
    • 100 Days On Market

    Current Estimated Value $2,003,123

    Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    6143 Cartmel Ln, Windermere, FL 34786
  • /2

    $2,948,000

    Sold Apr 07, 2026

    11255 Macaw Ct, Windermere, FL 34786

    • 5 Beds
    • 5.5 Baths
    • 5,845 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $504/SF
    • 24 Days On Market

    Current Estimated Value $2,933,908

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    11255 Macaw Ct, Windermere, FL 34786
  • /2

    $1,950,000

    Sold Apr 10, 2026

    8160 Tibet Butler Dr, Windermere, FL 34786

    • 4 Beds
    • 5 Baths
    • 4,806 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $406/SF
    • 2 Days On Market

    Current Estimated Value $1,945,787

    Last Listing Agent Teresa Stewart SOUTHERN REALTY GROUP LLC

    8160 Tibet Butler Dr, Windermere, FL 34786
  • /2

    $1,230,000

    Sold Dec 03, 2025

    11721 Camden Park Dr, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 3,014 Sq Ft
    • Built 2005

    Last Sold Summary

    • 18% Below List Price
    • $408/SF
    • 5 Days On Market

    Current Estimated Value $1,206,852

    Last Listing Agent Shelley Dawson COMPASS FLORIDA LLC

    11721 Camden Park Dr, Windermere, FL 34786
  • /2

    $317,000

    Sold Mar 09, 2026

    8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $218/SF
    • 107 Days On Market

    Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

    8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786
  • /2

    $1,289,000

    Sold Jul 28, 2025

    1265 Estancia Woods Loop, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,314 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $389/SF
    • 11 Days On Market

    Current Estimated Value $1,313,292

    Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

    1265 Estancia Woods Loop, Windermere, FL 34786
  • /2

    $285,000

    Sold Feb 12, 2026

    11565 Mizzon Dr Unit 101/808, Windermere, FL 34786

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 2006

    Last Sold Summary

    • 10% Below List Price
    • $198/SF
    • 38 Days On Market

    Current Estimated Value $302,741

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    11565 Mizzon Dr Unit 101/808, Windermere, FL 34786
  • /2

    $430,000

    Sold Jul 17, 2025

    7629 Ripplepointe Way, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,881 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $229/SF
    • 5 Days On Market

    Current Estimated Value $437,706

    Last Listing Agent Kris Ibrahim HOME WISE REALTY GROUP, INC.

    7629 Ripplepointe Way, Windermere, FL 34786
  • /50

    $3,275,000

    Sold Sep 05, 2025

    4065 Isabella Cir, Windermere, FL 34786

    • 6 Beds
    • 7.5 Baths
    • 8,047 Sq Ft
    • Built 2020

    Last Sold Summary

    • 11% Below List Price
    • $407/SF
    • 67 Days On Market

    Current Estimated Value $3,347,838

    Last Listing Agent Tala Watkins Local Real Estate LLC

    4065 Isabella Cir, Windermere, FL 34786
  • /2

    $3,100,000

    Sold Sep 02, 2025

    11018 Lake Butler Blvd, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,923 Sq Ft
    • Built 2001

    Last Sold Summary

    • 11% Below List Price
    • $790/SF
    • 58 Days On Market

    Current Estimated Value $3,058,206

    Last Listing Agent Toni Marie Cafferty COMPASS FLORIDA LLC

    11018 Lake Butler Blvd, Windermere, FL 34786
  • /2

    $1,980,000

    Sold Nov 24, 2025

    5909 Oxford Moor Blvd, Windermere, FL 34786

    • 4 Beds
    • 6 Baths
    • 5,457 Sq Ft
    • Built 2011

    Last Sold Summary

    • 14% Below List Price
    • $363/SF
    • 174 Days On Market

    Current Estimated Value $1,956,951

    Last Listing Agent Soraya Tamaddon EMPIRE NETWORK REALTY

    5909 Oxford Moor Blvd, Windermere, FL 34786
  • /4

    $1,375,000

    Sold Dec 17, 2025

    11019 Kentmere Ct, Windermere, FL 34786

    • 4 Beds
    • 4 Baths
    • 3,813 Sq Ft
    • Built 2005

    Last Sold Summary

    • 31% Below List Price
    • $361/SF
    • 188 Days On Market

    Current Estimated Value $1,364,555

    Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

    11019 Kentmere Ct, Windermere, FL 34786
  • /2

    $515,000

    Sold May 15, 2026

    11355 Arborside Bend Way Unit 1, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 2002

    Last Sold Summary

    • 14% Below List Price
    • $252/SF
    • 69 Days On Market

    Current Estimated Value $555,907

    Last Listing Agent Jeffrey Funk EXP REALTY LLC

    11355 Arborside Bend Way Unit 1, Windermere, FL 34786
  • /2

    $750,000

    Sold Jun 11, 2026

    13603 Sunset Lakes Cir, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft
    • Built 1995

    Last Sold Summary

    • 5% Below List Price
    • $309/SF
    • 10 Days On Market

    Current Estimated Value $775,207

    Last Listing Agent Chelsea Eckert LISA REALTY PARTNERS

    13603 Sunset Lakes Cir, Winter Garden, FL 34787

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